vanillin profile

Vanilla: A plant genus of the family ORCHIDACEAE that is the source of the familiar flavoring used in foods and medicines (FLAVORING AGENTS). [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Flora	Rank	Flora Definition	Family	Family Definition
Vanilla	genus	A plant genus of the family ORCHIDACEAE that is the source of the familiar flavoring used in foods and medicines (FLAVORING AGENTS).[MeSH]	Orchidaceae	A plant family of the order Asparagales. All members of the orchid family have the same bilaterally symmetrical flower structure, with three sepals, but the flowers vary greatly in color and shape.[MeSH]

ID Source	ID
PubMed CID	1183
CHEMBL ID	13883
CHEBI ID	18346
SCHEMBL ID	1213
MeSH ID	M0262491

Synonym
BIDD:ER0330
V55 ,
CHEBI:18346 ,
p-vanillin
nsc-48383
nsc48383
AC-907/21098004
SGCUT00016
vanillin (nf)
D00091
brn 0472792
ccris 2687
methylprotocatechuic aldehyde
einecs 204-465-2
vanilla oleoresin
protocatechualdehyde 3-methyl ether
fema no. 3107
hsdb 1027
oleoresin vanilla
vanilline
ai3-00093
vanillin (natural)
nsc 15351
vanillin [usan]
p-hydroxy-m-methoxybenzaldehyde
m-anisaldehyde, 4-hydroxy-
benzaldehyde, 4-hydroxy-3-methoxy-
4-hydroxy-5-methoxybenzaldehyde
2-methoxy-4-formylphenol
nsc-15351
vanillic aldehyde
lioxin
protocatechualdehyde, methyl-
nsc15351
wln: vhr dq co1
3-methoxy-4-hydroxybenzaldehyde
vanilla
zimco
4-formyl-2-methoxyphenol
4-hydroxy-m-anisaldehyde
inchi=1/c8h8o3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-5,10h,1h
4-hydroxy,3-methoxy-benzaldehyde
nsc-403658
nsc403658
NCGC00091645-01
vanillin ,
4-hydroxy-3-methoxybenzaldehyde
121-33-5
4-hydroxy-3-methoxy-benzaldehyde
vanillaldehyde
C00755
vanillin, natural, >=97%, fcc, fg
vanillin, >=97%, fcc, fg
TO_000089
NCGC00091645-03
NCI60_001085
NCGC00091645-02
vanillin, reagentplus(r), 99%
STK199262
AC-10370
AKOS000118929
smr000156285
MLS002303069
h-0264
nplc-0145
rhovanil
vanillin melting point standard
CHEMBL13883 ,
vanillin, natural
4-hydroxy-3-methoxy-benzyldehyde
BMSE000343
BMSE010006
BMSE000597
FT-0669738
bdbm50177405
V0080
H0264
A19444
NCGC00091645-04
NCGC00091645-05
NCGC00254468-01
tox21_113534
NCGC00259474-01
tox21_300352
dtxsid0021969 ,
dtxcid301969
tox21_201925
cas-121-33-5
BBL011956
4-hydroxy-3-methoxybenzaldehyde(vanilline)
vanilin
vanillin [nf]
unii-chi530446x
chi530446x ,
ec 204-465-2
4-08-00-01763 (beilstein handbook reference)
BP-10602
FT-0618639
AM20060497
vanillin [vandf]
vanillin [ii]
vanillin [inci]
vanillin [usp-rs]
vanillin [who-dd]
vanillin [fcc]
vanillin [fhfi]
vanillin [hsdb]
vanillin [mi]
vanillin [mart.]
vanillin, natural [fhfi]
vanillin [ep monograph]
S3071
gtpl6412
SCHEMBL1213
NCGC00091645-07
tox21_113534_1
4-hydroxy-3-methoxy benzaldehyde
3-methoxy-4-hydroxy-benzaldehyde
4-hydroxy-3-(methoxy)benzaldehyde
3-methoxy-4-hydroxy benzaldehyde
vaniline
4-hydroxy-3-methoxybenzaldehyde (vanillin)
4-hydoxy-3-(methyloxy)benz aldehyde
4-hydoxy-3-(methyloxy)benzaldehyde
3-methoxy-4-hydroxy benzoaldehyde
m-methoxy-p-hydroxybenzaldehyde
Q-100102
CS-W020052
mfcd00006942
F2190-0587
vanillin, tested according to ph.eur.
mettler-toledo calibration substance me 51143093, vanillin, traceable to primary standards (lgc)
vanillin, tracecert(r), certified reference material
vanillin melting point standard, united states pharmacopeia (usp) reference standard
vanillin, jis special grade, >=98.0%
vanillin, united states pharmacopeia (usp) reference standard
HMS3651D20
fema 3107
vanillin, puriss., 99.5%
vanillin, pharmaceutical secondary standard; certified reference material
vanillin melting point standard, pharmaceutical secondary standard; certified reference material
vanillin, european pharmacopoeia (ep) reference standard
vanillin, vetec(tm) reagent grade, 98%
oleo-resins vanilla-bean
4-hydroxy-3-methoxybenzaldehyde (acd/name 4.0)
vanillin sodium salt
4-hydroxy-3-methoxy-benzaldehyde-5-chlorovanillin
methylprotcatechuic aldehyde
vanilla oleoresin (vanilla spp)
3-methoxy-4-hydroxybenzaldehyde (vanillin)
4-hydroxy 3-methoxybenzaldehyde
methyl-protocatechualdehyde
vanillin (3-methoxy-4-hydroxy- benzaldehyde)
oleo-resins vanilla
SW219190-1
FT-0675778
HY-N0098
mettler-toledo calibration substance me 51143093, vanillin
SY224451
Q33495
1-(aminomethyl)-cyclopropanecarboxylicacidethylester
STR01001
BCP29943
nsc 15351;nsc-15351; nsc15351 pound>>4-hydroxy-3-methoxybenzaldehyde
HMS3885K07
CCG-266230
vanillin 1000 microg/ml in acetonitrile
vanillin (83 degrees c) melting point standard
EN300-18281
vanillin (methoxy-13c)
vanillin (standard)
CS-0694801
HY-N0098R
vanillin (ep monograph)
vanillin (mart.)
vanillin (ii)
fema number 3107
methylprotocatechualdehyde
Z57772449

Excerpt	Reference	Relevance
"Vanillin is a natural flavoring agent that is widely used in the bioengineering industry. "	( Efficient vanillin biosynthesis by recombinant lignin-degrading bacterium Arthrobacter sp. C2 and its environmental profile via life cycle assessment. Jiang, H; Li, C; Sun, S; Wang, Y; Zang, H; Zhang, Y; Zhao, X, 2022)	2.57
"Vanillin is a popular flavoring agent widely used around the world. "	( Biosynthesis of vanillin by different microorganisms: a review. Gu, P; Huang, Z; Jiang, S; Li, C; Li, Q; Liu, L; Ma, Q; Zhao, S, 2022)	2.51
"Vanillin is an important flavoring and aromatic ingredient found mainly in the pods of the tropical plant vanilla and is widely used in the food industry. "	( Process optimization of vanillin production by conversion of ferulic acid by Bacillus megaterium. Chen, M; Chen, X; Dang, Y; Gou, J; Guo, Y; Liu, H; Liu, N; Zhao, Y; Zhu, R, 2022)	2.47
"Vanillin is an organic compound that not only acts as a flavoring and fragrance enhancer in some foods, but also can have antioxidant, anti-inflammatory, anti-cancer and anti-depressant effects. "	( A review on nanomaterial-based electrochemical sensors for determination of vanillin in food samples. Moradi, O, 2022)	2.39
"Vanillin is a potent growth-inhibiting factor in Saccharomyces cerevisiae during lignocellulose biorefineries. "	( Disruption of phosphate metabolism and sterol transport-related genes conferring yeast resistance to vanillin and rapid ethanol production. Ao, X; Han, S; Hu, J; Lin, Y; Shi, C; Sun, Z; Wang, S; Zhang, Y; Zhao, F, 2023)	2.57
"Vanillin is a phenolic aldehyde, which is found in plant species of the Vanilla genus. "	( Vanillin Induces Relaxation in Rat Mesenteric Resistance Arteries by Inhibiting Extracellular Ca Byeon, S; Choi, S; Choi, SK; Haam, CE; Lee, YH; Oh, EY, 2022)	3.61
"Vanillin is a natural phenolic compound found in several vanilla beans and widely used for food, cosmetic, and pharmaceutical products."	( Overview of the Role of Vanillin in Neurodegenerative Diseases and Neuropathophysiological Conditions. Iannuzzi, C; Liccardo, M; Sirangelo, I, 2023)	1.94
"Vanillin is a promising candidate for being incorporated into the search for safe and effective anti-AD molecules."	( The multifactorial role of vanillin in amelioration of aluminium chloride and D-galactose induced Alzheimer's disease in mice. AlAsmari, AF; Ali, N; Alzahrani, FM; Anand, A; Iqbal, M; Kaur, S; Khurana, N; Sharma, N; Waseem, M, 2023)	1.93
"Vanillin is a popular flavoring agent in many food products. "	( Determination of vanillin in different food samples by using SMM/Au@ZIF-67 electrochemical sensor. Chegeni, M; Dehdashtian, S; Fattahi, N; Murray, TA; Rostamnia, S; Wang, S, 2023)	2.69
"Vanillin, which is a cheap and abundant natural product, exhibited anti-AGEs, antioxidant, anti-inflammatory and anti-fibrotic activities. "	( Protective effect of vanillin on diabetic nephropathy by decreasing advanced glycation end products in rats. Amin, MN; El-Shishtawy, MM; Zabad, IEM, 2019)	2.28
"As vanillin is an antimicrobial compound, low pathway expression and vanillin formation levels enabled better cell growth at an early stage, and the product feedback-activated pathway expression at later stages significantly improved biosynthesis efficiency."	( Dynamic control of toxic natural product biosynthesis by an artificial regulatory circuit. Jin, JM; Liang, C; Mu, S; Tang, SY; Wu, J; Wu, Z; Zhang, X, 2020)	1.07
"Vanillin is a popular flavoring agent in the food, tobacco, and perfume industries. "	( Vanillin enhances the passive transport rate and absorption of drugs with moderate oral bioavailability in vitro and in vivo by affecting the membrane structure. Chen, S; Hu, Y; Huang, W; Luo, Y; Wang, P; Wen, W; Wu, J; Xiang, L; Xu, S; Yang, Y, 2020)	3.44
"Vanillin is a popular flavoring compound and an important food additive. "	( Site-directed mutagenesis of coenzyme-independent carotenoid oxygenase CSO2 to enhance the enzymatic synthesis of vanillin. Cao, H; Gu, T; Lv, Y; Sun, L; Wang, F; Wang, L; Wen, B; Xin, F; Yao, X; Yu, H, 2020)	2.21
"Vanillin is a well-known fragrant, flavoring compound. "	( Efficient and long-term vanillin production from 4-vinylguaiacol using immobilized whole cells expressing Cso2 protein. Aono, R; Furuya, T; Kino, K; Saito, T, 2020)	2.31
"Vanillin is a natural phenolic compound mainly used as flavors in food industry. "	( A new functionality study of vanillin as the inhibitor for α-glucosidase and its inhibition kinetic mechanism. Cai, Y; Chen, X; Li, L; Liu, Y; Yu, J; Zhang, S; Zhu, J, 2021)	2.36
"Vanillin is a natural antimicrobial agent; however, there are few reports on its antifungal effect on postharvest pathogenic fungi. "	( Inhibitory effects and mechanisms of vanillin on gray mold and black rot of cherry tomatoes. Chen, YZ; Tao, L; Wang, SR; Yang, J; Yu-Xuan, W; Zhang, GC; Zhang, J; Zhang, YD, 2021)	2.34
"Vanillin is a well-known natural compound with potential anti-inflammatory capacity."	( Assessment of the Vanillin Anti-Inflammatory and Regenerative Potentials in Inflamed Primary Human Gingival Fibroblast. Caputi, S; Costantini, E; Falasca, K; Jagarlapodii, S; Murmura, G; Reale, M; Sinjari, B, 2021)	1.68
"Vanillin is a plant secondary metabolite and has numerous beneficial health applications. "	( Induction of axial chirality in divanillin by interaction with bovine serum albumin. Caracelli, I; da Silva-Filho, LC; de Souza, AR; Morgon, NH; Venturini, D; Ximenes, VF, 2017)	2.18
"Vanillin is a natural compound, a primary component of the extract of the vanilla bean which possesses varieties of pharmacological features including anti-oxidant, anti-inflammatory, anti-bacterial and anti-tumor."	( Evidence of vanillin binding to CAMKIV explains the anti-cancer mechanism in human hepatic carcinoma and neuroblastoma cells. Ahamad, S; Ahmad, F; Hassan, MI; Islam, A; Khan, P; Luqman, S; Naz, H; Tarique, M, 2018)	1.58
"Vanillin is a phenolic compound whose antimicrobial activity has been used in the elimination of pathogens present in fruits and vegetables."	( Vanillin selectively modulates the action of antibiotics against resistant bacteria. Bezerra, CF; Camilo, CJ; Coutinho, HDM; de Freitas, TS; do Nascimento Silva, MK; Ribeiro-Filho, J, 2017)	2.62
"Vanillin is a natural dietary flavoring widely used in the food industry. "	( Vanillin-Ameliorated Development of Azoxymethane/Dextran Sodium Sulfate-Induced Murine Colorectal Cancer: The Involvement of Proteasome/Nuclear Factor-κB/Mitogen-Activated Protein Kinase Pathways. Chen, FY; Chen, YS; Ho, TY; Hsiang, CY; Lee, YC; Li, CC; Li, JM; Lo, HY, 2018)	3.37
"Vanillin is a phenolic aldehyde, widely used as a flavoring agent in the food, pharmaceutical, and cosmetics industries."	( Therapeutic Potential of Vanillin and its Main Metabolites to Regulate the Inflammatory Response and Oxidative Stress. Barboza, JN; Bezerra-Filho, CSM; de Sousa, DP; Ismail, NSM; Sabry, P; Souza, MTS, 2019)	1.54
"Vanillin is a well-known food and cosmetic additive and has antioxidant and antimutagenic properties. "	( A vanillin derivative causes mitochondrial dysfunction and triggers oxidative stress in Cryptococcus neoformans. Cho, YJ; Choi, J; Chun, J; Jung, WH; Kim, J; Kim, JH; Lee, HO; Lee, Y, 2014)	2.57
"Vanillin is a popular and valuable flavour compound. "	( Vanillin formation from ferulic acid in Vanilla planifolia is catalysed by a single enzyme. Gallage, NJ; Grisoni, M; Hansen, EH; Hebelstrup, K; Holme, I; Jørgensen, K; Kannangara, R; Motawia, MS; Møller, BL; Olsen, CE, 2014)	3.29
"Vanillin is a kind of phenolics derived from degradation of lignin."	( Inhibitory effect of vanillin on cellulase activity in hydrolysis of cellulosic biomass. Li, Y; Qi, B; Wan, Y, 2014)	1.44
"As vanillin itself is a preferred phenolic substrate of laccases, the formation of vanillin oligomers and polymers is inevitable, once vanillin becomes liberated."	( A three-enzyme-system to degrade curcumin to natural vanillin. Berger, RG; Esparan, V; Krings, U; Struch, M, 2015)	1.18
"Vanillin is a high value added product with many applications in the food, fragrance and pharmaceutical industries. "	( Novel Halomonas sp. B15 isolated from Larnaca Salt Lake in Cyprus that generates vanillin and vanillic acid from ferulic acid. Agathangelou, M; Dimitriou, R; Ioannou, A; Koutinas, M; Salamex, A; Souroullas, K; Vyrides, I, 2015)	2.09
"Vanillin is an industrially valuable molecule that can be produced from simple carbon sources in engineered microorganisms such as Saccharomyces cerevisiae and Escherichia coli. "	( Deregulation of S-adenosylmethionine biosynthesis and regeneration improves methylation in the E. coli de novo vanillin biosynthesis pathway. Hyun, JC; Kunjapur, AM; Prather, KL, 2016)	2.09
"Vanillin is an important and popular plant flavor, but the amount of this compound available from plant sources is very limited. "	( Biotechnological production of vanillin using immobilized enzymes. Furuya, T; Kino, K; Kuroiwa, M, 2017)	2.18
"Vanillin is a natural substance widely found in many plant species and often used in beverages, foods, cosmetics, and pharmaceutical products."	( Overview of the Role of Vanillin on Redox Status and Cancer Development. Bezerra, DP; de Sousa, DP; Soares, AK, 2016)	1.46
"Vanillin is a food flavoring agent widely utilized in foods, beverages, drugs, and perfumes and has been demonstrated to exhibit multiple pharmacological activities. "	( In vitro characterization of glucuronidation of vanillin: identification of human UDP-glucuronosyltransferases and species differences. Gao, YJ; Han, JC; Hua, LM; Yu, J, 2013)	2.09
"Vanillin (VA; C8H8O3) is a flavoring agent that in previous studies has both increased and decreased the genotoxicity of chemical agents, depending on the nature of both the agent and the genetic event measured. "	( Effect of vanillin on toxicant-induced mutation and mitotic recombination in proliferating somatic cells of Drosophila melanogaster. de Andrade, HH; Reguly, ML; Sinigaglia, M, 2004)	2.17
"Vanillin is a flavoring agent used in cigarettes. "	( Toxicological comparisons of cigarettes containing different amounts of vanillin. Anskeit, E; Carmines, EL; Coggins, CR; Gerstenberg, B; Lemus, R; Meisgen, TJ; Schramke, H; Stabbert, R; Terpstra, PM; Van Miert, E; Völkel, H, 2007)	2.01
"Vanillin acts as an anticlastogenic factor in vivo."	( Suppression of mitomycin C-induced micronuclei in mouse bone marrow cells by post-treatment with vanillin. Imanishi, H; Inouye, T; Ohta, T; Sasaki, YF; Shirasu, Y; Watanebe, M, 1988)	1.21

Excerpt	Reference	Relevance
"Vanillin has a volatile nature yet, after electrospinning, a significant amount of vanillin was preserved due to complex formation depending on the CD types."	( Polymer-free nanofibers from vanillin/cyclodextrin inclusion complexes: high thermal stability, enhanced solubility and antioxidant property. Celebioglu, A; Durgun, E; İpek, S; Kayaci-Senirmak, F; Uyar, T, 2016)	1.45
"Vanillin has a pro-oxidant effect on Fe(III)-superoxide-induced damage to benzoate, deoxyribose, amino acids and benzoate hydroxylation, whereas p-HBA shows no pro-oxidant activity in the system."	( Antioxidant and pro-oxidant activities of p-hydroxybenzyl alcohol and vanillin: effects on free radicals, brain peroxidation and degradation of benzoate, deoxyribose, amino acids and DNA. Liu, J; Mori, A, 1993)	1.24
"As vanillin use as flavor has increased tremendously, the bioproduction of vanillin must be focused."	( Significant production of vanillin and in vitro amplification of ech gene in local bacterial isolates. Ali, NM; Andleeb, S; Chaudhry, M; Dar, M; Jahan, N; Liaqat, I; Mazhar, B; Rehman, S, 2021)	1.44
"Vanillin has been reported to reduce hippocampal neuronal death in rat models of global cerebral ischemia. "	( Vanillin Attenuates Proinflammatory Factors in a tMCAO Mouse Model via Inhibition of TLR4/NF-kB Signaling Pathway. Chen, W; Huang, Y; Li, C; Liao, G; Liu, X; Lv, X; Wang, P; Zhang, L, 2022)	3.61
"Vanillin biotechnology has emerged as a sustainable and cost-effective alternative to supply vanillin."	( Strategies for improving the production of bio-based vanillin. Guo, S; Huo, YX; Liu, Y; Sun, L, 2023)	1.88
"Vanillin has been proven to have potential iron chelation capability."	( Vanillin serves as a potential substitute for chemical chelator desferal in iron-overloaded mice. Aalikhani, M; Khalili, M; Taheri, E, 2023)	3.07
"Vanillin has been found to have antioxidant activity as it can reduce iron III ions."	( Evaluation of chelating and cytoprotective activity of vanillin against the toxic action of mercuric chloride as an alternative for phytoremediation. Bezerra, CF; Campina, FF; Coutinho, HDM; da Silva, JP; de Freitas, TS; de Matos, YMLS; do S Costa, M; Menezes, IRA; Pereira-Junior, FN; Rocha, JE; Sobral Souza, CE; Sousa, AK, 2021)	1.59
"Vanillin has been recognized as a potential quorum quenching compound for Aeromonas hydrophila biofilms."	( Anti-biofouling property of vanillin on Aeromonas hydrophila initial biofilm on various membrane surfaces. Kappachery, S; Kweon, JH; Ponnusamy, K; Song, JH; Thekeettle, M, 2013)	1.41
"Vanillin has a volatile nature yet, after electrospinning, a significant amount of vanillin was preserved due to complex formation depending on the CD types."	( Polymer-free nanofibers from vanillin/cyclodextrin inclusion complexes: high thermal stability, enhanced solubility and antioxidant property. Celebioglu, A; Durgun, E; İpek, S; Kayaci-Senirmak, F; Uyar, T, 2016)	1.45
"Vanillin has been shown to protect dopaminergic neurons, but the mechanism is still unclear."	( Vanillin Protects Dopaminergic Neurons against Inflammation-Mediated Cell Death by Inhibiting ERK1/2, P38 and the NF-κB Signaling Pathway. Chen, GX; Fu, SP; Huang, BX; Liu, D; Liu, DF; Liu, JX; Ren, WZ; Wang, W; Xu, SY; Yan, X; Zhang, XY, 2017)	2.62
"Vanillin has been reported to exhibit anti-invasive and antimetastatic activities by suppressing the enzymatic activity of matrix metalloproteinase-9 (MMP-9). "	( Vanillin inhibits matrix metalloproteinase-9 expression through down-regulation of nuclear factor-kappaB signaling pathway in human hepatocellular carcinoma cells. Ho, TY; Hsiang, CY; Liang, JA; Lo, HY; Wu, SL, 2009)	3.24
"Vanillin has previously been studied clinically as an antisickling agent to treat sickle-cell disease. "	( Crystallographic analysis of human hemoglobin elucidates the structural basis of the potent and dual antisickling activity of pyridyl derivatives of vanillin. Abdulmalik, O; Abraham, DJ; Asakura, T; Chen, Q; Danso-Danquah, R; Eseonu, DN; Ghatge, MS; Musayev, FN; Nnamani, I; Parikh, A; Safo, MK; Venitz, J; Yang, J, 2011)	2.01
"Vanillin has many similarities with other flavor phenolic compounds and could potentially show similar pharmacological activity."	( Development of a LC-ESI/MS/MS assay for the quantification of vanillin using a simple off-line dansyl chloride derivatization reaction to enhance signal intensity. Beaudry, F; Ross, A; Vachon, P, 2007)	1.3
"Vanillin has a pro-oxidant effect on Fe(III)-superoxide-induced damage to benzoate, deoxyribose, amino acids and benzoate hydroxylation, whereas p-HBA shows no pro-oxidant activity in the system."	( Antioxidant and pro-oxidant activities of p-hydroxybenzyl alcohol and vanillin: effects on free radicals, brain peroxidation and degradation of benzoate, deoxyribose, amino acids and DNA. Liu, J; Mori, A, 1993)	1.24
"Free vanillin has been found in two commercial brands of boiled peanuts at low ppm levels."	( Vanillin content in boiled peanuts. Sobolev, VS, 2001)	2.21
"Vanillin has no adverse effects on cell ion or water content."	( Vanillin, a potential agent for the treatment of sickle cell anemia. Abraham, DJ; Mehanna, AS; Orringer, EP; Thomas, RP; Whitney, J; Wireko, FC, 1991)	2.45
"Vanillin as such has not shown any antioxidant properties, it is along with other compounds has got nutraceutical properties and therefore its wide usage."	( Vanilla--its science of cultivation, curing, chemistry, and nutraceutical properties. Anuradha, K; Naidu, MM; Shyamala, BN, 2013)	1.11

Excerpt	Reference	Relevance
"Vanillin plays an important role not only in food and flavouring, but also as a platform compound for the synthesis of other valuable products, mainly derived from the oxidative decarboxylation of petroleum-based guaiacol production. "	( Review on the oxidative catalysis methods of converting lignin into vanillin. Li, P; Miao, C; Tong, G; Xu, X; Yu, J; Zhong, Y, 2023)	2.59
"Vanillin was found to inhibit 50% of liver EE2 ST activity (IC50) at a concentration of approximately 1.3 microM and the mode of inhibition was non-competitive."	( Common food additives are potent inhibitors of human liver 17 alpha-ethinyloestradiol and dopamine sulphotransferases. Bamforth, KJ; Coughtrie, MW; Jones, AL; Roberts, RC, 1993)	1.01

Excerpt	Reference	Relevance
"In vanillin treatment group; rats were confronted with the same dose of TAA injection for 8 weeks then treated with vanillin (100 mg/Kg, IP, daily) for 4 weeks."	( Vanillin augments liver regeneration effectively in Thioacetamide induced liver fibrosis rat model. Ghanim, AMH; Metwaly, HA; Younis, NS, 2021)	2.58
"Vanillin treatment also significantly decreased the malondialdehyde (MDA) content, and elevated glutathione peroxidase (GPx) and catalase (CAT) activities in kidney tissues."	( Vanillin attenuates thioacetamide-induced renal assault by direct and indirect mediation of the TGFβ, ERK and Smad signalling pathways in rats. Abdelfattah, WH; Ali, HA; El-Eraky, AM; El-Sayed, MA; El-Tabakh, NM; Elmorsy, MA; Ghanim, AMH; Ibrahim, EE; Jabban, MZ; Kandil, KK; Mahmoud, ME; Metwaly, HA; Motawea, AM, 2022)	2.89
"Vanillin treatment also significantly attenuated harmaline-induced decrease in the locomotor activity."	( Low-dose acute vanillin is beneficial against harmaline-induced tremors in rats. Abdulrahman, AA; Arshaduddin, M; Faisal, K; Meshref, AA, 2017)	1.53
"Vanillin pretreatment inhibited TRAIL-induced phosphorylation of p65 and transcriptional activity of NF-kappaB."	( Vanillin enhances TRAIL-induced apoptosis in cancer cells through inhibition of NF-kappaB activation. Koizumi, K; Lirdprapamongkol, K; Prangsaengtong, O; Ruchirawat, S; Saiki, I; Sakurai, H; Suzuki, S; Svasti, J; Viriyaroj, A, )	2.3
"Vanillin treatment activated the phosphorylation of ERK 42/44 during the initial phase of adipocyte differentiation but there was no significant change in the Akt phosphorylation status."	( Vanillin induces adipocyte differentiation in 3T3-L1 cells by activating extracellular signal regulated kinase 42/44. Gopalakrishnapillai, A; Haridas Nidhina, PA; Poulose, N, 2011)	2.53
"Vanillin and 4-HBA treatment blocked oxidative damage in PC12 cells."	( Vanillin, 4-hydroxybenzyl aldehyde and 4-hydroxybenzyl alcohol prevent hippocampal CA1 cell death following global ischemia. Hwang, IK; Kim, HJ; Won, MH, 2007)	2.5
"Treatment with vanillin (100 mg/kg) significantly ameliorated kidney Injury and improved the kidney function."	( Vanillin attenuates thioacetamide-induced renal assault by direct and indirect mediation of the TGFβ, ERK and Smad signalling pathways in rats. Abdelfattah, WH; Ali, HA; El-Eraky, AM; El-Sayed, MA; El-Tabakh, NM; Elmorsy, MA; Ghanim, AMH; Ibrahim, EE; Jabban, MZ; Kandil, KK; Mahmoud, ME; Metwaly, HA; Motawea, AM, 2022)	2.5
"Treatment with vanillin ameliorates the altered level of g-aminobutyric acid (GABA), dopamine and glutamate and level of corticosterone in ethanol withdrawal rats."	( Vanillin attenuates the ethanol withdrawal syndrome and ethanol withdrawal induced anxiety by regulating the neurochemical balance. Du, L; Huang, J; Xiao, L; Zou, C, 2022)	2.5
"The treatment of vanillin decreased the contractile responses induced by Ca2+ addition."	( Vanillin Induces Relaxation in Rat Mesenteric Resistance Arteries by Inhibiting Extracellular Ca Byeon, S; Choi, S; Choi, SK; Haam, CE; Lee, YH; Oh, EY, 2022)	2.49
"Treatment with vanillin for 8 weeks significantly ameliorated DN. "	( Protective effect of vanillin on diabetic nephropathy by decreasing advanced glycation end products in rats. Amin, MN; El-Shishtawy, MM; Zabad, IEM, 2019)	1.19
"Treated with vanillin, S."	( The responses of Salmonella enterica serovar Typhimurium to vanillin in apple juice through global transcriptomics. Bai, H; Cao, Y; Xiao, X; Yu, Y; Zhang, X; Zhang, Y; Zhou, D, 2021)	1.22
"The treatment with vanillin promoted increase in intramuscular vascularization for the muscles studied, with pro-inflammatory potential for tibialis anterior, but not for soleus muscle."	( Action of vanillin (Vanilla planifolia) on the morphology of tibialis anterior and soleus muscles after nerve injury. Antunes, JS; Bertolini, GRF; Brancalhão, RMC; Castor, LRG; Kunz, RI; Lovison, K; Peretti, AL; Ribeiro, LFC, )	0.86
"Mice treated with o-vanillin exhibited reduced TLR2-induced inflammation."	( Inhibition of TLR2 signaling by small molecule inhibitors targeting a pocket within the TLR2 TIR domain. Chauhan, J; Dyson, T; Fletcher, S; Greene, S; Laird, MH; MacKerell, AD; Mistry, P; Schwarz, RS; Snyder, GA; Toshchakov, VY; Vogel, SN; Xiao, TS, 2015)	0.73
"Treatment with vanillin improved the histopathological, hematotoxic and genotoxic effects induced by KBrO3."	( Ameliorative effects of vanillin on potassium bromate induces bone and blood disorders in vivo. Ben Amara, I; Ben Saad, H; Boudawara, T; Hakim, A; Kallel, C; Krayem, N; Zeghal, KM, 2015)	1.06
"The treatments AB+Vanillin and AB+Cinnamic inhibited microbial counts when compared with control and AB-only samples."	( Natural additives to preserve quality and improve nutritional value of fresh-cut nectarine. Aguayo, E; Artés, F; Falagán, N, 2016)	0.76
"Co-treatment with vanillin restored these parameters to near control values."	( Vanillin mitigates potassium bromate-induced molecular, biochemical and histopathological changes in the kidney of adult mice. Ben Amara, I; Ben Saad, H; Boudawara, T; Driss, D; Ellouz Chaabouni, S; Hakim, A; Zeghal, KM, 2016)	2.2
"Treatment with vanillin in different doses and donepezil have significantly ameliorated i.c.v."	( Protective effect of transient receptor potential vanilloid subtype 1 (TRPV1) modulator, against behavioral, biochemical and structural damage in experimental models of Alzheimer's disease. Jayant, S; Sharma, B; Sharma, BM, 2016)	0.77
"Pre-treatment with vanillin significantly reduced the duration, intensity, and tremor index of harmaline-treated animals."	( Low-dose acute vanillin is beneficial against harmaline-induced tremors in rats. Abdulrahman, AA; Arshaduddin, M; Faisal, K; Meshref, AA, 2017)	1.13
"Pretreatment with vanillin prior the administration of CCl(4) significantly prevented the decrease of protein synthesis and the increase in plasma alanine (ALT) and aspartate (AST) aminotransferases."	( Evaluation of the antioxidant, anti-inflammatory and hepatoprotective properties of vanillin in carbon tetrachloride-treated rats. Boudawara, T; Chtourou, Y; Fetoui, H; Garoui, el M; Makni, M; Zeghal, N, 2011)	0.92
"Treatment of vanillin aldoxime with potassium persulfate and iron sulfate gave material with the same LC-MS properties as the natural product, which is therefore identified as 5,5'-dehydro-di-(vanillin aldoxime) 1d formed by phenolic oxidative coupling."	( Studies of nitrile oxide cycloadditions, and the phenolic oxidative coupling of vanillin aldoxime by Geobacillus sp. DDS012 from Italian rye grass silage. Baker, SC; de Silva, DS; Kelly, DR; King, DS; Lord, G; Taylor, JP, 2008)	0.93
"Post-treatment with vanillin also suppressed the chromosome aberrations induced by H2O2."	( Different modifications by vanillin in cytotoxicity and genetic changes induced by EMS and H2O2 in cultured Chinese hamster cells. Kuroda, Y; Tamai, K; Tezuka, H, 1992)	0.9
"Treatment with vanillin in the G2 phase suppressed UV- and X-ray-induced breakage-type but not exchange-type chromosome aberrations."	( Suppressing effect of antimutagenic flavorings on chromosome aberrations induced by UV-light or X-rays in cultured Chinese hamster cells. Imanishi, H; Ohta, T; Sasaki, YF; Shirasu, Y; Watanabe, M, 1990)	0.62
"Post-treatment with vanillin at 500 mg/kg caused about 50% decrease in the frequency of micronucleated polychromatic erythrocytes (MN-PCEs)."	( Suppression of mitomycin C-induced micronuclei in mouse bone marrow cells by post-treatment with vanillin. Imanishi, H; Inouye, T; Ohta, T; Sasaki, YF; Shirasu, Y; Watanebe, M, 1988)	0.81

Excerpt	Reference	Relevance
"The objective of the present work was to evaluate the broadest toxic effect of some synthetic additives of colorants and/or flavors on different body organs and metabolic aspects in rats."	( Toxic effects of some synthetic food colorants and/or flavor additives on male rats. El-Wahab, HM; Moram, GS, 2013)	0.39
" Overall, the vanillin-functionalised particles displayed milder acute toxic effects on reproduction than pristine materials, but severer toxicological responses for the 96-hour exposure assays."	( In vivo toxicity assessment of eugenol and vanillin-functionalised silica particles using Caenorhabditis elegans. Barat, JM; Fuentes, A; Fuentes, C; Ruiz, MJ; Verdú, S, 2022)	1.34
" Furthermore, the antioxidant self-healing hydrogel had low cytotoxicity and exhibited favorable safety in animal experiments, indicating its potential as a safe implantable cell or drug carrier."	( Poly(vinyl alcohol) Modified via the Hantzsch Reaction for Biosafe Antioxidant Self-Healing Hydrogel. Fang, Z; He, X; Pan, S; Tao, L; Wei, Y; Wu, Y; Zhang, N, 2023)	0.91

Excerpt	Reference	Relevance
" For the pharmacodynamic study, baseline levels for hyperalgesia and allodynia were taken for 5 days prior to surgery."	( Pharmacokinetics of vanillin and its effects on mechanical hypersensitivity in a rat model of neuropathic pain. Beaudry, F; Lema, PP; Ross, A; Vachon, P, 2010)	0.68

Excerpt	Reference	Relevance
" The trapped phenolates were further analyzed by a headspace-single drop microextraction (HS-SDME) procedure, in combination with high-performance liquid chromatography (HPLC) with UV detection."	( Headspace-single drop microextraction (HS-SDME) in combination with high-performance liquid chromatography (HPLC) to evaluate the content of alkyl- and methoxy-phenolic compounds in biomass smoke. Afonso, AM; Ayala, JH; Pino, V; Rincón, AA, 2011)	0.37
"Production of vanillin from natural green vanilla pods was carried out by enzyme-assisted extraction combined with pre-freezing and thawing."	( Optimized production of vanillin from green vanilla pods by enzyme-assisted extraction combined with pre-freezing and thawing. Chen, F; Dong, W; Gu, F; Lu, M; Mo, L; Wang, Q; Xu, F; Zhang, Y, 2014)	1.07
"An automated online solid-phase extraction with restricted-access material combined with high-performance liquid chromatography and tandem mass spectrometry was developed and validated for the simultaneous quantification of vanillin and its vanillic acid metabolite in human plasma."	( Online restricted-access material combined with high-performance liquid chromatography and tandem mass spectrometry for the simultaneous determination of vanillin and its vanillic acid metabolite in human plasma. Li, DQ; Qi, JL; Yang, XL; Zhang, ZQ; Zhou, CH, 2016)	0.82

Excerpt	Reference	Relevance
" This study aimed to assess the bioavailability of Si from OSA stabilized by vanillin (OSA-VC)."	( Digestive absorption of silicon, supplemented as orthosilicic acid-vanillin complex. Cazaubiel, M; Croizet, K; Housez, B; Marcowycz, A; Maudet, C; Rinaldi, G, 2015)	0.88
"Although many studies have investigated the metabolism and bioavailability of Si supplemented in foods or as a food ingredient, this was the first to investigate and demonstrate the digestibility of OSA administered in a complex form with vanillin."	( Digestive absorption of silicon, supplemented as orthosilicic acid-vanillin complex. Cazaubiel, M; Croizet, K; Housez, B; Marcowycz, A; Maudet, C; Rinaldi, G, 2015)	0.84
" However, curcumin therapeutic use is limited because of its low systemic bioavailability and chemical stability as it undergoes rapid hydrolysis in physiological conditions."	( Vanillin Affects Amyloid Aggregation and Non-Enzymatic Glycation in Human Insulin. Borriello, M; Cammarota, M; Di Maro, A; Iannuzzi, C; Irace, G; Sirangelo, I, 2017)	1.9
"The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs."	( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019)	0.51

Excerpt	Relevance	Reference
"Monitoring platelet monoamine oxidase activity in plasma of depressed patients receiving monoamine oxidase inhibitors is used as an indicator of therapeutic dosage and efficacy."	( Liquid chromatographic determination of inhibition of monoamine oxidase activity in platelet rich plasma of depressed patients treated with phenelzine. Gupta, RN; Steiner, M, 1985)	0.27
" Both 8-Br-cAMP (100 microM) and forskolin (10 microM) right-shifted the dose-response curves for the TRPM8-mediated effect of icilin and menthol on intracellular Ca(2+)."	( Regulation of transient receptor potential channels of melastatin type 8 (TRPM8): effect of cAMP, cannabinoid CB(1) receptors and endovanilloids. De Petrocellis, L; Di Marzo, V; Moriello, AS; Orlando, P; Starowicz, K; Vivese, M, 2007)	0.34
" In experiment 1, gerbils were treated with EFME of GE at a dosage of 500 mg/kg/day for 2 weeks."	( Protective effects of several components of Gastrodia elata on lipid peroxidation in gerbil brain homogenates. Jung, TY; Kim, HJ; Kim, IS; Lee, H; Lee, SR; Suh, SI; Yoo, HS, 2007)	0.34
" From the dose-response curve, the 50% cytotoxic concentration (CC(50)) and the concentration that increased the viability of the UV-irradiated cells to 50% of the control value (EC(50)) were determined."	( Anti-UV activity of lignin-carbohydrate complex and related compounds. Hirano, K; Kobayashi, M; Koh, T; Machino, M; Nanbu, T; Ohno, H; Sakagami, H; Shimada, J; Yamamoto, M, )	0.13
" Dose-response curves (Fechner's law plots and n exponents from Stevens's power law) further demonstrated that DSM had a lower flavor binding potential than CSM."	( Effect of enzymatic protein deamidation on protein solubility and flavor binding properties of soymilk. Cadwallader, KR; Lee, SY; Suppavorasatit, I, 2013)	0.39
" A higher dosage of vanillin may promote a higher level of degradation of chlorpyrifos, and the 2-step addition of vanillin led to 98% chlorpyrifos degradation."	( Production of a recombinant laccase from Pichia pastoris and biodegradation of chlorpyrifos in a laccase/vanillin system. Li, Q; Wang, M; Xie, H; Zhao, L, 2013)	0.93
"Vanillin at the dosage of 100 mg/kg has demonstrated antidepressant activity in mice, which is comparable with fluoxetine."	( Evaluation of antidepressant activity of vanillin in mice. Chowta, M; Pallempati, G; Rai, A; Shoeb, A; Singh, A, )	1.84
" Several model compound studies indicate that variations in the reaction media, such as the pH and the enzyme dosage used, have an impact on the observed product distribution of laccase promoted oxidation, but no detailed study has been reported to explain these results."	( On the factors affecting product distribution in laccase-catalyzed oxidation of a lignin model compound vanillyl alcohol: experimental and computational evaluation. Heinonen, P; Karhunen, P; Kruus, K; Lahtinen, M; Oivanen, M; Sipilä, J, 2013)	0.39
" Variables such as vine-shoot vinifera (Airén and Cencibel), size (chip and granule), toasting (toasted and non-toasted), dosage (4 and 12 g/L) and maceration time (1, 7, 21, 35 and 120 days) were tested."	( Assessment of vine-shoots in a model wines as enological additives. Alonso, GL; Amaya, Z; Cristina, CT; Miguel, CJ; Rosario, SG; Rosario, SM, 2019)	0.51
" Our electrophysiological results show a dose-response relationship between the EAG amplitudes and the increasing concentrations of the olfactory compound."	( Association between olfactory sensitivity and behavioral responses of Drosophila suzukii to naturally occurring volatile compounds. Corda, G; Crnjar, R; Delogu, G; Dettori, MA; Fabbri, D; Solari, P; Sollai, G, 2020)	0.56
" We started with a modeling of dose-response curves."	( Investigation of mouse eugenol olfactory receptor activated by eugenol, vanillin and ethyl vanillin: Steric and energetic characterizations. Ben Khemis, I; Ben Lamine, A; Mechi, N, 2020)	0.79
"05)but only by the days of storage in control and the lowest dosage used."	( Carcass characteristics and meat evaluation of cattle finished in temperate pasture and supplemented with natural additive containing clove, cashew oil, castor oils, and a microencapsulated blend of eugenol, thymol, and vanillin. Bonin, E; Carvalho, VM; de Araújo Castilho, R; do Prado, IN; Guerrero, A; Lana de Araújo, F; Mottin, C; Ornaghi, MG; Ramos, TR; Vital, ACP, 2022)	0.91
" coli HNIQLE-AlaDH expressing ω-transaminase from Aspergillus terreus and alanine dehydrogenase from Bacillus subtilis was firstly used aminate lignin-derived vanillin to vanillylamine by using a relatively low dosage of amine donors (vanillin:L-alanine:isopropylamine = 1:1:1, mol/mol/mol)."	( Biological valorization of lignin-derived vanillin to vanillylamine by recombinant E. coli expressing ω-transaminase and alanine dehydrogenase in a petroleum ether-water system. Chai, H; He, YC; Li, L; Ma, C, 2023)	1.37

Product Category	Products
Other	1136
Non food products, Open Beauty Facts	1
Viandes et dérivés, Plats préparés, Plats préparés à la viande, Plats à base de haricots, Cassoulets	2
en:Консервирана храна	1
Băuturi, Băuturi alcoolice, en:Wines	1
en:wines-from-france	1
Compléments alimentaires	1
en:open-beauty-facts	1
en:cheeses	3
lamii	1
Baby foods	1
küpe	1
slané tyčinky	1
Weißwurst	1
Dairies, Milks	3
Plant-based foods and beverages, Beverages, Plant-based beverages	4
Breakfasts, Spreads, Sweet spreads, Bee products, Farming products, Sweeteners, Honeys	3
Plant-based foods and beverages, Plant-based foods, Cereals and potatoes, Breads	5
Meals, Pizzas pies and quiches, Pizzas	4
Fats	2
Produits d'élevages, Œufs, Œufs de poules	1
Frozen foods	10
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Aliments à base de fruits et de légumes, Condiments, Légumes et dérivés, Plantes condimentaires, Ail et dérivés, Ail, en:groceries	1
Condiments, Sauces, Sauces algériennes	1
Pflanzliche Lebensmittel und Getränke, Getränke, Pflanzliche Getränke, Kohlensäurehaltige Getränke, Fruchtgetränke, Säfte und Nektare, Fruchtnektare, Apfelnektare, en:Sparkling apple nectars, Apfelschorle	1
Snacks, Sweet snacks, Biscuits and cakes, Cakes	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Fruits à coques et dérivés	1
Condiments, Sauces, Groceries	13
Productos del mar, Pescados, en:Lean fishes, Bacalaos	1
Beverages, Dairies, Dairy drinks, Flavoured milks	1
Snacks, Snacks sucrés, Beignets sucrés, Beignets au chocolat	1
Sweet snacks	1
Milchprodukte, Fermentierte Lebensmittel, Fermentierte Milch, Käse	2
Pflanzliche Lebensmittel und Getränke, Getränke, Heißgetränke, Pflanzliche Getränke, Tees	1
Snacks	26
Baking decorations	3
Snacks, Snacks sucrés, Confiseries, Bonbons, Bonbons gélifiés	2
Produits déshydratés, Produits lyophilisés à reconstituer, Bouillons, Bouillons de bœuf, en:groceries	1
Beverages, Waters	5
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Aliments à base de fruits et de légumes, Conserves, Légumes et dérivés, Aliments à base de plantes en conserve, Légumes, Légumes en conserve, Carottes, Carottes en conserve	1
Snacks, Salty snacks, Appetizers, Crackers	1
Snacks, Sweet snacks, Biscuits and cakes	3
Plant-based foods and beverages,Plant-based foods,Legumes and their products,Legumes	1
Zuckerfreie Kaugummis	1
Canned foods, Meals, Soups, Canned meals, Canned soups	9
Plant-based foods and beverages, Plant-based foods, Canned foods, Fruits and vegetables based foods, Canned plant-based foods, Vegetables based foods, Canned vegetables	7
en:chorizo	1
Meats and their products, Meats, Prepared meats, Sausages	2
Condiments, Sauces, Salad dressings	2
Beverages, Carbonated drinks, Sodas	5
Additifs alimentaires, Colorants alimentaires	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Petit-déjeuners, Produits à tartiner, Pâtes à tartiner végétales, Produits à tartiner sucrés, Confitures et marmelades, Confitures, Confitures de prunes, Confitures de mirabelles	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Petit-déjeuners, Produits à tartiner, Pâtes à tartiner végétales, Produits à tartiner sucrés, Confitures et marmelades, Confitures, Confitures d'abricot	1
en:corn-flakes	1
Plant-based foods and beverages, Plant-based foods, Fats, Vegetable fats	1
Petit-déjeuners, Produits à tartiner, Produits à tartiner sucrés, Crèmes de pistaches	1
Plats préparés, Soupes	1
Produits laitiers, Crèmes, Crèmes légères	2
Desserts, Frozen foods, Frozen desserts	5
Auf Fleisch basierende Lebensmittel, Brotaufstriche, Fertiggerichte, Fertigsalate, Fleischzubereitungen, en:Meat spreads, Fleischsalat	3
Salted snacks	5
Plats préparés	1
Snacks, Snacks sucrés, Biscuits et gâteaux, Gâteaux, Donuts	1
Imbiss, Süßer Snack, Süßwaren, Bonbons	3
Plant-based foods and beverages, Plant-based foods, Cereals and potatoes, Cereals and their products, Pastas	4
en:dietary-supplements	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Aliments à base de fruits et de légumes, Légumes et dérivés, Légumes, Légumes-feuilles, Épinards, Epinards en branches	1
Viandes et dérivés, Viandes, Volailles, Dinde et dérivés, Dindes, Escalopes de dinde	1
Viandes et dérivés, Viandes, Escargots, Escargots de Bourgogne	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Getreide und Kartoffeln, Getreideprodukte, Teigwaren, Nudeln	2
Dairies, Fermented foods, Fermented milk products, Cheeses	9
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Céréales et pommes de terre, Céréales et dérivés, Pâtes alimentaires	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Frucht- und gemüsebasierte Lebensmittel, Fruchtbasierte Lebensmittel, Getrocknete Produkte, Früchte, Getrocknete Produkte auf pflanzlicher Basis, Dörrobst, Getrocknete Feigen, Feigen	1
Plats préparés, Focaccia	1
Breakfasts, Spreads, Sweet spreads, Bee products, Farming products, Sweeteners, Honeys, Forest honeys	1
Produits laitiers, Snacks, Desserts, Snacks sucrés, Desserts lactés, Biscuits et gâteaux, Gâteaux, Desserts au chocolat, Desserts lactés au chocolat, Gâteau moelleux fourré au chocolat, en:sponge-cake, Génoise fourrée et nappée au chocolat	1
Figenstang	1
Plant-based foods and beverages, Plant-based foods, Canned foods, Fruits and vegetables based foods, Canned plant-based foods, Fruits based foods, Canned fruits	9
Petit-déjeuners, Produits à tartiner, Produits à tartiner sucrés, Pâtes à tartiner, Pâtes à tartiner aux noisettes	1
Cibi e bevande a base vegetale, Cibi a base vegetale, Cereali e patate, Pani, Grissini	1
Fertiggerichte	2
Kartoffelsalat	2
Beverages	13
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Matières grasses, Matières grasses végétales, Produits de l'olivier, Huiles, Huiles d'olive, Huiles d'olive vierges extra, Huiles d'olive vierges	2
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Gewürzmittel, Brotaufstriche, Pflanzliche Brotaufstriche, Gesalzene Aufstriche, Saucen, Dips, Hummus	2
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Céréales et pommes de terre, Céréales et dérivés, Produits déshydratés, Pâtes alimentaires, Produits lyophilisés à reconstituer, Nouilles, Nouilles instantanées	1
Meals	3
Viandes et dérivés, Viandes, Charcuteries, Jambons, Jambons crus, Jambons secs, en:raw-cured-ham	2
Beverages,Beverages with orange	1
Cooking helpers, Toppings	1
Snacks, Snacks sucrés	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Petit-déjeuners, Céréales et pommes de terre, Céréales et dérivés, Céréales pour petit-déjeuner	1
Produits laitiers, Produits fermentés, Produits laitiers fermentés, Fromages, Fromages de vache, en:cooked-pressed-cheeses, Fromages de Suisse, Gruyères de Suisse	1
Plant-based foods and beverages, Plant-based foods, Fruits and vegetables based foods, Fruits based foods, Fruits, Citrus, Limes	1
Snacks, Snacks sucrés, Confiseries, Loukoums	1
Snacks, Sweet snacks, Cocoa and its products, Confectioneries, Chocolate candies	1
Snacks, Sweet snacks, Confectioneries	7
Meals, Pasta dishes	2
Snacks, Desserts, Sweet snacks, Biscuits and cakes, Pastries, Macarons	1
Cibi e bevande a base vegetale, Cibi a base vegetale, Cibi a base di frutta e verdura, Cibi a base di frutta, Prodotti disidratati, Cibi disidratati a base di vegetali, Frutte secche	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Aliments à base de fruits et de légumes, Fruits et produits dérivés, Fruits, Fruits tropicaux, Mangues	1
Getränke	11
Imbiss, Süßer Snack, Süßwaren, Bonbons, Marshmallows	1
Fisch und Meeresfrüchte, Fisch, Fischzubereitungen, Matjessalat	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Condiments, Epices, Mélanges d'épices, en:groceries	1
Petit-déjeuners, Produits à tartiner, Produits à tartiner sucrés, Produits de la ruche, Produits d'élevages, Édulcorants, Miels	2
Petit-déjeuners, Produits à tartiner, Produits à tartiner sucrés, Produits de la ruche, Produits d'élevages, Édulcorants, Miels, Miels d'eucalyptus	1
Snacks, Sweet snacks, Cocoa and its products, Chocolates, Milk chocolates, Milk chocolate bar	1
Snacks,Sweet snacks,Cocoa and its products,Chocolates	2
Auf Fleisch basierende Lebensmittel, Fleisch, Zubereitetes Fleisch	2
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Hülsenfrüchte und Hülsenfruchtprodukte, en:Misos	1
Alimentos y bebidas de origen vegetal, Alimentos de origen vegetal, Frutas y verduras y sus productos, Verduras y hortalizas y sus productos, Alimentos frescos, Alimentos de origen vegetal frescos, Verduras y hortalizas frescas	1
Produits laitiers, Produits fermentés, Produits laitiers fermentés, Fromages, Fromages italiens, Fromages à pâte filée, Mozzarella	1
Seafood, Mollusc, Mussels	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Fette, Pflanzenfette, Olivenbaumprodukte, Pflanzenöle, Olivenöle, Native Olivenöle Extra, Native Olivenöle	1
Aliments et boissons à base de végétaux, Boissons, Boissons à base de végétaux, Boissons aux fruits, Jus et nectars, Nectars de fruits	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Aliments à base de fruits et de légumes, Fruits et produits dérivés, Fruits, Fruits tropicaux, Noix de coco, Noix de coco mûre fraîche	1
Dairies, Fermented foods, Fermented milk products, Buttermilks	1
Plant-based foods and beverages, Plant-based foods, Breakfasts, Spreads, Plant-based spreads, Sweet spreads, Fruit and vegetable preserves, Jams, Berry jams, Strawberry jams	1
Viandes et dérivés, Plats préparés, Plats préparés à la viande, Plats à base de riz, Paëllas	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Céréales et pommes de terre, Pains, Pains de mie	1
Snacks, Snacks sucrés, en:Sweet pastries and pies, Viennoiseries, Brioches, Panettone	1
Przekąski, Słodkie przekąski, en:Viennoiseries, Brioche, en:Panettone	1
Aides culinaires, Aides à la pâtisserie, Pâtes à sucre	1
Viandes et dérivés, Plats préparés, Salades composées, Plats préparés à la viande, Plats au porc, Plats à base de pommes de terre, Salades de pommes de terre, Salades piémontaises, Salades piémontaises au jambon, en:salads	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Condiments, Epices, Poivres, en:groceries	1
Snacks, Snacks sucrés, Popcorn, Popcorn sucré	2
Imbiss, Popcorn	1
Viandes et dérivés, Charcuteries, Charcuteries cuites, Blancs de volaille en tranches, Blancs de poulet en tranches	1
Canned foods, Meats and their products, Meats, Canned meats	1
Aides culinaires	1
Meals, Soups	4
Fromage raclette	1
Plant-based foods and beverages, Plant-based foods, Legumes and their products, Canned foods, Legumes, Seeds, Canned plant-based foods, Legume seeds, Pulses, Common beans, Canned legumes, Red beans, Canned common beans	1
Meals, Rice dishes	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Céréales et pommes de terre, Graines, Céréales et dérivés, Céréales en grains, Riz, Riz parfumés, Riz de variété indica, Riz long grain, Riz Basmati	1
en:hard-liquors	1
Plats préparés, Salades composées, en:salads	1
en:sangria	1
Non alimentaire	1
Plant-based foods and beverages, Plant-based foods, Condiments, Groceries	1
Dietary supplements, Spirulina	1
Fertiggerichte, Nudelgerichte, Fertigsalate, Nudelsalate	1
Dairies, Fermented foods, Fermented milk products, Cheeses, String cheeses	1
pasta sauces	1
Plant-based foods and beverages, Plant-based foods, Fats, Vegetable fats, Vegetable oils, Sunflower seeds and their products, Sunflower oils	1
Meals, Sushis-and-makis, Sushis	1
Plats préparés, Plats à base de semoule, Taboulés, Taboulés orientaux	1
Snacks, Snacks sucrés, Biscuits et gâteaux, Biscuits, Tartes sucrées, Tartes, Tartelettes, Tartelettes aux fruits entiers ou coupés, Tartelettes à la myrtille, Tartelettes à la préparation de fruits	1
Plant-based foods and beverages,Plant-based foods,Cereals and potatoes,Extruded crispbreads	1
Plant-based foods and beverages, Plant-based foods, Cereals and potatoes, Cereals and their products	3
Plant-based foods and beverages, Plant-based foods, Fruits and vegetables based foods, Vegetables based foods, Tomatoes and their products, Tomatoes	1
Imbiss, Süßer Snack, Süßwaren, Nougats	1
Comidas preparadas, Platos de pasta, Pastas rellenas	1
Pasti, Piatti a base di pasta, Pasta farcita, Tortelloni	1
Panini	1
Condiments, Sauces, Sauces barbecue, en:groceries	1
Tzatziki	1
Mercurey	1
en:frozen-desserts	1
Viandes et dérivés, Viandes, Charcuteries, Andouilles, Andouilles de Guémené	1
Boissons, Boissons alcoolisées, Vins, Vins blancs	1
Boissons, Boissons alcoolisées, Vins, Vins français, Vin d'Alsace	1
Boissons, Boissons alcoolisées, Vins, Vins français, Minervois	1
Plant-based foods and beverages, Plant-based foods, Fats, Vegetable fats, Vegetable oils	1
Kochhelfer, Backhelfer	2
Édulcorants, Sirops, Sirops simples	1
Auf Fleisch basierende Lebensmittel, Zubereitetes Fleisch, Würste	4
Seafood, Frozen foods, Frozen seafood	1
Produits laitiers, Produits fermentés, Desserts, Produits laitiers fermentés, Desserts lactés, Desserts lactés fermentés, Desserts lactés fermentés aux fruits, Yaourts, Yaourts aux fruits, Yaourts au lait de chèvre	1
Produits laitiers, Produits fermentés, Desserts, Produits laitiers fermentés, Desserts lactés, Desserts lactés fermentés, Yaourts	2
Desserts, Tiefkühlprodukte, Tiefkühl-Desserts, Speiseeis und Sorbets, Speiseeis, Eisbecher	1
Doplněk stravy	1
Viandes et dérivés, Viandes, Viandes séchées	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Céréales et pommes de terre, Céréales et dérivés, Plats préparés, Produits déshydratés, Plats à base de pâtes, Pâtes alimentaires, Produits lyophilisés à reconstituer, Nouilles, Nouille	1
Svačiny, Sladké svačiny, en:Cocoa and its products, Čokolády, Hořké čokolády, en:Dark chocolates with pepper	1
Imbiss, Süßer Snack, Kekse und Kuchen, Kekse, Gebäck, Knusprige Waffeln, Waffeln, Waffeln mit Schokoladenüberzug	1
Gewürzmittel, Saucen, Süßsaure Soßen, en:Groceries	1
Milled-flaxseed,seeds	1
Beverages, Dried products, Dried products to be rehydrated, Dehydrated beverages, Tea-based beverages, Iced teas	1
Fisch und Meeresfrüchte, Fisch, Fischfilets, Heringsfilets	1
Fisch und Meeresfrüchte, en:Fishes and their products, Fischzubereitungen	1
Gewürzmittel, Saucen, en:Meal sauces, Tomatensaucen, Tomatensaucen mit Basilikum, Sauces tomate, Sauces tomates au basilic, Tomatensoßen	1
Plant-based foods and beverages, Plant-based foods, Spreads, Nuts and their products, Plant-based spreads, Oilseed purees, Nut butters, Products for specific diets	1
Édulcorants, Sucres, Sucres vanillés	1
Viandes et dérivés, Viandes, Charcuteries, Saucissons, Salamis, Salami de dinde	1
Aliments et boissons à base de végétaux, Substituts de produits laitiers, Desserts, Desserts végétaliens	1
Aliments et boissons à base de végétaux, Boissons, Boissons à base de végétaux, Boissons aux fruits, Jus et nectars, Jus de fruits, Boissons sans alcool, Jus d'orange, Jus de fruits pur jus, Jus d'orange pur jus	1
Pflanzliche Lebensmittel und Getränke, en:Dairy substitutes, Desserts, Milchfreie Nachtische	1
Gewürzmittel, Saucen, en:groceries	2
Auf Fleisch basierende Lebensmittel, Fertiggerichte, Fleischgerichte, Reisgerichte, Geflügelgerichte, Hühnerfleischgerichte, Hühnchencurry	1
Pflanzliche Lebensmittel und Getränke,Pflanzliche Lebensmittel	1
Pflanzliche Lebensmittel und Getränke,Pflanzliche Lebensmittel,Hülsenfrüchte und Hülsenfruchtprodukte,Hülsenfrüchte,Nüsse und Nussprodukte,Nüsse,Erdnüsse	1
Produits laitiers, Produits fermentés, Produits laitiers fermentés, Fromages, Fromages italiens, Asiago	1
Surgelés	1
Snacks, Snacks sucrés, Viennoiseries, Brioches, Brioches au chocolat	2
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Snacks, Céréales et pommes de terre, Snacks salés, Amuse-gueules, Chips et frites, Chips, Chips de pommes de terre, Chips au sel et vinaigre	1
Snacks, en:Aliments d'origine végétale, en:Aliments et boissons à base de végétaux, en:Apéritif, en:Chips, en:Chips de pommes de terre, en:Chips et frites, en:Céréales et pommes de terre, en:Snacks salés	1
Plats préparés, Pizzas tartes salées et quiches, Pizzas, Pizzas chèvre-lardons	1
Snacks, Snacks sucrés, Cacao et dérivés, Chocolats, Chocolats au lait, Chocolats fourrés, Chocolats fourrés au praliné, Chocolats au lait fourrés	1
Produits laitiers, Crèmes	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Petit-déjeuners, Céréales et pommes de terre, Céréales et dérivés, Céréales pour petit-déjeuner, Pépites de céréales croustillantes	1
Alimentos y bebidas de origen vegetal, Alimentos de origen vegetal, Cereales y patatas	1
Viandes, Volailles, Poulets	1
Boissons, Eaux, Eaux de sources, Eaux minérales, Eaux minérales naturelles, Eau minérale naturelle non gazeuse, Boissons et préparations de boissons	1
Boissons, Eaux, Eaux de sources, Eaux minérales, Eaux minérales naturelles, Boissons et préparations de boissons	1
Produits laitiers, Produits fermentés, Produits laitiers fermentés, Fromages, Fromages de vache, Fromages à pâte pressée non cuite, Fromages des Pays-Bas, Goudas, Gouda Holland	1
Plats préparés, en:meat-based-products, Plats préparés à la viande, Plats au bœuf, Plats préparés à réchauffer au micro-ondes, Hachis parmentier	1
Haricots rouges surgelés	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Petit-déjeuners, Produits à tartiner, Pâtes à tartiner végétales, Produits à tartiner sucrés, Confitures et marmelades, Confitures, Confitures de fruits rouges, Confitures de fraises	1
Plats préparés, Plats préparés au poisson, Plats à base de pâtes, Lasagnes préparées, Lasagnes au poisson, Plats au saumon, Lasagnes au saumon, en:Lasagnes au saumon, en:Lasagnes préparées, en:Plats au saumon, en:Plats préparés, en:Plats préparés au poiss	1
Petit-déjeuners, Produits à tartiner, Produits à tartiner sucrés, Produits de la ruche, Produits d'élevages, Édulcorants, Miels, Miels français, Miels de sapin	1
Snacks, Snacks salés, Amuse-gueules, Biscuits apéritifs	1
Snacks, Snacks sucrés, Cacao et dérivés, Chocolats, Chocolats noirs, Chocolats noirs à l'orange	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Aliments à base de fruits et de légumes, Snacks, Condiments, Légumes et dérivés, Plantes condimentaires, Oignons et dérivés, Légumes préparés, Légumes cuits, Oignons, Assortiments d'ali	1
en:grated-cheese	1
Meals,Prepared salads,Caesar salads	1
Produits de la mer, Poissons et dérivés, Conserves, Poissons, Poissons gras, Poissons en conserve, Sardines, Sardines en conserve, Sardines à l'huile, Sardines à l'huile de tournesol	1
en:Conserves Produits de la mer Poissons Poissons en conserve Thons Thons en conserve Thons à l'huile Thons à l'huile d'olive	1
Produits laitiers, Produits fermentés, Desserts, Produits laitiers fermentés, Desserts lactés, Desserts lactés fermentés, Desserts lactés fermentés aux fruits, Yaourts, Yaourts aux fruits, Yaourts à la grecque, Yaourts sur lit de fruits	1
Aliments et boissons à base de végétaux, Boissons, Boissons à base de végétaux, Eaux de coco	1
Petit-déjeuners, Produits à tartiner, Produits à tartiner sucrés, Produits de la ruche, Produits d'élevages, Édulcorants, Miels, Miels de châtaignier	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Snacks, Céréales et pommes de terre, Snacks salés, Amuse-gueules, Chips et frites, Chips, Chips de pommes de terre	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Snacks, Céréales et pommes de terre, Snacks salés, Amuse-gueules, Chips et frites, Chips, Chips de pommes de terre, Chips de pommes de terre à l'huile de tournesol	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Aliments à base de fruits et de légumes, Produits à tartiner, Fruits et produits dérivés, Pâtes à tartiner végétales, Chutneys de fruit, Confits de figues	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Aliments à base de fruits et de légumes, Légumineuses et dérivés, Conserves, Légumineuses, Graines, Légumes et dérivés, Aliments à base de plantes en conserve, Graines de légumineuses,	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Aliments à base de fruits et de légumes, Desserts, Fruits et produits dérivés, Compotes, Compotes de pomme	1
Viandes et dérivés, Viandes, Charcuteries, Charcuteries cuites, Pâté en croûte	1
Petit-déjeuners, Produits à tartiner, Produits à tartiner sucrés, Produits de la ruche, Produits d'élevages, Édulcorants, Miels, Miels d'acacia	1
Produits laitiers, Snacks, Desserts, Snacks sucrés, Desserts lactés, Biscuits et gâteaux, Pâtisseries, Tiramisu	1
Snacks, en:Cacao et dérivés, en:Chocolats, en:Chocolats au lait, en:Snacks sucrés	1
Dairies,Creams,fr:Crèmes légères	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Aliments à base de fruits et de légumes, Conserves, Légumes et dérivés, Aliments à base de plantes en conserve, Plats préparés, Légumes en conserve, Légumes préparés, Ratatouilles	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Gewürzmittel, Frucht- und gemüsebasierte Lebensmittel, Brotaufstriche, Gesalzene Aufstriche, Gemüsebasierte Lebensmittel, Saucen, Tomaten und Tomatenprodukte, Dips, en:Bruschetta spreads, To	1
en:crispbreads	1
Boissons	2
Milchprodukte, Milch, Homogenisierte Milch, Frischmilch, Vollmilch, Länger haltbare Frischmilch	1
Getränke, Kaffeegetränke, Eiskaffees	1
Getränke, Kaffeegetränke, Eiskaffees, Milchmischgetränk	1
Milchprodukte, Fermentierte Lebensmittel, Desserts, Fermentierte Milch, Milchnachspeisen, en:Fermented dairy desserts, en:Fermented dairy desserts with fruits, Joghurt, Fruchtjoghurt, Erdbeerjoghurt	1
en:dried-tomatoes	1
coffee	1
Plant-based foods and beverages, Plant-based foods, Breakfasts, Cereals and potatoes, Cereals and their products, Breakfast cereals, Mueslis	1
Snacks, Sweet snacks, Biscuits and cakes, Cakes, Cooking helpers, Pastry helpers, Baking Mixes, Dessert mixes, Cake mixes	1
Alimentos y bebidas de origen vegetal, Alimentos de origen vegetal, Frutas y verduras y sus productos, Verduras y hortalizas y sus productos, Verduras de tallo, Alcachofas, Corazones de alcachofas	1
Frische Tomaten	1
Viandes et dérivés, Viandes, Poulet et dérivés, Volailles, Poulets	1
Boissons et préparations de boissons,Boissons,Boissons alcoolisées,Liqueurs,Liqueurs de châtaigne	1
Boissons, Sirops, Sirops aromatisés, Boissons sans sucre ajouté, Sirops de fraise	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Getreide und Kartoffeln, Kartoffeln	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Gewürzmittel, Eßbare Pflanzen, Gewürzpflanzen, Getrocknete Produkte, Getrocknete Produkte auf pflanzlicher Basis, Getrocknete und gemahlene Kräuter, en:mixtures-of-aromatic-plants, Kräuter d	1
Cibi e bevande a base vegetale, Cibi a base vegetale, Colazioni, Cereali e patate, Cereali e i loro prodotti, Cereali da colazione	1
Édulcorants, Sirops, Sirops simples, Sirops d'érable	2
Auf Fleisch basierende Lebensmittel, Fleisch, Geflügel, en:Turkey and its products, Putenfleisch	1
Auf Fleisch basierende Lebensmittel, Fleisch, Zubereitetes Fleisch, Schinken	2
Boissons, Boissons sans alcool, Boissons avec sucre ajouté	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Gewürzmittel, Gewürze, Curry Pulver, en:groceries	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Gewürzmittel, Gewürze, Paprikapulver	1
Imbiss, Süßer Snack, Kekse und Kuchen, Kekse, Butterkekse	1
Snacks, Sweet snacks, Biscuits and cakes, Biscuits, en:pastries	1
Snacks, Snacks sucrés, Biscuits et gâteaux, Biscuits, Biscuits feuilletés, Palmiers	1
Condimentos,Ayudas culinarias,Aditivos alimentarios,Suplementos dietéticos,en:Nutritional yeast	1
Essuit-tout	1
Compléments alimentaires, Compléments pour le Bodybuilding, Barres protéinées	2
Imbiss, Auf Fleisch basierende Lebensmittel, Fleisch, Zubereitetes Fleisch, Würstchen, Salami	1
Productos a base de carne, Carnes, Embutidos, Jamón, Jamón cocido	2
Alimentos y bebidas de origen vegetal, Alimentos de origen vegetal, Frutas y verduras y sus productos, Congelados, Verduras y hortalizas y sus productos, Alimentos de origen vegetal congelados, Verduras y hortalizas congeladas, Mezclas de vegetales congel	1
Cibi e bevande a base vegetale, Bevande, Bevande calde, Bevande a base di piante, Tisane, Camomilla	1
Imbiss, Süßer Snack, Kekse und Kuchen, Kuchen, Käsekuchen	1
Getränke, Kohlensäurehaltige Getränke, Erfrischungsgetränke, Cola	1
Getränke, Energy-Drinks	1
Beverages, Syrups, Energy drinks	1
Getränke, Alkoholische Getränke, Handgefertigte Produkte, Biere, Craft Spirituosen, Craft Biere, Lager	1
Beverages, Waters, Unsweetened beverages	1
Milchprodukte, Fette, Brotaufstriche, Streichfette (Milch- und Nichtmilcherzeugnisse), Tierische Fette, Milchfette	1
Milchprodukte, Fermentierte Lebensmittel, Fermentierte Milch, Brotaufstriche, Käse, Gesalzene Aufstriche, Streichkäse	2
Cibi e bevande a base vegetale, Cibi a base vegetale, Cibi a base di frutta e verdura, Cibi a base di frutta, Frutta, Frutta fresca, Pesche, en:Fresh peaches	1
Pflanzliche Lebensmittel und Getränke, Getränke, Pflanzliche Lebensmittel, Heißgetränke, Kaffees, Kapseln, Kaffees in Pads, Nespresso-kompatible Kapseln	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Imbiss, Frühstücke, Getreide und Kartoffeln, Süßer Snack, Getreideprodukte, Kekse und Kuchen, Kekse, Trockene Kekse, en:Biscuit with vegetal fat, en:Breakfast biscuit, Hafer-Cookies, fr:Bisc	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Brotaufstriche, Pflanzliche Brotaufstriche	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Getreide und Kartoffeln, Getreideprodukte, Graupen, Weizengraupen, Bulgur	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Fette, Pflanzenfette, Pflanzenöle, Frucht- und Fruchtsamenöle, Kokosöle	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Frucht- und gemüsebasierte Lebensmittel	1
Gewürzmittel, Saucen, Senfe, en:groceries	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Frühstücke, Getreide und Kartoffeln, Getreideprodukte, Frühstückscerealien, Getreideflocken, Frühstücksflocken, Extrudierte Flocken, Gerollte Flocken, Haferflocken	1
Gewürzmittel, Essige, Weinessige, Rotweinessige	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Petit-déjeuners, Céréales et pommes de terre, Céréales et dérivés, Céréales pour petit-déjeuner, Mueslis, Mueslis au chocolat	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Getreide und Kartoffeln, Getreideprodukte, Teigwaren, Spaghettis	1
Karottensäfte	1
Plant-based foods and beverages, Plant-based foods, Condiments, Culinary plants, Aromatic plants, Aromatic-herbs, Groceries	1
Frutti di mare, Pesci, Alimenti surgelati, Pasti, Pasti con pesce, Frutti di mare surgelati, Pesci surgelati, Pasti con merluzzo	1
Lácteos, Comidas fermentadas, Productos fermentados de la leche, Quesos, Queso de cabra	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Condiments, Epices, Mélanges d'épices, Mélange d'épices pour guacamole, en:groceries	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Céréales et pommes de terre, Pains, Pains spéciaux	1
Meats and their products, Beef and its products, Meats, Beef	1
Latticini, Cibi fermentati, Prodotti lattiero-caseari fermentati, Formaggi, Formaggi italiani	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Plats préparés, Frais, Légumes préparés, Plats préparés frais, Céleris Rémoulade	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Céréales et pommes de terre, Céréales et dérivés, Pâtes alimentaires, Pâtes sèches	1
Milchprodukte, Milch, Homogenisierte Milch, H-Milch, Vollmilch	2
Boissons, Eaux, Eaux de sources, Eaux minérales	1
Viandes et dérivés, Plats préparés, Plats préparés à la viande	1
Snacks, Sweet snacks, Cocoa and its products, Chocolates	2
Imbiss,Süßer Snack,Kakao und Kakaoprodukte,Süßwaren,Schokoladenkonfekt,Pralinen,en:Fruit confectioneries,Früchte mit Schokoladenüberzug,Schokoladenrosinen,Schokolierte Früchte	1
Getränke, Kohlensäurehaltige Getränke, Wasser, Quellwasser, Mineralwasser, Selterswasser, Mineralwasser mit Kohlensäure, Ungezuckerte Getränke	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Frucht- und gemüsebasierte Lebensmittel, Gemüsebasierte Lebensmittel, Getrocknete Produkte, Getrocknete Produkte auf pflanzlicher Basis, Tomaten und Tomatenprodukte, Getrocknetes Gemüse, Get	1
Milchprodukte, Fermentierte Lebensmittel, Desserts, Fermentierte Milch, Milchnachspeisen, en:Fermented dairy desserts, Joghurt	2
Meats and their products, Meats, Prepared meats, Sausages, Smoked sausages	1
Plant-based foods and beverages, Plant-based foods, Fruits and vegetables based foods, Fruits based foods, Dried products, Dried plant-based foods, Dried fruits	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Petit-déjeuners, Produits à tartiner, Pâtes à tartiner végétales, Produits à tartiner sucrés, Confitures et marmelades, Gelées de fruits, Gelées de fruits de la passion	1
Condiments, Vinegars, Wine vinegars, White wine vinegars, Groceries	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Frucht- und gemüsebasierte Lebensmittel, Gemüsebasierte Lebensmittel, Tiefkühlprodukte, Tiefgekühlte pflanzliche Lebensmittel, Tiefkühl-Gemüse	1
Botanas, Snacks dulces, Dulces, Alimentos festivos, Gastronomía navideña, Dulces de Navidad, Turrones, Turrones de almendras, Turrones duros de almendras	1
Żywność i napoje na bazie roślin, Żywność na bazie roślin, Zboża i ziemniaki, Zboża i produkty zbożowe, Makarony	1
Condimentos, Sales, en:groceries	1
Plant-based foods and beverages, Beverages, Plant-based foods, Legumes and their products, Dairy substitutes, Milk substitutes, Plant-based beverages, Plant-based milk alternatives, Legume-based drinks, Soy-based drinks, Soy-protein-isolate	1
Condimenti, Salse, Salse barbecue	1
Colazioni, Spalmabili, Spalmabili dolci, fr:Pâtes à tartiner, Crema con nocciole, Crema con cacao, Crema con nocciole e cacao	1
Colazioni, Spalmabili, Spalmabili dolci, Prodotti delle api, Prodotti agricoli, Edulcoranti, Miele, Miele di acacia	1
en:pizzas	1
Bebidas, Lácteos, Comidas fermentadas, Postres, Productos fermentados de la leche, Postres lácteos, Bebida lácteas, en:Fermented dairy desserts, Bebidas fermentadas, Bebidas de leche fermentada, Yogures, Yogures para beber	1
Alimentos y bebidas de origen vegetal, Alimentos de origen vegetal, Frutas y verduras y sus productos, Comidas preparadas, Verduras y hortalizas y sus productos, Ensaladas preparadas, Verduras de hoja, Ensaladas vegetales, en:salads	1
Pasta all'uovo	1
Brotaufstriche	3
Cibi e bevande a base vegetale, Cibi a base vegetale, Cereali e patate, Cereali e i loro prodotti, Pasta, Spaghetti, Pasta di farro	1
Snacks, Snacks salés, Amuse-gueules, Plats préparés, Coleslaw	1
en:Plant-based foods and beverages, en:Plant-based foods, en:Snacks, en:Cereals and potatoes, en:Salty snacks, en:Appetizers, en:Chips and fries, en:Crisps, en:Potato crisps, en:Potato crisps in sunflower oil	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Getreide und Kartoffeln, Getreideprodukte, Teigwaren	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Getreide und Kartoffeln, Getreideprodukte, Teigwaren, en:Cereal pastas, Hartweizenteigwaren, Spaghettis, Hartweizenspaghetti	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Fertiggerichte, Frische Nahrungsmittel, Nudelgerichte, Teigwaren, Gefüllte Nudeln, Frische Gerichte, Frische Nudeln, Ravioli, Frische Ravioli	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Aliments à base de fruits et de légumes, Conserves, Légumes et dérivés, Aliments à base de plantes en conserve, Légumes, Légumes en conserve, Légumes-feuilles, Épinards, Épinards en con	1
Plant-based foods and beverages,Plant-based foods,Pastas	1
Cibi e bevande a base vegetale, Cibi a base vegetale, Pasta	1
Auf Fleisch basierende Lebensmittel, Fleisch, Steaks	1
Imbiss, Süßer Snack, Kekse und Kuchen, Kekse, Schokoladenkekse, Gefüllte Kekse	1
Botanas, Snacks dulces, Dulces, Golosinas, Caramelos de goma, Ositos de gominola	1
Nabiał,Żywność fermentowana,Fermentowane produkty mleczne,Sery,en:cottage cheeses,en:Plain cottage cheeses	1
Gewürzmittel, Saucen, Mayonnaisen, en:groceries	1
Produits de la mer, Poissons et dérivés, Poissons, Poissons gras, Filets de poissons, Harengs, Poissons fumés, Harengs fumés, Filets de harengs	2
Produits de la mer, Poissons et dérivés, Poissons, Poissons gras, Saumons, Poissons fumés, Saumons fumés	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Frucht- und gemüsebasierte Lebensmittel, Fruchtbasierte Lebensmittel, Früchte, Beeren, Erdbeeren	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Hülsenfrüchte und Hülsenfruchtprodukte, Konserven, Hülsenfrüchte, Konserven-Produkte auf pflanzlicher Basis, Hülsenfrüchte in Dosen, Bohnenkonserven, Kidneybohnen in Dosen	1
Bacon,Bacon rashers,Unsmoked rindless back bacon rashers	1
Viandes et dérivés, Plats préparés, Plats préparés à la viande, Plats à la volaille, Plats au poulet, Poulet tikka masala	1
Brausetabletten	1
Productos del mar, Pescados, en:Fatty fishes, Anchoa, Filetes de pescado, Filetes de anchoa	1
Condiments, Sauces, Dips, Groceries	1
Snacks, Sweet snacks, Cocoa and its products, Confectioneries, Chocolate candies, Bonbons, en:chocolate-cakes	1
Endulzantes, Azúcar, Azúcar glas	1
Aditivos alimentarios, Colorantes alimentarios	1
Fertiggerichte, en:Meat alternatives, Fleisch-Ersatzprodukte	1
Getränke, Kohlensäurehaltige Getränke, Erfrischungsgetränke, Limonaden, Gezuckerte Getränke	1
Pflanzliche Lebensmittel und Getränke, Getränke, Pflanzliche Lebensmittel, Heißgetränke, Kaffees, Kapseln, Kaffees in Pads	1
Getränke, Energy-Drinks, en:Getränke	1
Energy-Drinks	1
Alimentos y bebidas de origen vegetal, Alimentos de origen vegetal, Cereales y patatas, Semillas, Cereales y derivados, Cereales en grano, Arroces, Arroces blancos	1
Konserven, Fertiggerichte, Suppen, Fertiggerichte in Dosen	1
Botanas, Snacks dulces, Dulces, Alimentos festivos, Gastronomía navideña, Dulces de Navidad, Mantecados y polvorones	1
Plant-based foods and beverages, Plant-based foods, Fats, Vegetable fats, Olive tree products, Vegetable oils, Olive oils	1
Bevande, Bevande a base di tè, Thè freddi, Bevande zuccherate, en:Bevande	1
Bevande, Bevande a base di tè, Thè freddi	1
en:Plant-based foods and beverages, en:Plant-based foods, en:Cereals and potatoes, en:Cereals and their products	1
Snacks, Snacks sucrés, Biscuits et gâteaux, Biscuits, Biscuit fourré au cacao	1
Dairies, Fermented foods, Fermented milk products, Cheeses, de:Frischkäsezubereitung, en:cream-cheeses	1
Schokoladen	1
Snack, Snack dolci, Biscotti e torte, Biscotti, Amaretti	1
Snack	1
Getränke, Kohlensäurehaltige Getränke, Erfrischungsgetränke	2
Cibi e bevande a base vegetale, Cibi a base vegetale, Pasta, Garganelli	1
Condiments, Sauces, Moutardes, Moutardes au miel, en:groceries	1
Gewürzmittel, Saucen, Dips, Aioli, en:Groceries	1
Snacks, Snacks sucrés, Cacao et dérivés, Aliments festifs, Chocolats, Moulages en chocolat, Aliments de Pâques, Oeufs en chocolat, Œufs de Pâques, Œufs en chocolat creux	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Getreide und Kartoffeln, Brote	2
Frozen fish burger	1
Alimenti surgelati	1
Frutti di mare, en:Fishes and their products, Preparazioni a base di pesce, Prodotti impanati, Pesce impanato	1
Plant-based foods and beverages, Plant-based foods, Breakfasts, Cereals and potatoes, Cereals and their products, Breakfast cereals, Breakfast cereals fortified with vitamins and chemical elements, Diet breakfast cereals, Diet breakfast cereals fortified	1
Comidas preparadas, Ensaladas preparadas, Ensalada césar, en:salads	1
Plant-based foods and beverages, Plant-based foods, Canned foods, Fruits and vegetables based foods, Canned plant-based foods, Vegetables based foods, Canned vegetables, Tomatoes and their products, Tomatoes, Canned tomatoes, Peeled tomatoes	1
Snacks, Salty snacks, Appetizers, Chips and fries, Crisps, Corn chips	2
Plant-based foods and beverages, Plant-based foods, Snacks, Nuts and their products, Nuts, Walnuts	1
Plant-based foods and beverages, Plant-based foods, Legumes and their products, Spreads, Nuts and their products, Plant-based spreads, Oilseed purees, Legume butters, Nut butters, Peanut butters	1
Getränke, Alkoholische Getränke, Weine, Schaumweine, Sekt	1
Plant-based foods and beverages, Plant-based foods, Fruits and vegetables based foods	2
Tomates,Tomates enlatados,Tomates pelados	1
Gefriergetrocknete Früchte,Schokolierte Früchte	1
Pflanzliche Lebensmittel und Getränke, Getränke, Pflanzliche Getränke, Fruchtgetränke	1
Fertiggerichte, Fertigsalate, Kartoffelgerichte, Kartoffelsalate, en:salads	1
Plant-based foods and beverages, Plant-based foods, Breakfasts, Spreads, Plant-based spreads, Sweet spreads, Fruit and vegetable preserves, Marmalades, Orange-marmalades	1
Alimentos y bebidas de origen vegetal, Alimentos de origen vegetal, Frutas y verduras y sus productos, Verduras y hortalizas y sus productos, Productos de la planta de la calabaza, Calabazas y derivados, Calabazas, Calabazas espagueti	1
Fresh kiwifruits	1
Boissons, Boissons alcoolisées, Vins, Vins portugais	1
Condiments, Sauces, Mustards, Dijon mustards, Groceries	1
Produtos à base de carne, Carnes, Carnes preparadas, Presuntos	1
Snacks, Sweet snacks, Biscuits and cakes, Biscuits, Alimentos	1
Puddings	1
Meals, Pizzas pies and quiches, Pizzas, Pepperoni pizzas	1
Snack, Snack dolci, Pasta sfoglia, Brioche, Colomba	2
Snacks, Sweet snacks, Biscuits and cakes, Biscuits	2
Frühstücke, Brotaufstriche, Süße Brotaufstriche, en:Brotaufstriche, en:Frühstücke, en:Süße Brotaufstriche	1
Snacks, Sweet snacks, Confectioneries, Biscuits and cakes, Biscuits	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Getreide und Kartoffeln, Brote, Toastbrote	1
Alimentos y bebidas de origen vegetal, Alimentos de origen vegetal, Desayunos, Cereales y patatas, Cereales y derivados, Cereales para el desayuno	1
Auf Fleisch basierende Lebensmittel, Fleisch, en:Chicken and its products, Fleischzubereitungen, Geflügel, Panierte Produkte, Hühnchen, Hühnchenzubereitungen, Paniertes Huhn	1
Fisch und Meeresfrüchte, en:Fishes and their products, Fisch, Fischzubereitungen	1
Auf Fleisch basierende Lebensmittel, Fleisch, Zubereitetes Fleisch, Würstchen	1
Fette, Tierische Fette, Schmalz	1
en:puffed-corn-cakes	1
Boissons, Boissons alcoolisées, Bières	1
Gewürzmittel, Saucen, Tomatensaucen, en:groceries	1
Frühstücke, Brotaufstriche, Süße Brotaufstriche, Bienenprodukte, Landwirtschaftliche Produkte, Süßstoffe, Honige	1
Cibi e bevande a base vegetale, Cibi a base vegetale, Cereali e patate, Semi, Cereali e i loro prodotti, Semi di cereale, Riso	1
Getränke, Süßstoffe, Sirups, Einfache Sirupe, Frucht-Sirup, Gezuckerte Getränke	1
Getränke und Getränkezubereitungen,Getränke,Kohlensäurehaltige Getränke,Erfrischungsgetränke	1
Pflanzliche Lebensmittel und Getränke, Getränke, Pflanzliche Getränke, Fruchtgetränke, Säfte und Nektare, Fruchtnektare	1
Fruchtsaftgetränk	1
Pflanzliche Lebensmittel und Getränke, Getränke, Pflanzliche Lebensmittel, Frucht- und gemüsebasierte Lebensmittel, Pflanzliche Getränke, Gemüse basierte Lebensmittel und Getränke, Gemüsebasierte Lebensmittel, Säfte und Nektare, Gemüse basierte Getränke,	1
Fette, Speiseöl	1
Plant-based foods and beverages, Plant-based foods, Snacks, Cereals and potatoes, Extruded crispbreads, en:crispbreads	1
Snacks, Snacks sucrés, Biscuits et gâteaux, Gâteaux	1
Auf Fleisch basierende Lebensmittel, Zubereitetes Fleisch, Würste, Jagdwurst	1
Imbiss, Salzige Snacks, Vorspeisen, Chips und Pommes Frites, Chips	1
Milchprodukte, Fermentierte Lebensmittel, Fermentierte Milch, Käse, Kuhmilchkäse, Scheibenkäse	1
Milchprodukte, Fette, Brotaufstriche, Streichfette (Milch- und Nichtmilcherzeugnisse), Tierische Fette, Milchfette, Milchstreichfett, Butter	1
Gewürzmittel, Saucen, Pestos, Rote Pestos, en:groceries	1
Pflanzliche Lebensmittel und Getränke,Pflanzliche Lebensmittel,Gewürzmittel,Gewürze,Curry Pulver	1
Auf Fleisch basierende Lebensmittel, Fleisch, Fleischzubereitungen, Fleischkäse	1
Auf Fleisch basierende Lebensmittel, Fleisch, Zubereitetes Fleisch, Würste	5
Auf Fleisch basierende Lebensmittel, Zubereitetes Fleisch	1
Auf Fleisch basierende Lebensmittel, Fleisch, Zubereitetes Fleisch, Würste, Pfefferlinge	1
Auf Fleisch basierende Lebensmittel, en:Beef and its products, Fleisch, Rind, Fleischzubereitungen, Hackfleisch-Zubereitungen, Hackfleisch	1
Productos a base de carne, Carnes, Embutidos	1
Produse lactate	1
Snacks, Sweet snacks, Cocoa and its products, Confectioneries, Chocolate candies, Bonbons	1
Plant-based foods and beverages, Plant-based foods, Legumes and their products, Canned foods, Legumes, Canned plant-based foods, Meals, Prepared vegetables, Canned legumes, Baked beans in tomato sauce, Canned common beans	1
Plant-based foods and beverages, Plant-based foods, Legumes and their products, Fats, Spreads, Nuts and their products, Plant-based spreads, Vegetable fats, Oilseed purees, Legume butters, Nut butters, Peanut butters	1
Plant-based foods and beverages, Plant-based foods, Canned foods, Desserts, Fruits and vegetables based foods, Canned plant-based foods, Fruits based foods, Fruits, Canned fruits, Fruits in syrup, Cherries, Cherries in syrup, Baking decorations	1
Beverages, Dried products, Dried products to be rehydrated, Dehydrated beverages	2
Plant-based foods and beverages, Plant-based foods, Breakfasts, Spreads, Plant-based spreads, Sweet spreads, Fruit and vegetable preserves	2
Gewürzmittel, Salze, en:groceries	1
Gewürzmittel, Saucen, Tomatensaucen, Ketchup, en:groceries	2
Roasted Chicken	1
Condimentos, Salsas, Mayonesas, en:groceries	1
Meats and their products, Meats, Prepared meats	4
Desserts, Tiefkühlprodukte, Tiefkühl-Desserts, Speiseeis und Sorbets, Speiseeis, Eisbecher, Eis	1
Viandes et dérivés, Viandes, Porc et dérivés, Porc, en:Porc, Lomo, Lomo au piment doux, Longe de porc, Longe de porc saumurée	1
Milchprodukte, Fermentierte Lebensmittel, Fermentierte Milch, Käse, Ziegenkäse	1
Pflanzliche Lebensmittel und Getränke, Getränke, Pflanzliche Getränke, Fruchtgetränke, Säfte und Nektare, Fruchsäfte	2
Plant-based foods and beverages, Beverages, Plant-based beverages, Fruit-based beverages, Juices and nectars, Fruit juices	2
Pflanzliche Lebensmittel und Getränke, Getränke, Pflanzliche Getränke, Fruchtgetränke, Säfte und Nektare, Fruchsäfte, Orangensäfte	1
Beverages, en:fruit-juices	1
Pflanzliche Lebensmittel und Getränke, Getränke, Pflanzliche Getränke, Fruchtgetränke, Säfte und Nektare, Fruchsäfte, Fruchtsäfte aus Konzentrat, Orangensäfte, Orangensäfte aus Konzentrat	1
Seafood,Fishes and their products,Canned foods,Fishes,Canned fishes	1
Alimentos y bebidas de origen vegetal, Alimentos de origen vegetal, Cereales y patatas, Semillas, Cereales y derivados, Harinas de origen vegetal, Cereales en grano, Trigos	1
Alimentos y bebidas de origen vegetal, Alimentos de origen vegetal, Cereales y patatas, Panes, Panes de molde	1
Plant-based foods and beverages, Plant-based foods, Cereals and potatoes, Cereals and their products, Pie dough	2
Indulcitor	1
Växtbaserad mat och dryck, Växtbaserad mat, Frukostmat, Bredbara pålägg, en:Plant-based spreads, Söta pålägg, en:Fruit and vegetable preserves, Marmelad	1
Snacks, Snacks sucrés, Cacao et dérivés, Chocolats, Chocolats noirs, Chocolats noirs aux fèves de cacao	1
Imbiss, Süßer Snack, Kakao und Kakaoprodukte, Schokoladen, Weiße Schokoladen	2
Fisch und Meeresfrüchte, en:Fishes and their products, Fisch, Tiefkühlprodukte, Fischfilets, Fischzubereitungen, Gefrorene Meeresfrüchte, Panierte Produkte, Tiefkühlfisch, Panierte Fische	1
Snacks, Sweet snacks, Confectioneries, Turkish delight	1
Aliments et boissons à base de végétaux, Aliments d'origine végétale, Petit-déjeuners, Céréales et pommes de terre, Céréales et dérivés, Céréales pour petit-déjeuner, Céréales aux fruits, Mueslis, Mueslis aux fruits	1
Latticini, Grassi, Spalmabili, Grassi spalmabili, Grassi animali, Prodotti a base di grassi del latte, Latticini spalmabili, Burro	1
Produits laitiers, Laits	1
Produits laitiers, Laits, Laits entiers	1
Snacks, Snacks sucrés, Biscuits et gâteaux, Biscuits, Assortiments de biscuits	1
Condiments, Vinaigres, Vinaigres balsamiques	1
Auf Fleisch basierende Lebensmittel, Fleisch, Zubereitetes Fleisch, fr:Charcuteries diverses, Schwein, fr:Allumettes de porc, Speckwürfel	1
Snacks, Snacks sucrés, Cacao et dérivés, Confiseries, Confiseries chocolatées, Bonbons de chocolat, Assortiments de bonbons de chocolat	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Frühstücke, Getreide und Kartoffeln, Getreideprodukte, Frühstückscerealien	1
Milchprodukte, Rahm, Kaffeesahne	1
Snacks, Snacks sucrés, Biscuits et gâteaux, Pains d'épices, en:Biscuits et gâteaux, en:Pains d'épices, en:Snacks sucrés	1
Getränke, Kohlensäurehaltige Getränke, Wasser, Quellwasser, Mineralwasser, Selterswasser, Natürliches Mineralwasser, Natürliches Mineralwasser mit Kohlensäure versetzt, Natürliches Mineralwasser mit wenig Kohlensäure versetzt	1
Plant-based foods and beverages, Beverages, Plant-based beverages, Fruit-based beverages, Artificially sweetened beverages, Aloe Vera drinks	1
Bonbóny	1
Aliments et boissons à base de végétaux, Boissons, Boissons à base de végétaux, Boissons aux fruits	1
Süßstoffe, Zucker, Rohrzucker	1
Nabiał, Żywność fermentowana, Fermentowane produkty mleczne, Maślanka	1
Żywność i napoje na bazie roślin, Żywność na bazie roślin, Tłuszcze, Smarowidła, Roślinne smarowidła, Tłuszcze do smarowania, Tłuszcze roślinne, Margaryny, Margaryny solone, en:Solid vegetable fat for frying	1
Produkty na bazie mięsa, Mięsa, Mięsa przetworzone, Kiełbasy	1
Graines, Vrac	1
Snacks, Sweet snacks, Bars, Cereal bars	1
Plant-based foods and beverages, Plant-based foods, Breakfasts, Cereals and potatoes, Cereals and their products, Breakfast cereals	1
Dairies, Dietary supplements, Bodybuilding supplements, Protein powders, Whey powder	1
Aliments festifs, Aliments et boissons de Noël, Calendriers de l'avent	1
Snacks, Sweet snacks, Cocoa and its products, Confectioneries, Chocolate candies, Bonbons, Candies	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Frucht- und gemüsebasierte Lebensmittel, Gemüsebasierte Lebensmittel, Gurken	1
en:Condimentos Salsas Salsas bechamel groceries	1
Snacks, Snacks sucrés, Biscuits et gâteaux, Gâteaux, Aides culinaires, Aides à la pâtisserie, en:Baking Mixes, Préparations pour desserts, Préparations pour gâteaux	1
Plant-based foods and beverages,Plant-based foods,Breakfasts,Cereals and potatoes,Cereals and their products,Breakfast cereals,Porridge	1
Pflanzliche Lebensmittel und Getränke, Pflanzliche Lebensmittel, Frucht- und gemüsebasierte Lebensmittel, Fruchtbasierte Lebensmittel, Getrocknete Produkte, Früchte, Getrocknete Produkte auf pflanzlicher Basis, Dörrobst, Datteln, Deglet Nour Datteln, Getr	1
Aides culinaires, Préparations pour desserts, Préparations pour entremets	1
Snacks, Meats and their products, Meats, Dried meats, Beef jerkies	1
Meals, Stews	1
Plant-based foods and beverages, Plant-based foods, Cereals and potatoes, Dried products, Dried products to be rehydrated, Potato preparations, Purées, Mashed potatoes, Instant mashed potatoes	1
Plant-based foods and beverages, Plant-based foods, Legumes and their products, Canned foods, Legumes, Canned plant-based foods, Canned legumes, Canned common beans	1
Breakfasts, Spreads, Sweet spreads, Bee products, Farming products, Sweeteners, Honeys, Clover honeys	1
Mexican Dinner Mixes	2
Plant-based foods and beverages, Plant-based foods, Cereals and potatoes, Seeds, Cereals and their products, Cereal grains, Rices, Long grain rices	1
Plant-based foods and beverages, Plant-based foods, Fats, Vegetable fats, Olive tree products, Vegetable oils, Olive oils, Extra-virgin olive oils, Virgin olive oils	1

Product	Brand	Category	Compounds Matched from Ingredients	Date Retrieved
		Other	riboflavin,ferrous sulfate,niacin	2024-02-09
		Other	niacin	2024-02-10
4 cheese mozzarella, parmesan, romano & asiago cheeses rising crust pizza, 4 cheese		Meals, Pizzas pies and quiches, Pizzas	niacin,riboflavin	2024-02-12
Apple caramel crunch cake		Snacks, Sweet snacks, Biscuits and cakes, Cakes	niacin,riboflavin	2024-02-12
Best Choice Lemon Cake Mix		Other	riboflavin,niacin	2024-02-13
Chicken noodle condensed soup		Canned foods, Meals, Soups, Canned meals, Canned soups	niacin,riboflavin	2024-02-11
Cola		Beverages, Carbonated drinks, Sodas	phosphoric acid,caffeine	2024-02-11
Cola		Beverages, Carbonated drinks, Sodas	caffeine,phosphoric acid	2024-02-12
collagen plump Bodyful shampoo		Other	cocamidopropyl betaine,phenoxyethanol	2024-07-13
Enriched macaroni product, penne rigate		Plant-based foods and beverages, Plant-based foods, Cereals and potatoes, Cereals and their products, Pastas	niacin,ferrous sulfate,riboflavin	2024-02-12
Enriched macaroni product, rotini		Plant-based foods and beverages, Plant-based foods, Cereals and potatoes, Cereals and their products, Pastas	ferrous sulfate,riboflavin,niacin	2024-02-12
Good planet foods dairy free american slices		Dairies, Fermented foods, Fermented milk products, Cheeses	calcium citrate,beta carotene	2024-02-11
Honey wheat new york style bagel		Other	riboflavin,niacin	2024-02-11
Hot Dog Buns		Plant-based foods and beverages, Plant-based foods, Cereals and potatoes, Breads	niacin	2024-08-22
M&m's, chocolate ornament tin		Snacks, Sweet snacks, Cocoa and its products, Confectioneries, Chocolate candies	lactose	2024-02-11
M&m's, dispenser candies		Snacks, Sweet snacks, Confectioneries	lactose	2024-02-11
Macaroni & cheese original style dinner		Meals, Pasta dishes	riboflavin,niacin	2024-02-12
Moroccan-style spiced beef		Frozen foods	riboflavin,niacin,ferrous sulfate	2024-02-12
Parmesan fancy shredded cheese		Dairies, Fermented foods, Fermented milk products, Cheeses	natamycin	2024-02-12
Plant-based cheese Parmesan shreds		Dairies, Fermented foods, Fermented milk products, Cheeses	calcium citrate	2024-02-12
Progresso Vegetable Classics Macaroni & Bean Soup		Meals, Soups	egg white	2024-02-12
Rice pilaf		Meals, Rice dishes	niacin	2024-02-12
Rustic vegetable paniers		Frozen foods	niacin,riboflavin	2024-02-12
Skillet dinner stroganoff pasta & sauce mix		Meals, Pasta dishes	niacin,riboflavin,niacin	2024-02-12
Spread		Fats	lactic acid	2024-02-12
Thin crust pizza		Meals, Pizzas pies and quiches, Pizzas	riboflavin,niacin	2024-02-12
Thin cut sweet potato fries		Other	gluconic acid	2024-02-12
Thin twists pretzel		Snacks	niacin,riboflavin	2024-02-12
Toasted rice squares cereal		Plant-based foods and beverages, Plant-based foods, Cereals and potatoes, Cereals and their products	riboflavin,zinc oxide,pyridoxine hydrochloride,niacinamide	2024-02-12
Half iced tea & half lemonade	Allied Beverages L.L.C.	Beverages, Dried products, Dried products to be rehydrated, Dehydrated beverages, Tea-based beverages, Iced teas	acesulfame potassium	2024-02-09
Woats, Oatsnack, Cookies 'N' Dreams	Anderson Trail Inc.	Snacks	riboflavin	2024-02-09
Chip shop curry	asda	Other	niacin	2024-02-12
Baby Croissance issu de l'agriculture biologique* de 10 mois à 3 ans	Auchan, Auchan Baby Bio	Other	lactose	2024-06-06
Beanitos, Cheese Puffs, White Cheddar	Beanitos Inc.	Snacks	lactic acid	2024-02-09
Single Grain Rice Baby Cereal	Beech-Nut	Other	zinc sulfate,niacinamide	2024-02-09
Nutritional Yeast	Bob's Red Mill	Condimentos,Ayudas culinarias,Aditivos alimentarios,Suplementos dietéticos,en:Nutritional yeast	Niacin,Riboflavin,Pyridoxine Hydrochloride	2024-08-22
Qure, Purified Water	Brittany Records	Beverages, Waters, Unsweetened beverages	potassium	2024-02-09
Bake@Home Classic French Baguette	Chabaso Bakery	Plant-based foods and beverages, Plant-based foods, Cereals and potatoes, Breads	niacin,riboflavin	2024-08-22
Filet de dinde à la sauce crémeuse	Chef Select	Viandes et dérivés, Plats préparés, Plats préparés à la viande	lactose	2024-02-11
Louisiana brand hot link sausage	Clougherty Packing Llc	Meats and their products, Meats, Prepared meats, Sausages, Smoked sausages	sodium lactate,sodium nitrite	2024-02-09
Chicken & wild rice traditional soup, chicken & wild rice	Essential Everyday	Canned foods, Meals, Soups, Canned meals, Canned soups	potassium chloride	2024-02-09
Chicken noodle condensed soup	Essential Everyday	Canned foods, Meals, Soups, Canned meals, Canned soups	niacin,riboflavin	2024-02-12
Garlic dinner rolls, garlic	Essential Everyday	Other	niacin,riboflavin	2024-02-09
Gelatin dessert	Essential Everyday	Other	fumaric acid,fumaric acid	2024-02-09
Regular Cola	Food Club	Beverages, Carbonated drinks, Sodas	caffeine,phosphoric acid	2024-02-09
Golden Gate Kitchens, Uncured Pepperoni Pizza	Ghiringhelli Gourmet Pizza Co.	Meals, Pizzas pies and quiches, Pizzas, Pepperoni pizzas	riboflavin,niacin	2024-02-09
Beef and cheese	Golden Flake	Other	sodium nitrite,natamycin,annatto	2024-09-05
Flavored gelatin dessert	Great Value	Other	fumaric acid	2024-02-09
Baked Beans	Harris Teeter	Plant-based foods and beverages, Plant-based foods, Legumes and their products, Canned foods, Legumes, Canned plant-based foods, Meals, Prepared vegetables, Canned legumes, Baked beans in tomato sauce, Canned common beans	sodium nitrate	2024-02-09
Maraschino Cherries With Stems	Harris Teeter	Plant-based foods and beverages, Plant-based foods, Canned foods, Desserts, Fruits and vegetables based foods, Canned plant-based foods, Fruits based foods, Fruits, Canned fruits, Fruits in syrup, Cherries, Cherries in syrup, Baking decorations	sulfur dioxide	2024-02-09
Thick Sliced Bologna	Heritage Farm	Meats and their products, Meats, Prepared meats	sodium lactate,sodium nitrite	2024-02-09
White turkey	Heritage Farm	Meats and their products, Meats, Prepared meats	sodium nitrite	2024-02-09
Original Protein Waffles	Higher Harvest HEB	Other	sodium bicarbonate	2024-09-22
Milder Multivitamin	hohes C	Pflanzliche Lebensmittel und Getränke, Getränke, Pflanzliche Getränke, Fruchtgetränke, Säfte und Nektare, Fruchsäfte	Niacin,Biotin	2024-02-10
Ooey gooey rolls, cinnamon	Ht Traders	Plant-based foods and beverages, Plant-based foods, Cereals and potatoes, Cereals and their products, Pie dough	niacin	2024-02-09
Original Aloe Vera Drink	Jfc International Inc.	Plant-based foods and beverages, Beverages, Plant-based beverages, Fruit-based beverages, Artificially sweetened beverages, Aloe Vera drinks	calcium lactate	2024-02-09
Probiotic Water - Blueberry Lemonade	Karma Culture Llc	Beverages	malic acid	2024-02-09
Schokobons	kinder	Snacks, Sweet snacks, Cocoa and its products, Confectioneries, Chocolate candies, Bonbons, Candies	Vanillin	2024-02-14
Onion Pumpernickel	Knickerbocker Baking Company	Plant-based foods and beverages, Plant-based foods, Cereals and potatoes, Breads	lactic acid	2024-08-22
Beef Smokehouse Jerky, Teriyaki	Kroger	Snacks, Meats and their products, Meats, Dried meats, Beef jerkies	potassium chloride	2024-02-09
Butter & herb instant mashed potatoes	Kroger	Plant-based foods and beverages, Plant-based foods, Cereals and potatoes, Dried products, Dried products to be rehydrated, Potato preparations, Purées, Mashed potatoes, Instant mashed potatoes	calcium silicate	2024-02-09
Chicken caesar salad kit for one	Kroger	Salted snacks	sodium lactate	2024-02-09
Corn Tostadas	Kroger	Mexican Dinner Mixes	riboflavin,niacin	2024-02-09
Enriched long grain rice	Kroger	Plant-based foods and beverages, Plant-based foods, Cereals and potatoes, Seeds, Cereals and their products, Cereal grains, Rices, Long grain rices	niacin,ferric phosphate	2024-02-09
Frosted shredded wheat bite size cereal	Kroger	Plant-based foods and beverages, Plant-based foods, Breakfasts, Cereals and potatoes, Cereals and their products, Breakfast cereals, extruded cereals	riboflavin,niacinamide,pyridoxine hydrochloride,zinc oxide	2024-08-22
Kroger, beef stir fry	Kroger	Frozen foods	lactic acid	2024-02-09
Mint Double Filled Kaleidos	Kroger	Snacks, Sweet snacks, Confectioneries, Biscuits and cakes, Biscuits, Candies, Filled biscuits, Chocolate sandwich cookies	NIACIN,RIBOFLAVIN	2024-02-13
Original breakfast sausage links	Kroger	Other	potassium chloride,sodium lactate	2024-02-09
Original cream cheese spread	Kroger	Dairies, Fermented foods, Fermented milk products, Cheeses	natamycin	2024-02-12
Ribeye steak	Kroger	Meats and their products, Meats, Prepared meats, Sausages	propyl gallate	2024-02-09
Sliced Manzanilla Olives With Pimento	Kroger	Plant-based foods and beverages, Beverages, Hot beverages, Plant-based beverages, Herbal teas, Chamomile, Salted snacks	lactic acid	2024-02-09
Vienna sausage in bbq sauce	Kroger	Condiments, Meats and their products, Meats, Sauces, Barbecue sauces, Groceries	sodium nitrite	2024-02-09
Whole plain queen olive	Kroger	Other	lactic acid	2024-02-09
Kroger, chocolate chip cookie dough	Kroger, The Kroger Co.	Plant-based foods and beverages, Plant-based foods, Cereals and potatoes, Cereals and their products, Pie dough	niacin,riboflavin	2024-02-09
Kroger, mini filled pretzels, peanut butter	Kroger, The Kroger Co.	Snacks	riboflavin,niacin	2024-02-09
Leaf, Sour Farts Candy	Leaf Brands Llc	Snacks, Sweet snacks, Confectioneries	malic acid	2024-02-09
	Morrisons	Chicken samosa	niacin	2024-02-28
Oatmeal cremes	Mrs. Freshley's, Flowers Foods Inc.	Snacks, Sweet snacks, Biscuits and cakes, Biscuits	niacin	2024-02-09
Corner Milk Chocolate Digestive	müller	Dairies, Fermented foods, Desserts, Fermented milk products, Dairy desserts, Fermented dairy desserts, Yogurts	Lactose	2024-08-22
La laitiere pudding chocolat	Nestle	Other	lactose	2024-02-10
Nice!, caffeine-free soda, root beer	Nice, Walgreens Co.	Beverages, Carbonated drinks, Sodas	sodium benzoate	2024-02-09
No Sugars Oat Drink	Oatly	Plant-based foods and beverages,Beverages,Plant-based foods,Cereals and potatoes,Dairy substitutes,Cereals and their products,Milk substitutes,Plant-based beverages,Plant-based milk alternatives,Cereal-based drinks,Oat-based drinks,Oatmilk	riboflavin,potassium iodide	2024-09-28
The original honey wheat berry bread	Oroweat	Plant-based foods and beverages, Plant-based foods, Cereals and potatoes, Breads, Sliced breads	riboflavin,niacin	2024-08-22
MACARONI & CHEESE	Premier Pantry,	Meals, Pasta dishes, Macaroni and cheese	RIBOFLAVIN	2024-02-11
Raley's, tortilla chips, sweet potato	Raley's	Snacks, Salty snacks, Appetizers, Chips and fries, Crisps, Corn chips	annatto	2024-02-09
Elbow Macaroni Pasta, Enriched Macaroni Product	Reggano	Other	niacin,ferrous sulfate,riboflavin	2024-02-09
Roundy's, bacon, naturally hardwood smoked, regular cut	Roundy's	Meats and their products, Meats, Prepared meats	sodium nitrite	2024-02-09
Chicken breast en croute	Sainsbury's	Chicken breast en croute	Niacin	2024-09-06
Choco Lolly	Sans Marque, Favorina	Snacks, Snacks sucrés, Cacao et dérivés, Chocolats, Chocolats au lait	lactose	2024-02-09
Multigrain Rice Crackers With Sea Salt & Pepper	Simple Truth	Snacks, Sweet snacks, Biscuits and cakes	potassium chloride	2024-02-09
Simple truth, kettle chips, salt & vinegar	Simple Truth Organic	Snacks	malic acid	2024-02-09
Smart Fries, Air Popped Potato Sticks, Aged White Cheddar	Snack Innovations Inc.	Snacks	potassium chloride	2024-02-09
Christmas tree lollipop	Squire Boone Caverns Inc.	Snacks, Sweet snacks, Confectioneries	titanium dioxide	2024-02-09
Ez-Sweetz, Liquid Sweetener	Sweet Solutions Inc.	Sweeteners, Sugars	sodium benzoate,succinic acid	2024-02-09
Fred Meyer, Sandwich Slims, Honey Wheat	The Kroger Co.	Other	riboflavin,cellulose,niacin	2024-02-09
Microwave popcorn movie theater butter	The Kroger Co.	Other	beta carotene	2024-02-13
Ralphs, authentic recipe soup, minestrone, minestrone	The Kroger Co.	Canned foods, Meals, Soups, Canned meals, Canned soups	niacin,ferrous sulfate,riboflavin	2024-02-09
Frost Mandarin	Trident	Botanas, Snacks dulces, Dulces, Chicles, Chicles sin azúcar	sorbitol	2024-02-10
Chocolate Amargo sin azúcar 55%	Turin	Botanas, Snacks dulces, Cacao y sus productos, Chocolates, Chocolates negros	MALTITOL	2024-02-11
Acure Simply Smoothing Conditioner Coconut -- 8 fl oz	Acure	Beauty & Personal Care	orange, arginine, calendula, cetearyl alcohol, cetyl alcohol, glyceryl stearate, glycerin, lactic acid, vanillin	2024-11-29 10:47:42
Acure Simply Smoothing Shampoo Coconut -- 8 fl oz	Acure	Beauty & Personal Care	orange, citric acid, betaine, citric acid, cocamidopropyl betaine, glycerin, levulinic acid, sodium cocoyl glutamate, vanillin	2024-11-29 10:47:42
Alaffia Everyday Shea Shampoo - Vanilla Mint -- 32 fl oz	Alaffia	Beauty & Personal Care	cocamidopropyl betaine, decyl glucoside, vanilla	2024-11-29 10:47:42
Alba Botanica Hawaiian 3-in-1 Clean Towelettes Pineapple Enzyme -- 25 Towelettes	Alba	Beauty & Personal Care	orange, allantoin, allyl caproate, ascorbyl glucoside, benzoic acid, citral, dehydroacetic acid, panthenol, triethyl citrate, glycerin, limonene, phenoxyethanol, potassium hydroxide, sodium lauroyl sarcosinate, sodium benzoate, vanillin	2024-11-29 10:47:42
Alba Botanica Hawaiian Detox Body Wash Volcanic Clay -- 32 fl oz	Alba	Beauty & Personal Care	glyceryl oleate, orange, citric acid, allyl caproate, benzyl alcohol, citric acid, cocamidopropyl betaine, glycerin, limonene, sodium benzoate, vanillin	2024-11-29 10:47:42
Alba Botanica Hawaiian Face Sunscreen SPF 30 Fragrance Free -- 3 fl oz	Alba	Beauty & Personal Care	orange, citric acid, cetyl alcohol, citric acid, decane, behenyl alcohol, ethylhexylglycerin, dimethylhydroxy furanone, glycerin, dodecane, nonanal, nonane, phenoxyethanol, potassium hydroxide, vanillin	2024-11-29 10:47:42
Alba Botanica Hawaiian Face Sunscreen SPF 50 Island Vibe -- 3 fl oz	Alba	Beauty & Personal Care	orange, citric acid, cetyl alcohol, citric acid, decane, behenyl alcohol, ethylhexylglycerin, dimethylhydroxy furanone, glycerin, dodecane, nonanal, nonane, phenoxyethanol, potassium hydroxide, sodium benzoate, vanillin	2024-11-29 10:47:42
Alba Botanica Sunless Tanner -- 4 oz	Alba	Beauty & Personal Care	orange, amyl cinnamal, citric acid, ascorbyl palmitate, allyl caproate, ceteth-20, cetearyl alcohol, cetyl alcohol, citric acid, dihydroxyacetone, erythrulose, ethyl acetate, geraniol, glycerin, dimethicone, isoamyl acetate, isopropyl palmitate, lactic acid, limonen, phenoxyethanol, sodium benzoate, sodium citrate, stearic acid, vanillin	2024-11-29 10:47:42
Alba Botanica Very Emollient Bath and Shower Gel Coconut Rescue -- 32 fl oz	Alba	Beauty & Personal Care	citric acid, anise alcohol, benzoic acid, benzyl alcohol, caffeine, citric acid, glycerin, maltodextrin, vanillin	2024-11-29 10:47:42
Alba Botanica Very Emollient Body Lotion Coconut Rescue -- 32 oz	Alba	Beauty & Personal Care	citric acid, anise alcohol, benzyl alcohol, caffeine, cetyl alcohol, citric acid, glycerin, maltodextrin, sodium benzoate, vanillin	2024-11-29 10:47:42
Alba Botanica® Hawaiian Leave In Conditioning Mist Coconut Milk -- 8 fl oz	Alba	Beauty & Personal Care	citric acid, anisaldehyde, arginine, benzyl alcohol, cetyl alcohol, citric acid, triethylcitrate, glycerin, phenoxyethanol, retinyl palmitate, sodiumbenzoate, sorbitol, squalane, vanillin	2024-11-29 10:47:42
Aloe Cadabra Personal Lubricant & Moisturizer Tahitian Vanilla -- 2.5 oz	Aloe Cadabra	Beauty & Personal Care	citric acid, citric acid, vanilla	2024-11-29 10:47:42
Ark Naturals Brushless Toothpaste Chewables Large Dogs 40-80 Lbs -- 18 oz	Ark Naturals	Pet Supplies	citric acid, dicalcium phosphate, citric acid, glycerin, calcium carbonate, sodium bicarbonate, tetrasodium pyrophosphate, vanilla	2024-11-29 10:47:42
Ark Naturals Protection + Brushless Toothpaste Dental Chews Mini Dog 8 lbs - Mini	Ark Naturals	Pet Supplies	citric acid, dicalcium phosphate, citric acid, glycerin, Calcium carbonate, sodium bicarbonate, tetrasodium pyrophosphate, vanilla	2024-11-29 10:47:42
Babo Botanicals Moisturizing Miracle Face Cream Oat & Calendula -- 2 oz	Babo Botanicals	Beauty & Personal Care	cetearyl alcohol, tocopherol, tocopherol, glycerin, glyceryl caprylate, oat, vanilla	2024-11-29 10:47:42
Babyganics Squeeze & Foam Shampoo and Body Wash Chamomile Verbena -- 7 fl oz	Babyganics	Baby & Kids Products	C-6, citric acid, cis 3 hexenyl acetate natural, citric acid, dehydroacetic acid, ethylhexylglycerin, glycerin, methyl cinnamate, trisodium ethylenediamine disuccinate, phenoxyethanol, propanediol, sodium hydroxide, vanillin	2024-11-29 10:47:42
Badger Organic & Natural Lip Balms Variety -- 4 Pack	Badger	Beauty & Personal Care	Vanilla	2024-11-29 10:47:42
Badger Organic Cocoa Butter Lip Balm Vanilla Bean -- 0.25 oz	Badger	Beauty & Personal Care	Vanilla	2024-11-29 10:47:42
Badger Organic Holiday Lip Balm Gift Set Blue -- 3 Pack -- 1 Set	Badger	Beauty & Personal Care	vanilla	2024-11-29 10:47:42
Badger Organic Navigator Class Man Care Organic Hair Pomade -- 2 oz	Badger	Beauty & Personal Care	tocopherol, tocopherol, black pepper, vanilla	2024-11-29 10:47:42
Badger Organic Navigator Class Man Care Shave Soap -- 3.15 oz	Badger	Beauty & Personal Care	black pepper, sodium citrate, vanilla	2024-11-29 10:47:42
Badger Shampoo Bar -- 3 oz	Badger	Beauty & Personal Care	Black Pepper, Sodium Citrate, Vanilla	2024-11-29 10:47:42
Badger SPF 40 Kids Mineral Sunscreen Cream -- 2.9 oz	Badger	Baby & Kids Products	orange, tocopherol, tocopherol, vanilla	2024-11-29 10:47:42
Deep Steep Premium Beauty Classic Body Wash Vanilla Coconut -- 17 fl oz	Deep Steep	Beauty & Personal Care	cocamidopropyl betaine, glycerin, vanilla	2024-11-29 10:47:42
Deep Steep Premium Beauty Classic Bubble Bath Brown Sugar Vanilla -- 17 fl oz	Deep Steep	Beauty & Personal Care	cocamidopropyl betaine, glycerin, sugar, vanilla	2024-11-29 10:47:42
Deep Steep Premium Beauty Classic Foaming Hand Wash Brown Sugar Vanilla -- 8 fl oz	Deep Steep	Household Essentials	glycerin, glyceryl caprylate, sugar, vanilla	2024-11-29 10:47:42
Deep Steep Premium Beauty Classic Foaming Hand Wash Vanilla Coconut -- 8 fl oz	Deep Steep	Household Essentials	glycerin, glyceryl caprylate, vanilla	2024-11-29 10:47:42
Deep Steep Premium Beauty Classic Liquid Hand Wash Brown Sugar Vanilla -- 17.6 fl oz	Deep Steep	Household Essentials	cocamidopropyl betaine, glycerin, sugar, vanilla	2024-11-29 10:47:42
Deep Steep Premium Beauty Classic Sugar Scrub Brown Sugar Vanilla -- 8 oz	Deep Steep	Beauty & Personal Care	Sugar, vanilla	2024-11-29 10:47:42
Deep Steep Premium Beauty Classic Sugar Scrub Vanilla Coconut -- 8 oz	Deep Steep	Beauty & Personal Care	Sugar, vanilla	2024-11-29 10:47:42
Earth Mama Baby Lotion Calming Lavender -- 8 fl oz	Earth Mama	Baby & Kids Products	glyceryl oleate, calendula, cetearyl alcohol, glyceryl stearate, vanilla	2024-11-29 10:47:42
Earth Mama Baby Lotion Sweet Orange -- 8 fl oz	Earth Mama	Baby & Kids Products	glyceryl oleate, calendula, cetearyl alcohol, glyceryl stearate, vanilla	2024-11-29 10:47:42
Earth Mama Baby Wash Sweet Orange -- 34 fl oz	Earth Mama	Baby & Kids Products	citric acid, calendula, citric acid, vanilla	2024-11-29 10:47:42
Earth Mama Belly Butter -- 8 fl oz	Earth Mama	Baby & Kids Products	glyceryl oleate, calendula, cetearyl alcohol, glyceryl stearate, vanilla	2024-11-29 10:47:42
Earth Mama Castile Baby Wash Calming Lavender -- 34 fl oz	Earth Mama	Baby & Kids Products	calendula, vanilla	2024-11-29 10:47:42
Earth Mama Castile Baby Wash Calming Lavender -- 5.3 fl oz	Earth Mama	Baby & Kids Products	calendula, vanilla	2024-11-29 10:47:42
Earth Mama Ginger Fresh Body Wash -- 5.3 fl oz	Earth Mama	Baby & Kids Products	citric acid, calendula, citric acid, vanilla	2024-11-29 10:47:42
Ecco Bella Herbal Body Lotion Vanilla -- 8 fl oz	Ecco Bella	Beauty & Personal Care	chamomile, cetearyl alcohol, glyceryl stearate, glyceryl caprylate, vanilla	2024-11-29 10:47:42
EcoSmart Home Pest Control -- 24 fl oz	EcoSmart	Household Essentials	sodium benzoate, vanillin	2024-11-29 10:47:42
EO Body Polish Orange Blossom Vanilla -- 6 fl oz	EO	Beauty & Personal Care	orange, citric acid, cetyl alcohol, citric acid, tocopherol, panthenol, tocopherol, glyceryl stearate, glycerin, maltodextrin, glyceryl caprylate, stearyl alcohol, vanillin	2024-11-29 10:47:42
EO Hand Cream Orange Blossom Vanilla -- 2.5 fl oz	EO	Beauty & Personal Care	orange, citric acid, allantoin, ceramide-3, cetearyl alcohol, cetyl alcohol, citric acid, tocopherol, panthenol, tocopherol, glyceryl stearate, glycerin, dimethicone, glyceryl caprylate, oat, phytosterols, resveratrol, stearic acid, stearyl alcohol, vanillin	2024-11-29 10:47:42
EO Hand Soap Orange Blossom & Vanilla -- 12 fl oz	EO	Household Essentials	orange, citric acid, citric acid, glycerin, vanillin	2024-11-29 10:47:42
EO Plant-Based Deodorant Spray - Orange Blossom Vanilla -- 4 fl oz	EO	Beauty & Personal Care	orange, vanillin	2024-11-29 10:47:42
Humble Brands Bar Soap Vanilla & Cardamom -- 4 oz	Humble Brands	Beauty & Personal Care	palm, vanillin	2024-11-29 10:47:42
Hurraw! Balm Lip Balm Chai Spice -- 0.15 oz	Hurraw! Balm	Beauty & Personal Care	tocopherol, tocopherol, vanilla	2024-11-29 10:47:42
Hurraw! Balm Lip Balm Chocolate -- 0.15 oz	Hurraw! Balm	Beauty & Personal Care	tocopherol, tocopherol, vanilla	2024-11-29 10:47:42
Hurraw! Balm Lip Balm Coffee Bean -- 0.15 oz	Hurraw! Balm	Beauty & Personal Care	tocopherol, tocopherol, vanilla	2024-11-29 10:47:42
Hurraw! Balm Lip Balm Root Beer -- 0.15 oz	Hurraw! Balm	Beauty & Personal Care	tocopherol, tocopherol, vanilla	2024-11-29 10:47:42
Hurraw! Balm Lip Balm Vanilla Bean -- 0.15 oz	Hurraw! Balm	Beauty & Personal Care	tocopherol, tocopherol, vanilla	2024-11-29 10:47:42
Hurraw! Balm Moon Lip Balm Blue Chamomile Vanilla -- 0.15 oz	Hurraw! Balm	Beauty & Personal Care	tocopherol, tocopherol, vanilla	2024-11-29 10:47:42
Hurraw! Balm Sun Lip Balm SPF 15 Tangerine Chamomile -- 0.17 oz	Hurraw! Balm	Beauty & Personal Care	tocopherol, tocopherol, vanilla, zinc oxide	2024-11-29 10:47:42
Ingredients Matter Laundry Soap Powder 30 Loads Lavender -- 15 oz	Ingredients Matter	Household Essentials	citric acid, citric acid, triethyl citrate, sodium gluconate, glycerin, linalool, sodium bicarbonate, sodium carbonate, vanillin	2024-11-29 10:47:42
Ingredients Matter Laundry Soap Powder 60 Loads Lavender -- 30 oz	Ingredients Matter	Household Essentials	citric acid, citric acid, triethyl citrate, sodium gluconate, glycerin, linalool, sodium bicarbonate, sodium carbonate, vanillin	2024-11-29 10:47:42
Jason Kids Sunscreen SPF 45 -- 4 oz	Jason	Baby & Kids Products	orange, citric acid, allyl caproate, benzyl alcohol, benzyl benzoate, cetearyl alcohol, cetyl alcohol, citric acid, ehtyl acetate, glycerin, dimethicone, isoamyl acetate, limonene, sodium benzoate, vanillin	2024-11-29 10:47:42
Jennies Organic Coconut Bites with Goji and Chia -- 5.25 oz	Jennies	Food & Beverages	Vitamin C, Vitamin A, vanilla	2024-11-29 10:47:42
Junkless Chewy Granola Bars Chocolate Chip -- 6 Bars	Junkless	Food & Beverages	Vitamin C, Vitamin A, cane sugar, vanilla	2024-11-29 10:47:42
Junkless Chewy Granola Bars Peanut Butter Chocolate Chip -- 6 Bars	Junkless	Food & Beverages	Vitamin C, Vitamin A, cane sugar, vanilla	2024-11-29 10:47:42
Kal Pure Stevia Liquid Extract Vanilla -- 1.8 fl oz	KAL	Food & Beverages	maltodextrin, vanilla	2024-11-29 10:47:42
MadeGood Organic Gluten Free Soft Baked Mini Cookies Double Chocolate -- 5 Pouches	MadeGood	Food & Beverages	Vitamin C, Vitamin E, Vitamin E, Vitamin B6, Vitamin A, cane sugar, Thiamin, vanilla, Vitamin B6	2024-11-29 10:47:42
Medella Naturals Insect & Mosquito Repellent -- 8 fl oz	Medella Naturals	Beauty & Personal Care	vanilla	2024-11-29 10:47:42
Mediterra Wellness Boosters Healthy Aging Liquid Citrus Vanilla -- 20 Liquid Pouches	Mediterra	Vitamins & Supplements	beta carotene, Vitamin E, Vitamin E, Glycerin, potassium bicarbonate, vanilla	2024-11-29 10:47:42
Mightylicious Cookies Gluten Free Brown Butter -- 6.5 oz	Mightylicious	Food & Beverages	baking soda, sugar, vanilla	2024-11-29 10:47:42
Mightylicious Cookies Gluten Free Salted Peanut Butter -- 6.5 oz	Mightylicious	Food & Beverages	sugar, vanilla	2024-11-29 10:47:42
Mightylicious Cookies Vegan Gluten Free Chocolate Chip -- 6.5 oz	Mightylicious	Food & Beverages	baking soda, cane sugar, vanilla, vitamin B12, vitamin D2	2024-11-29 10:47:42
Mightylicious Cookies Vegan Gluten Free Dutch Chocolate Chip -- 6.5 oz	Mightylicious	Food & Beverages	baking soda, sugar, vanilla	2024-11-29 10:47:42
Mightylicious Cookies Vegan Gluten Free Oatmeal Coconut -- 6.5 oz	Mightylicious	Food & Beverages	baking soda, cane sugar, vanilla, vitamin B12, vitamin D2	2024-11-29 10:47:42
Mightylicious Cookies Vegan Gluten Free Oatmeal Raisin -- 6.5 oz	Mightylicious	Food & Beverages	cane sugar, vanilla	2024-11-29 10:47:42
Mineral Fusion Natural Beauty Eye & Lip Kit -- 1 Kit	Mineral Fusion	Beauty & Personal Care	butylene glycol, citric acid, benzyl alcohol, D-gluconolactone, cetearyl alcohol, citric acid, tocopherol, panthenol, tocopherol, glycerin, kaolin, glyceryl caprylate, niacinamide, sodium benzoate, titanium dioxide, vanillin	2024-11-29 10:47:42
Miss Jones Brownie Baking Mix Double Chocolate -- 14.67 oz	Miss Jones	Food & Beverages	chocolate chips, baking soda, cane sugar, vanilla	2024-11-29 10:47:42
Miss Jones Every Day Cookie Mix Monster -- 10.57 oz	Miss Jones	Food & Beverages	beta carotene, chocolate chips, baking soda, sugar, vanilla	2024-11-29 10:47:42
Miss Jones EveryDay Delicious Cookie Mix Chocolate Chip -- 13 oz	Miss Jones	Food & Beverages	chocolate chips, baking soda, sugar, vanilla	2024-11-29 10:47:42
MyChelle Dermaceuticals Illuminating Peptide-Rich Whipped Moisturizer -- 1 oz	MyChelle Dermaceuticals	Beauty & Personal Care	d-alpha, butylene glycol, orange, citric acid, allantoin, terpineol, benzyl alcohol, camphor, carbomer, cetyl alcohol, citral, citric acid, triethyl citrate, geraniol, glycerin, limonene, linalool, linalyl acetate, palmitic acid, palmitic acid, potassium hydroxide, sodium hydroxide, stearic acid, titanium dioxide, vanillin	2024-11-29 10:47:42
MyChelle Dermaceuticals Protect Replenishing Solar Defense Sunscreen SPF 50 -- 6 fl oz	MyChelle Dermaceuticals	Beauty & Personal Care	caprylyl glycol, citric acid, bisabolol, cetearyl alcohol, cetyl alcohol, citric acid, tocopherol, behenyl alcohol, tocopherol, sodium gluconate, glucoside, glycerin, vanillin	2024-11-29 10:47:42
NuGo Nutrition NuGo Slim Bars Gluten Free Crunchy Peanut Butter -- 12 Bars	NuGo Nutrition	Weight Management	Vitamin C, microcrystalline cellulose, calcium carbonate, Vitamin A, cane sugar, vanilla	2024-11-29 10:47:42
NuGo Nutrition NuGo Stronger Protein Bars Peanut Cluster -- 12 Bars	NuGo Nutrition	Weight Management	Vitamin C, glycerin, Vitamin A, sodium citrate, cane sugar, vanilla	2024-11-29 10:47:42
NuGo Nutrition NuGo® Slim Bars Gluten Free Brownie Crunch -- 12 Bars	NuGo Nutrition	Weight Management	Vitamin C, calcium carbonate, Vitamin A, cane sugar, vanilla	2024-11-29 10:47:42
NuGo Nutrition NuGo® Slim Bars Gluten Free Raspberry Truffle -- 12 Bars	NuGo Nutrition	Weight Management	Vitamin C, calcium carbonate, Vitamin A, cane sugar, vanilla	2024-11-29 10:47:42
NuGo Nutrition Original Protein Bar Churro -- 1.76 oz Each / Pack of 15	NuGo Nutrition	Weight Management	Vitamin C, Vitamin E, Folate, Vitamin E, Niacin, Phosphorus, Vitamin B6, Vitamin A, Riboflavin, cane sugar, Thiamin, vanilla, Vitamin B12, Vitamin B6	2024-11-29 10:47:42
NuGo Nutrition Smarte Carb Sugar Free Bars Chocolate Black Cherry -- 12 Bars	NuGo Nutrition	Weight Management	Vitamin C, microcrystalline cellulose, maltitol, Vitamin A, sucralose, vanilla	2024-11-29 10:47:42
NuGo Nutrition Smarte Carb® Sugar Free Protein Bars Peanut Butter Crunch -- 12 Bars	NuGo Nutrition	Weight Management	microcrystalline cellulose, maltitol, sucralose, vanilla	2024-11-29 10:47:42
Nutri Neuro-NAC -- 50 mg - 60 Capsules	Nutri	Vitamins & Supplements	Glycine, Molybdenum, Selenium, vanillin	2024-11-29 10:47:42
Ola Botanicals Organic Argan & Vitamin E Serum Smooth & Restore -- 1 fl oz	Ola Botanicals	Beauty & Personal Care	chamomile, calendula, tocopherol, tocopherol, vanilla	2024-11-29 10:47:42
Ola Botanicals Organic Eye & Line Cream Replenishment & Renew -- 1 fl oz	Ola Botanicals	Beauty & Personal Care	chamomile, tocopherol, tocopherol, vanilla	2024-11-29 10:47:42
Olympian Labs Enteric Coated Omega-3 Fish Oil -- 2000 mg - 120 Softgels	Olympian Labs	Vitamins & Supplements	Vitamin E, EPA, triethyl citrate, Vitamin E, glyceryl monostearate, glycerin, propylene glycol, triacetin, vanillin	2024-11-29 10:47:42
OWYN Plant Protein Smooth Vanilla -- 1.1 lbs	OWYN	Weight Management	Alanine, Arginine, Vitamin C, Aspartic Acid, omega-3, Cystine, Glutamic Acid, Glycine, Histidine, Isoleucine, Leucine, Lysine, Methionine, Phenylalanine, Proline, Vitamin A, Serine, Threonine, Tryptophan, Tyrosine, Valine, vanilla	2024-11-29 10:47:42
Pacha Soap Co Liquid Hand Soap - Vanilla Almond -- 12 fl oz	Pacha Soap Co	Household Essentials	hydroxyethylcellulose, vanilla	2024-11-29 10:47:42
Pacha Soap Co Whipped Soap + Scrub - Vanilla Almond -- 8 oz	Pacha Soap Co	Beauty & Personal Care	clay, kaolin, sorbitol, vanillin	2024-11-29 10:47:42
Peanut Butter & Co Dreams® Peanut Butter Dark Chocolate -- 16 oz	Peanut Butter & Co	Food & Beverages	Vitamin C, Vitamin A, vanilla	2024-11-29 10:47:42
Plantlife Foaming Hand & Body Soap Refill - Vanilla Orange -- 16 fl oz	Plantlife	Household Essentials	vitamin E, vitamin E, vanilla	2024-11-29 10:47:42
Plantlife Foaming Hand & Body Soap - Vanilla Orange -- 8.5 fl oz	Plantlife	Household Essentials	vitamin E, vitamin E, vanilla	2024-11-29 10:47:42
Simply Delish Sugar Free Instant Pudding Chocolate -- 1.7 oz	Simply Delish	Food & Beverages	Erythritol, vanilla	2024-11-29 10:47:42
Simply Delish Sugar Free Instant Pudding Vanilla -- 1.7 oz	Simply Delish	Food & Beverages	beta carotene, Erythritol, vanilla	2024-11-29 10:47:42
SkinnyDipped Almonds Dark Chocolate Peanut Butter -- 3.5 oz	SkinnyDipped	Food & Beverages	cane sugar, vanilla	2024-11-29 10:47:42
SkinnyDipped Dark Chocolate Cocoa Skinnydipped Cashews™ -- 3.5 oz	SkinnyDipped	Food & Beverages	cane sugar, vanilla	2024-11-29 10:47:42
SkinnyDipped Dark Chocolate Salted Caramel Skinnydipped Cashews™ -- 3.5 oz	SkinnyDipped	Food & Beverages	cane sugar, vanilla	2024-11-29 10:47:42
Soothing Touch Brown Sugar Scrub Tuscan Bouquet -- 16 oz	Soothing Touch	Beauty & Personal Care	chamomile, tocopherol, tocopherol, vanilla	2024-11-29 10:47:42
Southern Butter Intimate Body Butter - Sandalwood + Cinnamon -- 1.82 oz	Southern Butter	Beauty & Personal Care	calendula, vitamin E, vitamin E, vanilla	2024-11-29 10:47:42
Stonewall Kitchen Gluten Free Cinnamon Sugar Doughnut Mix -- 18 oz	Stonewall Kitchen	Food & Beverages	citric acid, Vitamin C, monocalcium phosphate, citric acid, Vitamin A, baking soda, Sugar, vanilla	2024-11-29 10:47:42
Sukin Botanical Body Wash Original Signature Scent -- 16.9 fl oz	Sukin	Beauty & Personal Care	chamomile, benzyl alcohol, cocamidopropyl betaine, tocopherol, decyl glucoside, tocopherol, vitamin e, glycerin, phenoxyethanol, vanillin	2024-11-29 10:47:42
Sukin Cream Cleanser Pump Signature -- 4.23 fl oz	Sukin	Beauty & Personal Care	benzyl alcohol, cetearyl alcohol, cetyl alcohol, tocopherol, tocopherol, vitamin E, glycerin, phenoxyethanol, vanillin	2024-11-29 10:47:42
Sukin Facial Moisturizer Pump Signature -- 4.23 fl oz	Sukin	Beauty & Personal Care	citric acid, benzyl alcohol, cetearyl alcohol, cetyl alcohol, citric acid, tocopherol, tocopherol, vitamin E, glycerin, phenoxyethanol, vanillin	2024-11-29 10:47:42
Sukin Foaming Facial Cleanser Pump Signature -- 4.23 fl	Sukin	Beauty & Personal Care	benzyl alcohol, cetearyl alcohol, cetyl alcohol, tocopherol, tocopherol, vitamin E, glycerin, phenoxyethanol, vanillin	2024-11-29 10:47:42
Sukin Hydrating Body Lotion Original Signature Scent -- 16.91 fl oz	Sukin	Beauty & Personal Care	benzyl alcohol, cetearyl alcohol, cetyl alcohol, tocopherol, tocopherol, vitamin E, glycerin, phenoxyethanol, vanillin	2024-11-29 10:47:42
Sukin Moisture Restoring Night Cream Signature -- 4.06 fl oz	Sukin	Beauty & Personal Care	benzyl alcohol, cetearyl alcohol, cetyl alcohol, tocopherol, tocopherol, vitamin e, glycerin, phenoxyethanol, vanillin	2024-11-29 10:47:42
Sukin Natural Balance Conditioner -- 16.9 fl oz	Sukin	Beauty & Personal Care	isopropyl alcohol, citric acid, benzyl alcohol, cetyl alcohol, citric acid, tocopherol, tocopherol, vitamin E, glycerin, phenoxyethanol, vanillin	2024-11-29 10:47:42
Sukin Natural Balance Leave-In Conditioner -- 8.46 fl oz	Sukin	Beauty & Personal Care	citric acid, benzyl alcohol, cetyl alcohol, citric acid, tocopherol, tocopherol, glycerin, phenoxyethanol, sodium citrate, vanillin	2024-11-29 10:47:42
Sukin Natural Balance Shampoo -- 16.9 fl oz	Sukin	Beauty & Personal Care	citric acid, benzyl alcohol, citric acid, cocamidopropyl betaine, tocopherol, tocopherol, vitamin E, glycerin, phenoxyethanol, vanillin	2024-11-29 10:47:42
Sukin Purely Ageless Rejuvenating Day Cream -- 4.06 fl oz	Sukin	Beauty & Personal Care	benzyl alcohol, cetyl alcohol, tocopherol, ethylhexylglycerin, tocopherol, vitamin e, glyceryl stearate, glycerin, lactic acid, phenoxyethanol, ribose, sodium benzoate, vanillin	2024-11-29 10:47:42
Sukin Purely Ageless Restorative Night Cream -- 4.06 fl oz	Sukin	Beauty & Personal Care	benzyl alcohol, cetearyl alcohol, cetyl alcohol, tocopherol, tocopherol, vitamin e, glycerin, phenoxyethanol, vanillin	2024-11-29 10:47:42
Sukin Rosehip Enriching Night Cream -- 4.06 fl oz	Sukin	Beauty & Personal Care	benzyl alcohol, cetearyl alcohol, cetyl alcohol, tocopherol, tocopherol, vitamin E, glycerin, phenoxyethanol, vanillin	2024-11-29 10:47:42
Sukin Rosehip Hydrating Day Cream -- 4.06 fl oz	Sukin	Beauty & Personal Care	benzyl alcohol, cetearyl alcohol, cetyl alcohol, tocopherol, tocopherol, vitamin E, glycerin, phenoxyethanol, vanillin	2024-11-29 10:47:42
Sukin Sensitive Calming Night Cream -- 4.06 fl oz	Sukin	Beauty & Personal Care	chamomile, cetearyl alcohol, cetyl alcohol, tocopherol, tocopherol, vitamin E, glycerin, phenoxyethanol, vanillin	2024-11-29 10:47:42
Sukin Sensitive Cleansing Gel -- 4.23 fl oz	Sukin	Beauty & Personal Care	chamomile, cocamidopropyl betaine, decyl glucoside, glycerin, phenoxyethanol, vanillin	2024-11-29 10:47:42
Sukin Sensitive Facial Moisturizer -- 4.23 fl oz	Sukin	Beauty & Personal Care	chamomile, cetearyl alcohol, cetyl alcohol, tocopherol, tocopherol, vitamin E, glycerin, phenoxyethanol, vanillin	2024-11-29 10:47:42
Sukin Signature Revitalising Facial Scrub -- 4.23 fl oz	Sukin	Beauty & Personal Care	citric acid, chamomile, benzyl alcohol, cetearyl alcohol, cetyl alcohol, citric acid, tocopherol, tocopherol, vitamin E, glycerin, phenoxyethanol, vanillin	2024-11-29 10:47:42
The GFB Gluten Free Bites Chocolate Cherry Almond -- 4 oz	The GFB	Food & Beverages	Vitamin C, Vitamin A, cane sugar, vanilla	2024-11-29 10:47:42
The GFB Gluten Free Bites Dark Chocolate Coconut -- 4 oz	The GFB	Food & Beverages	Vitamin C, Vitamin A, vanilla	2024-11-29 10:47:42
The Honest Company Baby Body Oil Calm Lavender -- 4 fl oz	The Honest Company	Baby & Kids Products	tocopherol, triethyl citrate, tocopherol, maltol, vanillin	2024-11-29 10:47:42
The Honest Company Baby Shampoo + Body Wash Calm Lavender -- 10 fl oz	The Honest Company	Baby & Kids Products	caprylyl glycol, citric acid, citric acid, panthenol, triethyl citrate, glutamic acid, glycerin, maltol, trisodium ethylenediamine disuccinate, sodium benzoate, vanillin	2024-11-29 10:47:42
The Honest Company Baby Shampoo + Body Wash Calm Lavender -- 18 fl oz	The Honest Company	Baby & Kids Products	caprylyl glycol, citric acid, citric acid, panthenol, triethyl citrate, glutamic acid, glycerin, maltol, trisodium ethylenediamine disuccinate, sodium benzoate, vanillin	2024-11-29 10:47:42
The Honest Company Baby Shampoo + Body Wash Nourish Sweet Almond -- 10 fl oz	The Honest Company	Baby & Kids Products	caprylyl glycol, citric acid, anisaldehyde, benzaldehyde, citric acid, gamma-decalactone, panthenol, triethyl citrate, glutamic acid, glycerin, maltitol, trisodium ethylenediamine disuccinate, raspberry ketone, sodium benzoate, vanillin	2024-11-29 10:47:42
The Honest Company Bubble Bath Calm Lavender -- 12 fl oz	The Honest Company	Baby & Kids Products	caprylyl glycol, citric acid, citric acid, decyl glucoside, panthenol, triethyl citrate, glutamic acid, glycerin, maltol, trisodium ethylenediamine disuccinate, vanillin	2024-11-29 10:47:42
The Honest Company Bubble Bath Nourish Sweet Almond -- 12 fl oz	The Honest Company	Baby & Kids Products	caprylyl glycol, citric acid, anisaldehyde, benzaldehyde, citric acid, gamma-decalactone, decyl glucoside, panthenol, triethyl citrate, glutamic acid, glycerin, maltol, trisodium ethylenediamine disuccinate, raspberry ketone, vanillin	2024-11-29 10:47:42
The Honest Company Conditioner Calm Lavender -- 10 fl oz	The Honest Company	Baby & Kids Products	caprylyl glycol, isopropyl alcohol, citric acid, cetearyl alcohol, citric acid, triethyl citrate, glycerin, maltol, sodium hydroxide, vanillin	2024-11-29 10:47:42
The Honest Company Conditioner Nourish Sweet Almond -- 10 fl oz	The Honest Company	Baby & Kids Products	caprylyl glycol, isopropyl alcohol, citric acid, anisaldehyde, benzaldehyde, cetearyl alcohol, citric acid, gamma-decalactone, panthenol, triethyl citrate, glycerin, hydroxyethylcellulose, maltol, raspberry ketone, sodium hydroxide, vanillin	2024-11-29 10:47:42
The Honest Company Conditioning Detangler Nourish Sweet Almond -- 4 fl oz	The Honest Company	Baby & Kids Products	caprylyl glycol, citric acid, anisaldehyde, benzaldehyde, pinene, citric acid, gamma-decalactone, panthenol, triethyl citrate, glycerin, maltol, raspberry ketone, vanillin	2024-11-29 10:47:42
The Honest Company Conditioning Detangler Spray Calm Lavender -- 4 fl oz	The Honest Company	Baby & Kids Products	caprylyl glycol, citric acid, citric acid, panthenol, triethyl citrate, glycerin, maltol, vanillin	2024-11-29 10:47:42
The Honest Company Face + Body Lotion Calm Lavender -- 8.5 fl oz	The Honest Company	Baby & Kids Products	caprylyl glycol, citric acid, ascorbyl palmitate, allantoin, cetearyl alcohol, citric acid, tocopherol, panthenol, triethyl citrate, tocopherol, glycerin, microcrystalline cellulose, malic acid, maltol, trisodium ethylenediamine disuccinate, vanillin	2024-11-29 10:47:42
The Honest Company Face + Body Lotion Nourish Sweet Almond -- 8.5 fl oz	The Honest Company	Baby & Kids Products	caprylyl glycol, citric acid, anisaldehyde, allantoin, benzaldehyde, cetearyl alcohol, citric acid, tocopherol, gamma-decalactone, panthenol, triethyl citrate, tocopherol, maltol, trisodium ethylenediamine disuccinate, raspberry ketone, vanillin	2024-11-29 10:47:42
The Organic Skin Co Hydration Agent Moisturizer Vanilla and Amaranth -- 1.7 fl oz	The Organic Skin Co	Beauty & Personal Care	amaranth, calendula, cetearyl alcohol, citral, glyceryl monostearate, glycerin, limonene, vanilla	2024-11-29 10:47:42
The Seaweed Bath Co Calm Body Cream - Vetiver Geranium -- 6 fl oz	The Seaweed Bath Co	Beauty & Personal Care	geranium, allantoin, benzyl alcohol, carbomer, tocopherol, dehydroacetic acid, panthenol, tocopherol, glyceryl stearate, glycerin, vitamin B-5, stearic acid, stearyl alcohol, tromethamine, vanillin	2024-11-29 10:47:42
The Seaweed Bath Co Calm Body Scrub - Vetiver Geranium -- 6 fl oz	The Seaweed Bath Co	Beauty & Personal Care	geranium, allantoin, kelp, carbomer, cocamidopropyl betaine, glycolic acid, vanillin	2024-11-29 10:47:42
The Seaweed Bath Co Calm Dream Soak - Vetiver Geranium -- 12 fl oz	The Seaweed Bath Co	Beauty & Personal Care	geranium, allantoin, cocamidopropyl betaine, ethylhexylglycerin, balsam, glycerin, hemp, sodium benzoate, vanillin	2024-11-29 10:47:42
The Seaweed Bath Co Hydrate Body Cream - Citrus Vanilla -- 6 fl oz	The Seaweed Bath Co	Beauty & Personal Care	orange, allantoin, tocopherol, panthenol, methyl sulfonyl methane, tocopherol, glyceryl stearate, phenethyl alcohol, stearic acid, stearyl alcohol, vanilla	2024-11-29 10:47:42
The Seaweed Bath Co Hydrate Body Wash - Citrus Vanilla -- 12 fl oz	The Seaweed Bath Co	Beauty & Personal Care	orange, citric acid, allantoin, chlorophyll, citric acid, cocamidopropyl betaine, decyl glucoside, gluconic acid, glycol stearate, sodium benzoate, sodium cocoyl glutamate, vanilla	2024-11-29 10:47:42
The Seaweed Bath Co Smooth Conditioner - Citrus Vanilla -- 12 fl oz	The Seaweed Bath Co	Beauty & Personal Care	orange, citric acid, cetearyl alcohol, citric acid, tocopherol, panthenol, pro-vitamin B5, tocopherol, gluconic acid, glyceryl stearate, sodium benzoate, vanilla	2024-11-29 10:47:42
The Seaweed Bath Co Smooth Shampoo - Citrus Vanilla -- 12 fl oz	The Seaweed Bath Co	Beauty & Personal Care	orange, citric acid, citric acid, tocopherol, decyl glucoside, panthenol, pro-vitamin B5, tocopherol, gluconic acid, dimethicone, hydroxyethylcellulose, sodium benzoate, sodium cocoyl glutamate, vanilla	2024-11-29 10:47:42
Trace Minerals Research Electrolyte Stamina Power Pak + Immunity Lemon Berry -- 30 Packets	Trace Minerals Research	Active Lifestyle & Fitness	Vitamin C, Boron, Chloride, Vitamin D3, Chromium, Folate, malic acid, Manganese, Niacin, Pantothenic Acid, Potassium Citrate, Vitamin B6, Selenium, Alpha-Lipoic Acid, vanilla, Vitamin B12, Vitamin B6	2024-11-29 10:47:42
Troots Chonkies Quinoa Snacks Toasted Coconut -- 1.4 oz	Troots	Food & Beverages	erythritol, vanilla	2024-11-29 10:47:42
Whey 2 Be! Protein Cookie Snickerdoodle -- 8 Cookies	Whey 2 Be!	Active Lifestyle & Fitness	annatto, baking soda, sugar, vanillin	2024-11-29 10:47:42

Role	Description
flavouring agent	A food additive that is used to added improve the taste or odour of a food.
antioxidant	A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
anticonvulsant	A drug used to prevent seizures or reduce their severity.
plant metabolite	Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
anti-inflammatory agent	Any compound that has anti-inflammatory effects.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Class	Description
benzaldehydes	Any arenecarbaldehyde that consists of a formyl substituted benzene ring and its substituted derivatives thereof.
phenols	Organic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring.
monomethoxybenzene	Compounds containing a benzene skeleton substituted with one methoxy group.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathway	Proteins	Compounds
capsaicin biosynthesis	6	16
vanillin biosynthesis I	1	11
vanillin and vanillate degradation II	3	9
vanillin and vanillate degradation I	2	8
ferulate degradation	3	10
pinoresinol degradation	0	7
(-)-dehydrodiconiferyl alcohol degradation	5	17
superpathway of vanillin and vanillate degradation	8	27
superpathway of aromatic compound degradation	33	49

Protein	Taxonomy	Measurement	Average (µ)	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Chain A, TYROSYL-DNA PHOSPHODIESTERASE	Homo sapiens (human)	Potency	5.0119	0.0040	23.8416	100.0000	AID485290
RAR-related orphan receptor gamma	Mus musculus (house mouse)	Potency	0.0545	0.0060	38.0041	19,952.5996	AID1159521
GLS protein	Homo sapiens (human)	Potency	17.7828	0.3548	7.9355	39.8107	AID624170
GLI family zinc finger 3	Homo sapiens (human)	Potency	16.7855	0.0007	14.5928	83.7951	AID1259369
AR protein	Homo sapiens (human)	Potency	3.5014	0.0002	21.2231	8,912.5098	AID588515; AID743035; AID743036
aldehyde dehydrogenase 1 family, member A1	Homo sapiens (human)	Potency	19.6221	0.0112	12.4002	100.0000	AID1030
estrogen receptor 2 (ER beta)	Homo sapiens (human)	Potency	16.7582	0.0006	57.9133	22,387.1992	AID1259377; AID1259378
retinoid X nuclear receptor alpha	Homo sapiens (human)	Potency	19.4141	0.0008	17.5051	59.3239	AID1159527; AID1159531; AID588544
farnesoid X nuclear receptor	Homo sapiens (human)	Potency	0.0007	0.3758	27.4851	61.6524	AID588526
estrogen nuclear receptor alpha	Homo sapiens (human)	Potency	4.3037	0.0002	29.3054	16,493.5996	AID743069; AID743075; AID743078
aryl hydrocarbon receptor	Homo sapiens (human)	Potency	76.9588	0.0007	23.0674	1,258.9301	AID743085
thyroid stimulating hormone receptor	Homo sapiens (human)	Potency	48.9036	0.0016	28.0151	77.1139	AID1259385
nuclear factor of kappa light polypeptide gene enhancer in B-cells 1 (p105), isoform CRA_a	Homo sapiens (human)	Potency	13.8006	19.7391	45.9784	64.9432	AID1159509
Histone H2A.x	Cricetulus griseus (Chinese hamster)	Potency	64.0508	0.0391	47.5451	146.8240	AID1224845
15-hydroxyprostaglandin dehydrogenase [NAD(+)] isoform 1	Homo sapiens (human)	Potency	39.8107	0.0018	15.6638	39.8107	AID894
nuclear factor erythroid 2-related factor 2 isoform 1	Homo sapiens (human)	Potency	68.2720	0.0006	27.2152	1,122.0200	AID651741; AID743202
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Transcription intermediary factor 1-alpha	Homo sapiens (human)	IC50 (µMol)	0.1620	0.1358	1.8379	10.0000	AID1619194
Polyphenol oxidase 2	Agaricus bisporus	IC50 (µMol)	4,103.0000	0.0340	3.9871	10.0000	AID1760271
Pancreatic triacylglycerol lipase	Sus scrofa (pig)	IC50 (µMol)	74.4000	0.0040	1.1024	6.5000	AID577979
Androgen receptor	Rattus norvegicus (Norway rat)	IC50 (µMol)	426.5800	0.0010	1.9794	14.1600	AID255211
DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)	IC50 (µMol)	1,500.0000	0.0005	1.3500	10.0000	AID705446
Secreted chorismate mutase	Mycobacterium tuberculosis H37Rv	IC50 (µMol)	24.8000	0.9900	1.2725	1.9600	AID1803444
E3 ubiquitin-protein ligase TRIM33	Homo sapiens (human)	IC50 (µMol)	0.3256	0.2335	1.0165	4.6900	AID1619193
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
transcription by RNA polymerase II	Transcription intermediary factor 1-alpha	Homo sapiens (human)
positive regulation of gene expression	Transcription intermediary factor 1-alpha	Homo sapiens (human)
protein ubiquitination	Transcription intermediary factor 1-alpha	Homo sapiens (human)
protein catabolic process	Transcription intermediary factor 1-alpha	Homo sapiens (human)
regulation of protein stability	Transcription intermediary factor 1-alpha	Homo sapiens (human)
regulation of apoptotic process	Transcription intermediary factor 1-alpha	Homo sapiens (human)
response to peptide hormone	Transcription intermediary factor 1-alpha	Homo sapiens (human)
negative regulation of DNA-templated transcription	Transcription intermediary factor 1-alpha	Homo sapiens (human)
positive regulation of DNA-templated transcription	Transcription intermediary factor 1-alpha	Homo sapiens (human)
epithelial cell proliferation	Transcription intermediary factor 1-alpha	Homo sapiens (human)
negative regulation of epithelial cell proliferation	Transcription intermediary factor 1-alpha	Homo sapiens (human)
calcium ion homeostasis	Transcription intermediary factor 1-alpha	Homo sapiens (human)
regulation of vitamin D receptor signaling pathway	Transcription intermediary factor 1-alpha	Homo sapiens (human)
cellular response to estrogen stimulus	Transcription intermediary factor 1-alpha	Homo sapiens (human)
regulation of signal transduction by p53 class mediator	Transcription intermediary factor 1-alpha	Homo sapiens (human)
succinate metabolic process	Succinate-semialdehyde dehydrogenase, mitochondrial	Homo sapiens (human)
glutamate metabolic process	Succinate-semialdehyde dehydrogenase, mitochondrial	Homo sapiens (human)
central nervous system development	Succinate-semialdehyde dehydrogenase, mitochondrial	Homo sapiens (human)
gamma-aminobutyric acid catabolic process	Succinate-semialdehyde dehydrogenase, mitochondrial	Homo sapiens (human)
post-embryonic development	Succinate-semialdehyde dehydrogenase, mitochondrial	Homo sapiens (human)
synaptic transmission, GABAergic	Succinate-semialdehyde dehydrogenase, mitochondrial	Homo sapiens (human)
peptidyl-serine phosphorylation	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
maturation of 5.8S rRNA	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
somitogenesis	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
negative regulation of protein phosphorylation	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
activation of innate immune response	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
B cell lineage commitment	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
immature B cell differentiation	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
pro-B cell differentiation	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
T cell lineage commitment	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
double-strand break repair	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
double-strand break repair via nonhomologous end joining	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
chromatin remodeling	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
protein phosphorylation	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
DNA damage response	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
brain development	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
heart development	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
response to gamma radiation	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
telomere capping	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
peptidyl-serine phosphorylation	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
peptidyl-threonine phosphorylation	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
mitotic G1 DNA damage checkpoint signaling	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
protein destabilization	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
cellular response to insulin stimulus	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
T cell differentiation in thymus	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
T cell receptor V(D)J recombination	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
small-subunit processome assembly	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
ectopic germ cell programmed cell death	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
protein modification process	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
regulation of circadian rhythm	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
positive regulation of apoptotic process	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
negative regulation of apoptotic process	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
innate immune response	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
positive regulation of lymphocyte differentiation	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
positive regulation of erythrocyte differentiation	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
positive regulation of translation	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
positive regulation of transcription by RNA polymerase II	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
rhythmic process	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
regulation of smooth muscle cell proliferation	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
regulation of epithelial cell proliferation	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
double-strand break repair via alternative nonhomologous end joining	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
negative regulation of cGAS/STING signaling pathway	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
regulation of hematopoietic stem cell differentiation	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
positive regulation of platelet formation	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
positive regulation of double-strand break repair via nonhomologous end joining	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
immunoglobulin V(D)J recombination	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
telomere maintenance	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
intrinsic apoptotic signaling pathway in response to DNA damage	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
response to hypoxia	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
copulation	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
locomotory behavior	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
response to xenobiotic stimulus	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
gamma-aminobutyric acid metabolic process	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
gamma-aminobutyric acid biosynthetic process	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
response to iron ion	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
negative regulation of gamma-aminobutyric acid secretion	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
cerebellum development	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
positive regulation of heat generation	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
positive regulation of insulin secretion	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
negative regulation of dopamine secretion	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
response to nicotine	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
exploration behavior	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
response to ethanol	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
negative regulation of blood pressure	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
positive regulation of dopamine metabolic process	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
behavioral response to cocaine	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
positive regulation of uterine smooth muscle contraction	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
positive regulation of inhibitory postsynaptic potential	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
positive regulation of prolactin secretion	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
positive regulation of aspartate secretion	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
gamma-aminobutyric acid catabolic process	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
negative regulation of transcription by RNA polymerase II	E3 ubiquitin-protein ligase TRIM33	Homo sapiens (human)
protein ubiquitination	E3 ubiquitin-protein ligase TRIM33	Homo sapiens (human)
regulation of transforming growth factor beta receptor signaling pathway	E3 ubiquitin-protein ligase TRIM33	Homo sapiens (human)
negative regulation of BMP signaling pathway	E3 ubiquitin-protein ligase TRIM33	Homo sapiens (human)
negative regulation of DNA-templated transcription	E3 ubiquitin-protein ligase TRIM33	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
methylated histone binding	Transcription intermediary factor 1-alpha	Homo sapiens (human)
p53 binding	Transcription intermediary factor 1-alpha	Homo sapiens (human)
chromatin binding	Transcription intermediary factor 1-alpha	Homo sapiens (human)
transcription coactivator activity	Transcription intermediary factor 1-alpha	Homo sapiens (human)
protein kinase activity	Transcription intermediary factor 1-alpha	Homo sapiens (human)
signaling receptor binding	Transcription intermediary factor 1-alpha	Homo sapiens (human)
protein binding	Transcription intermediary factor 1-alpha	Homo sapiens (human)
zinc ion binding	Transcription intermediary factor 1-alpha	Homo sapiens (human)
nuclear receptor binding	Transcription intermediary factor 1-alpha	Homo sapiens (human)
estrogen response element binding	Transcription intermediary factor 1-alpha	Homo sapiens (human)
ubiquitin protein ligase activity	Transcription intermediary factor 1-alpha	Homo sapiens (human)
lysine-acetylated histone binding	Transcription intermediary factor 1-alpha	Homo sapiens (human)
succinate-semialdehyde dehydrogenase (NAD+) activity	Succinate-semialdehyde dehydrogenase, mitochondrial	Homo sapiens (human)
identical protein binding	Succinate-semialdehyde dehydrogenase, mitochondrial	Homo sapiens (human)
double-stranded DNA binding	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
RNA binding	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
protein kinase activity	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
protein serine/threonine kinase activity	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
DNA-dependent protein kinase activity	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
protein binding	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
ATP binding	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
enzyme binding	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
protein domain specific binding	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
U3 snoRNA binding	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
histone H2AXS139 kinase activity	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
RNA polymerase II-specific DNA-binding transcription factor binding	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
protein serine kinase activity	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
4-aminobutyrate transaminase activity	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
pyridoxal phosphate binding	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
succinate-semialdehyde dehydrogenase binding	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
4-aminobutyrate:2-oxoglutarate transaminase activity	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
identical protein binding	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
metal ion binding	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
(S)-3-amino-2-methylpropionate transaminase activity	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
iron-sulfur cluster binding	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
DNA binding	E3 ubiquitin-protein ligase TRIM33	Homo sapiens (human)
ubiquitin-protein transferase activity	E3 ubiquitin-protein ligase TRIM33	Homo sapiens (human)
protein binding	E3 ubiquitin-protein ligase TRIM33	Homo sapiens (human)
zinc ion binding	E3 ubiquitin-protein ligase TRIM33	Homo sapiens (human)
co-SMAD binding	E3 ubiquitin-protein ligase TRIM33	Homo sapiens (human)
R-SMAD binding	E3 ubiquitin-protein ligase TRIM33	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
male germ cell nucleus	Transcription intermediary factor 1-alpha	Homo sapiens (human)
nucleus	Transcription intermediary factor 1-alpha	Homo sapiens (human)
nucleoplasm	Transcription intermediary factor 1-alpha	Homo sapiens (human)
perichromatin fibrils	Transcription intermediary factor 1-alpha	Homo sapiens (human)
mitochondrion	Transcription intermediary factor 1-alpha	Homo sapiens (human)
cytosol	Transcription intermediary factor 1-alpha	Homo sapiens (human)
euchromatin	Transcription intermediary factor 1-alpha	Homo sapiens (human)
chromatin	Transcription intermediary factor 1-alpha	Homo sapiens (human)
mitochondrion	Succinate-semialdehyde dehydrogenase, mitochondrial	Homo sapiens (human)
mitochondrial matrix	Succinate-semialdehyde dehydrogenase, mitochondrial	Homo sapiens (human)
synapse	Succinate-semialdehyde dehydrogenase, mitochondrial	Homo sapiens (human)
mitochondrion	Succinate-semialdehyde dehydrogenase, mitochondrial	Homo sapiens (human)
chromosome, telomeric region	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
nucleus	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
nucleoplasm	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
nucleolus	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
cytosol	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
membrane	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
DNA-dependent protein kinase complex	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
chromatin	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
transcription regulator complex	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
DNA-dependent protein kinase-DNA ligase 4 complex	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
small-subunit processome	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
protein-containing complex	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
protein-DNA complex	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
nonhomologous end joining complex	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
nucleus	DNA-dependent protein kinase catalytic subunit	Homo sapiens (human)
mitochondrion	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
mitochondrial matrix	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
4-aminobutyrate transaminase complex	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
mitochondrion	4-aminobutyrate aminotransferase, mitochondrial	Homo sapiens (human)
nucleus	E3 ubiquitin-protein ligase TRIM33	Homo sapiens (human)
nucleoplasm	E3 ubiquitin-protein ligase TRIM33	Homo sapiens (human)
chromatin	E3 ubiquitin-protein ligase TRIM33	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Assay ID	Title	Year	Journal	Article
AID445117	Prooxidant effect on Cu2+-induced pBR322 DNA damage at 0.35 to 45 uM after 1 hr	2009	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 19, Issue:22	Synthesis and antioxidant properties of dendritic polyphenols.
AID255211	Inhibitory concentration against recombinant rat androgen receptor expressed in Escherichia coli using [3H]methyltrienolone (R 1881)	2005	Journal of medicinal chemistry, Sep-08, Volume: 48, Issue:18	Impact of induced fit on ligand binding to the androgen receptor: a multidimensional QSAR study to predict endocrine-disrupting effects of environmental chemicals.
AID1422882	Binding affinity to recombinant Trypanosoma cruzi His/haemaglutinin-tagged BDF3 expressed in Escherichia coli BL21 at 100 uM by fluorescence spectra analysis	2018	ACS medicinal chemistry letters, Oct-11, Volume: 9, Issue:10	Discovery of a Biologically Active Bromodomain Inhibitor by Target-Directed Dynamic Combinatorial Chemistry.
AID1291718	Protective activity against Daboia russellii venom-induced mortality in Swiss albino mouse at 100 mmol, iv administered immediately after venom injection measured after 24 hrs relative to untreated control	2016	European journal of medicinal chemistry, May-23, Volume: 114	Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID1392051	Induction of R-state stabilization of Hb in human homozygous sickle red blood cells assessed as change in oxygen pressure at which hemolysates are 50% saturated with oxygen at 2 mM incubated under air for 1 hr followed by 2 hrs incubation under hypoxic co	2018	Bioorganic & medicinal chemistry, 05-15, Volume: 26, Issue:9	Rational design of pyridyl derivatives of vanillin for the treatment of sickle cell disease.
AID624614	Specific activity of expressed human recombinant UGT2A1	2000	Annual review of pharmacology and toxicology, , Volume: 40	Human UDP-glucuronosyltransferases: metabolism, expression, and disease.
AID705446	Inhibition of DNA-PK assessed as inhibition of p53 peptide phosphorylation	2012	Bioorganic & medicinal chemistry letters, Sep-01, Volume: 22, Issue:17	Modulation of DNA repair by pharmacological inhibitors of the PIKK protein kinase family.
AID1446873	Inhibition of wild-type HIV1 RT associated RNA dependent DNA polymerase activity using poly(A) template/oligo(dT) primer after 30 mins by picogreen staining based method	2017	European journal of medicinal chemistry, Apr-21, Volume: 130	Natural product-inspired esters and amides of ferulic and caffeic acid as dual inhibitors of HIV-1 reverse transcriptase.
AID323192	Protection against 30 mins photoirradiation-induced lipid peroxidation damage in rat liver mitochondria assessed as prevention of TBARS formation at 2 mM	2008	Bioorganic & medicinal chemistry, Mar-15, Volume: 16, Issue:6	Inhibitory property of the Piper betel phenolics against photosensitization-induced biological damages.
AID502769	Cytotoxicity against human NCI-H460 cells after 72 hrs by MTS reduction assay	2010	Journal of natural products, Sep-24, Volume: 73, Issue:9	Cytotoxic flavonoids from the leaves of Cryptocarya chinensis.
AID1325094	Inhibition of mushroom tyrosinase activity using L-tyrosine as substrate at 100 uM after 30 mins	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1291714	Protective activity against Daboia russellii venom-induced hemorrhage in intradermally dosed Swiss albino mouse at 100 mmol assessed as hemorhagic lesion by measuring minimal hemolytic dose preincubated with venom for 1 hr followed by administration to mo	2016	European journal of medicinal chemistry, May-23, Volume: 114	Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID260086	Inhibitory activity against GABAT	2006	Bioorganic & medicinal chemistry letters, Feb, Volume: 16, Issue:3	Inhibition of GABA shunt enzymes' activity by 4-hydroxybenzaldehyde derivatives.
AID1152637	Antioxidant activity assessed as hydroxyl radical scavenging activity at 5 uM after 1 hr by 2-Deoxy-D-ribose degradation assay in presence of FeCl3	2014	Bioorganic & medicinal chemistry letters, Jun-15, Volume: 24, Issue:12	Synthesis and radical scavenging activity of phenol-imidazole conjugates.
AID502768	Cytotoxicity against human MCF7 cells after 72 hrs by MTS reduction assay	2010	Journal of natural products, Sep-24, Volume: 73, Issue:9	Cytotoxic flavonoids from the leaves of Cryptocarya chinensis.
AID1378832	Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins under dark condition	2017	Journal of natural products, 08-25, Volume: 80, Issue:8	Antarctic Moss Biflavonoids Show High Antioxidant and Ultraviolet-Screening Activity.
AID468443	Inhibition of human FAAH at 1 uM	2009	Bioorganic & medicinal chemistry letters, Dec-01, Volume: 19, Issue:23	Mining biologically-active molecules for inhibitors of fatty acid amide hydrolase (FAAH): identification of phenmedipham and amperozide as FAAH inhibitors.
AID1152632	Antioxidant activity assessed as DPPH free radical scavenging activity measured as remaining DPPH at 100 uM after 60 mins by spectrophotometric analysis relative to control	2014	Bioorganic & medicinal chemistry letters, Jun-15, Volume: 24, Issue:12	Synthesis and radical scavenging activity of phenol-imidazole conjugates.
AID23254	Partition coefficient (logP) (chloroform)	1987	Journal of medicinal chemistry, Jul, Volume: 30, Issue:7	The role of solvent-accessible surface area in determining partition coefficients.
AID1544945	Inhibition of NO711 binding to mouse GAT1 expressed in HEK293 cell membranes assessed as residual binding at 1 uM incubated for 4 hrs in presence of NO711 by LC-ESI-MS/MS analysis relative to control	2019	Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13	Application of the concept of oxime library screening by mass spectrometry (MS) binding assays to pyrrolidine-3-carboxylic acid derivatives as potential inhibitors of γ-aminobutyric acid transporter 1 (GAT1).
AID1309207	Anti-allergic activity in RBL2H3 cells assessed as inhibition of anti-DNP-IgE-induced degranulation at 100 to 1000 uM incubated for 20 mins followed by DNP-labeled human serum albumin addition measured after 1 hr by beta-hexosaminidase release assay	2016	Bioorganic & medicinal chemistry letters, 08-01, Volume: 26, Issue:15	Structure-activity relationships of vanillic acid ester analogs in inhibitory effect of antigen-mediated degranulation in rat basophilic leukemia RBL-2H3 cells.
AID380793	Displacement of [3H]LSD from human recombinant 5HT7 receptor expressed in CHO cells at 100 uM by liquid scintillation counting relative to control	2006	Journal of natural products, Apr, Volume: 69, Issue:4	Serotonergic activity-guided phytochemical investigation of the roots of Angelica sinensis.
AID1102324	Antifungal activity against Fusarium verticillioides assessed as growth inhibition after 48 hr by inverted light microscopic analysis	2003	Journal of agricultural and food chemistry, Apr-23, Volume: 51, Issue:9	Antifungal effects of different organic extracts from Melia azedarach L. on phytopathogenic fungi and their isolated active components.
AID1309209	Drug level in RBL2H3 cells treated with ferulic acid	2016	Bioorganic & medicinal chemistry letters, 08-01, Volume: 26, Issue:15	Structure-activity relationships of vanillic acid ester analogs in inhibitory effect of antigen-mediated degranulation in rat basophilic leukemia RBL-2H3 cells.
AID445112	Antioxidant activity against linoleic acid assessed as inhibition of beta-carotene bleaching at 12 uM after 180 mins	2009	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 19, Issue:22	Synthesis and antioxidant properties of dendritic polyphenols.
AID1090167	Antifungal activity against Fusarium incarnatum assessed as growth inhibition by broth microdilution method	2005	Journal of agricultural and food chemistry, Apr-20, Volume: 53, Issue:8	Antifungal synergistic effect of scopoletin, a hydroxycoumarin isolated from Melia azedarach L. fruits.
AID502770	Cytotoxicity against human SF268 cells after 72 hrs by MTS reduction assay	2010	Journal of natural products, Sep-24, Volume: 73, Issue:9	Cytotoxic flavonoids from the leaves of Cryptocarya chinensis.
AID293934	Inhibition of pieris rapae Phenoloxidase	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	3D-QSAR and molecular docking studies of benzaldehyde thiosemicarbazone, benzaldehyde, benzoic acid, and their derivatives as phenoloxidase inhibitors.
AID1325093	Inhibition of mushroom tyrosinase activity using L-tyrosine as substrate at 10 uM after 30 mins	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1392049	Antisickling activity in human homozygous sickle red blood cells at 1 mM incubated for 2 hrs under hypoxic condition relative to control	2018	Bioorganic & medicinal chemistry, 05-15, Volume: 26, Issue:9	Rational design of pyridyl derivatives of vanillin for the treatment of sickle cell disease.
AID1325089	Cytotoxicity against theophylline-stimulated mouse B16-4A5 cells assessed as cell viability at 100 uM after 72 hrs by MTT assay relative to control	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1291721	Protective activity against Daboia russellii venom-induced hemorrhage in Swiss albino mouse at 100 mmol, iv assessed as hemorhagic lesion by measuring minimal hemolytic dose administered immediately after venom injection measured after 24 hrs (Rvb =5 ug)	2016	European journal of medicinal chemistry, May-23, Volume: 114	Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID624610	Specific activity of expressed human recombinant UGT1A7	2000	Annual review of pharmacology and toxicology, , Volume: 40	Human UDP-glucuronosyltransferases: metabolism, expression, and disease.
AID1198427	Toxicity in human RBC assessed as induction of hemolysis at anticandidal IC50 level incubated for 1 hr by spectrophotometry	2015	European journal of medicinal chemistry, Mar-26, Volume: 93	Synthesis, QSAR and anticandidal evaluation of 1,2,3-triazoles derived from naturally bioactive scaffolds.
AID477928	Cytotoxicity against human PANC1 cells in nutrient-deprived condition assessed as preferential cell death after 24 hrs by trypan blue dye exclusion method	2010	Journal of natural products, Apr-23, Volume: 73, Issue:4	Study on the constituents of Mexican propolis and their cytotoxic activity against PANC-1 human pancreatic cancer cells.
AID1325077	Antimelanogenic activity in theophylline-stimulated mouse B16-4A5 cells assessed as inhibition of melanogenesis at 3 uM after 72 hrs relative to control	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1291715	Protective activity against Daboia russellii venom-induced hemorrhage in intradermally dosed Swiss albino mouse at 100 mmol assessed as hemorhagic lesion preincubated with venom for 1 hr followed by administration to mouse measured after 24 hrs relative t	2016	European journal of medicinal chemistry, May-23, Volume: 114	Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID333180	Inhibition of beta-hexosaminidase in anti-DNP IgE sensitized rat RBL2H3 cells at 100 uM after 10 mins	2004	Journal of natural products, Sep, Volume: 67, Issue:9	Structures of new beta-carboline-type alkaloids with antiallergic effects from Stellaria dichotoma(1,2).
AID1233694	Antioxidant activity assessed as DPPH radical scavenging activity at 20 g/ml	2015	European journal of medicinal chemistry, Jul-15, Volume: 100	1,5-Diarylpyrazole and vanillin hybrids: Synthesis, biological activity and DFT studies.
AID471280	Cytotoxicity against human Hep3B cells after 3 days by MTT assay	2009	Journal of natural products, Sep, Volume: 72, Issue:9	Influenza A (H(1)N(1)) Antiviral and Cytotoxic Agents from Ferula assa-foetida.
AID1392055	Induction of R-state stabilization of Hb in human homozygous sickle red blood cells assessed as change in oxygen pressure at which hemolysates are 50% saturated with oxygen at 1 mM incubated under air for 1 hr followed by 2 hrs incubation under hypoxic co	2018	Bioorganic & medicinal chemistry, 05-15, Volume: 26, Issue:9	Rational design of pyridyl derivatives of vanillin for the treatment of sickle cell disease.
AID1325088	Cytotoxicity against theophylline-stimulated mouse B16-4A5 cells assessed as cell viability at 30 uM after 72 hrs by MTT assay relative to control	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID445110	Antioxidant activity assessed as inhibition of AAPH-induced lipid peroxidation in human plasma LDL after 18 hrs by gel electrophoresis	2009	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 19, Issue:22	Synthesis and antioxidant properties of dendritic polyphenols.
AID23256	Partition coefficient (logP) (hexane)	1987	Journal of medicinal chemistry, Jul, Volume: 30, Issue:7	The role of solvent-accessible surface area in determining partition coefficients.
AID1198409	Anticandidal activity against Candida albicans ATCC 90028 incubated at 37 degC for 24 hrs by broth dilution method	2015	European journal of medicinal chemistry, Mar-26, Volume: 93	Synthesis, QSAR and anticandidal evaluation of 1,2,3-triazoles derived from naturally bioactive scaffolds.
AID624609	Specific activity of expressed human recombinant UGT1A6	2000	Annual review of pharmacology and toxicology, , Volume: 40	Human UDP-glucuronosyltransferases: metabolism, expression, and disease.
AID1639455	Trypanocidal activity against bloodstream form of Trypanosoma congolense IL3000 after 72 hrs by CellTiter-Glo reagent-based luminescence assay	2019	Journal of natural products, 04-26, Volume: 82, Issue:4	Acylated Lignans Isolated from Brachanthemum gobicum and Their Trypanocidal Activity.
AID624612	Specific activity of expressed human recombinant UGT1A9	2000	Annual review of pharmacology and toxicology, , Volume: 40	Human UDP-glucuronosyltransferases: metabolism, expression, and disease.
AID1392052	Inhibition of sickle hemoglobin polymerization in human homozygous sickle red blood cells assessed as formation of high oxygen affinity schiff-base adducts at 1 mM incubated under air for 1 hr followed by 2 hrs incubation under hypoxic condition by HPLC m	2018	Bioorganic & medicinal chemistry, 05-15, Volume: 26, Issue:9	Rational design of pyridyl derivatives of vanillin for the treatment of sickle cell disease.
AID1402115	Antioxidant activity assessed as trolox equivalents of AAPH-induced radical scavenging activity pretreated for 30 mins followed by APPH challenge measured every 2 mins for 2 hrs by ORAC-FL assay	2018	European journal of medicinal chemistry, Jan-01, Volume: 143	Novel vanillin derivatives: Synthesis, anti-oxidant, DNA and cellular protection properties.
AID1198411	Anticandidal activity against Candida glabrata ATCC 90030 incubated at 37 degC for 24 hrs by broth dilution method	2015	European journal of medicinal chemistry, Mar-26, Volume: 93	Synthesis, QSAR and anticandidal evaluation of 1,2,3-triazoles derived from naturally bioactive scaffolds.
AID1683063	Binding affinity to Hemoglobin in normal human whole blood assessed as increase in Hb affinity for oxygen at 2 mM incubated for 1 to 24 hrs by oxygen equilibrium curve study	2020	Journal of medicinal chemistry, 12-10, Volume: 63, Issue:23	Exploration of Structure-Activity Relationship of Aromatic Aldehydes Bearing Pyridinylmethoxy-Methyl Esters as Novel Antisickling Agents.
AID1675607	Antioxidant activity assessed as trolox equivalent of AAPH-induced radical scavenging activity preincubated for 10 mins followed by AAPH addition and measured every minute for 35 mins by ORAC fluorescein assay	2020	Bioorganic & medicinal chemistry letters, 11-01, Volume: 30, Issue:21	Synthesis and in vitro evaluation of vanillin derivatives as multi-target therapeutics for the treatment of Alzheimer's disease.
AID1113018	Nematicidal activity against second-stage juveniles of Meloidogyne incognita (root-knot nematode) after 1 hr by inverted microscopic analysis	2013	Journal of agricultural and food chemistry, Feb-27, Volume: 61, Issue:8	Potent nematicidal activity of phthalaldehyde, salicylaldehyde, and cinnamic aldehyde against Meloidogyne incognita.
AID1198414	Fungicidal activity against Candida tropicalis ATCC 750 incubated at 37 degC for 48 hrs by broth dilution method	2015	European journal of medicinal chemistry, Mar-26, Volume: 93	Synthesis, QSAR and anticandidal evaluation of 1,2,3-triazoles derived from naturally bioactive scaffolds.
AID1402112	Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins	2018	European journal of medicinal chemistry, Jan-01, Volume: 143	Novel vanillin derivatives: Synthesis, anti-oxidant, DNA and cellular protection properties.
AID1337095	Inhibition of human MPO	2017	ACS medicinal chemistry letters, Feb-09, Volume: 8, Issue:2	From Dynamic Combinatorial Chemistry to
AID1325078	Antimelanogenic activity in theophylline-stimulated mouse B16-4A5 cells assessed as inhibition of melanogenesis at 10 uM after 72 hrs relative to control	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1207070	Inhibition of baker's yeast alpha-glucosidase	2015	Bioorganic & medicinal chemistry letters, Jun-15, Volume: 25, Issue:12	N-Arylmethylaminoquercitols, a new series of effective antidiabetic agents having α-glucosidase inhibition and antioxidant activity.
AID1070421	Inhibition of NF-kappaB activity in TNF-alpha stimulated human HEK-293/NF-kB-luc cells incubated for 30 mins prior to TNF-alpha challenge for 4 hrs by luciferase reporter gene assay	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	NF-κB inhibitors from Eurycoma longifolia.
AID1102328	Antifungal activity against Fusarium verticillioides assessed as growth inhibition at 0.4 mg/mL after 48 hr by inverted light microscopic analysis	2003	Journal of agricultural and food chemistry, Apr-23, Volume: 51, Issue:9	Antifungal effects of different organic extracts from Melia azedarach L. on phytopathogenic fungi and their isolated active components.
AID1112518	Displacement of [3H]TBOB binding to GABA receptor in Musca domestica (house fly) heads homogenates assessed as [3H]TBOB binding at 500 uM incubated for 90 min by scintillation counting method	2012	Pest management science, Aug, Volume: 68, Issue:8	Quantitative structure-activity relationships of monoterpenoid binding activities to the housefly GABA receptor.
AID1233697	Antioxidant activity assessed as AAPH radical scavenging activity by measuring Trolox equivalents after 90 mins by fluorescein probe based ORAC assay	2015	European journal of medicinal chemistry, Jul-15, Volume: 100	1,5-Diarylpyrazole and vanillin hybrids: Synthesis, biological activity and DFT studies.
AID1392066	Inhibition of sickle hemoglobin polymerization in human homozygous sickle red blood cells assessed as formation of high oxygen affinity schiff-base adducts incubated under air for 1 hr followed by 2 hrs incubation under hypoxic condition by HPLC method	2018	Bioorganic & medicinal chemistry, 05-15, Volume: 26, Issue:9	Rational design of pyridyl derivatives of vanillin for the treatment of sickle cell disease.
AID1392053	Inhibition of sickle hemoglobin polymerization in human homozygous sickle red blood cells assessed as formation of high oxygen affinity schiff-base adducts at 2 mM incubated under air for 1 hr followed by 2 hrs incubation under hypoxic condition by HPLC m	2018	Bioorganic & medicinal chemistry, 05-15, Volume: 26, Issue:9	Rational design of pyridyl derivatives of vanillin for the treatment of sickle cell disease.
AID251935	Percent inhibition of sickling of sickle red blood (SS) cells under 4% oxygen was evaluated at 5 mM concentration	2004	Journal of medicinal chemistry, Sep-09, Volume: 47, Issue:19	Structural basis for the potent antisickling effect of a novel class of five-membered heterocyclic aldehydic compounds.
AID1446872	Inhibition of recombinant HIV-1 group M subtype B RT-RNase H activity expressed in Escherichia coli M15 using 18-nucleotide 3'-fluorescein-labeled RNA annealed to a complementary 18-nucleotide 5'-dabsyl-labeled DNA as substrate measured after 1 hr	2017	European journal of medicinal chemistry, Apr-21, Volume: 130	Natural product-inspired esters and amides of ferulic and caffeic acid as dual inhibitors of HIV-1 reverse transcriptase.
AID1291720	Protective activity against Naja kaouthia venom-induced mortality in Swiss albino mouse at 100 mmol, iv administered immediately after venom injection measured after 24 hrs relative to untreated control	2016	European journal of medicinal chemistry, May-23, Volume: 114	Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID1402117	Antioxidant activity assessed as protection against AAPH-induced DNA damage in Escherichia coli plasmid pbr322 DNA after 1 hr by agarose gel electrophoresis method	2018	European journal of medicinal chemistry, Jan-01, Volume: 143	Novel vanillin derivatives: Synthesis, anti-oxidant, DNA and cellular protection properties.
AID1675611	Inhibition of equine BuChE by Ellman's method	2020	Bioorganic & medicinal chemistry letters, 11-01, Volume: 30, Issue:21	Synthesis and in vitro evaluation of vanillin derivatives as multi-target therapeutics for the treatment of Alzheimer's disease.
AID471284	Cytotoxicity against human Ca9-22 cells after 3 days by MTT assay	2009	Journal of natural products, Sep, Volume: 72, Issue:9	Influenza A (H(1)N(1)) Antiviral and Cytotoxic Agents from Ferula assa-foetida.
AID1152636	Antioxidant activity assessed as hydroxyl radical scavenging activity at 5 uM after 1 hr by 2-Deoxy-D-ribose degradation assay in presence of FeCl3 and EDTA	2014	Bioorganic & medicinal chemistry letters, Jun-15, Volume: 24, Issue:12	Synthesis and radical scavenging activity of phenol-imidazole conjugates.
AID1198412	Fungicidal activity against Candida glabrata ATCC 90030 incubated at 37 degC for 48 hrs by broth dilution method	2015	European journal of medicinal chemistry, Mar-26, Volume: 93	Synthesis, QSAR and anticandidal evaluation of 1,2,3-triazoles derived from naturally bioactive scaffolds.
AID1683066	Anti-inflammatory activity in murine RAW264.7 cells assessed as inhibition of LPS-induced NO production at 50 uM relative to control	2021	Bioorganic & medicinal chemistry letters, 01-01, Volume: 31	A new sesquineolignan and four new neolignans isolated from the leaves of Piper betle, a traditional medicinal plant in Myanmar.
AID1291719	Protective activity against Naja kaouthia venom-induced mortality in Swiss albino mouse at 100 mmol, iv by measuring venom LD50 administered immediately after venom injection measured after 24 hrs (Rvb = 2.82 ug)	2016	European journal of medicinal chemistry, May-23, Volume: 114	Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID1416957	Drug level in 0.1 M phosphate buffer treated with curcumin at pH 7.2 at 37 degC after 30 mins by HPLC method
AID1198415	Cytotoxicity against African green monkey Vero cells assessed as reduction in cell viability after 48 hrs by neutral red assay	2015	European journal of medicinal chemistry, Mar-26, Volume: 93	Synthesis, QSAR and anticandidal evaluation of 1,2,3-triazoles derived from naturally bioactive scaffolds.
AID471285	Cytotoxicity against human A549 cells after 3 days by MTT assay	2009	Journal of natural products, Sep, Volume: 72, Issue:9	Influenza A (H(1)N(1)) Antiviral and Cytotoxic Agents from Ferula assa-foetida.
AID23253	Partition coefficient (logP) (carbon tetrachloride)	1987	Journal of medicinal chemistry, Jul, Volume: 30, Issue:7	The role of solvent-accessible surface area in determining partition coefficients.
AID1760271	Inhibition of mushroom tyrosinase using L-tyrosine as substrate measured after 15 mins by microplate reader analysis	2020	European journal of medicinal chemistry, Sep-01, Volume: 201	Kojic acid-natural product conjugates as mushroom tyrosinase inhibitors.
AID1113017	Nematicidal activity against second-stage juveniles of Meloidogyne incognita (root-knot nematode) after 1 day by inverted microscopic analysis	2013	Journal of agricultural and food chemistry, Feb-27, Volume: 61, Issue:8	Potent nematicidal activity of phthalaldehyde, salicylaldehyde, and cinnamic aldehyde against Meloidogyne incognita.
AID403754	Antitubercular activity against Mycobacterium tuberculosis 90-221387	2005	Journal of natural products, Sep, Volume: 68, Issue:9	Antitubercular constituents from the stem wood of Cinnamomum kotoense.
AID1102329	Fungistatic activity against Fusarium verticillioides after 48 hr by broth microdilution method	2003	Journal of agricultural and food chemistry, Apr-23, Volume: 51, Issue:9	Antifungal effects of different organic extracts from Melia azedarach L. on phytopathogenic fungi and their isolated active components.
AID471281	Cytotoxicity against human HepG2 cells after 3 days by MTT assay	2009	Journal of natural products, Sep, Volume: 72, Issue:9	Influenza A (H(1)N(1)) Antiviral and Cytotoxic Agents from Ferula assa-foetida.
AID260087	Inhibitory activity against SSADH	2006	Bioorganic & medicinal chemistry letters, Feb, Volume: 16, Issue:3	Inhibition of GABA shunt enzymes' activity by 4-hydroxybenzaldehyde derivatives.
AID1392056	Antisickling activity in human homozygous sickle red blood cells at 0.5 mM incubated for 2 hrs under hypoxic condition relative to control	2018	Bioorganic & medicinal chemistry, 05-15, Volume: 26, Issue:9	Rational design of pyridyl derivatives of vanillin for the treatment of sickle cell disease.
AID357962	Therapeutic index, ratio of IC50 for human H9 cells to EC50 of HIV1 3B	2001	Journal of natural products, Oct, Volume: 64, Issue:10	Anti-AIDS agents. 48.(1) Anti-HIV activity of moronic acid derivatives and the new melliferone-related triterpenoid isolated from Brazilian propolis.
AID1325096	Inhibition of mushroom tyrosinase activity using L-DOPA as substrate at 100 uM after 30 mins	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID445109	Antioxidant activity assessed as DPPH free radical scavenging activity within 10 mins	2009	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 19, Issue:22	Synthesis and antioxidant properties of dendritic polyphenols.
AID1402122	Cytoprotective activity against H2O2-induced oxidative damage in human SH-SY5Y cells up to 800 uM preincubated for 24 hrs followed by H2O2 addition and measured after 24 hrs by MTT assay	2018	European journal of medicinal chemistry, Jan-01, Volume: 143	Novel vanillin derivatives: Synthesis, anti-oxidant, DNA and cellular protection properties.
AID1325086	Cytotoxicity against theophylline-stimulated mouse B16-4A5 cells assessed as cell viability at 3 uM after 72 hrs by MTT assay relative to control	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1325095	Inhibition of mushroom tyrosinase activity using L-DOPA as substrate at 10 uM after 30 mins	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1392065	Antisickling activity in human homozygous sickle red blood cells incubated for 2 hrs under hypoxic condition	2018	Bioorganic & medicinal chemistry, 05-15, Volume: 26, Issue:9	Rational design of pyridyl derivatives of vanillin for the treatment of sickle cell disease.
AID1233696	Antioxidant activity assessed as DPPH radical scavenging activity at 1 g/ml	2015	European journal of medicinal chemistry, Jul-15, Volume: 100	1,5-Diarylpyrazole and vanillin hybrids: Synthesis, biological activity and DFT studies.
AID1198426	Toxicity in human RBC assessed as induction of hemolysis at 500 ug/ml incubated for 1 hr by spectrophotometry	2015	European journal of medicinal chemistry, Mar-26, Volume: 93	Synthesis, QSAR and anticandidal evaluation of 1,2,3-triazoles derived from naturally bioactive scaffolds.
AID1675608	Antioxidant activity assessed as DPPH free radical scavenging activity after 1 hr by microplate reader based assay	2020	Bioorganic & medicinal chemistry letters, 11-01, Volume: 30, Issue:21	Synthesis and in vitro evaluation of vanillin derivatives as multi-target therapeutics for the treatment of Alzheimer's disease.
AID1325080	Antimelanogenic activity in theophylline-stimulated mouse B16-4A5 cells assessed as inhibition of melanogenesis at 30 uM after 72 hrs relative to control	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1291711	Protective activity against Daboia russellii venom-induced mortality in Swiss albino mouse at 100 mmol, iv preincubated with venom for 1 hr followed by administration to mouse measured after 24 hrs relative to untreated control	2016	European journal of medicinal chemistry, May-23, Volume: 114	Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID1291717	Protective activity against Daboia russellii venom-induced mortality in Swiss albino mouse at 100 mmol, iv by measuring venom LD50 administered immediately after venom injection measured after 24 hrs (Rvb = 2.28ug)	2016	European journal of medicinal chemistry, May-23, Volume: 114	Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID1112517	Toxicity to Musca domestica (house fly) applied to pronotum assessed as compound level per fly causing insect mortality measured after 24 hr	2012	Pest management science, Aug, Volume: 68, Issue:8	Quantitative structure-activity relationships of monoterpenoid binding activities to the housefly GABA receptor.
AID1392048	Antisickling activity in human homozygous sickle red blood cells at 2 mM incubated for 2 hrs under hypoxic condition relative to control	2018	Bioorganic & medicinal chemistry, 05-15, Volume: 26, Issue:9	Rational design of pyridyl derivatives of vanillin for the treatment of sickle cell disease.
AID1291722	Protective activity against Daboia russellii venom-induced hemorrhage in Swiss albino mouse at 100 mmol, iv assessed as hemorhagic lesion administered immediately after venom injection measured after 24 hrs relative to untreated control	2016	European journal of medicinal chemistry, May-23, Volume: 114	Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID1402114	Antioxidant activity assessed as ferric ion reducing activity by measuring trolox equivalents using Fe3+-TPTZ after 30 mins by FRAP assay	2018	European journal of medicinal chemistry, Jan-01, Volume: 143	Novel vanillin derivatives: Synthesis, anti-oxidant, DNA and cellular protection properties.
AID1675609	Antioxidant activity assessed as increase in total ferric ion reducing activity using FeCl3.H2O and TPTZ by measuring trolox equivalents at pH 3.6 measured at different time interval up to 150 mins by microplate reader based FRAP assay	2020	Bioorganic & medicinal chemistry letters, 11-01, Volume: 30, Issue:21	Synthesis and in vitro evaluation of vanillin derivatives as multi-target therapeutics for the treatment of Alzheimer's disease.
AID577979	Inhibition of pig pancreatic lipase assessed as p-NPB hydrolysis by ELISA	2011	Bioorganic & medicinal chemistry letters, Mar-01, Volume: 21, Issue:5	Enhancement of pancreatic lipase inhibitory activity of curcumin by radiolytic transformation.
AID1291713	Protective activity against Naja kaouthia venom-induced mortality in Swiss albino mouse at 100 mmol, iv preincubated with venom for 1 hr followed by administration to mouse measured after 24 hrs relative to untreated control	2016	European journal of medicinal chemistry, May-23, Volume: 114	Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID1392067	Induction of R-state stabilization of Hb in human homozygous sickle red blood cells assessed as change in oxygen pressure at which hemolysates are 50% saturated with oxygen incubated under air for 1 hr followed by 2 hrs incubation under hypoxic condition	2018	Bioorganic & medicinal chemistry, 05-15, Volume: 26, Issue:9	Rational design of pyridyl derivatives of vanillin for the treatment of sickle cell disease.
AID357961	Antiviral activity against HIV1 3B infected in human H9 cells assessed as inhibition of viral p24 antigen levels after 4 days by ELISA	2001	Journal of natural products, Oct, Volume: 64, Issue:10	Anti-AIDS agents. 48.(1) Anti-HIV activity of moronic acid derivatives and the new melliferone-related triterpenoid isolated from Brazilian propolis.
AID471282	Cytotoxicity against human MDA-MB-231 cells after 3 days by MTT assay	2009	Journal of natural products, Sep, Volume: 72, Issue:9	Influenza A (H(1)N(1)) Antiviral and Cytotoxic Agents from Ferula assa-foetida.
AID462333	Inhibition of theophylline-stimulated melanogenesis in mouse B16-4A5 cells at 30 uM after 72 hrs	2010	Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6	Melanogenesis inhibitors from the desert plant Anastatica hierochuntica in B16 melanoma cells.
AID1754175	Antiinflammatory activity in mouse RAW264.7 assessed as inhibition of LPS-induced NO production preincubated for 30 mins followed by LPS stimulation measured after 24 hrs by Griess reagent based assay	2021	Journal of natural products, 05-28, Volume: 84, Issue:5	Tulipiferamide A, an Alkamide from
AID1392059	Inhibition of sickle hemoglobin polymerization in human whole blood assessed as formation of high oxygen affinity schiff-base adducts by HPLC method	2018	Bioorganic & medicinal chemistry, 05-15, Volume: 26, Issue:9	Rational design of pyridyl derivatives of vanillin for the treatment of sickle cell disease.
AID1378834	Ultraviolet radiation absorbing capacity of the compound at 315 to 400 nm	2017	Journal of natural products, 08-25, Volume: 80, Issue:8	Antarctic Moss Biflavonoids Show High Antioxidant and Ultraviolet-Screening Activity.
AID1198410	Fungicidal activity against Candida albicans ATCC 90028 incubated at 37 degC for 48 hrs by broth dilution method	2015	European journal of medicinal chemistry, Mar-26, Volume: 93	Synthesis, QSAR and anticandidal evaluation of 1,2,3-triazoles derived from naturally bioactive scaffolds.
AID1291712	Protective activity against Naja kaouthia venom-induced mortality in Swiss albino mouse at 100 mmol, iv by measuring venom LD50 preincubated with venom for 1 hr followed by administration to mouse measured after 24 hrs (Rvb = 2.82 ug)	2016	European journal of medicinal chemistry, May-23, Volume: 114	Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID1392050	Inhibition of sickle hemoglobin polymerization in human homozygous sickle red blood cells assessed as formation of high oxygen affinity schiff-base adducts at 0.5 mM incubated under air for 1 hr followed by 2 hrs incubation under hypoxic condition by HPLC	2018	Bioorganic & medicinal chemistry, 05-15, Volume: 26, Issue:9	Rational design of pyridyl derivatives of vanillin for the treatment of sickle cell disease.
AID23255	Partition coefficient (logP) (ether)	1987	Journal of medicinal chemistry, Jul, Volume: 30, Issue:7	The role of solvent-accessible surface area in determining partition coefficients.
AID1325081	Antimelanogenic activity in theophylline-stimulated mouse B16-4A5 cells assessed as inhibition of melanogenesis at 100 uM after 72 hrs relative to control	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID405575	Antitubercular activity against Mycobacterium tuberculosis H37Rv after 2 weeks by agar dilution method	2008	Journal of natural products, Jun, Volume: 71, Issue:6	Dihydroagarofuranoid sesquiterpenes, a lignan derivative, a benzenoid, and antitubercular constituents from the stem of Microtropis japonica.
AID1392054	Induction of R-state stabilization of Hb in human homozygous sickle red blood cells assessed as change in oxygen pressure at which hemolysates are 50% saturated with oxygen at 0.5 mM incubated under air for 1 hr followed by 2 hrs incubation under hypoxic	2018	Bioorganic & medicinal chemistry, 05-15, Volume: 26, Issue:9	Rational design of pyridyl derivatives of vanillin for the treatment of sickle cell disease.
AID624613	Specific activity of expressed human recombinant UGT1A10	2000	Annual review of pharmacology and toxicology, , Volume: 40	Human UDP-glucuronosyltransferases: metabolism, expression, and disease.
AID404687	Inhibition of Cochliobolus lunatus CYP53A15 expressed in Escherichia coli	2008	Journal of medicinal chemistry, Jun-26, Volume: 51, Issue:12	CYP53A15 of Cochliobolus lunatus, a target for natural antifungal compounds.
AID1291710	Protective activity against Daboia russellii venom-induced mortality by measuring venom LD50 in Swiss albino mouse at 100 mmol, iv preincubated with venom for 1 hr followed by administration to mouse measured after 24 hrs (Rvb = 2.28 ug)	2016	European journal of medicinal chemistry, May-23, Volume: 114	Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID1325087	Cytotoxicity against theophylline-stimulated mouse B16-4A5 cells assessed as cell viability at 10 uM after 72 hrs by MTT assay relative to control	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID404682	Antifungal activity against Cochliobolus lunatus at 5 mM assessed as radial growth rate	2008	Journal of medicinal chemistry, Jun-26, Volume: 51, Issue:12	CYP53A15 of Cochliobolus lunatus, a target for natural antifungal compounds.
AID404681	Antifungal activity against Cochliobolus lunatus at 5 mM assessed as initial growth inhibition time	2008	Journal of medicinal chemistry, Jun-26, Volume: 51, Issue:12	CYP53A15 of Cochliobolus lunatus, a target for natural antifungal compounds.
AID1102327	Antifungal activity against Fusarium verticillioides assessed as growth inhibition at 0.2 mg/mL after 48 hr by inverted light microscopic analysis	2003	Journal of agricultural and food chemistry, Apr-23, Volume: 51, Issue:9	Antifungal effects of different organic extracts from Melia azedarach L. on phytopathogenic fungi and their isolated active components.
AID1325079	Antimelanogenic activity in theophylline-stimulated mouse B16-4A5 cells assessed as inhibition of melanogenesis after 72 hrs relative to control	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1207072	Antioxidant activity of the compound assessed as DPPH radical scavenging activity incubated in dark condition for 15 mins by colorimetric method	2015	Bioorganic & medicinal chemistry letters, Jun-15, Volume: 25, Issue:12	N-Arylmethylaminoquercitols, a new series of effective antidiabetic agents having α-glucosidase inhibition and antioxidant activity.
AID462342	Toxicity in mouse B16-4A5 cells assessed as inhibition of cell proliferation at 30 uM in presence of 1 mM theophylline after 72 hrs by WST8 dye reduction assay	2010	Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6	Melanogenesis inhibitors from the desert plant Anastatica hierochuntica in B16 melanoma cells.
AID471283	Cytotoxicity against human MCF7 cells after 3 days by MTT assay	2009	Journal of natural products, Sep, Volume: 72, Issue:9	Influenza A (H(1)N(1)) Antiviral and Cytotoxic Agents from Ferula assa-foetida.
AID23251	Partition coefficient (logP)	1987	Journal of medicinal chemistry, Jul, Volume: 30, Issue:7	The role of solvent-accessible surface area in determining partition coefficients.
AID23252	Partition coefficient (logP) (benzene)	1987	Journal of medicinal chemistry, Jul, Volume: 30, Issue:7	The role of solvent-accessible surface area in determining partition coefficients.
AID1291716	Lipophilicity, log P of compound	2016	European journal of medicinal chemistry, May-23, Volume: 114	Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID1198413	Anticandidal activity against Candida tropicalis ATCC 750 incubated at 37 degC for 24 hrs by broth dilution method	2015	European journal of medicinal chemistry, Mar-26, Volume: 93	Synthesis, QSAR and anticandidal evaluation of 1,2,3-triazoles derived from naturally bioactive scaffolds.
AID1488475	Inhibition of recombinant human ACE at 100 uM using Mca-R-P-PG-F-S-A-F-K(Dnp)-OH as substrate measured every 2 mins for 8 mins by fluorescence assay	2017	Bioorganic & medicinal chemistry letters, 08-15, Volume: 27, Issue:16	Discovery of a potent angiotensin converting enzyme inhibitor via virtual screening.
AID1675610	Inhibition of electric eel AChE by Ellman's method	2020	Bioorganic & medicinal chemistry letters, 11-01, Volume: 30, Issue:21	Synthesis and in vitro evaluation of vanillin derivatives as multi-target therapeutics for the treatment of Alzheimer's disease.
AID357960	Cytotoxicity against human H9 cells	2001	Journal of natural products, Oct, Volume: 64, Issue:10	Anti-AIDS agents. 48.(1) Anti-HIV activity of moronic acid derivatives and the new melliferone-related triterpenoid isolated from Brazilian propolis.
AID337696	Toxicity in Artemia salina
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID1346986	P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen	2019	Molecular pharmacology, 11, Volume: 96, Issue:5	A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1296008	Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening	2020	SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1	Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID651635	Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID1346987	P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen	2019	Molecular pharmacology, 11, Volume: 96, Issue:5	A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347096	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for U-2 OS cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347095	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for NB-EBc1 cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347100	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for LAN-5 cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347083	qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen	2020	Antiviral research, 01, Volume: 173	A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347407	qHTS to identify inhibitors of the type 1 interferon - major histocompatibility complex class I in skeletal muscle: primary screen against the NCATS Pharmaceutical Collection	2020	ACS chemical biology, 07-17, Volume: 15, Issue:7	High-Throughput Screening to Identify Inhibitors of the Type I Interferon-Major Histocompatibility Complex Class I Pathway in Skeletal Muscle.
AID1347093	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for SK-N-MC cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347090	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for DAOY cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347098	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for SK-N-SH cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347101	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for BT-12 cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347099	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for NB1643 cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347154	Primary screen GU AMC qHTS for Zika virus inhibitors	2020	Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49	Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347089	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for TC32 cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347102	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for Rh18 cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347105	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for MG 63 (6-TG R) cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347092	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for A673 cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347107	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for Rh30 cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1745845	Primary qHTS for Inhibitors of ATXN expression
AID1347424	RapidFire Mass Spectrometry qHTS Assay for Modulators of WT P53-Induced Phosphatase 1 (WIP1)	2019	The Journal of biological chemistry, 11-15, Volume: 294, Issue:46	Physiologically relevant orthogonal assays for the discovery of small-molecule modulators of WIP1 phosphatase in high-throughput screens.
AID1347106	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for control Hh wild type fibroblast cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347103	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for OHS-50 cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347425	Rhodamine-PBP qHTS Assay for Modulators of WT P53-Induced Phosphatase 1 (WIP1)	2019	The Journal of biological chemistry, 11-15, Volume: 294, Issue:46	Physiologically relevant orthogonal assays for the discovery of small-molecule modulators of WIP1 phosphatase in high-throughput screens.
AID1347108	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for Rh41 cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347094	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for BT-37 cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347091	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for SJ-GBM2 cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347082	qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal	2020	Antiviral research, 01, Volume: 173	A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347097	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for Saos-2 cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1508630	Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay	2021	Cell reports, 04-27, Volume: 35, Issue:4	A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1347104	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for RD cells	2018	Oncotarget, Jan-12, Volume: 9, Issue:4	Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347086	qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal	2020	Antiviral research, 01, Volume: 173	A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1803444	CM Assay from Article 10.3109/14756366.2013.823958: \\Identification and structure-activity relationship study of carvacrol derivatives as Mycobacterium tuberculosis chorismate mutase inhibitors.\\	2014	Journal of enzyme inhibition and medicinal chemistry, Aug, Volume: 29, Issue:4	Identification and structure-activity relationship study of carvacrol derivatives as Mycobacterium tuberculosis chorismate mutase inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	138 (9.75)	18.7374
1990's	88 (6.21)	18.2507
2000's	314 (22.18)	29.6817
2010's	578 (40.82)	24.3611
2020's	298 (21.05)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	19 (1.29%)	5.53%
Reviews	44 (2.99%)	6.00%
Case Studies	7 (0.48%)	4.05%
Observational	0 (0.00%)	0.25%
Other	1,400 (95.24%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Trials	Classes	Roles
chloroacetaldehyde [no description available]	2.15	1	0	organochlorine compound
protocatechuic acid protocatechuic acid: RN given refers to parent cpd; structure. 3,4-dihydroxybenzoic acid : A dihydroxybenzoic acid in which the hydroxy groups are located at positions 3 and 4.	3.75	10	0	catechols; dihydroxybenzoic acid	antineoplastic agent; EC 1.1.1.25 (shikimate dehydrogenase) inhibitor; EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitor; human xenobiotic metabolite; plant metabolite
3-oxoadipic acid 3-oxoadipic acid: RN given refers to parent cpd. 3-oxoadipic acid : An oxo dicarboxylic acid consisting of adipic acid having a single oxo group at the 3-position.	2.11	1	0	dicarboxylic fatty acid; oxo dicarboxylic acid	bacterial xenobiotic metabolite; human metabolite
acetoacetic acid acetoacetic acid : A 3-oxo monocarboxylic acid that is butyric acid bearing a 3-oxo substituent.	2.25	1	0	3-oxo fatty acid; ketone body	metabolite
3-hydroxybenzaldehyde [no description available]	3.21	5	0	hydroxybenzaldehyde
gamma-aminobutyric acid gamma-Aminobutyric Acid: The most common inhibitory neurotransmitter in the central nervous system.. gamma-aminobutyric acid : A gamma-amino acid that is butanoic acid with the amino substituent located at C-4.	2.21	1	0	amino acid zwitterion; gamma-amino acid; monocarboxylic acid	human metabolite; neurotransmitter; Saccharomyces cerevisiae metabolite; signalling molecule
4-hydroxybenzyl alcohol 4-hydroxybenzyl alcohol: the aglycone of gastrodin. p-hydroxybenzyl alcohol : A member of the class of benzyl alcohols that is benzyl alcohol substituted by a hydroxy group at position 4. It has been isolated from Arcangelisia gusanlung.	3.14	5	0	benzyl alcohols; phenols	plant metabolite
4-hydroxybenzaldehyde [no description available]	10	37	0	hydroxybenzaldehyde	EC 1.14.17.1 (dopamine beta-monooxygenase) inhibitor; mouse metabolite; plant metabolite
4-hydroxybenzoic acid 4-hydroxybenzoic acid : A monohydroxybenzoic acid that is benzoic acid carrying a hydroxy substituent at C-4 of the benzene ring.	5.74	15	0	monohydroxybenzoic acid	algal metabolite; plant metabolite
5-hydroxytryptophan 5-Hydroxytryptophan: The immediate precursor in the biosynthesis of SEROTONIN from tryptophan. It is used as an antiepileptic and antidepressant.. 5-hydroxytryptophan : A tryptophan derivative that is tryptophan substituted by a hydroxy group at position 5.	2.34	2	0	hydroxytryptophan	human metabolite; neurotransmitter
acetic acid Acetic Acid: Product of the oxidation of ethanol and of the destructive distillation of wood. It is used locally, occasionally internally, as a counterirritant and also as a reagent. (Stedman, 26th ed). acetic acid : A simple monocarboxylic acid containing two carbons.	4.33	18	0	monocarboxylic acid	antimicrobial food preservative; Daphnia magna metabolite; food acidity regulator; protic solvent
acetaldehyde Acetaldehyde: A colorless, flammable liquid used in the manufacture of acetic acid, perfumes, and flavors. It is also an intermediate in the metabolism of alcohol. It has a general narcotic action and also causes irritation of mucous membranes. Large doses may cause death from respiratory paralysis.. acetaldehyde : The aldehyde formed from acetic acid by reduction of the carboxy group. It is the most abundant carcinogen in tobacco smoke.. aldehyde : A compound RC(=O)H, in which a carbonyl group is bonded to one hydrogen atom and to one R group.. acetyl group : A group, formally derived from acetic acid by dehydroxylation, which is fundamental to the biochemistry of all forms of life. When bound to coenzyme A, it is central to the metabolism of carbohydrates and fats.	2.78	3	0	aldehyde	carcinogenic agent; EC 3.5.1.4 (amidase) inhibitor; electron acceptor; Escherichia coli metabolite; human metabolite; mouse metabolite; mutagen; oxidising agent; Saccharomyces cerevisiae metabolite; teratogenic agent
acetone methyl ketone : A ketone of formula RC(=O)CH3 (R =/= H).	5.17	6	2	ketone body; methyl ketone; propanones; volatile organic compound	EC 3.5.1.4 (amidase) inhibitor; human metabolite; polar aprotic solvent
ammonium hydroxide azane : Saturated acyclic nitrogen hydrides having the general formula NnHn+2.	2.94	4	0	azane; gas molecular entity; mononuclear parent hydride	EC 3.5.1.4 (amidase) inhibitor; metabolite; mouse metabolite; neurotoxin; NMR chemical shift reference compound; nucleophilic reagent; refrigerant
anthranilic acid anthranilic acid: RN given refers to parent cpd; structure in Negwer, 5th ed, #565. anthranilic acid : An aminobenzoic acid that is benzoic acid having a single amino substituent located at position 2. It is a metabolite produced in L-tryptophan-kynurenine pathway in the central nervous system.	1.97	1	0	aminobenzoic acid	human metabolite; mouse metabolite
benzaldehyde [no description available]	4.4	20	0	benzaldehydes	EC 3.1.1.3 (triacylglycerol lipase) inhibitor; EC 3.5.5.1 (nitrilase) inhibitor; flavouring agent; fragrance; odorant receptor agonist; plant metabolite
benzoic acid Benzoic Acid: A fungistatic compound that is widely used as a food preservative. It is conjugated to GLYCINE in the liver and excreted as hippuric acid.. benzoic acid : A compound comprising a benzene ring core carrying a carboxylic acid substituent.. aromatic carboxylic acid : Any carboxylic acid in which the carboxy group is directly bonded to an aromatic ring.	4.75	9	0	benzoic acids	algal metabolite; antimicrobial food preservative; drug allergen; EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; EC 3.1.1.3 (triacylglycerol lipase) inhibitor; human xenobiotic metabolite; plant metabolite
benzyl alcohol Benzyl Alcohol: A colorless liquid with a sharp burning taste and slight odor. It is used as a local anesthetic and to reduce pain associated with LIDOCAINE injection. Also, it is used in the manufacture of other benzyl compounds, as a pharmaceutic aid, and in perfumery and flavoring.. hydroxytoluene : Any member of the class of toluenes carrying one or more hydroxy substituents.. benzyl alcohol : An aromatic alcohol that consists of benzene bearing a single hydroxymethyl substituent.. aromatic alcohol : Any alcohol in which the alcoholic hydroxy group is attached to a carbon which is itself bonded to an aromatic ring.. aromatic primary alcohol : Any primary alcohol in which the alcoholic hydroxy group is attached to a carbon which is itself bonded to an aromatic ring.	4.08	4	0	benzyl alcohols	antioxidant; fragrance; metabolite; solvent
betaine glycine betaine : The amino acid betaine derived from glycine.	2.31	1	0	amino-acid betaine; glycine derivative	fundamental metabolite
bromide Bromides: Salts of hydrobromic acid, HBr, with the bromine atom in the 1- oxidation state. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed)	2.04	1	0	halide anion; monoatomic bromine
1-butanol 1-Butanol: A four carbon linear hydrocarbon that has a hydroxy group at position 1.. butan-1-ol : A primary alcohol that is butane in which a hydrogen of one of the methyl groups is substituted by a hydroxy group. It it produced in small amounts in humans by the gut microbes.	5.47	8	2	alkyl alcohol; primary alcohol; short-chain primary fatty alcohol	human metabolite; mouse metabolite; protic solvent
butyric acid Butyric Acid: A four carbon acid, CH3CH2CH2COOH, with an unpleasant odor that occurs in butter and animal fat as the glycerol ester.. butyrate : A short-chain fatty acid anion that is the conjugate base of butyric acid, obtained by deprotonation of the carboxy group.. butyric acid : A straight-chain saturated fatty acid that is butane in which one of the terminal methyl groups has been oxidised to a carboxy group.	3.48	2	0	fatty acid 4:0; straight-chain saturated fatty acid	human urinary metabolite; Mycoplasma genitalium metabolite
carbon monoxide Carbon Monoxide: Carbon monoxide (CO). A poisonous colorless, odorless, tasteless gas. It combines with hemoglobin to form carboxyhemoglobin, which has no oxygen carrying capacity. The resultant oxygen deprivation causes headache, dizziness, decreased pulse and respiratory rates, unconsciousness, and death. (From Merck Index, 11th ed). carbon monoxide : A one-carbon compound in which the carbon is joined only to a single oxygen. It is a colourless, odourless, tasteless, toxic gas.	1.97	1	0	carbon oxide; gas molecular entity; one-carbon compound	biomarker; EC 1.9.3.1 (cytochrome c oxidase) inhibitor; human metabolite; ligand; metabolite; mitochondrial respiratory-chain inhibitor; mouse metabolite; neurotoxin; neurotransmitter; P450 inhibitor; probe; signalling molecule; vasodilator agent
formic acid formic acid: RN given refers to parent cpd. formic acid : The simplest carboxylic acid, containing a single carbon. Occurs naturally in various sources including the venom of bee and ant stings, and is a useful organic synthetic reagent. Principally used as a preservative and antibacterial agent in livestock feed. Induces severe metabolic acidosis and ocular injury in human subjects.	3.16	5	0	monocarboxylic acid	antibacterial agent; astringent; metabolite; protic solvent; solvent
catechol [no description available]	8.6	9	0	catechols	allelochemical; genotoxin; plant metabolite
methane Methane: The simplest saturated hydrocarbon. It is a colorless, flammable gas, slightly soluble in water. It is one of the chief constituents of natural gas and is formed in the decomposition of organic matter. (Grant & Hackh's Chemical Dictionary, 5th ed). methane : A one-carbon compound in which the carbon is attached by single bonds to four hydrogen atoms. It is a colourless, odourless, non-toxic but flammable gas (b.p. -161degreeC).	4.61	7	0	alkane; gas molecular entity; mononuclear parent hydride; one-carbon compound	bacterial metabolite; fossil fuel; greenhouse gas
chlordecone [no description available]	2.02	1	0	cyclic ketone; organochlorine compound	insecticide; persistent organic pollutant
chloroacetic acid chloroacetic acid: urinary metabolite of vinyl chloride; RN given refers to parent cpd; structure. chloroacetic acid : A chlorocarboxylic acid that is acetic acid carrying a 2-chloro substituent.	1.97	1	0	chlorocarboxylic acid; haloacetic acid	alkylating agent; herbicide
citric acid, anhydrous Citric Acid: A key intermediate in metabolism. It is an acid compound found in citrus fruits. The salts of citric acid (citrates) can be used as anticoagulants due to their calcium chelating ability.. citric acid : A tricarboxylic acid that is propane-1,2,3-tricarboxylic acid bearing a hydroxy substituent at position 2. It is an important metabolite in the pathway of all aerobic organisms.	5.1	9	1	tricarboxylic acid	antimicrobial agent; chelator; food acidity regulator; fundamental metabolite
chlorine chloride : A halide anion formed when chlorine picks up an electron to form an an anion.	2.82	3	0	halide anion; monoatomic chlorine	cofactor; Escherichia coli metabolite; human metabolite
hydrochloric acid Hydrochloric Acid: A strong corrosive acid that is commonly used as a laboratory reagent. It is formed by dissolving hydrogen chloride in water. GASTRIC ACID is the hydrochloric acid component of GASTRIC JUICE.. hydrogen chloride : A mononuclear parent hydride consisting of covalently bonded hydrogen and chlorine atoms.	2.45	2	0	chlorine molecular entity; gas molecular entity; hydrogen halide; mononuclear parent hydride	mouse metabolite
coumarin 2H-chromen-2-one: coumarin derivative	4.01	13	0	coumarins	fluorescent dye; human metabolite; plant metabolite
cuminol cuminol: an insulinotropic agent with protective activity toward beta-cells; structure in first source. 4-isopropylbenzyl alcohol : A member of the class of benzyl alcohols in which the hydrogen at position 4 on the phenyl ring of benzyl alcohol has been replaced by an isopropyl group.	2.11	1	0	benzyl alcohols; p-menthane monoterpenoid	fragrance; insect repellent; plant metabolite; volatile oil component; xenobiotic metabolite
cuminaldehyde cuminaldehyde : A member of the class of benzaldehydes that is benzaldehyde substituted by an isopropyl group at position 4. It is a component of essential oils from Cumin and exhibits insecticidal activities.	2.44	2	0	benzaldehydes	insecticide; plant metabolite; volatile oil component
4-vinylguaiacol 2-methoxy-4-vinylphenol: a germination inhibitor; also an odorant in green tea; structure in first source. 2-methoxy-4-vinylphenol : A member of the class of phenols that is guaiacol in which the hydrogen para- to the hydroxy group is replaced by a vinyl group.	4.03	13	0	phenols	flavouring agent; pheromone; plant metabolite
2-cresol 2-cresol: RN given refers to parent cpd. o-cresol : A cresol that is phenol substituted by a methyl group at position 2. It is a minor urinary metabolite of toluene.	2.1	1	0	cresol	human xenobiotic metabolite
salicylic acid Scalp: The outer covering of the calvaria. It is composed of several layers: SKIN; subcutaneous connective tissue; the occipitofrontal muscle which includes the tendinous galea aponeurotica; loose connective tissue; and the pericranium (the PERIOSTEUM of the SKULL).	4.48	7	0	monohydroxybenzoic acid	algal metabolite; antifungal agent; antiinfective agent; EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor; keratolytic drug; plant hormone; plant metabolite
phloroglucinol Phloroglucinol: A trinitrobenzene derivative with antispasmodic properties that is used primarily as a laboratory reagent.. phloroglucinol : A benzenetriol with hydroxy groups at position 1, 3 and 5.	2.48	2	0	benzenetriol; phenolic donor	algal metabolite
gallic acid gallate : A trihydroxybenzoate that is the conjugate base of gallic acid.	5.23	15	0	trihydroxybenzoic acid	antineoplastic agent; antioxidant; apoptosis inducer; astringent; cyclooxygenase 2 inhibitor; EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; geroprotector; human xenobiotic metabolite; plant metabolite
octanoic acid octanoic acid: RN given refers to parent cpd; structure in Merck Index, 9th ed, #1764. octanoic acid : A straight-chain saturated fatty acid that is heptane in which one of the hydrogens of a terminal methyl group has been replaced by a carboxy group. Octanoic acid is also known as caprylic acid.	3.83	3	0	medium-chain fatty acid; straight-chain saturated fatty acid	antibacterial agent; Escherichia coli metabolite; human metabolite
hydrogen sulfide Hydrogen Sulfide: A flammable, poisonous gas with a characteristic odor of rotten eggs. It is used in the manufacture of chemicals, in metallurgy, and as an analytical reagent. (From Merck Index, 11th ed). hydrogen sulfide : A sulfur hydride consisting of a single sulfur atom bonded to two hydrogen atoms. A highly poisonous, flammable gas with a characteristic odour of rotten eggs, it is often produced by bacterial decomposition of organic matter in the absence of oxygen.. thiol : An organosulfur compound in which a thiol group, -SH, is attached to a carbon atom of any aliphatic or aromatic moiety.	4.97	12	0	gas molecular entity; hydracid; mononuclear parent hydride; sulfur hydride	Escherichia coli metabolite; genotoxin; metabolite; signalling molecule; toxin; vasodilator agent
4-aminophenol 4-aminophenol: RN given refers to parent cpd. 4-aminophenol : An amino phenol (one of the three possible isomers) which has the single amino substituent located para to the phenolic -OH group.	3.1	1	0	aminophenol	allergen; metabolite
nicotine imine nicotine imine: RN given refers to 11C-labeled (S)-isomer	2.02	1	0	citraconoyl group
caprylic aldehyde caprylic aldehyde: structure in Merck Index, 9th ed, #1765. octanal : A saturated fatty aldehyde formally arising from reduction of the carboxy group of caprylic acid (octanoic acid).	2.05	1	0	medium-chain fatty aldehyde; n-alkanal; saturated fatty aldehyde	plant metabolite
n(1)-methylnicotinamide N(1)-methylnicotinamide: RN given refers to parent cpd. 1-methylnicotinamide : A pyridinium ion comprising nicotinamide having a methyl group at the 1-position. It is a metabolite of nicotinamide which was initially considered to be biologically inactive but has emerged as an anti-thrombotic and anti-inflammatory agent.	2.15	1	0	pyridinium ion	algal metabolite; anti-inflammatory agent; human urinary metabolite; mouse metabolite; plant metabolite; Saccharomyces cerevisiae metabolite
guaiacol Guaiacol: An agent thought to have disinfectant properties and used as an expectorant. (From Martindale, The Extra Pharmacopoeia, 30th ed, p747). methylcatechol : Any member of the class of catechols carrying one or more methyl substituents.. guaiacol : A monomethoxybenzene that consists of phenol with a methoxy substituent at the ortho position.	5.37	55	0	guaiacols	disinfectant; EC 1.1.1.25 (shikimate dehydrogenase) inhibitor; expectorant; plant metabolite
propionaldehyde propionaldehyde: may cause respiratory irritation; RN given refers to parent cpd; structure. propanal : An aldehyde that consists of ethane bearing a formyl substituent. The parent of the class of propanals.	2.15	1	0	alpha-CH2-containing aldehyde; propanals	Escherichia coli metabolite
4-nitrobenzaldehyde 4-nitrobenzaldehyde: RN given refers to parent cpd. 4-nitrobenzaldehyde : A C-nitro compound that is benzaldehyde substituted at the para-position with a nitro group.	2.58	2	0	benzaldehydes; C-nitro compound
3,4-dihydroxyphenylacetic acid 3,4-Dihydroxyphenylacetic Acid: A deaminated metabolite of LEVODOPA.. (3,4-dihydroxyphenyl)acetic acid : A dihydroxyphenylacetic acid having the two hydroxy substituents located at the 3- and 4-positions. It is a metabolite of dopamine.. dihydroxyphenylacetic acid : A dihydroxy monocarboxylic acid consisting of phenylacetic acid having two phenolic hydroxy substituents.	1.97	1	0	catechols; dihydroxyphenylacetic acid	human metabolite
lactic acid Lactic Acid: A normal intermediate in the fermentation (oxidation, metabolism) of sugar. The concentrated form is used internally to prevent gastrointestinal fermentation. (From Stedman, 26th ed). 2-hydroxypropanoic acid : A 2-hydroxy monocarboxylic acid that is propanoic acid in which one of the alpha-hydrogens is replaced by a hydroxy group.	8.33	6	0	2-hydroxy monocarboxylic acid	algal metabolite; Daphnia magna metabolite
diacetyl butane-2,3-dione : An alpha-diketone that is butane substituted by oxo groups at positions 2 and 3. It is a metabolite produced during the malolactic fermentation.	3.82	3	0	alpha-diketone	Escherichia coli metabolite; Saccharomyces cerevisiae metabolite
formaldehyde paraform: polymerized formaldehyde; RN given refers to parent cpd; used in root canal therapy	2.61	2	0	aldehyde; one-carbon compound	allergen; carcinogenic agent; disinfectant; EC 3.5.1.4 (amidase) inhibitor; environmental contaminant; Escherichia coli metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
hexachlorocyclohexane Lindane: An organochlorine insecticide made up of greater than 99% gamma-Hexachlorocyclohexane. It has been used as a pediculicide and scabicide, and shown to cause cancer.. beta-hexachlorocyclohexane : The beta-isomer of hexachlorocyclohexane.	2.02	1	0	chlorocyclohexane
glycerol Moon: The natural satellite of the planet Earth. It includes the lunar cycles or phases, the lunar month, lunar landscapes, geography, and soil.	3.03	4	0	alditol; triol	algal metabolite; detergent; Escherichia coli metabolite; geroprotector; human metabolite; mouse metabolite; osmolyte; Saccharomyces cerevisiae metabolite; solvent
glycolaldehyde [no description available]	2.15	1	0	glycolaldehydes	fundamental metabolite; human metabolite
glyoxylic acid glyoxylic acid: RN given refers to parent cpd. glyoxylic acid : A 2-oxo monocarboxylic acid that is acetic acid bearing an oxo group at the alpha carbon atom.	7.75	3	0	2-oxo monocarboxylic acid; aldehydic acid	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
carbonic acid Carbonic Acid: Carbonic acid (H2C03). The hypothetical acid of carbon dioxide and water. It exists only in the form of its salts (carbonates), acid salts (hydrogen carbonates), amines (carbamic acid), and acid chlorides (carbonyl chloride). (From Grant & Hackh's Chemical Dictionary, 5th ed)	2.41	1	0	carbon oxoacid; chalcocarbonic acid	mouse metabolite
hydrogen cyanide Hydrogen Cyanide: Hydrogen cyanide (HCN); A toxic liquid or colorless gas. It is found in the smoke of various tobacco products and released by combustion of nitrogen-containing organic materials.. hydrogen cyanide : A one-carbon compound consisting of a methine group triple bonded to a nitrogen atom	3.35	1	0	hydracid; one-carbon compound	Escherichia coli metabolite; human metabolite; poison
histamine [no description available]	2.37	2	0	aralkylamino compound; imidazoles	human metabolite; mouse metabolite; neurotransmitter
hydrogen Hydrogen: The first chemical element in the periodic table with atomic symbol H, and atomic number 1. Protium (atomic weight 1) is by far the most common hydrogen isotope. Hydrogen also exists as the stable isotope DEUTERIUM (atomic weight 2) and the radioactive isotope TRITIUM (atomic weight 3). Hydrogen forms into a diatomic molecule at room temperature and appears as a highly flammable colorless and odorless gas.. dihydrogen : An elemental molecule consisting of two hydrogens joined by a single bond.	4.62	7	0	elemental hydrogen; elemental molecule; gas molecular entity	antioxidant; electron donor; food packaging gas; fuel; human metabolite
hydroquinone [no description available]	4.24	5	0	benzenediol; hydroquinones	antioxidant; carcinogenic agent; cofactor; Escherichia coli metabolite; human xenobiotic metabolite; mouse metabolite; skin lightening agent
indole [no description available]	10.16	3	1	indole; polycyclic heteroarene	Escherichia coli metabolite
indoleacetic acid indoleacetic acid: RN given refers to unlabeled parent cpd; structure in Merck Index, 9th ed, #4841. auxin : Any of a group of compounds, both naturally occurring and synthetic, that induce cell elongation in plant stems (from Greek alphaupsilonxialphanuomega, "to grow").. indole-3-acetic acid : A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a 1H-indol-3-yl group.	2.85	4	0	indole-3-acetic acids; monocarboxylic acid	auxin; human metabolite; mouse metabolite; plant hormone; plant metabolite
dihydroxyphenylalanine Dihydroxyphenylalanine: A beta-hydroxylated derivative of phenylalanine. The D-form of dihydroxyphenylalanine has less physiologic activity than the L-form and is commonly used experimentally to determine whether the pharmacological effects of LEVODOPA are stereospecific.. dopa : A hydroxyphenylalanine carrying hydroxy substituents at positions 3 and 4 of the benzene ring.	2.37	2	0	hydroxyphenylalanine; non-proteinogenic alpha-amino acid; tyrosine derivative	human metabolite
methanol Methanol: A colorless, flammable liquid used in the manufacture of FORMALDEHYDE and ACETIC ACID, in chemical synthesis, antifreeze, and as a solvent. Ingestion of methanol is toxic and may cause blindness.. primary alcohol : A primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it.. methanol : The primary alcohol that is the simplest aliphatic alcohol, comprising a methyl and an alcohol group.	4.61	8	0	alkyl alcohol; one-carbon compound; primary alcohol; volatile organic compound	amphiprotic solvent; Escherichia coli metabolite; fuel; human metabolite; mouse metabolite; Mycoplasma genitalium metabolite
inositol Inositol: An isomer of glucose that has traditionally been considered to be a B vitamin although it has an uncertain status as a vitamin and a deficiency syndrome has not been identified in man. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1379) Inositol phospholipids are important in signal transduction.. inositol : Any cyclohexane-1,2,3,4,5,6-hexol.. 1D-chiro-inositol : Belonging to the inositol family of compounds, D-chiro-inositol (DCI) is an isomer of glucose. It is an important secondary messenger in insulin signal transduction.. muco-inositol : An inositol that is cyclohexane-1,2,3,4,5,6-hexol having a (1R,2R,3r,4R,5S,6r)-configuration.	2.6	1	0	cyclitol; hexol
melatonin [no description available]	2.1	1	0	acetamides; tryptamines	anticonvulsant; central nervous system depressant; geroprotector; hormone; human metabolite; immunological adjuvant; mouse metabolite; radical scavenger
naphthalene [no description available]	2.03	1	0	naphthalenes; ortho-fused bicyclic arene	apoptosis inhibitor; carcinogenic agent; environmental contaminant; mouse metabolite; plant metabolite; volatile oil component
nickel Nickel: A trace element with the atomic symbol Ni, atomic number 28, and atomic weight 58.69. It is a cofactor of the enzyme UREASE.. nickel ion : A nickel atom having a net electric charge.. nickel atom : Chemical element (nickel group element atom) with atomic number 28.	2.52	2	0	metal allergen; nickel group element atom	epitope; micronutrient
niacinamide nicotinamide : A pyridinecarboxamide that is pyridine in which the hydrogen at position 3 is replaced by a carboxamide group.	2.15	1	0	pyridine alkaloid; pyridinecarboxamide; vitamin B3	anti-inflammatory agent; antioxidant; cofactor; EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor; EC 3.5.1.98 (histone deacetylase) inhibitor; Escherichia coli metabolite; geroprotector; human urinary metabolite; metabolite; mouse metabolite; neuroprotective agent; Saccharomyces cerevisiae metabolite; Sir2 inhibitor
niacin Niacin: A water-soluble vitamin of the B complex occurring in various animal and plant tissues. It is required by the body for the formation of coenzymes NAD and NADP. It has PELLAGRA-curative, vasodilating, and antilipemic properties.. vitamin B3 : Any member of a group of vitamers that belong to the chemical structural class called pyridines that exhibit biological activity against vitamin B3 deficiency. Vitamin B3 deficiency causes a condition known as pellagra whose symptoms include depression, dermatitis and diarrhea. The vitamers include nicotinic acid and nicotinamide (and their ionized and salt forms).. nicotinic acid : A pyridinemonocarboxylic acid that is pyridine in which the hydrogen at position 3 is replaced by a carboxy group.	2.33	2	0	pyridine alkaloid; pyridinemonocarboxylic acid; vitamin B3	antidote; antilipemic drug; EC 3.5.1.19 (nicotinamidase) inhibitor; Escherichia coli metabolite; human urinary metabolite; metabolite; mouse metabolite; plant metabolite; vasodilator agent
nitrates Nitrates: Inorganic or organic salts and esters of nitric acid. These compounds contain the NO3- radical.	1.98	1	0	monovalent inorganic anion; nitrogen oxoanion; reactive nitrogen species
n,n-dimethylaniline N,N-dimethylaniline: RN given refers to parent cpd; structure. dimethylaniline : A methylaniline carrying at least two methyl groups.. N,N-dimethylaniline : A tertiary amine that is aniline in which the amino hydrogens are replaced by two methyl groups.	3.1	1	0	dimethylaniline; tertiary amine
oxalic acid Oxalic Acid: A strong dicarboxylic acid occurring in many plants and vegetables. It is produced in the body by metabolism of glyoxylic acid or ascorbic acid. It is not metabolized but excreted in the urine. It is used as an analytical reagent and general reducing agent.. oxalic acid : An alpha,omega-dicarboxylic acid that is ethane substituted by carboxyl groups at positions 1 and 2.	2.31	1	0	alpha,omega-dicarboxylic acid	algal metabolite; human metabolite; plant metabolite
4-aminobenzoic acid 4-Aminobenzoic Acid: An aminobenzoic acid isomer that combines with pteridine and GLUTAMIC ACID to form FOLIC ACID. The fact that 4-aminobenzoic acid absorbs light throughout the UVB range has also resulted in its use as an ingredient in SUNSCREENS.. 4-ammoniobenzoate : A zwitterion obtained by transfer of a proton from the carboxy to the amino group of 4-aminobenzoic acid.. 4-aminobenzoic acid : An aminobenzoic acid in which the amino group is para to the carboxy group.	2.39	2	0	aminobenzoic acid; aromatic amino-acid zwitterion	allergen; Escherichia coli metabolite; plant metabolite
4-nitrophenol 4-nitrophenol: RN given refers to parent cpd. mononitrophenol : A nitrophenol that is phenol carrying a single nitro substituent at unspecified position.. 4-nitrophenol : A member of the class of 4-nitrophenols that is phenol in which the hydrogen that is para to the hydroxy group has been replaced by a nitro group.	3.78	3	0	4-nitrophenols	human xenobiotic metabolite; mouse metabolite
triphosphoric acid triphosphoric acid: used as water softener, peptizing agent, emulsifier & dispersing agent; ingredient of cleansers; meat preservative; RN given refers to parent cpd; structure	2.87	3	0	acyclic phosphorus acid anhydride; phosphorus oxoacid
palmitic acid Palmitic Acid: A common saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids.. hexadecanoic acid : A straight-chain, sixteen-carbon, saturated long-chain fatty acid.	2.11	1	0	long-chain fatty acid; straight-chain saturated fatty acid	algal metabolite; Daphnia magna metabolite; EC 1.1.1.189 (prostaglandin-E2 9-reductase) inhibitor; plant metabolite
pentachlorophenol PENTA: structure given in first source	2.04	1	0	aromatic fungicide; chlorophenol; organochlorine pesticide; pentachlorobenzenes	human xenobiotic metabolite
phenol [no description available]	10.13	14	0	phenols	antiseptic drug; disinfectant; human xenobiotic metabolite; mouse metabolite
phenylacetaldehyde [no description available]	2.53	2	0	alpha-CH2-containing aldehyde; phenylacetaldehydes	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
phosphoric acid phosphoric acid: concise etchant is 37% H3PO4. phosphoric acid : A phosphorus oxoacid that consists of one oxo and three hydroxy groups joined covalently to a central phosphorus atom.	2.01	1	0	phosphoric acids	algal metabolite; fertilizer; human metabolite; NMR chemical shift reference compound; solvent
phosphoenolpyruvate Phosphoenolpyruvate: A monocarboxylic acid anion derived from selective deprotonation of the carboxy group of phosphoenolpyruvic acid. It is a metabolic intermediate in GLYCOLYSIS; GLUCONEOGENESIS; and other pathways.. phosphoenolpyruvate : A monocarboxylic acid anion resuting from selective deprotonation of the carboxy group of phosphoenolpyruvic acid.. phosphoenolpyruvic acid : A monocarboxylic acid that is acrylic acid substituted by a phosphonooxy group at position 2. It is a metabolic intermediate in pathways like glycolysis and gluconeogenesis.	2.03	1	0	carboxyalkyl phosphate; monocarboxylic acid	fundamental metabolite
phosphorylcholine Phosphorylcholine: Calcium and magnesium salts used therapeutically in hepatobiliary dysfunction.. phosphocholine : The phosphate of choline; and the parent compound of the phosphocholine family.	2.15	1	0	phosphocholines	allergen; epitope; hapten; human metabolite; mouse metabolite
propylene glycol Propylene Glycol: A clear, colorless, viscous organic solvent and diluent used in pharmaceutical preparations.. propane-1,2-diol : The simplest member of the class of propane-1,2-diols, consisting of propane in which a hydrogen at position 1 and a hydrogen at position 2 are substituted by hydroxy groups. A colourless, viscous, hygroscopic, low-melting (-59degreeC) and high-boiling (188degreeC) liquid with low toxicity, it is used as a solvent, emulsifying agent, and antifreeze.	9.37	5	0	glycol; propane-1,2-diols	allergen; human xenobiotic metabolite; mouse metabolite; protic solvent
1-propanol 1-Propanol: A colorless liquid made by oxidation of aliphatic hydrocarbons that is used as a solvent and chemical intermediate.. propan-1-ol : The parent member of the class of propan-1-ols that is propane in which a hydrogen of one of the methyl groups is replaced by a hydroxy group.	2.38	2	0	propan-1-ols; short-chain primary fatty alcohol	metabolite; protic solvent
propionic acid propionic acid : A short-chain saturated fatty acid comprising ethane attached to the carbon of a carboxy group.	3.38	7	0	saturated fatty acid; short-chain fatty acid	antifungal drug
pyridine azine : An organonitrogen compound of general structure RCH=N-N=CHR or RR'C=N-N=CRR'.	2.39	2	0	azaarene; mancude organic heteromonocyclic parent; monocyclic heteroarene; pyridines	environmental contaminant; NMR chemical shift reference compound
pyridoxal [no description available]	1.97	1	0	hydroxymethylpyridine; methylpyridines; monohydroxypyridine; pyridinecarbaldehyde; vitamin B6	cofactor; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
pyridoxine 4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol: structure in first source. vitamin B6 : Any member of the group of pyridines that exhibit biological activity against vitamin B6 deficiency. Vitamin B6 deficiency is associated with microcytic anemia, electroencephalographic abnormalities, dermatitis with cheilosis (scaling on the lips and cracks at the corners of the mouth) and glossitis (swollen tongue), depression and confusion, and weakened immune function. Vitamin B6 consists of the vitamers pyridoxine, pyridoxal, and pyridoxamine and their respective 5'-phosphate esters (and includes their corresponding ionized and salt forms).	2.64	3	0	hydroxymethylpyridine; methylpyridines; monohydroxypyridine; vitamin B6	cofactor; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
pyrogallol benzenetriol : A triol in which three hydroxy groups are substituted onto a benzene ring.	4.36	6	0	benzenetriol; phenolic donor	plant metabolite
quinolinic acid Quinolinic Acid: A metabolite of tryptophan with a possible role in neurodegenerative disorders. Elevated CSF levels of quinolinic acid are correlated with the severity of neuropsychological deficits in patients who have AIDS.. pyridinedicarboxylic acid : Any member of the class of pyridines carrying two carboxy groups.. quinolinic acid : A pyridinedicarboxylic acid that is pyridine substituted by carboxy groups at positions 2 and 3. It is a metabolite of tryptophan.	2.08	1	0	pyridinedicarboxylic acid	Escherichia coli metabolite; human metabolite; mouse metabolite; NMDA receptor agonist
succinic acid Succinic Acid: A water-soluble, colorless crystal with an acid taste that is used as a chemical intermediate, in medicine, the manufacture of lacquers, and to make perfume esters. It is also used in foods as a sequestrant, buffer, and a neutralizing agent. (Hawley's Condensed Chemical Dictionary, 12th ed, p1099; McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed, p1851). succinic acid : An alpha,omega-dicarboxylic acid resulting from the formal oxidation of each of the terminal methyl groups of butane to the corresponding carboxy group. It is an intermediate metabolite in the citric acid cycle.	2.02	1	0	alpha,omega-dicarboxylic acid; C4-dicarboxylic acid	anti-ulcer drug; fundamental metabolite; micronutrient; nutraceutical; radiation protective agent
sulfuric acid sulfuric acid : A sulfur oxoacid that consists of two oxo and two hydroxy groups joined covalently to a central sulfur atom.	3.39	7	0	sulfur oxoacid	catalyst
toluene methylbenzene : Any alkylbenzene that is benzene substituted with one or more methyl groups.	3.35	1	0	methylbenzene; toluenes; volatile organic compound	cholinergic antagonist; fuel additive; neurotoxin; non-polar solvent
tryptophan [no description available]	3.1	1	0	alpha-amino acid; amino acid zwitterion; aminoalkylindole; aromatic amino acid; polar amino acid	Daphnia magna metabolite
uracil 2,4-dihydroxypyrimidine: a urinary biomarker for bipolar disorder	1.97	1	0	pyrimidine nucleobase; pyrimidone	allergen; Daphnia magna metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; prodrug; Saccharomyces cerevisiae metabolite
uric acid Uric Acid: An oxidation product, via XANTHINE OXIDASE, of oxypurines such as XANTHINE and HYPOXANTHINE. It is the final oxidation product of purine catabolism in humans and primates, whereas in most other mammals URATE OXIDASE further oxidizes it to ALLANTOIN.. uric acid : An oxopurine that is the final oxidation product of purine metabolism.. 6-hydroxy-1H-purine-2,8(7H,9H)-dione : A tautomer of uric acid having oxo groups at C-2 and C-8 and a hydroxy group at C-6.. 7,9-dihydro-1H-purine-2,6,8(3H)-trione : An oxopurine in which the purine ring is substituted by oxo groups at positions 2, 6, and 8.	2.5	2	0	uric acid	Escherichia coli metabolite; human metabolite; mouse metabolite
urea pseudourea: clinical use; structure. isourea : A carboximidic acid that is the imidic acid tautomer of urea, H2NC(=NH)OH, and its hydrocarbyl derivatives.	2.53	2	0	isourea; monocarboxylic acid amide; one-carbon compound	Daphnia magna metabolite; Escherichia coli metabolite; fertilizer; flour treatment agent; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
catechin [no description available]	3.1	1	0	hydroxyflavan
normetanephrine Normetanephrine: A methylated metabolite of norepinephrine that is excreted in the urine and found in certain tissues. It is a marker for tumors.	1.97	1	0	catecholamine
sk&f-38393 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine: A selective D1 dopamine receptor agonist used primarily as a research tool.. 1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol : A benzazepine that is 2,3,4,5-tetrahydro-3-benzazepine bearing a phenyl substituent at position 1 and two hydroxy substituents at positions 7 and 8.. SKF 38393 : A racemate comprising equimolar amounts of (R)- and (S)-SKF 38393	2.01	1	0	benzazepine; catechols; secondary amino compound
vanilmandelic acid Vanilmandelic Acid: A 3-O-methyl ether of 3,4-dihydroxymandelic acid. It is an end-stage metabolite of CATECHOLAMINES; EPINEPHRINE; and NOREPINEPHRINE.. vanillylmandelic acid : An aromatic ether that is the 3-O-methyl ether of 3,4-dihydroxymandelic acid.	3.05	5	0	2-hydroxy monocarboxylic acid; aromatic ether; phenols	human metabolite
menthol Menthol: A monoterpene cyclohexanol produced from mint oils.	9.88	11	0	p-menthane monoterpenoid; secondary alcohol	volatile oil component
mandelic acid SAMMA: mandelic acid condensation polymer	4.93	39	0	2-hydroxy monocarboxylic acid; benzenes	antibacterial agent; human xenobiotic metabolite
1,2-dimethylhydrazine 1,2-Dimethylhydrazine: A DNA alkylating agent that has been shown to be a potent carcinogen and is widely used to induce colon tumors in experimental animals.. 1,2-dimethylhydrazine : A member of the class of hydrazines that is hydrazine in which one of the hydrogens attached to each nitrogen is replaced by a methyl group. A powerful DNA alkylating agent and carcinogen, it is used to induce colon cancer in laboratory rats and mice.	1.98	1	0	hydrazines	alkylating agent; carcinogenic agent
1-anilino-8-naphthalenesulfonate 1-anilino-8-naphthalenesulfonate: RN given refers to parent cpd. 8-anilinonaphthalene-1-sulfonic acid : A naphthalenesulfonic acid that is naphthalene-1-sulfonic acid substituted by a phenylamino group at position 8.	2.73	3	0	aminonaphthalene; naphthalenesulfonic acid	fluorescent probe
2,4,5-trichlorophenoxyacetic acid 2,4,5-Trichlorophenoxyacetic Acid: An herbicide with strong irritant properties. Use of this compound on rice fields, orchards, sugarcane, rangeland, and other noncrop sites was terminated by the EPA in 1985. (From Merck Index, 11th ed). (2,4,5-trichlorophenoxy)acetic acid : A chlorophenoxyacetic acid that is phenoxyacetic acid in which the ring hydrogens at postions 2, 4 and 5 are substituted by chlorines.	2.02	1	0	chlorophenoxyacetic acid; trichlorobenzene	defoliant; phenoxy herbicide; synthetic auxin
beta-resorcylic acid beta-resorcylic acid: RN given refers to parent cpd; structure	2.52	2	0
2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine: mutagen from fried ground beef; structure given in first source. PhIP : An imidazopyridine that is 1H--imidazo[4,5-b]pyridine which is substituted at positions 1, 2, and 6 by methyl, amino, and phenyl groups, respectively. It is the most abundant of the mutagenic heterocyclic amines found in cooked meat and fish.	1.99	1	0	imidazopyridine; primary amino compound	carcinogenic agent; mutagen
2-aminofluorene [no description available]	3.1	1	0
3-nitropropionic acid 3-nitropropionic acid: succinate dehydrogenase inactivator; biosynthesized by FABACEAE plants from ASPARAGINE. 3-nitropropanoic acid : A C-nitro compound that is propanoic acid in which one of the methyl hydrogens has been replaced by a nitro group.	2.1	1	0	C-nitro compound	antimycobacterial drug; EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor; mycotoxin; neurotoxin
homovanillic acid Homovanillic Acid: A 3-O-methyl ETHER of (3,4-dihydroxyphenyl)acetic acid.. homovanillate : A hydroxy monocarboxylic acid anion which is obtained by deprotonation of the carboxy group of homovanillic acid.. homovanillic acid : A monocarboxylic acid that is the 3-O-methyl ether of (3,4-dihydroxyphenyl)acetic acid. It is a catecholamine metabolite.	9.31	6	0	guaiacols; monocarboxylic acid	human metabolite; mouse metabolite
4-nonylphenol 4-nonylphenol: structure in first source; see also record for nonylphenol. 4-nonylphenol : A member of the class of phenols that is phenol which is para-substituted with a nonyl group.	2.48	2	0	phenols	environmental contaminant
phenytoin [no description available]	2.4	2	0	imidazolidine-2,4-dione	anticonvulsant; drug allergen; sodium channel blocker; teratogenic agent
hydroxyindoleacetic acid (5-hydroxyindol-3-yl)acetic acid : A member of the class of indole-3-acetic acids that is indole-3-acetic acid substituted by a hydroxy group at C-5.	3.04	5	0	indole-3-acetic acids	drug metabolite; human metabolite; mouse metabolite
6-hydroxymelatonin 6-hydroxymelatonin : A member of the class of tryptamines that is melatonin with a hydroxy group substituent at position 6.	3.1	1	0	acetamides; tryptamines	metabolite; mouse metabolite
oxyquinoline Oxyquinoline: An antiseptic with mild fungistatic, bacteriostatic, anthelmintic, and amebicidal action. It is also used as a reagent and metal chelator, as a carrier for radio-indium for diagnostic purposes, and its halogenated derivatives are used in addition as topical anti-infective agents and oral antiamebics.. quinolin-8-ol : A monohydroxyquinoline that is quinoline substituted by a hydroxy group at position 8. Its fungicidal properties are used for the control of grey mould on vines and tomatoes.	3.54	2	0	monohydroxyquinoline	antibacterial agent; antifungal agrochemical; antiseptic drug; iron chelator
acetaminophen Acetaminophen: Analgesic antipyretic derivative of acetanilide. It has weak anti-inflammatory properties and is used as a common analgesic, but may cause liver, blood cell, and kidney damage.. paracetamol : A member of the class of phenols that is 4-aminophenol in which one of the hydrogens attached to the amino group has been replaced by an acetyl group.	5.45	4	1	acetamides; phenols	antipyretic; cyclooxygenase 1 inhibitor; cyclooxygenase 2 inhibitor; cyclooxygenase 3 inhibitor; environmental contaminant; ferroptosis inducer; geroprotector; hepatotoxic agent; human blood serum metabolite; non-narcotic analgesic; non-steroidal anti-inflammatory drug; xenobiotic
amantadine amant: an antiviral compound consisting of an adamantane derivative chemically linked to a water-solube polyanioic matrix; structure in first source	7.46	2	0	adamantanes; primary aliphatic amine	analgesic; antiparkinson drug; antiviral drug; dopaminergic agent; NMDA receptor antagonist; non-narcotic analgesic
amitriptyline Amitriptyline: Tricyclic antidepressant with anticholinergic and sedative properties. It appears to prevent the re-uptake of norepinephrine and serotonin at nerve terminals, thus potentiating the action of these neurotransmitters. Amitriptyline also appears to antagonize cholinergic and alpha-1 adrenergic responses to bioactive amines.. amitriptyline : An organic tricyclic compound that is 10,11-dihydro-5H-dibenzo[a,d][7]annulene substituted by a 3-(dimethylamino)propylidene group at position 5.	3.1	1	0	carbotricyclic compound; tertiary amine	adrenergic uptake inhibitor; antidepressant; environmental contaminant; tropomyosin-related kinase B receptor agonist; xenobiotic
aniracetam [no description available]	2.05	1	0	N-acylpyrrolidine; pyrrolidin-2-ones
antipyrine Antipyrine: An analgesic and antipyretic that has been given by mouth and as ear drops. Antipyrine is often used in testing the effects of other drugs or diseases on drug-metabolizing enzymes in the liver. (From Martindale, The Extra Pharmacopoeia, 30th ed, p29). antipyrine : A pyrazolone derivative that is 1,2-dihydropyrazol-3-one substituted with methyl groups at N-1 and C-5 and with a phenyl group at N-2.	2.05	1	0	pyrazolone	antipyretic; cyclooxygenase 3 inhibitor; environmental contaminant; non-narcotic analgesic; non-steroidal anti-inflammatory drug; xenobiotic
acetovanillone apocynin : An aromatic ketone that is 1-phenylethanone substituted by a hydroxy group at position 4 and a methoxy group at position 3.	8.67	9	0	acetophenones; aromatic ketone; methyl ketone	antirheumatic drug; EC 1.6.3.1. [NAD(P)H oxidase (H2O2-forming)] inhibitor; non-narcotic analgesic; non-steroidal anti-inflammatory drug; peripheral nervous system drug; plant metabolite
aspirin Aspirin: The prototypical analgesic used in the treatment of mild to moderate pain. It has anti-inflammatory and antipyretic properties and acts as an inhibitor of cyclooxygenase which results in the inhibition of the biosynthesis of prostaglandins. Aspirin also inhibits platelet aggregation and is used in the prevention of arterial and venous thrombosis. (From Martindale, The Extra Pharmacopoeia, 30th ed, p5). acetylsalicylate : A benzoate that is the conjugate base of acetylsalicylic acid, arising from deprotonation of the carboxy group.. acetylsalicylic acid : A member of the class of benzoic acids that is salicylic acid in which the hydrogen that is attached to the phenolic hydroxy group has been replaced by an acetoxy group. A non-steroidal anti-inflammatory drug with cyclooxygenase inhibitor activity.	9.19	5	0	benzoic acids; phenyl acetates; salicylates	anticoagulant; antipyretic; cyclooxygenase 1 inhibitor; cyclooxygenase 2 inhibitor; drug allergen; EC 1.1.1.188 (prostaglandin-F synthase) inhibitor; geroprotector; non-narcotic analgesic; non-steroidal anti-inflammatory drug; plant activator; platelet aggregation inhibitor; prostaglandin antagonist; teratogenic agent
baclofen [no description available]	2.01	1	0	amino acid zwitterion; gamma-amino acid; monocarboxylic acid; monochlorobenzenes; primary amino compound	central nervous system depressant; GABA agonist; muscle relaxant
bendiocarb bendiocarb: FICAM 80W contains 80% of the above chemical cpd as the active ingredient	2.05	1	0	benzodioxoles; carbamate ester	agrochemical; carbamate insecticide; EC 3.1.1.7 (acetylcholinesterase) inhibitor
benzamide benzamide : An aromatic amide that consists of benzene bearing a single carboxamido substituent. The parent of the class of benzamides.	1.97	1	0	benzamides
benzocaine Benzocaine: A surface anesthetic that acts by preventing transmission of impulses along NERVE FIBERS and at NERVE ENDINGS.. dextran sulfate sodium : An organic sodium salt of dextran sulfate. It induces colitis in mice.. benzocaine : A benzoate ester having 4-aminobenzoic acid as the acid component and ethanol as the alcohol component. A surface anaesthetic, it is used to suppress the gag reflex, and as a lubricant and topical anaesthetic on the larynx, mouth, nasal cavity, respiratory tract, oesophagus, rectum, urinary tract, and vagina.	1.93	1	0	benzoate ester; substituted aniline	allergen; antipruritic drug; sensitiser; topical anaesthetic
berberine [no description available]	2.11	1	0	alkaloid antibiotic; berberine alkaloid; botanical anti-fungal agent; organic heteropentacyclic compound	antilipemic drug; antineoplastic agent; antioxidant; EC 1.1.1.141 [15-hydroxyprostaglandin dehydrogenase (NAD(+))] inhibitor; EC 1.1.1.21 (aldehyde reductase) inhibitor; EC 1.13.11.52 (indoleamine 2,3-dioxygenase) inhibitor; EC 1.21.3.3 (reticuline oxidase) inhibitor; EC 2.1.1.116 [3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase] inhibitor; EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitor; EC 2.7.11.10 (IkappaB kinase) inhibitor; EC 3.1.1.4 (phospholipase A2) inhibitor; EC 3.1.1.7 (acetylcholinesterase) inhibitor; EC 3.1.1.8 (cholinesterase) inhibitor; EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor; EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; geroprotector; hypoglycemic agent; metabolite; potassium channel blocker
beta-naphthoflavone beta-Naphthoflavone: A polyaromatic hydrocarbon inducer of P4501A1 and P4501A2 cytochromes. (Proc Soc Exp Biol Med 1994 Dec:207(3):302-308). beta-naphthoflavone : An extended flavonoid resulting from the formal fusion of a benzene ring with the f side of flavone.	3.1	1	0	extended flavonoid; naphtho-gamma-pyrone; organic heterotricyclic compound	aryl hydrocarbon receptor agonist
bumetanide [no description available]	3.1	1	0	amino acid; benzoic acids; sulfonamide	diuretic; EC 3.6.3.49 (channel-conductance-controlling ATPase) inhibitor
buspirone Buspirone: An anxiolytic agent and serotonin receptor agonist belonging to the azaspirodecanedione class of compounds. Its structure is unrelated to those of the BENZODIAZAPINES, but it has an efficacy comparable to DIAZEPAM.. buspirone : An azaspiro compound that is 8-azaspiro[4.5]decane-7,9-dione substituted at the nitrogen atom by a 4-(piperazin-1-yl)butyl group which in turn is substituted by a pyrimidin-2-yl group at the N(4) position.	2.05	1	0	azaspiro compound; N-alkylpiperazine; N-arylpiperazine; organic heteropolycyclic compound; piperidones; pyrimidines	anxiolytic drug; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; sedative; serotonergic agonist
caffeine [no description available]	3.55	8	0	purine alkaloid; trimethylxanthine	adenosine A2A receptor antagonist; adenosine receptor antagonist; adjuvant; central nervous system stimulant; diuretic; EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor; EC 3.1.4.* (phosphoric diester hydrolase) inhibitor; environmental contaminant; food additive; fungal metabolite; geroprotector; human blood serum metabolite; mouse metabolite; mutagen; plant metabolite; psychotropic drug; ryanodine receptor agonist; xenobiotic
carbamazepine Carbamazepine: A dibenzazepine that acts as a sodium channel blocker. It is used as an anticonvulsant for the treatment of grand mal and psychomotor or focal SEIZURES. It may also be used in the management of BIPOLAR DISORDER, and has analgesic properties.. carbamazepine : A dibenzoazepine that is 5H-dibenzo[b,f]azepine carrying a carbamoyl substituent at the azepine nitrogen, used as an anticonvulsant.	3.56	2	0	dibenzoazepine; ureas	analgesic; anticonvulsant; antimanic drug; drug allergen; EC 3.5.1.98 (histone deacetylase) inhibitor; environmental contaminant; glutamate transporter activator; mitogen; non-narcotic analgesic; sodium channel blocker; xenobiotic
carbofuran Carbofuran: A cholinesterase inhibitor that is used as a systemic insecticide, an acaricide, and nematocide. (From Merck Index, 11th ed)	2.05	1	0	1-benzofurans; carbamate ester	acaricide; agrochemical; avicide; carbamate insecticide; EC 3.1.1.7 (acetylcholinesterase) inhibitor; EC 3.1.1.8 (cholinesterase) inhibitor; nematicide
carisoprodol Carisoprodol: A centrally acting skeletal muscle relaxant whose mechanism of action is not completely understood but may be related to its sedative actions. It is used as an adjunct in the symptomatic treatment of musculoskeletal conditions associated with painful muscle spasm. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1202). carisoprodol : A carbamate ester that is the mono-N-isopropyl derivative of meprobamate (which is a significant metabolite). Carisoprodol interrupts neuronal communication within the reticular formation and spinal cord, resulting in sedation and alteration in pain perception. It is used as a muscle relaxant in the symptomatic treatment of musculoskeletal conditions associated with painful muscle spasm.	2.05	1	0	carbamate ester	muscle relaxant
carbonyl cyanide m-chlorophenyl hydrazone Carbonyl Cyanide m-Chlorophenyl Hydrazone: A proton ionophore. It is commonly used as an uncoupling agent and inhibitor of photosynthesis because of its effects on mitochondrial and chloroplast membranes.. CCCP : A member of the class of monochlorobenzenes that is benzene substituted by 2-(1,3-dinitrilopropan-2-ylidene)hydrazinyl and chloro groups at positions 1 and 3, respectively. It is a mitochondrial depolarizing agent that induces reactive oxygen species mediated cell death.	2.01	1	0	hydrazone; monochlorobenzenes; nitrile	antibacterial agent; geroprotector; ionophore
chloral hydrate [no description available]	2.15	1	0	aldehyde hydrate; ethanediol; organochlorine compound	general anaesthetic; mouse metabolite; sedative; xenobiotic
chloroquine Chloroquine: The prototypical antimalarial agent with a mechanism that is not well understood. It has also been used to treat rheumatoid arthritis, systemic lupus erythematosus, and in the systemic therapy of amebic liver abscesses.. chloroquine : An aminoquinoline that is quinoline which is substituted at position 4 by a [5-(diethylamino)pentan-2-yl]amino group at at position 7 by chlorine. It is used for the treatment of malaria, hepatic amoebiasis, lupus erythematosus, light-sensitive skin eruptions, and rheumatoid arthritis.	2.85	3	0	aminoquinoline; organochlorine compound; secondary amino compound; tertiary amino compound	anticoronaviral agent; antimalarial; antirheumatic drug; autophagy inhibitor; dermatologic drug
chlorpheniramine Chlorpheniramine: A histamine H1 antagonist used in allergic reactions, hay fever, rhinitis, urticaria, and asthma. It has also been used in veterinary applications. One of the most widely used of the classical antihistaminics, it generally causes less drowsiness and sedation than PROMETHAZINE.. chlorphenamine : A tertiary amino compound that is propylamine which is substituted at position 3 by a pyridin-2-yl group and a p-chlorophenyl group and in which the hydrogens attached to the nitrogen are replaced by methyl groups. A histamine H1 antagonist, it is used to relieve the symptoms of hay fever, rhinitis, urticaria, and asthma.	3.1	1	0	monochlorobenzenes; pyridines; tertiary amino compound	anti-allergic agent; antidepressant; antipruritic drug; H1-receptor antagonist; histamine antagonist; serotonin uptake inhibitor
chlorpromazine Chlorpromazine: The prototypical phenothiazine antipsychotic drug. Like the other drugs in this class chlorpromazine's antipsychotic actions are thought to be due to long-term adaptation by the brain to blocking DOPAMINE RECEPTORS. Chlorpromazine has several other actions and therapeutic uses, including as an antiemetic and in the treatment of intractable hiccup.. chlorpromazine : A substituted phenothiazine in which the ring nitrogen at position 10 is attached to C-3 of an N,N-dimethylpropanamine moiety.	3.74	3	0	organochlorine compound; phenothiazines; tertiary amine	anticoronaviral agent; antiemetic; dopaminergic antagonist; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; phenothiazine antipsychotic drug
chlorpropham Chlorpropham: A carbamate that is used as an herbicide and as a plant growth regulator.. chlorpropham : A carbamate ester that is the isopropyl ester of 3-chlorophenylcarbamic acid.	2.05	1	0	benzenes; carbamate ester; monochlorobenzenes	herbicide; plant growth retardant
chlorpyrifos Chlorpyrifos: An organothiophosphate cholinesterase inhibitor that is used as an insecticide and as an acaricide.. chlorpyrifos : An organic thiophosphate that is O,O-diethyl hydrogen phosphorothioate in which the hydrogen of the hydroxy group has been replaced by a 3,5,6-trichloropyridin-2-yl group.	7.08	1	0	chloropyridine; organic thiophosphate	acaricide; agrochemical; EC 3.1.1.7 (acetylcholinesterase) inhibitor; EC 3.1.1.8 (cholinesterase) inhibitor; environmental contaminant; insecticide; xenobiotic
chlorzoxazone Chlorzoxazone: A centrally acting central muscle relaxant with sedative properties. It is claimed to inhibit muscle spasm by exerting an effect primarily at the level of the spinal cord and subcortical areas of the brain. (From Martindale, The Extra Pharmacopoea, 30th ed, p1202). chlorzoxazone : A member of the class of 1,3-benzoxazoles that is 1,3-benzoxazol-2-ol in which the hydrogen atom at position 5 is substituted by chlorine. A centrally acting muscle relaxant with sedative properties, it is used for the symptomatic treatment of painful muscle spasm.	2.05	1	0	1,3-benzoxazoles; heteroaryl hydroxy compound; organochlorine compound	muscle relaxant; sedative
eucalyptol [no description available]	2.46	2	0
cinoxacin Cinoxacin: Synthetic antimicrobial related to OXOLINIC ACID and NALIDIXIC ACID and used in URINARY TRACT INFECTIONS.. cinoxacin : A member of the class of cinnolines that is 6,7-methylenedioxycinnolin-4(1H)-one bearing an ethyl group at position 1 and a carboxylic acid group at position 3. An analogue of oxolinic acid, it has similar antibacterial actions. It was formerly used for the treatment of urinary tract infections.	2.05	1	0	cinnolines; oxacycle; oxo carboxylic acid	antibacterial drug; antiinfective agent
ciprofibrate [no description available]	3.1	1	0	cyclopropanes; monocarboxylic acid; organochlorine compound	antilipemic drug
ciprofloxacin Ciprofloxacin: A broad-spectrum antimicrobial carboxyfluoroquinoline.. ciprofloxacin : A quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively.	2.49	2	0	aminoquinoline; cyclopropanes; fluoroquinolone antibiotic; N-arylpiperazine; quinolinemonocarboxylic acid; quinolone antibiotic; quinolone; zwitterion	antibacterial drug; antiinfective agent; antimicrobial agent; DNA synthesis inhibitor; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; environmental contaminant; topoisomerase IV inhibitor; xenobiotic
clofibrate angiokapsul: contains clofibrate & insoitolnicotinate	3.1	1	0	aromatic ether; ethyl ester; monochlorobenzenes	anticholesteremic drug; antilipemic drug; geroprotector; PPARalpha agonist
clofibric acid Clofibric Acid: An antilipemic agent that is the biologically active metabolite of CLOFIBRATE.. clofibric acid : A monocarboxylic acid that is isobutyric acid substituted at position 2 by a p-chlorophenoxy group. It is a metabolite of the drug clofibrate.	3.1	1	0	aromatic ether; monocarboxylic acid; monochlorobenzenes	anticholesteremic drug; antilipemic drug; antineoplastic agent; herbicide; marine xenobiotic metabolite; PPARalpha agonist
clomiphene [no description available]	2.02	1	0	tertiary amine	estrogen antagonist; estrogen receptor modulator
clonidine Clonidine: An imidazoline sympatholytic agent that stimulates ALPHA-2 ADRENERGIC RECEPTORS and central IMIDAZOLINE RECEPTORS. It is commonly used in the management of HYPERTENSION.. clonidine (amino form) : A clonidine that is 4,5-dihydro-1H-imidazol-2-amine in which one of the amino hydrogens is replaced by a 2,6-dichlorophenyl group.	2.05	1	0	clonidine; imidazoline
4-chloro-N-(2,6-dimethyl-1-piperidinyl)-3-sulfamoylbenzamide [no description available]	3.1	1	0	sulfonamide
4-cresol 4-cresol: RN given refers to parent cpd. p-cresol : A cresol that consists of toluene substituted by a hydroxy group at position 4. It is a metabolite of aromatic amino acid metabolism produced by intestinal microflora in humans and animals.	3.82	3	0	cresol	Escherichia coli metabolite; human metabolite; uremic toxin
cypermethrin cypermethrin : A carboxylic ester resulting from the formal condensation between 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid and the alcoholic hydroxy group of hydroxy(3-phenoxyphenyl)acetonitrile.. zeta-cypermethrin : A diastereoisomeric mixture comprising the isomeric pair (1R)-cis-(alphaS)- and (1S)-trans-(alphaR)-cypermethrin together with the isomeric pair (1S)-cis-(alphaS)- and (1S)-trans-(alphaS)-cypermethrin where the ratio between the isomeric pairs lies in the range 45:55 to 55:45.	2.15	1	0	aromatic ether; cyclopropanecarboxylate ester; nitrile; organochlorine compound	agrochemical; molluscicide; pyrethroid ester acaricide; pyrethroid ester insecticide
cyproheptadine Cyproheptadine: A serotonin antagonist and a histamine H1 blocker used as antipruritic, appetite stimulant, antiallergic, and for the post-gastrectomy dumping syndrome, etc.. cyproheptadine : The product resulting from the formal oxidative coupling of position 5 of 5H-dibenzo[a,d]cycloheptene with position 4 of 1-methylpiperidine resulting in the formation of a double bond between the two fragments. It is a sedating antihistamine with antimuscarinic and calcium-channel blocking actions. It is used (particularly as the hydrochloride sesquihydrate) for the relief of allergic conditions including rhinitis, conjunctivitis due to inhalant allergens and foods, urticaria and angioedema, and in pruritic skin disorders. Unlike other antihistamines, it is also a seratonin receptor antagonist, making it useful in conditions such as vascular headache and anorexia.	3.1	1	0	piperidines; tertiary amine	anti-allergic agent; antipruritic drug; gastrointestinal drug; H1-receptor antagonist; serotonergic antagonist
danthron danthron: structure. chrysazin : A dihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1 and 8.	3.1	1	0	dihydroxyanthraquinone	apoptosis inducer; plant metabolite
dapsone [no description available]	3.1	1	0	substituted aniline; sulfone	anti-inflammatory drug; antiinfective agent; antimalarial; leprostatic drug
decanoic acid decanoate : A fatty acid anion 10:0 that is the conjugate base of decanoic acid.. decanoic acid : A C10, straight-chain saturated fatty acid.	3.1	1	0	medium-chain fatty acid; straight-chain saturated fatty acid	algal metabolite; anti-inflammatory agent; antibacterial agent; human metabolite; plant metabolite; volatile oil component
deferoxamine Deferoxamine: Natural product isolated from Streptomyces pilosus. It forms iron complexes and is used as a chelating agent, particularly in the mesylate form.. desferrioxamine B : An acyclic desferrioxamine that is butanedioic acid in which one of the carboxy groups undergoes formal condensation with the primary amino group of N-(5-aminopentyl)-N-hydroxyacetamide and the second carboxy group undergoes formal condensation with the hydroxyamino group of N(1)-(5-aminopentyl)-N(1)-hydroxy-N(4)-[5-(hydroxyamino)pentyl]butanediamide. It is a siderophore native to Streptomyces pilosus biosynthesised by the DesABCD enzyme cluster as a high affinity Fe(III) chelator.	2.6	1	0	acyclic desferrioxamine	bacterial metabolite; ferroptosis inhibitor; iron chelator; siderophore
desipramine Desipramine: A tricyclic dibenzazepine compound that potentiates neurotransmission. Desipramine selectively blocks reuptake of norepinephrine from the neural synapse, and also appears to impair serotonin transport. This compound also possesses minor anticholinergic activity, through its affinity to muscarinic receptors.. desipramine : A dibenzoazepine consisting of 10,11-dihydro-5H-dibenzo[b,f]azepine substituted on nitrogen with a 3-(methylamino)propyl group.	3.1	1	0	dibenzoazepine; secondary amino compound	adrenergic uptake inhibitor; alpha-adrenergic antagonist; antidepressant; cholinergic antagonist; drug allergen; EC 3.1.4.12 (sphingomyelin phosphodiesterase) inhibitor; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; H1-receptor antagonist; serotonin uptake inhibitor
nonivamide nonivamide: has effect on sensory neurons. nonivamide : A capsaicinoid that is the carboxamide resulting from the formal condensation of the amino group of 4-hydroxy-3-methoxybenzylamine with the carboxy group of nonanoic acid. It is the active ingredient in many pepper sprays.	2.37	2	0	capsaicinoid; phenols	lachrymator
dibutyl phthalate Dibutyl Phthalate: A plasticizer used in most plastics and found in water, air, soil, plants and animals. It may have some adverse effects with long-term exposure.. dibutyl phthalate : A phthalate ester that is the diester obtained by the formal condensation of the carboxy groups of phthalic acid with two molecules of butan-1-ol. Although used extensively as a plasticiser, it is a ubiquitous environmental contaminant that poses a risk to humans.	2.41	2	0	diester; phthalate ester	EC 3.2.1.20 (alpha-glucosidase) inhibitor; environmental contaminant; metabolite; plasticiser; teratogenic agent
dichlorodiphenyl dichloroethylene Dichlorodiphenyl Dichloroethylene: An organochlorine pesticide, it is the ethylene metabolite of DDT.	2.02	1	0	chlorophenylethylene; monochlorobenzenes	human xenobiotic metabolite; persistent organic pollutant
ddt 1,1-bis(p-chlorophenyl)-2,2,2-trichloroethane: structure in first source	2.02	1	0	benzenoid aromatic compound; chlorophenylethane; monochlorobenzenes; organochlorine insecticide	bridged diphenyl acaricide; carcinogenic agent; endocrine disruptor; persistent organic pollutant
diflunisal Diflunisal: A salicylate derivative and anti-inflammatory analgesic with actions and side effects similar to those of ASPIRIN.. diflunisal : An organofluorine compound comprising salicylic acid having a 2,4-difluorophenyl group at the 5-position.	3.1	1	0	monohydroxybenzoic acid; organofluorine compound	non-narcotic analgesic; non-steroidal anti-inflammatory drug
diphenhydramine Diphenhydramine: A histamine H1 antagonist used as an antiemetic, antitussive, for dermatoses and pruritus, for hypersensitivity reactions, as a hypnotic, an antiparkinson, and as an ingredient in common cold preparations. It has some undesired antimuscarinic and sedative effects.. diphenhydramine : An ether that is the benzhydryl ether of 2-(dimethylamino)ethanol. It is a H1-receptor antagonist used as a antipruritic and antitussive drug.. antitussive : An agent that suppresses cough. Antitussives have a central or a peripheral action on the cough reflex, or a combination of both. Compare with expectorants, which are considered to increase the volume of secretions in the respiratory tract, so facilitating their removal by ciliary action and coughing, and mucolytics, which decrease the viscosity of mucus, facilitating its removal by ciliary action and expectoration.	3.1	1	0	ether; tertiary amino compound	anti-allergic agent; antidyskinesia agent; antiemetic; antiparkinson drug; antipruritic drug; antitussive; H1-receptor antagonist; local anaesthetic; muscarinic antagonist; oneirogen; sedative
benzophenone benzophenone : The simplest member of the class of benzophenones, being formaldehyde in which both hydrogens are replaced by phenyl groups.	2.02	1	0	benzophenones	photosensitizing agent; plant metabolite
valproic acid Valproic Acid: A fatty acid with anticonvulsant and anti-manic properties that is used in the treatment of EPILEPSY and BIPOLAR DISORDER. The mechanisms of its therapeutic actions are not well understood. It may act by increasing GAMMA-AMINOBUTYRIC ACID levels in the brain or by altering the properties of VOLTAGE-GATED SODIUM CHANNELS.. valproic acid : A branched-chain saturated fatty acid that comprises of a propyl substituent on a pentanoic acid stem.	3.1	1	0	branched-chain fatty acid; branched-chain saturated fatty acid	anticonvulsant; antimanic drug; EC 3.5.1.98 (histone deacetylase) inhibitor; GABA agent; neuroprotective agent; psychotropic drug; teratogenic agent
donepezil Donepezil: An indan and piperidine derivative that acts as a selective and reversible inhibitor of ACETYLCHOLINESTERASE. Donepezil is highly selective for the central nervous system and is used in the management of mild to moderate DEMENTIA in ALZHEIMER DISEASE.. donepezil : A racemate comprising equimolar amounts of (R)- and (S)-donepezil. A centrally acting reversible acetylcholinesterase inhibitor, its main therapeutic use is in the treatment of Alzheimer's disease where it is used to increase cortical acetylcholine.. 2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxyindan-1-one : A member of the class of indanones that is 5,6-dimethoxyindan-1-one which is substituted at position 2 by an (N-benzylpiperidin-4-yl)methyl group.	2.13	1	0	aromatic ether; indanones; piperidines; racemate	EC 3.1.1.7 (acetylcholinesterase) inhibitor; EC 3.1.1.8 (cholinesterase) inhibitor; nootropic agent
doxepin Doxepin: A dibenzoxepin tricyclic compound. It displays a range of pharmacological actions including maintaining adrenergic innervation. Its mechanism of action is not fully understood, but it appears to block reuptake of monoaminergic neurotransmitters into presynaptic terminals. It also possesses anticholinergic activity and modulates antagonism of histamine H(1)- and H(2)-receptors.. doxepin : A dibenzooxepine that is 6,11-dihydrodibenzo[b,e]oxepine substituted by a 3-(dimethylamino)propylidene group at position 11. It is used as an antidepressant drug.	3.1	1	0	dibenzooxepine; tertiary amino compound	antidepressant
doxylamine Doxylamine: Histamine H1 antagonist with pronounced sedative properties. It is used in allergies and as an antitussive, antiemetic, and hypnotic. Doxylamine has also been administered in veterinary applications and was formerly used in PARKINSONISM.	3.1	1	0	pyridines; tertiary amine	anti-allergic agent; antiemetic; antitussive; cholinergic antagonist; H1-receptor antagonist; histamine antagonist; sedative
droperidol Droperidol: A butyrophenone with general properties similar to those of HALOPERIDOL. It is used in conjunction with an opioid analgesic such as FENTANYL to maintain the patient in a calm state of neuroleptanalgesia with indifference to surroundings but still able to cooperate with the surgeon. It is also used as a premedicant, as an antiemetic, and for the control of agitation in acute psychoses. (From Martindale, The Extra Pharmacopoeia, 29th ed, p593). droperidol : An organofluorine compound that is haloperidol in which the hydroxy group has been eliminated with the introduction of a double bond in the piperidine ring, and the 4-chlorophenyl group has been replaced by a benzimidazol-2-on-1-yl group. It is used in the management of chemotherapy-induced nausea and vomiting, and in conjunction with an opioid analgesic such as fentanyl to maintain the patient in a calm state of neuroleptanalgesia with indifference to surroundings but still able to cooperate with the surgeon.	2.05	1	0	aromatic ketone; benzimidazoles; organofluorine compound	anaesthesia adjuvant; antiemetic; dopaminergic antagonist; first generation antipsychotic
emodin Emodin: Purgative anthraquinone found in several plants, especially RHAMNUS PURSHIANA. It was formerly used as a laxative, but is now used mainly as a tool in toxicity studies.. emodin : A trihydroxyanthraquinone that is 9,10-anthraquinone which is substituted by hydroxy groups at positions 1, 3, and 8 and by a methyl group at position 6. It is present in the roots and barks of numerous plants (particularly rhubarb and buckthorn), moulds, and lichens. It is an active ingredient of various Chinese herbs.	3.83	3	0	trihydroxyanthraquinone	antineoplastic agent; laxative; plant metabolite; tyrosine kinase inhibitor
endosulfan Endosulfan: A polychlorinated compound used for controlling a variety of insects. It is practically water-insoluble, but readily adheres to clay particles and persists in soil and water for several years. Its mode of action involves repetitive nerve-discharges positively correlated to increase in temperature. This compound is extremely toxic to most fish. (From Comp Biochem Physiol (C) 1993 Jul;105(3):347-61). endosulfan : A cyclic sulfite ester that is 1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxathiepine 3-oxide substituted by chloro groups at positions 6, 7, 8, 9, 10 and 10.	2.02	1	0	cyclic sulfite ester; cyclodiene organochlorine insecticide	acaricide; agrochemical; GABA-gated chloride channel antagonist; persistent organic pollutant
etazolate Etazolate: A potent phosphodiesterase inhibitor proposed as an antipsychotic agent.. etazolate : A pyrazolopyridine that is 1H-pyrazolo[3,4-b]pyridine which is substituted at positions 1, 4, and 5 by ethyl, 2-isopropylidenehydrazino, and ethoxycarbonyl groups, respectively. A phosphodiesterase IV inhibitor with antidepressant and anxiolytic properties.	2.05	1	0	ethyl ester; hydrazone; pyrazolopyridine	alpha-secretase activator; antidepressant; antipsychotic agent; anxiolytic drug; GABA agent; neuroprotective agent; phosphodiesterase IV inhibitor
ethacrynic acid Ethacrynic Acid: A compound that inhibits symport of sodium, potassium, and chloride primarily in the ascending limb of Henle, but also in the proximal and distal tubules. This pharmacological action results in excretion of these ions, increased urinary output, and reduction in extracellular fluid. This compound has been classified as a loop or high ceiling diuretic.. etacrynic acid : An aromatic ether that is phenoxyacetic acid in which the phenyl ring is substituted by chlorines at positions 2 and 3, and by a 2-methylidenebutanoyl group at position 4. It is a loop diuretic used to treat high blood pressure resulting from diseases such as congestive heart failure, liver failure, and kidney failure. It is also a glutathione S-transferase (EC 2.5.1.18) inhibitor.	3.1	1	0	aromatic ether; aromatic ketone; dichlorobenzene; monocarboxylic acid	EC 2.5.1.18 (glutathione transferase) inhibitor; ion transport inhibitor; loop diuretic
fenbendazole Fenbendazole: Antinematodal benzimidazole used in veterinary medicine.. fenbendazole : A member of the class of benzimidazoles that is 1H-benzimidazole which is substituted at positons 2 and 5 by (methoxycarbonyl)amino and phenylsulfanediyl groups, respectively. A broad-spectrum anthelmintic, it is used, particularly in veterinary medicine, for the treatment of nematodal infections.	2.05	1	0	aryl sulfide; benzimidazoles; carbamate ester	antinematodal drug
fenofibrate Pharmavit: a polyvitamin product, comprising vitamins A, D2, B1, B2, B6, C, E, nicotinamide, & calcium pantothene; may be a promising agent for application to human populations exposed to carcinogenic and genetic hazards of ionizing radiation; RN from CHEMLINE	2.05	1	0	aromatic ether; chlorobenzophenone; isopropyl ester; monochlorobenzenes	antilipemic drug; environmental contaminant; geroprotector; xenobiotic
fenoprofen Fenoprofen: A propionic acid derivative that is used as a non-steroidal anti-inflammatory agent.. fenoprofen : A monocarboxylic acid that is propanoic acid in which one of the hydrogens at position 2 is substituted by a 3-phenoxyphenyl group. A non-steroidal anti-inflammatory drug, the dihydrate form of the calcium salt is used for the management of mild to moderate pain and for the relief of pain and inflammation associated with disorders such as arthritis. It is pharmacologically similar to aspirin, but causes less gastrointestinal bleeding.	3.1	1	0	monocarboxylic acid	antipyretic; cyclooxygenase 1 inhibitor; cyclooxygenase 2 inhibitor; drug allergen; non-narcotic analgesic; non-steroidal anti-inflammatory drug
berotek Fenoterol: A synthetic adrenergic beta-2 agonist that is used as a bronchodilator and tocolytic.. fenoterol : A member of the class resorcinols that is 5-(1-hydroxyethyl)benzene-1,3-diol in which one of the methyl hydrogens is replaced by a 1-(4-hydroxyphenyl)propan-2-amino group. A beta2-adrenergic agonist, it is used (as the hydrobromide salt) as a bronchodilator in the management of reversible airway obstruction.	3.1	1	0	resorcinols; secondary alcohol; secondary amino compound	beta-adrenergic agonist; bronchodilator agent; sympathomimetic agent; tocolytic agent
fenspiride fenspiride: was heading 1975-94 (see under SPIRO COMPOUNDS 1975-90); use SPIRO COMPOUNDS to search FENSPIRIDE 1975-94; bronchodilator agent used in asthma	2.05	1	0	azaspiro compound
fluconazole Fluconazole: Triazole antifungal agent that is used to treat oropharyngeal CANDIDIASIS and cryptococcal MENINGITIS in AIDS.. fluconazole : A member of the class of triazoles that is propan-2-ol substituted at position 1 and 3 by 1H-1,2,4-triazol-1-yl groups and at position 2 by a 2,4-difluorophenyl group. It is an antifungal drug used for the treatment of mucosal candidiasis and for systemic infections including systemic candidiasis, coccidioidomycosis, and cryptococcosis.	2.11	1	0	conazole antifungal drug; difluorobenzene; tertiary alcohol; triazole antifungal drug	environmental contaminant; P450 inhibitor; xenobiotic
fluphenazine [no description available]	3.1	1	0	N-alkylpiperazine; organofluorine compound; phenothiazines	anticoronaviral agent; dopaminergic antagonist; phenothiazine antipsychotic drug
fluorescite fluorescein (acid form) : A xanthene dye that is highly fluorescent and commonly used as a fluorescent tracer.	3.1	1	0	benzoic acids; cyclic ketone; hydroxy monocarboxylic acid; organic heterotricyclic compound; phenols; xanthene dye	fluorescent dye; radioopaque medium
fluorouracil Fluorouracil: A pyrimidine analog that is an antineoplastic antimetabolite. It interferes with DNA synthesis by blocking the THYMIDYLATE SYNTHETASE conversion of deoxyuridylic acid to thymidylic acid.. 5-fluorouracil : A nucleobase analogue that is uracil in which the hydrogen at position 5 is replaced by fluorine. It is an antineoplastic agent which acts as an antimetabolite - following conversion to the active deoxynucleotide, it inhibits DNA synthesis (by blocking the conversion of deoxyuridylic acid to thymidylic acid by the cellular enzyme thymidylate synthetase) and so slows tumour growth.	7.74	3	0	nucleobase analogue; organofluorine compound	antimetabolite; antineoplastic agent; environmental contaminant; immunosuppressive agent; radiosensitizing agent; xenobiotic
furfurylamine [no description available]	7.82	2	0
furosemide Furosemide: A benzoic-sulfonamide-furan. It is a diuretic with fast onset and short duration that is used for EDEMA and chronic RENAL INSUFFICIENCY.. furosemide : A chlorobenzoic acid that is 4-chlorobenzoic acid substituted by a (furan-2-ylmethyl)amino and a sulfamoyl group at position 2 and 5 respectively. It is a diuretic used in the treatment of congestive heart failure.	3.1	1	0	chlorobenzoic acid; furans; sulfonamide	environmental contaminant; loop diuretic; xenobiotic
gentamicin Gentamicins: A complex of closely related aminoglycosides obtained from MICROMONOSPORA purpurea and related species. They are broad-spectrum antibiotics, but may cause ear and kidney damage. They act to inhibit PROTEIN BIOSYNTHESIS.	2.49	2	0
2,5-dihydroxybenzoic acid 2,5-dihydroxybenzoic acid: RN given refers to parent cpd; a oxidative product of saligenin. 2,5-dihydroxybenzoic acid : A dihydroxybenzoic acid having the two hydroxy groups at the 2- and 5-positions.	2.03	1	0	dihydroxybenzoic acid	EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; fungal metabolite; human metabolite; MALDI matrix material; mouse metabolite
glafenine Glafenine: An anthranilic acid derivative with analgesic properties used for the relief of all types of pain.. glafenine : A carboxylic ester that is 2,3-dihydroxypropyl anthranilate in which the amino group is substituted by a 7-chloroquinolin-4-yl group. A non-steroidal anti-inflammatory drug, glafenine and its hydrochloride salt were used for the relief of all types of pain, but high incidence of anaphylactic reactions resulted in their withdrawal from the market.	2.05	1	0	aminoquinoline; carboxylic ester; glycol; organochlorine compound; secondary amino compound	inhibitor; non-narcotic analgesic; non-steroidal anti-inflammatory drug
glipizide Glipizide: An oral hypoglycemic agent which is rapidly absorbed and completely metabolized.. glipizide : An N-sulfonylurea that is glyburide in which the (5-chloro-2-methoxybenzoyl group is replaced by a (5-methylpyrazin-2-yl)carbonyl group. An oral hypoglycemic agent, it is used in the treatment of type 2 diabetes mellitus.	2.05	1	0	aromatic amide; monocarboxylic acid amide; N-sulfonylurea; pyrazines	EC 2.7.1.33 (pantothenate kinase) inhibitor; hypoglycemic agent; insulin secretagogue
glutaral Glutaral: One of the protein CROSS-LINKING REAGENTS that is used as a disinfectant for sterilization of heat-sensitive equipment and as a laboratory reagent, especially as a fixative.. glutaraldehyde : A dialdehyde comprised of pentane with aldehyde functions at C-1 and C-5.	2.83	3	0	dialdehyde	cross-linking reagent; disinfectant; fixative
glyburide Glyburide: An antidiabetic sulfonylurea derivative with actions like those of chlorpropamide. glyburide : An N-sulfonylurea that is acetohexamide in which the acetyl group is replaced by a 2-(5-chloro-2-methoxybenzamido)ethyl group.	2.11	1	0	monochlorobenzenes; N-sulfonylurea	anti-arrhythmia drug; EC 2.7.1.33 (pantothenate kinase) inhibitor; EC 3.6.3.49 (channel-conductance-controlling ATPase) inhibitor; hypoglycemic agent
guaifenesin Guaifenesin: An expectorant that also has some muscle relaxing action. It is used in many cough preparations.	2.42	2	0	methoxybenzenes
haloperidol Haloperidol: A phenyl-piperidinyl-butyrophenone that is used primarily to treat SCHIZOPHRENIA and other PSYCHOSES. It is also used in schizoaffective disorder, DELUSIONAL DISORDERS, ballism, and TOURETTE SYNDROME (a drug of choice) and occasionally as adjunctive therapy in INTELLECTUAL DISABILITY and the chorea of HUNTINGTON DISEASE. It is a potent antiemetic and is used in the treatment of intractable HICCUPS. (From AMA Drug Evaluations Annual, 1994, p279). haloperidol : A compound composed of a central piperidine structure with hydroxy and p-chlorophenyl substituents at position 4 and an N-linked p-fluorobutyrophenone moiety.	3.31	1	0	aromatic ketone; hydroxypiperidine; monochlorobenzenes; organofluorine compound; tertiary alcohol	antidyskinesia agent; antiemetic; dopaminergic antagonist; first generation antipsychotic; serotonergic antagonist
harmaline Harmaline: A beta-carboline alkaloid isolated from seeds of PEGANUM.. harmaline : A harmala alkaloid in which the harman skeleton is methoxy-substituted at C-7 and has been reduced across the 3,4 bond.	7.15	1	0	harmala alkaloid	oneirogen
heptachlor Heptachlor: A man-made compound previously used to control termites and other insects. Even though production of heptachlor was phased out of use in the United States during the late 1980's it remains in soil and hazardous waste sites. It is clearly toxic to animals and humans but, the International Agency for Research on Cancer (IARC) has determined that heptachlor is not classifiable as to its carcinogenicity to humans. (From ATSDR Public Heath Statement, April 1989). heptachlor : A cyclodiene organochlorine insecticide that is 3a,4,7,7a-tetrahydro-1H-4,7-methanoindene substituted by chlorine atoms at positions 1, 4, 5, 6, 7, 8 and 8. Formerly used to kill termites, ants and other insects in agricultural and domestic situations.	2.02	1	0	cyclodiene organochlorine insecticide	agrochemical; antibacterial agent; antifungal agent; GABA-gated chloride channel antagonist; persistent organic pollutant
hexylresorcinol [no description available]	2.07	1	0	resorcinols
hydralazine Hydralazine: A direct-acting vasodilator that is used as an antihypertensive agent.. hydralazine : The 1-hydrazino derivative of phthalazine; a direct-acting vasodilator that is used as an antihypertensive agent.	2.15	1	0	azaarene; hydrazines; ortho-fused heteroarene; phthalazines	antihypertensive agent; vasodilator agent
hydrochlorothiazide Hydrochlorothiazide: A thiazide diuretic often considered the prototypical member of this class. It reduces the reabsorption of electrolytes from the renal tubules. This results in increased excretion of water and electrolytes, including sodium, potassium, chloride, and magnesium. It is used in the treatment of several disorders including edema, hypertension, diabetes insipidus, and hypoparathyroidism.. hydrochlorothiazide : A benzothiadiazine that is 3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide substituted by a chloro group at position 6 and a sulfonamide at 7. It is diuretic used for the treatment of hypertension and congestive heart failure.	2.25	1	0	benzothiadiazine; organochlorine compound; sulfonamide	antihypertensive agent; diuretic; environmental contaminant; xenobiotic
hydroxychloroquine Hydroxychloroquine: A chemotherapeutic agent that acts against erythrocytic forms of malarial parasites. Hydroxychloroquine appears to concentrate in food vacuoles of affected protozoa. It inhibits plasmodial heme polymerase. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p970). hydroxychloroquine : An aminoquinoline that is chloroquine in which one of the N-ethyl groups is hydroxylated at position 2. An antimalarial with properties similar to chloroquine that acts against erythrocytic forms of malarial parasites, it is mainly used as the sulfate salt for the treatment of lupus erythematosus, rheumatoid arthritis, and light-sensitive skin eruptions.	7.25	1	0	aminoquinoline; organochlorine compound; primary alcohol; secondary amino compound; tertiary amino compound	anticoronaviral agent; antimalarial; antirheumatic drug; dermatologic drug
ibudilast [no description available]	2.05	1	0	pyrazolopyridine
ibuprofen Midol: combination of cinnamedrine, phenacetin, aspirin & caffeine	3.1	1	0	monocarboxylic acid	antipyretic; cyclooxygenase 1 inhibitor; cyclooxygenase 2 inhibitor; drug allergen; environmental contaminant; geroprotector; non-narcotic analgesic; non-steroidal anti-inflammatory drug; radical scavenger; xenobiotic
phenelzine Phenelzine: One of the MONOAMINE OXIDASE INHIBITORS used to treat DEPRESSION; PHOBIC DISORDERS; and PANIC.	1.96	1	0	primary amine
idebenone [no description available]	2.05	1	0	1,4-benzoquinones; primary alcohol	antioxidant; ferroptosis inhibitor
imipramine Imipramine: The prototypical tricyclic antidepressant. It has been used in major depression, dysthymia, bipolar depression, attention-deficit disorders, agoraphobia, and panic disorders. It has less sedative effect than some other members of this therapeutic group.. imipramine : A dibenzoazepine that is 5H-dibenzo[b,f]azepine substituted by a 3-(dimethylamino)propyl group at the nitrogen atom.	3.1	1	0	dibenzoazepine	adrenergic uptake inhibitor; antidepressant; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor
indomethacin Indomethacin: A non-steroidal anti-inflammatory agent (NSAID) that inhibits CYCLOOXYGENASE, which is necessary for the formation of PROSTAGLANDINS and other AUTACOIDS. It also inhibits the motility of POLYMORPHONUCLEAR LEUKOCYTES.. indometacin : A member of the class of indole-3-acetic acids that is indole-3-acetic acid in which the indole ring is substituted at positions 1, 2 and 5 by p-chlorobenzoyl, methyl, and methoxy groups, respectively. A non-steroidal anti-inflammatory drug, it is used in the treatment of musculoskeletal and joint disorders including osteoarthritis, rheumatoid arthritis, gout, bursitis and tendinitis.	3.1	1	0	aromatic ether; indole-3-acetic acids; monochlorobenzenes; N-acylindole	analgesic; drug metabolite; EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor; environmental contaminant; gout suppressant; non-steroidal anti-inflammatory drug; xenobiotic metabolite; xenobiotic
isoniazid Hydra: A genus of freshwater polyps in the family Hydridae, order Hydroida, class HYDROZOA. They are of special interest because of their complex organization and because their adult organization corresponds roughly to the gastrula of higher animals.. hydrazide : Compounds derived from oxoacids RkE(=O)l(OH)m (l =/= 0) by replacing -OH by -NRNR2 (R groups are commonly H). (IUPAC).	8.78	3	0	carbohydrazide	antitubercular agent; drug allergen
2-propanol 2-Propanol: An isomer of 1-PROPANOL. It is a colorless liquid having disinfectant properties. It is used in the manufacture of acetone and its derivatives and as a solvent. Topically, it is used as an antiseptic.. propan-2-ol : A secondary alcohol that is propane in which one of the hydrogens attached to the central carbon is substituted by a hydroxy group.	2.03	1	0	secondary alcohol; secondary fatty alcohol	protic solvent
isoproterenol Isoproterenol: Isopropyl analog of EPINEPHRINE; beta-sympathomimetic that acts on the heart, bronchi, skeletal muscle, alimentary tract, etc. It is used mainly as bronchodilator and heart stimulant.. isoprenaline : A secondary amino compound that is noradrenaline in which one of the hydrogens attached to the nitrogen is replaced by an isopropyl group. A sympathomimetic acting almost exclusively on beta-adrenergic receptors, it is used (mainly as the hydrochloride salt) as a bronghodilator and heart stimulant for the management of a variety of cardiac disorders.	7.6	1	0	catechols; secondary alcohol; secondary amino compound	beta-adrenergic agonist; bronchodilator agent; cardiotonic drug; sympathomimetic agent
juglone juglone: structure. juglone : A hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone in which the hydrogen at position 5 has been replaced by a hydroxy group. A plant-derived 1,4-naphthoquinone with confirmed antibacterial and antitumor activities.	2.07	1	0	hydroxy-1,4-naphthoquinone	geroprotector; herbicide; reactive oxygen species generator
ketoprofen Ketoprofen: An IBUPROFEN-type anti-inflammatory analgesic and antipyretic. It is used in the treatment of rheumatoid arthritis and osteoarthritis.. ketoprofen : An oxo monocarboxylic acid that consists of propionic acid substituted by a 3-benzoylphenyl group at position 2.	3.1	1	0	benzophenones; oxo monocarboxylic acid	antipyretic; drug allergen; EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor; environmental contaminant; non-steroidal anti-inflammatory drug; xenobiotic
ketotifen Ketotifen: A cycloheptathiophene blocker of histamine H1 receptors and release of inflammatory mediators. It has been proposed for the treatment of asthma, rhinitis, skin allergies, and anaphylaxis.. ketotifen : An organic heterotricyclic compound that is 4,9-dihydro-10H-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one which is substituted at position 4 by a 1-methylpiperidin-4-ylidene group. A blocker of histamine H1 receptors with a stabilising action on mast cells, it is used (usually as its hydrogen fumarate salt) for the treatment of asthma, where it may take several weeks to exert its full effect.	4.88	2	1	cyclic ketone; olefinic compound; organic heterotricyclic compound; organosulfur heterocyclic compound; piperidines; tertiary amino compound	anti-asthmatic drug; H1-receptor antagonist
kojic acid [no description available]	2.81	3	0	4-pyranones; enol; primary alcohol	Aspergillus metabolite; EC 1.10.3.1 (catechol oxidase) inhibitor; EC 1.10.3.2 (laccase) inhibitor; EC 1.13.11.24 (quercetin 2,3-dioxygenase) inhibitor; EC 1.14.18.1 (tyrosinase) inhibitor; EC 1.4.3.3 (D-amino-acid oxidase) inhibitor; NF-kappaB inhibitor; skin lightening agent
labetalol Labetalol: A salicylamide derivative that is a non-cardioselective blocker of BETA-ADRENERGIC RECEPTORS and ALPHA-1 ADRENERGIC RECEPTORS.. labetalol : A diastereoisomeric mixture of approximately equal amounts of all four possible stereoisomers ((R,S)-labetolol, (S,R)-labetolol, (S,S)-labetalol and (R,R)-labetalol). It is an adrenergic antagonist used to treat high blood pressure.. 2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzamide : A member of the class of benzamides that is benzamide substituted by a hydroxy group at position 2 and by a 1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl group at position 5.	3.1	1	0	benzamides; benzenes; phenols; primary carboxamide; salicylamides; secondary alcohol; secondary amino compound
lamotrigine [no description available]	3.1	1	0	1,2,4-triazines; dichlorobenzene; primary arylamine	anticonvulsant; antidepressant; antimanic drug; calcium channel blocker; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; environmental contaminant; excitatory amino acid antagonist; geroprotector; non-narcotic analgesic; xenobiotic
beta-lapachone beta-lapachone: antineoplastic inhibitor of reverse transcriptase, DNA topoisomerase, and DNA polymerase. beta-lapachone : A benzochromenone that is 3,4-dihydro-2H-benzo[h]chromene-5,6-dione substituted by geminal methyl groups at position 2. Isolated from Tabebuia avellanedae, it exhibits antineoplastic and anti-inflammatory activities.	2.05	1	0	benzochromenone; orthoquinones	anti-inflammatory agent; antineoplastic agent; plant metabolite
lauric acid dodecanoic acid : A straight-chain, twelve-carbon medium-chain saturated fatty acid with strong bactericidal properties; the main fatty acid in coconut oil and palm kernel oil.	3.51	2	0	medium-chain fatty acid; straight-chain saturated fatty acid	algal metabolite; antibacterial agent; plant metabolite
leflunomide Leflunomide: An isoxazole derivative that inhibits dihydroorotate dehydrogenase, the fourth enzyme in the pyrimidine biosynthetic pathway. It is used an immunosuppressive agent in the treatment of RHEUMATOID ARTHRITIS and PSORIATIC ARTHRITIS.. leflunomide : A monocarboxylic acid amide obtained by formal condensation of the carboxy group of 5-methyl-1,2-oxazole-4-carboxylic acid with the anilino group of 4-(trifluoromethyl)aniline. The prodrug of teriflunomide.	2.05	1	0	(trifluoromethyl)benzenes; isoxazoles; monocarboxylic acid amide	antineoplastic agent; antiparasitic agent; EC 1.3.98.1 [dihydroorotate oxidase (fumarate)] inhibitor; EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor; hepatotoxic agent; immunosuppressive agent; non-steroidal anti-inflammatory drug; prodrug; pyrimidine synthesis inhibitor; tyrosine kinase inhibitor
lorazepam Lorazepam: A benzodiazepine used as an anti-anxiety agent with few side effects. It also has hypnotic, anticonvulsant, and considerable sedative properties and has been proposed as a preanesthetic agent.	3.1	1	0	benzodiazepine
losartan Losartan: An antagonist of ANGIOTENSIN TYPE 1 RECEPTOR with antihypertensive activity due to the reduced pressor effect of ANGIOTENSIN II.. losartan : A biphenylyltetrazole where a 1,1'-biphenyl group is attached at the 5-position and has an additional trisubstituted imidazol-1-ylmethyl group at the 4'-position	3.1	1	0	biphenylyltetrazole; imidazoles	angiotensin receptor antagonist; anti-arrhythmia drug; antihypertensive agent; endothelin receptor antagonist
loxapine Loxapine: An antipsychotic agent used in SCHIZOPHRENIA.	3.1	1	0	dibenzooxazepine	antipsychotic agent; dopaminergic antagonist
2-(4-morpholinyl)-8-phenyl-4h-1-benzopyran-4-one 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one: specific inhibitor of phosphatidylinositol 3-kinase; structure in first source	3.17	1	0	chromones; morpholines; organochlorine compound	autophagy inhibitor; EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor; geroprotector
meperidine Meperidine: A narcotic analgesic that can be used for the relief of most types of moderate to severe pain, including postoperative pain and the pain of labor. Prolonged use may lead to dependence of the morphine type; withdrawal symptoms appear more rapidly than with morphine and are of shorter duration.. pethidine : A piperidinecarboxylate ester that is piperidine which is substituted by a methyl group at position 1 and by phenyl and ethoxycarbonyl groups at position 4. It is an analgesic which is used for the treatment of moderate to severe pain, including postoperative pain and labour pain.	3.1	1	0	ethyl ester; piperidinecarboxylate ester; tertiary amino compound	antispasmodic drug; kappa-opioid receptor agonist; mu-opioid receptor agonist; opioid analgesic
meprobamate Meprobamate: A carbamate with hypnotic, sedative, and some muscle relaxant properties, although in therapeutic doses reduction of anxiety rather than a direct effect may be responsible for muscle relaxation. Meprobamate has been reported to have anticonvulsant actions against petit mal seizures, but not against grand mal seizures (which may be exacerbated). It is used in the treatment of ANXIETY DISORDERS, and also for the short-term management of INSOMNIA but has largely been superseded by the BENZODIAZEPINES. (From Martindale, The Extra Pharmacopoeia, 30th ed, p603)	2.39	2	0	organic molecular entity
mesalamine Mesalamine: An anti-inflammatory agent, structurally related to the SALICYLATES, which is active in INFLAMMATORY BOWEL DISEASE. It is considered to be the active moiety of SULPHASALAZINE. (From Martindale, The Extra Pharmacopoeia, 30th ed). mesalamine : A monohydroxybenzoic acid that is salicylic acid substituted by an amino group at the 5-position.	3.1	1	0	amino acid; aromatic amine; monocarboxylic acid; monohydroxybenzoic acid; phenols	non-steroidal anti-inflammatory drug
metformin Metformin: A biguanide hypoglycemic agent used in the treatment of non-insulin-dependent diabetes mellitus not responding to dietary modification. Metformin improves glycemic control by improving insulin sensitivity and decreasing intestinal absorption of glucose. (From Martindale, The Extra Pharmacopoeia, 30th ed, p289). metformin : A member of the class of guanidines that is biguanide the carrying two methyl substituents at position 1.	2.31	1	0	guanidines	environmental contaminant; geroprotector; hypoglycemic agent; xenobiotic
methadone Methadone: A synthetic opioid that is used as the hydrochloride. It is an opioid analgesic that is primarily a mu-opioid agonist. It has actions and uses similar to those of MORPHINE. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1082-3). methadone : A racemate comprising equimolar amounts of dextromethadone and levomethadone. It is a opioid analgesic which is used as a painkiller and as a substitute for heroin in the treatment of heroin addiction.. 6-(dimethylamino)-4,4-diphenylheptan-3-one : A ketone that is heptan-3-one substituted by a dimethylamino group at position 6 and two phenyl groups at position 4.	3.35	1	0	benzenes; diarylmethane; ketone; tertiary amino compound
methoxychlor Methoxychlor: An insecticide. Methoxychlor has estrogenic effects in mammals, among other effects.	2.02	1	0	organochlorine insecticide
methyl salicylate methyl salicylate: used in over-the-counter liniments, ointments, lotions for relief of musculoskeletal aches and pains; has hemolytic effect on human & sheep erythrocytes; RN given refers to parent cpd; structure in Merck Index, 9th ed, #5990. methyl salicylate : A benzoate ester that is the methyl ester of salicylic acid.	2.75	3	0	benzoate ester; methyl ester; salicylates	flavouring agent; insect attractant; metabolite
mexiletine Mexiletine: Antiarrhythmic agent pharmacologically similar to LIDOCAINE. It may have some anticonvulsant properties.. mexiletine : An aromatic ether which is 2,6-dimethylphenyl ether of 2-aminopropan-1-ol.	3.1	1	0	aromatic ether; primary amino compound	anti-arrhythmia drug
mitoxantrone Mitoxantrone: An anthracenedione-derived antineoplastic agent.. mitoxantrone : A dihydroxyanthraquinone that is 1,4-dihydroxy-9,10-anthraquinone which is substituted by 6-hydroxy-1,4-diazahexyl groups at positions 5 and 8.	3.1	1	0	dihydroxyanthraquinone	analgesic; antineoplastic agent
modafinil Modafinil: A benzhydryl acetamide compound, central nervous system stimulant, and CYP3A4 inducing agent that is used in the treatment of NARCOLEPSY and SLEEP WAKE DISORDERS.. modafinil : A racemate comprising equimolar amounts of armodafinil and (S)-modafinil. A central nervous system stimulant, it is used for the treatment of sleeping disorders such as narcolepsy, obstructive sleep apnoea, and shift-work sleep disorder. The optical enantiomers of modafinil have similar pharmacological actions in animals.. 2-[(diphenylmethyl)sulfinyl]acetamide : A sulfoxide that is dimethylsulfoxide in which two hydrogens attached to one of the methyl groups are replaced by phenyl groups, while one hydrogen attached to the other methyl group is replaced by a carbamoyl (aminocarbonyl) group.	2.05	1	0	monocarboxylic acid amide; sulfoxide
deet N,N-diethyl-m-toluamide : A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of m-toluic acid with the nitrogen of diethylamine. First developed by the U.S. Army in 1946 for use by military personnel in insect-infested areas, it is the most widely used insect repellent worldwide.	3.85	3	0	benzamides; monocarboxylic acid amide	environmental contaminant; insect repellent; xenobiotic
apnea Apnea: A transient absence of spontaneous respiration.	2.25	1	0	purine nucleoside
nafoxidine Nafoxidine: An estrogen antagonist that has been used in the treatment of breast cancer.	2.02	1	0	benzenes; naphthalenes; ring assembly
neostigmine Neostigmine: A cholinesterase inhibitor used in the treatment of myasthenia gravis and to reverse the effects of muscle relaxants such as gallamine and tubocurarine. Neostigmine, unlike PHYSOSTIGMINE, does not cross the blood-brain barrier.. neostigmine : A quaternary ammonium ion comprising an anilinium ion core having three methyl substituents on the aniline nitrogen, and a 3-[(dimethylcarbamoyl)oxy] substituent at position 3. It is a parasympathomimetic which acts as a reversible acetylcholinesterase inhibitor.	2.25	1	0	quaternary ammonium ion	antidote to curare poisoning; EC 3.1.1.7 (acetylcholinesterase) inhibitor
nialamide Nialamide: An MAO inhibitor that is used as an antidepressive agent.	2.34	2	0	organonitrogen compound; organooxygen compound
no 711 [no description available]	2.21	1	0	diarylmethane
nortriptyline Nortriptyline: A metabolite of AMITRIPTYLINE that is also used as an antidepressive agent. Nortriptyline is used in major depression, dysthymia, and atypical depressions.. nortriptyline : An organic tricyclic compound that is 10,11-dihydro-5H-dibenzo[a,d][7]annulene substituted by a 3-(methylamino)propylidene group at position 5. It is an active metabolite of amitriptyline.	3.1	1	0	organic tricyclic compound; secondary amine	adrenergic uptake inhibitor; analgesic; antidepressant; antineoplastic agent; apoptosis inducer; drug metabolite
1,2-cyclohexanediamine 1,2-cyclohexanediamine: RN given refers to cpd without isomeric designation	2.13	1	0	primary aliphatic amine
oxazepam Oxazepam: A benzodiazepine used in the treatment of anxiety, alcohol withdrawal, and insomnia.. oxazepam : A 1,4-benzodiazepinone that is 1,3-dihydro-2H-1,4-benzodiazepin-2-one substituted by a chloro group at position 7, a hydroxy group at position 3 and phenyl group at position 5.	3.1	1	0	1,4-benzodiazepinone; organochlorine compound	anxiolytic drug; environmental contaminant; xenobiotic
oxibendazole oxibendazole: structure	2.05	1	0	benzimidazoles; carbamate ester
oxidopamine Oxidopamine: A neurotransmitter analogue that depletes noradrenergic stores in nerve endings and induces a reduction of dopamine levels in the brain. Its mechanism of action is related to the production of cytolytic free-radicals.. oxidopamine : A benzenetriol that is phenethylamine in which the hydrogens at positions 2, 4, and 5 on the phenyl ring are replaced by hydroxy groups. It occurs naturally in human urine, but is also produced as a metabolite of the drug DOPA (used for the treatment of Parkinson's disease).	2.25	1	0	benzenetriol; catecholamine; primary amino compound	drug metabolite; human metabolite; neurotoxin
oxyphenbutazone Oxyphenbutazone: A non-steroidal anti-inflammatory drug. Oxyphenbutazone eyedrops have been used abroad in the management of postoperative ocular inflammation, superficial eye injuries, and episcleritis. (From AMA, Drug Evaluations Annual, 1994, p2000) It had been used by mouth in rheumatic disorders such as ankylosing spondylitis, osteoarthritis, and rheumatoid arthritis but such use is no longer considered justified owing to the risk of severe hematological adverse effects. (From Martindale, The Extra Pharmacopoeia, 30th ed, p27). oxyphenbutazone : A metabolite of phenylbutazone obtained by hydroxylation at position 4 of one of the phenyl rings. Commonly used (as its hydrate) to treat pain, swelling and stiffness associated with arthritis and gout, it was withdrawn from the market 1984 following association with blood dyscrasis and Stevens-Johnson syndrome.	3.1	1	0	phenols; pyrazolidines	antimicrobial agent; antineoplastic agent; antipyretic; drug metabolite; gout suppressant; non-narcotic analgesic; non-steroidal anti-inflammatory drug; xenobiotic metabolite
aminosalicylic acid Aminosalicylic Acid: An antitubercular agent often administered in association with ISONIAZID. The sodium salt of the drug is better tolerated than the free acid.. 4-aminosalicylic acid : An aminobenzoic acid that is salicylic acid substituted by an amino group at position 4.	3.74	3	0	aminobenzoic acid; phenols	antitubercular agent
pd 98059 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one: inhibits MAP kinase kinase (MEK) activity, p42 MAPK and p44 MAPK; structure in first source. 2-(2-amino-3-methoxyphenyl)chromen-4-one : A member of the class of monomethoxyflavones that is 3'-methoxyflavone bearing an additional amino substituent at position 2'.	2.05	1	0	aromatic amine; monomethoxyflavone	EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor; geroprotector
pentobarbital Pentobarbital: A short-acting barbiturate that is effective as a sedative and hypnotic (but not as an anti-anxiety) agent and is usually given orally. It is prescribed more frequently for sleep induction than for sedation but, like similar agents, may lose its effectiveness by the second week of continued administration. (From AMA Drug Evaluations Annual, 1994, p236). pentobarbital : A member of the class of barbiturates, the structure of which is that of barbituric acid substituted at C-5 by ethyl and sec-pentyl groups.	2.38	2	0	barbiturates	GABAA receptor agonist
pentoxifylline [no description available]	7.6	1	0	oxopurine
pheniramine Pheniramine: One of the HISTAMINE H1 ANTAGONISTS with little sedative action. It is used in treatment of hay fever, rhinitis, allergic dermatoses, and pruritus.	3.1	1	0	pyridines; tertiary amino compound
phenobarbital Phenobarbital: A barbituric acid derivative that acts as a nonselective central nervous system depressant. It potentiates GAMMA-AMINOBUTYRIC ACID action on GABA-A RECEPTORS, and modulates chloride currents through receptor channels. It also inhibits glutamate induced depolarizations.. phenobarbital : A member of the class of barbiturates, the structure of which is that of barbituric acid substituted at C-5 by ethyl and phenyl groups.	3.77	3	0	barbiturates	anticonvulsant; drug allergen; excitatory amino acid antagonist; sedative
phenolphthalein Phenolphthalein: An acid-base indicator which is colorless in acid solution, but turns pink to red as the solution becomes alkaline. It is used medicinally as a cathartic.	3.1	1	0	phenols
phenolsulfonphthalein Phenolsulfonphthalein: Red dye, pH indicator, and diagnostic aid for determination of renal function. It is used also for studies of the gastrointestinal and other systems.. phenol red : 3H-2,1-Benzoxathiole 1,1-dioxide in which both of the hydrogens at position 3 have been substituted by 4-hydroxyphenyl groups. A pH indicator changing colour from yellow below pH 6.8 to bright pink above pH 8.2, it is commonly used as an indicator in cell cultures and in home swimming pool test kits. It is also used in the (now infrequently performed) phenolsulfonphthalein (PSP) test for estimation of overall blood flow through the kidney.	3.1	1	0	2,1-benzoxathiole; arenesulfonate ester; phenols; sultone	acid-base indicator; diagnostic agent; two-colour indicator
phenprobamate phenprobamate: structure	2.05	1	0	benzenes
phenylbutazone Phenylbutazone: A butyl-diphenyl-pyrazolidinedione that has anti-inflammatory, antipyretic, and analgesic activities. It has been used in ANKYLOSING SPONDYLITIS; RHEUMATOID ARTHRITIS; and REACTIVE ARTHRITIS.. phenylbutazone : A member of the class of pyrazolidines that is 1,2-diphenylpyrazolidine-3,5-dione carrying a butyl group at the 4-position.	3.1	1	0	pyrazolidines	antirheumatic drug; EC 1.1.1.184 [carbonyl reductase (NADPH)] inhibitor; metabolite; non-narcotic analgesic; non-steroidal anti-inflammatory drug; peripheral nervous system drug
o-phthalaldehyde o-Phthalaldehyde: A reagent that forms fluorescent conjugation products with primary amines. It is used for the detection of many biogenic amines, peptides, and proteins in nanogram quantities in body fluids.. phthalaldehyde : A dialdehyde in which two formyl groups are attached to adjacent carbon centres on a benzene ring.	2.49	2	0	benzaldehydes; dialdehyde	epitope
probenecid Probenecid: The prototypical uricosuric agent. It inhibits the renal excretion of organic anions and reduces tubular reabsorption of urate. Probenecid has also been used to treat patients with renal impairment, and, because it reduces the renal tubular excretion of other drugs, has been used as an adjunct to antibacterial therapy.. probenecid : A sulfonamide in which the nitrogen of 4-sulfamoylbenzoic acid is substituted with two propyl groups.	3.1	1	0	benzoic acids; sulfonamide	uricosuric drug
procaine Procaine: A local anesthetic of the ester type that has a slow onset and a short duration of action. It is mainly used for infiltration anesthesia, peripheral nerve block, and spinal block. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1016).. procaine : A benzoate ester, formally the result of esterification of 4-aminobenzoic acid with 2-diethylaminoethanol but formed experimentally by reaction of ethyl 4-aminobenzoate with 2-diethylaminoethanol.	2.08	1	0	benzoate ester; substituted aniline; tertiary amino compound	central nervous system depressant; drug allergen; local anaesthetic; peripheral nervous system drug
promazine Promazine: A phenothiazine with actions similar to CHLORPROMAZINE but with less antipsychotic activity. It is primarily used in short-term treatment of disturbed behavior and as an antiemetic.. promazine : A phenothiazine deriative in which the phenothiazine tricycle has a 3-(dimethylaminopropyl) group at the N-10 position.	2.04	1	0	phenothiazines; tertiary amine	antiemetic; dopaminergic antagonist; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; H1-receptor antagonist; muscarinic antagonist; phenothiazine antipsychotic drug; serotonergic antagonist
promethazine Promethazine: A phenothiazine derivative with histamine H1-blocking, antimuscarinic, and sedative properties. It is used as an antiallergic, in pruritus, for motion sickness and sedation, and also in animals.. promethazine : A tertiary amine that is a substituted phenothiazine in which the ring nitrogen at position 10 is attached to C-3 of an N,N-dimethylpropan-2-amine moiety.	3.1	1	0	phenothiazines; tertiary amine	anti-allergic agent; anticoronaviral agent; antiemetic; antipruritic drug; H1-receptor antagonist; local anaesthetic; sedative
propentofylline [no description available]	2.05	1	0	oxopurine
propofol Propofol: An intravenous anesthetic agent which has the advantage of a very rapid onset after infusion or bolus injection plus a very short recovery period of a couple of minutes. (From Smith and Reynard, Textbook of Pharmacology, 1992, 1st ed, p206). Propofol has been used as ANTICONVULSANTS and ANTIEMETICS.. propofol : A phenol resulting from the formal substitution of the hydrogen at the 2 position of 1,3-diisopropylbenzene by a hydroxy group.	3.1	1	0	phenols	anticonvulsant; antiemetic; intravenous anaesthetic; radical scavenger; sedative
propoxur Propoxur: A carbamate insecticide.. propoxur : A carbamate ester that is phenyl methylcarbamate substituted at position 2 by a propan-2-yloxy group.	2.05	1	0	aromatic ether; carbamate ester	acaricide; agrochemical; carbamate insecticide; EC 3.1.1.7 (acetylcholinesterase) inhibitor
propranolol Propranolol: A widely used non-cardioselective beta-adrenergic antagonist. Propranolol has been used for MYOCARDIAL INFARCTION; ARRHYTHMIA; ANGINA PECTORIS; HYPERTENSION; HYPERTHYROIDISM; MIGRAINE; PHEOCHROMOCYTOMA; and ANXIETY but adverse effects instigate replacement by newer drugs.. propranolol : A propanolamine that is propan-2-ol substituted by a propan-2-ylamino group at position 1 and a naphthalen-1-yloxy group at position 3.	3.56	2	0	naphthalenes; propanolamine; secondary amine	anti-arrhythmia drug; antihypertensive agent; anxiolytic drug; beta-adrenergic antagonist; environmental contaminant; human blood serum metabolite; vasodilator agent; xenobiotic
propyl gallate Propyl Gallate: Antioxidant for foods, fats, oils, ethers, emulsions, waxes, and transformer oils.	3.49	2	0	trihydroxybenzoic acid
pyrilamine Pyrilamine: A histamine H1 antagonist. It has mild hypnotic properties and some local anesthetic action and is used for allergies (including skin eruptions) both parenterally and locally. It is a common ingredient of cold remedies.. mepyramine : An ethylenediamine derivative that is ethylenediamine in which one of the amino nitrogens is substituted by two methyl groups and the remaining amino nitrogen is substituted by a 4-methoxybenzyl and a pyridin-2-yl group.	3.1	1	0	aromatic ether; ethylenediamine derivative	H1-receptor antagonist
1,2,5,8-tetrahydroxy anthraquinone 1,2,5,8-tetrahydroxy anthraquinone: structure in first source. quinalizarin : A tetrahydroxyanthraquinone having the four hydroxy groups at the 1-, 2-, 5- and 8-positions.	3.1	1	0	tetrahydroxyanthraquinone	EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor
resorcinol resorcinol: RN given refers to parent cpd; structure in Merck Index, 9th ed, #7951. resorcinol : A benzenediol that is benzene dihydroxylated at positions 1 and 3.	3.07	5	0	benzenediol; phenolic donor; resorcinols	erythropoietin inhibitor; sensitiser
safrole Safrole: A member of the BENZODIOXOLES that is a constituent of several VOLATILE OILS, notably SASSAFRAS oil. It is a precursor in the synthesis of the insecticide PIPERONYL BUTOXIDE and the drug N-methyl-3,4-methylenedioxyamphetamine (MDMA).. safrole : A member of the class of benzodioxoles that is 1,3-benzodioxole which is substituted by an allyl group at position 5. It is found in several plants, including black pepper, cinnamon and nutmeg, and is present in several essential oils, notably that of sassafras. It has insecticidal properties and has been used as a topical antiseptic. Although not thought to pose a significant carcinogenic risk to humans, findings of weak carcinogenicity in rats have resulted in the banning of its (previously widespread) use in perfumes and soaps, and as a food additive.	3.53	2	0	benzodioxoles	flavouring agent; insecticide; metabolite; plant metabolite
salicylamide salamide: a major impurity of hydrochlorothiazide; structure in first source	3.1	1	0	phenols; salicylamides	antirheumatic drug; non-narcotic analgesic
sb 206553 SB 206553: a high-affinity 5-HT(2C/2B) antagonist; structure given in first source	2.05	1	0	pyrroloindole
sulfadiazine Sulfadiazine: One of the short-acting SULFONAMIDES used in combination with PYRIMETHAMINE to treat toxoplasmosis in patients with acquired immunodeficiency syndrome and in newborns with congenital infections.. sulfadiazine : A sulfonamide consisting of pyrimidine with a 4-aminobenzenesulfonamido group at the 2-position.. diazine : The parent structure of the diazines.	1.93	1	0	pyrimidines; substituted aniline; sulfonamide antibiotic; sulfonamide	antiinfective agent; antimicrobial agent; antiprotozoal drug; coccidiostat; drug allergen; EC 1.1.1.153 [sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming)] inhibitor; EC 2.5.1.15 (dihydropteroate synthase) inhibitor; environmental contaminant; xenobiotic
stearic acid octadecanoic acid : A C18 straight-chain saturated fatty acid component of many animal and vegetable lipids. As well as in the diet, it is used in hardening soaps, softening plastics and in making cosmetics, candles and plastics.	2.08	1	0	long-chain fatty acid; saturated fatty acid; straight-chain saturated fatty acid	algal metabolite; Daphnia magna metabolite; human metabolite; plant metabolite
streptonigrin [no description available]	2.05	1	0	pyridines; quinolone	antimicrobial agent; antineoplastic agent
sulfadimethoxine Sulfadimethoxine: A sulfanilamide that is used as an anti-infective agent.. sulfadimethoxine : A sulfonamide consisting of pyrimidine having methoxy substituents at the 2- and 6-positions and a 4-aminobenzenesulfonamido group at the 4-position.	3.1	1	0	aromatic ether; pyrimidines; substituted aniline; sulfonamide antibiotic; sulfonamide	antiinfective agent; antimicrobial agent; drug allergen; environmental contaminant; xenobiotic
sulfanilamide [no description available]	2.25	1	0	substituted aniline; sulfonamide antibiotic; sulfonamide	antibacterial agent; drug allergen; EC 4.2.1.1 (carbonic anhydrase) inhibitor
sulfathiazole Sulfathiazole: A sulfathiazole compound that is used as a short-acting anti-infective agent. It is no longer commonly used systemically due to its toxicity, but may still be applied topically in combination with other drugs for the treatment of vaginal and skin infections, and is still used in veterinary medicine.. sulfathiazole : A 1,3-thiazole compound having a 4-aminobenzenesulfonamido group at the 2-position.	3.1	1	0	1,3-thiazoles; substituted aniline; sulfonamide antibiotic; sulfonamide	antiinfective agent; drug allergen; EC 2.5.1.15 (dihydropteroate synthase) inhibitor; environmental contaminant; xenobiotic
sulfinpyrazone Sulfinpyrazone: A uricosuric drug that is used to reduce the serum urate levels in gout therapy. It lacks anti-inflammatory, analgesic, and diuretic properties.	3.1	1	0	pyrazolidines; sulfoxide	uricosuric drug
suprofen Suprofen: An IBUPROFEN-type anti-inflammatory analgesic and antipyretic. It inhibits prostaglandin synthesis and has been proposed as an anti-arthritic.. suprofen : An aromatic ketone that is thiophene substituted at C-2 by a 4-(1-carboxyethyl)benzoyl group.	3.1	1	0	aromatic ketone; monocarboxylic acid; thiophenes	antirheumatic drug; drug allergen; EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor; non-narcotic analgesic; non-steroidal anti-inflammatory drug; peripheral nervous system drug
temazepam Temazepam: A benzodiazepine that acts as a GAMMA-AMINOBUTYRIC ACID modulator and anti-anxiety agent.	3.1	1	0	benzodiazepine
terfenadine Terfenadine: A selective histamine H1-receptor antagonist devoid of central nervous system depressant activity. The drug was used for ALLERGY but withdrawn due to causing LONG QT SYNDROME.	3.1	1	0	diarylmethane
thalidomide Thalidomide: A piperidinyl isoindole originally introduced as a non-barbiturate hypnotic, but withdrawn from the market due to teratogenic effects. It has been reintroduced and used for a number of immunological and inflammatory disorders. Thalidomide displays immunosuppressive and anti-angiogenic activity. It inhibits release of TUMOR NECROSIS FACTOR-ALPHA from monocytes, and modulates other cytokine action.. thalidomide : A racemate comprising equimolar amounts of R- and S-thalidomide.. 2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione : A dicarboximide that is isoindole-1,3(2H)-dione in which the hydrogen attached to the nitrogen is substituted by a 2,6-dioxopiperidin-3-yl group.	2.05	1	0	phthalimides; piperidones
thonzylamine thonzylamine: major descriptor (72-84); file-maintained to PYRIMIDINES	3.1	1	0	methoxybenzenes
tiaprofenic acid tiaprofenic acid: RN given refers to parent cpd; structure. tiaprofenic acid : An aromatic ketone that is thiophene substituted at C-2 by benzoyl and at C-4 by a 1-carboxyethyl group.	3.1	1	0	aromatic ketone; monocarboxylic acid; thiophenes	drug allergen; non-steroidal anti-inflammatory drug
tizanidine tizanidine: RN given refers to parent cpd; structure. tizanidine : 2,1,3-Benzothiadiazole substituted at C-4 by a Delta(1)-imidazolin-2-ylamino group and at C-4 by a chloro group. It is an agonist at alpha2-adrenergic receptor sites.	2.05	1	0	benzothiadiazole; imidazoles	alpha-adrenergic agonist; muscle relaxant
todralazine Todralazine: An antihypertensive agent with both central and peripheral action; it has some central nervous system depressant effects.	2.05	1	0	phthalazines
tolperisone Tolperisone: A centrally acting muscle relaxant that has been used for the symptomatic treatment of spasticity and muscle spasm. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1211)	2.05	1	0	aromatic ketone
tranexamic acid Tranexamic Acid: Antifibrinolytic hemostatic used in severe hemorrhage.	7.05	1	0	amino acid
trazodone Trazodone: A serotonin uptake inhibitor that is used as an antidepressive agent. It has been shown to be effective in patients with major depressive disorders and other subsets of depressive disorders. It is generally more useful in depressive disorders associated with insomnia and anxiety. This drug does not aggravate psychotic symptoms in patients with schizophrenia or schizoaffective disorders. (From AMA Drug Evaluations Annual, 1994, p309). trazodone : An N-arylpiperazine in which one nitrogen is substituted by a 3-chlorophenyl group, while the other is substituted by a 3-(3-oxo[1,2,4]triazolo[4,3-a]pyridin-2(3H)-yl)propyl group.	2.05	1	0	monochlorobenzenes; N-alkylpiperazine; N-arylpiperazine; triazolopyridine	adrenergic antagonist; antidepressant; anxiolytic drug; H1-receptor antagonist; sedative; serotonin uptake inhibitor
triacetin Triacetin: A triglyceride that is used as an antifungal agent.. triacetin : A triglyceride obtained by acetylation of the three hydroxy groups of glycerol. It has fungistatic properties (based on release of acetic acid) and has been used in the topical treatment of minor dermatophyte infections.	7.58	2	0	triglyceride	adjuvant; antifungal drug; food additive carrier; food emulsifier; food humectant; fuel additive; plant metabolite; solvent
triclosan [no description available]	3.35	1	0	aromatic ether; dichlorobenzene; monochlorobenzenes; phenols	antibacterial agent; antimalarial; drug allergen; EC 1.3.1.9 [enoyl-[acyl-carrier-protein] reductase (NADH)] inhibitor; EC 1.5.1.3 (dihydrofolate reductase) inhibitor; fungicide; persistent organic pollutant; xenobiotic
trifluoperazine [no description available]	4.04	2	0	N-alkylpiperazine; N-methylpiperazine; organofluorine compound; phenothiazines	antiemetic; calmodulin antagonist; dopaminergic antagonist; EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor; EC 5.3.3.5 (cholestenol Delta-isomerase) inhibitor; phenothiazine antipsychotic drug
triflupromazine Triflupromazine: A phenothiazine used as an antipsychotic agent and as an antiemetic.. triflupromazine : A member of the class of phenothiazines that is 10H-phenothiazine having a trifluoromethyl subsitituent at the 2-position and a 3-(dimethylamino)propyl group at the N-10 position.	3.1	1	0	organofluorine compound; phenothiazines; tertiary amine	anticoronaviral agent; antiemetic; dopaminergic antagonist; first generation antipsychotic
tripelennamine Tripelennamine: A histamine H1 antagonist with low sedative action but frequent gastrointestinal irritation. It is used to treat ASTHMA; HAY FEVER; URTICARIA; and RHINITIS; and also in veterinary applications. Tripelennamine is administered by various routes, including topically.	3.1	1	0	aromatic amine
delavirdine Delavirdine: A potent, non-nucleoside reverse transcriptase inhibitor with activity specific for HIV-1.. delavirdine : The amide resulting from the formal condensation of 5-[(methylsulfonyl)amino]-1H-indole-2-carboxylic acid and 4-amino group of 1-[3-(isopropylamino)pyridin-2-yl]piperazine, delavirdine is a non-nucleoside reverse transcriptase inhibitor with activity specific for HIV-1. Viral resistance emerges rapidly when delavirdine is used alone, so it is therefore used (as the methanesulfonic acid salt) with other antiretrovirals for combination therapy of HIV infection.	2.05	1	0	aminopyridine; indolecarboxamide; N-acylpiperazine; sulfonamide	antiviral drug; HIV-1 reverse transcriptase inhibitor
urethane [no description available]	2.31	1	0	carbamate ester	fungal metabolite; mutagen
zomepirac zomepirac: RN given refers to parent cpd; structure	3.1	1	0	aromatic ketone; monocarboxylic acid; monochlorobenzenes; pyrroles	cardiovascular drug; non-steroidal anti-inflammatory drug
zonisamide Zonisamide: A benzisoxazole and sulfonamide derivative that acts as a CALCIUM CHANNEL blocker. It is used primarily as an adjunctive antiepileptic agent for the treatment of PARTIAL SEIZURES, with or without secondary generalization.. zonisamide : A 1,2-benzoxazole compound having a sulfamoylmethyl substituent at the 3-position.	2.05	1	0	1,2-benzoxazoles; sulfonamide	anticonvulsant; antioxidant; central nervous system drug; protective agent; T-type calcium channel blocker
zopiclone zopiclone: S(+)-enantiomer of racemic zopiclone; azabicyclo(4.3.0)nonane; a nonbenzodiazepine; one of the so-called of Z drugs (zopiclone, eszopiclone, zolpidem, and zaleplon) for which there is some correlation with tumors; was term of zopiclone 2004-2007. zopiclone : A pyrrolo[3,4-b]pyrazine compound having a 4-methylpiperazine-1-carboxyl group at the 5-position, a 5-chloropyridin-2-yl group at the 6-position and an oxo-substituent at the 7-position.	2.05	1	0	monochloropyridine; pyrrolopyrazine	central nervous system depressant; sedative
mitomycin Mitomycin: An antineoplastic antibiotic produced by Streptomyces caespitosus. It is one of the bi- or tri-functional ALKYLATING AGENTS causing cross-linking of DNA and inhibition of DNA synthesis.. mitomycin : A family of aziridine-containing natural products isolated from Streptomyces caespitosus or Streptomyces lavendulae.	3.09	5	0	mitomycin	alkylating agent; antineoplastic agent
corticosterone [no description available]	3.78	3	0	11beta-hydroxy steroid; 20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(4) steroid; C21-steroid; glucocorticoid; primary alpha-hydroxy ketone	human metabolite; mouse metabolite
prednisolone Prednisolone: A glucocorticoid with the general properties of the corticosteroids. It is the drug of choice for all conditions in which routine systemic corticosteroid therapy is indicated, except adrenal deficiency states.. prednisolone : A glucocorticoid that is prednisone in which the oxo group at position 11 has been reduced to the corresponding beta-hydroxy group. It is a drug metabolite of prednisone.	2.37	2	0	11beta-hydroxy steroid; 17alpha-hydroxy steroid; 20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(1),Delta(4)-steroid; C21-steroid; glucocorticoid; primary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone	adrenergic agent; anti-inflammatory drug; antineoplastic agent; drug metabolite; environmental contaminant; immunosuppressive agent; xenobiotic
estriol hormonin: estrogen replacement; each tablet contains 600 ug micronized 17beta-estradiol, 270 ug estriol and 1.4 mg estrone. chlorapatite : A phosphate mineral with the formula Ca5(PO4)3Cl.	3.51	2	0	16alpha-hydroxy steroid; 17beta-hydroxy steroid; 3-hydroxy steroid	estrogen; human metabolite; human xenobiotic metabolite; mouse metabolite
lysergic acid diethylamide Lysergic Acid Diethylamide: Semisynthetic derivative of ergot (Claviceps purpurea). It has complex effects on serotonergic systems including antagonism at some peripheral serotonin receptors, both agonist and antagonist actions at central nervous system serotonin receptors, and possibly effects on serotonin turnover. It is a potent hallucinogen, but the mechanisms of that effect are not well understood.. lysergic acid diethylamide : An ergoline alkaloid arising from formal condensation of lysergic acid with diethylamine.	1.93	1	0	ergoline alkaloid; monocarboxylic acid amide; organic heterotetracyclic compound	dopamine agonist; hallucinogen; serotonergic agonist
reserpine Reserpine: An alkaloid found in the roots of Rauwolfia serpentina and R. vomitoria. Reserpine inhibits the uptake of norepinephrine into storage vesicles resulting in depletion of catecholamines and serotonin from central and peripheral axon terminals. It has been used as an antihypertensive and an antipsychotic as well as a research tool, but its adverse effects limit its clinical use.. reserpine : An alkaloid found in the roots of Rauwolfia serpentina and R. vomitoria.	2.34	2	0	alkaloid ester; methyl ester; yohimban alkaloid	adrenergic uptake inhibitor; antihypertensive agent; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; environmental contaminant; first generation antipsychotic; plant metabolite; xenobiotic
sorbitol D-glucitol : The D-enantiomer of glucitol (also known as D-sorbitol).	1.94	1	0	glucitol	cathartic; Escherichia coli metabolite; food humectant; human metabolite; laxative; metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite; sweetening agent
2-aminophenol [no description available]	3.1	1	0	aminophenol	bacterial metabolite
thyroxine Thyroxine: The major hormone derived from the thyroid gland. Thyroxine is synthesized via the iodination of tyrosines (MONOIODOTYROSINE) and the coupling of iodotyrosines (DIIODOTYROSINE) in the THYROGLOBULIN. Thyroxine is released from thyroglobulin by proteolysis and secreted into the blood. Thyroxine is peripherally deiodinated to form TRIIODOTHYRONINE which exerts a broad spectrum of stimulatory effects on cell metabolism.. thyroxine : An iodothyronine compound having iodo substituents at the 3-, 3'-, 5- and 5'-positions.	3.1	1	0	2-halophenol; iodophenol; L-phenylalanine derivative; non-proteinogenic L-alpha-amino acid; thyroxine zwitterion; thyroxine	antithyroid drug; human metabolite; mouse metabolite; thyroid hormone
carbachol Carbachol: A slowly hydrolyzed CHOLINERGIC AGONIST that acts at both MUSCARINIC RECEPTORS and NICOTINIC RECEPTORS.	2.03	1	0	ammonium salt; carbamate ester	cardiotonic drug; miotic; muscarinic agonist; nicotinic acetylcholine receptor agonist; non-narcotic analgesic
spironolactone Spironolactone: A potassium sparing diuretic that acts by antagonism of aldosterone in the distal renal tubules. It is used mainly in the treatment of refractory edema in patients with congestive heart failure, nephrotic syndrome, or hepatic cirrhosis. Its effects on the endocrine system are utilized in the treatments of hirsutism and acne but they can lead to adverse effects. (From Martindale, The Extra Pharmacopoeia, 30th ed, p827). spironolactone : A steroid lactone that is 17alpha-pregn-4-ene-21,17-carbolactone substituted by an oxo group at position 3 and an alpha-acetylsulfanyl group at position 7.	2.02	1	0	3-oxo-Delta(4) steroid; oxaspiro compound; steroid lactone; thioester	aldosterone antagonist; antihypertensive agent; diuretic; environmental contaminant; xenobiotic
aldosterone [no description available]	3.78	3	0	11beta-hydroxy steroid; 18-oxo steroid; 20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(4) steroid; C21-steroid hormone; mineralocorticoid; primary alpha-hydroxy ketone; steroid aldehyde	human metabolite; mouse metabolite
tetrahydrocortisol [no description available]	3.1	1	0	11beta-hydroxy steroid; 17alpha-hydroxy steroid; 20-oxo steroid; 21-hydroxy steroid; 3alpha-hydroxy steroid; glucocorticoid; primary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone
prednisone Prednisone: A synthetic anti-inflammatory glucocorticoid derived from CORTISONE. It is biologically inert and converted to PREDNISOLONE in the liver.. prednisone : A synthetic glucocorticoid drug that is particularly effective as an immunosuppressant, and affects virtually all of the immune system. Prednisone is a prodrug that is converted by the liver into prednisolone (a beta-hydroxy group instead of the oxo group at position 11), which is the active drug and also a steroid.	3.1	1	0	11-oxo steroid; 17alpha-hydroxy steroid; 20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(1),Delta(4)-steroid; C21-steroid; glucocorticoid; primary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone	adrenergic agent; anti-inflammatory drug; antineoplastic agent; immunosuppressive agent; prodrug
tetrahydrocortisone [no description available]	3.1	1	0	21-hydroxy steroid
estrone Hydroxyestrones: Estrone derivatives substituted with one or more hydroxyl groups in any position. They are important metabolites of estrone and other estrogens.	3.1	1	0	17-oxo steroid; 3-hydroxy steroid; phenolic steroid; phenols	antineoplastic agent; bone density conservation agent; estrogen; human metabolite; mouse metabolite
androsterone [no description available]	3.51	2	0	17-oxo steroid; 3alpha-hydroxy steroid; androstanoid; C19-steroid	androgen; anticonvulsant; human blood serum metabolite; human metabolite; human urinary metabolite; mouse metabolite; pheromone
etiocholanolone Etiocholanolone: The 5-beta-reduced isomer of ANDROSTERONE. Etiocholanolone is a major metabolite of TESTOSTERONE and ANDROSTENEDIONE in many mammalian species including humans. It is excreted in the URINE.. 3alpha-hydroxy-5beta-androstan-17-one : An androstanoid that is 5beta-androstane substituted by an alpha-hydroxy group at position 3 and an oxo group at position 17. It is a metabolite of testosterone in mammals.	3.1	1	0	17-oxo steroid; 3alpha-hydroxy steroid; androstanoid	human metabolite; mouse metabolite
dehydroepiandrosterone Dehydroepiandrosterone: A major C19 steroid produced by the ADRENAL CORTEX. It is also produced in small quantities in the TESTIS and the OVARY. Dehydroepiandrosterone (DHEA) can be converted to TESTOSTERONE; ANDROSTENEDIONE; ESTRADIOL; and ESTRONE. Most of DHEA is sulfated (DEHYDROEPIANDROSTERONE SULFATE) before secretion.. dehydroepiandrosterone : An androstanoid that is androst-5-ene substituted by a beta-hydroxy group at position 3 and an oxo group at position 17. It is a naturally occurring steroid hormone produced by the adrenal glands.	3.1	1	0	17-oxo steroid; 3beta-hydroxy-Delta(5)-steroid; androstanoid	androgen; human metabolite; mouse metabolite
17-desoxyestradiol estra-1,3,5(10)-trien-3-ol : A 3-hydroxy steroid resulting from deoxygenation at position 17 of estradiol or estrone.	2.02	1	0	3-hydroxy steroid; phenolic steroid; phenols	estrogen
hydroxyacetylaminofluorene Hydroxyacetylaminofluorene: A N-hydroxylated derivative of 2-ACETYLAMINOFLUORENE that has demonstrated carcinogenic action.	3.1	1	0	2-acetamidofluorenes
triiodothyronine Triiodothyronine: A T3 thyroid hormone normally synthesized and secreted by the thyroid gland in much smaller quantities than thyroxine (T4). Most T3 is derived from peripheral monodeiodination of T4 at the 5' position of the outer ring of the iodothyronine nucleus. The hormone finally delivered and used by the tissues is mainly T3.. 3,3',5-triiodo-L-thyronine : An iodothyronine compound having iodo substituents at the 3-, 3'- and 5-positions. Although some is produced in the thyroid, most of the 3,3',5-triiodo-L-thyronine in the body is generated by mono-deiodination of L-thyroxine in the peripheral tissues. Its metabolic activity is about 3 to 5 times that of L-thyroxine. The sodium salt is used in the treatment of hypothyroidism.	3.1	1	0	2-halophenol; amino acid zwitterion; iodophenol; iodothyronine	human metabolite; mouse metabolite; thyroid hormone
diethylnitrosamine Diethylnitrosamine: A nitrosamine derivative with alkylating, carcinogenic, and mutagenic properties.. N-nitrosodiethylamine : A nitrosamine that is N-ethylethanamine substituted by a nitroso group at the N-atom.	1.98	1	0	nitrosamine	carcinogenic agent; hepatotoxic agent; mutagen
(4-(m-chlorophenylcarbamoyloxy)-2-butynyl)trimethylammonium chloride (4-(m-Chlorophenylcarbamoyloxy)-2-butynyl)trimethylammonium Chloride: A drug that selectively activates certain subclasses of muscarinic receptors and also activates postganglionic nicotinic receptors. It is commonly used experimentally to distinguish muscarinic receptor subtypes.	2.05	1	0
carbon tetrachloride Carbon Tetrachloride: A solvent for oils, fats, lacquers, varnishes, rubber waxes, and resins, and a starting material in the manufacturing of organic compounds. Poisoning by inhalation, ingestion or skin absorption is possible and may be fatal. (Merck Index, 11th ed). tetrachloromethane : A chlorocarbon that is methane in which all the hydrogens have been replaced by chloro groups.	3.3	6	0	chlorocarbon; chloromethanes	hepatotoxic agent; refrigerant
alanine Alanine: A non-essential amino acid that occurs in high levels in its free state in plasma. It is produced from pyruvate by transamination. It is involved in sugar and acid metabolism, increases IMMUNITY, and provides energy for muscle tissue, BRAIN, and the CENTRAL NERVOUS SYSTEM.. alanine : An alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2.	7.6	1	0	alanine zwitterion; alanine; L-alpha-amino acid; proteinogenic amino acid; pyruvate family amino acid	EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor; fundamental metabolite
benz(a)anthracene benz(a)anthracene: 4 fused rings of which one is angular in contrast to the linear NAPHTHACENES. tetraphene : An angular ortho-fused polycyclic arene consisting of four fused benzene rings.	3.1	1	0	ortho-fused polycyclic arene; tetraphenes
chloramphenicol Amphenicol: Chloramphenicol and its derivatives.	3.57	2	0	C-nitro compound; carboxamide; diol; organochlorine compound	antibacterial drug; antimicrobial agent; Escherichia coli metabolite; geroprotector; Mycoplasma genitalium metabolite; protein synthesis inhibitor
lysine Lysine: An essential amino acid. It is often added to animal feed.. lysine : A diamino acid that is caproic (hexanoic) acid bearing two amino substituents at positions 2 and 6.. L-lysine : An L-alpha-amino acid; the L-isomer of lysine.	7.79	3	0	aspartate family amino acid; L-alpha-amino acid zwitterion; L-alpha-amino acid; lysine; organic molecular entity; proteinogenic amino acid	algal metabolite; anticonvulsant; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite
cyanides Cyanides: Inorganic salts of HYDROGEN CYANIDE containing the -CN radical. The concept also includes isocyanides. It is distinguished from NITRILES, which denotes organic compounds containing the -CN radical.. cyanides : Salts and C-organyl derivatives of hydrogen cyanide, HC#N.. isocyanide : The isomer HN(+)#C(-) of hydrocyanic acid, HC#N, and its hydrocarbyl derivatives RNC (RN(+)#C(-)).. cyanide : A pseudohalide anion that is the conjugate base of hydrogen cyanide.	2.05	1	0	pseudohalide anion	EC 1.9.3.1 (cytochrome c oxidase) inhibitor
physostigmine Physostigmine: A cholinesterase inhibitor that is rapidly absorbed through membranes. It can be applied topically to the conjunctiva. It also can cross the blood-brain barrier and is used when central nervous system effects are desired, as in the treatment of severe anticholinergic toxicity.	2.05	1	0	carbamate ester; indole alkaloid	antidote to curare poisoning; EC 3.1.1.8 (cholinesterase) inhibitor; miotic
sucrose Saccharum: A plant genus of the family POACEAE widely cultivated in the tropics for the sweet cane that is processed into sugar.	11.91	14	2	glycosyl glycoside	algal metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; osmolyte; Saccharomyces cerevisiae metabolite; sweetening agent
ethinyl estradiol Ethinyl Estradiol: A semisynthetic alkylated ESTRADIOL with a 17-alpha-ethinyl substitution. It has high estrogenic potency when administered orally, and is often used as the estrogenic component in ORAL CONTRACEPTIVES.. 17alpha-ethynylestradiol : A 3-hydroxy steroid that is estradiol substituted by a ethynyl group at position 17. It is a xenoestrogen synthesized from estradiol and has been shown to exhibit high estrogenic potency on oral administration.	3.79	3	0	17-hydroxy steroid; 3-hydroxy steroid; terminal acetylenic compound	xenoestrogen
chlordan Chlordan: A highly poisonous organochlorine insecticide. The EPA has cancelled registrations of pesticides containing this compound with the exception of its use through subsurface ground insertion for termite control and the dipping of roots or tops of non-food plants. (From Merck Index, 11th ed)	2.02	1	0	cyclodiene organochlorine insecticide	GABA-gated chloride channel antagonist; persistent organic pollutant
testosterone propionate Testosterone Propionate: An ester of TESTOSTERONE with a propionate substitution at the 17-beta position.. androgen : A sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors.	2.02	1	0	steroid ester
tubocurarine Tubocurarine: A neuromuscular blocker and active ingredient in CURARE; plant based alkaloid of Menispermaceae.. tubocurarine : A benzylisoquinoline alkaloid muscle relaxant which constitutes the active component of curare.. isoquinoline alkaloid : Any alkaloid that has a structure based on an isoquinoline nucleus. They are derived from the amino acids like tyrosine and phenylalanine.	2.15	1	0	bisbenzylisoquinoline alkaloid	drug allergen; muscle relaxant; nicotinic antagonist
9,10-dimethyl-1,2-benzanthracene 9,10-Dimethyl-1,2-benzanthracene: Polycyclic aromatic hydrocarbon found in tobacco smoke that is a potent carcinogen.. 7,12-dimethyltetraphene : A tetraphene having methyl substituents at the 7- and 12-positions. It is a potent carcinogen and is present in tobacco smoke.	1.99	1	0	ortho-fused polycyclic arene; tetraphenes	carcinogenic agent
methyltestosterone Methyltestosterone: A synthetic hormone used for androgen replacement therapy and as an hormonal antineoplastic agent (ANTINEOPLASTIC AGENTS, HORMONAL).. methyltestosterone : A 17beta-hydroxy steroid that is testosterone bearing a methyl group at the 17alpha position.	2.02	1	0	17beta-hydroxy steroid; 3-oxo-Delta(4) steroid; enone	anabolic agent; androgen; antineoplastic agent
cephalothin Cephalothin: A cephalosporin antibiotic.. cefalotin : A semisynthetic, first-generation cephalosporin antibiotic with acetoxymethyl and (2-thienylacetyl)nitrilo moieties at positions 3 and 7, respectively, of the core structure. Administered parenterally during surgery and to treat a wide spectrum of blood infections.	2.41	1	0	azabicycloalkene; beta-lactam antibiotic allergen; carboxylic acid; cephalosporin; semisynthetic derivative; thiophenes	antibacterial drug; antimicrobial agent
2,3,4,6-tetrachlorophenol 2,3,4,6-tetrachlorophenol: RN given refers to parent cpd; see also record for tetrachlorophenol with locants for chloro groups not specified. 2,3,4,6-tetrachlorophenol : A tetrachlorophenol in which the chlorines are located at positions 2, 3, 4, and 6.	2.08	1	0	tetrachlorophenol	xenobiotic metabolite
galactose galactopyranose : The pyranose form of galactose.	8.02	4	0	D-galactose; galactopyranose	Escherichia coli metabolite; mouse metabolite
carbostyril Quinolones: A group of derivatives of naphthyridine carboxylic acid, quinoline carboxylic acid, or NALIDIXIC ACID.. quinolin-2(1H)-one : A quinolone that is 1,2-dihydroquinoline substituted by an oxo group at position 2.	2.25	1	0	monohydroxyquinoline; quinolone	bacterial xenobiotic metabolite
edetic acid Edetic Acid: A chelating agent that sequesters a variety of polyvalent cations such as CALCIUM. It is used in pharmaceutical manufacturing and as a food additive.	2.06	1	0	ethylenediamine derivative; polyamino carboxylic acid; tetracarboxylic acid	anticoagulant; antidote; chelator; copper chelator; geroprotector
phenylethyl alcohol Phenylethyl Alcohol: An antimicrobial, antiseptic, and disinfectant that is used also as an aromatic essence and preservative in pharmaceutics and perfumery.. 2-phenylethanol : A primary alcohol that is ethanol substituted by a phenyl group at position 2.	3.57	8	0	benzenes; primary alcohol	Aspergillus metabolite; fragrance; plant growth retardant; plant metabolite; Saccharomyces cerevisiae metabolite
tyrosine Tyrosine: A non-essential amino acid. In animals it is synthesized from PHENYLALANINE. It is also the precursor of EPINEPHRINE; THYROID HORMONES; and melanin.. tyrosine : An alpha-amino acid that is phenylalanine bearing a hydroxy substituent at position 4 on the phenyl ring.	3.66	2	0	amino acid zwitterion; erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid; proteinogenic amino acid; tyrosine	EC 1.3.1.43 (arogenate dehydrogenase) inhibitor; fundamental metabolite; micronutrient; nutraceutical
phlorhizin [no description available]	1.97	1	0	aryl beta-D-glucoside; dihydrochalcones; monosaccharide derivative	antioxidant; plant metabolite
methylene blue Methylene Blue: A compound consisting of dark green crystals or crystalline powder, having a bronze-like luster. Solutions in water or alcohol have a deep blue color. Methylene blue is used as a bacteriologic stain and as an indicator. It inhibits GUANYLATE CYCLASE, and has been used to treat cyanide poisoning and to lower levels of METHEMOGLOBIN.. methylene blue : An organic chloride salt having 3,7-bis(dimethylamino)phenothiazin-5-ium as the counterion. A commonly used dye that also exhibits antioxidant, antimalarial, antidepressant and cardioprotective properties.	7.7	3	0	organic chloride salt	acid-base indicator; antidepressant; antimalarial; antimicrobial agent; antioxidant; cardioprotective agent; EC 1.4.3.4 (monoamine oxidase) inhibitor; EC 3.1.1.8 (cholinesterase) inhibitor; EC 4.6.1.2 (guanylate cyclase) inhibitor; fluorochrome; histological dye; neuroprotective agent; physical tracer
4-toluenesulfonic acid 4-toluenesulfonic acid: RN given refers to parent cpd; other RNs in 9th CI Form Index. toluene-4-sulfonic acid : An arenesulfonic acid that is benzenesulfonic acid in which the hydrogen at position 4 is replaced by a methyl group.	2.46	2	0	arenesulfonic acid; toluenes
ethyl methanesulfonate Ethyl Methanesulfonate: An antineoplastic agent with alkylating properties. It also acts as a mutagen by damaging DNA and is used experimentally for that effect.. ethyl methanesulfonate : A methanesulfonate ester resulting from the formal condensation of methanesulfonic acid with ethanol.	2.93	4	0	methanesulfonate ester	alkylating agent; antineoplastic agent; carcinogenic agent; genotoxin; mutagen; teratogenic agent
aniline [no description available]	3.48	2	0	anilines; primary arylamine
androstenedione Androstenedione: A delta-4 C19 steroid that is produced not only in the TESTIS, but also in the OVARY and the ADRENAL CORTEX. Depending on the tissue type, androstenedione can serve as a precursor to TESTOSTERONE as well as ESTRONE and ESTRADIOL.. androst-4-ene-3,17-dione : A 3-oxo Delta(4)-steroid that is androst-4-ene substituted by oxo groups at positions 3 and 17. It is a steroid hormone synthesized in the adrenal glands and gonads.	2.02	1	0	17-oxo steroid; 3-oxo-Delta(4) steroid; androstanoid	androgen; Daphnia magna metabolite; human metabolite; mouse metabolite
lactose Lactose: A disaccharide of GLUCOSE and GALACTOSE in human and cow milk. It is used in pharmacy for tablets, in medicine as a nutrient, and in industry.. lactose : A glycosylglucose disaccharide, found most notably in milk, that consists of D-galactose and D-glucose fragments bonded through a beta-1->4 glycosidic linkage. The glucose fragment can be in either the alpha- or beta-pyranose form, whereas the galactose fragment can only have the beta-pyranose form.. beta-lactose : The beta-anomer of lactose.	3.75	2	1	lactose
phenylalanine Phenylalanine: An essential aromatic amino acid that is a precursor of MELANIN; DOPAMINE; noradrenalin (NOREPINEPHRINE), and THYROXINE.. L-phenylalanine : The L-enantiomer of phenylalanine.. phenylalanine : An aromatic amino acid that is alanine in which one of the methyl hydrogens is substituted by a phenyl group.	3.84	3	0	amino acid zwitterion; erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid; phenylalanine; proteinogenic amino acid	algal metabolite; EC 3.1.3.1 (alkaline phosphatase) inhibitor; Escherichia coli metabolite; human xenobiotic metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite
desoxycorticosterone Desoxycorticosterone: A steroid metabolite that is the 11-deoxy derivative of CORTICOSTERONE and the 21-hydroxy derivative of PROGESTERONE	3.75	3	0	20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(4) steroid; mineralocorticoid; primary alpha-hydroxy ketone	human metabolite; mouse metabolite
n-hexanal [no description available]	2.01	1	0	medium-chain fatty aldehyde; n-alkanal; saturated fatty aldehyde	human urinary metabolite
1-naphthaldehyde 1-naphthaldehyde: structure. naphthaldehyde : An aldehyde in which the organyl group is a naphthyl group.. 1-naphthaldehyde : A naphthaldehyde with a formyl group at position 1.	2.21	1	0	naphthaldehyde	mouse metabolite
2-naphthaldehyde 2-naphthaldehyde: structure. 2-naphthaldehyde : A naphthaldehyde that is naphthalene substituted by a formyl group at position 2.	2.53	2	0	naphthaldehyde	mouse metabolite
egtazic acid Egtazic Acid: A chelating agent relatively more specific for calcium and less toxic than EDETIC ACID.. ethylene glycol bis(2-aminoethyl)tetraacetic acid : A diether that is ethylene glycol in which the hydrogens of the hydroxy groups have been replaced by 2-[bis(carboxymethyl)amino]ethyl group respectively.	2.41	2	0	diether; tertiary amino compound; tetracarboxylic acid	chelator
barbituric acid barbituric acid: RN given refers to parent cpd; structure from Merck Index, 9th ed, #966. barbituric acid : A barbiturate, the structure of which is that of perhydropyrimidine substituted at C-2, -4 and -6 by oxo groups. Barbituric acid is the parent compound of barbiturate drugs, although it is not itself pharmacologically active.	2.21	1	0	barbiturates	allergen; xenobiotic
chloroform Chloroform: A commonly used laboratory solvent. It was previously used as an anesthetic, but was banned from use in the U.S. due to its suspected carcinogenicity.. chloroform : A one-carbon compound that is methane in which three of the hydrogens are replaced by chlorines.	2.96	4	0	chloromethanes; one-carbon compound	carcinogenic agent; central nervous system drug; inhalation anaesthetic; non-polar solvent; refrigerant
norethindrone Norethindrone: A synthetic progestational hormone with actions similar to those of PROGESTERONE but functioning as a more potent inhibitor of ovulation. It has weak estrogenic and androgenic properties. The hormone has been used in treating amenorrhea, functional uterine bleeding, endometriosis, and for CONTRACEPTION.. norethisterone : A 17beta-hydroxy steroid that is testosterone in which the hydrogen at position 17 is replaced by an ethynyl group and in which the methyl group attached to position 10 is replaced by hydrogen.	3.51	2	0	17beta-hydroxy steroid; 3-oxo-Delta(4) steroid; terminal acetylenic compound; tertiary alcohol	progestin; synthetic oral contraceptive
norethynodrel Norethynodrel: A synthetic progestational hormone with actions and uses similar to those of PROGESTERONE. It has been used in the treatment of functional uterine bleeding and ENDOMETRIOSIS. As a contraceptive (CONTRACEPTIVE AGENTS), it has usually been administered in combination with MESTRANOL.	3.51	2	0	oxo steroid
17-alpha-hydroxyprogesterone 17alpha-hydroxyprogesterone : A 17alpha-hydroxy steroid that is the 17alpha-hydroxy derivative of progesterone.	3.48	2	0	17alpha-hydroxy-C21-steroid; 17alpha-hydroxy steroid; tertiary alpha-hydroxy ketone	human metabolite; metabolite; mouse metabolite; progestin
ampicillin Ampicillin: Semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic.. ampicillin : A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-phenylacetamido group.	3.57	2	0	beta-lactam antibiotic; penicillin allergen; penicillin	antibacterial drug
mannitol [no description available]	2.04	1	0	mannitol	allergen; antiglaucoma drug; compatible osmolytes; Escherichia coli metabolite; food anticaking agent; food bulking agent; food humectant; food stabiliser; food thickening agent; hapten; metabolite; osmotic diuretic; sweetening agent
4-hydroxypropiophenone [no description available]	2.47	2	0	acetophenones
histidine Histidine: An essential amino acid that is required for the production of HISTAMINE.. L-histidine : The L-enantiomer of the amino acid histidine.. histidine : An alpha-amino acid that is propanoic acid bearing an amino substituent at position 2 and a 1H-imidazol-4-yl group at position 3.	2.54	2	0	amino acid zwitterion; histidine; L-alpha-amino acid; polar amino acid zwitterion; proteinogenic amino acid	algal metabolite; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite
n-pentanol n-pentanol: RN given refers to parent cpd. pentan-1-ol : A short-chain primary fatty alcohol that is pentane in which a hydrogen of one of the methyl groups is substituted by a hydroxy group. It has been isolated from Melicope ptelefolia.	2.41	2	0	pentanol; short-chain primary fatty alcohol	human metabolite; plant metabolite
medroxyprogesterone acetate [no description available]	2.02	1	0	20-oxo steroid; 3-oxo-Delta(4) steroid; acetate ester; corticosteroid; steroid ester	adjuvant; androgen; antineoplastic agent; antioxidant; female contraceptive drug; inhibitor; progestin; synthetic oral contraceptive
alizarin [no description available]	3.1	1	0	dihydroxyanthraquinone	chromophore; dye; plant metabolite
dichlorodiphenyldichloroethane Dichlorodiphenyldichloroethane: An organochlorine insecticide that is slightly irritating to the skin. (From Merck Index, 11th ed, p482)	2.02	1	0	chlorophenylethane; monochlorobenzenes; organochlorine insecticide	xenobiotic metabolite
tryptophan Tryptophan: An essential amino acid that is necessary for normal growth in infants and for NITROGEN balance in adults. It is a precursor of INDOLE ALKALOIDS in plants. It is a precursor of SEROTONIN (hence its use as an antidepressant and sleep aid). It can be a precursor to NIACIN, albeit inefficiently, in mammals.. tryptophan : An alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3.	9.2	5	0	erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid zwitterion; L-alpha-amino acid; proteinogenic amino acid; tryptophan zwitterion; tryptophan	antidepressant; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite
arginine Arginine: An essential amino acid that is physiologically active in the L-form.. arginine : An alpha-amino acid that is glycine in which the alpha-is substituted by a 3-guanidinopropyl group.	2.07	1	0	arginine; glutamine family amino acid; L-alpha-amino acid; proteinogenic amino acid	biomarker; Escherichia coli metabolite; micronutrient; mouse metabolite; nutraceutical
acetylene [no description available]	7.11	1	0	alkyne; gas molecular entity; terminal acetylenic compound
boranes Boranes: The collective name for the boron hydrides, which are analogous to the alkanes and silanes. Numerous boranes are known. Some have high calorific values and are used in high-energy fuels. (From Grant & Hackh's Chemical Dictionary, 5th ed). borane : The simplest borane, consisting of a single boron atom carrying three hydrogens.. boranes : The molecular hydrides of boron.	2.08	1	0	boranes; mononuclear parent hydride
propane Propane: A three carbon alkane with the formula H3CCH2CH3.	7.11	1	0	alkane; gas molecular entity	food propellant
ethylamine ethylamine : A two-carbon primary aliphatic amine.	1.97	1	0	primary aliphatic amine	human metabolite
methylene chloride Methylene Chloride: A chlorinated hydrocarbon that has been used as an inhalation anesthetic and acts as a narcotic in high concentrations. Its primary use is as a solvent in manufacturing and food technology.. dichloromethane : A member of the class of chloromethanes that is methane in which two of the hydrogens have been replaced by chlorine. A dense, non-flammible colourless liquid at room temperature (b.p. 40degreeC, d = 1.33) which is immiscible with water, it is widely used as a solvent, a paint stripper, and for the removal of caffeine from coffee and tea.	2.01	1	0	chloromethanes; volatile organic compound	carcinogenic agent; polar aprotic solvent; refrigerant
tert-butylamine tert-butylamine: RN given refers to parent cpd. tert-butylamine : A primary aliphatic amine that is ethylamine substituted by two methyl groups at position 1.	1.97	1	0	primary aliphatic amine
trichloroacetic acid Trichloroacetic Acid: A strong acid used as a protein precipitant in clinical chemistry and also as a caustic for removing warts.. trichloroacetic acid : A monocarboxylic acid that is acetic acid in which all three methyl hydrogens are substituted by chlorine.	1.97	1	0	monocarboxylic acid; organochlorine compound	carcinogenic agent; metabolite; mouse metabolite
quinic acid (-)-quinic acid : The (-)-enantiomer of quinic acid.	2.04	1	0
3-mercaptopropionic acid 3-Mercaptopropionic Acid: An inhibitor of glutamate decarboxylase. It decreases the GAMMA-AMINOBUTYRIC ACID concentration in the brain, thereby causing convulsions.. 3-mercaptopropanoic acid : A mercaptopropanoic acid that is propanoic acid carrying a sulfanyl group at position 3.	2.31	1	0	mercaptopropanoic acid	algal metabolite
linalool linalool: RN given refers to parent cpd without isomeric designation; structure. linalool : A monoterpenoid that is octa-1,6-diene substituted by methyl groups at positions 3 and 7 and a hydroxy group at position 3. It has been isolated from plants like Ocimum canum.	5.23	3	1	monoterpenoid; tertiary alcohol	antimicrobial agent; fragrance; plant metabolite; volatile oil component
isoprene isoprene: used in manufacture of ''synthetic'' rubber, butyl rubber; copolymer in production of elastomers; structure. isoprene : A hemiterpene with the formula CH2=C(CH3)CH=CH2; the monomer of natural rubber and a common structure motif to the isoprenoids, a large class of other naturally occurring compounds.	2.41	1	0	alkadiene; hemiterpene; volatile organic compound	plant metabolite
isobutyl alcohol isobutyl alcohol: RN given refers to parent cpd	1.97	1	0	alkyl alcohol; primary alcohol	Saccharomyces cerevisiae metabolite
isobutyraldehyde isobutyraldehyde : A member of the class of propanals that is propanal substituted by a methyl group at position 2.	2.15	1	0	2-methyl-branched fatty aldehyde; propanals	Saccharomyces cerevisiae metabolite
acrylamide [no description available]	7.6	1	0	acrylamides; N-acylammonia; primary carboxamide	alkylating agent; carcinogenic agent; Maillard reaction product; mutagen; neurotoxin
acrylic acid acrylic acid: RN given refers to parent cpd. acrylic acid : A alpha,beta-unsaturated monocarboxylic acid that is ethene substituted by a carboxy group.	2.25	1	0	alpha,beta-unsaturated monocarboxylic acid	metabolite
methyl acetate methyl acetate : An acetate ester resulting from the formal condensation of acetic acid with methanol. A low-boiling (57 degreeC) colourless, flammable liquid, it is used as a solvent for many resins and oils.	1.97	1	0	acetate ester; methyl ester; volatile organic compound	EC 3.4.19.3 (pyroglutamyl-peptidase I) inhibitor; fragrance; polar aprotic solvent
dichloroacetic acid [no description available]	1.97	1	0	monocarboxylic acid; organochlorine compound	astringent; marine metabolite
bisphenol a 4,4'-isopropylidene diphenol: stimulates proliferative responses and cytokine productions of murine spleen cells and thymus cells in vitro. bisphenol : By usage, the methylenediphenols, HOC6H4CH2C6H4OH, commonly p,p-methylenediphenol, and their substitution products (generally derived from condensation of two equivalent amounts of a phenol with an aldehyde or ketone). The term also includes analogues in the the methylene (or substituted methylene) group has been replaced by a heteroatom.. bisphenol A : A bisphenol that is 4,4'-methanediyldiphenol in which the methylene hydrogens are replaced by two methyl groups.	2.02	1	0	bisphenol	endocrine disruptor; environmental contaminant; xenobiotic; xenoestrogen
p-tert-amylphenol p-tert-amylphenol: RN given refers to parent cpd	2.02	1	0	alkylbenzene
methylmethacrylate Methylmethacrylate: The methyl ester of methacrylic acid. It polymerizes easily to form POLYMETHYL METHACRYLATE. It is used as a bone cement.. methyl methacrylate : An enoate ester having methacrylic acid as the carboxylic acid component and methanol as the alcohol component.	1.99	1	0	enoate ester; methyl ester	allergen; polymerisation monomer
3-methyl-1,2-cyclopentanedione cyclotene: product of sugar degradation	2.6	1	0
1,4-dihydroxyanthraquinone 1,4-dihydroxyanthraquinone: structure given in first source. quinizarin : A dihydroxyanthraquinone having the two hydroxy substituents at the 1- and 4-positions; formally derived from anthraquinone by replacement of two hydrogen atoms by hydroxy groups	3.1	1	0	dihydroxyanthraquinone	dye
rhodamine b rhodamine B: RN & N1 from 9th CI Form Index; RN given refers to parent cpd; structure in Merck Index, 9th ed, #7973; TETRAETHYLRHODAMINE was see RHODAMINES 1975-93; use RHODAMINES to search TETRAETHYLRHODAMINE 1975-93. rhodamine B : An organic chloride salt having N-[9-(2-carboxyphenyl)-6-(diethylamino)-3H-xanthen-3-ylidene]-N-ethylethanaminium as the counterion. An amphoteric dye commonly used as a fluorochrome.	3.35	1	0	organic chloride salt; xanthene dye	fluorescent probe; fluorochrome; histological dye
cyclizine Cyclizine: A histamine H1 antagonist given by mouth or parenterally for the control of postoperative and drug-induced vomiting and in motion sickness. (From Martindale, The Extra Pharmacopoeia, 30th ed, p935). cyclizine : An N-alkylpiperazine in which one nitrogen of the piperazine ring is substituted by a methyl group, while the other is substituted by a diphenylmethyl group.	3.1	1	0	N-alkylpiperazine	antiemetic; central nervous system depressant; cholinergic antagonist; H1-receptor antagonist; local anaesthetic
skatole [no description available]	2.4	2	0	methylindole	human metabolite; mammalian metabolite
rotenone Derris: A plant genus of the family FABACEAE. The root is a source of rotenoids (ROTENONE) and flavonoids. Some species of Pongamia have been reclassified to this genus and some to MILLETTIA. Some species of Deguelia have been reclassified to this genus.. rotenoid : Members of the class of tetrahydrochromenochromene that consists of a cis-fused tetrahydrochromeno[3,4-b]chromene skeleton and its substituted derivatives. The term was originally restricted to natural products, but is now also used to describe semi-synthetic and fully synthetic compounds.	7.13	1	0	organic heteropentacyclic compound; rotenones	antineoplastic agent; metabolite; mitochondrial NADH:ubiquinone reductase inhibitor; phytogenic insecticide; piscicide; toxin
2,6-dihydroxyanthraquinone 2,6-dihydroxyanthraquinone: structure given in first source. anthraflavic acid : A dihydroxyanthraquinone that is anthracene substituted by hydroxy groups at C-3 and C-7 and oxo groups at C-9 and C-10.	3.1	1	0	dihydroxyanthraquinone	antimutagen; plant metabolite
9,10-anthraquinone 9,10-anthraquinone : An anthraquinone that is anthracene in which positions 9 and 10 have been oxidised to carbonyls.	3.1	1	0	anthraquinone
diisobutyl phthalate diisobutyl phthalate : A phthalate ester that is the diester obtained by the formal condensation of the carboxy groups of phthalic acid with two molecules of isobutanol.	2.07	1	0	diester; phthalate ester	plasticiser; PPAR modulator; teratogenic agent
pyocyanine Pyocyanine: Antibiotic pigment produced by Pseudomonas aeruginosa.. pyocyanine : An iminium betaine that is 5-methylphenazin-5-ium which is substituted at position 1 by an oxidanidyl group. An antibiotic pigment produced by Pseudomonas aeruginosa.	2.54	2	0	iminium betaine; phenazines	antibacterial agent; bacterial metabolite; biological pigment; virulence factor
2,4,6-trichloroanisole 2,4,6-trichloroanisole: Cork taint compound. 2,4,6-trichloroanisole : A monomethoxybenzene that is 1,3,5-trichlorobenzene in which one of the hydrogens is replaced by a methoxy group.	2.06	1	0	monomethoxybenzene; trichlorobenzene
xylitol xylooligosaccharide: structure in first source. pentitol : An alditol obtained by reduction of any pentose.. xylooligosaccharide : An oligosaccharide comprised of xylose residues.	4.66	8	0
n-vinyl-2-pyrrolidinone N-vinyl-2-pyrrolidinone: monomer of POVIDONE; structure given in first source	2.51	2	0	pyrrolidin-2-ones
2-nitroaniline [no description available]	1.97	1	0
2-nitrophenol nitrophenol : Any member of the class of phenols or substituted phenols carrying at least 1 nitro group.	1.97	1	0	2-nitrophenols
2-sec-butylphenol 2-sec-butylphenol: RN given refers to parent cpd. 2-sec-butylphenol : A member of the class of phenols that is phenol carrying a butan-2-yl group at position 2.	2.02	1	0	phenols
thymol Thymol: A phenol obtained from thyme oil or other volatile oils used as a stabilizer in pharmaceutical preparations, and as an antiseptic (antibacterial or antifungal) agent.. thymol : A phenol that is a natural monoterpene derivative of cymene.	7.5	21	1	monoterpenoid; phenols	volatile oil component
2-chlorobenzaldehyde [no description available]	2.58	2	0
salicylaldehyde o-hydroxybenzaldehyde: structure in first source	3.92	12	0	hydroxybenzaldehyde	nematicide; plant metabolite
1-naphthol 1-naphthol: RN given refers to parent cpd. 1-naphthol : A naphthol carrying a hydroxy group at position 1.. hydroxynaphthalene : Any member of the class of naphthalenes that is naphthalene carrying one or more hydroxy groups.	3.5	2	0	naphthol	genotoxin; human xenobiotic metabolite
2-aminodiphenyl aminobiphenyl : Any member of the class of biphenyls in which the biphenyl skeleton is substituted by at least one amino group.	3.1	1	0
2-phenylphenol 2-phenylphenol: RN given refers to parent cpd; structure. biphenyl-2-ol : A member of the class of hydroxybiphenyls that is biphenyl substituted by a hydroxy group at position 2. It is generally used as a post-harvest fungicide for citrus fruits.	3.1	1	0	hydroxybiphenyls	antifungal agrochemical; environmental food contaminant
pyrogallol 1,3-dimethyl ether pyrogallol 1,3-dimethyl ether: structure. 2,6-dimethoxyphenol : A member of the class of phenols that is phenol substituted by methoxy groups at positions 2 and 6.	2.51	2	0	dimethoxybenzene; phenols	plant metabolite
veratrole veratrole: structure. dimethoxybenzene : Any methoxybenzene that consists of a benzene skeleton substituted with two methoxy groups and its derivatives.. veratrole : A dimethoxybenzene with the methoxy groups at ortho-positions.	2.13	1	0	dimethoxybenzene	plant metabolite
quinoline [no description available]	8.56	2	0	azaarene; mancude organic heterobicyclic parent; ortho-fused heteroarene; quinolines
2-naphthylamine 2-Naphthylamine: A naphthalene derivative with carcinogenic action.. 2-naphthylamine : A naphthylamine carrying the amino group at position 2.	3.1	1	0	naphthylamine	carcinogenic agent
diphenyl diphenyl: RN given refers to unlabeled cpd; structure	2.6	1	0	aromatic fungicide; benzenes; biphenyls	antifungal agrochemical; antimicrobial food preservative
4-biphenylamine 4-biphenylamine: used in detection of sulfates, & as a carcinogen in cancer research; RN given refers to parent cpd; structure. biphenyl-4-amine : An aminobiphenyl that is biphenyl substituted by an amino group at position 4.	3.1	1	0	aminobiphenyl	carcinogenic agent
4-phenylphenol 4-phenylphenol: RN given refers to cpd without isomeric designation. biphenyl-4-ol : A member of the class of hydroxybiphenyls that is biphenyl carrying a hydroxy group at position 4.	3.51	2	0	hydroxybiphenyls
phenothiazine 10H-phenothiazine : The 10H-tautomer of phenothiazine.	2.13	1	0	phenothiazine	ferroptosis inhibitor; plant metabolite; radical scavenger
benzidine benzidine: RN given refers to parent cpd. benzidine : A member of the class of biphenyls that is 1,1'-biphenyl in which the hydrogen at the para-position of each phenyl group has been replaced by an amino group.	3.1	1	0	biphenyls; substituted aniline	carcinogenic agent
4,4'-dihydroxybiphenyl biphenyl-4,4'-diol : A member of the class of hydroxybiphenyls that is biphenyl with hydroxy groups at positions 4 and 4'.	3.1	1	0	hydroxybiphenyls
veratric acid veratric acid: RN given refers to parent cpd; structure. 3,4-dimethoxybenzoic acid : A member of the class of benzoic acids that is benzoic acid substituted by methoxy groups at positions 2 and 3.	2.03	1	0	benzoic acids	allergen; plant metabolite
creosol [no description available]	3.31	6	0	methoxybenzenes; phenols
hydratropic aldehyde 2-phenylpropanal : A member of the class of phenylacetaldehydes that is phenylacetaldehyde in which a hydrogen alpha to the aldehyde carbonyl group has been replaced by a methyl group. The major species at pH 7.3.	2.21	1	0	phenylacetaldehydes
1-phenylpropanol 1-phenylpropanol: structure in first source	3.61	2	0	organic molecular entity
synephrine [no description available]	1.94	1	0	ethanolamines; phenethylamine alkaloid; phenols	alpha-adrenergic agonist; plant metabolite
propylparaben Parabens: Methyl, propyl, butyl, and ethyl esters of p-hydroxybenzoic acid. They have been approved by the FDA as antimicrobial agents for foods and pharmaceuticals. (From Hawley's Condensed Chemical Dictionary, 11th ed, p872)	5.66	14	0	benzoate ester; paraben; phenols	antifungal agent; antimicrobial agent
butylparaben [no description available]	2.13	1	0	organic molecular entity
2,4-dihydroxybenzaldehyde 2,4-dihydroxybenzaldehyde : A dihydroxybenzaldehyde that is resorcinol which has been substituted by a formyl group para to one of the hydroxy groups.	2.75	3	0	dihydroxybenzaldehyde
2-toluidine 2-toluidine: RN given refers to parent cpd. o-toluidine : An aminotoluene in which the amino substituent is ortho to the methyl group.	2.17	1	0	aminotoluene	carcinogenic agent
4-butyrolactone 4-Butyrolactone: One of the FURANS with a carbonyl thereby forming a cyclic lactone. It is an endogenous compound made from gamma-aminobutyrate and is the precursor of gamma-hydroxybutyrate. It is also used as a pharmacological agent and solvent.. tetrahydrofuranone : Any oxolane having an oxo- substituent at any position on the tetrahydrofuran ring.. gamma-butyrolactone : A butan-4-olide that is tetrahydrofuran substituted by an oxo group at position 2.	2.74	3	0	butan-4-olide	metabolite; neurotoxin
furfuryl alcohol furfuryl alcohol: structure. furfuryl alcohol : A furan bearing a hydroxymethyl substituent at the 2-position.	2.46	2	0	furans; primary alcohol	Maillard reaction product
furaldehyde Furaldehyde: A heterocyclic compound consisting of a furan where the hydrogen at position 2 is substituted by a formyl group.. furfural : An aldehyde that is furan with the hydrogen at position 2 substituted by a formyl group.	5.13	41	0	aldehyde; furans	Maillard reaction product; metabolite
thiophene-2-carboxaldehyde thiophene-2-carboxaldehyde: structure in first source. formylthiophene : An aldehyde that is thiophene substituted by a formyl group at position 2.	2.58	2	0	aldehyde; thiophenes	metabolite
butylphen butylphen: irritant; structure. 4-tert-butylphenol : A member of the class of phenols that is phenol substituted with a tert-butyl group at position 4.	3.51	2	0	phenols	allergen
4-tert-butylbenzoic acid 4-tert-butylbenzoic acid: RN given refers to parent cpd	2.03	1	0	alkylbenzene
methylphenyl carbinol 1-phenylethanol : An aromatic alcohol that is ethanol substituted by a phenyl group at position 1.. methylbenzyl alcohol : Members of the class of benzyl alcohols substituted by at least one methyl group.	2.13	1	0	aromatic alcohol	mouse metabolite
acetophenone acetophenone : A methyl ketone that is acetone in which one of the methyl groups has been replaced by a phenyl group.	2.13	1	0	acetophenones	animal metabolite; photosensitizing agent; xenobiotic
nitrobenzene nitrobenzene : A nitroarene consisting of benzene carrying a single nitro substituent. An industrial chemical used widely in the production of aniline.	2.49	2	0	nitroarene; nitrobenzenes
3-hydroxybenzoic acid 3-hydroxybenzoic acid: RN given refers to parent cpd. 3-hydroxybenzoic acid : A monohydroxybenzoic acid that is benzoic acid substituted by a hydroxy group at position 3. It has been isolated from Taxus baccata. It is used as an intermediate in the synthesis of plasticisers, resins, pharmaceuticals, etc.	2.03	1	0	monohydroxybenzoic acid	bacterial metabolite; plant metabolite
3-nitroaniline 3-nitroaniline: used as a sole source of nitrogen , carbon and energy	1.97	1	0
carvone carvone: an oxidized derivative of limonene; RN given refers to cpd without isomeric designation; L-carvone has spearmint flavor, D-carvone has dill/caraway flavor. carvone : A p-menthane monoterpenoid that consists of cyclohex-2-enone having methyl and isopropenyl substituents at positions 2 and 5, respectively.	2.06	1	0	botanical anti-fungal agent; carvones	allergen
3-nitrobenzaldehyde [no description available]	2.58	2	0
methylparaben methylparaben: used as a preservative in cosmetics but potentiates UV-induced damage of skin; RN given refers to parent cpd. methylparaben : A 4-hydroxybenzoate ester resulting from the formal condensation of the carboxy group of 4-hydroxybenzoic acid with methanol. It is the most frequently used antimicrobial preservative in cosmetics. It occurs naturally in several fruits, particularly in blueberries.	3.51	2	0	paraben	antifungal agent; antimicrobial food preservative; neuroprotective agent; plant metabolite
alpha phellandrene alpha phellandrene: can be irritating to, & absorbed by the skin; ingestion can cause vomiting, diarrhea; RN given refers to cpd without isomeric designation; structure. alpha-phellandrene : One of a pair of phellandrene cyclic monoterpene double-bond isomers in which both double bonds are endocyclic (cf. alpha-phellandrene, where one of them is exocyclic).	2.05	1	0	cyclohexadiene; phellandrene	antimicrobial agent; plant metabolite; volatile oil component
4-cymene 4-cymene: structure. p-cymene : A monoterpene that is toluene substituted by an isopropyl group at position 4.	2.8	3	0	monoterpene; toluenes	human urinary metabolite; plant metabolite; volatile oil component
4-isopropylphenol [no description available]	3.54	2	0	phenols	flavouring agent
4-hydroxyacetophenone 4-hydroxyacetophenone: promotes secretion of bile & bile salts, which promotes griseofulvin absorption in the duodenum. 4'-hydroxyacetophenone : A monohydroxyacetophenone carrying a hydroxy substituent at position 4'.	3.52	2	0	monohydroxyacetophenone	fungal metabolite; mouse metabolite; plant metabolite
4-nitroaniline [no description available]	1.97	1	0	nitroaniline	bacterial xenobiotic metabolite
4-anisic acid 4-methoxybenzoic acid: structure in first source. 4-methoxybenzoic acid : A methoxybenzoic acid substituted with a methoxy group at position C-4.	2.45	2	0	methoxybenzoic acid	plant metabolite
4-(dimethylamino)benzaldehyde p-dimethylaminobenzaldehyde: structure in first source. 4-(dimethylamino)benzaldehyde : A member of the class of benzaldehydes that is benzaldehyde carrying a dimethylamino substituent at position 4. Used as an indicator for detection of indoles and hydrazine.	2.58	2	0	benzaldehydes; substituted aniline; tertiary amino compound	chromogenic compound
styrene Styrene: A colorless, toxic liquid with a strong aromatic odor. It is used to make rubbers, polymers and copolymers, and polystyrene plastics.. styrene : A vinylarene that is benzene carrying a vinyl group. It has been isolated from the benzoin resin produced by Styrax species.	2.07	1	0	styrenes; vinylarene; volatile organic compound	mouse metabolite; mutagen; plant metabolite
anisole anisole : A monomethoxybenzene that is benzene substituted by a methoxy group.	2.13	1	0	monomethoxybenzene	plant metabolite
triclocarban triclocarban: bacteriostat; antiseptic in soaps & other cleansing solns; germicide; structure. triclocarban : A member of the class of phenylureas that is urea substituted by a 4-chlorophenyl group and a 3,4-dichlorophenyl group at positions 1 and 3 respectively.	2.05	1	0	dichlorobenzene; monochlorobenzenes; phenylureas	antimicrobial agent; antiseptic drug; disinfectant; environmental contaminant; xenobiotic
4-benzylphenol 4-benzylphenol: metabolite of diphenylmethane; RN given refers to parent cpd	3.1	1	0
monobenzone monobenzone: structure. monobenzone : The monobenzyl ether of hydroquinone. It is used as a topical drug for medical depigmentation.	2.02	1	0	benzyl ether	allergen; dermatologic drug; melanin synthesis inhibitor
2-ethylhexanol [no description available]	3.1	1	0	primary alcohol	plant metabolite; volatile oil component
4-methylbenzaldehyde p-tolualdehyde : A tolualdehyde compound with the methyl substituent at the 4-position.	2.21	1	0	tolualdehyde	plant metabolite
4-chlorobenzaldehyde [no description available]	2.58	2	0
4-toluidine 4-toluidine: RN given refers to parent cpd. p-toluidine : An aminotoluene in which the amino substituent is para to the methyl group.	2.44	2	0	aminotoluene
acrolein [no description available]	5.49	20	0	enal	herbicide; human xenobiotic metabolite; toxin
propylamine propylamine : A member of the class of alkylamines that is propane substituted by an amino group at C-1.	1.97	1	0	alkylamines
glyoxal [no description available]	2.15	1	0	dialdehyde	agrochemical; allergen; pesticide; plant growth regulator
2-methylpentane Hexanes: Six-carbon saturated hydrocarbon group of the methane series. Include isomers and derivatives. Various polyneuropathies are caused by hexane poisoning.	2.07	1	0	alkane
3-hydroxybutanal [no description available]	2.6	1	0
3-chlorophenol 3-chlorophenol : A monochlorophenol carrying the chloro substituent at position 3.	2.02	1	0	monochlorophenol
cyclohexanol Cyclohexanols: Monohydroxy derivatives of cyclohexanes that contain the general formula R-C6H11O. They have a camphorlike odor and are used in making soaps, insecticides, germicides, dry cleaning, and plasticizers.. cyclohexanols : An alcohol in which one or more hydroxy groups are attached to a cyclohexane skeleton.	2.03	1	0	cyclohexanols; secondary alcohol	solvent
cyclohexanone [no description available]	6.92	1	0	cyclohexanones	human xenobiotic metabolite
n-pentanoic acid n-pentanoic acid: RN given refers to unlabeled parent cpd. valeric acid : A straight-chain saturated fatty acid containing five carbon atoms.	1.97	1	0	short-chain fatty acid; straight-chain saturated fatty acid	plant metabolite
n-butylamine n-butylamine: RN given refers to parent cpd. butan-1-amine : A primary aliphatic amine that is butane substituted by an amino group at position 1.	1.97	1	0	primary aliphatic amine
pyrroles 1H-pyrrole : A tautomer of pyrrole that has the double bonds at positions 2 and 4.. pyrrole : A five-membered monocyclic heteroarene comprising one NH and four CH units which forms the parent compound of the pyrrole group of compounds. Its five-membered ring structure has three tautomers. A 'closed class'.. azole : Any monocyclic heteroarene consisting of a five-membered ring containing nitrogen. Azoles can also contain one or more other non-carbon atoms, such as nitrogen, sulfur or oxygen.	2.81	3	0	pyrrole; secondary amine
furan furan : A monocyclic heteroarene with a structure consisting of a 5-membered ring containing four carbons and one oxygen, with formula C4H4O. It is a toxic, flammable, low-boiling (31degreeC) colourless liquid.	2.57	2	0	furans; mancude organic heteromonocyclic parent; monocyclic heteroarene	carcinogenic agent; hepatotoxic agent; Maillard reaction product
1-hexanol 1-hexanol: RN given refers to parent cpd. hexanol : A fatty alcohol consisting of a hydroxy function at any position of an unbranched saturated chain of six carbon atoms.. hexan-1-ol : A primary alcohol that is hexane substituted by a hydroxy group at position 1.	1.97	1	0	hexanol; primary alcohol	alarm pheromone; antibacterial agent; fragrance; plant metabolite
heptanol Heptanol: A colorless liquid with a fragrant odor. It is used as an intermediate, solvent and in cosmetics.. heptanol : A fatty alcohol consisting of a hydroxy function at any position of an unbranched saturated chain of seven carbon atoms.. heptan-1-ol : A primary alcohol that is heptane substituted by a hydroxy group at position 1. It has been isolated from Capillipedium parviflorum.	1.97	1	0	heptanol; primary alcohol	flavouring agent; fragrance; gap junctional intercellular communication inhibitor; plant metabolite
heptanal heptanal : An n-alkanal resulting from the oxidation of the alcoholic hydroxy group of heptan-1-ol to the corresponding aldehyde. An endogenous aldehyde coming from membrane lipid oxidation, it is found in the blood of lung cancer patients and has been regarded as a potential biomarker of lung cancer.	2.05	1	0	medium-chain fatty aldehyde; n-alkanal; saturated fatty aldehyde	biomarker
behenic acid behenic acid: RN given refers to parent cpd; structure. docosanoic acid : A straight-chain, C22, long-chain saturated fatty acid.	2.06	1	0	long-chain fatty acid; straight-chain saturated fatty acid	plant metabolite
neostigmine bromide neostigmine bromide : The bromide salt of neostigmine.	2.05	1	0	bromide salt
2,2,2-trichloroethanol [no description available]	3.1	1	0	chloroethanol	mouse metabolite
bromcresol purple Bromcresol Purple: An indicator and reagent. It has been used for several purposes including the determination of serum albumin concentrations. bromocresol purple : A member of the class of 2,1-benzoxathioles that is 2,1-benzoxathiole 1,1-dioxide in which both of the hydrogens at position 3 have been substituted by 3-bromo-4-hydroxy-5-methylphenyl groups. A hydrophilic dye that is used as a pH indicator and to measure serum albumin concentrations.	2.31	1	0	2,1-benzoxathiole; arenesulfonate ester; organobromine compound; polyphenol; sultone	acid-base indicator; dye; two-colour indicator
anthrarufin 1,5-dihydroxyanthraquinone: used in ferric ion sensing as an inclusion complex with beta-cyclodextrin; structure in first source. anthrarufin : A dihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1 and 5.	3.1	1	0	dihydroxyanthraquinone
diethylhexyl phthalate Diethylhexyl Phthalate: An ester of phthalic acid. It appears as a light-colored, odorless liquid and is used as a plasticizer for many resins and elastomers.. bis(2-ethylhexyl) phthalate : A phthalate ester that is the bis(2-ethylhexyl) ester of benzene-1,2-dicarboxylic acid.	3.94	3	0	diester; phthalate ester	androstane receptor agonist; apoptosis inhibitor; plasticiser
maltol maltol: found in bark of young larch trees; isolated from Passiflora incarnata; possesses depressant properties in mice; potentiates hexobarbital-induced narcosis & inhibits spontaneous motor activity; structure	3.32	6	0	4-pyranones	metabolite
2-toluic acid 2-toluic acid: RN given refers to parent cpd; structure. o-toluic acid : A methylbenzoic acid that is benzoic acid substituted by a methyl group at position 2.	3.1	1	0	methylbenzoic acid	xenobiotic metabolite
scoparone scoparone: structure. scoparone : A member of the class of coumarins that is esculetin in which the two hydroxy groups at positions 6 and 7 are replaced by methoxy groups. It is a major constituent of the Chinese herbal medicine Yin Chen Hao, and exhibits a variety of pharmacological activities such as anti-inflammatory, anti-allergic, and anti-tumor activities.	2.04	1	0	aromatic ether; coumarins	anti-allergic agent; anti-inflammatory agent; antihypertensive agent; antilipemic drug; immunosuppressive agent; plant metabolite
veratraldehyde [no description available]	7.66	3	0	benzaldehydes; dimethoxybenzene	antifungal agent
ethyl-p-hydroxybenzoate ethyl-p-hydroxybenzoate: structure	3.1	1	0	ethyl ester; paraben	antifungal agent; antimicrobial food preservative; phytoestrogen; plant metabolite
piperonal piperonal: has been used as a pediculicide; structure. piperonal : An arenecarbaldehyde that is 1,3-benzodioxole substituted by a formyl substituent at position 5. It has been isolated from Piper nigrum.	4.08	4	0	arenecarbaldehyde; benzodioxoles	fragrance; insect repellent; plant metabolite
2,4-dichlorophenol 2,4-dichlorophenol: RN given refers to unlabeled parent+ cpd; structure. 2,4-dichlorophenol : A dichlorophenol that is phenol carrying chloro substituents at positions 2 and 4.	7.08	1	0	dichlorophenol
cyclopentanone [no description available]	7.6	1	0	cyclopentanones	Maillard reaction product
3-tert-butyl-4-hydroxyanisole 3-tert-butyl-4-hydroxyanisole : An aromatic ether that is 4-methoxyphenol in which one of the hydrogens ortho- to the phenolic hydroxy group is replaced by a tert-butyl group.	3.1	1	0	aromatic ether; phenols	antioxidant; human xenobiotic metabolite
ethyl vanillin ethyl vanillin : A member of the class of benzaldehydes that is vanillin in which the methoxy group is replaced by an ethoxy group.	4.49	22	0	aromatic ether; benzaldehydes; phenols	antioxidant; flavouring agent
vanillic acid Vanillic Acid: A flavoring agent. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. (J Biotechnol 1996;50(2-3):107-13).. vanillic acid : A monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted by a methoxy group at position 3.	7.03	99	0	methoxybenzoic acid; monohydroxybenzoic acid	plant metabolite
3-nitrobenzoic acid 3-nitrobenzoic acid: RN given refers to parent cpd	1.97	1	0
2,4-dihydroxybenzophenone 2,4-dihydroxybenzophenone: structure in first source	2.02	1	0	benzophenones
1-naphthylamine 1-Naphthylamine: A suspected industrial carcinogen (and listed as such by OSHA). Its N-hydroxy metabolite is strongly carcinogenic and mutagenic.. naphthylamine : A primary arylamine that is naphthalene substituted by an amino group at unspecified position.. 1-naphthylamine : A naphthylamine that is naphthalene substituted by an amino group at position 1.	3.1	1	0	naphthylamine	human xenobiotic metabolite
syringaldehyde syringaldehyde: isolated from nonfermented fiber fractions of oat hulls and cottonseed hulls. syringaldehyde : A hydroxybenzaldehyde that is 4-hydroxybenzaldehyde substituted by methoxy groups at positions 3 and 5. Isolated from Pisonia aculeata and Panax japonicus var. major, it exhibits hypoglycemic activity.	4.96	36	0	dimethoxybenzene; hydroxybenzaldehyde	hypoglycemic agent; plant metabolite
2-Methoxybenzaldehyde [no description available]	3.2	5	0	carbonyl compound
2-naphthol 2-naphthol: RN given refers to parent cpd. 2-naphthol : A naphthol carrying a hydroxy group at position 2.. naphthols : Any hydroxynaphthalene derivative that has a single hydroxy substituent.	4.01	4	0	naphthol	antinematodal drug; genotoxin; human urinary metabolite; human xenobiotic metabolite; mouse metabolite; radical scavenger
n-butyl lactate [no description available]	2.25	1	0	carboxylic ester
shikimic acid Shikimic Acid: A tri-hydroxy cyclohexene carboxylic acid important in biosynthesis of so many compounds that the shikimate pathway is named after it.. shikimic acid : A cyclohexenecarboxylic acid that is cyclohex-1-ene-1-carboxylic acid substituted by hydroxy groups at positions 3, 4 and 5 (the 3R,4S,5R stereoisomer). It is an intermediate metabolite in plants and microorganisms.	4.34	3	0	alpha,beta-unsaturated monocarboxylic acid; cyclohexenecarboxylic acid; hydroxy monocarboxylic acid	Escherichia coli metabolite; plant metabolite; Saccharomyces cerevisiae metabolite
protocatechualdehyde protocatechualdehyde: found in wheat grains, wheat seedlings, & other plants; RN given refers to parent cpd; see also rancinamycins; structure	3.92	12	0	dihydroxybenzaldehyde
citronellol citronellol: alcohol form of citronellal; found in rose oil; RN given refers to parent cpd without isomeric designation; structure. citronellol : A monoterpenoid that is oct-6-ene substituted by a hydroxy group at position 1 and methyl groups at positions 3 and 7.. insect repellent : An insecticide that acts as a repellent to insects.	3.1	1	0	monoterpenoid	plant metabolite
n-butyl acrylate butyl acrylate : An acrylate ester obtained by the formal condensation of the hydroxy group of butan-1-ol with the carboxy group of acrylic acid.	2.25	1	0	acrylate ester
ethyl acetate ethyl acetate : The acetate ester formed between acetic acid and ethanol.	3.41	7	0	acetate ester; ethyl ester; volatile organic compound	EC 3.4.19.3 (pyroglutamyl-peptidase I) inhibitor; metabolite; polar aprotic solvent; Saccharomyces cerevisiae metabolite
hexanoic acid hexanoic acid : A C6, straight-chain saturated fatty acid.	3.48	2	0	medium-chain fatty acid; straight-chain saturated fatty acid	human metabolite; plant metabolite
pregnenolone [no description available]	3.48	2	0	20-oxo steroid; 3beta-hydroxy-Delta(5)-steroid; C21-steroid	human metabolite; mouse metabolite
3-o-methylglucose 3-O-Methylglucose: A non-metabolizable glucose analogue that is not phosphorylated by hexokinase. 3-O-Methylglucose is used as a marker to assess glucose transport by evaluating its uptake within various cells and organ systems. (J Neurochem 1993;60(4):1498-504). 3-O-methyl-D-glucose : A D-aldohexose that is D-glucose in which the hydrogen of the hydroxy group at position 3 has been substituted by a methyl group. It is a non-metabolisable glucose analogue that is not phosphorylated by hexokinase and is used as a marker to assess glucose transport by evaluating its uptake within various cells and organ systems.	2.07	1	0	D-aldohexose derivative
ditiocarb Ditiocarb: A chelating agent that has been used to mobilize toxic metals from the tissues of humans and experimental animals. It is the main metabolite of DISULFIRAM.. diethyldithiocarbamic acid : A member of the class of dithiocarbamic acids that is diethylcarbamic acid in which both of the oxygens are replaced by sulfur.	3.51	2	0	dithiocarbamic acids	chelator; copper chelator
2-vanillin ortho-vanillin : A member of the class of benzaldehydes that is salicylaldehyde substituted by a methoxy group at position 3.	3.78	11	0	benzaldehydes; guaiacols	antimutagen; plant metabolite
mequinol mequinol: depigmenting agent; RN given refers to parent cpd	3.76	3	0	methoxybenzenes; phenols	metabolite
1,4-dimethoxybenzene 1,4-dimethoxybenzene: structure given in first source	2.13	1	0	dimethoxybenzene
1,3-dimethoxybenzene 1,3-dimethoxybenzene: structure given in first source	2.13	1	0	methoxybenzenes
catechin Catechin: An antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms.. catechin : Members of the class of hydroxyflavan that have a flavan-3-ol skeleton and its substituted derivatives.. rac-catechin : A racemate comprising equimolar amounts of (+)- and (-)-catechin. (+)-catechin : The (+)-enantiomer of catechin and a polyphenolic antioxidant plant metabolite.	9.39	6	0	catechin	antioxidant; plant metabolite
phenetidine Phenetidine: Used in the manufacture of acetophenetidin.. 4-ethoxyaniline : An aromatic ether that is aniline in which the hydrogen at position 4 is replaced by an ethoxy group. It is a hydrolysis metabolite of phenacetin.	3.1	1	0	aromatic ether; primary amino compound; substituted aniline	drug metabolite
phthalazine phthalazine : An azaarene that is the 2,3-diaza analogue of naphthalene. The parent of the class of phthalazines.	7.45	2	0	azaarene; mancude organic heterobicyclic parent; ortho-fused heteroarene; phthalazines
azulene [no description available]	2.21	1	0	azulenes; mancude carbobicyclic parent; ortho-fused bicyclic arene	plant metabolite; volatile oil component
cyclopentane Cyclopentanes: A group of alicyclic hydrocarbons with the general formula R-C5H9.. cyclopentanes : Cyclopentane and its derivatives formed by substitution.	3.02	4	0	cycloalkane; cyclopentanes; volatile organic compound	non-polar solvent
oxazoles Oxazoles: Five-membered heterocyclic ring structures containing an oxygen in the 1-position and a nitrogen in the 3-position, in distinction from ISOXAZOLES where they are at the 1,2 positions.. 1,3-oxazole : A five-membered monocyclic heteroarene that is an analogue of cyclopentadiene with O in place of CH2 at position 1 and N in place of CH at position 3.. oxazole : An azole based on a five-membered heterocyclic aromatic skeleton containing one N and one O atom.	2.05	1	0	1,3-oxazoles; mancude organic heteromonocyclic parent; monocyclic heteroarene
thiazoles [no description available]	2.75	3	0	1,3-thiazoles; mancude organic heteromonocyclic parent; monocyclic heteroarene
1,2,4-triazole 1,2,4-triazole: RN given refers to 1H-1,2,4-triazole	7.25	1	0	1,2,4-triazole
pyrazines Pyrazines: A heterocyclic aromatic organic compound with the chemical formula C4H4N2.. pyrazine : A diazine that is benzene in which the carbon atoms at positions 1 and 4 have been replaced by nitrogen atoms.	2.94	4	0	diazine; pyrazines	Daphnia magna metabolite
ephedrine Ephedrine: A phenethylamine found in EPHEDRA SINICA. PSEUDOEPHEDRINE is an isomer. It is an alpha- and beta-adrenergic agonist that may also enhance release of norepinephrine. It has been used for asthma, heart failure, rhinitis, and urinary incontinence, and for its central nervous system stimulatory effects in the treatment of narcolepsy and depression. It has become less extensively used with the advent of more selective agonists.. (-)-ephedrine : A phenethylamine alkaloid that is 2-phenylethanamine substituted by a methyl group at the amino nitrogen and a methyl and a hydroxy group at position 2 and 1 respectively.	1.93	1	0	phenethylamine alkaloid; phenylethanolamines	bacterial metabolite; environmental contaminant; nasal decongestant; plant metabolite; sympathomimetic agent; vasoconstrictor agent; xenobiotic
allylbenzene [no description available]	2.05	1	0
hydrazine diamine : Any polyamine that contains two amino groups.	2.11	1	0	azane; hydrazines	EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor
nicarbazin Nicarbazin: An equimolar complex of 4,4'-Dinitrocarbanilide and 2-Hydroxy-4,6-dimethylpyrimidine. A coccidiostat for poultry.	2.05	1	0	organic molecular entity
phenylbenzoquinone phenylbenzoquinone: RN given refers to parent cpd	2.11	1	0
4-hydroxyphenobarbital [no description available]	3.1	1	0	barbiturates
cyproterone acetate [no description available]	2.02	1	0	20-oxo steroid; 3-oxo-Delta(4) steroid; acetate ester; chlorinated steroid; steroid ester	androgen antagonist; geroprotector; progestin
lithocholic acid Lithocholic Acid: A bile acid formed from chenodeoxycholate by bacterial action, usually conjugated with glycine or taurine. It acts as a detergent to solubilize fats for absorption and is itself absorbed. It is used as cholagogue and choleretic.. lithocholic acid : A monohydroxy-5beta-cholanic acid with a alpha-hydroxy substituent at position 3. It is a bile acid obtained from chenodeoxycholic acid by bacterial action.. lithocholate : A bile acid anion that is the conjugate base of lithocholic acid.	3.1	1	0	bile acid; C24-steroid; monohydroxy-5beta-cholanic acid	geroprotector; human metabolite; mouse metabolite
1,4-cineole 1,4-cineole: monoterpene; flavor component of lime Citrus medica L. var acida; structure given in first source. 1,4-cineole : An oxabicycloalkane consisting of p-menthane with an epoxy bridge across positions 1 and 4.	2.07	1	0
limestone Calcium Carbonate: Carbonic acid calcium salt (CaCO3). An odorless, tasteless powder or crystal that occurs in nature. It is used therapeutically as a phosphate buffer in hemodialysis patients and as a calcium supplement.. calcium carbonate : A calcium salt with formula CCaO3.	3.35	1	0	calcium salt; carbonate salt; inorganic calcium salt; one-carbon compound	antacid; fertilizer; food colouring; food firming agent
chenodeoxycholic acid Chenodeoxycholic Acid: A bile acid, usually conjugated with either glycine or taurine. It acts as a detergent to solubilize fats for intestinal absorption and is reabsorbed by the small intestine. It is used as cholagogue, a choleretic laxative, and to prevent or dissolve gallstones.. chenodeoxycholic acid : A dihydroxy-5beta-cholanic acid that is (5beta)-cholan-24-oic acid substituted by hydroxy groups at positions 3 and 7 respectively.. chenodeoxycholate : Conjugate base of chenodeoxycholic acid; major species at pH 7.3.	3.1	1	0	bile acid; C24-steroid; dihydroxy-5beta-cholanic acid	human metabolite; mouse metabolite
liriodenine liriodenine: structure given in first source. liriodenine : An oxoaporphine alkaloid that is 4,5,6,6a-tetradehydronoraporphin-7-one substituted by a methylenedioxy group across positions 1 and 2. It is isolated from Annona glabra and has been shown to exhibit antimicrobial and cytotoxic activities.	2.31	1	0	alkaloid antibiotic; cyclic ketone; organic heteropentacyclic compound; oxacycle; oxoaporphine alkaloid	antifungal agent; antimicrobial agent; antineoplastic agent; EC 3.1.1.7 (acetylcholinesterase) inhibitor; EC 3.2.1.20 (alpha-glucosidase) inhibitor; metabolite
fusarium Fusarium: A mitosporic Hypocreales fungal genus, various species of which are important parasitic pathogens of plants and a variety of vertebrates. Teleomorphs include GIBBERELLA.	3.07	3	0
epitestosterone Epitestosterone: The 17-alpha isomer of TESTOSTERONE, derived from PREGNENOLONE via the delta5-steroid pathway, and via 5-androstene-3-beta,17-alpha-diol. Epitestosterone acts as an antiandrogen in various target tissues. The ratio between testosterone/epitestosterone is used to monitor anabolic drug abuse.. epitestosterone : An androstanoid that is the C-17 epimer of testosterone.	3.51	2	0	17alpha-hydroxy steroid; 3-oxo-Delta(4) steroid; androstanoid	androgen antagonist; human metabolite
chrysophanic acid chrysophanic acid: RN given refers to parent cpd; structure in Merck, 9th ed, #2260. chrysophanol : A trihydroxyanthraquinone that is chrysazin with a methyl substituent at C-3. It has been isolated from Aloe vera and exhibits antiviral and anti-inflammatory activity.	3.53	2	0	dihydroxyanthraquinone	anti-inflammatory agent; antiviral agent; plant metabolite
imperatorin imperatorin: tumor necrosis factor antagonist; furanocoumarin from West African medicinal plant Clausena anisata; structure in Negwer, 5th ed, #3005. imperatorin : A member of the class of psoralens that is psoralen substituted by a prenyloxy group at position 8. Isolated from Angelica dahurica and Angelica koreana, it acts as a acetylcholinesterase inhibitor.	2.03	1	0	psoralens	EC 3.1.1.7 (acetylcholinesterase) inhibitor; metabolite
quinoline-4-carboxylic acid quinoline-4-carboxylic acid: structure given in first source	7.31	1	0	quinolinemonocarboxylic acid
flavanone flavanone: RN given refers to cpd with unspecified isomeric designation; structure in first source. flavanone : The simplest member of the class of flavanones that consists of flavan bearing an oxo substituent at position 4.	2.02	1	0	flavanones
thymoquinone thymoquinone: constituent of cedarwood; can cause dermatitis; structure. thymoquinone : A member of the class of 1,4-benzoquinones that is 1,4-bezoquinone in which the hydrogens at positions 2 and 5 are replaced by methyl and isopropyl groups, respectively. It is a natural compound isolated from Nigella sativa which has demonstrated promising chemotherapeutic activity.	3.51	1	0	1,4-benzoquinones	adjuvant; anti-inflammatory agent; antidepressant; antineoplastic agent; antioxidant; cardioprotective agent; plant metabolite
carvacrol carvacrol : A phenol that is a natural monoterpene derivative of cymene. An inhibitor of bacterial growth, it is used as a food additive. Potent activator of the human ion channels transient receptor potential V3 (TRPV3) and A1 (TRPA1).	4.42	6	0	botanical anti-fungal agent; p-menthane monoterpenoid; phenols	agrochemical; antimicrobial agent; flavouring agent; TRPA1 channel agonist; volatile oil component
3-pyridinaldehyde pyridine-3-carbaldehyde : A pyridinecarbaldehyde that is pyridine substituted by a formyl group at position 3.	2.21	1	0	pyridinecarbaldehyde
4-hydroxyphenylethanol 4-hydroxyphenylethanol: in chest gland secretion of galagos. 2-(4-hydroxyphenyl)ethanol : A phenol substituted at position 4 by a 2-hydroxyethyl group.	2.48	2	0	phenols	anti-arrhythmia drug; antioxidant; cardiovascular drug; fungal metabolite; geroprotector; plant metabolite; protective agent
citronellic acid citronellic acid: structure in first source. citronellic acid : A monounsaturated fatty acid that is oct-6-enoic acid carrying methyl groups at positions 3 and 7.	2.07	1	0	medium-chain fatty acid; monoterpenoid; monounsaturated fatty acid	flavouring agent; plant metabolite
isovaleric acid isovaleric acid: structure. isovaleric acid : A C5, branched-chain saturated fatty acid.	2.07	1	0	branched-chain saturated fatty acid; methylbutyric acid; short-chain fatty acid	mammalian metabolite; plant metabolite
1,3-propanediol propane-1,3-diol : The simplest member of the class of propane-1,3-diols, consisting of propane in which one hydrogen from each methyl group is substituted by a hydroxy group. A colourless, viscous, water-miscible liquid with a high (210degreeC) boiling point, it is used in the synthesis of certain polymers and as a solvent and antifreeze.	2.07	1	0	propane-1,3-diols	metabolite; protic solvent
oleanolic acid [no description available]	2.53	2	0	hydroxy monocarboxylic acid; pentacyclic triterpenoid	plant metabolite
hesperidin Hesperidin: A flavanone glycoside found in CITRUS fruit peels.. hesperidin : A disaccharide derivative that consists of hesperetin substituted by a 6-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.	3.5	1	1	3'-hydroxyflavanones; 4'-methoxyflavanones; dihydroxyflavanone; disaccharide derivative; flavanone glycoside; monomethoxyflavanone; rutinoside	mutagen
androstenediol Androstenediol: An intermediate in TESTOSTERONE biosynthesis, found in the TESTIS or the ADRENAL GLANDS. Androstenediol, derived from DEHYDROEPIANDROSTERONE by the reduction of the 17-keto group (17-HYDROXYSTEROID DEHYDROGENASES), is converted to TESTOSTERONE by the oxidation of the 3-beta hydroxyl group to a 3-keto group (3-HYDROXYSTEROID DEHYDROGENASES).. androst-5-ene-3beta,17beta-diol : A 3beta-hydroxy-Delta(5)-steroid that is 3beta-hydroxyandrost-5-ene carrying an additional hydroxy group at position 17beta.	3.51	2	0	17beta-hydroxy steroid; 3beta-hydroxy-Delta(5)-steroid	androgen; human metabolite; mouse metabolite; radiation protective agent
dihydrotestosterone Dihydrotestosterone: A potent androgenic metabolite of TESTOSTERONE. It is produced by the action of the enzyme 3-OXO-5-ALPHA-STEROID 4-DEHYDROGENASE.. 17beta-hydroxyandrostan-3-one : A 17beta-hydroxy steroid that is testosterone in which the 4-5 double bond has been reduced to a single bond with unspecified configuration at position 5.. 17beta-hydroxy-5alpha-androstan-3-one : A 17beta-hydroxy steroid that is testosterone in which the 4,5 double bond has been reduced to a single bond with alpha-configuration at position 5.	3.51	2	0	17beta-hydroxy steroid; 17beta-hydroxyandrostan-3-one; 3-oxo-5alpha-steroid	androgen; Daphnia magna metabolite; human metabolite; mouse metabolite
luminol Luminol: 5-Amino-2,3-dihydro-1,4-phthalazinedione. Substance that emits light on oxidation. It is used in chemical determinations.	7.6	1	0
physcione physcione: structure. physcion : A dihydroxyanthraquinone that is 9,10-anthraquinone bearing hydroxy substituents at positions 1 and 8, a methoxy group at position 3, and a methyl group at position 6. It has been widely isolated and characterised from both terrestrial and marine sources.	2.48	2	0	dihydroxyanthraquinone	anti-inflammatory agent; antibacterial agent; antifungal agent; antineoplastic agent; apoptosis inducer; hepatoprotective agent; metabolite
flavone flavone: RN given refers to unlabeled cpd; structure given in first source. flavone : The simplest member of the class of flavones that consists of 4H-chromen-4-one bearing a phenyl substituent at position 2.	2.02	1	0	flavones	metabolite; nematicide
gluconic acid gluconic acid: zinc gluconate has anti-inflammatory activity; RN given refers to (D)-isomer; all RRs refers to (D)-isomer unless otherwise noted. ketogluconic acid : A gluconic acid that contains a ketonic carbonyl group.. D-gluconic acid : A gluconic acid having D-configuration.	1.99	1	0	gluconic acid	chelator; Penicillium metabolite
copper gluconate Gluconates: Derivatives of gluconic acid (the structural formula HOCH2(CHOH)4COOH), including its salts and esters.	1.99	1	0	organic molecular entity
cellobiose beta-cellobiose : A cellobiose with beta configuration at the reducing-end glucose residue.	2.15	1	0	cellobiose	epitope
2-methylbenzaldehyde 2-methylbenzaldehyde: structure in first source. o-tolualdehyde : A tolualdehyde compound with the methyl substituent at the 2-position.	2.21	1	0	tolualdehyde	plant metabolite
1,2,3,4-tetrahydro-1-naphthalenol 1,2,3,4-tetrahydro-1-naphthalenol: structure in first source	3.1	1	0
syringic acid syringic acid: RN given refers to parent cpd; structure in third source. syringic acid : A dimethoxybenzene that is 3,5-dimethyl ether derivative of gallic acid.	8.61	8	0	benzoic acids; dimethoxybenzene; phenols	plant metabolite
methoxyhydroxyphenylglycol Methoxyhydroxyphenylglycol: Synthesized from endogenous epinephrine and norepinephrine in vivo. It is found in brain, blood, CSF, and urine, where its concentrations are used to measure catecholamine turnover.	1.97	1	0	methoxybenzenes; phenols
cumic acid cumic acid : A member of the class of benzoic acids that is cumene substituted by at least one carboxy group.. p-cumic acid : A cumic acid that consists of benzoic acid substituted by an isopropyl group at position 4.	2.03	1	0	cumic acid	plant metabolite
diperodon diperodon: RN given refers to parent cpd; structure given in first source	2.05	1	0	carbamate ester
4-methylphenylhydrazine 4-methylphenylhydrazine: RN given refers to parent cpd	2.15	1	0
4-iodophenol [no description available]	3.1	1	0	iodophenol
muscone muscone: structure in first source	7.17	1	0
malondialdehyde Malondialdehyde: The dialdehyde of malonic acid.. malonaldehyde : A dialdehyde that is propane substituted by two oxo groups at the terminal carbon atoms respectively. A biomarker of oxidative damage to lipids caused by smoking, it exists in vivo mainly in the enol form.	3.61	8	0	dialdehyde	biomarker
myristic acid Myristic Acid: A saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils. It is used to synthesize flavor and as an ingredient in soaps and cosmetics. (From Dorland, 28th ed). tetradecanoic acid : A straight-chain, fourteen-carbon, long-chain saturated fatty acid mostly found in milk fat.. tetradecanoate : A long-chain fatty acid anion that is the conjugate base of myristic acid; major species at pH 7.3.	3.1	1	0	long-chain fatty acid; straight-chain saturated fatty acid	algal metabolite; Daphnia magna metabolite; EC 3.1.1.1 (carboxylesterase) inhibitor; human metabolite
trinitrobenzenesulfonic acid Trinitrobenzenesulfonic Acid: A reagent that is used to neutralize peptide terminal amino groups.. 2,4,6-trinitrobenzenesulfonic acid : The arenesulfonic acid that is benzenesulfonic acid with three nitro substituents in the 2-, 4- and 6-positions.	2.05	1	0	arenesulfonic acid; C-nitro compound	epitope; explosive; reagent
lucanthone hydrochloride Schistosomicides: Agents that act systemically to kill adult schistosomes.	2.21	1	0
2-nitrobenzaldehyde 2-nitrobenzaldehyde: structure given in first source. 2-nitrobenzaldehyde : Benzaldehyde substituted at the ortho-position with a nitro group.	2.83	3	0	benzaldehydes; C-nitro compound
3-nitrophenol [no description available]	1.97	1	0	3-nitrophenols
4-aminobenzaldehyde 4-aminobenzaldehyde: a yellow colorimetric indicator for detecting fluoride; structure in first source	2.15	1	0	benzaldehydes
2,6-nonadienal [no description available]	2.01	1	0
4-methyl-1-(1-methylethyl)-3-cyclohexen-1-ol 4-methyl-1-(1-methylethyl)-3-cyclohexen-1-ol: structure in first source. 4-terpineol : A terpineol that is 1-menthene carrying a hydroxy substituent at position 4.	3.1	1	0	terpineol; tertiary alcohol	anti-inflammatory agent; antibacterial agent; antineoplastic agent; antioxidant; antiparasitic agent; apoptosis inducer; plant metabolite; volatile oil component
3-hydroxyflavone 3-hydroxyflavone: structure given in first source. flavonol : A monohydroxyflavone that is the 3-hydroxy derivative of flavone.	3.55	2	0	flavonols; monohydroxyflavone
6-hydroxyquinoline quinolin-6-ol : A monohydroxyquinoline that is quinoline substituted by a hydroxy group at position 6.	3.1	1	0	monohydroxyquinoline
3-hydroxybiphenyl 3-hydroxybiphenyl: structure given in first source. biphenyl-3-ol : A member of the class of hydroxybiphenyls that is phenol in which the hydrogen at position 3 has been replaced by a phenyl group.	3.1	1	0	hydroxybiphenyls
3-methoxybenzoic acid [no description available]	2.03	1	0	methoxybenzoic acid	flavouring agent; human urinary metabolite
diphenylamine Diphenylamine: In humans it may be irritating to mucous membranes. Methemoglobinemia has been produced experimentally. In veterinary use, it is one of active ingredients in topical agents for prevention and treatment of screwworm infestation. An indicator in tests for nitrate poisoning.. diphenylamine : An aromatic amine containing two phenyl substituents. It has been used as a fungicide for the treatment of superficial scald in apples and pears, but is no longer approved for this purpose within the European Union.	3.1	1	0	aromatic amine; bridged diphenyl fungicide; secondary amino compound	antifungal agrochemical; antioxidant; carotogenesis inhibitor; EC 1.3.99.29 [phytoene desaturase (zeta-carotene-forming)] inhibitor; ferroptosis inhibitor; radical scavenger
isovalerylaldehyde isovalerylaldehyde: structure in Merck Index, 9th ed, #5093. 3-methylbutanal : A methylbutanal that is butanal substituted by a methyl group at position 3. It occurs as a volatile constituent in olives.	2.01	1	0	methylbutanal	flavouring agent; plant metabolite; Saccharomyces cerevisiae metabolite; volatile oil component
3-methoxybenzaldehyde 3-methoxybenzaldehyde : A member of the class of benzaldehydes in which the hydrogen at position 3 of benzaldehyde has been replaced by a methoxy group.	3.2	5	0	benzaldehydes; monomethoxybenzene	Brassica napus metabolite
levulinic acid levulinic acid: inhibits 5-aminolevulinic acid dehydratase; RN given refers to parent cpd; structure in Merck Index, 9th ed, #5316. 4-oxopentanoic acid : An oxopentanoic acid with the oxo group in the 4-position.	2.46	2	0	oxopentanoic acid; straight-chain saturated fatty acid	plant metabolite
allyl sulfide allyl sulfide: essence of garlic; inhibits CYP2E1	1.98	1	0	organic sulfide
4-cumylphenol [no description available]	2.02	1	0	diarylmethane
alpha-naphthoflavone alpha-naphthoflavone: inhibits P4501A1 and P4501A2; stimulates some activities of P4503A4. alpha-naphthoflavone : An extended flavonoid resulting from the formal fusion of a benzene ring with the h side of flavone. A synthetic compound, it is an inhibitor of aromatase (EC 1.14.14.14).	3.1	1	0	extended flavonoid; naphtho-gamma-pyrone; organic heterotricyclic compound	aryl hydrocarbon receptor agonist; aryl hydrocarbon receptor antagonist; EC 1.14.14.14 (aromatase) inhibitor
dansyl chloride dansyl chloride: RN given refers to unlabeled cpd	7.48	2	0	aminonaphthalene; sulfonic acid derivative
phenylglyoxylic acid phenylglyoxylic acid: styrene metabolite. phenylglyoxylic acid : A 2-oxo monocarboxylic acid that is glyoxylic acid in which the aldehyde hydrogen is substituted by a phenyl group.	2.25	1	0	2-oxo monocarboxylic acid	biomarker; human xenobiotic metabolite
methyl carbonate methyl carbonate: RN given refers to unlabeled parent cpd; structure. dimethyl carbonate : A carbonate ester that is carbonic acid in which both hydrogens are replaced by methyl groups. A flammable, colourless liquid (m.p. 2-4degreeC, b.p. 90degreeC) with a characterstic ester-like odour, it is used as a 'green' methylating agent and as a solvent.	2.21	1	0	carbonate ester	reagent; solvent
2-pyrrolidone 2-pyrrolidone: RN given refers to parent cpd. pyrrolidin-2-one : The simplest member of the class of pyrrolidin-2-ones, consisting of pyrrolidine in which the hydrogens at position 2 are replaced by an oxo group. The lactam arising by the formal intramolecular condensation of the amino and carboxy groups of gamma-aminobutyric acid (GABA).	2.06	1	0	pyrrolidin-2-ones	metabolite; polar solvent
3-isopropylphenol 3-isopropylphenol: RN given refers to parent cpd	2.1	1	0
4-ethylbenzoic acid [no description available]	2	1	0	benzoic acids
3-methylbenzaldehyde 3-methylbenzaldehyde: structure in first source. m-tolualdehyde : A tolualdehyde compound with the methyl substituent at the 3-position.	2.21	1	0	tolualdehyde	plant metabolite
isovanillin isovanillin: inhibits aldehyde oxidase. isovanillin : A member of the class of benzaldehydes that is 4-methoxybenzaldehyde substituted by a hydroxy group at position 3. It is an inhibitor of aldehyde oxidase.	3.72	10	0	benzaldehydes; monomethoxybenzene; phenols	animal metabolite; antidiarrhoeal drug; antifungal agent; EC 1.2.3.1 (aldehyde oxidase) inhibitor; HIV protease inhibitor; plant metabolite
tritriacontane tritriacontane : A long-chain alkane consisting of an unbranched chain of 33 carbon atoms.	2.05	1	0	long-chain alkane
5-chloro-salicylaldehyde 5-chloro-salicylaldehyde: structure in first source	7.49	2	0
2-propylphenol 2-propylphenol : A member of the class of phenols that is phenol which is substituted by a propyl group at position 2.	2.13	1	0	phenols	flavouring agent; plant metabolite
isovanillic acid 3-hydroxy-4-methoxybenzoic acid : A methoxybenzoic acid that is 4-methoxybenzoic acid bearing a hydroxy substituent at position 3.	2.73	3	0	methoxybenzoic acid; monohydroxybenzoic acid	antibacterial agent; plant metabolite
4-propylphenol 4-propylphenol: structure given in first source	3.54	2	0	alkylbenzene
isosorbide Isosorbide: 1,4:3,6-Dianhydro D-glucitol. Chemically inert osmotic diuretic used mainly to treat hydrocephalus; also used in glaucoma.	2.25	1	0	organic molecular entity
methylnitrosourea Methylnitrosourea: A nitrosourea compound with alkylating, carcinogenic, and mutagenic properties.. N-methyl-N-nitrosourea : A member of the class of N-nitrosoureas that is urea in which one of the nitrogens is substituted by methyl and nitroso groups.	3.09	5	0	N-nitrosoureas	alkylating agent; carcinogenic agent; mutagen; teratogenic agent
2,4,6-tri-tert-butylphenol [no description available]	2.05	1	0
ethylnitrosourea Ethylnitrosourea: A nitrosourea compound with alkylating, carcinogenic, and mutagenic properties.. N-ethyl-N-nitrosourea : A member of the class of N-nitrosoureas that is urea in which one of the nitrogens is substituted by ethyl and nitroso groups.	2.92	4	0	N-nitrosoureas	alkylating agent; carcinogenic agent; genotoxin; mutagen
o,p'-ddt o,p'-DDT: RN given refers to cpd without isomeric designation.	2.02	1	0	diarylmethane
ethyl gallate ethyl gallate: used with osmium in procedure for mapping neuronal pathways. ethyl gallate : A gallate ester obtained by the formal condensation of gallic acid with ethanol.	2.1	1	0	gallate ester	plant metabolite
n-methylpyrrolidone 1-methylpyrrolidin-2-one: structure in first source. N-methylpyrrolidin-2-one : A member of the class of pyrrolidine-2-ones that is pyrrolidin-2-one in which the hydrogen attached to the nitrogen is replaced by a methyl group.	2.04	1	0	lactam; N-alkylpyrrolidine; pyrrolidin-2-ones	polar aprotic solvent
hexafluoroisopropanol 1,1,1,3,3,3-hexafluoropropan-2-ol : An organofluorine compound formed by substitution of all the methyl protons in propan-2-ol by fluorine. It is a metabolite of inhalation anesthetic sevoflurane.	3.1	1	0	organofluorine compound; secondary alcohol	drug metabolite
diphenylacetaldehyde diphenylacetaldehyde: structure in first source	2.21	1	0
ethylestrenol Ethylestrenol: An anabolic steroid with some progestational activity and little androgenic effect.. ethylestrenol : A 17beta-hydroxy steroid that is estrane containing a double bond between positions 4 and 5 and substituted by an ethyl group and a hydroxy group at the 17alpha and 17beta positions, respectively. It is an anabolic steroid that has little androgenic effect and only slight progestational activity. It has been used to promote growth in boys with delayed bone growth.	1.94	1	0	17beta-hydroxy steroid; tertiary alcohol	anabolic agent
pyrrole-2-carboxaldehyde 2-pyrrolecarboxaldehyde: structure in first source. pyrrole-2-carboxaldehyde : A pyrrole carrying a formyl substituent at the 2-position.	2.21	1	0	1,3-thiazole-2-carbaldehyde; pyrroles
ethambutol Ethambutol: An antitubercular agent that inhibits the transfer of mycolic acids into the cell wall of the tubercle bacillus. It may also inhibit the synthesis of spermidine in mycobacteria. The action is usually bactericidal, and the drug can penetrate human cell membranes to exert its lethal effect. (From Smith and Reynard, Textbook of Pharmacology, 1992, p863). ethambutol : An ethylenediamine derivative that is ethane-1,2-diamine in which one hydrogen attached to each of the nitrogens is sutstituted by a 1-hydroxybutan-2-yl group (S,S-configuration). It is a bacteriostatic antimycobacterial drug, effective against Mycobacterium tuberculosis and some other mycobacteria. It is used (as the dihydrochloride salt) in combination with other antituberculous drugs in the treatment of pulmonary and extrapulmonary tuberculosis; resistant strains of M. tuberculosis are readily produced if ethambutol is used alone.	2.04	1	0	ethanolamines; ethylenediamine derivative	antitubercular agent; environmental contaminant; xenobiotic
pyridine-2-carboxaldehyde pyridine-2-carboxaldehyde: structure in first source. 2-formylpyridine : A pyridinecarbaldehyde that is pyridine in which the hydrogen at position 2 is replaced by a formyl group.	2.21	1	0	pyridinecarbaldehyde
4-hydroxybenzophenone 4-hydroxybenzophenone: RN given refers to parent cpd	2.02	1	0	benzophenones
4-chloro-2-cresol 4-chloro-2-cresol: metabolite of 2-methyl-4-chlorophenoxyacetic acid & other phenoxyacetic acid herbicides; RN given refers to parent cpd. 4-chloro-2-methylphenol : A member of the class of phenols that is o-cresol in which the hydrogen para to the hydroxy group is replaced by a chlorine.	2.02	1	0	monochlorobenzenes; phenols
monolaurin monolaurin: RN given refers to cpd with unspecified monolaurin locant. 1-monolauroylglycerol : A 1-monoglyceride with dodecanoyl (lauroyl) as the acyl group.. rac-1-monolauroylglycerol : A rac-1-monoacylglycerol comprising equal amounts of 1-lauroyl-sn-glycerol and 3-lauroyl-sn-glycerol	7.25	1	0	1-monoglyceride; dodecanoate ester; rac-1-monoacylglycerol
ammonium hydroxide Ammonium Hydroxide: The hydroxy salt of ammonium ion. It is formed when AMMONIA reacts with water molecules in solution.. ammonium hydroxide : A solution of ammonia in water.	2.05	1	0	inorganic hydroxy compound	food acidity regulator
d-alpha tocopherol Vitamin E: A generic descriptor for all TOCOPHEROLS and TOCOTRIENOLS that exhibit ALPHA-TOCOPHEROL activity. By virtue of the phenolic hydrogen on the 2H-1-benzopyran-6-ol nucleus, these compounds exhibit varying degree of antioxidant activity, depending on the site and number of methyl groups and the type of ISOPRENOIDS.. tocopherol : A collective name for a group of closely related lipids that contain a chroman-6-ol nucleus substituted at position 2 by a methyl group and by a saturated hydrocarbon chain consisting of three isoprenoid units. They are designated as alpha-, beta-, gamma-, and delta-tocopherol depending on the number and position of additional methyl substituents on the aromatic ring. Tocopherols occur in vegetable oils and vegetable oil products, almost exclusively with R,R,R configuration. Tocotrienols differ from tocopherols only in having three double bonds in the hydrocarbon chain.. vitamin E : Any member of a group of fat-soluble chromanols that exhibit biological activity against vitamin E deficiency. The vitamers in this class consists of a chroman-6-ol core which is substituted at position 2 by a methyl group and (also at position 2) either a saturated or a triply-unsaturated hydrocarbon chain consisting of three isoprenoid units. The major function of vitamin E is to act as a natural antioxidant by scavenging free radicals and molecular oxygen.. (R,R,R)-alpha-tocopherol : An alpha-tocopherol that has R,R,R configuration. The naturally occurring stereoisomer of alpha-tocopherol, it is found particularly in sunflower and olive oils.	4.34	6	0	alpha-tocopherol	algal metabolite; antiatherogenic agent; anticoagulant; antioxidant; antiviral agent; EC 2.7.11.13 (protein kinase C) inhibitor; immunomodulator; micronutrient; nutraceutical; plant metabolite
tocopherols [no description available]	2.01	1	0
fenchol fenchol: RN given refers to cpd with unspecified isomeric designation	3.1	1	0
4-n-Butylphenol [no description available]	3.1	1	0	phenols
metaxalone [no description available]	2.05	1	0	aromatic ether
4-hydroxyazobenzene 4-hydroxyazobenzene: structure in first source	3.1	1	0
4-octylphenol 4-octylphenol: xenoestrogen. 4-octylphenol : A member of the class of phenols that is phenol which is substituted at the para- position by an octyl group.	2.02	1	0	phenols	metabolite; surfactant; xenoestrogen
5-chlorouracil 5-chlorouracil : An organochlorine compound consisting of uracil having an chloro substituent at the 5-position.	1.97	1	0	organochlorine compound
4-nitrothiophenolate 4-nitrothiophenolate: RN given refers to parent cpd	3.1	1	0
5 alpha-androstane-3 alpha,17 beta-diol 5alpha-androstane-3alpha,17beta-diol : The 5alpha-stereoisomer of androstane-3alpha,17beta-diol.	3.1	1	0	androstane-3alpha,17beta-diol	Daphnia magna metabolite; human metabolite
s,n,n'-tripropylthiocarbamate Reward: An object or a situation that can serve to reinforce a response, to satisfy a motive, or to afford pleasure.. vernolate : A monounsaturated fatty acid anion that is the conjugate base of vernolic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.	2.6	1	0	tertiary amine
dronabinol Dronabinol: A psychoactive compound extracted from the resin of Cannabis sativa (marihuana, hashish). The isomer delta-9-tetrahydrocannabinol (THC) is considered the most active form, producing characteristic mood and perceptual changes associated with this compound.. Delta(9)-tetrahydrocannabinol : A diterpenoid that is 6a,7,8,10a-tetrahydro-6H-benzo[c]chromene substituted at position 1 by a hydroxy group, positions 6, 6 and 9 by methyl groups and at position 3 by a pentyl group. The principal psychoactive constituent of the cannabis plant, it is used for treatment of anorexia associated with AIDS as well as nausea and vomiting associated with cancer chemotherapy.	2.1	1	0	benzochromene; diterpenoid; phytocannabinoid; polyketide	cannabinoid receptor agonist; epitope; hallucinogen; metabolite; non-narcotic analgesic
aminocarb aminocarb: structure. aminocarb : A carbamate ester that is phenyl methylcarbamate substituted by a dimethylamino group at position 4 and a methyl group at position 3.	2.05	1	0	carbamate ester; toluenes	acaricide; agrochemical; carbamate insecticide; EC 3.1.1.7 (acetylcholinesterase) inhibitor; molluscicide
methiocarb Methiocarb: Insecticide, molluscacide, acaricide.. methiocarb : A carbamate ester obtained by the formal condensation of the phenolic group of 3,5-dimethyl-4-(methylsulfanyl)phenol with the carboxy group of methylcarbamic acid.	2.05	1	0	aryl sulfide; carbamate ester; methyl sulfide	acaricide; agrochemical; avicide; EC 3.1.1.7 (acetylcholinesterase) inhibitor; environmental contaminant; insecticide; molluscicide; xenobiotic
perillaldehyde perillaldehyde: from oil of Perillae herba; has neuropharmacological actions; RN given refers to cpd without isomeric designation; structure in Merck Index, 9th ed, #6956. perillyl aldehyde : An aldehyde that is cyclohex-1-ene-1-carbaldehyde substituted by a prop-1-en-2-yl group at position 4.	2.05	1	0	aldehyde; olefinic compound	human metabolite; mouse metabolite; volatile oil component
menthol (+-)-menthol : A racemate comprising equimolar amounts of (+)- and (-)-menthol. Both (+-)- and (-)-menthol are used to relieve symptoms of conditions such as bronchitis and sinusitis. When applied to the skin, menthol dilates the blood vessels, giving a sensation of coldness followed by an analgesic effect that relieves itching. It is therefore used in creams and ointments for the relief of pruritis and urticaria.. (-)-menthol : A p-menthan-3-ol which has (1R,2S,5R)-stereochemistry. It is the most common naturally occurring enantiomer.	3.1	1	0	p-menthan-3-ol	antipruritic drug; antispasmodic drug; antitussive
2,4,2',4'-tetrachlorobiphenyl 2,4,2',4'-tetrachlorobiphenyl: structure. 2,2',4,4'-tetrachlorobiphenyl : A tetrachlorobiphenyl that is biphenyl in which each of the phenyl groups is substituted at positions 2 and 4 by chlorines.	2.02	1	0	dichlorobenzene; tetrachlorobiphenyl
acetosyringone acetosyringone: plant inducer which induces expression of VirE & VirG in A. tumefaciens. acetosyringone : A member of the class of acetophenones that is 1-phenylethanone substituted by a hydroxy group at position 4 and methoxy groups at positions 3 and 5.	2.98	4	0	acetophenones; dimethoxybenzene; phenols	anti-asthmatic drug; non-narcotic analgesic; non-steroidal anti-inflammatory drug; peripheral nervous system drug; plant metabolite
promecarb promecarb: structure	2.05	1	0	alkylbenzene
hydroxyphenytoin hydroxyphenytoin: main metabolite of diphenylhydantoin; reduces Na(+) inhibition at high Na:K ratios; RN given refers to cpd without isomeric designation; structure. 4-hydroxyphenytoin : A imidazolidine-2,4-dione that consists of hydantoin bearing phenyl and 4-hydroxyphenyl substituents at position 5.	3.1	1	0	imidazolidine-2,4-dione; phenols	metabolite
methional [no description available]	2.01	1	0	aliphatic sulfide	prostaglandin antagonist
sabinene sabinene: RN given refers to cpd without isomeric designation. sabinene : A thujene that is a bicyclic monoterpene isolated from the essential oils of various plant species.	2.02	1	0	thujene	plant metabolite
mannose mannopyranose : The pyranose form of mannose.	2.02	1	0	D-aldohexose; D-mannose; mannopyranose	metabolite
dithiothreitol 1,4-dimercaptobutane-2,3-diol : A glycol that is butane-2,3-diol in which a hydrogen from each of the methyl groups is replaced by a thiol group.. 1,4-dithiothreitol : The threo-diastereomer of 1,4-dimercaptobutane-2,3-diol.	2.15	1	0	1,4-dimercaptobutane-2,3-diol; butanediols; dithiol; glycol; thiol	chelator; human metabolite; reducing agent
azo rubin s azo rubin S: RN given refers to parent cpd; structure	2.08	1	0
n-butylbenzenesulfonamide N-butylbenzenesulfonamide: a neurotoxic plasticising agent. N-butylbenzenesulfonamide : A sulfonamide that is benzenesulfonamide substituted by a butyl group at the nitrogen atom. It has been isolated from the plant Prunus africana and has been shown to exhibit antiandrogenic activity.	2.03	1	0	sulfonamide	neurotoxin; plant metabolite
furaneol furaneol: RN given refers to compound with no isomeric designation. 4-hydroxy-2,5-dimethylfuran-3-one : A member of the class of furans that is 2,5-dimethylfuran carrying additional oxo and hydroxy groups at positions 3 and 4 respectively. It has been found particularly in strawberries and other such fruits.	2.42	2	0	cyclic ketone; enol; furans	flavouring agent; fragrance; plant metabolite
streptomycin [no description available]	2.41	1	0	antibiotic antifungal drug; antibiotic fungicide; streptomycins	antibacterial drug; antifungal agrochemical; antimicrobial agent; antimicrobial drug; bacterial metabolite; protein synthesis inhibitor
carbonates Carbonates: Salts or ions of the theoretical carbonic acid, containing the radical CO2(3-). Carbonates are readily decomposed by acids. The carbonates of the alkali metals are water-soluble; all others are insoluble. (From Grant & Hackh's Chemical Dictionary, 5th ed). carbonates : Organooxygen compounds that are salts or esters of carbonic acid, H2CO3.	2.69	2	0	carbon oxoanion
butylhydroxybutylnitrosamine Butylhydroxybutylnitrosamine: A substituted carcinogenic nitrosamine.. N-butyl-N-(4-hydroxybutyl)nitrosamine : A nitrosamine that has butyl and 4-hydroxybutyl substituents. In mice, it causes high-grade, invasive cancers in the urinary bladder, but not in any other tissues.	1.98	1	0	nitrosamine; primary alcohol	carcinogenic agent
Brilliant Blue brilliant blue: coal tar derivative food dye; used as the di-NH4 or di-Na salts; RN given refers to parent cpd	2.08	1	0	organic molecular entity
methyl vanillate methyl vanillate: isolated from Hovenia dulcis. methyl vanillate : A benzoate ester that is the methyl ester of vanillic acid.	2.13	1	0	aromatic ether; benzoate ester; phenols	antioxidant; plant metabolite
mono-(2-ethylhexyl)phthalate mono-(2-ethylhexyl)phthalate: RN given refers to parent cpd. mono(2-ethylhexyl) phthalate : The mono(2-ethylhexyl) ester of benzene-1,2-dicarboxylic acid.	3.1	1	0	phthalic acid monoester
2,4,5-trimethoxybenzaldehyde asaronaldehyde: from Piper clusii (Piperaceae); structure in first source	2.03	1	0	carbonyl compound
1-naphthalenemethanol 1-naphthalenemethanol: structure given in first source. (1-naphthyl)methanol : A naphthylmethanol that is methanol in which one of the hydrogens of the methyl group is replaced by a naphthalen-1-yl group.	3.1	1	0	naphthylmethanol	mouse metabolite
ethyl maltol ethyl maltol: structure given in first source	7.83	3	0	pyranone
metanephrine Metanephrine: Product of epinephrine O-methylation. It is a commonly occurring, pharmacologically and physiologically inactive metabolite of epinephrine.	7.37	2	0	catecholamine
dexpropranolol [no description available]	3.1	1	0	propranolol
carboxin Carboxin: A systemic agricultural fungicide and seed treatment agent.. carboxin : An anilide obtained by formal condensation of the amino group of aniline with the carboxy group of 2-methyl-5,6-dihydro-1,4-oxathiine-3-carboxylic acid. A fungicide for control of bunts and smuts that is normally used as a seed treatment.	2.03	1	0	anilide fungicide; anilide; enamide; organosulfur heterocyclic compound; oxacycle; secondary carboxamide	antifungal agrochemical; EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor
raspberry ketone rheosmin: an NSAID that blocks NF-kappaB activation; isolated from Pinus densiflora; structure in first source. raspberry ketone : A ketone that is 4-phenylbutan-2-one in which the phenyl ring is substituted at position 4 by a hydroxy group. It is found in a variety of fruits including raspberries, blackberries and cranberries, and is used in perfumery and cosmetics.	3.13	1	0	methyl ketone; phenols	androgen antagonist; cosmetic; flavouring agent; fragrance; hepatoprotective agent; metabolite
vidarabine adenine arabinoside : A purine nucleoside in which adenine is attached to arabinofuranose via a beta-N(9)-glycosidic bond.	2.45	2	0	beta-D-arabinoside; purine nucleoside	antineoplastic agent; bacterial metabolite; nucleoside antibiotic
limonene Limonene: A naturally-occurring class of MONOTERPENES which occur as a clear colorless liquid at room temperature. Limonene is the major component in the oil of oranges which has many uses, including as flavor and fragrance. It is recognized as safe in food by the Food and Drug Administration (FDA).. limonene : A monoterpene that is cyclohex-1-ene substituted by a methyl group at position 1 and a prop-1-en-2-yl group at position 4 respectively.	2.45	2	0	cycloalkene; p-menthadiene	human metabolite
manganese Manganese: A trace element with atomic symbol Mn, atomic number 25, and atomic weight 54.94. It is concentrated in cell mitochondria, mostly in the pituitary gland, liver, pancreas, kidney, and bone, influences the synthesis of mucopolysaccharides, stimulates hepatic synthesis of cholesterol and fatty acids, and is a cofactor in many enzymes, including arginase and alkaline phosphatase in the liver. (From AMA Drug Evaluations Annual 1992, p2035). manganese(4+) : A manganese cation that is monoatomic and has a formal charge of +4.	3.48	2	0	elemental manganese; manganese group element atom	Escherichia coli metabolite; micronutrient
mercury Mercury: A silver metallic element that exists as a liquid at room temperature. It has the atomic symbol Hg (from hydrargyrum, liquid silver), atomic number 80, and atomic weight 200.59. Mercury is used in many industrial applications and its salts have been employed therapeutically as purgatives, antisyphilitics, disinfectants, and astringents. It can be absorbed through the skin and mucous membranes which leads to MERCURY POISONING. Because of its toxicity, the clinical use of mercury and mercurials is diminishing.. mercury(0) : Elemental mercury of oxidation state zero.	2.93	4	0	elemental mercury; zinc group element atom	neurotoxin
palladium Palladium: A chemical element having an atomic weight of 106.4, atomic number of 46, and the symbol Pd. It is a white, ductile metal resembling platinum, and following it in abundance and importance of applications. It is used in dentistry in the form of gold, silver, and copper alloys.. palladium : Chemical element (nickel group element atom) with atomic number 46.	2.77	3	0	metal allergen; nickel group element atom; platinum group metal atom
platinum Platinum: A heavy, soft, whitish metal, resembling tin, with atomic number 78, atomic weight 195.084, symbol Pt. It is used in manufacturing equipment for laboratory and industrial use. It occurs as a black powder (platinum black) and as a spongy substance (spongy platinum) and may have been known in Pliny's time as alutiae.	7.58	2	0	elemental platinum; nickel group element atom; platinum group metal atom
rhodium Rhodium: A hard and rare metal of the platinum group, atomic number 45, atomic weight 102.905, symbol Rh.. rhodium atom : A cobalt group element atom of atomic number 45.	2.05	1	0	cobalt group element atom
silver Silver: An element with the atomic symbol Ag, atomic number 47, and atomic weight 107.87. It is a soft metal that is used medically in surgical instruments, dental prostheses, and alloys. Long-continued use of silver salts can lead to a form of poisoning known as ARGYRIA.	7.49	2	0	copper group element atom; elemental silver	Escherichia coli metabolite
titanium Titanium: A dark-gray, metallic element of widespread distribution but occurring in small amounts with atomic number, 22, atomic weight, 47.867 and symbol, Ti; specific gravity, 4.5; used for fixation of fractures.	4.41	4	1	titanium group element atom
tungsten Tungsten: A metallic element with the atomic symbol W, atomic number 74, and atomic weight 183.85. It is used in many manufacturing applications, including increasing the hardness, toughness, and tensile strength of steel; manufacture of filaments for incandescent light bulbs; and in contact points for automotive and electrical apparatus.	2.15	1	0	chromium group element atom	micronutrient
cadmium Cadmium: An element with atomic symbol Cd, atomic number 48, and atomic weight 112.41. It is a metal and ingestion will lead to CADMIUM POISONING.. elemental cadmium : An element in the zinc group of the periodic table with atomic number 48, atomic mass 112, M.P. 321degreeC, and B.P. 765degreeC). An odourless, tasteless, and highly poisonous soft, ductile, lustrous metal with electropositive properties. It has eight stable isotopes: (106)Cd, (108)Cd,(110)Cd, (111)Cd, (112)Cd, (113)Cd, (114)Cd and (116)Cd, with (112)Cd and (114)Cd being the most common.	8.91	3	0	cadmium molecular entity; zinc group element atom
cerium Cerium: An element of the rare earth family of metals. It has the atomic symbol Ce, atomic number 58, and atomic weight 140.12. Cerium is a malleable metal used in industrial applications.	2.39	2	0	f-block element atom; lanthanoid atom
chromium Chromium: A trace element that plays a role in glucose metabolism. It has the atomic symbol Cr, atomic number 24, and atomic weight 52. According to the Fourth Annual Report on Carcinogens (NTP85-002,1985), chromium and some of its compounds have been listed as known carcinogens.. chromium ion : An chromium atom having a net electric charge.. chromium atom : A chromium group element atom that has atomic number 24.	3.35	1	0	chromium group element atom; metal allergen	micronutrient
gold Gold: A yellow metallic element with the atomic symbol Au, atomic number 79, and atomic weight 197. It is used in jewelry, goldplating of other metals, as currency, and in dental restoration. Many of its clinical applications, such as ANTIRHEUMATIC AGENTS, are in the form of its salts.	4.84	8	0	copper group element atom; elemental gold
vanadium Vanadium: A metallic element with the atomic symbol V, atomic number 23, and atomic weight 50.94. It is used in the manufacture of vanadium steel. Prolonged exposure can lead to chronic intoxication caused by absorption usually via the lungs.	3.47	2	0	elemental vanadium; vanadium group element atom	micronutrient
ytterbium Ytterbium: An element of the rare earth family of metals. It has the atomic symbol Yb, atomic number 70, and atomic weight 173. Ytterbium has been used in lasers and as a portable x-ray source.	2.05	1	0	f-block element atom; lanthanoid atom
aluminum chloride Aluminum Chloride: A compound with the chemical formula AlCl3; the anhydrous salt is used as a catalyst in organic chemical synthesis, and hydrated salts are used topically as antiperspirants, and for the management of HYPERHYDROSIS.	2.63	2	0	aluminium coordination entity	Lewis acid
mercuric chloride Mercuric Chloride: Mercury chloride (HgCl2). A highly toxic compound that volatizes slightly at ordinary temperature and appreciably at 100 degrees C. It is corrosive to mucous membranes and used as a topical antiseptic and disinfectant.. mercury dichloride : A mercury coordination entity made up of linear triatomic molecules in which a mercury atom is bonded to two chlorines. Water-soluble, it is highly toxic. Once used in a wide variety of applications, including preserving wood and anatomical specimens, embalming and disinfecting, as an intensifier in photography, as a mordant for rabbit and beaver furs, and freeing gold from lead, its use has markedly declined as less toxic alternatives have been developed.	7.31	1	0	mercury coordination entity	sensitiser
hypochlorous acid Hypochlorous Acid: An oxyacid of chlorine (HClO) containing monovalent chlorine that acts as an oxidizing or reducing agent.. hypochlorous acid : A chlorine oxoacid with formula HOCl; a weak, unstable acid, it is the active form of chlorine in water.	2.03	1	0	chlorine oxoacid; reactive oxygen species	EC 2.5.1.18 (glutathione transferase) inhibitor; EC 3.1.1.7 (acetylcholinesterase) inhibitor; human metabolite
camptothecin NSC 100880: carboxylate (opened lactone) form of camptothecin; RN refers to (S)-isomer; structure given in first source	2.44	2	0	delta-lactone; pyranoindolizinoquinoline; quinoline alkaloid; tertiary alcohol	antineoplastic agent; EC 5.99.1.2 (DNA topoisomerase) inhibitor; genotoxin; plant metabolite
bromine Bromine: A halogen with the atomic symbol Br, atomic number 35, and atomic weight 79.904. It is a volatile reddish-brown liquid that gives off suffocating vapors, is corrosive to the skin, and may cause severe gastroenteritis if ingested.	2.46	2	0	diatomic bromine
tricalcium phosphate tricalcium phosphate: a form of tricalcium phosphate used as bioceramic bone replacement material; see also records for alpha-tricalcium phosphate, beta-tricalcium phosphate, calcium phosphate; apatitic tricalcium phosphate Ca9(HPO4)(PO4)5(OH) is the calcium orthophosphate leading to beta tricalcium phosphate Ca3(PO4)2 (b-TCP). calcium phosphate : A calcium salt composed of calcium and phosphate/diphosphate ions; present in milk and used for the mineralisation of calcified tissues.	2.17	1	0	calcium phosphate
deuterium Deuterium: The stable isotope of hydrogen. It has one neutron and one proton in the nucleus.	3.64	9	0	dihydrogen
chlorine Chlorine: An element with atomic symbol Cl, atomic number 17, and atomic weight 35, and member of the halogen family.	2.03	1	0	diatomic chlorine; gas molecular entity	bleaching agent
deuterium oxide Deuterium Oxide: The isotopic compound of hydrogen of mass 2 (deuterium) with oxygen. (From Grant & Hackh's Chemical Dictionary, 5th ed) It is used to study mechanisms and rates of chemical or nuclear reactions, as well as biological processes.	2.44	2	0	deuterated compound; water	NMR solvent
fluorosulfonic acid perfluorosulfonic acid: sulfonated tetrafluoroethylene-based fluoropolymer–copolymer	2.15	1	0	sulfur oxoacid	NMR solvent
butylated hydroxyanisole [no description available]	3.1	1	0
propham propham: minor descriptor (72-85); on-line & Index Medicus search HERBICIDES, CARBAMATE (72-85); RN given refers to parent cpd. propham : A carbamate ester that is the isopropyl ester of phenylcarbamic acid. It is a selective herbicide used for the control of annual grasses and some broad-leaf weeds and is also a growth regulator for control of sprouting in stored potatoes.	2.05	1	0	benzenes; carbamate ester	herbicide; plant growth retardant
phenmedipham phenmedipham: minor descriptor (72-84); on-line search CARBAMATES (72-84); Index Medicus search HERBICIDES, CARBAMATE (75-84), CARBAMATES (72-75). phenmedipham : A carbamate ester that is (3-methylphenyl)carbamic acid in which the hydrogen of the hydroxy group has been replaced by a 3-[(methoxycarbonyl)amino]phenyl group.	2.05	1	0	carbamate ester	environmental contaminant; herbicide; xenobiotic
ozone Ozone: The unstable triatomic form of oxygen, O3. It is a powerful oxidant that is produced for various chemical and industrial uses. Its production is also catalyzed in the ATMOSPHERE by ULTRAVIOLET RAY irradiation of oxygen or other ozone precursors such as VOLATILE ORGANIC COMPOUNDS and NITROGEN OXIDES. About 90% of the ozone in the atmosphere exists in the stratosphere (STRATOSPHERIC OZONE).. ozone : An elemental molecule with formula O3. An explosive, pale blue gas (b.p. -112degreeC) that has a characteristic, pungent odour, it is continuously produced in the upper atmosphere by the action of solar ultraviolet radiation on atmospheric oxygen. It is an antimicrobial agent used in the production of bottled water, as well as in the treatment of meat, poultry and other foodstuffs.	7.44	2	0	elemental molecule; gas molecular entity; reactive oxygen species; triatomic oxygen	antiseptic drug; disinfectant; electrophilic reagent; greenhouse gas; mutagen; oxidising agent; tracer
ammonium ferric sulfate ammonium ferrous sulfate: supplies nutritional iron. ferrous ammonium sulfate (anhydrous) : A compound of ammonium, iron and sulfate in which the ratio of ammonium to iron(2+) to sulfate ions is 2:1:2.	2.03	1	0	ammonium salt; iron molecular entity; metal sulfate	ferroptosis inducer
sodium selenite disodium selenite : An inorganic sodium salt composed of sodium and selenite ions in a 2:1 ratio.	1.97	1	0	inorganic sodium salt; selenite salt	nutraceutical
cadmium chloride Cadmium Chloride: A cadmium halide in the form of colorless crystals, soluble in water, methanol, and ethanol. It is used in photography, in dyeing, and calico printing, and as a solution to precipitate sulfides. (McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed). cadmium dichloride : A cadmium coordination entity in which cadmium(2+) and Cl(-) ions are present in the ratio 2:1. Although considered to be ionic, it has considerable covalent character to its bonding.	3.07	3	0	cadmium coordination entity
ammonium sulfide [no description available]	2.05	1	0
ac 45594 [no description available]	2.02	1	0	aromatic ether
3-hydroxybenzo(a)pyrene 3-hydroxybenzo(a)pyrene: RN given refers to unlabeled parent cpd	3.1	1	0	ortho- and peri-fused polycyclic arene
titanium dioxide titanium dioxide: used medically as protectant against externally caused irritation & sunlight; high concentrations of dust may cause irritation to respiratory tract; RN given refers to titanium oxide (TiO2); structure. titanium dioxide : A titanium oxide with the formula TiO2. A naturally occurring oxide sourced from ilmenite, rutile and anatase, it has a wide range of applications.	4.16	3	1	titanium oxides	food colouring
tiletamine hydrochloride Cyclohexanones: Cyclohexane ring substituted by one or more ketones in any position.. cyclohexanones : Any alicyclic ketone based on a cyclohexane skeleton and its substituted derivatives thereof.	2.36	2	0
levamisole Levamisole: An antihelminthic drug that has been tried experimentally in rheumatic disorders where it apparently restores the immune response by increasing macrophage chemotaxis and T-lymphocyte function. Paradoxically, this immune enhancement appears to be beneficial in rheumatoid arthritis where dermatitis, leukopenia, and thrombocytopenia, and nausea and vomiting have been reported as side effects. (From Smith and Reynard, Textbook of Pharmacology, 1991, p435-6). levamisole : A 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole that has S configuration. It is used (generally as the monohydrochloride salt) to treat parasitic worm infections in pigs, sheep and cattle and was formerly used in humans as an adjuvant to chemotherapy for the treatment of various cancers. It is also widely used as an adulterant to coccaine.	2.08	1	0	6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole	antinematodal drug; antirheumatic drug; EC 3.1.3.1 (alkaline phosphatase) inhibitor; immunological adjuvant; immunomodulator
4-n-Pentylphenol [no description available]	3.1	1	0	phenols
cromolyn sodium Cromolyn Sodium: A chromone complex that acts by inhibiting the release of chemical mediators from sensitized MAST CELLS. It is used in the prophylactic treatment of both allergic and exercise-induced asthma, but does not affect an established asthmatic attack.. disodium cromoglycate : An organic sodium salt that is the disodium salt of cromoglycic acid.	3.37	1	1	organic sodium salt	anti-asthmatic drug; drug allergen
ethephon (2-chloroethyl)phosphonic acid: structure in first source. (2-chloroethyl)phosphonic acid : A phosphonic acid compound having a 2-chloroethyl substituent attached to the P-atom.	2.03	1	0	phosphonic acids	plant growth regulator
9-hydroxybenzo(a)pyrene 9-hydroxybenzo(a)pyrene: RN given refers to unlabeled parent cpd	3.1	1	0	ortho- and peri-fused polycyclic arene
metergoline Metergoline: A dopamine agonist and serotonin antagonist. It has been used similarly to BROMOCRIPTINE as a dopamine agonist and also for MIGRAINE DISORDERS therapy.. metergoline : An ergoline alkaloid that is the N-benzyloxycarbonyl derivative of lysergamine. A 5-HT2 antagonist. Also 5-HT1 antagonist and 5-HT1D ligand. Has moderate affinity for 5-HT6 and high affinity for 5-HT7.	2.05	1	0	carbamate ester; ergoline alkaloid	dopamine agonist; geroprotector; serotonergic antagonist
benomyl [no description available]	2.05	1	0	aromatic amide; benzimidazole fungicide; benzimidazoles; benzimidazolylcarbamate fungicide; carbamate ester	acaricide; anthelminthic drug; antifungal agrochemical; microtubule-destabilising agent; tubulin modulator
chromium chromium hexavalent ion: a human respiratory carcinogen	3.35	1	0	chromium cation; monoatomic hexacation
oxadiazon oxadiazon: manufactured by the Societe Rhone-poulenc, France; structure	2.05	1	0	aromatic ether
geosmin geosmin: earthy smelling cpd from sediment in Lake Biwa; structure. (-)-geosmin : The (-)-stereoisomer of geosmin, having 4S,4aS,8aR configuration.	2.06	1	0	geosmin
reactive orange [no description available]	2.04	1	0
iodine [no description available]	2.03	1	0	halide anion; monoatomic iodine	human metabolite
daunorubicin Daunorubicin: A very toxic anthracycline aminoglycoside antineoplastic isolated from Streptomyces peucetius and others, used in treatment of LEUKEMIA and other NEOPLASMS.. anthracycline : Anthracyclines are polyketides that have a tetrahydronaphthacenedione ring structure attached by a glycosidic linkage to the amino sugar daunosamine.. daunorubicin : A natural product found in Actinomadura roseola.	3.1	1	0	aminoglycoside antibiotic; anthracycline; p-quinones; tetracenequinones	antineoplastic agent; bacterial metabolite
mercuric oxide mercuric oxide: RN given refers to cpd with MF of Hg-O	6.92	1	0
zingerone zingerone: pungent principle of ginger; structure. zingerone : A methyl ketone that is 4-phenylbutan-2-one in which the phenyl ring is substituted at positions 3 and 4 by methoxy and hydroxy groups respectively. The major pungent component in ginger.	3	4	0	methyl ketone; monomethoxybenzene; phenols	anti-inflammatory agent; antiemetic; antioxidant; flavouring agent; fragrance; plant metabolite; radiation protective agent
phenyl acetate phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.	4.16	16	0	benzenes; phenyl acetates
n-phenylethanolamine [no description available]	3.1	1	0	aralkylamine
4-ethylphenol 4-ethylphenol: RN given refers to parent cpd. 4-ethylphenol : A member of the class of phenols carrying an ethyl substituent at position 4.	4.24	5	0	phenols	fungal xenobiotic metabolite
4-anisaldehyde 4-anisaldehyde: RN given refers to cpd with specified locants for methoxy moieties; structure in Merck, 9th ed, #696. p-methoxybenzaldehyde : A member of the class of benzaldehydes consisting of benzaldehyde itself carrying a methoxy substituent at position 4.	4.05	14	0	benzaldehydes	bacterial metabolite; human urinary metabolite; insect repellent; plant metabolite
butyl acetate butyl acetate: structure. butyl acetate : The acetate ester of butanol.	2.07	1	0	acetate ester	metabolite
nonanal nonanal : A saturated fatty aldehyde formally arising from reduction of the carboxy group of nonanoic acid. Metabolite observed in cancer metabolism.	2.21	1	0	medium-chain fatty aldehyde; n-alkanal; saturated fatty aldehyde	human metabolite; plant metabolite
ursodeoxycholic acid Ursodeoxycholic Acid: An epimer of chenodeoxycholic acid. It is a mammalian bile acid found first in the bear and is apparently either a precursor or a product of chenodeoxycholate. Its administration changes the composition of bile and may dissolve gallstones. It is used as a cholagogue and choleretic.. ursodeoxycholic acid : A bile acid found in the bile of bears (Ursidae) as a conjugate with taurine. Used therapeutically, it prevents the synthesis and absorption of cholesterol and can lead to the dissolution of gallstones.. ursodeoxycholate : A bile acid anion that is the conjugate base of ursodeoxycholic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.	3.1	1	0	bile acid; C24-steroid; dihydroxy-5beta-cholanic acid	human metabolite; mouse metabolite
pregnanolone Pregnanolone: A pregnane found in the urine of pregnant women and sows. It has anesthetic, hypnotic, and sedative properties.. 3alpha-hydroxy-5beta-pregnan-20-one : The 3alpha-stereoisomer of 3-hydroxy-5beta-pregnan-20-one.	3.1	1	0	3-hydroxy-5beta-pregnan-20-one; 3alpha-hydroxy steroid	human metabolite; intravenous anaesthetic; sedative
butylated hydroxytoluene 2,6-di-tert-butyl-4-methylphenol : A member of the class of phenols that is 4-methylphenol substituted by tert-butyl groups at positions 2 and 6.	3.1	1	0	phenols	antioxidant; ferroptosis inhibitor; food additive; geroprotector
silybin silibinin : A flavonolignan isolated from milk thistle, Silybum marianum, that has been shown to exhibit antioxidant and antineoplastic activities.	2.05	1	0	aromatic ether; benzodioxine; flavonolignan; polyphenol; secondary alpha-hydroxy ketone	antineoplastic agent; antioxidant; hepatoprotective agent; plant metabolite
benzonidazole benzonidazole: used in treatment of Chagas' disease. benznidazole : A monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2-nitroimidazol-1-yl)acetic acid with the aromatic amino group of benzylamine. Used for treatment of Chagas disease.	2.17	1	0	C-nitro compound; imidazoles; monocarboxylic acid amide	antiprotozoal drug
8-bromo cyclic adenosine monophosphate 8-Bromo Cyclic Adenosine Monophosphate: A long-acting derivative of cyclic AMP. It is an activator of cyclic AMP-dependent protein kinase, but resistant to degradation by cyclic AMP phosphodiesterase.. 8-Br-cAMP : A 3',5'-cyclic purine nucleotide that is 3',5'-cyclic AMP bearing an additional bromo substituent at position 8 on the adenine ring. An activator of cyclic AMP-dependent protein kinase, but resistant to degradation by cyclic AMP phosphodiesterase.	2.03	1	0	3',5'-cyclic purine nucleotide; adenyl ribonucleotide; organobromine compound	antidepressant; protein kinase agonist
alkenes [no description available]	2.49	2	0
glutamic acid Glutamic Acid: A non-essential amino acid naturally occurring in the L-form. Glutamic acid is the most common excitatory neurotransmitter in the CENTRAL NERVOUS SYSTEM.. glutamic acid : An alpha-amino acid that is glutaric acid bearing a single amino substituent at position 2.	2.17	1	0	glutamic acid; glutamine family amino acid; L-alpha-amino acid; proteinogenic amino acid	Escherichia coli metabolite; ferroptosis inducer; micronutrient; mouse metabolite; neurotransmitter; nutraceutical
azoxymethane Azoxymethane: A potent carcinogen and neurotoxic compound. It is particularly effective in inducing colon carcinomas.	2.52	2	0
sodium azide Sodium Azide: A cytochrome oxidase inhibitor which is a nitridizing agent and an inhibitor of terminal oxidation. (From Merck Index, 12th ed). sodium azide : The sodium salt of hydrogen azide (hydrazoic acid).	2.04	1	0	inorganic sodium salt	antibacterial agent; explosive; mitochondrial respiratory-chain inhibitor; mutagen
toloxatone toloxatone: oxazolidinone derivative; psychotropic drug; structure. toloxatone : A racemate consisting of equimolar amounts of (R)- and (S)-toloxatone. It is a reversible monoamine oxidase A inhibitor and antidepressant.. 5-(hydroxymethyl)-3-(3-methylphenyl)-1,3-oxazolidin-2-one : A member of the class of oxazolidinones that is 5-(hydroxymethyl)-1,3-oxazolidin-2-one substituted by a 3-methylphenyl group at position 3.	2.05	1	0	oxazolidinone; primary alcohol; toluenes
zidovudine Zidovudine: A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by an azido group. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is a potent inhibitor of HIV replication, acting as a chain-terminator of viral DNA during reverse transcription. It improves immunologic function, partially reverses the HIV-induced neurological dysfunction, and improves certain other clinical abnormalities associated with AIDS. Its principal toxic effect is dose-dependent suppression of bone marrow, resulting in anemia and leukopenia.. zidovudine : A pyrimidine 2',3'-dideoxyribonucleoside compound having a 3'-azido substituent and thymine as the nucleobase.	4.42	2	0	azide; pyrimidine 2',3'-dideoxyribonucleoside	antimetabolite; antiviral drug; HIV-1 reverse transcriptase inhibitor
3,4,5,3',4',5'-hexachlorobiphenyl [no description available]	2.03	1	0	hexachlorobiphenyl; trichlorobenzene
paclitaxel Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).	3.17	1	0	taxane diterpenoid; tetracyclic diterpenoid	antineoplastic agent; human metabolite; metabolite; microtubule-stabilising agent
substance p [no description available]	2	1	0	peptide	neurokinin-1 receptor agonist; neurotransmitter; vasodilator agent
6-hydroxybenzo(a)pyrene 6-hydroxybenzo(a)pyrene: RN given refers to parent cpd; structure in first source	3.1	1	0	ortho- and peri-fused polycyclic arene
promegestone Promegestone: A synthetic progestin which is useful for the study of progestin distribution and progestin tissue receptors, as it is not bound by transcortin and binds to progesterone receptors with a higher association constant than progesterone.. promegestone : A progestin consisting of 17beta-propionylestra-4,9-dien-3-one substituted at position 17 by a methyl group.	2.02	1	0	20-oxo steroid; 3-oxo-Delta(4) steroid	antineoplastic agent; progesterone receptor agonist; progestin
2,4'-dichlorobiphenyl 2,4'-dichlorobiphenyl: RN given refers to unlabeled cpd. 2,4'-dichlorobiphenyl : A dichlorobiphenyl that is chlorobenzene in which the hydrogen at position 2 has been replaced by a 4-chlorophenyl group.	2.02	1	0	dichlorobiphenyl; monochlorobenzenes
amikacin Amikacin: A broad-spectrum antibiotic derived from KANAMYCIN. It is reno- and oto-toxic like the other aminoglycoside antibiotics.. amikacin : An amino cyclitol glycoside that is kanamycin A acylated at the N-1 position by a 4-amino-2-hydroxybutyryl group.	2.48	2	0	alpha-D-glucoside; amino cyclitol glycoside; aminoglycoside; carboxamide	antibacterial drug; antimicrobial agent; nephrotoxin
3-phenoxybenzaldehyde [no description available]	2.21	1	0
methyldopa Methyldopa: An alpha-2 adrenergic agonist that has both central and peripheral nervous system effects. Its primary clinical use is as an antihypertensive agent.. alpha-methyl-L-dopa : A derivative of L-tyrosine having a methyl group at the alpha-position and an additional hydroxy group at the 3-position on the phenyl ring.	1.94	1	0	L-tyrosine derivative; non-proteinogenic L-alpha-amino acid	alpha-adrenergic agonist; antihypertensive agent; hapten; peripheral nervous system drug; sympatholytic agent
vinclozolin vinclozolin : A racemate comprising equimolar amounts of (R)- and (S)-vinclozolin. A fungicide used mainly on oilseed rape, vines, fruit and vegetables to control Botrytis, Sclerotinia and Monilia spp.. 3-(3,5-dichlorophenyl)-5-ethenyl-5-methyl-2,4-oxazolidinedione : A member of the class of oxazolidinones that is 5-ethenyl-5-methyl-2,4-oxazolidinedione in which the imide hydrogen is replaced by a 3,5-dichlorophenyl group.	2.05	1	0	dicarboximide; dichlorobenzene; olefinic compound; oxazolidinone
dexibuprofen dexibuprofen: structure in first source	3.1	1	0	ibuprofen	non-narcotic analgesic; non-steroidal anti-inflammatory drug
benoxaprofen benoxaprofen: RN given refers to parent cpd; structure. benoxaprofen : A monocarboxylic acid that is propionic acid substituted at position 2 by a 2-(4-chlorophenyl)-1,3-benzoxazol-5-yl group. It was used as a non-steroidal anti-inflammatory drug until 1982 when it was withdrawn from the market due to adverse side-effects including liver necrosis, photosensitivity, and carcinogenicity in animals.	3.1	1	0	1,3-benzoxazoles; monocarboxylic acid; monochlorobenzenes	antipsoriatic; antipyretic; EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor; hepatotoxic agent; nephrotoxin; non-narcotic analgesic; non-steroidal anti-inflammatory drug; protein kinase C agonist
thidiazuron [no description available]	2.05	1	0	ureas
6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid [no description available]	3.12	5	0	chromanol; monocarboxylic acid; phenols	antioxidant; ferroptosis inhibitor; neuroprotective agent; radical scavenger; Wnt signalling inhibitor
diisopropanolnitrosamine diisopropanolnitrosamine: experimental carcinogen. N,N-bis(2-hydroxypropyl)nitrosamine : A nitrosamine that is dipropylamine in which the hydrogen attached to the nitrogen has been replaced by a nitroso group. It is a genotoxic carcinogen, targeting the lung, liver, thyroid, and kidney.	1.98	1	0	diol; nitrosamine; secondary alcohol	carcinogenic agent
oxfendazole [no description available]	2.05	1	0	benzimidazoles; carbamate ester; sulfoxide	antinematodal drug
2-hydroxybenzo(a)pyrene 2-hydroxybenzo(a)pyrene: RN given refers to parent cpd; structure in first source	3.1	1	0	ortho- and peri-fused polycyclic arene
captopril Captopril: A potent and specific inhibitor of PEPTIDYL-DIPEPTIDASE A. It blocks the conversion of ANGIOTENSIN I to ANGIOTENSIN II, a vasoconstrictor and important regulator of arterial blood pressure. Captopril acts to suppress the RENIN-ANGIOTENSIN SYSTEM and inhibits pressure responses to exogenous angiotensin.. captopril : A L-proline derivative in which L-proline is substituted on nitrogen with a (2S)-2-methyl-3-sulfanylpropanoyl group. It is used as an anti-hypertensive ACE inhibitor drug.	2.15	1	0	alkanethiol; L-proline derivative; N-acylpyrrolidine; pyrrolidinemonocarboxylic acid	antihypertensive agent; EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor
colforsin Colforsin: Potent activator of the adenylate cyclase system and the biosynthesis of cyclic AMP. From the plant COLEUS FORSKOHLII. Has antihypertensive, positive inotropic, platelet aggregation inhibitory, and smooth muscle relaxant activities; also lowers intraocular pressure and promotes release of hormones from the pituitary gland.	2.03	1	0	acetate ester; cyclic ketone; labdane diterpenoid; organic heterotricyclic compound; tertiary alpha-hydroxy ketone; triol	adenylate cyclase agonist; anti-HIV agent; antihypertensive agent; plant metabolite; platelet aggregation inhibitor; protein kinase A agonist
talniflumate talniflumate: an anti-inflammatory molecule for the treatment of cystic fibrosis, chronic obstructive pulmonary disease and asthma	2.05	1	0	benzofurans
fenoxycarb fenoxycarb: used against mosquitoes (Diptera:Culicidae); structure given in first source. fenoxycarb : A carbamate ester that is the O-ethyl carbamate of 2-(4-phenoxyphenoxy)ethylamine.	2.05	1	0	aromatic ether; carbamate ester	environmental contaminant; insecticide; juvenile hormone mimic; xenobiotic
flupirtine flupirtine: RN given refers to parent cpd without isomeric designation	2.05	1	0	aminopyridine
2-amino-3-methylimidazo(4,5-f)quinoline 2-amino-3-methylimidazo(4,5-f)quinoline: mutagen found in broiled food; RN given refers to parent cpd; structure given in first source; frequently abbreviated as IQ in the literature. 3-methyl-3H-imidazo[4,5-f]quinolin-2-amine : An imidazoquinoline that is 3H-imidazo[4,5-f]quinoline substituted by a methyl group at position 3 and an amino group at position 2.	1.99	1	0	imidazoquinoline	carcinogenic agent
remoxipride Remoxipride: An antipsychotic agent that is specific for dopamine D2 receptors. It has been shown to be effective in the treatment of schizophrenia.	2.05	1	0	dimethoxybenzene
clomazone clomazone: an herbicide. clomazone : An isoxazolidinone that is 1,2-oxazolidin-3-one substituted by a 2-chlorobenzyl group at position 2 and two methyl groups at position 4.	2.05	1	0	isoxazolidinone; monochlorobenzenes	agrochemical; carotenoid biosynthesis inhibitor; environmental contaminant; herbicide; xenobiotic
atomoxetine hydrochloride Atomoxetine Hydrochloride: A propylamine derivative and selective ADRENERGIC UPTAKE INHIBITOR that is used in the treatment of ATTENTION DEFICIT HYPERACTIVITY DISORDER.. atomoxetine hydrochloride : The hydrochloride salt of atomoxetine.	2.1	1	0	hydrochloride	adrenergic uptake inhibitor; antidepressant
raloxifene hydrochloride Raloxifene Hydrochloride: A second generation selective estrogen receptor modulator (SERM) used to prevent osteoporosis in postmenopausal women. It has estrogen agonist effects on bone and cholesterol metabolism but behaves as a complete estrogen antagonist on mammary gland and uterine tissue.. raloxifene hydrochloride : A hydrochloride salt resulting from the reaction of equimolar amounts of raloxifene and hydrogen chloride.	2.02	1	0	hydrochloride	bone density conservation agent; estrogen antagonist; estrogen receptor modulator
imiquimod Imiquimod: A topically-applied aminoquinoline immune modulator that induces interferon production. It is used in the treatment of external genital and perianal warts, superficial CARCINOMA, BASAL CELL; and ACTINIC KERATOSIS.. imiquimod : An imidazoquinoline fused [4,5-c] carrying isobutyl and amino substituents at N-1 and C-4 respectively. A prescription medication, it acts as an immune response modifier and is used to treat genital warts, superficial basal cell carcinoma, and actinic keratosis.	7.15	1	0	imidazoquinoline	antineoplastic agent; interferon inducer
sertindole sertindole : A phenylindole that is 1H-indole which is substituted on the nitrogen by a p-chlorophenyl group, at position 5 by chlorine, and at position 3 by a piperidin-4-yl group, which is itself substituted on the nitrogen by a 2-(2-oxoimidazolidin-1-yl)ethyl group.	2.05	1	0	heteroarylpiperidine; imidazolidinone; organochlorine compound; organofluorine compound; phenylindole	alpha-adrenergic antagonist; H1-receptor antagonist; second generation antipsychotic; serotonergic antagonist
tiagabine Tiagabine: A nipecotic acid derivative that acts as a GABA uptake inhibitor and anticonvulsant agent. It is used in the treatment of EPILEPSY, for refractory PARTIAL SEIZURES.. tiagabine : A piperidinemonocarboxylic acid that is (R)-nipecotic acid in which the hydrogen attached to the nitrogen has been replaced by a 1,1-bis(3-methyl-2-thienyl)but-1-en-4-yl group. A GABA reuptake inhibitor, it is used (generally as the hydrochloride salt) for the treatment of epilepsy.	2.21	1	0	beta-amino acid; piperidinemonocarboxylic acid; tertiary amino compound; thiophenes	anticonvulsant; GABA reuptake inhibitor
atorvastatin [no description available]	2.08	1	0	aromatic amide; dihydroxy monocarboxylic acid; monofluorobenzenes; pyrroles; statin (synthetic)	environmental contaminant; xenobiotic
irinotecan [no description available]	2.06	1	0	carbamate ester; delta-lactone; N-acylpiperidine; pyranoindolizinoquinoline; ring assembly; tertiary alcohol; tertiary amino compound	antineoplastic agent; apoptosis inducer; EC 5.99.1.2 (DNA topoisomerase) inhibitor; prodrug
ziprasidone ziprasidone: a benzisothiazoylpiperazine derivative; has combined dopamine and serotonin receptor antagonist activity; structurally related to tiospirone. ziprasidone : A piperazine compound having 1,2-benzothiazol-3-yl- and 2-(6-chloro-1,3-dihydro-2-oxindol-5-yl)ethyl substituents attached to the nitrogen atoms.	2.05	1	0	1,2-benzisothiazole; indolones; organochlorine compound; piperazines	antipsychotic agent; dopaminergic antagonist; histamine antagonist; muscarinic antagonist; psychotropic drug; serotonergic antagonist
zolmitriptan zolmitriptan: an antimigraine compound; a serotonin (5HT)-1D receptor agonist. zolmitriptan : A member of the class of tryptamines that is N,N-dimethyltryptamine in which the hydrogen at position 5 of the indole ring has been replaced by a [(4S)-2-oxo-1,3-oxazolidin-4-yl]methyl group. A serotonin 5-HT1 B and D receptor agonist, it is used for the treatment of migraine.	2.05	1	0	oxazolidinone; tryptamines	anti-inflammatory drug; serotonergic agonist; vasoconstrictor agent
capecitabine Capecitabine: A deoxycytidine derivative and fluorouracil PRODRUG that is used as an ANTINEOPLASTIC ANTIMETABOLITE in the treatment of COLON CANCER; BREAST CANCER and GASTRIC CANCER.. capecitabine : A carbamate ester that is cytidine in which the hydrogen at position 5 is replaced by fluorine and in which the amino group attached to position 4 is converted into its N-(penyloxy)carbonyl derivative. Capecitabine is a antineoplastic agent used in the treatment of cancers.	2.05	1	0	carbamate ester; cytidines; organofluorine compound	antimetabolite; antineoplastic agent; prodrug
octyl gallate [no description available]	3.49	2	0	gallate ester	food antioxidant; hypoglycemic agent; plant metabolite
dimethylhydrazines Dimethylhydrazines: Hydrazines substituted with two methyl groups in any position.	1.98	1	0
2-amino-3,4-dimethylimidazo(4,5-f)quinoline 2-amino-3,4-dimethylimidazo(4,5-f)quinoline: strong mutagens found in broiled food; structure given in first source	2.39	2	0	aminoquinoline
vanillyl alcohol vanillyl alcohol: structure. vanillyl alcohol : A monomethoxybenzene that is 2-methoxyphenol substituted by a hydroxymethyl group at position 4.	4.34	18	0	benzyl alcohols; guaiacols	plant metabolite
4-vinylphenol 4-vinylphenol: RN given refers to cpd with locants as specified. 4-hydroxystyrene : A member of the class of phenols that is styrene carrying a hydroxy substituent at position 4.	2.21	1	0	phenols	human urinary metabolite; human xenobiotic metabolite
4-ethylguaiacol 4-ethylguaiacol: a constituent of wood creosote; suppresses intestinal smooth muscle contraction	2.74	3	0	methoxybenzenes; phenols
caloreen caloreen: glucose polymer with average length of five glucose units for dietary energy supplement. dextrin : Glucans produced by the hydrolysis of starch or glycogen. They are mixtures of polymers of D-glucose units linked by alpha(1->4) or alpha(1->6) glycosidic bonds.	1.93	1	0
trazodone hydrochloride Triticum: A plant genus of the family POACEAE that is the source of EDIBLE GRAIN. A hybrid with rye (SECALE CEREALE) is called TRITICALE. The seed is ground into FLOUR and used to make BREAD, and is the source of WHEAT GERM AGGLUTININS.. trazodone hydrochloride : A hydrochloride salt prepared from equimolar amounts of trazodone and hydrogen chloride.	2.02	1	0	hydrochloride	adrenergic antagonist; antidepressant; H1-receptor antagonist; sedative; serotonin uptake inhibitor
4-[1-[4-[2-(dimethylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol [no description available]	3.51	2	0	stilbenoid
efavirenz efavirenz: HIV-1 reverse transcriptase inhibitor. efavirenz : 1,4-Dihydro-2H-3,1-benzoxazin-2-one substituted at the 4 position by cyclopropylethynyl and trifluoromethyl groups (S configuration) and at the 6 position by chlorine. A non-nucleoside reverse transcriptase inhibitor with activity against HIV, it is used with other antiretrovirals for combination therapy of HIV infection.	2.15	1	0	acetylenic compound; benzoxazine; cyclopropanes; organochlorine compound; organofluorine compound	antiviral drug; HIV-1 reverse transcriptase inhibitor
glucose, (beta-d)-isomer beta-D-glucose : D-Glucopyranose with beta configuration at the anomeric centre.. (1->4)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->4) linkages.. (1->3)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->3) linkages.	4.08	14	0	D-glucopyranose	epitope; mouse metabolite
2',7'-dichlorofluorescein 2',7'-dichlorofluorescein: RN given refers to parent cpd	3.1	1	0	2-benzofurans	fluorochrome
ursolic acid [no description available]	2.15	1	0	hydroxy monocarboxylic acid; pentacyclic triterpenoid	geroprotector; plant metabolite
betulinic acid [no description available]	2.15	1	0	hydroxy monocarboxylic acid; pentacyclic triterpenoid	anti-HIV agent; anti-inflammatory agent; antimalarial; antineoplastic agent; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; plant metabolite
allicin [no description available]	3.35	1	0	botanical anti-fungal agent; sulfoxide	antibacterial agent
epigallocatechin gallate epigallocatechin gallate: a steroid 5alpha-reductase inhibitor and antimutagen in green tea (Camellia sinensis). (-)-epigallocatechin 3-gallate : A gallate ester obtained by the formal condensation of gallic acid with the (3R)-hydroxy group of (-)-epigallocatechin.	2.55	2	0	flavans; gallate ester; polyphenol	antineoplastic agent; antioxidant; apoptosis inducer; geroprotector; Hsp90 inhibitor; neuroprotective agent; plant metabolite
3-amino-4-hydroxybenzoic acid 3-amino-4-hydroxybenzoic acid : A monohydroxybenzoic acid that is 4-hydroxybenzoic acid carrying an additional amino substitutent at position 3.	2.03	1	0	aminobenzoic acid; monohydroxybenzoic acid
2',3'-dideoxythymidine [no description available]	1.97	1	0
metaperiodate Periodic Acid: A strong oxidizing agent.	2.35	2	0	iodine oxoacid
o-(6)-methylguanine O-(6)-methylguanine: structure. 6-O-methylguanine : A methylguanine in which the methyl group is positioned on the oxygen at position 6. Formed in DNA by alkylation of the oxygen atom of guanine, most often by N-nitroso compounds and sometimes due to methylation by other compounds such as endogenous S-adenosylmethionine, it base-pairs to thymine rather than cytidine, causing a G:C to A:T transition in DNA.. methylguanine : A 2-aminopurine that is guanine bearing a single methyl substituent.	1.97	1	0	methylguanine	mutagen
glutathione disulfide Glutathione Disulfide: A GLUTATHIONE dimer formed by a disulfide bond between the cysteine sulfhydryl side chains during the course of being oxidized.	2.05	1	0	glutathione derivative; organic disulfide	Escherichia coli metabolite; mouse metabolite
taleranol taleranol: a metabolite of ZEARALENONE which is a non-steroidal estrogenic lactone used as an anabolic compound in animal feed; a stereoisomer of ZERANOL (alpha-zearalanol)	2.02	1	0	macrolide
16-hydroxytestosterone 16-hydroxytestosterone: RN given refers to (16alpha,17beta)-isomer. 16alpha-hydroxytestosterone : A C19-steroid that is testosterone in which the hydrogen at the 16alpha position has been replaced by a hydroxy group.	3.1	1	0	16alpha-hydroxy steroid; 17beta-hydroxy steroid; 3-oxo-Delta(4) steroid; androstanoid; C19-steroid; diol; secondary alcohol	androgen
4-cyanobenzaldehyde [no description available]	2.21	1	0	benzaldehydes
bisphenol b [no description available]	2.02	1	0	bisphenol
2-methoxyestradiol 2-methoxy-17beta-estradiol : A 17beta-hydroxy steroid, being 17beta-estradiol methoxylated at C-2.	3.1	1	0	17beta-hydroxy steroid; 3-hydroxy steroid	angiogenesis modulating agent; antimitotic; antineoplastic agent; human metabolite; metabolite; mouse metabolite
naphthalimides Naphthalimides: Compounds with three fused rings that appear like a naphthalene fused to piperidone or like a benz(de)isoquinoline-1,3-dione (not to be confused with BENZYLISOQUINOLINES which have a methyl separating the naphthyl from the benzyl rings). Members are CYTOTOXINS.	2.07	1	0
violuric acid violuric acid: an antihypoxic agent	2.44	2	0
triazoles Triazoles: Heterocyclic compounds containing a five-membered ring with two carbon atoms and three nitrogen atoms with the molecular formula C2H3N3.. triazoles : An azole in which the five-membered heterocyclic aromatic skeleton contains three N atoms and two C atoms.	3.21	5	0	1,2,3-triazole
4-(trifluoromethyl)benzaldehyde [no description available]	2.21	1	0	benzaldehydes
4-fluorobenzaldehyde [no description available]	2.21	1	0
pinocembrin pinocembrin : A dihydroxyflavanone in which the two hydroxy groups are located at positions 5 and 7. A natural product found in Piper sarmentosum and Cryptocarya chartacea.	2.05	1	0	(2S)-flavan-4-one; dihydroxyflavanone	antineoplastic agent; antioxidant; metabolite; neuroprotective agent; vasodilator agent
2,4,6-trihydroxybenzaldehyde 2,4,6-trihydroxybenzaldehyde: structure in first source	2.1	1	0	carboxylic ester
delphinidin Paraffin: A mixture of solid hydrocarbons obtained from petroleum. It has a wide range of uses including as a stiffening agent in ointments, as a lubricant, and as a topical anti-inflammatory. It is also commonly used as an embedding material in histology.. delphinidin chloride : An anthocyanidin chloride that has delphinidin as the cationic counterpart.	2.05	1	0	anthocyanidin chloride
5,6,7,8-tetrahydro-1-naphthol 5,6,7,8-tetrahydro-1-naphthol : 1-naphthol hydrogenated at C-5, -6, -7 and -8.	3.1	1	0	tetralins
sesamol sesamol: constituent of sesame oil; RN given refers to parent cpd; structure in first source	2.77	3	0	benzodioxoles
alfatradiol alfatradiol: used for treating androgenetic alopecia. 17alpha-estradiol : An estradiol that is estra-1,3,5(10)-triene substituted by hydroxy groups at positions 3 and 17 (the 17alpha stereoisomer).	3.51	2	0	17alpha-hydroxy steroid; 3-hydroxy steroid; estradiol	estrogen; geroprotector
befuraline befuraline: RN given refers to parent cpd; structure	2.05	1	0
artemisinin (+)-artemisinin : A sesquiterpene lactone obtained from sweet wormwood, Artemisia annua, which is used as an antimalarial for the treatment of multi-drug resistant strains of falciparum malaria.	2.83	3	0	organic peroxide; sesquiterpene lactone	antimalarial; plant metabolite
4-hydroxyquinoline 4-quinolone : A quinolone that is 1,4-dihydroquinoline substituted by an oxo group at position 4.	3.1	1	0	monohydroxyquinoline; quinolone
4,4'-Dihydroxybenzophenone [no description available]	2.02	1	0	benzophenones
2,4-dimethoxybenzaldehyde [no description available]	2.13	1	0
9-anthraldehyde [no description available]	2.21	1	0
2-hydroxy-4-methoxybenzaldehyde 2-hydroxy-4-methoxybenzaldehyde: from African medicinal plants: Mondia whitei (Apocynaceae), Rhus vulagaris (Anacardiaceae), Sclerocarya caffra (Anacardiaceae)	8.37	6	0	methoxybenzenes; phenols
2-hydroxychavicol 2-hydroxychavicol: antimutagen from betel leaf; structure given in first source	2.51	2	0
2,5-dihydroxybenzaldehyde 2,5-dihydroxybenzaldehyde: structure in first source. 2,5-dihydroxybenzaldehyde : A dihydroxybenzaldehyde carrying hydroxy groups at positions 2 and 5.	2.78	3	0	dihydroxybenzaldehyde	human metabolite; mouse metabolite; Penicillium metabolite
vanillylamine vanillylamine: inhibits microsomal enzyme function; RN given refers to parent cpd; structure	3.38	6	0	aralkylamino compound
nefiracetam [no description available]	2.05	1	0	organonitrogen compound; organooxygen compound
enrofloxacin Enrofloxacin: A fluoroquinolone antibacterial and antimycoplasma agent that is used in veterinary practice.. enrofloxacin : A quinolinemonocarboxylic acid that is 1,4-dihydroquinoline-3-carboxylic acid substituted by an oxo group at position 4, a fluoro group at position 6, a cyclopropyl group at position 1 and a 4-ethylpiperazin-1-yl group at position 7. It is a veterinary antibacterial agent used for the treatment of pets.	7.31	1	0	cyclopropanes; N-alkylpiperazine; N-arylpiperazine; organofluorine compound; quinolinemonocarboxylic acid; quinolone	antibacterial agent; antimicrobial agent; antineoplastic agent
trichlorosucrose trichlorosucrose: sweetness intensity roughly 600 times that of sucrose and is nonnutritive and noncaloric; largely unabsorbed in the gastrointestinal tract. sucralose : A disaccharide derivative consisting of 4-chloro-4-deoxy-alpha-D-galactopyranose and 1,6-dichloro-1,6-dideoxy-beta-D-fructofuranose units linked by a glycosidic bond.	2.17	1	0	disaccharide derivative; organochlorine compound	environmental contaminant; sweetening agent; xenobiotic
6-hydroxyflavone 6-hydroxyflavone: antioxidant; structure in first source	2.02	1	0	hydroxyflavonoid
5-bromosalicylaldehyde 5-bromosalicylaldehyde: structure in first source	2.11	1	0
2-aminonicotinic acid 2-aminonicotinic acid: structure in first source. 2-aminonicotinic acid : An aminonicotinic acid in which the amino group is situated at position 2 of the pyridine ring.. aminonicotinic acid : An aromatic amino acid that is nicotinic acid in which one of the hydrogens attached to the pyridine ring is replaced by an amino group. A 'closed class'.	8.14	1	0	aminonicotinic acid; aminopyridine	metabolite
thiophene-2-carboxylic acid hydrazide thiophene-2-carbohydrazide: structure in first source	2.17	1	0
pinostrobin [no description available]	2.46	2	0	monohydroxyflavanone; monomethoxyflavanone	antidote; plant metabolite
3,5-di-tert-butyl-4-hydroxybenzaldehyde 3,5-di-tert-butyl-4-hydroxybenzaldehyde: structure in first source	2.77	3	0	hydroxybenzaldehyde
amperozide amperozide : A member of the class of ureas that is urea in which three of the four hydrogens are replaced by ethyl and 4-[4,4-bis(4-fluorophenyl)butyl]piperazin-1-yl groups. An atypical antipsychotic which was in clinical development for the treatment of schizophrenia and substance-related disorders. It is a potent 5-HT2A antagonist and used in veterinary medicine because of its sedative effect on pigs.	2.05	1	0	diarylmethane; monofluorobenzenes; N-alkylpiperazine; secondary carboxamide; ureas	anxiolytic drug; dopamine uptake inhibitor; geroprotector; second generation antipsychotic; serotonergic antagonist
sakuranetin sakuranetin: major rice phytoalexin; RN given for ((S)-(-))-isomer; structure in first source. sakuranetin : A flavonoid phytoalexin that is (S)-naringenin in which the hydroxy group at position 7 is replaced by a methoxy group.	2.51	2	0	(2S)-flavan-4-one; 4'-hydroxyflavanones; dihydroxyflavanone; flavonoid phytoalexin; monomethoxyflavanone	antimycobacterial drug; plant metabolite
3-(3,4-dimethoxyphenyl)propanoic acid 3-(3,4-dimethoxyphenyl)propanoic acid : A monocarboxylic acid that is propanoic acid substituted by a 3,4-dimethoxyphenyl group at position 3.	2.02	1	0	dimethoxybenzene; monocarboxylic acid
2-hydroxy-4-methoxy benzoic acid [no description available]	2.13	1	0	methoxybenzoic acid
citronellal, (r)-isomer (R)-(+)-citronellal : The (3R)-stereoisomer of 3,7-dimethyloct-6-enal (citronellal).	2.46	2	0	citronellal
1-hydroxybenzotriazole 1-hydroxybenzotriazole: RN given refers to parent cpd	2.44	2	0	benzotriazoles
2,2-bis(4-hydroxyphenyl)-1,1,1-trichloroethane 2,2-bis(4-hydroxyphenyl)-1,1,1-trichloroethane: methoxychlor metabolite	2.02	1	0	bisphenol
3,4-Methylenedioxyacetophenone [no description available]	2.08	1	0	benzodioxoles
4-methoxybenzohydrazide 4-methoxybenzohydrazide: structure in first source	2.11	1	0
atherospermidine atherospermidine: isoquinoline alkaloid from Artabotrys maingayi; structure given in first source	2.31	1	0	oxoaporphine alkaloid
quinoline-4-carbaldehyde [no description available]	2.21	1	0
2-quinolinecarboxaldehyde 2-quinolinecarboxaldehyde: structure in first source	2.21	1	0
n-hydroxysuccinimide N-hydroxysuccinimide: structure	2.1	1	0
2-bromobenzaldehyde 2-bromobenzaldehyde: structure in first source	2.21	1	0
s20098 [no description available]	2.1	1	0	acetamides
3,4-dihydroxyphenylethanol 3,4-dihydroxyphenylethanol: serotonin metabolite; structure	2.21	1	0	catechols; primary alcohol	antineoplastic agent; antioxidant; metabolite
hypobromous acid [no description available]	2.03	1	0	bromine oxoacid
3,4,5-trihydroxybenzaldehyde 3,4,5-trihydroxybenzaldehyde: isolated from Geum japonicum; structure in first source	2.1	1	0
1,1-Dichloro-2,2-bis(4-hydroxyphenyl)ethylene [no description available]	2.02	1	0	diarylmethane
bromates Bromates: Negative ions or salts derived from bromic acid, HBrO3.	4.74	6	1	bromine oxoanion; monovalent inorganic anion
4-methoxy-1-naphthalaldehyde 4-methoxy-1-naphthalaldehyde: used for fluorometric assays for isozymes of human alcohol dehydrogenase; structure given in first source	2.21	1	0
coenzyme a [no description available]	2.03	1	0	adenosine 3',5'-bisphosphate	coenzyme; Escherichia coli metabolite; mouse metabolite
4,5-dimethoxy-2-nitrobenzaldehyde [no description available]	3.17	1	0	aromatic ether; C-nitro compound
acetyl methyl tetramethyl tetralin acetyl methyl tetramethyl tetralin: musk fragrance; structure given in first source	2.07	1	0	tetralins
nicotine (S)-nicotine : A 3-(1-methylpyrrolidin-2-yl)pyridine in which the chiral centre has S-configuration. The naturally occurring and most active enantiomer of nicotine, isolated from Nicotiana tabacum.	3.08	4	0	3-(1-methylpyrrolidin-2-yl)pyridine	anxiolytic drug; biomarker; immunomodulator; mitogen; neurotoxin; nicotinic acetylcholine receptor agonist; peripheral nervous system drug; phytogenic insecticide; plant metabolite; psychotropic drug; teratogenic agent; xenobiotic
fibrinogen Fibrinogen: Plasma glycoprotein clotted by thrombin, composed of a dimer of three non-identical pairs of polypeptide chains (alpha, beta, gamma) held together by disulfide bonds. Fibrinogen clotting is a sol-gel change involving complex molecular arrangements: whereas fibrinogen is cleaved by thrombin to form polypeptides A and B, the proteolytic action of other enzymes yields different fibrinogen degradation products.. D-iditol : The D-enantiomer of iditol.	2.1	1	0	iditol	fungal metabolite
2,3-dihydroxybenzaldehyde dihydroxybenzaldehyde : Any member of the class of benzaldehydes in which the phenyl ring is substituted by two hydroxy groups.	2.13	1	0	dihydroxybenzaldehyde
17-alpha-hydroxypregnenolone 17-alpha-Hydroxypregnenolone: A 21-carbon steroid that is converted from PREGNENOLONE by STEROID 17-ALPHA-HYDROXYLASE. It is an intermediate in the delta-5 pathway of biosynthesis of GONADAL STEROID HORMONES and the adrenal CORTICOSTEROIDS.. 17alpha-hydroxypregnenolone : A hydroxypregnenolone carrying an alpha-hydroxy group at position 17.	3.1	1	0	17alpha-hydroxy-C21-steroid; 17alpha-hydroxy steroid; 3beta-hydroxy-Delta(5)-steroid; hydroxypregnenolone; tertiary alpha-hydroxy ketone	human metabolite; mouse metabolite
equol Equol: A non-steroidal ESTROGEN generated when soybean products are metabolized by certain bacteria in the intestines.	2.02	1	0	hydroxyisoflavans
5-(3-hydroxyphenyl)-5-phenylhydantoin 5-(3-hydroxyphenyl)-5-phenylhydantoin: metabolite of phenytoin; RN given refers to cpd without isomeric designation	3.1	1	0
fosthiazate fosthiazate: structure in first source	2.08	1	0	organic phosphonate; organothiophosphate insecticide; phosphonic ester	agrochemical; EC 3.1.1.7 (acetylcholinesterase) inhibitor; nematicide
7-amino-4-methylcoumarin 7-amino-4-methylcoumarin: RN given refers to parent cpd	3.1	1	0	7-aminocoumarins	fluorochrome
11-hydroxyprogesterone, (11alpha)-isomer 11alpha-hydroxyprogesterone : A 11alpha-hydroxy steroid that is pregn-4-ene-3,20-dione substituted by a hydroxy group at position 11.	3.1	1	0	11alpha-hydroxy steroid; 20-oxo steroid; 3-oxo-Delta(4) steroid
brexanolone brexanolone: a mixture of allopregnanolone and sulfobutylether‐beta‐cyclodextrin for treatment of postpartum depression. brexanolone : A 3-hydroxy-5alpha-pregnan-20-one in which the hydroxy group at position 3 has alpha-configuration. It is a metabolite of the sex hormone progesterone and used for the treatment of postpartum depression in women.	3.1	1	0	3-hydroxy-5alpha-pregnan-20-one	antidepressant; GABA modulator; human metabolite; intravenous anaesthetic; sedative
3,5-diiodothyronine, (l)-isomer [no description available]	3.1	1	0	phenylalanine derivative
androstan-3-ol [no description available]	2.02	1	0	3-hydroxy steroid	androgen
harmol hydrochloride [no description available]	3.1	1	0
glucuronic acid Glucuronic Acid: A sugar acid formed by the oxidation of the C-6 carbon of GLUCOSE. In addition to being a key intermediate metabolite of the uronic acid pathway, glucuronic acid also plays a role in the detoxification of certain drugs and toxins by conjugating with them to form GLUCURONIDES.. D-glucuronic acid : The D-enantiomer of glucuronic acid.. D-glucopyranuronic acid : A D-glucuronic acid in cyclic pyranose form.	2.17	1	0	D-glucuronic acid	algal metabolite
n-phenethylbenzamide N-phenethylbenzamide: has antioxidant activity; structure in first source	2.31	1	0
2-hydroxy-5-methoxybenzaldehyde 2-hydroxy-5-methoxybenzaldehyde: structure in first source. 5-methoxysalicylaldehyde : A member of the class of benzaldehydes carrying hydroxy and methoxy substituents at positions 2 and 5 respectively.	2.13	1	0	benzaldehydes; monomethoxybenzene; phenols
3,3',5,5'-tetrachlorobiphenyl-4,4'-diol 3,3',5,5'-tetrachlorobiphenyl-4,4'-diol : A member of the class of hydroxybiphenyls formed formally by chlorination of biphenyl-4,4'-diol at C-3, -3', -5 and -5'.	2.02	1	0	dichlorobenzene; hydroxybiphenyls
4-hydroxybenzylamine 4-hydroxybenzylamine: RN given refers to parent cpd	2.03	1	0	aromatic amine
oxoglaucine 1,2,9,10-tetramethoxy-7H-dibenzo(de,g)quinolin-7-one: a phosphatidylinositol 3-kinase p110alpha inhibitor that reactivates latent HIV-1; structure in first source	2.31	1	0	isoquinoline alkaloid
3,3'-Dihydroxyhexestrol [no description available]	2.02	1	0	stilbenoid
diosgenin [no description available]	3.1	1	0	3beta-sterol; hexacyclic triterpenoid; sapogenin; spiroketal	antineoplastic agent; antiviral agent; apoptosis inducer; metabolite
sarsasapogenin, (3beta,5alpha,25r)-isomer tigogenin : A widely used steroidal sapogenin isolated from several plant species and used for synthesizing steroid drugs.	3.1	1	0	sapogenin	gout suppressant; plant metabolite
combretastatin combretastatin: cytotoxic principle from South African tree COMBRETUM caffrum; structure given in first source; acts at COLCHICINE site of TUBULIN	2.03	1	0
cycloleucalenol cycloleucalenol: structure	2.03	1	0	3beta-sterol; pentacyclic triterpenoid; phytosterols
3 alpha,17 alpha-dihydroxy-5 beta-pregnan-20-one 3alpha,17alpha-dihydroxy-5beta-pregnan-20-one : A 17alpha-hydroxy steroid that is 3alpha-hydroxy-5beta-pregnan-20-one carrying an additional hydroxy group at position 17alpha.	3.48	2	0	17alpha-hydroxy steroid; 20-oxo steroid; 3alpha-hydroxy steroid; C21-steroid; corticosteroid hormone	human urinary metabolite
2-methoxyestriol [no description available]	3.1	1	0
cobalt Cobalt: A trace element that is a component of vitamin B12. It has the atomic symbol Co, atomic number 27, and atomic weight 58.93. It is used in nuclear weapons, alloys, and pigments. Deficiency in animals leads to anemia; its excess in humans can lead to erythrocytosis.. cobalt(1+) : A monovalent inorganic cation obtained from cobalt.. cobalt atom : A cobalt group element atom that has atomic number 27.	5.14	8	0	cobalt group element atom; metal allergen	micronutrient
u 73122 1-(6-((3-methoxyestra-1,3,5(10)-trien-17-yl)amino)hexyl)-1H-pyrrole-2,5-dione: structure given in first source. U-73122 : An aza-steroid that is 3-O-methyl-17beta-estradiol in which the 17beta-hydroxy group is replaced by a 6-(maleimid-1-yl)hexylamino group. An inibitor of phospholipase C.	3.1	1	0	aromatic ether; aza-steroid; maleimides	EC 3.1.4.11 (phosphoinositide phospholipase C) inhibitor
2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine: directly acting genotoxic metabolite of 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine. N-hydroxy-PhIP : An imidazopyridine that is 1H--imidazo[4,5-b]pyridine which is substituted at positions 1, 2, and 6 by methyl, hydoxyamino, and phenyl groups, respectively. The active metabolite of the dietary carcinogen PhIP.	3.1	1	0	hydroxylamine; imidazopyridine	carcinogenic agent; genotoxin; human xenobiotic metabolite; mouse metabolite; mutagen; neurotoxin; rat metabolite
dihydrorhodamine 123 dihydrorhodamine 123: uncharged & nonfluorescent derivative of the laser dye rhodamine 123; flow cytometric indicator for respiratory burst activity in neutrophil granulocytes	2.02	1	0
4-hydroxy-2',3',4'-5'-tetrachlorobiphenyl 4-hydroxy-2',3',4'-5'-tetrachlorobiphenyl: structure in first source	2.02	1	0	biphenyls; tetrachlorobenzene
tryptoline tryptoline: neurotoxic factor that may be involved in development of Parkinson's disease; enzymatic prep from human brain converts tryptamine to tryptoline; RN given refers to parent cpd; structure	2.01	1	0	beta-carbolines
procyanidin Proanthocyanidins: Dimers and oligomers of flavan-3-ol units (CATECHIN analogs) linked mainly through C4 to C8 bonds to leucoanthocyanidins. They are structurally similar to ANTHOCYANINS but are the result of a different fork in biosynthetic pathways.	2.95	4	0	proanthocyanidin
ecopipam ecopipam: structure given in first source	3.1	1	0	benzazepine
dihydrocapsaicin [no description available]	2.08	1	0	capsaicinoid
Zearalanone [no description available]	2.02	1	0	macrolide; resorcinols
proanthocyanidin proanthocyanidin: RN given refers to proanthocyanidin A; Cannabinoid Receptor CB1 antagonist. proanthocyanidin : A flavonoid oligomer obtained by the the condensation of two or more units of hydroxyflavans.	2.01	1	0
parthenolide [no description available]	2.1	1	0	germacranolide
schizandrin b schizandrin B: a phytogenic antineoplastic agent with anti-inflammatory activity; isolated from Schisandra plant	3.17	1	0
2,3-bis(3'-hydroxybenzyl)butyrolactone 2,3-bis(3'-hydroxybenzyl)butyrolactone: lignan isolated from urine of humans & other mammals; RN given refers to cpd without isomeric designation; structure given in second source	2.17	1	0	lignan
ibuprofen, (r)-isomer [no description available]	3.1	1	0	ibuprofen
11-hydroxytestosterone 11-hydroxytestosterone: RN given refers to (11 beta,17 beta)-isomer. 11beta-hydroxytestosterone : An androstanoid that is testosterone carrying an additional hydroxy substituent at the 11beta-position.	3.1	1	0	11beta-hydroxy steroid; 17beta-hydroxy steroid; 3-oxo-Delta(4) steroid; androstanoid; C19-steroid	bacterial xenobiotic metabolite; human xenobiotic metabolite; marine metabolite
norbuprenorphine norbuprenorphine: metabolite of buprenorphine found in urine & feces; RN given refers to (5alpha,7alpha)-isomer; structure given in first source	3.1	1	0	phenanthrenes
gastrodin gastrodin: the glucoside of 4-hydroxybenzyl alcohol (gastrodigenin); isolated from Gastrodia elata Blume;	2.46	2	0	glycoside
1'-acetoxychavicol acetate 1'-acetoxychavicol acetate: antifungal component of Alpinia galanga; structure given in first source. 1'-acetoxychavicol acetate : An acetate ester that is chavicol acetate substituted by an acetoxy group at position 1'.	2.13	1	0	acetate ester; phenylpropanoid	antineoplastic agent; NF-kappaB inhibitor; plant metabolite
benzo(a)pyrene-3,6-quinol [no description available]	3.1	1	0
caprylates Caprylates: Derivatives of caprylic acid. Included under this heading are a broad variety of acid forms, salts, esters, and amides that contain a carboxy terminated eight carbon aliphatic structure.. octanoate : A straight-chain saturated fatty acid anion that is the conjugate base of octanoic acid (caprylic acid); believed to block adipogenesis.	2.76	3	0	fatty acid anion 8:0; straight-chain saturated fatty acid anion	human metabolite; Saccharomyces cerevisiae metabolite
1,3,4-thiadiazole 1,3,4-thiadiazole: structure given in first source	7.25	1	0	thiadiazole
saclofen saclofen: GABA-A receptor antagonist	2.01	1	0	organochlorine compound
erythrose 4-phosphate erythrose 4-phosphate: RN given refers to (R-(R,R))-isomer. D-erythrose 4-phosphate : An erythrose phosphate that is D-erythrose carrying a phosphate group at position 4. It is an intermediate in the pentose phosphate pathway and Calvin cycle.	2.03	1	0	erythrose phosphate	Escherichia coli metabolite; human metabolite; mouse metabolite
lysicamine lysicamine: oxoaporphine alkaloid; structure in first source	2.31	1	0	alkaloid antibiotic; oxoaporphine alkaloid	metabolite
betulonic acid betulonic acid: isolated from Rush javanica; strucure in first source	2.92	1	0	triterpenoid	anticoronaviral agent
aromadedrin aromadedrin: inhibits protein kinase C; the dihydro makes it a flavone rather than a flavonol. (+)-dihydrokaempferol : A tetrahydroxyflavanone having hydroxy groupa at the 3-, 4'-, 5- and 7-positions.	2.05	1	0	4'-hydroxyflavanones; dihydroflavonols; secondary alpha-hydroxy ketone; tetrahydroxyflavanone	metabolite
peroxynitrous acid Peroxynitrous Acid: A potent oxidant synthesized by the cell during its normal metabolism. Peroxynitrite is formed from the reaction of two free radicals, NITRIC OXIDE and the superoxide anion (SUPEROXIDES).	2.48	2	0	nitrogen oxoacid
2,3-bis(3'-hydroxybenzyl)butane-1,4-diol 2,3-bis(3'-hydroxybenzyl)butane-1,4-diol: lignan isolated from urine of humans & other mammals	2.17	1	0	lignan
methotrexate [no description available]	2.85	3	0	dicarboxylic acid; monocarboxylic acid amide; pteridines	abortifacient; antimetabolite; antineoplastic agent; antirheumatic drug; dermatologic drug; DNA synthesis inhibitor; EC 1.5.1.3 (dihydrofolate reductase) inhibitor; immunosuppressive agent
omega-n-methylarginine omega-N-Methylarginine: A competitive inhibitor of nitric oxide synthetase.. N(omega)-methyl-L-arginine : A L-arginine derivative with a N(omega)-methyl substituent.	2.72	2	0	amino acid zwitterion; arginine derivative; guanidines; L-arginine derivative; non-proteinogenic L-alpha-amino acid
yakuchinone-a yakuchinone-A: from Alpinia oxyphylla; structure given in first source. 1-(4'-hydroxy-3'-methoxyphenyl)-7-phenyl-3-heptanone : A ketone that is heptan-3-one substituted by a 4-hydroxy-3-methoxyphenyl group at position 1 and a phenyl group at position 7. Isolated from in Alpinia oxyphylla, it exhibits antineoplastic and inhibitory activities against COX-1, COX-2 and NO synthase.	1.98	1	0	ketone; monomethoxybenzene; phenols	antineoplastic agent; cyclooxygenase 1 inhibitor; cyclooxygenase 2 inhibitor; EC 1.14.13.39 (nitric oxide synthase) inhibitor; metabolite
4-hydroxy-equilenin 4-hydroxy-equilenin: structure given in first source; is the major catechol metabolite of the equine estrogens EQUILENIN and EQUILIN; induces DNA damage	1.97	1	0
4-hydroxy-equilin 4-hydroxy-equilin: structure given in first source; metabolite of EQUILIN; induces DNA damage	1.97	1	0
aspartame [no description available]	3.81	2	1	carboxylic acid; dipeptide zwitterion; dipeptide; methyl ester	apoptosis inhibitor; EC 3.1.3.1 (alkaline phosphatase) inhibitor; environmental contaminant; micronutrient; nutraceutical; sweetening agent; xenobiotic
xylose xylopyranose: structure in first source	9.07	14	0	D-xylose
4-androstene-3,17-diol 4-androstene-3,17-diol: RN given refers to (3alpha,17beta)-isomer	2.02	1	0	3-hydroxy steroid	androgen
4-amino-3-hydroxybenzoic acid [no description available]	2.03	1	0
4-propylbenzoic acid [no description available]	2.03	1	0	alkylbenzene
proline Proline: A non-essential amino acid that is synthesized from GLUTAMIC ACID. It is an essential component of COLLAGEN and is important for proper functioning of joints and tendons.. proline : An alpha-amino acid that is pyrrolidine bearing a carboxy substituent at position 2.	2.31	1	0	amino acid zwitterion; glutamine family amino acid; L-alpha-amino acid; proline; proteinogenic amino acid	algal metabolite; compatible osmolytes; Escherichia coli metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite
liridine liridine: Antibacterial from Artabotrys crassifolius; structure in first source	2.31	1	0
perifosine [no description available]	2.15	1	0	ammonium betaine; phospholipid	EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor
3,3',4',5,6,7,8-heptamethoxyflavone 3,3',4',5,6,7,8-heptamethoxyflavone: has anti-inflammatory activity; isolated from citrus fruit; exhibit antiadhesive action on platelets	2.1	1	0	ether; flavonoids
naproxen Naproxen: An anti-inflammatory agent with analgesic and antipyretic properties. Both the acid and its sodium salt are used in the treatment of rheumatoid arthritis and other rheumatic or musculoskeletal disorders, dysmenorrhea, and acute gout.. naproxen : A methoxynaphthalene that is 2-methoxynaphthalene substituted by a carboxy ethyl group at position 6. Naproxen is a non-steroidal anti-inflammatory drug commonly used for the reduction of pain, fever, inflammation and stiffness caused by conditions such as osteoarthritis, kidney stones, rheumatoid arthritis, psoriatic arthritis, gout, ankylosing spondylitis, menstrual cramps, tendinitis, bursitis, and for the treatment of primary dysmenorrhea. It works by inhibiting both the COX-1 and COX-2 enzymes.	8.55	2	0	methoxynaphthalene; monocarboxylic acid	antipyretic; cyclooxygenase 1 inhibitor; cyclooxygenase 2 inhibitor; drug allergen; environmental contaminant; gout suppressant; non-narcotic analgesic; non-steroidal anti-inflammatory drug; xenobiotic
hydroxyl radical Hydroxyl Radical: The univalent radical OH. Hydroxyl radical is a potent oxidizing agent.	7.5	2	0	oxygen hydride; oxygen radical; reactive oxygen species
camphora camphora: a component of Guanxingao, a kind of traditional Chinese rubber electuary medicine which is able to either cure or guard against coronary heart disease and angina pectoris. (R)-camphor : The (R)- enantiomer of camphor.	2.07	1	0	camphor
singlet oxygen Singlet Oxygen: An excited state of molecular oxygen generated photochemically or chemically. Singlet oxygen reacts with a variety of biological molecules such as NUCLEIC ACIDS; PROTEINS; and LIPIDS; causing oxidative damages.	2.47	2	0	chalcogen; monoatomic oxygen; nonmetal atom	macronutrient
cortolone [no description available]	3.1	1	0	21-hydroxy steroid
3-hydroxystigmast-5-en-7-one [no description available]	2.04	1	0	steroid
vanillactic acid vanillactic acid: metabolite of catecholamines	1.94	1	0	2-oxo monocarboxylic acid
ag 3-5 icilin: a cooling compound that activates TRPM8	2.03	1	0	C-nitro compound
rs 8359 RS 8359: structure given in first source; RN given refers to (+-)-isomer; RN for cpd without isomeric designation not available 6/89	2.05	1	0
tartrazine Tartrazine: An anionic, hydrophilic azo dye with an orange-yellow color used in fabrics, foods and cosmetics, and as a biological stain.. tartrazine : An organic sodium salt which is the trisodium salt of tartrazine acid. A synthetic lemon yellow azo dye used as a food colouring.	2.08	1	0
4'-hydroxyflavanone 4'-hydroxyflavanone: structure in first source. 4'-hydroxyflavanones : Any hydroxyflavanone having a hydroxy substituent located at position 4'.	2.02	1	0	4'-hydroxyflavanones; monohydroxyflavanone
nordihydrocapsaicin [no description available]	7.07	1	0	methoxybenzenes; phenols
terics terics: medicated blocks used for control of cattle bloat; RN given is for teric N; nonylphenol ethoxylate is resistant to environmental breakdown so EPA discourages use	2.21	1	0
campesterol campesterol: RN refers to (3beta,24R)-isomer; structure	2.06	1	0	3beta-hydroxy-Delta(5)-steroid; 3beta-sterol; C28-steroid; phytosterols	mouse metabolite
lignin Lignin: The most abundant natural aromatic organic polymer found in all vascular plants. Lignin together with cellulose and hemicellulose are the major cell wall components of the fibers of all wood and grass species. Lignin is composed of coniferyl, p-coumaryl, and sinapyl alcohols in varying ratios in different plant species. (From Merck Index, 11th ed). lignin : A polyphenylpropanoid derived from three monolignol monomers: trans-p-coumaryl alcohol, coniferol and trans-sinapyl alcohol. There is extensive cross-linking and no defined primary structure.	8.41	84	0
eurylene eurylene: structure in first source	2.1	1	0
phenserine phenserine: a carbamate analog of physostigmine; a long-acting inhibitor of cholinesterase	2.05	1	0
maltotriose Porcelite: a light-cured composite resin. alpha-maltotriose : A maltotriose trisaccharide in which the glucose residue at the reducing end is in the pyranose ring form and has alpha configuration at the anomeric carbon atom..	2.08	1	0	maltotriose trisaccharide	human metabolite
carbocysteine Carbocysteine: A compound formed when iodoacetic acid reacts with sulfhydryl groups in proteins. It has been used as an anti-infective nasal spray with mucolytic and expectorant action.. S-carboxymethyl-L-cysteine : An L-cysteine thioether that is L-cysteine in which the hydrogen of the thiol group has been replaced by a carboxymethyl group.	3.1	1	0	L-cysteine thioether; non-proteinogenic L-alpha-amino acid	mucolytic
cholic acid Cholic Acid: A major primary bile acid produced in the liver and usually conjugated with glycine or taurine. It facilitates fat absorption and cholesterol excretion.. cholic acid : A bile acid that is 5beta-cholan-24-oic acid bearing three alpha-hydroxy substituents at position 3, 7 and 12.	3.1	1	0	12alpha-hydroxy steroid; 3alpha-hydroxy steroid; 7alpha-hydroxy steroid; bile acid; C24-steroid; trihydroxy-5beta-cholanic acid	human metabolite; mouse metabolite
sitosterol, (3beta)-isomer Sobatum: tradename; active fraction of Solanum trilobatum; reduces side-effects of radiation-induced toxicity. sitosterol : A member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3.	2.04	1	0	3beta-hydroxy-Delta(5)-steroid; 3beta-sterol; C29-steroid; phytosterols; stigmastane sterol	anticholesteremic drug; antioxidant; mouse metabolite; plant metabolite; sterol methyltransferase inhibitor
delrin delrin: linear polyoxymethylene type acetal resin made by polymerization of formaldehyde; RN refers to multi-polymer	3.35	1	0
cortisone [no description available]	1.97	1	0	11-oxo steroid; 17alpha-hydroxy steroid; 20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(4) steroid; C21-steroid; glucocorticoid; primary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone	human metabolite; mouse metabolite
equilin Equilin: An estrogenic steroid produced by HORSES. It has a total of four double bonds in the A- and B-ring. High concentration of euilin is found in the URINE of pregnant mares.	1.97	1	0	17-oxo steroid; 3-hydroxy steroid
4-allyl-2,6-dimethoxyphenol 4-allyl-2,6-dimethoxyphenol: structure in first source. 4-allyl-2,6-dimethoxyphenol : A member of the class of phenols that is phenol substituted by an allyl group at position 4 and methoxy groups at positions 2 and 6 respectively.	2.31	1	0	dimethoxybenzene; phenols; phenylpropanoid
lilial [no description available]	2.21	1	0
5-hydroxymethylfurfural 5-hydroxymethylfurfural: has antisickling activity; HMF is the causative component in honey that affects the presystemic metabolism and pharmacokinetics of GZ in-vivo. 5-hydroxymethylfurfural : A member of the class of furans that is furan which is substituted at positions 2 and 5 by formyl and hydroxymethyl substituents, respectively. Virtually absent from fresh foods, it is naturally generated in sugar-containing foods during storage, and especially by drying or cooking. It is the causative component in honey that affects the presystemic metabolism and pharmacokinetics of GZ in-vivo.	4.38	19	0	arenecarbaldehyde; furans; primary alcohol	indicator; Maillard reaction product
5 alpha-androstane-3 beta,17 beta-diol 5alpha-androstane-3beta,17beta-diol : An androstane-3,17-diol that is 5alpha-androstane substituted by beta-hydroxy groups at positions 3 and 17. It is a metabolite of dihydrotestosterone.	3.1	1	0	17beta-hydroxy steroid; 3beta-hydroxy steroid; androstane-3,17-diol	Daphnia magna metabolite; human metabolite
2,2-(2-chlorophenyl-4'-chlorophenyl)-1,1-dichloroethene 2,2-(2-chlorophenyl-4'-chlorophenyl)-1,1-dichloroethene: structure given in first source; metabolite of o,p-DDD (mitotane)	2.02	1	0	diarylmethane
cortol [no description available]	3.1	1	0	21-hydroxy steroid
21-hydroxypregnenolone 21-hydroxypregnenolone: RN given refers to (3beta)-isomer;. 21-hydroxypregnenolone : A hydroxypregnenolone that is pregnenolone which has been substituted by a hydroxy group at position 21.	3.1	1	0	21-hydroxy steroid; hydroxypregnenolone; primary alpha-hydroxy ketone	mouse metabolite
2-hydroxyestradiol 2-hydroxyestradiol: catechol estrogen; RN given refers to (17 beta)-isomer. 2-hydroxy-17beta-estradiol : A 2-hydroxy steroid that consists of 17beta-estradiol having an additional hydroxy group at position 2.	3.51	2	0	17beta-hydroxy steroid; 2-hydroxy steroid	carcinogenic agent; human metabolite; metabolite; mouse metabolite; prodrug
epietiocholanolone epietiocholanolone : A 3beta-hydroxy steroid that is 5beta-androstane substituted by a hydroxy group at position 3beta and an oxo group at position 17. It is a metabolite of testosterone.	3.1	1	0	17-oxo steroid; 3beta-hydroxy steroid; androstanoid	androgen; animal metabolite; human blood serum metabolite; mouse metabolite; rat metabolite
mibolerone mibolerone: prevents estrus in animals & prevents experimental lymphoid leukosis; minor descriptor (80-83); on-line & Index Medicus search NANDROLONE/AA (80-83); RN given refers to (7alpha,17beta)-isomer; structure. mibolerone : An androgen that is nalandrone carrying two methyl substituents at positions 7alpha and 17.	2.02	1	0	17beta-hydroxy steroid; 3-oxo-Delta(4) steroid	anabolic agent; androgen
benzofurans Benzofurans: Compounds that contain a BENZENE ring fused to a furan ring.	2.47	2	0
chondocurine (1beta)-(+-)-isomer curine: structure in first source	2.15	1	0	aromatic ether
metribolone Metribolone: A synthetic non-aromatizable androgen and anabolic steroid. It binds strongly to the androgen receptor and has therefore also been used as an affinity label for this receptor in the prostate and in prostatic tumors.. 17beta-hydroxy-17-methylestra-4,9,11-trien-3-one : A synthetic non-aromatisable androgen and anabolic steroid. It binds strongly to the androgen receptor and has therefore also been used as an affinity label for this receptor in the prostate and in prostatic tumors.	2.02	1	0	17beta-hydroxy steroid; 3-oxo steroid; anabolic androgenic steroid	androgen
wortmannin [no description available]	3.83	3	0	acetate ester; cyclic ketone; delta-lactone; organic heteropentacyclic compound	anticoronaviral agent; antineoplastic agent; autophagy inhibitor; EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor; geroprotector; Penicillium metabolite; radiosensitizing agent
2-oxindole 2-oxindole: RN given refers to parent cpd; structure. indolin-2-one : An indolinone carrying an oxo group at position 2.	2.15	1	0	gamma-lactam; indolinone
lariciresinol lariciresinol: found in human urine. (+)-lariciresinol : A lignan that is tetrahydrofuran substituted at positions 2, 3 and 4 by 4-hydroxy-3-methoxyphenyl, hydroxymethyl and 4-hydroxy-3-methoxybenzyl groups respectively (the 2S,3R,4R-diastereomer).	2.52	2	0	aromatic ether; lignan; oxolanes; phenols; primary alcohol	antifungal agent; plant metabolite
2-benzyloxybenzaldehyde [no description available]	2.21	1	0
pomolic acid pomolic acid: from Rosa woodsii & Hyptis capitata; structure in first source	2.15	1	0	triterpenoid	metabolite
(2S,3R)-dihydrodehydrodiconiferyl alcohol [no description available]	2.31	1	0	1-benzofurans; guaiacols; guaiacyl lignin; primary alcohol
bortezomib [no description available]	2.07	1	0	amino acid amide; L-phenylalanine derivative; pyrazines	antineoplastic agent; antiprotozoal drug; protease inhibitor; proteasome inhibitor
nu 6027 [no description available]	3.17	1	0
arabinose [no description available]	3.53	2	0	L-arabinose	Escherichia coli metabolite; mouse metabolite
bradykinin [no description available]	1.93	1	0	oligopeptide	human blood serum metabolite; vasodilator agent
naringenin (S)-naringenin : The (S)-enantiomer of naringenin.	4.23	5	0	(2S)-flavan-4-one; naringenin	expectorant; plant metabolite
ouabain Ouabain: A cardioactive glycoside consisting of rhamnose and ouabagenin, obtained from the seeds of Strophanthus gratus and other plants of the Apocynaceae; used like DIGITALIS. It is commonly used in cell biological studies as an inhibitor of the NA(+)-K(+)-EXCHANGING ATPASE.. cardiac glycoside : Steroid lactones containing sugar residues that act on the contractile force of the cardiac muscles.. ouabain : A steroid hormone that is a multi-hydroxylated alpha-L-rhamnosyl cardenoloide. It binds to and inhibits the plasma membrane Na(+)/K(+)-ATPase (sodium pump). It has been isolated naturally from Strophanthus gratus.	2.08	1	0	11alpha-hydroxy steroid; 14beta-hydroxy steroid; 5beta-hydroxy steroid; alpha-L-rhamnoside; cardenolide glycoside; steroid hormone	anti-arrhythmia drug; cardiotonic drug; EC 2.3.3.1 [citrate (Si)-synthase] inhibitor; EC 3.1.3.41 (4-nitrophenylphosphatase) inhibitor; EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor; EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor; ion transport inhibitor; plant metabolite
taxifolin (+)-taxifolin : A taxifolin that has (2R,3R)-configuration.	2.05	1	0	taxifolin	metabolite
2-hydroxyestrone 2-hydroxyestrone: catechol estrogen which is a major metabolite of estradiol in man & animals; RN given refers to parent cpd. 2-hydroxyestrone : A 2-hydroxy steroid that is estrone substituted by a hydroxy group at position 2.	3.1	1	0	2-hydroxy steroid; catechols	human metabolite
cortodoxone Cortodoxone: 17,21-Dihydroxypregn-4-ene-3,20-dione. A 17-hydroxycorticosteroid with glucocorticoid and anti-inflammatory activities.. 11-deoxycortisol : A deoxycortisol that is cortisol in which the hydroxy group at position 11 has been replaced by a hydrogen.	1.97	1	0	deoxycortisol; glucocorticoid; primary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone	human metabolite; mouse metabolite
eriodictyol eriodictyol: structure. eriodictyol : A tetrahydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5, 7, 3' and 4' respectively.	2.49	2	0	3'-hydroxyflavanones; tetrahydroxyflavanone
(+)-limonene (4R)-limonene : An optically active form of limonene having (4R)-configuration.	2.07	1	0	limonene	plant metabolite
arbutin hydroquinone O-beta-D-glucopyranoside : A monosaccharide derivative that is hydroquinone attached to a beta-D-glucopyranosyl residue at position 4 via a glycosidic linkage.	2.49	2	0	beta-D-glucoside; monosaccharide derivative	Escherichia coli metabolite; plant metabolite
cellulase Cellulase: An endocellulase with specificity for the hydrolysis of 1,4-beta-glucosidic linkages in CELLULOSE, lichenin, and cereal beta-glucans.. beta-cellotriose : A cellotriose with a beta-configuration at the anomeric position.	7.71	3	0	cellotriose
strychnine Strychnine: An alkaloid found in the seeds of STRYCHNOS NUX-VOMICA. It is a competitive antagonist at glycine receptors and thus a convulsant. It has been used as an analeptic, in the treatment of nonketotic hyperglycinemia and sleep apnea, and as a rat poison.. strychnine : A monoterpenoid indole alkaloid that is strychnidine bearing a keto substituent at the 10-position.	2	1	0	monoterpenoid indole alkaloid; organic heteroheptacyclic compound	avicide; cholinergic antagonist; glycine receptor antagonist; neurotransmitter agent; rodenticide
monensin Monensin: An antiprotozoal agent produced by Streptomyces cinnamonensis. It exerts its effect during the development of first-generation trophozoites into first-generation schizonts within the intestinal epithelial cells. It does not interfere with hosts' development of acquired immunity to the majority of coccidial species. Monensin is a sodium and proton selective ionophore and is widely used as such in biochemical studies.. monensin A : A spiroketal, monensin A is the major component of monensin, a mixture of antibiotic substances produced by Streptomyces cinnamonensis. An antiprotozoal, it is used as the sodium salt as a feed additive for the prevention of coccidiosis in poultry and as a growth promoter in cattle.	1.97	1	0	cyclic hemiketal; monocarboxylic acid; polyether antibiotic; spiroketal	antifungal agent; coccidiostat; ionophore
epiandrosterone epiandrosterone : A 3beta-hydroxy steroid that is (5alpha)-androstane substituted by a beta-hydroxy group at position 3 and an oxo group at position 17.	3.1	1	0	17-oxo steroid; 3beta-hydroxy steroid; androstanoid	androgen; human metabolite
linezolid [no description available]	2.05	1	0	acetamides; morpholines; organofluorine compound; oxazolidinone	antibacterial drug; protein synthesis inhibitor
silychristin silychristin : A flavonolignan isolated from Silybum marianum and has been shown to exhibit inhibitory activities against lipoxygenase and prostaglandin synthetase.	2.05	1	0	1-benzofurans; aromatic ether; flavonolignan; polyphenol; secondary alpha-hydroxy ketone	lipoxygenase inhibitor; metabolite; prostaglandin antagonist; radical scavenger
naringin [no description available]	3.77	3	0	(2S)-flavan-4-one; 4'-hydroxyflavanones; dihydroxyflavanone; disaccharide derivative; neohesperidoside	anti-inflammatory agent; antineoplastic agent; metabolite
pulegone pulegone: component of peppermint oil; RN given refers to cpd without isomeric designation; structure in Merck. (+)-pulegone : The (5R)-enantiomer of p-menth-4(8)-en-3-one.	2.07	1	0	p-menth-4(8)-en-3-one
cleomiscosin a cleomiscosin A: has antipyretic, analgesic, and anti-inflammatory activities; coumarinolignan derivative from Simaba multiflora & Soulamea soulameoides; structure in first source. cleomiscosin A : An organic heterotricyclic compound that is 2,3-dihydro-9H-[1,4]dioxino[2,3-h]chromen-9-one substituted by 4-hydroxy-3-methoxy phenyl group at position 3, a hydroxymethyl group at position 2 and a methoxy group at position 5 (the 2R,3R stereoisomer). It exhibits anti-inflammatory activity.	2	1	0	aromatic ether; delta-lactone; organic heterotricyclic compound; phenols; primary alcohol	anti-inflammatory agent; metabolite
gingerol gingerol: an active ingredient in GINGER along with SHOGAOL. a nonvolatile methoxy phenyl decanone. gingerol : A beta-hydroxy ketone that is 5-hydroxydecan-3-one substituted by a 4-hydroxy-3-methoxyphenyl moiety at position 1; believed to inhibit adipogenesis. It is a constituent of fresh ginger.	2.44	2	0	beta-hydroxy ketone; guaiacols	antineoplastic agent; plant metabolite
lignans Lignans: A class of dibenzylbutane derivatives which occurs in higher plants and in fluids (bile, serum, urine, etc.) in man and other animals. These compounds, which have a potential anti-cancer role, can be synthesized in vitro by human fecal flora. (From Singleton & Sainsbury, Dictionary of Microbiology and Molecular Biology, 2d ed)	3.52	8	0
syringaresinol (+)-syringaresinol : The (7alpha,7'alpha,8alpha,8'alpha)-stereoisomer of syringaresinol.	2.49	2	0	syringaresinol	antineoplastic agent
1-alpha-terpineol (S)-(-)-alpha-terpineol : The (S)-enantiomer of alpha-terpineol.	3.53	2	0	alpha-terpineol	plant metabolite
diprenorphine Diprenorphine: A narcotic antagonist similar in action to NALOXONE. It is used to remobilize animals after ETORPHINE neuroleptanalgesia and is considered a specific antagonist to etorphine.	3.1	1	0	morphinane alkaloid
actinonin actinonin: natural hydroxamic acid, pseudopeptide antibiotic isolated from Streptomyces species; structure	2.17	1	0
betadex beta-Cyclodextrins: Cyclic GLUCANS consisting of seven (7) glucopyranose units linked by 1,4-glycosidic bonds.	3.61	8	0	cyclodextrin
acarbose [no description available]	2.11	1	0	amino cyclitol; glycoside
acetyl coenzyme a Acetyl Coenzyme A: Acetyl CoA participates in the biosynthesis of fatty acids and sterols, in the oxidation of fatty acids and in the metabolism of many amino acids. It also acts as a biological acetylating agent.	2.71	3	0	acyl-CoA	acyl donor; coenzyme; effector; fundamental metabolite
e-z cinnamic acid cinnamic acid : A monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. It is found in Cinnamomum cassia.. trans-cinnamic acid : The E (trans) isomer of cinnamic acid	4.16	15	0	cinnamic acid	plant metabolite
ergosterol [no description available]	9.41	6	0	3beta-hydroxy-Delta(5)-steroid; 3beta-sterol; ergostanoid; phytosterols	fungal metabolite; Saccharomyces cerevisiae metabolite
tretinoin Tretinoin: An important regulator of GENE EXPRESSION during growth and development, and in NEOPLASMS. Tretinoin, also known as retinoic acid and derived from maternal VITAMIN A, is essential for normal GROWTH; and EMBRYONIC DEVELOPMENT. An excess of tretinoin can be teratogenic. It is used in the treatment of PSORIASIS; ACNE VULGARIS; and several other SKIN DISEASES. It has also been approved for use in promyelocytic leukemia (LEUKEMIA, PROMYELOCYTIC, ACUTE).. retinoic acid : A retinoid consisting of 3,7-dimethylnona-2,4,6,8-tetraenoic acid substituted at position 9 by a 2,6,6-trimethylcyclohex-1-en-1-yl group (geometry of the four exocyclic double bonds is not specified).. all-trans-retinoic acid : A retinoic acid in which all four exocyclic double bonds have E- (trans-) geometry.	3.57	2	0	retinoic acid; vitamin A	anti-inflammatory agent; antineoplastic agent; antioxidant; AP-1 antagonist; human metabolite; keratolytic drug; retinoic acid receptor agonist; retinoid X receptor agonist; signalling molecule
equilenin Equilenin: An estrogenic steroid produced by HORSES. It has a total of five double bonds in the A- and B-ring. High concentration of equilenin is found in the URINE of pregnant mares.. equilenin : A 3-hydroxy steroid that is estrone which carries two double bonds at positions 6 and 8. It is found in the urine of pregnant mare's and extensively used for estrogen replacement therapy in postmenopausal women.	1.97	1	0	17-oxo steroid; 3-hydroxy steroid	antioxidant; mammalian metabolite
resveratrol trans-resveratrol : A resveratrol in which the double bond has E configuration.	2.58	2	0	resveratrol	antioxidant; phytoalexin; plant metabolite; quorum sensing inhibitor; radical scavenger
retinol Vitamin A: Retinol and derivatives of retinol that play an essential role in metabolic functioning of the retina, the growth of and differentiation of epithelial tissue, the growth of bone, reproduction, and the immune response. Dietary vitamin A is derived from a variety of CAROTENOIDS found in plants. It is enriched in the liver, egg yolks, and the fat component of dairy products.. vitamin A : Any member of a group of fat-soluble retinoids produced via metabolism of provitamin A carotenoids that exhibit biological activity against vitamin A deficiency. Vitamin A is involved in immune function, vision, reproduction, and cellular communication.. all-trans-retinol : A retinol in which all four exocyclic double bonds have E- (trans-) geometry.. retinol : A retinoid consisting of 3,7-dimethylnona-2,4,6,8-tetraen-1-ol substituted at position 9 by a 2,6,6-trimethylcyclohex-1-en-1-yl group (geometry of the four exocyclic double bonds is not specified).	3.51	2	0	retinol; vitamin A	human metabolite; mouse metabolite; plant metabolite
ferulic acid ferulate : A monocarboxylic acid anion obtained by the deprotonation of the carboxy group of ferulic acid.	9.25	114	0	ferulic acids	anti-inflammatory agent; antioxidant; apoptosis inhibitor; cardioprotective agent; MALDI matrix material; plant metabolite
pectins Pectins: High molecular weight polysaccharides present in the cell walls of all plants. Pectins cement cell walls together. They are used as emulsifiers and stabilizers in the food industry. They have been tried for a variety of therapeutic uses including as antidiarrheals, where they are now generally considered ineffective, and in the treatment of hypercholesterolemia.. alpha-D-galacturonic acid : The alpha-anomer of D-galacturonic acid.	2.45	2	0	D-galactopyranuronic acid
cocaine Cocaine: An alkaloid ester extracted from the leaves of plants including coca. It is a local anesthetic and vasoconstrictor and is clinically used for that purpose, particularly in the eye, ear, nose, and throat. It also has powerful central nervous system effects similar to the amphetamines and is a drug of abuse. Cocaine, like amphetamines, acts by multiple mechanisms on brain catecholaminergic neurons; the mechanism of its reinforcing effects is thought to involve inhibition of dopamine uptake.. cocaine : A tropane alkaloid obtained from leaves of the South American shrub Erythroxylon coca.	2.9	4	0	benzoate ester; methyl ester; tertiary amino compound; tropane alkaloid	adrenergic uptake inhibitor; central nervous system stimulant; dopamine uptake inhibitor; environmental contaminant; local anaesthetic; mouse metabolite; plant metabolite; serotonin uptake inhibitor; sodium channel blocker; sympathomimetic agent; vasoconstrictor agent; xenobiotic
mycophenolic acid Mycophenolic Acid: Compound derived from Penicillium stoloniferum and related species. It blocks de novo biosynthesis of purine nucleotides by inhibition of the enzyme inosine monophosphate dehydrogenase (IMP DEHYDROGENASE). Mycophenolic acid exerts selective effects on the immune system in which it prevents the proliferation of T-CELLS, LYMPHOCYTES, and the formation of antibodies from B-CELLS. It may also inhibit recruitment of LEUKOCYTES to sites of INFLAMMATION.. mycophenolate : A monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of mycophenolic acid.. mycophenolic acid : A member of the class of 2-benzofurans that is 2-benzofuran-1(3H)-one which is substituted at positions 4, 5, 6, and 7 by methyl, methoxy, (2E)-5-carboxy-3-methylpent-2-en-1-yl, and hydroxy groups, respectively. It is an antibiotic produced by Penicillium brevi-compactum, P. stoloniferum, P. echinulatum and related species. An immunosuppressant, it is widely used (partiularly as its sodium salt and as the 2-(morpholin-4-yl)ethyl ester prodrug, mycophenolate mofetil) to prevent tissue rejection following organ transplants and for the treatment of certain autoimmune diseases.	3.1	1	0	2-benzofurans; gamma-lactone; monocarboxylic acid; phenols	anticoronaviral agent; antimicrobial agent; antineoplastic agent; EC 1.1.1.205 (IMP dehydrogenase) inhibitor; environmental contaminant; immunosuppressive agent; mycotoxin; Penicillium metabolite; xenobiotic
clindamycin Clindamycin: An antibacterial agent that is a semisynthetic analog of LINCOMYCIN.. clindamycin : A carbohydrate-containing antibiotic that is the semisynthetic derivative of lincomycin, a natural antibiotic.	2.41	1	0
2-butenal crotonaldehyde : An enal consisting of propene having a formyl group at the 1-position.	2.15	1	0	enal
diethylstilbestrol Diethylstilbestrol: A synthetic nonsteroidal estrogen used in the treatment of menopausal and postmenopausal disorders. It was also used formerly as a growth promoter in animals. According to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985), diethylstilbestrol has been listed as a known carcinogen. (Merck, 11th ed). diethylstilbestrol : An olefinic compound that is trans-hex-3-ene in which the hydrogens at positions 3 and 4 have been replaced by p-hydroxyphenyl groups.	3.79	3	0	olefinic compound; polyphenol	antifungal agent; antineoplastic agent; autophagy inducer; calcium channel blocker; carcinogenic agent; EC 1.1.1.146 (11beta-hydroxysteroid dehydrogenase) inhibitor; EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor; endocrine disruptor; xenoestrogen
iridoids Iridoids: A type of MONOTERPENES, derived from geraniol. They have the general form of cyclopentanopyran, but in some cases, one of the rings is broken as in the case of secoiridoid. They are different from the similarly named iridals (TRITERPENES).	2.74	3	0
dactinomycin Dactinomycin: A compound composed of a two CYCLIC PEPTIDES attached to a phenoxazine that is derived from STREPTOMYCES parvullus. It binds to DNA and inhibits RNA synthesis (transcription), with chain elongation more sensitive than initiation, termination, or release. As a result of impaired mRNA production, protein synthesis also declines after dactinomycin therapy. (From AMA Drug Evaluations Annual, 1993, p2015)	2.05	1	0	actinomycin	mutagen
conidendrin conidendrin: RN given for (3aR-(3aalpha,4alpha,9alpha,9abeta))-isomer; a phenyl-naphthyl-furanolactone	1.94	1	0	lignan	metabolite
gamma-sitosterol clionasterol : A member of the class of phytosterols that is poriferast-5-ene carrying a beta-hydroxy substituent at position 3.	3.16	5	0	3beta-hydroxy-Delta(5)-steroid; 3beta-sterol; phytosterols	marine metabolite; plant metabolite
5-hydroxy-6,7-dimethoxyflavone mosloflavone: from Ranunculus japonicus; structure in first source	2.05	1	0	ether; flavonoids
moronic acid moronic acid: from root bark extract of Ozoroa mucronata; RN & N1 from 9th CI. moronic acid : A pentacyclic triterpenoid that is olean-18-ene substituted at position 3 by an oxo group and position 28 by a carboxy group.	2.92	1	0	pentacyclic triterpenoid	anti-HIV agent; anti-HSV-1 agent; metabolite
morolic acid morolic acid: from Pistacia terebinthus galls; structure in first source	2.92	1	0
favipiravir favipiravir : A member of the class of pyrazines that is pyrazine substituted by aminocarbonyl, hydroxy and fluoro groups at positions 2, 3 and 6, respectively. It is an anti-viral agent that inhibits RNA-dependent RNA polymerase of several RNA viruses and is approved for the treatment of influenza in Japan.	7.25	1	0	hydroxypyrazine; organofluorine compound; primary carboxamide	anticoronaviral agent; antiviral drug; EC 2.7.7.48 (RNA-directed RNA polymerase) inhibitor
potassium permanganate Potassium Permanganate: Permanganic acid (HMnO4), potassium salt. A highly oxidative, water-soluble compound with purple crystals, and a sweet taste. (From McGraw-Hill Dictionary of Scientific and Technical Information, 4th ed)	2.05	1	0
2-acetyl-1-pyrroline 2-acetyl-1-pyrroline: volatile component of uncooked Khao Dawk Mali 105 brown rice were extracted using indirect steam distillation under reduced pressure and controlled temperature in order to prevent cooking. 2-acetyl-1-pyrroline : A pyrroline that is 1-pyrroline in which the hydrogen at position 2 is replaced by an acetyl group. It is an aroma and flavour compound present in jasmine rice and basmati rice. It is responsible for the 'popcorn' aroma in a large variety of cereal and food products. It is one of the key odourants of the crust of bread and considered to be responsible for the cracker-like odour properties. In bread, it is primarily generated during baking but amounts are influenced by ingredient composition and fermentation conditions.	2.17	1	0	acylimine; methyl ketone; pyrroline	flavouring agent; Maillard reaction product; metabolite
chavibetol chavibetol: isolated from essential oil of Pimenta pseudocaryophyllus leaf; structure in first source	2.04	1	0	methoxybenzenes; phenols
rhapontin rhapontin: constituent of rhubarb rhizome	2.15	1	0	rhaponticin	angiogenesis inhibitor; anti-allergic agent; anti-inflammatory agent; antilipemic drug; antineoplastic agent; apoptosis inducer; EC 2.3.1.85 (fatty acid synthase) inhibitor; hypoglycemic agent; neuroprotective agent; plant metabolite
hydroxyphenethylferulate hydroxyphenethylferulate: from the roots of Atropa acuminata (Solanaceae); structure in first source	2.03	1	0	hydroxycinnamic acid
cinnamaldehyde 3-phenylprop-2-enal : A member of the class of cinnamaldehydes that is prop-2-enal in which a hydrogen at position 3 has been replaced by a phenyl group. The configuration of the double bond is not specified; the name "cinnamaldehyde" is widely used to refer to the E (trans) isomer.. (E)-cinnamaldehyde : The E (trans) stereoisomer of cinnamaldehyde, the parent of the class of cinnamaldehydes.	5.07	13	0	3-phenylprop-2-enal; cinnamaldehydes	antifungal agent; EC 4.3.1.24 (phenylalanine ammonia-lyase) inhibitor; flavouring agent; hypoglycemic agent; plant metabolite; sensitiser; vasodilator agent
trans-4-coumaric acid hydroxycinnamic acid : Any member of the class of cinnamic acids carrying one or more hydroxy substituents.. trans-4-coumaric acid : The trans-isomer of 4-coumaric acid.. 4-coumaric acid : A coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring.	3.82	11	0	4-coumaric acid	food component; mouse metabolite; plant metabolite
anethole anethole: an isomer of estragole; structurally similar to CAPSAICIN; has some neurological and insecticidal and skin absorption effects; RN given refers to unspecified stereoisomer. anethole : A monomethoxybenzene that is methoxybenzene substituted by a prop-1-en-1-yl group at position 4.. trans-anethole : The trans-stereoisomer of anethole.	2.08	1	0	anethole	flavouring agent
geraniol [no description available]	3.83	3	0	3,7-dimethylocta-2,6-dien-1-ol; monoterpenoid; primary alcohol	allergen; fragrance; plant metabolite; volatile oil component
glycosides [no description available]	4.53	7	0
chalcone trans-chalcone : The trans-isomer of chalcone.	2.02	1	0	chalcone	EC 3.2.1.1 (alpha-amylase) inhibitor
citral citral: Xref geranial: geraniol is also available; Xref neral: nerol is also available; vitamin A antagonist; oxygenated monoterpene; inhibits cytosolic dehydrogenases; structure. citral : An enal that consists of octa-2,6-dienal bearing methyl substituents at positions 3 and 7. A mixture of the two geometric isomers geranial and neral, it is the major constituent (75-85%) of oil of lemon grass, the volatile oil of Cymbopogon citratus, or of C. flexuosus. It also occurs in oils of verbena, lemon, and orange.	9.67	8	0	enal; monoterpenoid; polyprenal	plant metabolite; volatile oil component
squalene Addavax: an oil-water nanoemulsion and adjuvant containing squalene, Tween 80, and sorbitane trioleate	2.05	1	0	triterpene	human metabolite; mouse metabolite; plant metabolite; Saccharomyces cerevisiae metabolite
stilbenes Stilbenes: Organic compounds that contain 1,2-diphenylethylene as a functional group.. trans-stilbene : The trans-isomer of stilbene.	3.22	5	0	stilbene
p-hydroxycinnamaldehyde p-hydroxycinnamaldehyde: an antibacterial substance from the saw fly, Acantholyda parki S.; structure in first source. 4-hydroxycinnamaldehyde : A cinnamaldehyde that is (E)-cinnamaldehyde substituted at position 4 on the phenyl ring by a hydroxy group.	2.59	2	0	cinnamaldehydes	apoptosis inducer; EC 1.14.13.39 (nitric oxide synthase) inhibitor; plant metabolite
butylidenephthalide [no description available]	2.03	1	0	2-benzofurans; gamma-lactone	EC 3.2.1.20 (alpha-glucosidase) inhibitor; hypoglycemic agent; metabolite
sorbic acid Sorbic Acid: Mold and yeast inhibitor. Used as a fungistatic agent for foods, especially cheeses.. (2E,4E)-hexa-2,4-dienoic acid : A sorbic acid having trans-double bonds at positions 2 and 4; a food preservative that can induce cutaneous vasodilation and stinging upon topical application to humans. It is the most thermodynamically stable of the four possible geometric isomers possible, as well as the one with the highest antimicrobial activity.. sorbic acid : A hexadienoic acid with double bonds at C-2 and C-4; it has four geometrical isomers, of which the trans,trans-form is naturally occurring.	5.09	9	1	alpha,beta-unsaturated monocarboxylic acid; sorbic acid
flavin-adenine dinucleotide Flavin-Adenine Dinucleotide: A condensation product of riboflavin and adenosine diphosphate. The coenzyme of various aerobic dehydrogenases, e.g., D-amino acid oxidase and L-amino acid oxidase. (Lehninger, Principles of Biochemistry, 1982, p972)	2.02	1	0	flavin adenine dinucleotide; vitamin B2	cofactor; Escherichia coli metabolite; human metabolite; mouse metabolite; prosthetic group
cannabidiol Cannabidiol: Compound isolated from Cannabis sativa extract.. cannabidiol : An cannabinoid that is cyclohexene which is substituted by a methyl group at position 1, a 2,6-dihydroxy-4-pentylphenyl group at position 3, and a prop-1-en-2-yl group at position 4.	2.25	1	0	olefinic compound; phytocannabinoid; resorcinols	antimicrobial agent; plant metabolite
buprenorphine Buprenorphine: A derivative of the opioid alkaloid THEBAINE that is a more potent and longer lasting analgesic than MORPHINE. It appears to act as a partial agonist at mu and kappa opioid receptors and as an antagonist at delta receptors. The lack of delta-agonist activity has been suggested to account for the observation that buprenorphine tolerance may not develop with chronic use.. buprenorphine : A morphinane alkaloid that is 7,8-dihydromorphine 6-O-methyl ether in which positions 6 and 14 are joined by a -CH2CH2- bridge, one of the hydrogens of the N-methyl group is substituted by cyclopropyl, and a hydrogen at position 7 is substituted by a 2-hydroxy-3,3-dimethylbutan-2-yl group. It is highly effective for the treatment of opioid use disorder and is also increasingly being used in the treatment of chronic pain.	3.35	1	0	morphinane alkaloid	delta-opioid receptor antagonist; kappa-opioid receptor antagonist; mu-opioid receptor agonist; opioid analgesic
fludarabine [no description available]	2.45	2	0	purine nucleoside
sesquiterpenes [no description available]	3.18	5	0
dienestrol Dienestrol: A synthetic, non-steroidal estrogen structurally related to stilbestrol. It is used, usually as the cream, in the treatment of menopausal and postmenopausal symptoms.. dienestrol : An olefinic compound that is hexa-2,4-diene substituted by 4-hydroxyphenyl groups at positions 3 and 4 respectively.	3.1	1	0
(2S)-7-hydroxyflavanone [no description available]	2.05	1	0	7-hydroxyflavanone
caffeic acid trans-caffeic acid : The trans-isomer of caffeic acid.	5.17	14	0	caffeic acid	geroprotector; mouse metabolite
methyl caffeate methyl caffeate: from plant Gaillardia pulchella. methyl caffeate : An alkyl caffeate ester formed by the formal condensation of caffeic acid with methyl alcohol.	2.02	1	0	alkyl caffeate ester; methyl ester
captax captax: RN given refers to parent cpd. 1,3-benzothiazole-2-thiol : 1,3-Benzothiazole substituted at the 2-position with a sulfanyl group.	3.1	1	0	aryl thiol; benzothiazoles	carcinogenic agent; metabolite
3-(3,4-dimethoxyphenyl)propenoic acid 3-(3,4-dimethoxyphenyl)propenoic acid: structure given in first source; RN given refers to parent cpd. 3,4-dimethoxycinnamic acid : A methoxycinnamic acid that is trans-cinnamic acid substituted by methoxy groups at positions 3' and 4' respectively.	2.05	1	0	methoxycinnamic acid
vanilmandelic acid 3-methoxy-4-hydroxymandelic acid: used in hypertensive patients	2.85	4	0
isoferulic acid isoferulic acid: isomer of ferulic acid; structure. isoferulic acid : A ferulic acid consisting of trans-cinnamic acid bearing methoxy and hydroxy substituents at positions 4 and 3 respectively on the phenyl ring.	2.06	1	0	ferulic acids	antioxidant; biomarker; metabolite
ethyl ferulate ethyl ferulate: structure in first source	2.15	1	0
isoeugenol trans-isoeugenol : The trans-stereoisomer of isoeugenol.	6.26	26	0	isoeugenol	plant metabolite
2-amino-3-(4-chlorobenzoyl)-5,6,7,8-tetrahydrobenzothiophene 2-amino-3-(4-chlorobenzoyl)-5,6,7,8-tetrahydrobenzothiophene: an allosteric adenosine modulator	2.05	1	0
thiothixene [no description available]	3.1	1	0	N-methylpiperazine	anticoronaviral agent
curcumin Curcumin: A yellow-orange dye obtained from tumeric, the powdered root of CURCUMA longa. It is used in the preparation of curcuma paper and the detection of boron. Curcumin appears to possess a spectrum of pharmacological properties, due primarily to its inhibitory effects on metabolic enzymes.. curcumin : A beta-diketone that is methane in which two of the hydrogens are substituted by feruloyl groups. A natural dyestuff found in the root of Curcuma longa.	5.61	21	0	aromatic ether; beta-diketone; diarylheptanoid; enone; polyphenol	anti-inflammatory agent; antifungal agent; antineoplastic agent; biological pigment; contraceptive drug; dye; EC 1.1.1.205 (IMP dehydrogenase) inhibitor; EC 1.1.1.21 (aldehyde reductase) inhibitor; EC 1.1.1.25 (shikimate dehydrogenase) inhibitor; EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor; EC 1.8.1.9 (thioredoxin reductase) inhibitor; EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor; EC 3.5.1.98 (histone deacetylase) inhibitor; flavouring agent; food colouring; geroprotector; hepatoprotective agent; immunomodulator; iron chelator; ligand; lipoxygenase inhibitor; metabolite; neuroprotective agent; nutraceutical; radical scavenger
methimazole Methimazole: A thioureylene antithyroid agent that inhibits the formation of thyroid hormones by interfering with the incorporation of iodine into tyrosyl residues of thyroglobulin. This is done by interfering with the oxidation of iodide ion and iodotyrosyl groups through inhibition of the peroxidase enzyme.. methimazole : A member of the class of imidazoles that it imidazole-2-thione in which a methyl group replaces the hydrogen which is attached to a nitrogen.	2.06	1	0	1,3-dihydroimidazole-2-thiones	antithyroid drug
capsaicin ALGRX-4975: an injectable capsaicin (TRPV1 receptor agonist) formulation for longlasting pain relief. capsaicinoid : A family of aromatic fatty amides produced as secondary metabolites by chilli peppers.	4.12	15	0	capsaicinoid	non-narcotic analgesic; TRPV1 agonist; voltage-gated sodium channel blocker
Jasmone jasmone: RN refers to (Z)-isomer; structure given in first source	2.25	1	0	cyclic ketone
isoeugenol [no description available]	2.74	3	0	isoeugenol
coniferyl alcohol coniferyl alcohol: structure. coniferol : A phenylpropanoid that is one of the main monolignols, produced by the reduction of the carboxy functional group in cinnamic acid and the addition of a hydroxy and a methoxy substituent to the aromatic ring.	4.55	7	0	guaiacols; phenylpropanoid	animal metabolite; monolignol; mouse metabolite; pheromone; plant metabolite; volatile oil component
beta-styrylacrylic acid beta-styrylacrylic acid: RN given refers to parent cpd; structure	2.05	1	0
chlorogenic acid caffeoylquinic acid: Antiviral Agent; structure in first source. chlorogenate : A monocarboxylic acid anion that is the conjugate base of chlorogenic acid; major species at pH 7.3.	4.1	4	0	cinnamate ester; tannin	food component; plant metabolite
thioguanine anhydrous Thioguanine: An antineoplastic compound which also has antimetabolite action. The drug is used in the therapy of acute leukemia.. tioguanine : A 2-aminopurine that is the 6-thiono derivative of 2-amino-1,9-dihydro-6H-purine. Incorporates into DNA and inhibits synthesis. Used in the treatment of leukaemia.	2.38	2	0	2-aminopurines	anticoronaviral agent; antimetabolite; antineoplastic agent
thiourea Thiourea: A photographic fixative used also in the manufacture of resins. According to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985), this substance may reasonably be anticipated to be a carcinogen (Merck Index, 9th ed). Many of its derivatives are ANTITHYROID AGENTS and/or FREE RADICAL SCAVENGERS.. thiourea : The simplest member of the thiourea class, consisting of urea with the oxygen atom substituted by sulfur.	2.41	1	0	one-carbon compound; thioureas; ureas	antioxidant; chromophore
D-fructopyranose [no description available]	2.91	4	0	cyclic hemiketal; D-fructose; fructopyranose	sweetening agent
thioacetamide Thioacetamide: A crystalline compound used as a laboratory reagent in place of HYDROGEN SULFIDE. It is a potent hepatocarcinogen.. thioacetamide : A thiocarboxamide consiting of acetamide having the oxygen replaced by sulfur.	2.76	2	0	thiocarboxamide	hepatotoxic agent
capsazepine capsazepine: modified capsaicin molecule; a capsaicin receptor antagonist. capsazepine : A benzazepine that is 2,3,4,5-tetrahydro-1H-2-benzazepine which is substituted by hydroxy groups at positions 7 and 8 and on the nitrogen atom by a 2-(p-chlorophenyl)ethylaminothiocarbonyl group. A synthetic analogue of capsaicin, it was the first reported capsaicin receptor antagonist.	2.03	1	0	benzazepine; catechols; monochlorobenzenes; thioureas	capsaicin receptor antagonist
tamoxifen [no description available]	7.45	2	0	stilbenoid; tertiary amino compound	angiogenesis inhibitor; antineoplastic agent; bone density conservation agent; EC 1.2.3.1 (aldehyde oxidase) inhibitor; EC 2.7.11.13 (protein kinase C) inhibitor; estrogen antagonist; estrogen receptor antagonist; estrogen receptor modulator
tocopherylquinone tocopherylquinone: RN refers to (3R-(3R,7R,11R*))-isomer; structure	2.05	1	0
nadp [no description available]	3.31	6	0
6-hydroxyflavanone 6-hydroxyflavanone : A monohydroxyflavanone that is flavanone substituted by a hydroxy group at position 6.	2.02	1	0	monohydroxyflavanone	fungal xenobiotic metabolite
1,1-diphenyl-2-picrylhydrazyl 1,1-diphenyl-2-picrylhydrazyl: A diphenyl picrate; the ability to decolorize this stable radical indicates reactivity of tested compounds (Banda, Anal Chem 46:1772-7 1974)	8.45	7	0
2-heptyl-3-hydroxy-4-quinolone 2-heptyl-3-hydroxy-4-quinolone: structure in first source. 2-heptyl-3-hydroxy-4-quinolone : A quinolone consisting of quinolin-4(1H)-one carrying a heptyl substituent at position 2 and a hydroxy group at position 3.	2.25	1	0	quinolone	signalling molecule
dimethylstilbestrol dimethylstilbestrol: stilbene derivative with anti-estrogenic & anti-fertility activities; minor descriptor (75-85); on-line & Index Medicus search STILBENES (75-85); RN given refers to cpd without isomeric designation	2.02	1	0	stilbenoid
laccase Laccase: A copper-containing oxidoreductase enzyme that catalyzes the oxidation of 4-benzenediol to 4-benzosemiquinone. It also has activity towards a variety of O-quinols and P-quinols. It primarily found in FUNGI and is involved in LIGNIN degradation, pigment biosynthesis and detoxification of lignin-derived products.	4.32	18	0
lithium Lithium: An element in the alkali metals family. It has the atomic symbol Li, atomic number 3, and atomic weight [6.938; 6.997]. Salts of lithium are used in treating BIPOLAR DISORDER.	3.5	1	1	alkali metal atom
cobaltous chloride cobaltous chloride: RN given refers to unlabeled cpd; RN in Chemline for cobalt trichloride: 10241-04-0; RN for 60-labeled cpd: 14543-09-0; RN for 57-labeled cpd: 164113-89-1; RN for 58-labeled cpd: 29377-09-1; structure. cobalt dichloride : A cobalt salt in which the cobalt metal is in the +2 oxidation state and the counter-anion is chloride. It is used as an indicator for water in desiccants.	3.07	1	0	cobalt salt; inorganic chloride	allergen; calcium channel blocker; sensitiser; two-colour indicator
maneb Maneb: Manganese derivative of ethylenebisdithiocarbamate. It is used in agriculture as a fungicide and has been shown to cause irritation to the eyes, nose, skin, and throat.. maneb : A polymeric complex of manganese with the ethylene bis(dithiocarbamate) anionic ligand. An agrochemical fungicide, it is used to control a variety of diseases including blight, leaf spot, rust, downy mildew and scab.	7.21	1	0
thiophanate thiophanate-methyl : A member of the class of thioureas that is the dimethyl ester of (1,2-phenylenedicarbamothioyl)biscarbamic acid. A fungicide effective against a broad spectrum of diseases in fruit, vegetables, turf and other crops including eyespot, scab, powdery mildew and grey mould.	2.05	1	0	benzimidazole precursor fungicide; carbamate ester; carbamate fungicide; thioureas	antifungal agrochemical
orlistat Orlistat: A lactone derivative of LEUCINE that acts as a pancreatic lipase inhibitor to limit the absorption of dietary fat; it is used in the management of obesity.. orlistat : A carboxylic ester resulting from the formal condensation of the carboxy group of N-formyl-L-leucine with the hydroxy group of (3S,4S)-3-hexyl-4-[(2S)-2-hydroxytridecyl]oxetan-2-one. A pancreatic lipase inhibitor, it is used as an anti-obesity drug.	2.06	1	0	beta-lactone; carboxylic ester; formamides; L-leucine derivative	anti-obesity agent; bacterial metabolite; EC 2.3.1.85 (fatty acid synthase) inhibitor; EC 3.1.1.3 (triacylglycerol lipase) inhibitor
quinine [no description available]	2.74	3	0	cinchona alkaloid	antimalarial; muscle relaxant; non-narcotic analgesic
beta-proline beta-proline: RN given refers to cpd without isomeric designation; structure given in first source	2.21	1	0
sch 23390 SCH 23390: a selective D1-receptor antagonist. SCH 23390 : A benzazepine that is 2,3,4,5-tetrahydro-3-benzazepine bearing a phenyl substituent at position 1, a methyl substituent at position 3, a chloro substituent at position 7 and a hydroxy substituent at position 8.	3.1	1	0	benzazepine
calixarenes Calixarenes: Phenolic metacyclophanes derived from condensation of PHENOLS and ALDEHYDES. The name derives from the vase-like molecular structures. A bracketed [n] indicates the number of aromatic rings.. calixarenes : Originally macrocyclic compounds capable of assuming a basket (or "calix") shaped conformation. They are formed from p-hydrocarbyl phenols and formaldehyde. The term now applies to a variety of derivatives by substitution of the hydrocarbon cyclo{oligo[(1,3-phenylene)methylene]}.. calixarene : A macrocycle composed of 1,3-phenylene groups linked by methylene groups. The number of 1,3-phenylene units in the macrocycle is denoted by the "n" in calix[n]arene name.	2.1	1	0
cytellin cytellin: a phytosterol preparation of mainly B-sitosterol, that was marketed by Eli Lilly to lower cholesterol 1957 to 1982	3.31	6	0
salinomycin salinomycin: from Streptomyces albus; RN given refers to parent cpd; structure	2.02	1	0	polyketide; spiroketal	animal growth promotant; potassium ionophore
ovalbumin Ovalbumin: An albumin obtained from the white of eggs. It is a member of the serpin superfamily.	2.05	1	0
sodium dodecyl sulfate Sodium Dodecyl Sulfate: An anionic surfactant, usually a mixture of sodium alkyl sulfates, mainly the lauryl; lowers surface tension of aqueous solutions; used as fat emulsifier, wetting agent, detergent in cosmetics, pharmaceuticals and toothpastes; also as research tool in protein biochemistry.. sodium dodecyl sulfate : An organic sodium salt that is the sodium salt of dodecyl hydrogen sulfate.	1.96	1	0	organic sodium salt	detergent; protein denaturant
mtt formazan MTT formazan: a blue MEM-insoluble mitochondrial byproduct; used to determine viability of cells with active mitochondrial dehydrogenase enzymes	2.05	1	0
sb 242084 6-chloro-5-methyl-1-((2-(2-methylpyrid-3-yloxy)pyrid-5-yl)carbamoyl)indoline: 5-HT(2C) receptor inverse agonist (antagonist); structure in first source	2.05	1	0
glucovanillin glucovanillin: was extracted from green pods and simultaneously transformed to vanillin by a combination of enzyme activities involving cell wall degradation and glucovanillin hydrolysis	3.32	6	0	glycoside
2,4-dinitrophenylhydrazine 2,4-dinitrophenylhydrazine: structure. 2,4-dinitrophenylhydrazine : A C-nitro compound that is phenylhydrazine substituted at the 2- and 4-positions by nitro groups.	2.15	1	0	C-nitro compound; phenylhydrazines	reagent
17-ketosteroids 17-Ketosteroids: Steroids that contain a ketone group at position 17.. 17-oxo steroid : Any oxo steroid carrying the oxo group at position 17.	2.36	2	0
naphthoquinones Naphthoquinones: Naphthalene rings which contain two ketone moieties in any position. They can be substituted in any position except at the ketone groups.	3.88	3	0
sodium borohydride sodium borohydride: RN given refers to parent cpd	2.11	1	0	inorganic sodium salt; metal tetrahydridoborate
digitoxigenin Digitoxigenin: 3 beta,14-Dihydroxy-5 beta-card-20(22)enolide. A cardenolide which is the aglycon of digitoxin. Synonyms: Cerberigenin; Echujetin; Evonogenin; Thevetigenin.. digitoxigenin : A 5beta-cardenolide that is 5beta-cardanolide with hydroxy substituents at the 3beta- and 14beta-positions and double bond unsaturation at C(20)-C(22).	3.1	1	0	14beta-hydroxy steroid; 3beta-hydroxy steroid
rhodamine 123 Rhodamine 123: A fluorescent probe with low toxicity which is a potent substrate for ATP BINDING CASSETTE TRANSPORTER, SUBFAMILY B, MEMBER 1 and the bacterial multidrug efflux transporter. It is used to assess mitochondrial bioenergetics in living cells and to measure the efflux activity of ATP BINDING CASSETTE TRANSPORTER, SUBFAMILY B, MEMBER 1 in both normal and malignant cells. (Leukemia 1997;11(7):1124-30). rhodamine 123(1+) : A cationic fluorescent dye derived from 9-phenylxanthene.	2.17	1	0	organic cation; xanthene dye	fluorochrome
benzyl cinnamate benzyl cinnamate: structure in first source. benzyl cinnamate : The cinnamate ester derived from cinnamic acid and benzyl alcohol. Occuring in Balsam of Peru and Tolu balsam, in Sumatra and Penang benzoin, and as the main constituent of copaiba balsam, it is used in heavy oriental perfumes, as a fixative and as a flavouring agent.	2.05	1	0	cinnamate ester	antigen; epitope; fixative; flavouring agent; fragrance
ku 55933 2-morpholin-4-yl-6-thianthren-1-yl-pyran-4-one: specific inhibitor of the ataxia-telangiectasia mutated kinase ATM; structure in first source	3.17	1	0
quercetin [no description available]	10.15	8	0	7-hydroxyflavonol; pentahydroxyflavone	antibacterial agent; antineoplastic agent; antioxidant; Aurora kinase inhibitor; chelator; EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor; geroprotector; phytoestrogen; plant metabolite; protein kinase inhibitor; radical scavenger
bilirubin [no description available]	3.1	1	0	biladienes; dicarboxylic acid	antioxidant; human metabolite; mouse metabolite
acacetin 5,7-dihydroxy-4'-methoxyflavone : A monomethoxyflavone that is the 4'-methyl ether derivative of apigenin.	2.15	1	0	dihydroxyflavone; monomethoxyflavone	anticonvulsant; plant metabolite
apigenin Chamomile: Common name for several daisy-like plants (MATRICARIA; TRIPLEUROSPERMUM; ANTHEMIS; CHAMAEMELUM) native to Europe and Western Asia, now naturalized in the United States and Australia.	3.53	2	0	trihydroxyflavone	antineoplastic agent; metabolite
luteolin [no description available]	2.05	1	0	3'-hydroxyflavonoid; tetrahydroxyflavone	angiogenesis inhibitor; anti-inflammatory agent; antineoplastic agent; apoptosis inducer; c-Jun N-terminal kinase inhibitor; EC 2.3.1.85 (fatty acid synthase) inhibitor; immunomodulator; nephroprotective agent; plant metabolite; radical scavenger; vascular endothelial growth factor receptor antagonist
linoleic acid Linoleic Acid: A doubly unsaturated fatty acid, occurring widely in plant glycosides. It is an essential fatty acid in mammalian nutrition and is used in the biosynthesis of prostaglandins and cell membranes. (From Stedman, 26th ed). linoleic acid : An octadecadienoic acid in which the two double bonds are at positions 9 and 12 and have Z (cis) stereochemistry.	2.48	2	0	octadecadienoic acid; omega-6 fatty acid	algal metabolite; Daphnia galeata metabolite; plant metabolite
calcitriol dihydroxy-vitamin D3: as a major in vitro metabolite of 1alpha,25-dihydroxyvitamin D3, produced in primary cultures of neonatal human keratinocytes	3.5	1	1	D3 vitamins; hydroxycalciol; triol	antineoplastic agent; antipsoriatic; bone density conservation agent; calcium channel agonist; calcium channel modulator; hormone; human metabolite; immunomodulator; metabolite; mouse metabolite; nutraceutical
scopoletin [no description available]	4.04	4	0	hydroxycoumarin	plant growth regulator; plant metabolite
beta carotene beta Carotene: A carotenoid that is a precursor of VITAMIN A. Beta carotene is administered to reduce the severity of photosensitivity reactions in patients with erythropoietic protoporphyria (PORPHYRIA, ERYTHROPOIETIC).. provitamin A : A provitamin that can be converted into vitamin A by enzymes from animal tissues.	2.71	3	0	carotenoid beta-end derivative; cyclic carotene	antioxidant; biological pigment; cofactor; ferroptosis inhibitor; human metabolite; mouse metabolite; plant metabolite; provitamin A
sinapyl alcohol sinapyl alcohol: has anti-inflammatory and antinociceptive properties; structure in first source. trans-sinapyl alcohol : Sinapyl alcohol in which the configuration of the propenyl double bond is E. It is one of the main monolignols.. sinapyl alcohol : A primary alcohol, being cinnamyl alcohol hydroxylated at C-4 and methoxylated at C-3 and -5.	2.13	1	0	sinapyl alcohol	monolignol
3-(4-hydroxyphenyl)-1-propane 3-(4-hydroxyphenyl)-1-propane: structure given in first source. trans-p-coumaryl alcohol : 4-Hydroxycinnamyl alcohol with E-configuration of the propenyl double bond. It is one of the main monolignols.. 4-hydroxycinnamyl alcohol : A primary alcohol being cinnamyl alcohol hydroxylated at C-4 of the phenyl ring.	2.13	1	0	4-hydroxycinnamyl alcohol; phenols; phenylpropanoid	monolignol
coniferaldehyde coniferaldehyde: from aqueous extract of Senra incana. coniferyl aldehyde : A member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and a methoxy group at position 3.	4.1	14	0	cinnamaldehydes; guaiacols; phenylpropanoid	antifungal agent; plant metabolite
feruloyltyramine feruloyltyramine: structure given in first source; isolated from Cannabis sativa seeds, roots, leaves, and resin; induces hypothermia and motor incoordination in mice; moupinamide is (E)-isomer	2.31	1	0	tyramines	metabolite
hymecromone Hymecromone: A coumarin derivative possessing properties as a spasmolytic, choleretic and light-protective agent. It is also used in ANALYTICAL CHEMISTRY TECHNIQUES for the determination of NITRIC ACID.	3.1	1	0	hydroxycoumarin	antineoplastic agent; hyaluronic acid synthesis inhibitor
vitamin d 2 Ergocalciferols: Derivatives of ERGOSTEROL formed by ULTRAVIOLET RAYS breaking of the C9-C10 bond. They differ from CHOLECALCIFEROL in having a double bond between C22 and C23 and a methyl group at C24.. vitamin D2 : A vitamin D supplement and has been isolated from alfalfa.	3.1	1	0	hydroxy seco-steroid; seco-ergostane; vitamin D	bone density conservation agent; nutraceutical; plant metabolite; rodenticide
stigmasterol stigmasta-5,22-dien-3-ol: isolated from freeze-dried powder of Blackberries (Rubus ursinus L.) which showed an activity on inhibition of chemocarcinogen. stigmasterol : A 3beta-sterol that consists of 3beta-hydroxystigmastane having double bonds at the 5,6- and 22,23-positions.	2.98	4	0	3beta-hydroxy-Delta(5)-steroid; 3beta-sterol; phytosterols; stigmastane sterol	plant metabolite
cholecalciferol Cholecalciferol: Derivative of 7-dehydroxycholesterol formed by ULTRAVIOLET RAYS breaking of the C9-C10 bond. It differs from ERGOCALCIFEROL in having a single bond between C22 and C23 and lacking a methyl group at C24.. calciol : A hydroxy seco-steroid that is (5Z,7E)-9,10-secocholesta-5,7,10(19)-triene in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group. It is the inactive form of vitamin D3, being hydroxylated in the liver to calcidiol (25-hydroxyvitamin D3), which is then further hydroxylated in the kidney to give calcitriol (1,25-dihydroxyvitamin D3), the active hormone.	3.1	1	0	D3 vitamins; hydroxy seco-steroid; seco-cholestane; secondary alcohol; steroid hormone	geroprotector; human metabolite
sinapaldehyde sinapyl aldehyde: structure in first source. (E)-sinapaldehyde : A member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and methoxy groups at positions 3 and 5.	2.79	3	0	cinnamaldehydes; dimethoxybenzene; phenols	antifungal agent; plant metabolite
rutin Hydroxyethylrutoside: Monohydroxyethyl derivative of rutin. Peripheral circulation stimulant used in treatment of venous disorders.	3.12	5	0	disaccharide derivative; quercetin O-glucoside; rutinoside; tetrahydroxyflavone	antioxidant; metabolite
kaempferol [no description available]	2.05	1	0	7-hydroxyflavonol; flavonols; tetrahydroxyflavone	antibacterial agent; geroprotector; human blood serum metabolite; human urinary metabolite; human xenobiotic metabolite; plant metabolite
harmine Harmine: Alkaloid isolated from seeds of PEGANUM HARMALA; ZYGOPHYLLACEAE. It is identical to banisterine, or telepathine, from Banisteria caapi and is one of the active ingredients of hallucinogenic drinks made in the western Amazon region from related plants. It has no therapeutic use, but (as banisterine) was hailed as a cure for postencephalitic PARKINSON DISEASE in the 1920's.. harmine : A harmala alkaloid in which the harman skeleton is methoxy-substituted at C-7.	2.06	1	0	harmala alkaloid	anti-HIV agent; EC 1.4.3.4 (monoamine oxidase) inhibitor; metabolite
genistein [no description available]	2.02	1	0	7-hydroxyisoflavones	antineoplastic agent; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; geroprotector; human urinary metabolite; phytoestrogen; plant metabolite; tyrosine kinase inhibitor
amphotericin b Amphotericin B: Macrolide antifungal antibiotic produced by Streptomyces nodosus obtained from soil of the Orinoco river region of Venezuela.. amphotericin B : A macrolide antibiotic used to treat potentially life-threatening fungal infections.	2.6	1	0	antibiotic antifungal drug; macrolide antibiotic; polyene antibiotic	antiamoebic agent; antiprotozoal drug; bacterial metabolite
azadirachtin azadirachtin A : A member of the family of azadirachtins that is isolated from the neem tree (Azadirachta indica).. azadirachtin : A family of terpenoids isolated from the neem tree (Azadirachta indica).	7.41	2	0	acetate ester; azadirachtin; cyclic hemiketal; enoate ester; epoxide; methyl ester; organic heterotetracyclic compound; secondary alcohol; tertiary alcohol	hepatoprotective agent
geranylgeraniol (E,E,E)-geranylgeraniol : A geranylgeraniol in which all four double bonds have E- (trans-) geometry.	2.15	1	0	geranylgeraniol
harman harman: a beta-carboline; RN given refers to parent cpd; structure. harman : An indole alkaloid fundamental parent with a structure of 9H-beta-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of Sickingia rubra, Symplocus racemosa, Passiflora incarnata, Peganum harmala, Banisteriopsis caapi and Tribulus terrestris, as well as from tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A.	2.06	1	0	harmala alkaloid; indole alkaloid fundamental parent; indole alkaloid	anti-HIV agent; EC 1.4.3.4 (monoamine oxidase) inhibitor; plant metabolite
Rhynchophylline [no description available]	2.15	1	0	indolizines	metabolite
esculetin esculetin: used in filters for absorption of ultraviolet light; structure. esculetin : A hydroxycoumarin that is umbelliferone in which the hydrogen at position 6 is substituted by a hydroxy group. It is used in filters for absorption of ultraviolet light.	3.1	1	0	hydroxycoumarin	antioxidant; plant metabolite; ultraviolet filter
7-hydroxycoumarin 7-oxycoumarin: derivatives have anti-oxidant properties. umbelliferone : A hydroxycoumarin that is coumarin substituted by a hydroxy group ay position 7.	3.84	3	0	hydroxycoumarin	fluorescent probe; food component; plant metabolite
costunolide [no description available]	2.31	1	0	germacranolide; heterobicyclic compound	anthelminthic drug; antiinfective agent; antineoplastic agent; antiparasitic agent; antiviral drug; metabolite
eupatolide eupatolide: sesquiterpene lactone from Eupatorium formasanum HAY; structure. eupatolide : A germacranolide with formula C15H20O3, isolated from several Inula species. It exhibits anti-cancer properties.	2.31	1	0	gamma-lactone; germacranolide; homoallylic alcohol; secondary alcohol	antineoplastic agent; plant metabolite
oleuropein oleuropein: iridoid isolated from leaves and fruit of Olea and Ligustrum (Oleaceae). oleuropein : A secoiridoid glycoside that is the methyl ester of 3,4-dihydro-2H-pyran-5-carboxylic acid which is substituted at positions 2, 3, and 4 by hydroxy, ethylidene, and carboxymethyl groups, respectively and in which the anomeric hydroxy group at position 2 has been converted into its beta-D-glucoside and the carboxylic acid moiety of the carboxymethyl substituent has been converted to the corresponding 3,4-dihydroxyphenethyl ester (the 2S,3E,4S stereoisomer). The most important phenolic compound present in olive cultivars.	2.02	1	0	beta-D-glucoside; catechols; diester; methyl ester; pyrans; secoiridoid glycoside	anti-inflammatory agent; antihypertensive agent; antineoplastic agent; antioxidant; apoptosis inducer; NF-kappaB inhibitor; nutraceutical; plant metabolite; radical scavenger
baicalein [no description available]	3.57	2	0	trihydroxyflavone	angiogenesis inhibitor; anti-inflammatory agent; antibacterial agent; anticoronaviral agent; antifungal agent; antineoplastic agent; antioxidant; apoptosis inducer; EC 1.13.11.31 (arachidonate 12-lipoxygenase) inhibitor; EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor; EC 4.1.1.17 (ornithine decarboxylase) inhibitor; ferroptosis inhibitor; geroprotector; hormone antagonist; plant metabolite; prostaglandin antagonist; radical scavenger
chrysin chrysin : A dihydroxyflavone in which the two hydroxy groups are located at positions 5 and 7.	3.82	3	0	7-hydroxyflavonol; dihydroxyflavone	anti-inflammatory agent; antineoplastic agent; antioxidant; EC 2.7.11.18 (myosin-light-chain kinase) inhibitor; hepatoprotective agent; plant metabolite
diosmin [no description available]	3.5	1	1	dihydroxyflavanone; disaccharide derivative; glycosyloxyflavone; monomethoxyflavone; rutinoside	anti-inflammatory agent; antioxidant
fisetin [no description available]	3.1	1	0	3'-hydroxyflavonoid; 7-hydroxyflavonol; tetrahydroxyflavone	anti-inflammatory agent; antioxidant; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; geroprotector; metabolite; plant metabolite
galangin 5,7-dihydroxyflavonol: antimicrobial from the twigs of Populus nigra x Populus deltoides; structure in first source. galangin : A 7-hydroxyflavonol with additional hydroxy groups at positions 3 and 5 respectively; a growth inhibitor of breast tumor cells.	3.53	2	0	7-hydroxyflavonol; trihydroxyflavone	antimicrobial agent; EC 3.1.1.3 (triacylglycerol lipase) inhibitor; plant metabolite
3-methylquercetin isorhamnetin : A monomethoxyflavone that is quercetin in which the hydroxy group at position 3' is replaced by a methoxy group.	2.15	1	0	7-hydroxyflavonol; monomethoxyflavone; tetrahydroxyflavone	anticoagulant; EC 1.14.18.1 (tyrosinase) inhibitor; metabolite
myricetin [no description available]	2.05	1	0	7-hydroxyflavonol; hexahydroxyflavone	antineoplastic agent; antioxidant; cyclooxygenase 1 inhibitor; food component; geroprotector; hypoglycemic agent; plant metabolite
coumestrol Coumestrol: A daidzein derivative occurring naturally in forage crops which has some estrogenic activity.. coumestrol : A member of the class of coumestans that is coumestan with hydroxy substituents at positions 3 and 9.	2.02	1	0	coumestans; delta-lactone; polyphenol	anti-inflammatory agent; antioxidant; plant metabolite
polydatin trans-piceid : A stilbenoid that is trans-resveratrol substituted at position 3 by a beta-D-glucosyl residue.	2.15	1	0	beta-D-glucoside; monosaccharide derivative; polyphenol; stilbenoid	anti-arrhythmia drug; antioxidant; geroprotector; hepatoprotective agent; metabolite; nephroprotective agent; potassium channel modulator
acteoside acteoside: a protein kinase C inhibitor with hepatoprotective, anti-asthmatic, and analgesic activities; a phenylethanoid glycoside related to isoacteoside; from leaves of Lippia multiflora (Verbenaceae). acteoside : A glycoside that is the alpha-L-rhamnosyl-(1->3)-beta-D-glucoside of hydroxytyrosol in which the hydroxy group at position 4 of the glucopyranosyl moiety has undergone esterification by formal condensation with trans-caffeic acid.	2.4	2	0	catechols; cinnamate ester; disaccharide derivative; glycoside; polyphenol	anti-inflammatory agent; antibacterial agent; antileishmanial agent; neuroprotective agent; plant metabolite
ellagic acid [no description available]	9.26	5	0	catechols; cyclic ketone; lactone; organic heterotetracyclic compound; polyphenol	antioxidant; EC 1.14.18.1 (tyrosinase) inhibitor; EC 2.3.1.5 (arylamine N-acetyltransferase) inhibitor; EC 2.4.1.1 (glycogen phosphorylase) inhibitor; EC 2.5.1.18 (glutathione transferase) inhibitor; EC 2.7.1.127 (inositol-trisphosphate 3-kinase) inhibitor; EC 2.7.1.151 (inositol-polyphosphate multikinase) inhibitor; EC 2.7.4.6 (nucleoside-diphosphate kinase) inhibitor; EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor; EC 5.99.1.2 (DNA topoisomerase) inhibitor; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; food additive; fungal metabolite; geroprotector; plant metabolite; skin lightening agent
7-hydroxyflavone 7-hydroxyflavone : A hydroxyflavonoid in which the flavone nucleus is substituted at position 7 by a hydroxy group.	2.02	1	0	hydroxyflavonoid
tectochrysin tectochrysin: structure in first source. tectochrysin : A monohydroxyflavone that is flavone substituted by a hydroxy group at position 4 and a methoxy group at position 7 respectively.	2.05	1	0	monohydroxyflavone; monomethoxyflavone	antidiarrhoeal drug; antineoplastic agent; plant metabolite
anandamide anandamide : An N-acylethanolamine 20:4 resulting from the formal condensation of carboxy group of arachidonic acid with the amino group of ethanolamine.	2.03	1	0	endocannabinoid; N-acylethanolamine 20:4	human blood serum metabolite; neurotransmitter; vasodilator agent
arachidonyl dopamine arachidonyl dopamine: a ligand for the vanilloid receptor VR1	2.03	1	0	catechols; fatty amide; N-(fatty acyl)-dopamine; secondary carboxamide
tranilast tranilast: antiallergic drug; potent inhibitor of homologous passive cutaneous anaphylaxis. tranilast : An amidobenzoic acid that is anthranilic acid in which one of the anilino hydrogens is replaced by a 3,4-dimethoxycinnamoyl group.	2.02	1	0	amidobenzoic acid; cinnamamides; dimethoxybenzene; secondary carboxamide	anti-allergic agent; anti-asthmatic drug; antineoplastic agent; aryl hydrocarbon receptor agonist; calcium channel blocker; hepatoprotective agent; nephroprotective agent
4-hydroxyestradiol 4-hydroxyestradiol: catechol estrogen. 4-hydroxy-17beta-estradiol : A 4-hydroxy steroid that consists of 17beta-estradiol having an additional hydroxy group at position 4.	3.51	2	0	4-hydroxy steroid	metabolite
4-hydroxychalcone 4-hydroxychalcone: structure in first source. 4-hydroxychalcone : A member of the class of chalcones that is trans-chalcone substituted by a hydroxy group at position 4.	2.02	1	0	chalcones; phenols	antihypertensive agent; plant metabolite
4'-hydroxychalcone 4'-hydroxychalcone: inhibits TNFalpha-induced NF-κB activation; structure in first source. 4'-hydroxychalcone : A member of the class of chalcones that is trans-chalcone substituted by a hydroxy group at position 4'.	2.02	1	0	chalcones; phenols	anti-inflammatory agent; antineoplastic agent
4,4'-dihydroxystilbene [no description available]	2.02	1	0	stilbene-4,4'-diol
isotretinoin Isotretinoin: A topical dermatologic agent that is used in the treatment of ACNE VULGARIS and several other skin diseases. The drug has teratogenic and other adverse effects.. isotretinoin : A retinoic acid that is all-trans-retinoic acid in which the double bond which is alpha,beta- to the carboxy group is isomerised to Z configuration. A synthetic retinoid, it is used for the treatment of severe cases of acne and other skin diseases.	3.1	1	0	retinoic acid	antineoplastic agent; keratolytic drug; teratogenic agent
ketotifen fumarate ketotifen fumarate : An organoammonium salt consisting of equimolar amounts of ketotifen(1+) and fumarate(1-) ions. A blocker of histamine H1 receptors with a stabilising action on mast cells, it is a non-bronchodilator anti-asthmatic drug.	2.02	1	0	organoammonium salt	anti-asthmatic drug; H1-receptor antagonist
2-nonenal, (trans)-isomer 2-nonenal: RN given refers to cpd without isomeric designation. non-2-enal : An enal consisting of non-2-ene having an oxo group at the 1-position.. (E)-non-2-enal : A monounsaturated fatty aldehyde that is (2E)-non-2-ene which is carrying an oxo group at position 1.	2.71	3	0	enal; medium-chain fatty aldehyde; monounsaturated fatty aldehyde	plant metabolite
2,4-decadienal (2E,4E)-deca-2,4-dienal : A polyunsaturated fatty aldehyde that is decanal which has undergone formal dehydrogenation to introduce trans- double bonds at the 2-3 and 4-5 positions. A product of lipid peroxidation in cell membranes and a component of cooking oil fumes.	2.44	2	0	polyunsaturated fatty aldehyde	apoptosis inducer; nematicide
hyodeoxycholic acid hyodeoxycholic acid: differs from deoxycholic acid in that the 6 alpha-OH is in the 12 position in the former; RN given refers to (3alpha,5beta,6alpha)-isomer. hyodeoxycholic acid : A member of the class of 5beta-cholanic acids that is (5beta)-cholan-24-oic acid substituted by alpha-hydroxy groups at positions 3 and 6.	3.1	1	0	5beta-cholanic acids; 6alpha,20xi-murideoxycholic acid; bile acid; C24-steroid	human metabolite; mouse metabolite
codeine [no description available]	3.1	1	0	morphinane alkaloid; organic heteropentacyclic compound	antitussive; drug allergen; environmental contaminant; opioid analgesic; opioid receptor agonist; prodrug; xenobiotic
phenylethyl 3-methylcaffeate phenylethyl 3-methylcaffeate: a caffeic acid ester present in propolis, a natural resin produced by honey bees; structure given in first source	2.15	1	0
beta-nitrostyrene beta-nitrostyrene: RN given refers to cpd without isomeric designation	6.92	1	0
3-amino-1,4-dimethyl-5h-pyrido(4,3-b)indole 3-amino-1,4-dimethyl-5H-pyrido(4,3-b)indole: structure	1.99	1	0	pyridoindole
oleyl alcohol oleyl alcohol: structure; RN given refers to cpd without isomeric designation	2.15	1	0	fatty alcohol 18:1; long-chain primary fatty alcohol	metabolite; nonionic surfactant
4-dimethylaminocinnamaldehyde [no description available]	2.15	1	0	cinnamaldehydes
hydromorphone Hydromorphone: An opioid analgesic made from MORPHINE and used mainly as an analgesic. It has a shorter duration of action than morphine.. hydromorphone : A morphinane alkaloid that is a hydrogenated ketone derivative of morphine. A semi-synthetic drug, it is a centrally acting pain medication of the opioid class.	3.1	1	0	morphinane alkaloid; organic heteropentacyclic compound	mu-opioid receptor agonist; opioid analgesic
nalmefene nalmefene: RN given refers to 5-alpha isomer	3.1	1	0	morphinane alkaloid
nalorphine Nalorphine: A narcotic antagonist with some agonist properties. It is an antagonist at mu opioid receptors and an agonist at kappa opioid receptors. Given alone it produces a broad spectrum of unpleasant effects and it is considered to be clinically obsolete.	3.1	1	0	morphinane alkaloid
naloxone Naloxone: A specific opiate antagonist that has no agonist activity. It is a competitive antagonist at mu, delta, and kappa opioid receptors.. naloxone : A synthetic morphinane alkaloid that is morphinone in which the enone double bond has been reduced to a single bond, the hydrogen at position 14 has been replaced by a hydroxy group, and the methyl group attached to the nitrogen has been replaced by an allyl group. A specific opioid antagonist, it is used (commonly as its hydrochloride salt) to reverse the effects of opioids, both following their use of opioids during surgery and in cases of known or suspected opioid overdose.	4.37	3	0	morphinane alkaloid; organic heteropentacyclic compound; tertiary alcohol	antidote to opioid poisoning; central nervous system depressant; mu-opioid receptor antagonist
oxycodone Oxycodone: A semisynthetic derivative of CODEINE.. oxycodone : A semisynthetic opioid of formula C18H21NO4 that is derived from thebaine. It is a moderately potent opioid analgesic, generally used for relief of moderate to severe pain.	4.93	2	1	organic heteropentacyclic compound; semisynthetic derivative	antitussive; mu-opioid receptor agonist; opioid analgesic
oxymorphone Oxymorphone: An opioid analgesic with actions and uses similar to those of MORPHINE, apart from an absence of cough suppressant activity. It is used in the treatment of moderate to severe pain, including pain in obstetrics. It may also be used as an adjunct to anesthesia. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1092)	3.1	1	0	morphinane alkaloid
vitamin k 1 Vitamin K 1: A family of phylloquinones that contains a ring of 2-methyl-1,4-naphthoquinone and an isoprenoid side chain. Members of this group of vitamin K 1 have only one double bond on the proximal isoprene unit. Rich sources of vitamin K 1 include green plants, algae, and photosynthetic bacteria. Vitamin K1 has antihemorrhagic and prothrombogenic activity.. phylloquinone : A member of the class of phylloquinones that consists of 1,4-naphthoquinone having methyl and phytyl groups at positions 2 and 3 respectively. The parent of the class of phylloquinones.	1.94	1	0	phylloquinones; vitamin K	cofactor; human metabolite; plant metabolite
4-hydroxystilbene 4-hydroxystilbene: RN given refers to cpd without isomeric designation. stilben-4-ol : A phenol having the structure of stilbene with a hydroxy function at C-4 of one of the phenyl rings; the stereochemistry across the alkene bond is not specified.	2.02	1	0	stilben-4-ol
6alpha-hydroxy-17beta-estradiol 6alpha-hydroxy-17beta-estradiol : A 4-hydroxy steroid that consists of 17beta-estradiol bearing an additional 6alpha-hydroxy substituent.	3.1	1	0	6alpha-hydroxy steroid
anhydrovitamin a anhydrovitamin A: RN given refers to (all-E)-isomer; structure given in first source	2	1	0	sesquiterpenoid
morphine Meconium: The thick green-to-black mucilaginous material found in the intestines of a full-term fetus. It consists of secretions of the INTESTINAL GLANDS; BILE PIGMENTS; FATTY ACIDS; AMNIOTIC FLUID; and intrauterine debris. It constitutes the first stools passed by a newborn.	3.77	3	0	morphinane alkaloid; organic heteropentacyclic compound; tertiary amino compound	anaesthetic; drug allergen; environmental contaminant; geroprotector; mu-opioid receptor agonist; opioid analgesic; plant metabolite; vasodilator agent; xenobiotic
olvanil [no description available]	2.08	1	0	methoxybenzenes; phenols
nalbuphine Nalbuphine: A narcotic used as a pain medication. It appears to be an agonist at KAPPA RECEPTORS and an antagonist or partial agonist at MU RECEPTORS.	3.1	1	0	organic heteropentacyclic compound	mu-opioid receptor antagonist; opioid analgesic
bisdemethoxycurcumin curcumin III: structure in first source. bisdemethoxycurcumin : A beta-diketone that is methane in which two of the hydrogens are substituted by 4-hydroxycinnamoyl groups.	2.46	2	0	beta-diketone; diarylheptanoid; enone; polyphenol	EC 3.2.1.1 (alpha-amylase) inhibitor; metabolite
cinnamyl alcohol cinnamyl alcohol: RN given refers to parent cpd without isomeric designation. (E)-cinnamyl alcohol : The E (trans) stereoisomer of cinnamyl alcohol.. cinnamyl alcohol : A primary alcohol comprising an allyl core with a hydroxy substituent at the 1-position and a phenyl substituent at the 3-position (geometry of the C=C bond unspecified).	3.5	2	0	cinnamyl alcohol	plant metabolite
3,3'-di-o-methylquercetin 3,3'-di-O-methylquercetin: affects isolated smooth muscles. 3,3'-dimethylquercetin : A dimethoxyflavone that is quercetin in which the hydroxy groups at position 3 and 3' have been replaced by methoxy groups. It has been isolated from several plant species and exhibits anti-bacterial and anti-cancer properties.	2.05	1	0	3'-methoxyflavones; dimethoxyflavone; trihydroxyflavone	antibacterial agent; antineoplastic agent; apoptosis inducer; plant metabolite
pellitorine pellitorine: consists of piper sylvaticum Roxb.; structure	2.11	1	0	fatty amide	metabolite
licochalcone a licochalcone A: has both anti-inflammatory and antineoplastic activities; structure given in first source; isolated from root of Glycyrrhiza inflata; RN given refers to (E)-isomer	2.15	1	0	chalcones
ligustilide ligustilide: found in Umbelliferae plants; RN given refers to cpd without isomeric designation; structure in first source	2.03	1	0	butenolide	metabolite
methyl-p-coumarate methyl-p-coumarate: structure in first source. 4-coumaric acid methyl ester : A cinnamate ester that is the methyl ester of 4-coumaric acid.	2.31	1	0	4-coumaric acid methyl ester
acetaldehyde oxime acetaldehyde oxime: structure. (E)-acetaldehyde oxime : The (E)-stereoisomer of acetaldehyde oxime.. acetaldehyde oxime : An aldoxime derived from acetaldehyde.	2.04	1	0	acetaldehyde oxime
3-(4-hydroxy-3-methoxyphenyl)-n-(2-(4-hydroxy-3-methoxyphenyl)ethyl)-2-propenamide 3-(4-hydroxy-3-methoxyphenyl)-N-(2-(4-hydroxy-3-methoxyphenyl)ethyl)-2-propenamide: found in high concentration in Spinacia oleracea following administration of diphenyl ether herbicides; structure in first source; RN given refers to cpd without isomeric designation	2.31	1	0	hydroxycinnamic acid	metabolite
lead Lead: A soft, grayish metal with poisonous salts; atomic number 82, atomic weight 207.2, symbol Pb.	7.38	2	0	carbon group element atom; elemental lead; metal atom	neurotoxin
tin [no description available]	2.13	1	0	carbon group element atom; elemental tin; metal atom	micronutrient
muconic acid muconic acid: a metabolite of benzene; reported to be a reliable indicator of occupational exposure to benzene; structure given in first source. trans,trans-muconic acid : The trans,trans-isomer of muconic acid. It is metabolite of benzene in humans and serves as a biomarker of occupational exposure to benzene.. muconic acid : A hexadienedioic acid with unsaturation at positions 2 and 4.	2.59	2	0	muconic acid	biomarker; human xenobiotic metabolite
levorphanol Levorphanol: A narcotic analgesic that may be habit-forming. It is nearly as effective orally as by injection.	3.1	1	0	morphinane alkaloid
bismuth Bismuth: A metallic element that has the atomic symbol Bi, and atomic number 83. Its principal isotope is Bismuth 209.	2.15	1	0	metal atom; pnictogen
naltrexone Naltrexone: Derivative of noroxymorphone that is the N-cyclopropylmethyl congener of NALOXONE. It is a narcotic antagonist that is effective orally, longer lasting and more potent than naloxone, and has been proposed for the treatment of heroin addiction. The FDA has approved naltrexone for the treatment of alcohol dependence.. naltrexone : An organic heteropentacyclic compound that is naloxone substituted in which the allyl group attached to the nitrogen is replaced by a cyclopropylmethyl group. A mu-opioid receptor antagonist, it is used to treat alcohol dependence.	4.37	3	0	cyclopropanes; morphinane-like compound; organic heteropentacyclic compound	antidote to opioid poisoning; central nervous system depressant; environmental contaminant; mu-opioid receptor antagonist; xenobiotic
lasalocid Lasalocid: Cationic ionophore antibiotic obtained from Streptomyces lasaliensis that, among other effects, dissociates the calcium fluxes in muscle fibers. It is used as a coccidiostat, especially in poultry.. lasalocid : A polyether antibiotic used for prevention and treatment of coccidiosis in poultry.	1.97	1	0	beta-hydroxy ketone; monocarboxylic acid; monohydroxybenzoic acid; oxanes; oxolanes; polyether antibiotic; secondary alcohol; tertiary alcohol	bacterial metabolite; coccidiostat; ionophore
gallium Gallium: A rare, metallic element designated by the symbol, Ga, atomic number 31, and atomic weight 69.72.. gallium atom : A metallic element predicted as eka-aluminium by Mendeleev in 1870 and discovered by Paul-Emile Lecoq de Boisbaudran in 1875. Named in honour of France (Latin Gallia) and perhaps also from the Latin gallus cock, a translation of Lecoq.	2.05	1	0	boron group element atom
sulfur Sulfur: An element that is a member of the chalcogen family. It has an atomic symbol S, atomic number 16, and atomic weight [32.059; 32.076]. It is found in the amino acids cysteine and methionine.	3.56	2	0	chalcogen; nonmetal atom	macronutrient
beta-damascenone beta-damascenone: from Ipomoea pes-caprea; RN given refers to cpd without isomeric designation; RN 23726-93-4 refers to beta-damascenone; structure given in first source. beta-damascenone : A cyclic monoterpene ketone that is 2,6,6-trimethylcyclohexa-1,3-diene substituted at position 1 by a crotonoyl group.	2.54	2	0	apo carotenoid monoterpenoid; cyclic monoterpene ketone; enone	fragrance; plant metabolite; volatile oil component
dehydrodiconiferyl alcohol dehydrodiconiferyl alcohol: structure given in first source. dehydrodiconiferyl alcohol : A guaiacyl lignin obtained by cyclodimerisation of coniferol.	2.03	1	0	1-benzofurans; guaiacols; guaiacyl lignin; primary alcohol	anti-inflammatory agent; plant metabolite
aldosterone dehydrodiisoeugenol: an isoeugenol dimer, inhibits lipopolysaccharide-stimulated nuclear factor kappa B activation and cyclooxygenase-2 expression in macrophages; structure in first source	2.44	2	0
deoxyribose [no description available]	6.98	1	0	deoxypentose	human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
cysteine Cysteine: A thiol-containing non-essential amino acid that is oxidized to form CYSTINE.. L-cysteinium : The L-enantiomer of cysteinium.. cysteine : A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3.	2.05	1	0	cysteinium	fundamental metabolite
silicon Silicon: A trace element that constitutes about 27.6% of the earth's crust in the form of SILICON DIOXIDE. It does not occur free in nature. Silicon has the atomic symbol Si, atomic number 14, and atomic weight [28.084; 28.086].	3.92	2	1	carbon group element atom; metalloid atom; nonmetal atom
phosphorus Phosphorus: A non-metal element that has the atomic symbol P, atomic number 15, and atomic weight 31. It is an essential element that takes part in a broad variety of biochemical reactions.	3.91	3	0	monoatomic phosphorus; nonmetal atom; pnictogen	macronutrient
boron Boron: A trace element with the atomic symbol B, atomic number 5, and atomic weight [10.806; 10.821]. Boron-10, an isotope of boron, is used as a neutron absorber in BORON NEUTRON CAPTURE THERAPY.	7.15	1	0	boron group element atom; metalloid atom; nonmetal atom	micronutrient
normorphine normorphine: RN given refers to (5 alpha,6 alpha)-isomer	3.1	1	0	morphinane alkaloid
2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid 2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid: chromogen in glucose oxidase-peroxidase method for determining serum glucose; used in free radical scavenging assays; structure in first source	3.59	8	0
demethoxycurcumin demethoxycurcumin: corresponds to curcumin with one methoxy group replaced by hydrogen; isolated from rhizomes of Curcuma longa. demethoxycurcumin : A beta-diketone that is curcumin in which one of the methoxy groups is replaced by hydrogen. It is found in Curcuma zedoaria and Etlingera elatior.	2.04	1	0	beta-diketone; diarylheptanoid; enone; polyphenol	anti-inflammatory agent; antineoplastic agent; metabolite
artepillin c artepillin C: RN refers to (E)-isomer	2.15	1	0
naltrindole benzofuran naltrindole benzofuran: structure given in first source	3.1	1	0	morphinane alkaloid
triolein Triolein: (Z)-9-Octadecenoic acid 1,2,3-propanetriyl ester.. triolein : A triglyceride formed by esterification of the three hydroxy groups of glycerol with oleic acid. Triolein is one of the two components of Lorenzo's oil.	1.98	1	0	triglyceride	Caenorhabditis elegans metabolite; plant metabolite
naltrindole naltrindole: delta opioid receptor antagonist	3.1	1	0	isoquinolines
resiniferatoxin resiniferatoxin: phorbol related diterpene ester; potent agonist of vanilloid TRPV1 receptors. resiniferatoxin : A heteropentacyclic compound found in Euphorbia poissonii with molecular formula C37H40O9. It is an agonist of the transient receptor potential cation channel subfamily V member 1 (TrpV1).	2.08	1	0	carboxylic ester; diterpenoid; enone; monomethoxybenzene; organic heteropentacyclic compound; ortho ester; phenols; tertiary alpha-hydroxy ketone	analgesic; neurotoxin; plant metabolite; TRPV1 agonist
abscisic acid Abscisic Acid: Abscission-accelerating plant growth substance isolated from young cotton fruit, leaves of sycamore, birch, and other plants, and from potatoes, lemons, avocados, and other fruits.. (S)-2-trans-abscisic acid : A 2-trans-abscisic acid with (S)-configuration at the chiral centre.. (+)-abscisic acid : The naturally occurring (1'S)-(+) enantiomer of abscisic acid. It is an important sesquiterpenoid plant hormone which acts as a regulator of plant responses to environmental stresses such as drought and cold.	2.15	1	0	2-trans-abscisic acid
3,7-dimethylgalangin 3,7-dimethylgalangin: from the resinous exudate of Heliotropium huascoense; structure in first source	2.05	1	0
tetrodotoxin Tetrodotoxin: An aminoperhydroquinazoline poison found mainly in the liver and ovaries of fishes in the order TETRAODONTIFORMES, which are eaten. The toxin causes paresthesia and paralysis through interference with neuromuscular conduction.. tetrodotoxin : A quinazoline alkaloid that is a marine toxin isolated from fish such as puffer fish. It has been shown to exhibit potential neutotoxicity due to its ability to block voltage-gated sodium channels.	7.25	1	0	azatetracycloalkane; oxatetracycloalkane; quinazoline alkaloid	animal metabolite; bacterial metabolite; marine metabolite; neurotoxin; voltage-gated sodium channel blocker
selenium Selenium: An element with the atomic symbol Se, atomic number 34, and atomic weight 78.97. It is an essential micronutrient for mammals and other animals but is toxic in large amounts. Selenium protects intracellular structures against oxidative damage. It is an essential component of GLUTATHIONE PEROXIDASE.	2.41	2	0	chalcogen; nonmetal atom	micronutrient
guaiacylglycerol-beta-guaiacyl ether guaiacylglycerol-beta-guaiacyl ether: structure given in first source. guaiacylglycerol-beta-guaiacyl ether : A glycerol ether in which guaiacyl and guaiacylglycerol subunits are joined by an arylglycerol-beta-aryl (beta-O-4) linkage.	2.42	2	0	glycerol ether
cedrene cedrene: major constituent of cedarwood oil. cedr-8-ene : A sesquiterpene that is cedrane which has a double bond between positions 8 and 9.	2.07	1	0	bridged compound; carbotricyclic compound; polycyclic olefin; sesquiterpene	human urinary metabolite; volatile oil component
curdione curdione: from Curcuma wenyujin; structure in first source	2.04	1	0	germacrane sesquiterpenoid
coniferyl ferulate coniferyl ferulate: found in the rhizome of Cnidium officinale Makino; structure given in first source; RN given refers to cpd without isomeric designation	2.08	1	0
cinnamoyl-coenzyme a (E)-cinnamoyl-CoA : The (E)-isomer of cinnamoyl-CoA.	7.03	1	0	cinnamoyl-CoA
19-hydroxycholesterol 19-hydroxycholesterol: structure given in first source	3.1	1	0	cholestanoid
4-isopropylbenzaldehyde thiosemicarbazone 4-isopropylbenzaldehyde thiosemicarbazone: structure in first source	2.03	1	0
beta-escin [no description available]	2.76	3	0
borneol [no description available]	3.1	1	0	borneol
nifurtimox Nifurtimox: A nitrofuran thiazine that has been used against TRYPANOSOMIASIS.	2.17	1	0	nitrofuran antibiotic
3-hydroxy-4-methoxybenzaldehyde thiosemicarbazone 3-hydroxy-4-methoxybenzaldehyde thiosemicarbazone: inhibits cabbage butterfly larvae phenoloxidase; structure in first source	2.03	1	0
dantrolene [no description available]	2.05	1	0
xct790 XCT790: structure in first source	2.02	1	0	cinnamamides
rebaudioside a rebaudioside A: glucoside isolated from the leaves of the paraguayan shrub, Stevia rebaudiana; has taste properties superior to stevioside; structure in first source. rebaudioside A : A rebaudioside that is rubusoside in which the hydroxy groups at positions 3 and 4 of the beta-D-glucopyranosyloxy group at the 13alpha position have both been converted to the corresponding beta-D-glucopyranoside.	2.1	1	0	beta-D-glucoside; rebaudioside; tetracyclic diterpenoid	sweetening agent
isoborneol isoborneol: RN given refers to cpd without isomeric designation; structure	2.17	1	0	borneol
farnesiferol a farnesiferol A: from Ferula szowitsiana; structure in first source	2.05	1	0
galbanic acid [no description available]	2.05	1	0	terpene lactone
formazans Formazans: Colored azo compounds formed by the reduction of tetrazolium salts. Employing this reaction, oxidoreductase activity can be determined quantitatively in tissue sections by allowing the enzymes to act on their specific substrates in the presence of tetrazolium salts.	2.05	1	0
disilver oxide [no description available]	1.92	1	0
beta-sitosterone beta-sitosterone: from Torreya jackii	2.05	1	0
amoxicillin-potassium clavulanate combination Amoxicillin-Potassium Clavulanate Combination: A fixed-ratio combination of amoxicillin trihydrate and potassium clavulanate.	2.01	1	0
capsiate [no description available]	7.57	2	0	carboxylic ester; monomethoxybenzene; phenols	angiogenesis inhibitor; anti-allergic agent; anti-inflammatory agent; antioxidant; capsaicin receptor agonist; hypoglycemic agent; plant metabolite
ic 86621 1-(2-hydroxy-4-morpholin-4-ylphenyl)ethanone: a DNA-dependent protein kinase inhibitor	3.17	1	0	aromatic ketone
nu 7026 2-(morpholin-4-yl)benzo(h)chromen-4-one: a radiosensitizing agent that inhibits DNA-dependent protein kinase; structure in first source	2.05	1	0	organic heterotricyclic compound; organooxygen compound
mocetinostat mocetinostat: undergoing phase II clinical trials for treatment of cancer. mocetinostat : A benzamide obtained by formal condensation of the carboxy group of 4-({[4-(pyridin-3-yl)pyrimidin-2-yl]amino}methyl)benzoic acid with one of the amino groups of benzene-1,2-diamine. It is an orally active and isotype-selective HDAC inhibitor which exhibits antitumour activity (IC50 = 0.15, 0.29, 1.66 and 0.59 muM for HDAC1, HDAC2, HDAC3 and HDAC11).	3.12	4	0	aminopyrimidine; benzamides; pyridines; secondary amino compound; secondary carboxamide; substituted aniline	antineoplastic agent; apoptosis inducer; autophagy inducer; cardioprotective agent; EC 3.5.1.98 (histone deacetylase) inhibitor; hepatotoxic agent
9-methoxycanthin-6-one 9-methoxycanthin-6-one: from roots of Eurycoma longifolia (Simaroubaceae). 9-methoxycanthin-6-one : An indole alkaloid that is the 9-methoxy derivative of canthin-6-one. Isolated from Eurycoma longifolia and Simaba multiflora, it exhibits cytotoxic activity towards human cancer cell lines.	2.1	1	0	aromatic ether; indole alkaloid; organic heterotetracyclic compound	antineoplastic agent; antiplasmodial drug; metabolite
2-((aminocarbonyl)amino)-5-(4-fluorophenyl)-3-thiophenecarboxamide 2-((aminocarbonyl)amino)-5-(4-fluorophenyl)-3-thiophenecarboxamide: an IKK-2 kinase inhibitor; structure in first source	2.31	1	0	aromatic amide; thiophenes
secoisolariciresinol diglucoside secoisolariciresinol diglucoside: major precursor of mammalian lignans; structure given in first source; RN given refers to B-D-GLUCO isomer	2.08	1	0
norcodeine norcodeine: RN given refers to (5 alpha,6 alpha)-isomer. norcodeine : A morphinane-like compound that is the N-demethylated derivative of codeine.	3.1	1	0	morphinane alkaloid
s 5682 S 5682: a purified flavonoid fraction composed of 90% diosmin 7-rhamnoglucoside and 10% hesperidin 7-rhamnoglucoside	3.5	1	1
zeolites [no description available]	2.94	3	0
4-hydroxyestrone 4-hydroxyestrone : A 4-hydroxy steroid that is estrone substituted by a hydroxy group at position 4.	3.1	1	0	17-oxo steroid; 3-hydroxy steroid; 4-hydroxy steroid; catechols; phenolic steroid	carcinogenic agent; estrogen; human urinary metabolite
9-hydroxycanthin-6-one 9-hydroxycanthin-6-one: from Eurycoma longifolia Jack (Simaroubaceae), induces penile erection and delays ejaculation. 9-hydroxycanthin-6-one : An indole alkaloid that is canthin-6-one substituted by a hydroxy group at position 9. Isolated from the roots of Eurycoma longifolia, it exhibits antineoplastic activity.	2.1	1	0
11 beta-hydroxyandrosterone 11 beta-hydroxyandrosterone: RN given refers to (3alpha,5alpha,11beta)-isomer; structure	3.1	1	0	3-hydroxy steroid	androgen
2-hydroxyestriol 2-hydroxyestriol: structure	3.1	1	0
1,4-o-diferuloylsecoisolariciresinol 1,4-O-diferuloylsecoisolariciresinol: inhibits mTOR signaling in cancer cells; structure in first source	2.04	1	0
isosilybin b [no description available]	2.05	1	0
2-hydroxy-3-methylanthraquinone 2-hydroxy-3-methylanthraquinone: apoptosis-inducing compound from Hedyotis diffusa WILLD; structure in first source	2.1	1	0
imperanene imperanene: a phenolic compound; isolated from Imperata cylindrica; structure given in first source	2.02	1	0
acebutolol alpha-D-glucosyl-(1->4)-alpha-D-mannose : An alpha-D-glucosyl-(1->4)-D-mannopyranose in which the anomeric hydroxy group has alpha configuration.	2.41	2	0	alpha-D-glucosyl-(1->4)-D-mannopyranose
isosilybin a isosilybin A: has antineoplastic activity; structure in first source	2.05	1	0
buprenorphine, naloxone drug combination Buprenorphine, Naloxone Drug Combination: A pharmaceutical preparation that combines buprenorphine, an OPIOID ANALGESICS with naloxone, a NARCOTIC ANTAGONISTS to reduce the potential for NARCOTIC DEPENDENCE in the treatment of pain. It may also be used for OPIOID SUBSTITUTION THERAPY.	3.35	1	0
nu 7441 8-dibenzothiophen-4-yl-2-morpholin-4-yl-chromen-4-one: structure in first source	3.17	1	0	dibenzothiophenes
psn 632408 PSN 632408: a GPR119 agonist; structure in first source	2.05	1	0
veratridine Veratridine: A benzoate-cevane found in VERATRUM and Schoenocaulon. It activates SODIUM CHANNELS to stay open longer than normal.	2.03	1	0
(+)-dehydrodiconiferyl alcohol (+)-dehydrodiconiferyl alcohol : A dehydrodiconiferyl alcohol that has (2S,3R)-configuration. A natural product isolated from several plant species including Allium sativum and Codonopsis pilosula.	2.05	1	0	dehydrodiconiferyl alcohol	antioxidant; plant metabolite
ku-0060648 [no description available]	3.17	1	0	dibenzothiophenes
scopolamine hydrobromide [no description available]	2.17	1	0
resorcinarene resorcinarene: structure in first source	7.1	1	0
phytosterols Phytosterols: A class of organic compounds known as sterols or STEROIDS derived from plants.. phytosterols : Sterols similar to cholesterol which occur in plants and vary only in carbon side chains and/or presence or absence of a double bond.	2.45	2	0
clove Madagascar: One of the Indian Ocean Islands off the southeast coast of Africa. Its capital is Antananarivo. It was formerly called the Malagasy Republic. Discovered by the Portuguese in 1500, its history has been tied predominantly to the French, becoming a French protectorate in 1882, a French colony in 1896, and a territory within the French union in 1946. The Malagasy Republic was established in the French Community in 1958 but it achieved independence in 1960. Its name was changed to Madagascar in 1975. (From Webster's New Geographical Dictionary, 1988, p714)	3.02	4	0
helicide helicide: structure given in first source	2.03	1	0	glycoside
erythrosine Erythrosine: A tetraiodofluorescein used as a red coloring in some foods (cherries, fish), as a disclosure of DENTAL PLAQUE, and as a stain of some cell types. It has structural similarity to THYROXINE.. erythrosin B : An organic sodium salt that is the disodium salt of 2-(2,4,5,7-tetraiodo-6-oxido-3-oxo-8a,10a-dihydroxanthen-9-yl)benzoic acid.	1.98	1	0
calcium ascorbate calcium ascorbate: various prepartions exist for drugs listed under this heading	2.13	1	0
ligstroside ligstroside: structure in first source. ligstroside : A secoiridoid glycoside that is the methyl ester of 3,4-dihydro-2H-pyran-5-carboxylic acid which is substituted at positions 2, 3, and 4 by hydroxy, ethylidene, and carboxymethyl groups, respectively and in which the anomeric hydroxy group at position 2 has been converted into its beta-D-glucoside and the carboxylic acid moiety of the carboxymethyl substituent has been converted to the corresponding 4-hydroxyphenethyl ester (the 2S,3E,4S stereoisomer). An important phenolic compound present in olive cultivars.	2.02	1	0	beta-D-glucoside; diester; methyl ester; phenols; pyrans; secoiridoid glycoside	antineoplastic agent; plant metabolite
curcumol [no description available]	2.04	1	0	sesquiterpenoid
pedunculoside pedunculoside: from leaves of Ilex chinensis; structure given in first source	2.1	1	0
lyoniside lyoniside: see also eleutherosides & syringin for eleutheroside B: 118-34-3; RN given refers to (3beta)-isomer	2.11	1	0
farnesiferol c farnesiferol C: an antiangiogenic and antineoplastic agent; structure in first source	2.05	1	0
nad NAD(1-) : An anionic form of nicotinamide adenine dinucleotide arising from deprotonation of the two OH groups of the diphosphate moiety.	3.43	7	0	organophosphate oxoanion	cofactor; human metabolite; hydrogen acceptor; Saccharomyces cerevisiae metabolite
tannins Tannins: Polyphenolic compounds with molecular weights of around 500-3000 daltons and containing enough hydroxyl groups (1-2 per 100 MW) for effective cross linking of other compounds (ASTRINGENTS). The two main types are HYDROLYZABLE TANNINS and CONDENSED TANNINS. Historically, the term has applied to many compounds and plant extracts able to render skin COLLAGEN impervious to degradation. The word tannin derives from the Celtic word for OAK TREE which was used for leather processing.	4.93	11	0
oligonucleotides [no description available]	2.02	1	0
cellulose DEAE-Cellulose: Cellulose derivative used in chromatography, as ion-exchange material, and for various industrial applications.	10.23	15	0	glycoside
endothelin-1 Endothelin-1: A 21-amino acid peptide produced in a variety of tissues including endothelial and vascular smooth-muscle cells, neurons and astrocytes in the central nervous system, and endometrial cells. It acts as a modulator of vasomotor tone, cell proliferation, and hormone production. (N Eng J Med 1995;333(6):356-63)	3.5	1	1
phosphatidylcholines Phosphatidylcholines: Derivatives of PHOSPHATIDIC ACIDS in which the phosphoric acid is bound in ester linkage to a CHOLINE moiety.	2.15	1	0	1,2-diacyl-sn-glycero-3-phosphocholine
chlorophyll a Chlorophyll: Porphyrin derivatives containing magnesium that act to convert light energy in photosynthetic organisms.. chlorophyll : A family of magnesium porphyrins, defined by the presence of a fifth ring beyond the four pyrrole-like rings. The rings can have various side chains which usually include a long phytol chain.	3.05	4	0	chlorophyll; methyl ester	cofactor
ubiquinone Ubiquinone: A lipid-soluble benzoquinone which is involved in ELECTRON TRANSPORT in mitochondrial preparations. The compound occurs in the majority of aerobic organisms, from bacteria to higher plants and animals.	3.11	1	0
pinoresinol pinoresinol: in plants; a furo[3,4-c]furan created from dimer of coniferyl alcohol. pinoresinol : A lignan that is tetrahydro-1H,3H-furo[3,4-c]furan substituted at positions 1 and 4 by 4-hydroxy-3-methoxyphenyl groups.	2.76	3	0
chitosan [no description available]	5.8	24	0
balanophonin balanophonin: from fruit wall of Cirsium vulgare; structure in first source	2.05	1	0
lactisole lactisole: structure in first source	2.17	1	0
potassium bromate potassium bromate: used as bread improver	4.62	5	1	bromate salt; potassium salt	flour treatment agent
methyl jasmonate [no description available]	2.44	2	0
s-adenosylmethionine (R)-S-adenosyl-L-methionine : An S-adenosyl-L-methionine that has R-configuration.. S-adenosyl-L-methionine zwitterion : A zwitterionic tautomer of S-adenosyl-L-methionine arising from shift of the proton from the carboxy group to the amino group.. (R)-S-adenosyl-L-methionine zwitterion : An S-adenosyl-L-methionine zwitterion that has R-configuration; major species at pH 7.3.. (S)-S-adenosyl-L-methionine zwitterion : An S-adenosyl-L-methionine zwitterion that has S-configuration; major species at pH 7.3.. S-adenosyl-L-methionine : A sulfonium compound that is the S-adenosyl derivative of L-methionine. It is an intermediate in the metabolic pathway of methionine.	7.44	2	0	organic cation; sulfonium compound	coenzyme; cofactor; human metabolite; micronutrient; Mycoplasma genitalium metabolite; nutraceutical; Saccharomyces cerevisiae metabolite
glycolipids [no description available]	2.25	1	0
feruloyl-coa feruloyl-CoA(4-) : An acyl-CoA(4-) that is the tetraanion of feruloyl-CoA arising from deprotonation of the phosphate and diphosphate OH groups.. trans-feruloyl-CoA(4-) : An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of 3-trans-feruloyl-CoA. Major structure at pH 7.3.	8.34	6	0	feruloyl-CoA(4-)
piperidines Piperidines: A family of hexahydropyridines.	2.5	2	0
interleukin-8 Interleukin-8: A member of the CXC chemokine family that plays a role in the regulation of the acute inflammatory response. It is secreted by variety of cell types and induces CHEMOTAXIS of NEUTROPHILS and other inflammatory cells.	2.11	1	0
colistin Colistin: Cyclic polypeptide antibiotic from Bacillus colistinus. It is composed of Polymyxins E1 and E2 (or Colistins A, B, and C) which act as detergents on cell membranes. Colistin is less toxic than Polymyxin B, but otherwise similar; the methanesulfonate is used orally.. colistin : A multi-component mixture comprising mostly of colistin A (R = Me) and B (R = H), with small amounts of colistin C and other polymyxins, produced by certain strains of Bacillus polymyxa var. colistinus. An antibiotic, it is used as its sulfate salt (for oral or topical use) or as the sodium salt of the N-methylsulfonic acid derivative (the injectable form) in the treatment of severe Gram-negative infections, partiularly those due to Pseudomonas aeruginosa.	2.61	2	0
eurycomanone [no description available]	2.1	1	0	cyclic ether; delta-lactone; enone; organic heteropentacyclic compound; pentol; quassinoid; secondary alcohol; secondary alpha-hydroxy ketone; tertiary alcohol	antimalarial; antineoplastic agent; metabolite
fumimycin fumimycin: a peptide deformylase inhibitor produced by Aspergillus fumisynnematus; structure in first source. fumimycin : A member of the class of 1-benzofurans that is 1-benzofuran-2(3H)-one substituted by a propenyl group at position 4, hydroxy groups at positions 5 and 6, methyl group at position 3 and a [(2E)-3-carboxyprop-2-enoyl]nitrilo group at position 3. Isolated from the fermentation broth of Aspergillus fumisynnematus F746, it exhibits antibacterial activity.	2.05	1	0	1-benzofurans; dicarboxylic acid monoamide; gamma-lactone; monocarboxylic acid; polyphenol	antibacterial agent; Aspergillus metabolite; EC 3.5.1.88 (peptide deformylase) inhibitor
ve 821 3-amino-6-(4-(methylsulfonyl)phenyl)-N-phenylpyrazine-2-carboxamide: an antineoplastic agent; structure in first source	3.17	1	0	aromatic amide
methylcellulose Methylcellulose: Methylester of cellulose. Methylcellulose is used as an emulsifying and suspending agent in cosmetics, pharmaceutics and the chemical industry. It is used therapeutically as a bulk laxative.	2.05	1	0
heme Heme: The color-furnishing portion of hemoglobin. It is found free in tissues and as the prosthetic group in many hemeproteins.. ferroheme : Any iron(II)--porphyrin coordination complex.. ferroheme b : Heme b in which the iron has oxidation state +2.. heme : A heme is any tetrapyrrolic chelate of iron.	2.6	1	0
3,4-dihydroxybenzalacetone 3,4-dihydroxybenzalacetone: isolated from Chaga (Inonotus obliquus); structure in first source	2.06	1	0
ascorbic acid Ascorbic Acid: A six carbon compound related to glucose. It is found naturally in citrus fruits and many vegetables. Ascorbic acid is an essential nutrient in human diets, and necessary to maintain connective tissue and bone. Its biologically active form, vitamin C, functions as a reducing agent and coenzyme in several metabolic pathways. Vitamin C is considered an antioxidant.. L-ascorbic acid : The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.. L-ascorbate : The L-enantiomer of ascorbate and conjugate base of L-ascorbic acid, arising from selective deprotonation of the 3-hydroxy group. Required for a range of essential metabolic reactions in all animals and plants.. vitamin C : Any member of a group of vitamers that belong to the chemical structural class called butenolides that exhibit biological activity against vitamin C deficiency in animals. The vitamers include L-ascorbic acid and its salt, ionized and oxidized forms.	3.81	11	0	ascorbic acid; vitamin C	coenzyme; cofactor; flour treatment agent; food antioxidant; food colour retention agent; geroprotector; plant metabolite; skin lightening agent
novobiocin Novobiocin: An antibiotic compound derived from Streptomyces niveus. It has a chemical structure similar to coumarin. Novobiocin binds to DNA gyrase, and blocks adenosine triphosphatase (ATPase) activity. (From Reynolds, Martindale The Extra Pharmacopoeia, 30th ed, p189). novobiocin : A coumarin-derived antibiotic obtained from Streptomyces niveus.	3.1	1	0	carbamate ester; ether; hexoside; hydroxycoumarin; monocarboxylic acid amide; monosaccharide derivative; phenols	antibacterial agent; antimicrobial agent; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; Escherichia coli metabolite; hepatoprotective agent
tetracycline Tetracycline: A naphthacene antibiotic that inhibits AMINO ACYL TRNA binding during protein synthesis.. tetracycline : A broad-spectrum polyketide antibiotic produced by the Streptomyces genus of actinobacteria.	3.46	2	0
salicylates Salicylates: The salts or esters of salicylic acids, or salicylate esters of an organic acid. Some of these have analgesic, antipyretic, and anti-inflammatory activities by inhibiting prostaglandin synthesis.. hydroxybenzoate : Any benzoate derivative carrying a single carboxylate group and at least one hydroxy substituent.. salicylates : Any salt or ester arising from reaction of the carboxy group of salicylic acid, or any ester resulting from the condensation of the phenolic hydroxy group of salicylic acid with an organic acid.. salicylate : A monohydroxybenzoate that is the conjugate base of salicylic acid.	2.45	2	0	monohydroxybenzoate	plant metabolite
warfarin Warfarin: An anticoagulant that acts by inhibiting the synthesis of vitamin K-dependent coagulation factors. Warfarin is indicated for the prophylaxis and/or treatment of venous thrombosis and its extension, pulmonary embolism, and atrial fibrillation with embolization. It is also used as an adjunct in the prophylaxis of systemic embolism after myocardial infarction. Warfarin is also used as a rodenticide.. warfarin : A racemate comprising equal amounts of (R)- and (S)-warfarin. Extensively used as both an anticoagulant drug and as a pesticide against rats and mice.. 4-hydroxy-3-(3-oxo-1-phenylbutyl)-1-benzopyran-2-one : A member of the class of coumarins that is 4-hydroxycoumarin which is substituted at position 3 by a 1-phenyl-3-oxo-1-butyl group.	4.24	17	0	benzenes; hydroxycoumarin; methyl ketone
4-hydroxycoumarin 2-hydroxychromone: structure	3.1	1	0	hydroxycoumarin
pyrethrins [no description available]	2.15	1	0
glutaminase [no description available]	2.48	2	0
cyclin d1 Cyclin D1: Protein encoded by the bcl-1 gene which plays a critical role in regulating the cell cycle. Overexpression of cyclin D1 is the result of bcl-1 rearrangement, a t(11;14) translocation, and is implicated in various neoplasms.	2.31	1	0
caseins Caseins: A mixture of related phosphoproteins occurring in milk and cheese. The group is characterized as one of the most nutritive milk proteins, containing all of the common amino acids and rich in the essential ones.	2.21	1	0
ellagitannin ellagitannin: structure; precoxin A/ praecoxin A is a purified ellagitannin. ellagitannin : A form of hydrolysable tannin produced from ellagic acid. Ellagitannins are glucosides which are readily hydrolysed by water to regenerate ellagic acid when the plants are eaten.	2.77	3	0
phthalocyanine phthalocyanine : A tetrapyrrole fundamental parent that consists of four isoindole-type units, with the connecting carbon atoms in the macrocycle replaced by nitrogen.	7.6	1	0	phthalocyanines; tetrapyrrole fundamental parent
nitrophenols Nitrophenols: PHENOLS carrying nitro group substituents.	2.36	2	0
vitamin b 12 Vitamin B 12: A cobalt-containing coordination compound produced by intestinal micro-organisms and found also in soil and water. Higher plants do not concentrate vitamin B 12 from the soil and so are a poor source of the substance as compared with animal tissues. INTRINSIC FACTOR is important for the assimilation of vitamin B 12.	2.67	3	0
cyclosporine Cyclosporine: A cyclic undecapeptide from an extract of soil fungi. It is a powerful immunosupressant with a specific action on T-lymphocytes. It is used for the prophylaxis of graft rejection in organ and tissue transplantation. (From Martindale, The Extra Pharmacopoeia, 30th ed).	2.05	1	0
chondroitin sulfates Chondroitin Sulfates: Derivatives of chondroitin which have a sulfate moiety esterified to the galactosamine moiety of chondroitin. Chondroitin sulfate A, or chondroitin 4-sulfate, and chondroitin sulfate C, or chondroitin 6-sulfate, have the sulfate esterified in the 4- and 6-positions, respectively. Chondroitin sulfate B (beta heparin; DERMATAN SULFATE) is a misnomer and this compound is not a true chondroitin sulfate.	2.13	1	0
acyclovir Acyclovir: A GUANOSINE analog that acts as an antimetabolite. Viruses are especially susceptible. Used especially against herpes.. acyclovir : An oxopurine that is guanine substituted by a (2-hydroxyethoxy)methyl substituent at position 9. Used in the treatment of viral infections.	2.25	1	0	2-aminopurines; oxopurine	antimetabolite; antiviral drug
guanine [no description available]	1.97	1	0	2-aminopurines; oxopurine; purine nucleobase	algal metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
folic acid folcysteine: used to promote fertility in chickens. vitamin B9 : Any B-vitamin that exhibits biological activity against vitamin B9 deficiency. Vitamin B9 refers to the many forms of folic acid and its derivatives, including tetrahydrofolic acid (the active form), methyltetrahydrofolate (the primary form found in blood), methenyltetrahydrofolate, folinic acid amongst others. They are present in abundance in green leafy vegetables, citrus fruits, and animal products. Lack of vitamin B9 leads to anemia, a condition in which the body cannot produce sufficient number of red blood cells. Symptoms of vitamin B9 deficiency include fatigue, muscle weakness, and pale skin.	2.38	2	0	folic acids; N-acyl-amino acid	human metabolite; mouse metabolite; nutrient
rifampin Rifampin: A semisynthetic antibiotic produced from Streptomyces mediterranei. It has a broad antibacterial spectrum, including activity against several forms of Mycobacterium. In susceptible organisms it inhibits DNA-dependent RNA polymerase activity by forming a stable complex with the enzyme. It thus suppresses the initiation of RNA synthesis. Rifampin is bactericidal, and acts on both intracellular and extracellular organisms. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p1160)	3.51	2	0	cyclic ketal; hydrazone; N-iminopiperazine; N-methylpiperazine; rifamycins; semisynthetic derivative; zwitterion	angiogenesis inhibitor; antiamoebic agent; antineoplastic agent; antitubercular agent; DNA synthesis inhibitor; EC 2.7.7.6 (RNA polymerase) inhibitor; Escherichia coli metabolite; geroprotector; leprostatic drug; neuroprotective agent; pregnane X receptor agonist; protein synthesis inhibitor
clozapine Clozapine: A tricylic dibenzodiazepine, classified as an atypical antipsychotic agent. It binds several types of central nervous system receptors, and displays a unique pharmacological profile. Clozapine is a serotonin antagonist, with strong binding to 5-HT 2A/2C receptor subtype. It also displays strong affinity to several dopaminergic receptors, but shows only weak antagonism at the dopamine D2 receptor, a receptor commonly thought to modulate neuroleptic activity. Agranulocytosis is a major adverse effect associated with administration of this agent.. clozapine : A benzodiazepine that is 5H-dibenzo[b,e][1,4]diazepine substituted by a chloro group at position 8 and a 4-methylpiperazin-1-yl group at position 11. It is a second generation antipsychotic used in the treatment of psychiatric disorders like schizophrenia.	3.1	1	0	benzodiazepine; N-arylpiperazine; N-methylpiperazine; organochlorine compound	adrenergic antagonist; dopaminergic antagonist; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; environmental contaminant; GABA antagonist; histamine antagonist; muscarinic antagonist; second generation antipsychotic; serotonergic antagonist; xenobiotic
allopurinol Allopurinol: A XANTHINE OXIDASE inhibitor that decreases URIC ACID production. It also acts as an antimetabolite on some simpler organisms.. allopurinol : A bicyclic structure comprising a pyrazole ring fused to a hydroxy-substituted pyrimidine ring.	2.95	4	0	nucleobase analogue; organic heterobicyclic compound	antimetabolite; EC 1.17.3.2 (xanthine oxidase) inhibitor; gout suppressant; radical scavenger
norclozapine norclozapine: structure given in first source. N-desmethylclozapine : A dibenzodoazepine substituted with chloro and piperazino groups which is a major metabolite of clozapine; a potent and selective 5-HT2C serotonin receptor antagonist.	3.1	1	0	dibenzodiazepine; organochlorine compound; piperazines	delta-opioid receptor agonist; metabolite; serotonergic antagonist
phthivazide [no description available]	2.57	2	0
salicylaldehyde thiosemicarbazone salicylaldehyde thiosemicarbazone: structure given in first source	2.03	1	0
methylnitronitrosoguanidine Methylnitronitrosoguanidine: A nitrosoguanidine derivative with potent mutagenic and carcinogenic properties.. N-methyl-N'-nitro-N-nitrosoguanidine : An N-nitroguanidine compound having nitroso and methyl substituents at the N'-position	2	1	0	nitroso compound	alkylating agent
febantel febantel: structure	2.05	1	0	aryl sulfide
prodigiosin Prodigiosin: 4-Methoxy-5-((5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl)- 2,2'-bi-1H-pyrrole. A toxic, bright red tripyrrole pigment from Serratia marcescens and others. It has antibacterial, anticoccidial, antimalarial, and antifungal activities, but is used mainly as a biochemical tool.. prodigiosin : A member of the class of tripyrroles that is a red-coloured pigment with antibiotic properties produced by Serratia marcescens.	2.25	1	0
imidacloprid imidacloprid: systemic & contact insecticide exhibiting low mammalian toxicity; structure given in first source; it is one of the neonicotinoid insecticides, which acts as an antagonist by binding to postsynaptic nicotinic receptors in the insect central nervous system. imidacloprid : An imidazolidine that is N-nitroimidazolidin-2-imine bearing a (6-chloro-3-pyridinyl)methyl substituent at position 1.	3.69	2	0	imidacloprid; imidazolidines; monochloropyridine	environmental contaminant; genotoxin; neonicotinoid insectide; nicotinic acetylcholine receptor agonist; xenobiotic
sparstolonin b sparstolonin B: selectively blocks TLR2- and TLR4-mediated inflammatory signaling; isolated from a Chinese herb, Spaganium stoloniferum; structure in first source	2.25	1	0
fenobam fenobam: in USAN fenobam refers to monohydrate	2.05	1	0	ureas
metallothionein Metallothionein: A low-molecular-weight (approx. 10 kD) protein occurring in the cytoplasm of kidney cortex and liver. It is rich in cysteinyl residues and contains no aromatic amino acids. Metallothionein shows high affinity for bivalent heavy metals.	2.13	1	0
leptin Leptin: A 16-kDa peptide hormone secreted from WHITE ADIPOCYTES. Leptin serves as a feedback signal from fat cells to the CENTRAL NERVOUS SYSTEM in regulation of food intake, energy balance, and fat storage.	2.06	1	0
pyrimidinones Pyrimidinones: Heterocyclic compounds known as 2-pyrimidones (or 2-hydroxypyrimidines) and 4-pyrimidones (or 4-hydroxypyrimidines) with the general formula C4H4N2O.	2.03	1	0

Condition	Relationship Strength	Studies	Trials
Bilirubinemia [description not available]	2.92	1	0
Benign Neoplasms [description not available]	5.54	9	0
Neoplasms New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.	5.54	9	0
HbS Disease [description not available]	5.22	11	1
Anemia, Sickle Cell A disease characterized by chronic hemolytic anemia, episodic painful crises, and pathologic involvement of many organs. It is the clinical expression of homozygosity for hemoglobin S.	5.22	11	1
Grippe [description not available]	2.05	1	0
Influenza, Human An acute viral infection in humans involving the respiratory tract. It is marked by inflammation of the NASAL MUCOSA; the PHARYNX; and conjunctiva, and by headache and severe, often generalized, myalgia.	2.05	1	0
B16 Melanoma [description not available]	2.46	2	0
Cancer of Pancreas [description not available]	2.49	2	0
Pancreatic Neoplasms Tumors or cancer of the PANCREAS. Depending on the types of ISLET CELLS present in the tumors, various hormones can be secreted: GLUCAGON from PANCREATIC ALPHA CELLS; INSULIN from PANCREATIC BETA CELLS; and SOMATOSTATIN from the SOMATOSTATIN-SECRETING CELLS. Most are malignant except the insulin-producing tumors (INSULINOMA).	2.49	2	0
Innate Inflammatory Response [description not available]	6.53	15	1
Inflammation A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.	6.53	15	1
Extravascular Hemolysis [description not available]	2.77	3	0
Hemolysis The destruction of ERYTHROCYTES by many different causal agents such as antibodies, bacteria, chemicals, temperature, and changes in tonicity.	2.77	3	0
Alloxan Diabetes [description not available]	3.11	4	0
Fasting Hypoglycemia HYPOGLYCEMIA expressed in the postabsorptive state, after prolonged FASTING, or an overnight fast.	2.11	1	0
Hypoglycemia A syndrome of abnormally low BLOOD GLUCOSE level. Clinical hypoglycemia has diverse etiologies. Severe hypoglycemia eventually lead to glucose deprivation of the CENTRAL NERVOUS SYSTEM resulting in HUNGER; SWEATING; PARESTHESIA; impaired mental function; SEIZURES; COMA; and even DEATH.	2.11	1	0
Basophilic Leukemia, Acute [description not available]	2.13	1	0
Leukemia, Basophilic, Acute A rare acute myeloid leukemia in which the primary differentiation is to BASOPHILS. It is characterized by an extreme increase of immature basophilic granulated cells in the bone marrow and blood. Mature basophils are usually sparse.	2.13	1	0
Acute Confusional Senile Dementia [description not available]	3.77	8	0
Alzheimer Disease A degenerative disease of the BRAIN characterized by the insidious onset of DEMENTIA. Impairment of MEMORY, judgment, attention span, and problem solving skills are followed by severe APRAXIAS and a global loss of cognitive abilities. The condition primarily occurs after age 60, and is marked pathologically by severe cortical atrophy and the triad of SENILE PLAQUES; NEUROFIBRILLARY TANGLES; and NEUROPIL THREADS. (From Adams et al., Principles of Neurology, 6th ed, pp1049-57)	3.77	8	0
Congenital Zika Syndrome [description not available]	2.76	2	0
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	4.73	26	0
Zika Virus Infection A viral disease transmitted by the bite of AEDES mosquitoes infected with ZIKA VIRUS. Its mild DENGUE-like symptoms include fever, rash, headaches and ARTHRALGIA. The viral infection during pregnancy, in rare cases, is associated with congenital brain and ocular abnormalities, called Congenital Zika Syndrome, including MICROCEPHALY and may also lead to GUILLAIN-BARRE SYNDROME.	2.76	2	0
Craniofacial Abnormalities Congenital structural deformities, malformations, or other abnormalities of the cranium and facial bones.	2.41	1	0
Cirrhosis, Liver [description not available]	2.38	2	0
Liver Cirrhosis Liver disease in which the normal microcirculation, the gross vascular anatomy, and the hepatic architecture have been variably destroyed and altered with fibrous septa surrounding regenerated or regenerating parenchymal nodules.	2.38	2	0
Cirrhosis [description not available]	2.93	3	0
Fibrosis Any pathological condition where fibrous connective tissue invades any organ, usually as a consequence of inflammation or other injury.	2.93	3	0
Cerebral Infarction, Middle Cerebral Artery [description not available]	2.41	1	0
Acute Ischemic Stroke [description not available]	2.41	1	0
Cerebral Ischemia [description not available]	2.79	3	0
Ischemic Stroke Stroke due to BRAIN ISCHEMIA resulting in interruption or reduction of blood flow to a part of the brain. When obstruction is due to a BLOOD CLOT formed within in a cerebral blood vessel it is a thrombotic stroke. When obstruction is formed elsewhere and moved to block a cerebral blood vessel (see CEREBRAL EMBOLISM) it is referred to as embolic stroke. Wake-up stroke refers to ischemic stroke occurring during sleep while cryptogenic stroke refers to ischemic stroke of unknown origin.	2.41	1	0
Brain Ischemia Localized reduction of blood flow to brain tissue due to arterial obstruction or systemic hypoperfusion. This frequently occurs in conjunction with brain hypoxia (HYPOXIA, BRAIN). Prolonged ischemia is associated with BRAIN INFARCTION.	2.79	3	0
Infarction, Middle Cerebral Artery NECROSIS occurring in the MIDDLE CEREBRAL ARTERY distribution system which brings blood to the entire lateral aspects of each CEREBRAL HEMISPHERE. Clinical signs include impaired cognition; APHASIA; AGRAPHIA; weak and numbness in the face and arms, contralaterally or bilaterally depending on the infarction.	2.41	1	0
Blood Poisoning [description not available]	2.41	1	0
Sepsis Systemic inflammatory response syndrome with a proven or suspected infectious etiology. When sepsis is associated with organ dysfunction distant from the site of infection, it is called severe sepsis. When sepsis is accompanied by HYPOTENSION despite adequate fluid infusion, it is called SEPTIC SHOCK.	7.41	1	0
Dehydration The condition that results from excessive loss of water from a living organism.	2.9	2	0
Diabetes Mellitus, Adult-Onset [description not available]	3.92	3	0
Diabetes Mellitus, Type 2 A subclass of DIABETES MELLITUS that is not INSULIN-responsive or dependent (NIDDM). It is characterized initially by INSULIN RESISTANCE and HYPERINSULINEMIA; and eventually by GLUCOSE INTOLERANCE; HYPERGLYCEMIA; and overt diabetes. Type II diabetes mellitus is no longer considered a disease exclusively found in adults. Patients seldom develop KETOSIS but often exhibit OBESITY.	3.92	3	0
Pregnancy The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.	3.56	8	0
Electrolytes Substances that dissociate into two or more ions, to some extent, in water. Solutions of electrolytes thus conduct an electric current and can be decomposed by it (ELECTROLYSIS). (Grant & Hackh's Chemical Dictionary, 5th ed)	2.59	2	0
Infections, Staphylococcal [description not available]	2.58	2	0
Staphylococcal Infections Infections with bacteria of the genus STAPHYLOCOCCUS.	2.58	2	0
Alcohol Abuse [description not available]	4.12	10	0
Drug Withdrawal Symptoms [description not available]	4.02	9	0
Alcoholism A primary, chronic disease with genetic, psychosocial, and environmental factors influencing its development and manifestations. The disease is often progressive and fatal. It is characterized by impaired control over drinking, preoccupation with the drug alcohol, use of alcohol despite adverse consequences, and distortions in thinking, most notably denial. Each of these symptoms may be continuous or periodic. (Morse & Flavin for the Joint Commission of the National Council on Alcoholism and Drug Dependence and the American Society of Addiction Medicine to Study the Definition and Criteria for the Diagnosis of Alcoholism: in JAMA 1992;268:1012-4)	4.12	10	0
Anxiety Feelings or emotions of dread, apprehension, and impending disaster but not disabling as with ANXIETY DISORDERS.	4.08	10	0
Substance Withdrawal Syndrome Physiological and psychological symptoms associated with withdrawal from the use of a drug after prolonged administration or habituation. The concept includes withdrawal from smoking or drinking, as well as withdrawal from an administered drug.	4.02	9	0
Thromboembolism, Venous [description not available]	4.21	9	0
Venous Thromboembolism Obstruction of a vein or VEINS (embolism) by a blood clot (THROMBUS) in the blood stream.	4.21	9	0
Muscle Contraction A process leading to shortening and/or development of tension in muscle tissue. Muscle contraction occurs by a sliding filament mechanism whereby actin filaments slide inward among the myosin filaments.	2.41	1	0
Degenerative Diseases, Central Nervous System [description not available]	3.52	1	0
Neurodegenerative Diseases Hereditary and sporadic conditions which are characterized by progressive nervous system dysfunction. These disorders are often associated with atrophy of the affected central or peripheral nervous system structures.	8.52	1	0
Hepatocellular Carcinoma [description not available]	8.33	6	0
Cancer of Liver [description not available]	3.18	5	0
Carcinoma, Hepatocellular A primary malignant neoplasm of epithelial liver cells. It ranges from a well-differentiated tumor with EPITHELIAL CELLS indistinguishable from normal HEPATOCYTES to a poorly differentiated neoplasm. The cells may be uniform or markedly pleomorphic, or form GIANT CELLS. Several classification schemes have been suggested.	3.33	6	0
Liver Neoplasms Tumors or cancer of the LIVER.	3.18	5	0
Cardiovascular Stroke [description not available]	2.6	1	0
Myocardial Infarction NECROSIS of the MYOCARDIUM caused by an obstruction of the blood supply to the heart (CORONARY CIRCULATION).	2.6	1	0
Leishmania Infection [description not available]	2.6	1	0
Black Fever [description not available]	2.6	1	0
Leishmaniasis A disease caused by any of a number of species of protozoa in the genus LEISHMANIA. There are four major clinical types of this infection: cutaneous (Old and New World) (LEISHMANIASIS, CUTANEOUS), diffuse cutaneous (LEISHMANIASIS, DIFFUSE CUTANEOUS), mucocutaneous (LEISHMANIASIS, MUCOCUTANEOUS), and visceral (LEISHMANIASIS, VISCERAL).	7.6	1	0
Leishmaniasis, Visceral A chronic disease caused by LEISHMANIA DONOVANI and transmitted by the bite of several sandflies of the genera Phlebotomus and Lutzomyia. It is commonly characterized by fever, chills, vomiting, anemia, hepatosplenomegaly, leukopenia, hypergammaglobulinemia, emaciation, and an earth-gray color of the skin. The disease is classified into three main types according to geographic distribution: Indian, Mediterranean (or infantile), and African.	2.6	1	0
Endometrioma An enlarged area of ENDOMETRIOSIS that resembles a tumor. It is usually found in the OVARY. When it is filled with old blood, it is known as a chocolate cyst.	2.6	1	0
Endometriosis A condition in which functional endometrial tissue is present outside the UTERUS. It is often confined to the PELVIS involving the OVARY, the ligaments, cul-de-sac, and the uterovesical peritoneum.	2.6	1	0
2019 Novel Coronavirus Disease [description not available]	5.33	5	0
Iron Overload An excessive accumulation of iron in the body due to a greater than normal absorption of iron from the gastrointestinal tract or from parenteral injection. This may arise from idiopathic hemochromatosis, excessive iron intake, chronic alcoholism, certain types of refractory anemia, or transfusional hemosiderosis. (From Churchill's Illustrated Medical Dictionary, 1989)	2.6	1	0
Injuries, Radiation [description not available]	2.21	1	0
Cancer of Colon [description not available]	2.25	1	0
Colonic Neoplasms Tumors or cancer of the COLON.	2.25	1	0
Diabetic Glomerulosclerosis [description not available]	2.21	1	0
Diabetic Nephropathies KIDNEY injuries associated with diabetes mellitus and affecting KIDNEY GLOMERULUS; ARTERIOLES; KIDNEY TUBULES; and the interstitium. Clinical signs include persistent PROTEINURIA, from microalbuminuria progressing to ALBUMINURIA of greater than 300 mg/24 h, leading to reduced GLOMERULAR FILTRATION RATE and END-STAGE RENAL DISEASE.	2.21	1	0
Proteinuria The presence of proteins in the urine, an indicator of KIDNEY DISEASES.	2.21	1	0
Encephalopathy, Toxic [description not available]	2.83	3	0
Tuberculosis, Drug-Resistant [description not available]	3.17	1	0
Koch's Disease [description not available]	3.17	1	0
Tuberculosis Any of the infectious diseases of man and other animals caused by species of MYCOBACTERIUM TUBERCULOSIS.	3.17	1	0
Tuberculosis, Multidrug-Resistant Tuberculosis resistant to chemotherapy with two or more ANTITUBERCULAR AGENTS, including at least ISONIAZID and RIFAMPICIN. The problem of resistance is particularly troublesome in tuberculous OPPORTUNISTIC INFECTIONS associated with HIV INFECTIONS. It requires the use of second line drugs which are more toxic than the first line regimens. TB with isolates that have developed further resistance to at least three of the six classes of second line drugs is defined as EXTENSIVELY DRUG-RESISTANT TUBERCULOSIS.	3.17	1	0
Adjuvant Arthritis [description not available]	2.25	1	0
Colorectal Cancer [description not available]	3.37	6	0
Colorectal Neoplasms Tumors or cancer of the COLON or the RECTUM or both. Risk factors for colorectal cancer include chronic ULCERATIVE COLITIS; FAMILIAL POLYPOSIS COLI; exposure to ASBESTOS; and irradiation of the CERVIX UTERI.	3.37	6	0
Infections, Pseudomonas [description not available]	2.25	1	0
Pseudomonas Infections Infections with bacteria of the genus PSEUDOMONAS.	2.25	1	0
Kidney Diseases Pathological processes of the KIDNEY or its component tissues.	2.69	3	0
Cardiac Toxicity [description not available]	2.25	1	0
Cardiotoxicity Damage to the HEART or its function secondary to exposure to toxic substances such as drugs used in CHEMOTHERAPY; IMMUNOTHERAPY; or RADIATION.	2.25	1	0
Genetic Predisposition [description not available]	3.17	1	0
Overweight A status with BODY WEIGHT that is above certain standards. In the scale of BODY MASS INDEX, overweight is defined as having a BMI of 25.0-29.9 kg/m2. Overweight may or may not be due to increases in body fat (ADIPOSE TISSUE), hence overweight does not equal over fat.	3.6	2	0
Abdominal Obesity [description not available]	3.17	1	0
Cholera Infantum [description not available]	3.17	1	0
Malignant Melanoma [description not available]	8.51	2	0
Addiction, Opioid [description not available]	3.17	1	0
Cancer of Endometrium [description not available]	3.17	1	0
Diarrhea An increased liquidity or decreased consistency of FECES, such as running stool. Fecal consistency is related to the ratio of water-holding capacity of insoluble solids to total water, rather than the amount of water present. Diarrhea is not hyperdefecation or increased fecal weight.	3.17	1	0
Melanoma A malignant neoplasm derived from cells that are capable of forming melanin, which may occur in the skin of any part of the body, in the eye, or, rarely, in the mucous membranes of the genitalia, anus, oral cavity, or other sites. It occurs mostly in adults and may originate de novo or from a pigmented nevus or malignant lentigo. Melanomas frequently metastasize widely, and the regional lymph nodes, liver, lungs, and brain are likely to be involved. The incidence of malignant skin melanomas is rising rapidly in all parts of the world. (Stedman, 25th ed; from Rook et al., Textbook of Dermatology, 4th ed, p2445)	8.51	2	0
Opioid-Related Disorders Disorders related to or resulting from abuse or misuse of OPIOIDS.	3.17	1	0
Obesity A status with BODY WEIGHT that is grossly above the recommended standards, usually due to accumulation of excess FATS in the body. The standards may vary with age, sex, genetic or cultural background. In the BODY MASS INDEX, a BMI greater than 30.0 kg/m2 is considered obese, and a BMI greater than 40.0 kg/m2 is considered morbidly obese (MORBID OBESITY).	5.48	7	0
Endometrial Neoplasms Tumors or cancer of ENDOMETRIUM, the mucous lining of the UTERUS. These neoplasms can be benign or malignant. Their classification and grading are based on the various cell types and the percent of undifferentiated cells.	3.17	1	0
Cancer of Lung [description not available]	3.17	5	0
Lung Neoplasms Tumors or cancer of the LUNG.	3.17	5	0
Scoliosis An appreciable lateral deviation in the normally straight vertical line of the spine. (Dorland, 27th ed)	2.25	1	0
Acute Liver Injury, Drug-Induced [description not available]	2.79	3	0
Chemical and Drug Induced Liver Injury A spectrum of clinical liver diseases ranging from mild biochemical abnormalities to ACUTE LIVER FAILURE, caused by drugs, drug metabolites, herbal and dietary supplements and chemicals from the environment.	2.79	3	0
Idiopathic Parkinson Disease [description not available]	2.48	2	0
Atherosclerotic Parkinsonism [description not available]	2.25	1	0
Parkinson Disease A progressive, degenerative neurologic disease characterized by a TREMOR that is maximal at rest, retropulsion (i.e. a tendency to fall backwards), rigidity, stooped posture, slowness of voluntary movements, and a masklike facial expression. Pathologic features include loss of melanin containing neurons in the substantia nigra and other pigmented nuclei of the brainstem. LEWY BODIES are present in the substantia nigra and locus coeruleus but may also be found in a related condition (LEWY BODY DISEASE, DIFFUSE) characterized by dementia in combination with varying degrees of parkinsonism. (Adams et al., Principles of Neurology, 6th ed, p1059, pp1067-75)	2.48	2	0
Parkinson Disease, Secondary Conditions which feature clinical manifestations resembling primary Parkinson disease that are caused by a known or suspected condition. Examples include parkinsonism caused by vascular injury, drugs, trauma, toxin exposure, neoplasms, infections and degenerative or hereditary conditions. Clinical features may include bradykinesia, rigidity, parkinsonian gait, and masked facies. In general, tremor is less prominent in secondary parkinsonism than in the primary form. (From Joynt, Clinical Neurology, 1998, Ch38, pp39-42)	2.25	1	0
Anoxemia [description not available]	2.48	2	0
Hypoxia Sub-optimal OXYGEN levels in the ambient air of living organisms.	2.48	2	0
Hyperglycemia, Postprandial Abnormally high BLOOD GLUCOSE level after a meal.	2.31	1	0
Testicular Diseases Pathological processes of the TESTIS.	2.31	1	0
Hyperglycemia Abnormally high BLOOD GLUCOSE level.	7.31	1	0
Breast Cancer [description not available]	2.89	3	0
Breast Neoplasms Tumors or cancer of the human BREAST.	2.89	3	0
Sensitivity and Specificity Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)	3.9	12	0
Chronic Lung Injury [description not available]	2.31	1	0
Experimental Lung Inflammation Inflammation of any part, segment or lobe, of the lung parenchyma.	2.31	1	0
Edema, Pulmonary [description not available]	2.31	1	0
Pneumonia Infection of the lung often accompanied by inflammation.	2.31	1	0
Pulmonary Edema Excessive accumulation of extravascular fluid in the lung, an indication of a serious underlying disease or disorder. Pulmonary edema prevents efficient PULMONARY GAS EXCHANGE in the PULMONARY ALVEOLI, and can be life-threatening.	2.31	1	0
Cataract, Membranous [description not available]	2.31	1	0
Cataract Partial or complete opacity on or in the lens or capsule of one or both eyes, impairing vision or causing blindness. The many kinds of cataract are classified by their morphology (size, shape, location) or etiology (cause and time of occurrence). (Dorland, 27th ed)	2.31	1	0
Neuroblastoma A common neoplasm of early childhood arising from neural crest cells in the sympathetic nervous system, and characterized by diverse clinical behavior, ranging from spontaneous remission to rapid metastatic progression and death. This tumor is the most common intraabdominal malignancy of childhood, but it may also arise from thorax, neck, or rarely occur in the central nervous system. Histologic features include uniform round cells with hyperchromatic nuclei arranged in nests and separated by fibrovascular septa. Neuroblastomas may be associated with the opsoclonus-myoclonus syndrome. (From DeVita et al., Cancer: Principles and Practice of Oncology, 5th ed, pp2099-2101; Curr Opin Oncol 1998 Jan;10(1):43-51)	8.2	6	0
Palmoplantaris Pustulosis [description not available]	2.15	1	0
Psoriasis A common genetically determined, chronic, inflammatory skin disease characterized by rounded erythematous, dry, scaling patches. The lesions have a predilection for nails, scalp, genitalia, extensor surfaces, and the lumbosacral region. Accelerated epidermopoiesis is considered to be the fundamental pathologic feature in psoriasis.	2.15	1	0
Acute Kidney Failure [description not available]	2.17	1	0
Acute Kidney Injury Abrupt reduction in kidney function. Acute kidney injury encompasses the entire spectrum of the syndrome including acute kidney failure; ACUTE KIDNEY TUBULAR NECROSIS; and other less severe conditions.	2.17	1	0
Age-Related Memory Disorders [description not available]	2.17	1	0
Memory Disorders Disturbances in registering an impression, in the retention of an acquired impression, or in the recall of an impression. Memory impairments are associated with DEMENTIA; CRANIOCEREBRAL TRAUMA; ENCEPHALITIS; ALCOHOLISM (see also ALCOHOL AMNESTIC DISORDER); SCHIZOPHRENIA; and other conditions.	2.17	1	0
Mastitis INFLAMMATION of the BREAST, or MAMMARY GLAND.	7.21	1	0
Leukemia, Acute Monocytic [description not available]	2.21	1	0
Leukemia, Monocytic, Acute An acute myeloid leukemia in which 80% or more of the leukemic cells are of monocytic lineage including monoblasts, promonocytes, and MONOCYTES.	2.21	1	0
Injuries, Spinal Cord [description not available]	2.21	1	0
Injury, Ischemia-Reperfusion [description not available]	2.21	1	0
Spinal Cord Injuries Penetrating and non-penetrating injuries to the spinal cord resulting from traumatic external forces (e.g., WOUNDS, GUNSHOT; WHIPLASH INJURIES; etc.).	2.21	1	0
Reperfusion Injury Adverse functional, metabolic, or structural changes in tissues that result from the restoration of blood flow to the tissue (REPERFUSION) following ISCHEMIA.	2.21	1	0
Aggression Behavior which may be manifested by destructive and attacking action which is verbal or physical, by covert attitudes of hostility or by obstructionism.	2.21	1	0
Depression Depressive states usually of moderate intensity in contrast with MAJOR DEPRESSIVE DISORDER present in neurotic and psychotic disorders.	7.84	3	0
Anoxia-Ischemia, Brain [description not available]	2.21	1	0
Hypoxia-Ischemia, Brain A disorder characterized by a reduction of oxygen in the blood combined with reduced blood flow (ISCHEMIA) to the brain from a localized obstruction of a cerebral artery or from systemic hypoperfusion. Prolonged hypoxia-ischemia is associated with ISCHEMIC ATTACK, TRANSIENT; BRAIN INFARCTION; BRAIN EDEMA; COMA; and other conditions.	2.21	1	0
Carcinoma, Ehrlich Tumor A transplantable, poorly differentiated malignant tumor which appeared originally as a spontaneous breast carcinoma in a mouse. It grows in both solid and ascitic forms.	2.5	2	0
Nervous System Disorders [description not available]	2.38	2	0
Nervous System Diseases Diseases of the central and peripheral nervous system. This includes disorders of the brain, spinal cord, cranial nerves, peripheral nerves, nerve roots, autonomic nervous system, neuromuscular junction, and muscle.	2.38	2	0
Hyperlipemia [description not available]	2.08	1	0
Hyperlipidemias Conditions with excess LIPIDS in the blood.	2.08	1	0
Icterus [description not available]	7.51	4	4
Jaundice A clinical manifestation of HYPERBILIRUBINEMIA, characterized by the yellowish staining of the SKIN; MUCOUS MEMBRANE; and SCLERA. Clinical jaundice usually is a sign of LIVER dysfunction.	7.51	4	4
Acute Pain Intensely discomforting, distressful, or agonizing sensation associated with trauma or disease, with well-defined location, character, and timing.	7.51	4	4
Acute Onset Vascular Dementia [description not available]	2.1	1	0
Dementia, Vascular An imprecise term referring to dementia associated with CEREBROVASCULAR DISORDERS, including CEREBRAL INFARCTION (single or multiple), and conditions associated with chronic BRAIN ISCHEMIA. Diffuse, cortical, and subcortical subtypes have been described. (From Gerontol Geriatr 1998 Feb;31(1):36-44)	2.1	1	0
Akinetic-Rigid Variant of Huntington Disease [description not available]	2.1	1	0
Huntington Disease A familial disorder inherited as an autosomal dominant trait and characterized by the onset of progressive CHOREA and DEMENTIA in the fourth or fifth decade of life. Common initial manifestations include paranoia; poor impulse control; DEPRESSION; HALLUCINATIONS; and DELUSIONS. Eventually intellectual impairment; loss of fine motor control; ATHETOSIS; and diffuse chorea involving axial and limb musculature develops, leading to a vegetative state within 10-15 years of disease onset. The juvenile variant has a more fulminant course including SEIZURES; ATAXIA; dementia; and chorea. (From Adams et al., Principles of Neurology, 6th ed, pp1060-4)	2.1	1	0
Infection, Toxoplasma gondii [description not available]	2.1	1	0
Toxoplasmosis The acquired form of infection by Toxoplasma gondii in animals and man.	2.1	1	0
Burns Injuries to tissues caused by contact with heat, steam, chemicals (BURNS, CHEMICAL), electricity (BURNS, ELECTRIC), or the like.	2.1	1	0
Envenomation, Snakebite [description not available]	2.1	1	0
Depression, Involutional Form of depression in those MIDDLE AGE with feelings of ANXIETY.	2.11	1	0
Depressive Disorder, Major Disorder in which five (or more) of the following symptoms have been present during the same 2-week period and represent a change from previous functioning; at least one of the symptoms is either (1) depressed mood or (2) loss of interest or pleasure. Symptoms include: depressed mood most of the day, nearly every daily; markedly diminished interest or pleasure in activities most of the day, nearly every day; significant weight loss when not dieting or weight gain; Insomnia or hypersomnia nearly every day; psychomotor agitation or retardation nearly every day; fatigue or loss of energy nearly every day; feelings of worthlessness or excessive or inappropriate guilt; diminished ability to think or concentrate, or indecisiveness, nearly every day; or recurrent thoughts of death, recurrent suicidal ideation without a specific plan, or a suicide attempt. (DSM-5)	2.11	1	0
Anasarca [description not available]	2.45	2	0
Allodynia [description not available]	2.48	2	0
Ache [description not available]	6.67	7	1
Edema Abnormal fluid accumulation in TISSUES or body cavities. Most cases of edema are present under the SKIN in SUBCUTANEOUS TISSUE.	2.45	2	0
Pain An unpleasant sensation induced by noxious stimuli which are detected by NERVE ENDINGS of NOCICEPTIVE NEURONS.	6.67	7	1
Diabetic Feet [description not available]	3.5	1	1
Esophageal Squamous Cell Carcinoma A carcinoma that originates usually from cells on the surface of the middle and lower third of the ESOPHAGUS. Tumor cells exhibit typical squamous morphology and form large polypoid lesions. Mutations in RNF6, LZTS1, TGFBR2, DEC1, and WWOX1 genes are associated with this cancer.	3.5	1	1
Carcinoma, Epidermoid [description not available]	3.5	1	1
Asymmetric Diabetic Proximal Motor Neuropathy [description not available]	3.5	1	1
Cancer of Esophagus [description not available]	3.5	1	1
Varices [description not available]	3.5	1	1
Carcinoma, Squamous Cell A carcinoma derived from stratified SQUAMOUS EPITHELIAL CELLS. It may also occur in sites where glandular or columnar epithelium is normally present. (From Stedman, 25th ed)	3.5	1	1
Diabetic Neuropathies Peripheral, autonomic, and cranial nerve disorders that are associated with DIABETES MELLITUS. These conditions usually result from diabetic microvascular injury involving small blood vessels that supply nerves (VASA NERVORUM). Relatively common conditions which may be associated with diabetic neuropathy include third nerve palsy (see OCULOMOTOR NERVE DISEASES); MONONEUROPATHY; mononeuropathy multiplex; diabetic amyotrophy; a painful POLYNEUROPATHY; autonomic neuropathy; and thoracoabdominal neuropathy. (From Adams et al., Principles of Neurology, 6th ed, p1325)	3.5	1	1
Esophageal Neoplasms Tumors or cancer of the ESOPHAGUS.	3.5	1	1
Varicose Veins Enlarged and tortuous VEINS.	3.5	1	1
Diabetic Foot Common foot problems in persons with DIABETES MELLITUS, caused by any combination of factors such as DIABETIC NEUROPATHIES; PERIPHERAL VASCULAR DISEASES; and INFECTION. With the loss of sensation and poor circulation, injuries and infections often lead to severe foot ulceration, GANGRENE and AMPUTATION.	3.5	1	1
Blood Diseases [description not available]	2.11	1	0
Bone Diseases Diseases of BONES.	2.11	1	0
Hematologic Diseases Disorders of the blood and blood forming tissues.	2.11	1	0
Autosomal Dominant Juvenile Parkinson Disease [description not available]	2.13	1	0
Behavior Disorders [description not available]	2.13	1	0
Mental Disorders Psychiatric illness or diseases manifested by breakdowns in the adaptational process expressed primarily as abnormalities of thought, feeling, and behavior producing either distress or impairment of function.	2.13	1	0
Parkinsonian Disorders A group of disorders which feature impaired motor control characterized by bradykinesia, MUSCLE RIGIDITY; TREMOR; and postural instability. Parkinsonian diseases are generally divided into primary parkinsonism (see PARKINSON DISEASE), secondary parkinsonism (see PARKINSON DISEASE, SECONDARY) and inherited forms. These conditions are associated with dysfunction of dopaminergic or closely related motor integration neuronal pathways in the BASAL GANGLIA.	2.13	1	0
Action Tremor [description not available]	2.15	1	0
Tremor Cyclical movement of a body part that can represent either a physiologic process or a manifestation of disease. Intention or action tremor, a common manifestation of CEREBELLAR DISEASES, is aggravated by movement. In contrast, resting tremor is maximal when there is no attempt at voluntary movement, and occurs as a relatively frequent manifestation of PARKINSON DISEASE.	7.15	1	0
Aneuploid [description not available]	2.15	1	0
Metastase [description not available]	2.75	3	0
Neoplasm Metastasis The transfer of a neoplasm from one organ or part of the body to another remote from the primary site.	2.75	3	0
Carcinoma, Non-Small Cell Lung [description not available]	2.15	1	0
Carcinoma, Non-Small-Cell Lung A heterogeneous aggregate of at least three distinct histological types of lung cancer, including SQUAMOUS CELL CARCINOMA; ADENOCARCINOMA; and LARGE CELL CARCINOMA. They are dealt with collectively because of their shared treatment strategy.	2.15	1	0
Abnormalities, Autosome [description not available]	3.37	7	0
Adenocarcinoma, Basal Cell [description not available]	2.43	2	0
Angiogenesis, Pathologic [description not available]	2.05	1	0
Adenocarcinoma A malignant epithelial tumor with a glandular organization.	7.43	2	0
Colitis Inflammation of the COLON section of the large intestine (INTESTINE, LARGE), usually with symptoms such as DIARRHEA (often with blood and mucus), ABDOMINAL PAIN, and FEVER.	7.05	1	0
Nerve Pain [description not available]	2.05	1	0
Neuralgia Intense or aching pain that occurs along the course or distribution of a peripheral or cranial nerve.	2.05	1	0
Gall Bladder Diseases [description not available]	1.92	1	0
Body Weight The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.	2.91	4	0
Insulin Sensitivity [description not available]	2.06	1	0
Insulin Resistance Diminished effectiveness of INSULIN in lowering blood sugar levels: requiring the use of 200 units or more of insulin per day to prevent HYPERGLYCEMIA or KETOSIS.	7.06	1	0
B-Cell Chronic Lymphocytic Leukemia [description not available]	2.05	1	0
Leukemia, Lymphocytic, Chronic, B-Cell A chronic leukemia characterized by abnormal B-lymphocytes and often generalized lymphadenopathy. In patients presenting predominately with blood and bone marrow involvement it is called chronic lymphocytic leukemia (CLL); in those predominately with enlarged lymph nodes it is called small lymphocytic lymphoma. These terms represent spectrums of the same disease.	2.05	1	0
Aging The gradual irreversible changes in structure and function of an organism that occur as a result of the passage of time.	2.47	2	0
Insect Bites [description not available]	2.98	1	0
Insect Bites and Stings Bites and stings inflicted by insects.	2.98	1	0
Hypothermia, Accidental [description not available]	2.98	1	0
Hypothermia Lower than normal body temperature, especially in warm-blooded animals.	2.98	1	0
Acute Brain Injuries [description not available]	2.07	1	0
Brain Injuries Acute and chronic (see also BRAIN INJURIES, CHRONIC) injuries to the brain, including the cerebral hemispheres, CEREBELLUM, and BRAIN STEM. Clinical manifestations depend on the nature of injury. Diffuse trauma to the brain is frequently associated with DIFFUSE AXONAL INJURY or COMA, POST-TRAUMATIC. Localized injuries may be associated with NEUROBEHAVIORAL MANIFESTATIONS; HEMIPARESIS, or other focal neurologic deficits.	2.07	1	0
Weight Reduction [description not available]	2.08	1	0
Weight Loss Decrease in existing BODY WEIGHT.	2.08	1	0
Delayed Effects, Prenatal Exposure [description not available]	2.07	1	0
Leukemia, Lymphocytic, T Cell [description not available]	2.07	1	0
T-Cell Lymphoma [description not available]	2.07	1	0
Leukemia, T-Cell A malignant disease of the T-LYMPHOCYTES in the bone marrow, thymus, and/or blood.	2.07	1	0
Lymphoma, T-Cell A group of heterogeneous lymphoid tumors representing malignant transformations of T-lymphocytes.	2.07	1	0
Aberrant Crypt Foci Clusters of colonic crypts that appear different from the surrounding mucosa when visualized after staining. They are of interest as putative precursors to colorectal adenomas and potential biomarkers for colorectal carcinoma.	2.07	1	0
Cell Transformation, Neoplastic Cell changes manifested by escape from control mechanisms, increased growth potential, alterations in the cell surface, karyotypic abnormalities, morphological and biochemical deviations from the norm, and other attributes conferring the ability to invade, metastasize, and kill.	2.07	1	0
Experimental Mammary Neoplasms [description not available]	2.42	2	0
Granulomas [description not available]	2.01	1	0
Gastric Ulcer [description not available]	2.01	1	0
Granuloma A relatively small nodular inflammatory lesion containing grouped mononuclear phagocytes, caused by infectious and noninfectious agents.	2.01	1	0
Stomach Ulcer Ulceration of the GASTRIC MUCOSA due to contact with GASTRIC JUICE. It is often associated with HELICOBACTER PYLORI infection or consumption of nonsteroidal anti-inflammatory drugs (NSAIDS).	2.01	1	0
Embolus [description not available]	1.93	1	0
Embolism, Fat Blocking of a blood vessel by fat deposits in the circulation. It is often seen after fractures of large bones or after administration of CORTICOSTEROIDS.	1.93	1	0
Embolism Blocking of a blood vessel by an embolus which can be a blood clot or other undissolved material in the blood stream.	6.93	1	0
Paraganglioma, Gangliocytic [description not available]	2.34	2	0
Pheochromocytoma, Extra-Adrenal [description not available]	3.64	10	0
Paraganglioma A neural crest tumor usually derived from the chromoreceptor tissue of a paraganglion, such as the carotid body, or medulla of the adrenal gland (usually called a chromaffinoma or pheochromocytoma). It is more common in women than in men. (Stedman, 25th ed; from Segen, Dictionary of Modern Medicine, 1992)	2.34	2	0
Pheochromocytoma A usually benign, well-encapsulated, lobular, vascular tumor of chromaffin tissue of the ADRENAL MEDULLA or sympathetic paraganglia. The cardinal symptom, reflecting the increased secretion of EPINEPHRINE and NOREPINEPHRINE, is HYPERTENSION, which may be persistent or intermittent. During severe attacks, there may be HEADACHE; SWEATING, palpitation, apprehension, TREMOR; PALLOR or FLUSHING of the face, NAUSEA and VOMITING, pain in the CHEST and ABDOMEN, and paresthesias of the extremities. The incidence of malignancy is as low as 5% but the pathologic distinction between benign and malignant pheochromocytomas is not clear. (Dorland, 27th ed; DeVita Jr et al., Cancer: Principles & Practice of Oncology, 3d ed, p1298)	3.64	10	0
Hypertension, Essential [description not available]	1.93	1	0
Blood Pressure, High [description not available]	3.73	11	0
Essential Hypertension Hypertension that occurs without known cause, or preexisting renal disease. Associated polymorphisms for a number of genes have been identified, including AGT, GNB3, and ECE1. OMIM: 145500	1.93	1	0
Hypertension Persistently high systemic arterial BLOOD PRESSURE. Based on multiple readings (BLOOD PRESSURE DETERMINATION), hypertension is currently defined as when SYSTOLIC PRESSURE is consistently greater than 140 mm Hg or when DIASTOLIC PRESSURE is consistently 90 mm Hg or more.	3.73	11	0
Cystic Fibrosis of Pancreas [description not available]	1.93	1	0
Neoplasms, Nerve Tissue Neoplasms composed of nerve tissue. This concept does not refer to neoplasms located in the nervous system or its component nerves.	2.34	2	0
Carotid Body Tumor Benign paraganglioma at the bifurcation of the COMMON CAROTID ARTERIES. It can encroach on the parapharyngeal space and produce dysphagia, pain, and cranial nerve palsies.	1.93	1	0
Cystic Fibrosis An autosomal recessive genetic disease of the EXOCRINE GLANDS. It is caused by mutations in the gene encoding the CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR expressed in several organs including the LUNG, the PANCREAS, the BILIARY SYSTEM, and the SWEAT GLANDS. Cystic fibrosis is characterized by epithelial secretory dysfunction associated with ductal obstruction resulting in AIRWAY OBSTRUCTION; chronic RESPIRATORY INFECTIONS; PANCREATIC INSUFFICIENCY; maldigestion; salt depletion; and HEAT PROSTRATION.	1.93	1	0
Contact Dermatitis [description not available]	7.35	2	0
Dermatitis Any inflammation of the skin.	1.93	1	0
Dermatitis, Contact A type of acute or chronic skin reaction in which sensitivity is manifested by reactivity to materials or substances coming in contact with the skin. It may involve allergic or non-allergic mechanisms.	2.35	2	0
Gangliocytoma [description not available]	1.93	1	0
Hyperhomocysteinemia Condition in which the plasma levels of homocysteine and related metabolites are elevated (	1.93	1	0
Amino Acid Metabolism Disorders, Inborn [description not available]	1.93	1	0
Aminoaciduria, Renal [description not available]	1.93	1	0
Argentaffinoma [description not available]	1.93	1	0
Carcinoid Tumor A usually small, slow-growing neoplasm composed of islands of rounded, oxyphilic, or spindle-shaped cells of medium size, with moderately small vesicular nuclei, and covered by intact mucosa with a yellow cut surface. The tumor can occur anywhere in the gastrointestinal tract (and in the lungs and other sites); approximately 90% arise in the appendix. It is now established that these tumors are of neuroendocrine origin and derive from a primitive stem cell. (From Stedman, 25th ed & Holland et al., Cancer Medicine, 3d ed, p1182)	1.93	1	0
Hyperthyroid [description not available]	1.93	1	0
Central Hypothyroidism [description not available]	1.93	1	0
Hyperthyroidism Hypersecretion of THYROID HORMONES from the THYROID GLAND. Elevated levels of thyroid hormones increase BASAL METABOLIC RATE.	1.93	1	0
Hypothyroidism A syndrome that results from abnormally low secretion of THYROID HORMONES from the THYROID GLAND, leading to a decrease in BASAL METABOLIC RATE. In its most severe form, there is accumulation of MUCOPOLYSACCHARIDES in the SKIN and EDEMA, known as MYXEDEMA. It may be primary or secondary due to other pituitary disease, or hypothalamic dysfunction.	1.93	1	0
Dementia Praecox [description not available]	2.34	2	0
Schizophrenia A severe emotional disorder of psychotic depth characteristically marked by a retreat from reality with delusion formation, HALLUCINATIONS, emotional disharmony, and regressive behavior.	2.34	2	0
Abdominal Migraine [description not available]	4.04	3	1
Migraine Disorders A class of disabling primary headache disorders, characterized by recurrent unilateral pulsatile headaches. The two major subtypes are common migraine (without aura) and classic migraine (with aura or neurological symptoms). (International Classification of Headache Disorders, 2nd ed. Cephalalgia 2004: suppl 1)	4.04	3	1
Cardiac Diseases [description not available]	1.93	1	0
Hypertension, Renal Persistent high BLOOD PRESSURE due to KIDNEY DISEASES, such as those involving the renal parenchyma, the renal vasculature, or tumors that secrete RENIN.	2.34	2	0
Arteriosclerosis Thickening and loss of elasticity of the walls of ARTERIES of all sizes. There are many forms classified by the types of lesions and arteries involved, such as ATHEROSCLEROSIS with fatty lesions in the ARTERIAL INTIMA of medium and large muscular arteries.	1.93	1	0
Heart Diseases Pathological conditions involving the HEART including its structural and functional abnormalities.	1.93	1	0
Hyperpotassemia [description not available]	1.94	1	0
Hyperkalemia Abnormally high potassium concentration in the blood, most often due to defective renal excretion. It is characterized clinically by electrocardiographic abnormalities (elevated T waves and depressed P waves, and eventually by atrial asystole). In severe cases, weakness and flaccid paralysis may occur. (Dorland, 27th ed)	1.94	1	0
Hyponatremia Deficiency of sodium in the blood; salt depletion. (Dorland, 27th ed)	1.94	1	0
Delirium of Mixed Origin [description not available]	1.94	1	0
Psychoses [description not available]	2.36	2	0
Psychoses, Alcoholic A group of mental disorders associated with organic brain damage and caused by poisoning from alcohol.	1.94	1	0
Delirium A disorder characterized by CONFUSION; inattentiveness; disorientation; ILLUSIONS; HALLUCINATIONS; agitation; and in some instances autonomic nervous system overactivity. It may result from toxic/metabolic conditions or structural brain lesions. (From Adams et al., Principles of Neurology, 6th ed, pp411-2)	1.94	1	0
Psychotic Disorders Disorders in which there is a loss of ego boundaries or a gross impairment in reality testing with delusions or prominent hallucinations. (From DSM-IV, 1994)	2.36	2	0
Child Behavior Disorders Disturbances considered to be pathological based on age and stage appropriateness, e.g., conduct disturbances and anaclitic depression. This concept does not include psychoneuroses, psychoses, or personality disorders with fixed patterns.	1.93	1	0
Cardiovascular Diseases Pathological conditions involving the CARDIOVASCULAR SYSTEM including the HEART; the BLOOD VESSELS; or the PERICARDIUM.	6.94	1	0
Acute Rheumatic Fever [description not available]	1.94	1	0
Collagen Diseases Historically, a heterogeneous group of acute and chronic diseases, including rheumatoid arthritis, systemic lupus erythematosus, progressive systemic sclerosis, dermatomyositis, etc. This classification was based on the notion that collagen was equivalent to connective tissue, but with the present recognition of the different types of collagen and the aggregates derived from them as distinct entities, the term collagen diseases now pertains exclusively to those inherited conditions in which the primary defect is at the gene level and affects collagen biosynthesis, post-translational modification, or extracellular processing directly. (From Cecil Textbook of Medicine, 19th ed, p1494)	1.94	1	0
Bleeding [description not available]	1.94	1	0
Hemorrhage Bleeding or escape of blood from a vessel.	1.94	1	0
Diseases of Endocrine System [description not available]	1.93	1	0
Endocrine System Diseases Pathological processes of the ENDOCRINE GLANDS, and diseases resulting from abnormal level of available HORMONES.	1.93	1	0
Diabetes Mellitus A heterogeneous group of disorders characterized by HYPERGLYCEMIA and GLUCOSE INTOLERANCE.	1.93	1	0
Cacosmia [description not available]	2.91	4	0
Lymphangitis A lymphatic disease characterized by INFLAMMATION of LYMPHATIC VESSELS.	2.01	1	0
Invasiveness, Neoplasm [description not available]	2.02	1	0
Infant, Premature, Diseases Diseases that occur in PREMATURE INFANTS.	2.02	1	0
Apnea, Obstructive Sleep [description not available]	2.02	1	0
Apnea, Central [description not available]	2.02	1	0
Airway Obstruction Any hindrance to the passage of air into and out of the lungs.	2.02	1	0
Sleep Apnea, Obstructive A disorder characterized by recurrent apneas during sleep despite persistent respiratory efforts. It is due to upper airway obstruction. The respiratory pauses may induce HYPERCAPNIA or HYPOXIA. Cardiac arrhythmias and elevation of systemic and pulmonary arterial pressures may occur. Frequent partial arousals occur throughout sleep, resulting in relative SLEEP DEPRIVATION and daytime tiredness. Associated conditions include OBESITY; ACROMEGALY; MYXEDEMA; micrognathia; MYOTONIC DYSTROPHY; adenotonsilar dystrophy; and NEUROMUSCULAR DISEASES. (From Adams et al., Principles of Neurology, 6th ed, p395)	2.02	1	0
Sleep Apnea, Central A condition associated with multiple episodes of sleep apnea which are distinguished from obstructive sleep apnea (SLEEP APNEA, OBSTRUCTIVE) by the complete cessation of efforts to breathe. This disorder is associated with dysfunction of central nervous system centers that regulate respiration.	2.02	1	0
Aura [description not available]	3.59	3	0
Epilepsy A disorder characterized by recurrent episodes of paroxysmal brain dysfunction due to a sudden, disorderly, and excessive neuronal discharge. Epilepsy classification systems are generally based upon: (1) clinical features of the seizure episodes (e.g., motor seizure), (2) etiology (e.g., post-traumatic), (3) anatomic site of seizure origin (e.g., frontal lobe seizure), (4) tendency to spread to other structures in the brain, and (5) temporal patterns (e.g., nocturnal epilepsy). (From Adams et al., Principles of Neurology, 6th ed, p313)	8.59	3	0
Bronchospasm [description not available]	3.75	2	1
Allergy, Drug [description not available]	3.35	1	1
Bronchial Spasm Spasmodic contraction of the smooth muscle of the bronchi.	3.75	2	1
Drug Hypersensitivity Immunologically mediated adverse reactions to medicinal substances used legally or illegally.	3.35	1	1
Cancer of Gastrointestinal Tract [description not available]	1.98	1	0
Cancer of Kidney [description not available]	1.98	1	0
Experimental Hepatoma [description not available]	1.98	1	0
Experimental Neoplasms [description not available]	1.98	1	0
Multiple Primary Neoplasms [description not available]	1.98	1	0
Kidney Neoplasms Tumors or cancers of the KIDNEY.	1.98	1	0
Eczema, Atopic [description not available]	3.37	1	1
Allergy, Food [description not available]	3.37	1	1
Dermatitis, Atopic A chronic inflammatory genetically determined disease of the skin marked by increased ability to form reagin (IgE), with increased susceptibility to allergic rhinitis and asthma, and hereditary disposition to a lowered threshold for pruritus. It is manifested by lichenification, excoriation, and crusting, mainly on the flexural surfaces of the elbow and knee. In infants it is known as infantile eczema.	3.37	1	1
Food Hypersensitivity Gastrointestinal disturbances, skin eruptions, or shock due to allergic reactions to allergens in food.	3.37	1	1
Benign Psychomotor Epilepsy, Childhood [description not available]	1.98	1	0
Epilepsy, Temporal Lobe A localization-related (focal) form of epilepsy characterized by recurrent seizures that arise from foci within the TEMPORAL LOBE, most commonly from its mesial aspect. A wide variety of psychic phenomena may be associated, including illusions, hallucinations, dyscognitive states, and affective experiences. The majority of complex partial seizures (see EPILEPSY, COMPLEX PARTIAL) originate from the temporal lobes. Temporal lobe seizures may be classified by etiology as cryptogenic, familial, or symptomatic. (From Adams et al., Principles of Neurology, 6th ed, p321).	1.98	1	0
Allergic Contact Dermatitis [description not available]	1.98	1	0
Facial Dermatoses Skin diseases involving the FACE.	1.98	1	0
Cheilitis Inflammation of the lips. It is of various etiologies and degrees of pathology.	1.98	1	0
Dermatitis, Allergic Contact A contact dermatitis due to allergic sensitization to various substances. These substances subsequently produce inflammatory reactions in the skin of those who have acquired hypersensitivity to them as a result of prior exposure.	1.98	1	0
Actinic Reticuloid Syndrome [description not available]	1.99	1	0
Eye Disorders [description not available]	1.99	1	0
Eye Diseases Diseases affecting the eye.	1.99	1	0
Chromosome-Defective Micronuclei [description not available]	1.99	1	0
Bone Loss, Osteoclastic [description not available]	1.99	1	0
Tooth Erosion Progressive loss of the hard substance of a tooth by chemical processes that do not involve bacterial action. (Jablonski, Dictionary of Dentistry, 1992, p296)	2	1	0
Chromosomes, Ring [description not available]	1.98	1	0
Chromosome Deletion Actual loss of portion of a chromosome.	1.98	1	0
Eunuchism The state of being a eunuch, a male without TESTES or whose testes failed to develop. It is characterized by the lack of mature male GERM CELLS and TESTICULAR HORMONES.	1.97	1	0
Hypergonadotropic Hypogonadism [description not available]	1.97	1	0
Symptom Cluster [description not available]	1.97	1	0
Hypogonadism Condition resulting from deficient gonadal functions, such as GAMETOGENESIS and the production of GONADAL STEROID HORMONES. It is characterized by delay in GROWTH, germ cell maturation, and development of secondary sex characteristics. Hypogonadism can be due to a deficiency of GONADOTROPINS (hypogonadotropic hypogonadism) or due to primary gonadal failure (hypergonadotropic hypogonadism).	1.97	1	0
Syndrome A characteristic symptom complex.	1.97	1	0
Dermatitis, Occupational A recurrent contact dermatitis caused by substances found in the work place.	1.97	1	0
Depression, Endogenous [description not available]	1.96	1	0
Depressive Disorder An affective disorder manifested by either a dysphoric mood or loss of interest or pleasure in usual activities. The mood disturbance is prominent and relatively persistent.	1.96	1	0
Alcoholic Intoxication An acute brain syndrome which results from the excessive ingestion of ETHANOL or ALCOHOLIC BEVERAGES.	2.41	1	0
Absence Status [description not available]	2.41	1	0
Status Epilepticus A prolonged seizure or seizures repeated frequently enough to prevent recovery between episodes occurring over a period of 20-30 minutes. The most common subtype is generalized tonic-clonic status epilepticus, a potentially fatal condition associated with neuronal injury and respiratory and metabolic dysfunction. Nonconvulsive forms include petit mal status and complex partial status, which may manifest as behavioral disturbances. Simple partial status epilepticus consists of persistent motor, sensory, or autonomic seizures that do not impair cognition (see also EPILEPSIA PARTIALIS CONTINUA). Subclinical status epilepticus generally refers to seizures occurring in an unresponsive or comatose individual in the absence of overt signs of seizure activity. (From N Engl J Med 1998 Apr 2;338(14):970-6; Neurologia 1997 Dec;12 Suppl 6:25-30)	2.41	1	0
Ankyloglossia A severe congenital restriction of TONGUE movement, resulting from fusion or adherence of the tongue to the floor of the mouth. In partial ankyloglossia (tongue-tie) the LINGUAL FRENUM is abnormally short, or is attached too close to the tip of the tongue. OMIM: 106280	4.72	1	1
Asthma, Bronchial [description not available]	2.6	1	0
Asthma A form of bronchial disorder with three distinct components: airway hyper-responsiveness (RESPIRATORY HYPERSENSITIVITY), airway INFLAMMATION, and intermittent AIRWAY OBSTRUCTION. It is characterized by spasmodic contraction of airway smooth muscle, WHEEZING, and dyspnea (DYSPNEA, PAROXYSMAL).	2.6	1	0
Chemical Dependence [description not available]	3.23	1	0
Substance-Related Disorders Disorders related to substance use or abuse.	3.23	1	0
Allergy, Peanut [description not available]	2.17	1	0
Anaphylactic Reaction [description not available]	2.17	1	0
Anaphylaxis An acute hypersensitivity reaction due to exposure to a previously encountered ANTIGEN. The reaction may include rapidly progressing URTICARIA, respiratory distress, vascular collapse, systemic SHOCK, and death.	2.17	1	0
Peanut Hypersensitivity Allergic reaction to peanuts that is triggered by the immune system.	2.17	1	0
Apnea A transient absence of spontaneous respiration.	2.25	1	0
Infections, Klebsiella [description not available]	2.1	1	0
Klebsiella Infections Infections with bacteria of the genus KLEBSIELLA.	2.1	1	0
Polyploid [description not available]	2.04	1	0
Nasal Catarrh [description not available]	2.06	1	0
Rhinitis Inflammation of the NASAL MUCOSA, the mucous membrane lining the NASAL CAVITIES.	2.06	1	0
Morbid Obesity [description not available]	2.06	1	0
Obesity, Morbid The condition of weighing two, three, or more times the ideal weight, so called because it is associated with many serious and life-threatening disorders. In the BODY MASS INDEX, morbid obesity is defined as having a BMI greater than 40.0 kg/m2.	2.06	1	0
Disease Resistance The capacity of an organism to defend itself against pathological processes or the agents of those processes. This most often involves innate immunity whereby the organism responds to pathogens in a generic way. The term disease resistance is used most frequently when referring to plants.	2.07	1	0
Appetite Disorders [description not available]	3.41	1	1
Feeding and Eating Disorders A group of disorders characterized by physiological and psychological disturbances in appetite or food intake.	3.41	1	1

vanillin

Description

Cross-References

Synonyms (179)

Research Excerpts

Overview

Effects

Actions

Treatment

Toxicity

Pharmacokinetics

Compound-Compound Interactions

Bioavailability

Dosage Studied

Occurs in Manufacturing (2311 Product(s))

Product Categories

Products

Roles (5)

Drug Classes (3)

Pathways (9)

Protein Targets (25)

Potency Measurements

Inhibition Measurements

Biological Processes (92)

Molecular Functions (36)

Ceullar Components (21)

Bioassays (182)

Research

Studies (1,416)

Market Indicators

Research Demand Index: 78.33

Study Types