secoisolariciresinol profile

Secoisolariciresinol (SEC) is a lignan found in flaxseed and other plants. It has been shown to have various biological activities, including antioxidant, anti-inflammatory, and anti-cancer properties. Research has focused on its potential health benefits, particularly its role in preventing cardiovascular disease and cancer. SEC has been studied for its potential to lower cholesterol levels, improve blood pressure, and reduce the risk of heart disease. Additionally, research suggests that SEC may possess anti-proliferative and pro-apoptotic effects in various cancer cell lines. While further studies are needed to fully understand its mechanisms and therapeutic potential, SEC shows promise as a natural compound with beneficial effects on human health.'

secoisolariciresinol: RN given refers to ((R-(R*,R*))-isomer); RN for cpd without isomeric designation not available 8/89; precursor of lignans found in human urine; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

secoisolariciresinol : A lignan that is butane-1,4-diol in which the 2 and 3 positions are substituted by 4-hydroxy-3-methoxybenzyl groups [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]

(-)-secoisolariciresinol : An enantiomer of secoisolariciresinol having (-)-(2R,3R)-configuration. [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]

ID Source	ID
PubMed CID	65373
CHEMBL ID	368347
CHEBI ID	65004
SCHEMBL ID	12427083
MeSH ID	M0167564

Synonym
(-)-secoisolariciresinol
(2r,3r)-2,3-bis[(4-hydroxy-3-methoxy-phenyl)methyl]butane-1,4-diol
2,3-bis(4-hydroxy-3-methoxybenzyl)-1,4-butanediol, (-)
MLS001424213
smr000469212
secoisolariciresinol
29388-59-8
(r-(r,r))-2,3-bis((4-hydroxy-3-methoxyphenyl)methyl)butane-1,4-diol
einecs 249-599-2
ccris 7790
8r,8'r-secoisolariciresinol
rr-secoisolariciresinol
HMS2052G03
bdbm50240914
(2r,3r)-2,3-bis(4-hydroxy-3-methoxybenzyl)butane-1,4-diol
(2r,3r)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diol
C18167
chebi:65004 ,
CHEMBL368347 ,
unii-m8qrj7jejh
m8qrj7jejh ,
HMS2232J05
CCG-101074
(2r,3r)-2,3-bis(4-hydroxy-3-methoxybenzyl)-1,4-butanediol
NCGC00346838-01
(8r,8'r)-(-)-secoisolariciresinol
1,4-butanediol, 2,3-divanillyl-, (-)-
secoisolariciresinol, (-)-
1,4-butanediol, 2,3-bis((4-hydroxy-3-methoxyphenyl)methyl)-, (r-(r,r))-
NC00324
PUETUDUXMCLALY-HOTGVXAUSA-N
(-) secoisolariciresinol
SCHEMBL12427083
Q-100372
DTXSID50183615
secoisolariciresinol, >=95.0% (hplc)
DB12179
(+/-)-secoisolariciresinol
AKOS032948353
Q4413253
HY-N6071
secoisolariciresinol-(-)
go6 ,
(2r,3r)-2,3-bis[(3-methoxy-4-oxidanyl-phenyl)methyl]butane-1,4-diol
CS-0032316
A876479
1,4-butanediol,2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-, (2r,3r)-
1,4-butanediol, 2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-, (2r,3r)-
AS-78311

Excerpt	Reference	Relevance
"Secoisolariciresinol (SECO) is a lignan of potential therapeutic value for diseases such as cancer, but its use has been limited by the lack of ideal production methods, even though its precursors are abundant in plants, such as flaxseeds. "	( Characterization of Klebsiella sp. strain S1: a bacterial producer of secoisolariciresinol through biotransformation. Li, JJ; Liu, SL; Yang, DH; Zhao, DD; Zhou, YJ; Zhu, S, 2017)	2.13
"Secoisolariciresinol (SECO) is a natural lignan-type phytoestrogen constituent mainly found in flaxseed. "	( The antidepressant effect of secoisolariciresinol, a lignan-type phytoestrogen constituent of flaxseed, on ovariectomized mice. Cai, SQ; Ku, BS; Liu, SL; Ma, XQ; Wang, CZ; Wang, YF; Xu, ZK; Yang, DH; Yao, HY, 2013)	2.12

Excerpt	Reference	Relevance
" These data suggest a similar pharmacokinetic profile between the enriched and polymer form of SDG, providing support for the use of SDG polymer as a more economical precursor for SECO, ED, and EL in applications of chronic disease management."	( Oral Pharmacokinetics of Enriched Secoisolariciresinol Diglucoside and Its Polymer in Rats. Alcorn, J; Guo, Y; Mustafa, R; Purdy, SK; Reaney, MJT; Shen, J; Tse, TJ; Yang, X, 2021)	0.9

Excerpt	Reference	Relevance
" Information concerning their dietary sources and bioavailability is scarce."	( Intake of lignans is associated with serum enterolactone concentration in Finnish men and women. Adlercreutz, H; Kilkkinen, A; Pietinen, P; Stumpf, K; Valsta, LM; Virtamo, J, 2003)	0.32
" Bioavailability of lignans is influenced by the food matrix and gut microbial action, of which the latter is subject to a large interindividual variation."	( Metabolism of the lignan macromolecule into enterolignans in the gastrointestinal lumen as determined in the simulator of the human intestinal microbial ecosystem. Eeckhaut, E; Keukeleire, DD; Possemiers, S; Struijs, K; Verstraete, W; Vincken, JP, 2008)	0.35
" These results indicate that SDG hydrolysis is not a common feature in Bifidobacterium genus, but selected probiotic strains can be combined to β-glucoside-based prebiotics to enhance the release of SECO, thus improving its bioavailability for absorption by colonic mucosa and/or the biotransformation to ED and EL by other intestinal microorganisms."	( Role of bifidobacteria in the activation of the lignan secoisolariciresinol diglucoside. Amaretti, A; Leonardi, A; Raimondi, S; Roncaglia, L; Rossi, M, 2011)	0.62
" Our objective was to determine the bioavailability and pharmacokinetics of SDG in purified flaxseed extracts under dose-ranging and steady-state conditions, and to examine whether differences in secoisolariciresinol-diglycoside purity influence bioavailability."	( Metabolism of secoisolariciresinol-diglycoside the dietary precursor to the intestinally derived lignan enterolactone in humans. Brown, NM; Heubi, JE; Jha, P; Setchell, KD; Wolfe, B; Zimmer-Nechemias, L, 2014)	0.95
"Consumption of flaxseed lignans is associated with various health benefits; however, little is known about the bioavailability of purified lignans in flaxseed."	( Comparative pharmacokinetics of purified flaxseed and associated mammalian lignans in male Wistar rats. Alcorn, J; Krol, ES; Muir, AD; Mukker, JK; Singh, RS, 2015)	0.42
"The ATP-binding cassette transporter G2/breast cancer resistance protein (ABCG2/BCRP) is an efflux protein involved in the bioavailability and milk secretion of endogenous and exogenous compounds, actively affecting milk composition."	( Effect of bovine ABCG2 polymorphism Y581S SNP on secretion into milk of enterolactone, riboflavin and uric acid. Álvarez, AI; Espín, JC; García-Villalba, R; González-Lobato, L; Merino, G; Miguel, V; Otero, JA; Prieto, JG, 2016)	0.43
"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
" The extent of SDG release from the polymer and subsequent bioavailability of SDG metabolites are unknown."	( Oral Pharmacokinetics of Enriched Secoisolariciresinol Diglucoside and Its Polymer in Rats. Alcorn, J; Guo, Y; Mustafa, R; Purdy, SK; Reaney, MJT; Shen, J; Tse, TJ; Yang, X, 2021)	0.9

Excerpt	Relevance	Reference
" However, from preliminary experiments with rats dosed orally with secoisolariciresinol and matairesinol, it appears that the intestinal absorption and subsequent oxidative metabolism of these plant lignans occur only to a very small extent due to the highly efficient conversion of secoisolariciresinol and matairesinol to the mammalian lignans enterodiol and enterolactone by the gut microflora."	( Studies on the metabolism of the plant lignans secoisolariciresinol and matairesinol. Honig, DM; Kulling, SE; Metzler, M; Niemeyer, HB, 2003)	0.81
" Fasting blood samples (12 h) were collected predose and at the end of the dosing period for serum lipid analyses."	( Effects of the flaxseed lignans secoisolariciresinol diglucoside and its aglycone on serum and hepatic lipids in hyperlipidaemic rats. Alcorn, J; Felmlee, MA; Krol, ES; Muir, AD; Simko, E; Woo, G, 2009)	0.64

Role	Description
antidepressant	Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
plant metabolite	Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
phytoestrogen	Any compound produced by a plant that happens to have estrogenic activity.
[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
secoisolariciresinol	A lignan that is butane-1,4-diol in which the 2 and 3 positions are substituted by 4-hydroxy-3-methoxybenzyl groups
[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
matairesinol biosynthesis	0	19
justicidin B biosynthesis	1	16
matairesinol biosynthesis	2	20
justicidin B biosynthesis	1	18

Protein	Taxonomy	Measurement	Average (µ)	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
EWS/FLI fusion protein	Homo sapiens (human)	Potency	0.4241	0.0013	10.1577	42.8575	AID1259252; AID1259253; AID1259255; AID1259256
[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)
Interstitial collagenase	Homo sapiens (human)	IC50 (µMol)	50.1200	0.0002	0.8502	10.0000	AID670310
Sex hormone-binding globulin	Homo sapiens (human)	IC50 (µMol)	230.0000	0.0038	0.0038	0.0038	AID399375
Cytochrome P450 3A4	Homo sapiens (human)	IC50 (µMol)	47.3000	0.0001	1.7536	10.0000	AID568746
Cytochrome P450 2D6	Homo sapiens (human)	IC50 (µMol)	100.0000	0.0000	2.0151	10.0000	AID568747
Type-1 angiotensin II receptor	Oryctolagus cuniculus (rabbit)	IC50 (µMol)	47.3000	0.0001	0.0913	0.5000	AID568746
Xanthine dehydrogenase/oxidase	Homo sapiens (human)	IC50 (µMol)	213.0000	0.0013	2.8138	9.8200	AID398996
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
proteolysis	Interstitial collagenase	Homo sapiens (human)
protein metabolic process	Interstitial collagenase	Homo sapiens (human)
extracellular matrix disassembly	Interstitial collagenase	Homo sapiens (human)
collagen catabolic process	Interstitial collagenase	Homo sapiens (human)
positive regulation of protein-containing complex assembly	Interstitial collagenase	Homo sapiens (human)
cellular response to UV-A	Interstitial collagenase	Homo sapiens (human)
extracellular matrix organization	Interstitial collagenase	Homo sapiens (human)
lipid hydroxylation	Cytochrome P450 3A4	Homo sapiens (human)
lipid metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
steroid catabolic process	Cytochrome P450 3A4	Homo sapiens (human)
xenobiotic metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
steroid metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
cholesterol metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
androgen metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
estrogen metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
alkaloid catabolic process	Cytochrome P450 3A4	Homo sapiens (human)
monoterpenoid metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
calcitriol biosynthetic process from calciol	Cytochrome P450 3A4	Homo sapiens (human)
xenobiotic catabolic process	Cytochrome P450 3A4	Homo sapiens (human)
vitamin D metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
vitamin D catabolic process	Cytochrome P450 3A4	Homo sapiens (human)
retinol metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
retinoic acid metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
long-chain fatty acid biosynthetic process	Cytochrome P450 3A4	Homo sapiens (human)
aflatoxin metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
oxidative demethylation	Cytochrome P450 3A4	Homo sapiens (human)
xenobiotic metabolic process	Cytochrome P450 2D6	Homo sapiens (human)
steroid metabolic process	Cytochrome P450 2D6	Homo sapiens (human)
cholesterol metabolic process	Cytochrome P450 2D6	Homo sapiens (human)
estrogen metabolic process	Cytochrome P450 2D6	Homo sapiens (human)
coumarin metabolic process	Cytochrome P450 2D6	Homo sapiens (human)
alkaloid metabolic process	Cytochrome P450 2D6	Homo sapiens (human)
alkaloid catabolic process	Cytochrome P450 2D6	Homo sapiens (human)
monoterpenoid metabolic process	Cytochrome P450 2D6	Homo sapiens (human)
isoquinoline alkaloid metabolic process	Cytochrome P450 2D6	Homo sapiens (human)
xenobiotic catabolic process	Cytochrome P450 2D6	Homo sapiens (human)
retinol metabolic process	Cytochrome P450 2D6	Homo sapiens (human)
long-chain fatty acid biosynthetic process	Cytochrome P450 2D6	Homo sapiens (human)
negative regulation of binding	Cytochrome P450 2D6	Homo sapiens (human)
oxidative demethylation	Cytochrome P450 2D6	Homo sapiens (human)
negative regulation of cellular organofluorine metabolic process	Cytochrome P450 2D6	Homo sapiens (human)
arachidonic acid metabolic process	Cytochrome P450 2D6	Homo sapiens (human)
allantoin metabolic process	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
negative regulation of protein phosphorylation	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
negative regulation of endothelial cell proliferation	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
guanine catabolic process	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
inosine catabolic process	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
deoxyinosine catabolic process	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
adenosine catabolic process	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
deoxyadenosine catabolic process	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
deoxyguanosine catabolic process	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
AMP catabolic process	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
IMP catabolic process	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
activation of cysteine-type endopeptidase activity involved in apoptotic process	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
lactation	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
hypoxanthine catabolic process	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
xanthine catabolic process	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
negative regulation of gene expression	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
iron-sulfur cluster assembly	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
amide catabolic process	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
negative regulation of endothelial cell differentiation	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
GMP catabolic process	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
dGMP catabolic process	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
dAMP catabolic process	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
negative regulation of phosphatidylinositol 3-kinase/protein kinase B signal transduction	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
positive regulation of p38MAPK cascade	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
negative regulation of vascular endothelial growth factor signaling pathway	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
positive regulation of reactive oxygen species metabolic process	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
negative regulation of vasculogenesis	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
endopeptidase activity	Interstitial collagenase	Homo sapiens (human)
metalloendopeptidase activity	Interstitial collagenase	Homo sapiens (human)
serine-type endopeptidase activity	Interstitial collagenase	Homo sapiens (human)
peptidase activity	Interstitial collagenase	Homo sapiens (human)
zinc ion binding	Interstitial collagenase	Homo sapiens (human)
androgen binding	Sex hormone-binding globulin	Homo sapiens (human)
protein binding	Sex hormone-binding globulin	Homo sapiens (human)
steroid binding	Sex hormone-binding globulin	Homo sapiens (human)
monooxygenase activity	Cytochrome P450 3A4	Homo sapiens (human)
steroid binding	Cytochrome P450 3A4	Homo sapiens (human)
iron ion binding	Cytochrome P450 3A4	Homo sapiens (human)
protein binding	Cytochrome P450 3A4	Homo sapiens (human)
steroid hydroxylase activity	Cytochrome P450 3A4	Homo sapiens (human)
retinoic acid 4-hydroxylase activity	Cytochrome P450 3A4	Homo sapiens (human)
oxidoreductase activity	Cytochrome P450 3A4	Homo sapiens (human)
oxygen binding	Cytochrome P450 3A4	Homo sapiens (human)
enzyme binding	Cytochrome P450 3A4	Homo sapiens (human)
heme binding	Cytochrome P450 3A4	Homo sapiens (human)
vitamin D3 25-hydroxylase activity	Cytochrome P450 3A4	Homo sapiens (human)
caffeine oxidase activity	Cytochrome P450 3A4	Homo sapiens (human)
quinine 3-monooxygenase activity	Cytochrome P450 3A4	Homo sapiens (human)
testosterone 6-beta-hydroxylase activity	Cytochrome P450 3A4	Homo sapiens (human)
1-alpha,25-dihydroxyvitamin D3 23-hydroxylase activity	Cytochrome P450 3A4	Homo sapiens (human)
anandamide 8,9 epoxidase activity	Cytochrome P450 3A4	Homo sapiens (human)
anandamide 11,12 epoxidase activity	Cytochrome P450 3A4	Homo sapiens (human)
anandamide 14,15 epoxidase activity	Cytochrome P450 3A4	Homo sapiens (human)
aromatase activity	Cytochrome P450 3A4	Homo sapiens (human)
vitamin D 24-hydroxylase activity	Cytochrome P450 3A4	Homo sapiens (human)
estrogen 16-alpha-hydroxylase activity	Cytochrome P450 3A4	Homo sapiens (human)
estrogen 2-hydroxylase activity	Cytochrome P450 3A4	Homo sapiens (human)
1,8-cineole 2-exo-monooxygenase activity	Cytochrome P450 3A4	Homo sapiens (human)
monooxygenase activity	Cytochrome P450 2D6	Homo sapiens (human)
iron ion binding	Cytochrome P450 2D6	Homo sapiens (human)
oxidoreductase activity	Cytochrome P450 2D6	Homo sapiens (human)
oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen	Cytochrome P450 2D6	Homo sapiens (human)
heme binding	Cytochrome P450 2D6	Homo sapiens (human)
anandamide 8,9 epoxidase activity	Cytochrome P450 2D6	Homo sapiens (human)
anandamide 11,12 epoxidase activity	Cytochrome P450 2D6	Homo sapiens (human)
anandamide 14,15 epoxidase activity	Cytochrome P450 2D6	Homo sapiens (human)
xanthine dehydrogenase activity	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
xanthine oxidase activity	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
iron ion binding	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
protein binding	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
protein homodimerization activity	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
molybdopterin cofactor binding	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
flavin adenine dinucleotide binding	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
2 iron, 2 sulfur cluster binding	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
hypoxanthine dehydrogenase activity	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
hypoxanthine oxidase activity	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
FAD binding	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
extracellular region	Interstitial collagenase	Homo sapiens (human)
extracellular matrix	Interstitial collagenase	Homo sapiens (human)
extracellular space	Interstitial collagenase	Homo sapiens (human)
extracellular region	Sex hormone-binding globulin	Homo sapiens (human)
extracellular exosome	Sex hormone-binding globulin	Homo sapiens (human)
cytoplasm	Cytochrome P450 3A4	Homo sapiens (human)
endoplasmic reticulum membrane	Cytochrome P450 3A4	Homo sapiens (human)
intracellular membrane-bounded organelle	Cytochrome P450 3A4	Homo sapiens (human)
mitochondrion	Cytochrome P450 2D6	Homo sapiens (human)
endoplasmic reticulum	Cytochrome P450 2D6	Homo sapiens (human)
endoplasmic reticulum membrane	Cytochrome P450 2D6	Homo sapiens (human)
cytoplasm	Cytochrome P450 2D6	Homo sapiens (human)
intracellular membrane-bounded organelle	Cytochrome P450 2D6	Homo sapiens (human)
cytosol	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
extracellular space	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
peroxisome	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
cytosol	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
sarcoplasmic reticulum	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
extracellular space	Xanthine dehydrogenase/oxidase	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (141)

Assay ID	Title	Year	Journal	Article
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.
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.
AID1347117	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
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.
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.
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.
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.
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.
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.
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.
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.
AID1347126	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
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.
AID1347121	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
AID1347110	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
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.
AID1347411	qHTS to identify inhibitors of the type 1 interferon - major histocompatibility complex class I in skeletal muscle: primary screen against the NCATS Mechanism Interrogation Plate v5.0 (MIPE) Libary	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.
AID1347112	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
AID1347127	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
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.
AID1347115	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
AID1347122	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
AID1347118	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
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.
AID1347113	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
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.
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.
AID1347124	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
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.
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.
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.
AID1347114	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
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.
AID1745845	Primary qHTS for Inhibitors of ATXN expression
AID1347119	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
AID1347116	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
AID1347125	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
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.
AID1347123	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
AID1347129	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
AID1347111	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
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.
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.
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.
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.
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.
AID1347128	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
AID1347109	qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Confirmatory 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.
AID1874990	Antiinflammatory activity in mouse RAW264.7 cells assessed as decrease in IFN-gamma and LPS-induced nitric oxide production after 24 hrs by ELISA	2022	Journal of natural products, 09-23, Volume: 85, Issue:9	Targeted Isolation of Anti-inflammatory Lignans from
AID1064755	Stability in HBSS after 48 hrs	2014	Journal of natural products, Jan-24, Volume: 77, Issue:1	Permeability and conjugative metabolism of flaxseed lignans by Caco-2 human intestinal cells.
AID752381	Inhibition of immobilized rat intestinal alpha-glucosidase using 4-nitrophenyl-alpha-D-glucopyranoside as substrate assessed as enzyme activity after 30 mins by spectrophotometry relative to control	2013	Bioorganic & medicinal chemistry letters, May-15, Volume: 23, Issue:10	Flaxseed (Linum usitatissimum L.) extract as well as (+)-secoisolariciresinol diglucoside and its mammalian derivatives are potent inhibitors of α-amylase activity.
AID436320	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production after 24 hrs	2008	Journal of natural products, Nov, Volume: 71, Issue:11	Phenylpropanoids from Daphne feddei and their inhibitory activities against NO production.
AID1367567	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced PGE2 production pretreated for 1 hr followed by LPS addition measured after 24 hrs	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1181051	Induction of neurite outgrowth in C57BL/6J mouse motoneurons at 500 nM after 24 hrs by microscopy	2014	Journal of natural products, Jul-25, Volume: 77, Issue:7	Neural cell activation by phenolic compounds from the Siberian larch (Larix sibirica).
AID752380	Inhibition of pig pancreas soluble alpha-amylase using 4-nitrophenyl-alpha-D-maltopentaoside as substrate assessed as enzyme activity after 30 mins by spectrophotometry relative to control	2013	Bioorganic & medicinal chemistry letters, May-15, Volume: 23, Issue:10	Flaxseed (Linum usitatissimum L.) extract as well as (+)-secoisolariciresinol diglucoside and its mammalian derivatives are potent inhibitors of α-amylase activity.
AID1875000	Antiinflammatory activity in mouse RAW264.7 cells assessed as decrease in IFN-gamma and LPS-induced IL-1beta production by measuring IL-1beta level at 16.7 uM after 24 hrs by ELISA (Rvb = 73.3 +/- 1.8 pg/mg)	2022	Journal of natural products, 09-23, Volume: 85, Issue:9	Targeted Isolation of Anti-inflammatory Lignans from
AID402640	Cytotoxicity against human NCI-H187 cells by colorimetric method	2005	Journal of natural products, Jul, Volume: 68, Issue:7	Bioactive constituents of the leaves of Phyllanthus polyphyllus var. siamensis.
AID1875003	Antiinflammatory activity in mouse RAW264.7 cells assessed as decrease in IFN-gamma and LPS-induced IL-1beta production by measuring IL-1beta level at 2.1 uM after 24 hrs by ELISA (Rvb = 73.3 +/- 1.8 pg/mg)	2022	Journal of natural products, 09-23, Volume: 85, Issue:9	Targeted Isolation of Anti-inflammatory Lignans from
AID399080	Antioxidant activity assessed as DPPH scavenging activity	2005	Journal of natural products, Nov, Volume: 68, Issue:11	Free-radical-scavenging and xanthine oxidase inhibitory constituents from Stereospermum personatum.
AID1181049	Cytotoxicity against C57BL/6J mouse primary cerebellar neurons assessed as reduction in cell viability at 1 uM after 24 hrs by microscopy	2014	Journal of natural products, Jul-25, Volume: 77, Issue:7	Neural cell activation by phenolic compounds from the Siberian larch (Larix sibirica).
AID355819	Inhibition of nitric oxide production in lipopolysaccharide-activated ddY mouse macrophages at 1 uM relative to control	2003	Journal of natural products, May, Volume: 66, Issue:5	Absolute stereostructures of new arborinane-type triterpenoids and inhibitors of nitric oxide production from Rubia yunnanensis.
AID1102468	Effect on root elongation in Lactuca sativa (lettuce) at 10'-4 to 10'-9 M after 5 days relative to control	2003	Journal of agricultural and food chemistry, Oct-08, Volume: 51, Issue:21	Lignans and neolignans from Brassica fruticulosa: effects on seed germination and plant growth.
AID1181058	Stimulation of process formation/elongation of C57BL/6J mouse Schwann cells at 100 pM to 100 nM after 24 hrs by microscopy relative to DMSO-treated control	2014	Journal of natural products, Jul-25, Volume: 77, Issue:7	Neural cell activation by phenolic compounds from the Siberian larch (Larix sibirica).
AID625313	Cytotoxicity against human A549 cells after 48 hrs by sulforhodamine B assay	2011	Bioorganic & medicinal chemistry letters, Nov-01, Volume: 21, Issue:21	Synthesis and evaluation of cytotoxic effects of hanultarin and its derivatives.
AID1367591	Cytotoxicity against mouse RAW264.7 cells assessed as reduction in cell viability up to 200 uM measured after 24 hrs in absence of LPS by MTT assay	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID402638	Cytotoxicity against human KB cells by colorimetric method	2005	Journal of natural products, Jul, Volume: 68, Issue:7	Bioactive constituents of the leaves of Phyllanthus polyphyllus var. siamensis.
AID399375	Displacement of [3H]DHT from human serum SHBG	1998	Journal of natural products, Jan, Volume: 61, Issue:1	Lignans interfering with 5 alpha-dihydrotestosterone binding to human sex hormone-binding globulin.
AID625316	Cytotoxicity against human SKOV3 cells after 48 hrs by sulforhodamine B assay	2011	Bioorganic & medicinal chemistry letters, Nov-01, Volume: 21, Issue:21	Synthesis and evaluation of cytotoxic effects of hanultarin and its derivatives.
AID670314	Inhibition of human recombinant MMP12 catalytic domain incubated for 20 mins by fluorimetric assay	2012	Bioorganic & medicinal chemistry, Jul-01, Volume: 20, Issue:13	Natural products as a gold mine for selective matrix metalloproteinases inhibitors.
AID568747	Inhibition of CYP2D6 after 30 mins by fluorometric assay	2011	Journal of natural products, Jan-28, Volume: 74, Issue:1	Cytochrome P450 3A4 inhibitory constituents of the wood of Taxus yunnanensis.
AID1181053	Induction of migration of C57BL/6J mouse cerebellar primary neuron at 100 nM after 48 hrs by microscopy relative to DMSO-treated control	2014	Journal of natural products, Jul-25, Volume: 77, Issue:7	Neural cell activation by phenolic compounds from the Siberian larch (Larix sibirica).
AID1064763	Apparent permeability across apical to basolateral side in human Caco2 cells after 2 hrs by HPLC analysis	2014	Journal of natural products, Jan-24, Volume: 77, Issue:1	Permeability and conjugative metabolism of flaxseed lignans by Caco-2 human intestinal cells.
AID1367568	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production measured after 24 hrs by Griess assay	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID591311	Antiinflammatory activity in mouse BV2 cells assessed as inhibition of lipopolysaccharide induced NO production	2011	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8	Biological evaluation of phenolic constituents from the trunk of Berberis koreana.
AID1875001	Antiinflammatory activity in mouse RAW264.7 cells assessed as decrease in IFN-gamma and LPS-induced IL-1beta production by measuring IL-1beta level at 8.4 uM after 24 hrs by ELISA (Rvb = 73.3 +/- 1.8 pg/mg)	2022	Journal of natural products, 09-23, Volume: 85, Issue:9	Targeted Isolation of Anti-inflammatory Lignans from
AID355821	Inhibition of nitric oxide production in lipopolysaccharide-activated ddY mouse macrophages at 10 uM relative to control	2003	Journal of natural products, May, Volume: 66, Issue:5	Absolute stereostructures of new arborinane-type triterpenoids and inhibitors of nitric oxide production from Rubia yunnanensis.
AID336650	Inhibition of HIV1 reverse transcriptase	1994	Journal of natural products, Jul, Volume: 57, Issue:7	New lignans from Anogeissus acuminata with HIV-1 reverse transcriptase inhibitory activity.
AID591309	Anticancer activity against human SK-MEL-2 cells by SRB assay	2011	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8	Biological evaluation of phenolic constituents from the trunk of Berberis koreana.
AID625317	Cytotoxicity against human SK-MEL-2 cells after 48 hrs by sulforhodamine B assay	2011	Bioorganic & medicinal chemistry letters, Nov-01, Volume: 21, Issue:21	Synthesis and evaluation of cytotoxic effects of hanultarin and its derivatives.
AID670315	Inhibition of human recombinant MMP13 catalytic domain incubated for 20 mins by fluorimetric assay	2012	Bioorganic & medicinal chemistry, Jul-01, Volume: 20, Issue:13	Natural products as a gold mine for selective matrix metalloproteinases inhibitors.
AID670310	Inhibition of human recombinant MMP1 catalytic domain incubated for 20 mins by fluorimetric assay	2012	Bioorganic & medicinal chemistry, Jul-01, Volume: 20, Issue:13	Natural products as a gold mine for selective matrix metalloproteinases inhibitors.
AID591310	Anticancer activity against human XF498 cells by SRB assay	2011	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8	Biological evaluation of phenolic constituents from the trunk of Berberis koreana.
AID1181055	Induction of migration of C57BL/6J mouse cerebellar primary neuron assessed as cell population migrating to 151- 300 um at 100 nM after 48 hrs by microscopy (Rvb = 25 %)	2014	Journal of natural products, Jul-25, Volume: 77, Issue:7	Neural cell activation by phenolic compounds from the Siberian larch (Larix sibirica).
AID1102470	Effect on seed germination in Solanum lycopersicum (tomato) at 10'-4 to 10'-9 M after 5 days relative to control	2003	Journal of agricultural and food chemistry, Oct-08, Volume: 51, Issue:21	Lignans and neolignans from Brassica fruticulosa: effects on seed germination and plant growth.
AID1064761	Efflux ratio of permeability from basolateral to apical side over apical to basolateral side in human Caco2 cells after 2 hrs by HPLC analysis	2014	Journal of natural products, Jan-24, Volume: 77, Issue:1	Permeability and conjugative metabolism of flaxseed lignans by Caco-2 human intestinal cells.
AID625315	Cytotoxicity against human HCT15 cells after 48 hrs by sulforhodamine B assay	2011	Bioorganic & medicinal chemistry letters, Nov-01, Volume: 21, Issue:21	Synthesis and evaluation of cytotoxic effects of hanultarin and its derivatives.
AID1102465	Stimulation of shoot elongation in Solanum lycopersicum (tomato) at 10'-4 to 10'-9 M after 5 days relative to control	2003	Journal of agricultural and food chemistry, Oct-08, Volume: 51, Issue:21	Lignans and neolignans from Brassica fruticulosa: effects on seed germination and plant growth.
AID1102462	Inhibition of shoot elongation in Lactuca sativa (lettuce) at 10'-4 to 10'-9 M after 5 days relative to control	2003	Journal of agricultural and food chemistry, Oct-08, Volume: 51, Issue:21	Lignans and neolignans from Brassica fruticulosa: effects on seed germination and plant growth.
AID1181057	Stimulation of process formation/elongation of C57BL/6J mouse Schwann cells after 24 hrs by microscopy	2014	Journal of natural products, Jul-25, Volume: 77, Issue:7	Neural cell activation by phenolic compounds from the Siberian larch (Larix sibirica).
AID361438	Antiproliferative activity against mouse Colon 26-L5 cells by MTT assay	2002	Journal of natural products, Nov, Volume: 65, Issue:11	Three new C-14 oxygenated taxanes from the wood of Taxus yunnanensis.
AID1256313	Effect on glucose-stimulated insulin secretion in rat INS-1E cells at 10'-12 to 10'-6 M after 60 mins in presence of 16.7 mM glucose	2015	Journal of natural products, Oct-23, Volume: 78, Issue:10	Cafestol, a Bioactive Substance in Coffee, Stimulates Insulin Secretion and Increases Glucose Uptake in Muscle Cells: Studies in Vitro.
AID91438	Inhibitory activity against 3'-processing by HIV-1 Integrase at 100 uM	1996	Journal of medicinal chemistry, Jan-05, Volume: 39, Issue:1	(-)-Arctigenin as a lead structure for inhibitors of human immunodeficiency virus type-1 integrase.
AID1102466	Stimulation of root elongation in Allium cepa (onion) at 10'-4 to 10'-9 M after 7 days relative to control	2003	Journal of agricultural and food chemistry, Oct-08, Volume: 51, Issue:21	Lignans and neolignans from Brassica fruticulosa: effects on seed germination and plant growth.
AID1102464	Stimulation of shoot elongation in Lactuca sativa (lettuce) at 10'-4 to 10'-9 M after 5 days relative to control	2003	Journal of agricultural and food chemistry, Oct-08, Volume: 51, Issue:21	Lignans and neolignans from Brassica fruticulosa: effects on seed germination and plant growth.
AID1181047	Induction of neurite outgrowth in C57BL/6J mouse primary cerebellar neurons after 24 hrs by microscopy	2014	Journal of natural products, Jul-25, Volume: 77, Issue:7	Neural cell activation by phenolic compounds from the Siberian larch (Larix sibirica).
AID1875004	Antiinflammatory activity in mouse RAW264.7 cells assessed as maximum decrease in IFN-gamma and LPS-induced IL-1beta production after 24 hrs by ELISA	2022	Journal of natural products, 09-23, Volume: 85, Issue:9	Targeted Isolation of Anti-inflammatory Lignans from
AID361437	Antiproliferative activity against human HT1080 cells by MTT assay	2002	Journal of natural products, Nov, Volume: 65, Issue:11	Three new C-14 oxygenated taxanes from the wood of Taxus yunnanensis.
AID355823	Inhibition of nitric oxide production in lipopolysaccharide-activated ddY mouse macrophages at 100 uM relative to control	2003	Journal of natural products, May, Volume: 66, Issue:5	Absolute stereostructures of new arborinane-type triterpenoids and inhibitors of nitric oxide production from Rubia yunnanensis.
AID1102463	Stimulation of shoot elongation in Allium cepa (onion) at 10'-4 to 10'-9 M after 7 days relative to control	2003	Journal of agricultural and food chemistry, Oct-08, Volume: 51, Issue:21	Lignans and neolignans from Brassica fruticulosa: effects on seed germination and plant growth.
AID355820	Inhibition of nitric oxide production in lipopolysaccharide-activated ddY mouse macrophages at 3 uM relative to control	2003	Journal of natural products, May, Volume: 66, Issue:5	Absolute stereostructures of new arborinane-type triterpenoids and inhibitors of nitric oxide production from Rubia yunnanensis.
AID341224	Cytotoxicity against mouse B16F1 cells after 48 hrs by SRB assay	2008	Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15	Hanultarin, a cytotoxic lignan as an inhibitor of actin cytoskeleton polymerization from the seeds of Trichosanthes kirilowii.
AID341223	Cytotoxicity against human SK-MEL-2 cells after 48 hrs by SRB assay	2008	Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15	Hanultarin, a cytotoxic lignan as an inhibitor of actin cytoskeleton polymerization from the seeds of Trichosanthes kirilowii.
AID1875002	Antiinflammatory activity in mouse RAW264.7 cells assessed as decrease in IFN-gamma and LPS-induced IL-1beta production by measuring IL-1beta level at 4.2 uM after 24 hrs by ELISA (Rvb = 73.3 +/- 1.8 pg/mg)	2022	Journal of natural products, 09-23, Volume: 85, Issue:9	Targeted Isolation of Anti-inflammatory Lignans from
AID670313	Inhibition of human recombinant MMP9 catalytic domain incubated for 20 mins by fluorimetric assay	2012	Bioorganic & medicinal chemistry, Jul-01, Volume: 20, Issue:13	Natural products as a gold mine for selective matrix metalloproteinases inhibitors.
AID670312	Inhibition of human recombinant MMP3 catalytic domain incubated for 20 mins by fluorimetric assay	2012	Bioorganic & medicinal chemistry, Jul-01, Volume: 20, Issue:13	Natural products as a gold mine for selective matrix metalloproteinases inhibitors.
AID360032	Antimicrobial activity against methicillin-sensitive Staphylococcus aureus ATCC 6538 at 100 ug after 20 hrs by agar plate diffusion assay	2001	Journal of natural products, May, Volume: 64, Issue:5	Phenylnaphthalene compounds from the subterranean part of Vitex rotundifolia and their antibacterial activity against methicillin-resistant Staphylococcus aureus.
AID568746	Inhibition of CYP3A4 after 30 mins by fluorometric assay	2011	Journal of natural products, Jan-28, Volume: 74, Issue:1	Cytochrome P450 3A4 inhibitory constituents of the wood of Taxus yunnanensis.
AID1181056	Induction of migration of C57BL/6J mouse cerebellar primary neuron assessed as cell population migrating to >301 um at 100 nM after 48 hrs by microscopy (Rvb = 3 %)	2014	Journal of natural products, Jul-25, Volume: 77, Issue:7	Neural cell activation by phenolic compounds from the Siberian larch (Larix sibirica).
AID625314	Cytotoxicity against mouse B16F10 cells after 48 hrs by sulforhodamine B assay	2011	Bioorganic & medicinal chemistry letters, Nov-01, Volume: 21, Issue:21	Synthesis and evaluation of cytotoxic effects of hanultarin and its derivatives.
AID1181048	Induction of neurite outgrowth in C57BL/6J mouse primary cerebellar neurons at 100 nM after 24 hrs by microscopy relative to DMSO-treated control	2014	Journal of natural products, Jul-25, Volume: 77, Issue:7	Neural cell activation by phenolic compounds from the Siberian larch (Larix sibirica).
AID752382	Inhibition of rat intestinal soluble alpha-glucosidase using 4-nitrophenyl-alpha-D-glucopyranoside as substrate assessed as enzyme activity after 30 mins by spectrophotometry relative to control	2013	Bioorganic & medicinal chemistry letters, May-15, Volume: 23, Issue:10	Flaxseed (Linum usitatissimum L.) extract as well as (+)-secoisolariciresinol diglucoside and its mammalian derivatives are potent inhibitors of α-amylase activity.
AID1064757	Activity at Helix pomatia beta-glucuronidase/sulfatase type H-5 in compound-treated human Caco2 cell lysate assessed as formation of glucuronidase/sulfatase-sensitive conjugates at 100 uM after 48 hrs by HPLC analysis	2014	Journal of natural products, Jan-24, Volume: 77, Issue:1	Permeability and conjugative metabolism of flaxseed lignans by Caco-2 human intestinal cells.
AID1181060	Cytotoxicity against C57BL/6J mouse Schwann cells at 1 uM after 24 hrs by microscopy	2014	Journal of natural products, Jul-25, Volume: 77, Issue:7	Neural cell activation by phenolic compounds from the Siberian larch (Larix sibirica).
AID1102460	Inhibition of shoot elongation in Allium cepa (onion) at 10'-4 to 10'-9 M after 7 days relative to control	2003	Journal of agricultural and food chemistry, Oct-08, Volume: 51, Issue:21	Lignans and neolignans from Brassica fruticulosa: effects on seed germination and plant growth.
AID341221	Inhibition of actin polymerization in human HaCaT cells assessed as aggregate-like structure at 40 ug/mL by immunofluorescence technique	2008	Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15	Hanultarin, a cytotoxic lignan as an inhibitor of actin cytoskeleton polymerization from the seeds of Trichosanthes kirilowii.
AID1102471	Inhibition of seed germination in Lactuca sativa (lettuce) at 10'-9 M after 5 days relative to control	2003	Journal of agricultural and food chemistry, Oct-08, Volume: 51, Issue:21	Lignans and neolignans from Brassica fruticulosa: effects on seed germination and plant growth.
AID1102467	Effect on root elongation in Solanum lycopersicum (tomato) at 10'-4 to 10'-9 M after 5 days relative to control	2003	Journal of agricultural and food chemistry, Oct-08, Volume: 51, Issue:21	Lignans and neolignans from Brassica fruticulosa: effects on seed germination and plant growth.
AID670311	Inhibition of human recombinant MMP2 catalytic domain incubated for 20 mins by fluorimetric assay	2012	Bioorganic & medicinal chemistry, Jul-01, Volume: 20, Issue:13	Natural products as a gold mine for selective matrix metalloproteinases inhibitors.
AID398996	Inhibition of xanthine oxidase	2005	Journal of natural products, Nov, Volume: 68, Issue:11	Free-radical-scavenging and xanthine oxidase inhibitory constituents from Stereospermum personatum.
AID1102461	Inhibition of shoot elongation in Solanum lycopersicum (tomato) at 10'-4 to 10'-9 M after 5 days relative to control	2003	Journal of agricultural and food chemistry, Oct-08, Volume: 51, Issue:21	Lignans and neolignans from Brassica fruticulosa: effects on seed germination and plant growth.
AID1181059	Stimulation of process formation/elongation of C57BL/6J mouse Schwann cells at 1 uM after 24 hrs by microscopy	2014	Journal of natural products, Jul-25, Volume: 77, Issue:7	Neural cell activation by phenolic compounds from the Siberian larch (Larix sibirica).
AID591307	Anticancer activity against human SKOV3 cells by SRB assay	2011	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8	Biological evaluation of phenolic constituents from the trunk of Berberis koreana.
AID355822	Inhibition of nitric oxide production in lipopolysaccharide-activated ddY mouse macrophages at 30 uM relative to control	2003	Journal of natural products, May, Volume: 66, Issue:5	Absolute stereostructures of new arborinane-type triterpenoids and inhibitors of nitric oxide production from Rubia yunnanensis.
AID1102472	Inhibition of seed germination in Lactuca sativa (lettuce) at 10'-4 to 10'-9 M after 5 days relative to control	2003	Journal of agricultural and food chemistry, Oct-08, Volume: 51, Issue:21	Lignans and neolignans from Brassica fruticulosa: effects on seed germination and plant growth.
AID1367569	Cytotoxicity against mouse RAW264.7 cells assessed as reduction in cell viability up to 200 uM measured after 24 hrs in presence of LPS by MTT assay	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1181052	Induction of neurite outgrowth in C57BL/6J mouse dorsal root ganglion neurons at 100 nM after 24 hrs by microscopy relative to DMSO-treated control	2014	Journal of natural products, Jul-25, Volume: 77, Issue:7	Neural cell activation by phenolic compounds from the Siberian larch (Larix sibirica).
AID1874989	Cytotoxicity in LPS-stimulated mouse RAW264.7 cells assessed as reduction in cell viability incubated for 72 hrs by alamar blue dye based colorimetric assay	2022	Journal of natural products, 09-23, Volume: 85, Issue:9	Targeted Isolation of Anti-inflammatory Lignans from
AID1064762	Apparent permeability across basolateral to apical side in human Caco2 cells after 2 hrs by HPLC analysis	2014	Journal of natural products, Jan-24, Volume: 77, Issue:1	Permeability and conjugative metabolism of flaxseed lignans by Caco-2 human intestinal cells.
AID1181050	Induction of neurite outgrowth in C57BL/6J mouse motoneurons at 1 to 200 nM after 24 hrs by microscopy	2014	Journal of natural products, Jul-25, Volume: 77, Issue:7	Neural cell activation by phenolic compounds from the Siberian larch (Larix sibirica).
AID91560	Inhibitory activity against strand transfer by HIV-1 Integrase at 100 uM	1996	Journal of medicinal chemistry, Jan-05, Volume: 39, Issue:1	(-)-Arctigenin as a lead structure for inhibitors of human immunodeficiency virus type-1 integrase.
AID1181061	Reduction in migration of C57BL/6J mouse brain astrocytes assessed as distance of migration at 100 nM after 8 to 48 hrs by scratch injury assay (Rvb = 700 um)	2014	Journal of natural products, Jul-25, Volume: 77, Issue:7	Neural cell activation by phenolic compounds from the Siberian larch (Larix sibirica).
AID752379	Inhibition of pig pancreas soluble alpha-amylase using 4-nitrophenyl-alpha-D-maltopentaoside as substrate after 30 mins by spectrophotometry	2013	Bioorganic & medicinal chemistry letters, May-15, Volume: 23, Issue:10	Flaxseed (Linum usitatissimum L.) extract as well as (+)-secoisolariciresinol diglucoside and its mammalian derivatives are potent inhibitors of α-amylase activity.
AID341222	Cytotoxicity against human A549 cells after 48 hrs by SRB assay	2008	Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15	Hanultarin, a cytotoxic lignan as an inhibitor of actin cytoskeleton polymerization from the seeds of Trichosanthes kirilowii.
AID1102469	Effect on seed germination in Allium cepa (onion) at 10'-4 to 10'-9 M after 7 days relative to control	2003	Journal of agricultural and food chemistry, Oct-08, Volume: 51, Issue:21	Lignans and neolignans from Brassica fruticulosa: effects on seed germination and plant growth.
AID1181054	Induction of migration of C57BL/6J mouse cerebellar primary neuron assessed as cell population migrating to 1- 150 um at 100 nM after 48 hrs by microscopy (Rvb = 72 %)	2014	Journal of natural products, Jul-25, Volume: 77, Issue:7	Neural cell activation by phenolic compounds from the Siberian larch (Larix sibirica).
AID591308	Anticancer activity against human A549 cells by SRB assay	2011	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8	Biological evaluation of phenolic constituents from the trunk of Berberis koreana.
AID670316	Inhibition of human recombinant MMP1 catalytic domain at 10 uM incubated for 20 mins by fluorimetric assay	2012	Bioorganic & medicinal chemistry, Jul-01, Volume: 20, Issue:13	Natural products as a gold mine for selective matrix metalloproteinases inhibitors.
AID402639	Cytotoxicity against human BC cells by colorimetric method	2005	Journal of natural products, Jul, Volume: 68, Issue:7	Bioactive constituents of the leaves of Phyllanthus polyphyllus var. siamensis.
AID1159607	Screen for inhibitors of RMI FANCM (MM2) intereaction	2016	Journal of biomolecular screening, Jul, Volume: 21, Issue:6	A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	1 (0.65)	18.7374
1990's	13 (8.44)	18.2507
2000's	53 (34.42)	29.6817
2010's	66 (42.86)	24.3611
2020's	21 (13.64)	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	5 (3.16%)	5.53%
Reviews	4 (2.53%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	149 (94.30%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Trial	Phase	Enrollment	Study Type	Start Date	Status
Iowa State Study on Flax Lignans and Heart Health [NCT01314586]		93 participants (Actual)	Interventional	2007-12-31	Completed
Community Alliance for Quality of Life in Long Term Care: Oxidative Stress and Nutritional Supplementation Intervention Study [NCT01234506]	Phase 2	21 participants (Actual)	Interventional	2010-10-31	Completed
Flaxseed Lignan as a Prevention Strategy for Pre-Menopausal Women at High Risk for Development of Breast Cancer [NCT01276704]	Phase 2	180 participants (Actual)	Interventional	2011-01-31	Terminated(stopped due to accrual rate lower than anticipated; funding expired)
Community Alliance for Quality of Life in Long Term Care: Single Oral Dose of BeneFlax to Healthy Young and Older Adults [NCT01531569]	Phase 2	22 participants (Actual)	Interventional	2011-12-31	Completed
Once-Daily Oral Dose of BeneFlax to Healthy Older Adults [NCT01846117]	Phase 1/Phase 2	32 participants (Actual)	Interventional	2013-04-30	Completed
[information is prepared from clinicaltrials.gov, extracted Sep-2024]

Trial	Outcome
NCT01276704 (2) [back to overview]	Breast Cancer Prevention Trial (BCPT) Symptom Checklist
NCT01276704 (2) [back to overview]	Change in Percent of Breast Epithelial Cells With Ki-67 Immunocytochemical Expression

Intervention	Change in score on a scale (Median)
Flaxseed Lignan, SDG	-0.05
Placebo	0.21

Intervention	change in percent Ki-67 (Mean)
Flaxseed Lignan, SDG	-1.4
Placebo	-1.4

Substance	Relationship Strength	Studies	Trials	Classes	Roles
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.	2.46	2	0	guaiacols	disinfectant; EC 1.1.1.25 (shikimate dehydrogenase) inhibitor; expectorant; plant 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.	2.13	1	0	uric acid	Escherichia coli metabolite; human metabolite; mouse metabolite
2,2'-azobis(2-amidinopropane) 2,2'-azobis(2-amidinopropane): water-soluble free-radical initiator	2.03	1	0	monoazo compound
pimagedine pimagedine: diamine oxidase & nitric oxide synthase inhibitor; an advanced glycosylation end product inhibitor; used in the treatment of diabetic complications; structure. aminoguanidine : A one-carbon compound whose unique structure renders it capable of acting as a derivative of hydrazine, guanidine or formamide.	2.04	1	0	guanidines; one-carbon compound	EC 1.14.13.39 (nitric oxide synthase) inhibitor; EC 1.4.3.4 (monoamine oxidase) inhibitor
ellipticine ellipticine : A organic heterotetracyclic compound that is pyrido[4,3-b]carbazole carrying two methyl substituents at positions 5 and 11.	2.02	1	0	indole alkaloid; organic heterotetracyclic compound; organonitrogen heterocyclic compound; polycyclic heteroarene	antineoplastic agent; plant metabolite
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.	2.01	1	0	nucleobase analogue; organofluorine compound	antimetabolite; antineoplastic agent; environmental contaminant; immunosuppressive agent; radiosensitizing agent; xenobiotic
glyphosate glyphosate: active cpd in herbicidal formulation Roundup; inhibits EC 2.5.1.19, 5-enolpyruvylshikimate-3-phosphate synthase; structure. glyphosate : A phosphonic acid resulting from the formal oxidative coupling of the methyl group of methylphosphonic acid with the amino group of glycine. It is one of the most commonly used herbicides worldwide, and the only one to target the enzyme 5-enolpyruvyl-3-shikimate phosphate synthase (EPSPS).	2.01	1	0	glycine derivative; phosphonic acid	agrochemical; EC 2.5.1.19 (3-phosphoshikimate 1-carboxyvinyltransferase) inhibitor; herbicide
ketoconazole 1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine : A dioxolane that is 1,3-dioxolane which is substituted at positions 2, 2, and 4 by imidazol-1-ylmethyl, 2,4-dichlorophenyl, and [para-(4-acetylpiperazin-1-yl)phenoxy]methyl groups, respectively.	2.06	1	0	dichlorobenzene; dioxolane; ether; imidazoles; N-acylpiperazine; N-arylpiperazine
metoprolol Metoprolol: A selective adrenergic beta-1 blocking agent that is commonly used to treat ANGINA PECTORIS; HYPERTENSION; and CARDIAC ARRHYTHMIAS.. metoprolol : A propanolamine that is 1-(propan-2-ylamino)propan-2-ol substituted by a 4-(2-methoxyethyl)phenoxy group at position 1.	2.1	1	0	aromatic ether; propanolamine; secondary alcohol; secondary amino compound	antihypertensive agent; beta-adrenergic antagonist; environmental contaminant; geroprotector; xenobiotic
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.	2.13	1	0	dihydroxyanthraquinone	analgesic; antineoplastic agent
n-(2-cyclohexyloxy-4-nitrophenyl)methanesulfonamide N-(2-cyclohexyloxy-4-nitrophenyl)methanesulfonamide: structure given in first source. NS-398 : A C-nitro compound that is N-methylsulfonyl-4-nitroaniline bearing an additional cyclohexyloxy substituent at position 2.	2.15	1	0	aromatic ether; C-nitro compound; sulfonamide	antineoplastic agent; cyclooxygenase 2 inhibitor
trigonelline trigonelline: in hydra among other organisms; RN given refers to hydroxide inner salt; structure. N-methylnicotinic acid : A pyridinium ion consisting of nicotinic acid having a methyl substituent on the pyridine nitrogen.. N-methylnicotinate : An iminium betaine that is the conjugate base of N-methylnicotinic acid, arising from deprotonation of the carboxy group.	2.11	1	0	alkaloid; iminium betaine	food component; human urinary metabolite; plant metabolite
corticosterone [no description available]	2.08	1	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
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.	2.05	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
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.	2.05	1	0	2-halophenol; amino acid zwitterion; iodophenol; iodothyronine	human metabolite; mouse metabolite; thyroid hormone
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.	2.41	2	0	ortho-fused polycyclic arene; tetraphenes	carcinogenic agent
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.	7.11	1	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
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.	7.11	1	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
tert-butylhydroperoxide tert-Butylhydroperoxide: A direct-acting oxidative stress-inducing agent used to examine the effects of oxidant stress on Ca(2+)-dependent signal transduction in vascular endothelial cells. It is also used as a catalyst in polymerization reactions and to introduce peroxy groups into organic molecules.. tert-butyl hydroperoxide : An alkyl hydroperoxide in which the alkyl group is tert-butyl. It is widely used in a variety of oxidation processes.	2.11	1	0	alkyl hydroperoxide	antibacterial agent; oxidising agent
gibberellic acid gibberellic acid: RN given refers to (1alpha,2beta,4aalpha,4bbeta,10beta)-isomer; structure. gibberellin A3 : A C19-gibberellin that is a pentacyclic diterpenoid responsible for promoting growth and elongation of cells in plants. Initially identified in Gibberella fujikuroi,it differs from gibberellin A1 in the presence of a double bond between C-3 and C-4.	2.08	1	0	C19-gibberellin; gibberellin monocarboxylic acid; lactone; organic heteropentacyclic compound	mouse metabolite; plant metabolite
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.	6.89	24	3	butan-4-olide	metabolite; neurotoxin
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.	2.44	2	0	methoxybenzoic acid; monohydroxybenzoic acid	plant 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.	2.04	1	0	dimethoxybenzene; hydroxybenzaldehyde	hypoglycemic agent; plant metabolite
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.	3.12	5	0	naphthol	antinematodal drug; genotoxin; human urinary metabolite; human xenobiotic metabolite; mouse metabolite; radical scavenger
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.	2.07	1	0	catechin	antioxidant; plant metabolite
hydrazine diamine : Any polyamine that contains two amino groups.	2.03	1	0	azane; hydrazines	EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor
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.	1.99	1	0	17beta-hydroxy steroid; 17beta-hydroxyandrostan-3-one; 3-oxo-5alpha-steroid	androgen; Daphnia magna metabolite; human metabolite; mouse metabolite
gentian violet Gentian Violet: A dye that is a mixture of violet rosanilinis with antibacterial, antifungal, and anthelmintic properties.. crystal violet : An organic chloride salt that is the monochloride salt of crystal violet cation. It has been used in creams for the topical treatment of bacterial and fungal infections, being effective against some Gram-positive bacteria (notably Staphylococcus species) and some pathogenic fungi (including Candida species) but use declined following reports of animal carcinogenicity. It has also been used for dying wood, silk, and paper, as well as a histological stain.	3.51	1	0	organic chloride salt	anthelminthic drug; antibacterial agent; antifungal agent; antiseptic drug; histological dye
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.	2.11	1	0	copper group element atom; elemental gold
galactosamine 2-amino-2-deoxy-D-galactopyranose : The pyranose form of D-galactosamine.. D-galactosamine : The D-stereoisomer of galactosamine.	2.02	1	0	D-galactosamine; primary amino compound	toxin
deuterium Deuterium: The stable isotope of hydrogen. It has one neutron and one proton in the nucleus.	2.03	1	0	dihydrogen
etoposide [no description available]	2.06	1	0	beta-D-glucoside; furonaphthodioxole; organic heterotetracyclic compound	antineoplastic agent; DNA synthesis inhibitor
pendimethalin pendimethalin : A member of the class of substituted anilines that is N-(pentan-3-yl)aniline bearing two additional nitro substituents at positions 2 and 6 as well as two methyl substituents at positions 3 and 4. A herbicide used to control most annual grasses and many annual broad-leaved weeds.	2.01	1	0	C-nitro compound; secondary amino compound; substituted aniline	agrochemical; environmental contaminant; herbicide
6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid [no description available]	2.02	1	0	chromanol; monocarboxylic acid; phenols	antioxidant; ferroptosis inhibitor; neuroprotective agent; radical scavenger; Wnt signalling 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.	6.03	25	1	D-glucopyranose	epitope; mouse metabolite
arctigenin arctigenin: precursor to catechols; in many plants	2.95	4	0	lignan
sesamin (+)-sesamin : A lignan that consists of tetrahydro-1H,3H-furo[3,4-c]furan substituted by 1,3-benzodioxole groups at positions 1 and 4 (the 1S,3aR,4S,6aR stereoisomer). Isolated from Cinnamomum camphora, it exhibits cytotoxic activity.	2.03	1	0	benzodioxoles; furofuran; lignan	antineoplastic agent; neuroprotective agent; plant metabolite
hederagenin [no description available]	2.02	1	0	dihydroxy monocarboxylic acid; pentacyclic triterpenoid; sapogenin	plant metabolite
rosiglitazone [no description available]	2.11	1	0	aminopyridine; thiazolidinediones	EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor; ferroptosis inhibitor; insulin-sensitizing drug
o-desmethylangolensin O-desmethylangolensin: structure given in first source	2.17	1	0	stilbenoid
equol Equol: A non-steroidal ESTROGEN generated when soybean products are metabolized by certain bacteria in the intestines.	2.17	1	0	hydroxyisoflavans
beta-peltatin beta-peltatin : An organic heterotetracyclic compound that is alpha-peltatin in which the phenolic hydroxy group of the 4-hydroxy-3,5-dimethoxyphenyl substitutent had been converted into the corresponding methyl ether.	1.99	1	0	furonaphthodioxole; gamma-lactone; lignan; organic heterotetracyclic compound; phenols	antineoplastic agent; plant metabolite
alpha-peltatin alpha-peltatin: RN given for (5R-(5alpha,5beta,8aalpha))-isomer. alpha-peltatin : An organic heterotetracyclic compound that is 4'-demethylpodophyllotoxin which is substituted by a hydroxy group at position 10 but which is lacking the hydroxy group at position 9. It is found as a glucoside in the rhizomes of Podophyllum peltatum.	1.99	1	0	furonaphthodioxole; gamma-lactone; lignan; organic heterotetracyclic compound; phenols	antineoplastic agent; metabolite
syringaresinol [no description available]	2.51	2	0	aromatic ether; furofuran; lignan; polyether; polyphenol	plant metabolite
arctiin arctiin: from fruits of Arctium lappa L; RN given refers to (3R-trans)-isomer; RN for cpd without isomeric designation not avail 12/92	2.04	1	0	glycoside; lignan
daidzin daidzin: a potent, selective, and reversible inhibitor of human mitochondrial aldehyde dehydrogenase. daidzein 7-O-beta-D-glucoside : A glycosyloxyisoflavone that is daidzein attached to a beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage. It is used in the treatment of alcohol dependency (antidipsotropic).	2.06	1	0	7-hydroxyisoflavones 7-O-beta-D-glucoside; hydroxyisoflavone; monosaccharide derivative	plant metabolite
cafestol [no description available]	2.11	1	0	diterpenoid; furans; organic heteropentacyclic compound; primary alcohol; tertiary alcohol	angiogenesis inhibitor; anti-inflammatory agent; antineoplastic agent; antioxidant; apoptosis inducer; hypoglycemic agent; plant metabolite
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	6.81	22	3	lignan
matairesinol matairesinol: lignan that is a central precursor in plants in the biosynthesis of numerous lignans (coordinate with specific); RN refers to (3R-trans)-isomer. (-)-matairesinol : A lignan that is gamma-butyrolactone in which the 3 and 4 positions are substituted by 4-hydroxy-3-methoxybenzyl groups (the 3R,4R-diastereomer).	5.98	25	1	gamma-lactone; lignan; polyphenol	angiogenesis inhibitor; anti-asthmatic agent; phytoestrogen; plant metabolite
4'-demethylpodophyllotoxin 4'-demethylpodophyllotoxin : An organic heterotetracyclic compound that is podophyllotoxin in which the methyl ether group at position 4 of the trimethoxyphenyl group has been cleaved to afford the corresponding phenol.	1.99	1	0	furonaphthodioxole; organic heterotetracyclic compound; phenols	metabolite
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	5.69	18	1	lignan
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.	2.44	2	0	amino acid zwitterion; arginine derivative; guanidines; L-arginine derivative; non-proteinogenic L-alpha-amino acid
menisdaurilide menisdaurilide: from Ouratea reticulata structure in first source	2.02	1	0	benzofurans
nectandrin-b nectandrin-B: antifungal lignan from the seeds of Myristica fragrans; structure in first source	2.07	1	0
isolariciresinol isolariciresinol: RN given refers to ((1-S-(1alpha,2beta,3alpha))-isomer); structure given in first source. (+)-isolariciresinol : A lignan that is 5,6,7,8-tetrahydronaphthalen-2-ol substituted by hydroxymethyl groups at positions 6 and 7, a methoxy group at position 3 and a 4-hydroxy-3-methoxyphenyl group at position 8. It has been isolated from the roots of Rubia yunnanensis.	3.53	8	0	guaiacols; lignan; polyphenol; primary alcohol	plant metabolite
dihydroguaiaretic acid dihydroguaiaretic acid: lignan extracted form Larrea divaricata; inhibitory to beef heart mitochondrial succinoxidase & NADH-oxidase; RN given refers to cpd without isomeric designation	7.46	2	0
taxusin taxusin: RN given for (3S-(3alpha,4aalpha,6beta,8alpha,11beta,12alpha,12abeta))-isomer. taxusin : A taxane diterpenoid that is taxa-4(20),11-diene in which the 5alpha, 9alpha, 10beta and 13alpha hydrogens have been replaced by acetoxy groups. It is a prominent secondary metabolite of yew heartwood.	2.01	1	0	acetate ester; carbotricyclic compound; taxane diterpenoid	metabolite
tracheloside tracheloside: a lignan isolated from the seeds of Arctium lappa and Carthamus tinctorius; structure given in first source	2.15	1	0	glycoside; lignan	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.	4.03	14	0
medioresinol medioresinol: has both leishmanicidal and antifungal activities; isolated from Sambucus williamsii; structure in first source. (-)-medioresinol : A lignan that is tetrahydro-1H,3H-furo[3,4-c]furan substituted by a 4-hydroxy-3,5-dimethoxyphenyl group at position 1 and a 4-hydroxy-3-methoxyphenyl group at position 4. It has been isolated from the stems of Sinocalamus affinis.	2.77	3	0	dimethoxybenzene; furofuran; lignan; polyphenol	plant metabolite
dihydrocubebin dihydrocubebin: extract of leaves of Piper guineense Schum. & Thonn.; structure. dihydrocubebin : A glycol that is butane-1,4-diol substituted at the 2- and 3-positions by (1,3-benzodioxol-5-yl)methyl groups (the R,R-configuration).	2.5	2	0	benzodioxoles; butanediols; glycol; lignan
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).	5.75	26	0	aromatic ether; lignan; oxolanes; phenols; primary alcohol	antifungal agent; plant metabolite
(2S,3R)-dihydrodehydrodiconiferyl alcohol [no description available]	2.06	1	0	1-benzofurans; guaiacols; guaiacyl lignin; primary alcohol
taxifolin (+)-taxifolin : A taxifolin that has (2R,3R)-configuration.	2.49	2	0	taxifolin	metabolite
quinidine Quinidine: An optical isomer of quinine, extracted from the bark of the CHINCHONA tree and similar plant species. This alkaloid dampens the excitability of cardiac and skeletal muscles by blocking sodium and potassium currents across cellular membranes. It prolongs cellular ACTION POTENTIALS, and decreases automaticity. Quinidine also blocks muscarinic and alpha-adrenergic neurotransmission.. quinidine : A cinchona alkaloid consisting of cinchonine with the hydrogen at the 6-position of the quinoline ring substituted by methoxy.	2.06	1	0	cinchona alkaloid	alpha-adrenergic antagonist; anti-arrhythmia drug; antimalarial; drug allergen; EC 1.14.13.181 (13-deoxydaunorubicin hydroxylase) inhibitor; EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor; muscarinic antagonist; P450 inhibitor; potassium channel blocker; sodium channel blocker
lotaustralin lotaustralin: higher homologue of linamarin from flax; a cyanogenic glycoside; RN given refers to (R)-isomer; structure	2.11	1	0	cyanogenic glycoside
3-o-(alpha-l-arabinopyranosyl)hederagenin Akebia saponin PA: isolated from Dipsacus asperoides; structure in first source. hederagenin 3-O-arabinoside : A triterpenoid saponin that is hederagenin attached to an alpha-L-arabinopyranosyl residue at position 3 via a glycosidic linkage.	2.02	1	0	alpha-L-arabinopyranoside; hydroxy monocarboxylic acid; monosaccharide derivative; pentacyclic triterpenoid; triterpenoid saponin	plant metabolite
hinokinin hinokinin: suppresses expression of both HBsAg and HBeAg. hinokinin : A lignan that is dihydrofuran-2(3H)-one (gamma-butyrolactone) substituted by a 3,4-methylenedioxybenzyl group at positions 3 and 4 (the 3R,4R-diastereoisomer).	2.44	2	0	benzodioxoles; gamma-lactone; lignan	trypanocidal drug
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)	10.38	126	4
syringaresinol (+)-syringaresinol : The (7alpha,7'alpha,8alpha,8'alpha)-stereoisomer of syringaresinol.	2.04	1	0	syringaresinol	antineoplastic agent
betadex beta-Cyclodextrins: Cyclic GLUCANS consisting of seven (7) glucopyranose units linked by 1,4-glycosidic bonds.	2.11	1	0	cyclodextrin
acarbose [no description available]	2.08	1	0	amino cyclitol; glycoside
ferulic acid ferulate : A monocarboxylic acid anion obtained by the deprotonation of the carboxy group of ferulic acid.	2.02	1	0	ferulic acids	anti-inflammatory agent; antioxidant; apoptosis inhibitor; cardioprotective agent; MALDI matrix material; plant metabolite
conidendrin conidendrin: RN given for (3aR-(3aalpha,4alpha,9alpha,9abeta))-isomer; a phenyl-naphthyl-furanolactone	2.44	2	0	lignan	metabolite
riboflavin vitamin B2 : Any member of a group of vitamers that belong to the chemical structural class called flavins that exhibit biological activity against vitamin B2 deficiency. Symptoms associated with vitamin B2 deficiency include glossitis, seborrhea, angular stomaitis, cheilosis and photophobia. The vitamers include riboflavin and its phosphate derivatives (and includes their salt, ionised and hydrate forms).	2.13	1	0	flavin; vitamin B2	anti-inflammatory agent; antioxidant; cofactor; Escherichia coli metabolite; food colouring; fundamental metabolite; human urinary metabolite; mouse metabolite; photosensitizing agent; plant metabolite
glycosides [no description available]	5.04	9	1
phenyl-n-tert-butylnitrone phenyl-N-tert-butylnitrone: a spin-trapping agent	2.11	1	0
caffeic acid trans-caffeic acid : The trans-isomer of caffeic acid.	2.47	2	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.	2.04	1	0	alkyl caffeate ester; methyl ester
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.	2.11	1	0	cinnamate ester; tannin	food component; plant metabolite
D-fructopyranose [no description available]	2.05	1	0	cyclic hemiketal; D-fructose; fructopyranose	sweetening agent
n(6)-(1-iminoethyl)lysine N(6)-acetimidoyl-L-lysine : An L-lysine derivative that is L-lysine in which one of the hydrogens attached to N(6) is substituted by an acetimidoyl group	2.15	1	0	L-lysine derivative; non-proteinogenic L-alpha-amino acid
tamoxifen [no description available]	2.07	1	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
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)	2.48	2	0
quercetin [no description available]	2.49	2	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
luteolin [no description available]	2.07	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
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.	2.46	2	0	cinnamaldehydes; guaiacols; phenylpropanoid	antifungal agent; plant metabolite
alpha-linolenic acid linolenic acid : A two-membered subclass of octadecatrienoic acid comprising the (9Z,12Z,15Z)- and (6Z,9Z,12Z)-isomers. Linolenic acids are nutrients essential to the formation of prostaglandins and are also used in making paints and synthetic resins.. linolenate : A polyunsaturated fatty acid anion obtained by deprotonation of the carboxy group of either alpha- or gamma-linolenic acid.	2.72	3	0	linolenic acid; omega-3 fatty acid	micronutrient; mouse metabolite; nutraceutical
genistein [no description available]	3.2	5	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
genistin genistin: glycoside of soy bean isoflavone, gentistein	2.06	1	0	7-hydroxyisoflavones 7-O-beta-D-glucoside
norathyriol norathyriol: from Gentinanaceae; has vasorelaxing action on rat thoracic aorta; structure given in first source. norathyriol : A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3, 6 and 7. Isolated from Garcinia mangostana and Maclura pomifera, it exhibits inhibitory activity against protein kinase C.	2.07	1	0	polyphenol; xanthones	antineoplastic agent; EC 2.7.11.13 (protein kinase C) inhibitor; plant metabolite
daidzein [no description available]	3.01	4	0	7-hydroxyisoflavones	antineoplastic agent; EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor; EC 3.2.1.20 (alpha-glucosidase) inhibitor; phytoestrogen; plant metabolite
trans-2,3',4,5'-tetrahydroxystilbene trans-2,3',4,5'-tetrahydroxystilbene: hydroxystilbene oxyresveratrol	2.07	1	0	stilbenoid
cycloolivil cycloolivil: a free radical scavenger with platelet aggregation inhibitory activity; isolated from the olive tree	2.02	1	0	lignan
syringin syringin: a phenylpropanoid glycoside; see also eleutherosides & lyoniside for eleutheroside A: 474-58-8. syringin : A monosaccharide derivative that is trans-sinapyl alcohol attached to a beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage.	2.04	1	0	beta-D-glucoside; dimethoxybenzene; monosaccharide derivative; primary alcohol	hepatoprotective agent; plant metabolite
glycitein glycitein : A methoxyisoflavone that is isoflavone substituted by a methoxy group at position 6 and hydroxy groups at positions 7 and 4'. It has been isolated from the mycelia of the fungus Cordyceps sinensis.	2.17	1	0	7-hydroxyisoflavone; methoxyisoflavone	fungal metabolite; phytoestrogen; plant metabolite
1,3,6-trihydroxy-2-methyl-9,10-anthraquinone 2-methyl-1,3,6-trihydroxy-9,10-anthraquinone: anthraquinone derivative. 1,3,6-trihydroxy-2-methyl-9,10-anthraquinone : A trihydroxyanthraquinone that is 9,10-anthraquinone substituted by hydroxy groups at positions 1, 3 and 6 and a methyl group at position 2. It has been isolated from the roots of Rubia yunnanensis.	2.01	1	0	trihydroxyanthraquinone	plant metabolite
hinokiresinol hinokiresinol: RN given for (S-(E))-isomer; inhibits binding of leukotriene B4 to neutrophils; structurein first source	2.02	1	0
cytochalasin d [no description available]	2.04	1	0
n-(p-coumaroyl)serotonin N-(p-coumaroyl)serotonin: structure in first source	2.15	1	0	carboxamide; hydroxyindoles
urolithin d urolithin D: has antiproliferative activity; structure in first source	2.17	1	0	hydroxycoumarin
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.	7.8	3	0	2-trans-abscisic acid
n-feruloylserotonin N-feruloylserotonin: structure in first source. N-feruloylserotonin : A member of the class of hydroxyindoles that is the N-feruloyl derivative of serotonin.	2.15	1	0	aromatic ether; cinnamamides; hydroxyindoles; phenols; secondary carboxamide	plant metabolite
isoacteoside isoacteoside: a phenylethanoid glycoside isolated from Indian paintbrush (Verbenaceae) Castilleja linariaefolia; also in other plants; structure given in first source	2.07	1	0	hydroxycinnamic acid
Methyl rosmarinate [no description available]	2.07	1	0	hydroxycinnamic acid
secoisolariciresinol diglucoside secoisolariciresinol diglucoside: major precursor of mammalian lignans; structure given in first source; RN given refers to B-D-GLUCO isomer	4.43	20	0
hetacillin taxiresinol: tetrahydrofuran-type lignan isolated from the wood of Taxus yunnanensis; structure in first source. taxiresinol : A lignan that consists of tetrahydrofuran substituted by a 3,4-dihydroxyphenyl group at position 2, a hydroxymethyl group at position 3 and a 4-hydroxy-3-methoxybenzyl group at position 4. It has been isolated from Taxus yunnanensis.	2.95	4	0	guaiacols; lignan; oxolanes; polyphenol; tetrol	plant metabolite
1,4-o-diferuloylsecoisolariciresinol 1,4-O-diferuloylsecoisolariciresinol: inhibits mTOR signaling in cancer cells; structure in first source	2.46	2	0
2,3-bis(3'-hydroxybenzyl)butyrolactone, (trans)-isomer [no description available]	2.1	1	0
hydroxymatairesinol hydroxymatairesinol: a plant lignan from Norway spruce (Picea abies); structure in first source	2.49	2	0
syringaresinol, (1r-(1alpha, 3aalpha,4alpha,6aalpha))-isomer (-)-syringaresinol : The (7beta,7'beta,8beta,8'beta)-stereoisomer of syringaresinol.	2.06	1	0	syringaresinol
lyoniresinol lyoniresinol: isoalted from the vine stem of Bauhinia championii; structure in first source. (+)-lyoniresinol : A lignan that is tetralin substituted by a 4-hydroxy-3,5-dimethoxy group at position 4, hydroxymethyl groups at positions 2 and 3, methoxy groups at positions 5 and 7 and a hydroxy group at position 6. Isolated from Machilus robusta and Sinocalamus affinis, it exhibits antineoplastic activity.	2.06	1	0	dimethoxybenzene; lignan; polyphenol; primary alcohol; tetralins	antineoplastic agent; metabolite
calcimycin Calcimycin: An ionophorous, polyether antibiotic from Streptomyces chartreusensis. It binds and transports CALCIUM and other divalent cations across membranes and uncouples oxidative phosphorylation while inhibiting ATPase of rat liver mitochondria. The substance is used mostly as a biochemical tool to study the role of divalent cations in various biological systems.	2.03	1	0	benzoxazole
(-)-pinoresinol (-)-pinoresinol : An enantiomer of pinoresinol having (-)-1R,3aS,4R,6aS-configuration.	2.04	1	0	pinoresinol	plant metabolite
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.	5.6	22	0
balanophonin balanophonin: from fruit wall of Cirsium vulgare; structure in first source	2.13	1	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.	2.07	1	0
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.	2.17	1	0	benzenes; hydroxycoumarin; methyl ketone
epidermal growth factor Epidermal Growth Factor: A 6-kDa polypeptide growth factor initially discovered in mouse submaxillary glands. Human epidermal growth factor was originally isolated from urine based on its ability to inhibit gastric secretion and called urogastrone. Epidermal growth factor exerts a wide variety of biological effects including the promotion of proliferation and differentiation of mesenchymal and EPITHELIAL CELLS. It is synthesized as a transmembrane protein which can be cleaved to release a soluble active form.	2.02	1	0
phytoestrogens Phytoestrogens: Compounds derived from plants, primarily ISOFLAVONES that mimic or modulate endogenous estrogens, usually by binding to ESTROGEN RECEPTORS.	5.91	22	1
gibberellins [no description available]	2.08	1	0
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.	2.02	1	0	nucleobase analogue; organic heterobicyclic compound	antimetabolite; EC 1.17.3.2 (xanthine oxidase) inhibitor; gout suppressant; radical scavenger

Condition	Indicated	Relationship Strength	Studies	Trials
Cancer of Colon [description not available]	0	2.01	1	0
Colonic Neoplasms Tumors or cancer of the COLON.	0	2.01	1	0
Fibrosarcoma A sarcoma derived from deep fibrous tissue, characterized by bundles of immature proliferating fibroblasts with variable collagen formation, which tends to invade locally and metastasize by the bloodstream. (Stedman, 25th ed)	0	2.01	1	0
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	0	3.34	6	0
Diabetes Mellitus, Adult-Onset [description not available]	0	2.57	2	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.	0	2.57	2	0
Anemia, Fanconi [description not available]	0	2.13	1	0
Fanconi Anemia Congenital disorder affecting all bone marrow elements, resulting in ANEMIA; LEUKOPENIA; and THROMBOPENIA, and associated with cardiac, renal, and limb malformations as well as dermal pigmentary changes. Spontaneous CHROMOSOME BREAKAGE is a feature of this disease along with predisposition to LEUKEMIA. There are at least 7 complementation groups in Fanconi anemia: FANCA, FANCB, FANCC, FANCD1, FANCD2, FANCE, FANCF, FANCG, and FANCL. (from Online Mendelian Inheritance in Man, http://www.ncbi.nlm.nih.gov/entrez/dispomim.cgi?id=227650, August 20, 2004)	0	2.13	1	0
Congenital Zika Syndrome [description not available]	0	2.25	1	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.	0	2.25	1	0
Benign Neoplasms [description not available]	0	3.7	3	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.	0	3.7	3	0
Breast Cancer [description not available]	0	2.99	4	0
Breast Neoplasms Tumors or cancer of the human BREAST.	1	4.99	4	0
Delayed Effects, Prenatal Exposure [description not available]	0	2.08	1	0
Hypospadias A birth defect due to malformation of the URETHRA in which the urethral opening is below its normal location. In the male, the malformed urethra generally opens on the ventral surface of the PENIS or on the PERINEUM. In the female, the malformed urethral opening is in the VAGINA.	0	2.08	1	0
Pregnancy The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.	0	7.93	4	0
Sterility, Male [description not available]	0	2.49	2	0
Infertility, Male The inability of the male to effect FERTILIZATION of an OVUM after a specified period of unprotected intercourse. Male sterility is permanent infertility.	0	2.49	2	0
Autoimmune Diabetes [description not available]	0	2.11	1	0
Asymmetric Diabetic Proximal Motor Neuropathy [description not available]	0	2.11	1	0
Allodynia [description not available]	0	2.11	1	0
Nerve Pain [description not available]	0	2.11	1	0
Diabetes Mellitus, Type 1 A subtype of DIABETES MELLITUS that is characterized by INSULIN deficiency. It is manifested by the sudden onset of severe HYPERGLYCEMIA, rapid progression to DIABETIC KETOACIDOSIS, and DEATH unless treated with insulin. The disease may occur at any age, but is most common in childhood or adolescence.	0	2.11	1	0
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)	0	2.11	1	0
Neuralgia Intense or aching pain that occurs along the course or distribution of a peripheral or cranial nerve.	0	2.11	1	0
Anasarca [description not available]	0	2.13	1	0
Chylopericardium [description not available]	0	2.13	1	0
Abnormalities, Drug-Induced Congenital abnormalities caused by medicinal substances or drugs of abuse given to or taken by the mother, or to which she is inadvertently exposed during the manufacture of such substances. The concept excludes abnormalities resulting from exposure to non-medicinal chemicals in the environment.	0	2.13	1	0
Edema Abnormal fluid accumulation in TISSUES or body cavities. Most cases of edema are present under the SKIN in SUBCUTANEOUS TISSUE.	0	7.13	1	0
Pericardial Effusion Fluid accumulation within the PERICARDIUM. Serous effusions are associated with pericardial diseases. Hemopericardium is associated with trauma. Lipid-containing effusion (chylopericardium) results from leakage of THORACIC DUCT. Severe cases can lead to CARDIAC TAMPONADE.	0	2.13	1	0
Anoxemia [description not available]	0	2.15	1	0
Hypoxia Sub-optimal OXYGEN levels in the ambient air of living organisms.	0	2.15	1	0
Experimental Mammary Neoplasms [description not available]	0	2.7	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)	0	2.44	2	0
Body Weight The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.	0	2.95	4	0
Hyperlipemia [description not available]	0	2.05	1	0
Hyperlipidemias Conditions with excess LIPIDS in the blood.	0	2.05	1	0
Innate Inflammatory Response [description not available]	0	2.05	1	0
Cardiovascular Diseases Pathological conditions involving the CARDIOVASCULAR SYSTEM including the HEART; the BLOOD VESSELS; or the PERICARDIUM.	0	2.74	3	0
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.	0	7.05	1	0
Vascular Diseases Pathological processes involving any of the BLOOD VESSELS in the cardiac or peripheral circulation. They include diseases of ARTERIES; VEINS; and rest of the vasculature system in the body.	0	2.05	1	0
Hyperplasia An increase in the number of cells in a tissue or organ without tumor formation. It differs from HYPERTROPHY, which is an increase in bulk without an increase in the number of cells.	0	3.44	1	1
Carcinoma, Anaplastic [description not available]	0	2.06	1	0
Carcinoma A malignant neoplasm made up of epithelial cells tending to infiltrate the surrounding tissues and give rise to metastases. It is a histological type of neoplasm and not a synonym for cancer.	0	2.06	1	0
Hormone-Dependent Neoplasms [description not available]	0	2.42	2	0
Age-Related Osteoporosis [description not available]	0	2.06	1	0
Osteoporosis Reduction of bone mass without alteration in the composition of bone, leading to fractures. Primary osteoporosis can be of two major types: postmenopausal osteoporosis (OSTEOPOROSIS, POSTMENOPAUSAL) and age-related or senile osteoporosis.	0	2.06	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).	0	7.07	1	0
Weight Gain Increase in BODY WEIGHT over existing weight.	0	2.07	1	0
Depression Depressive states usually of moderate intensity in contrast with MAJOR DEPRESSIVE DISORDER present in neurotic and psychotic disorders.	0	2.08	1	0
Cardiac Diseases [description not available]	0	2.01	1	0
Heart Diseases Pathological conditions involving the HEART including its structural and functional abnormalities.	0	2.01	1	0
Acute Liver Injury, Drug-Induced [description not available]	0	2.02	1	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.	0	2.02	1	0
Cancer of Intestines [description not available]	0	2.03	1	0
Intestinal Neoplasms Tumors or cancer of the INTESTINES.	0	2.03	1	0
Alloxan Diabetes [description not available]	0	2.03	1	0
Fasting Hypoglycemia HYPOGLYCEMIA expressed in the postabsorptive state, after prolonged FASTING, or an overnight fast.	0	2.03	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.	0	2.03	1	0
Coronary Heart Disease [description not available]	0	2.03	1	0
Coronary Disease An imbalance between myocardial functional requirements and the capacity of the CORONARY VESSELS to supply sufficient blood flow. It is a form of MYOCARDIAL ISCHEMIA (insufficient blood supply to the heart muscle) caused by a decreased capacity of the coronary vessels.	0	2.03	1	0
Aneuploid [description not available]	0	1.99	1	0

secoisolariciresinol

Description

Cross-References

Synonyms (49)

Research Excerpts

Overview

Pharmacokinetics

Bioavailability

Dosage Studied

Roles (3)

Drug Classes (1)

Pathways (2)

Protein Targets (7)

Potency Measurements

Inhibition Measurements

Biological Processes (59)

Molecular Functions (39)

Ceullar Components (12)

Bioassays (141)

Research

Studies (154)

Market Indicators

Research Demand Index: 61.02

Study Types

Clinical Trials (5)

Trial Overview

Trial Outcomes

Breast Cancer Prevention Trial (BCPT) Symptom Checklist

Change in Percent of Breast Epithelial Cells With Ki-67 Immunocytochemical Expression

secoisolariciresinol

Description

Cross-References

Synonyms (49)

Research Excerpts

Overview

Pharmacokinetics

Bioavailability

Dosage Studied

Roles (3)

Drug Classes (1)

Pathways (2)

Protein Targets (7)

Potency Measurements

Inhibition Measurements

Biological Processes (59)

Molecular Functions (39)

Ceullar Components (12)

Bioassays (141)

Research

Studies (154)

Market Indicators

Research Demand Index: 61.02

Study Types

Clinical Trials (5)

Trial Overview

Trial Outcomes

Breast Cancer Prevention Trial (BCPT) Symptom Checklist

Change in Percent of Breast Epithelial Cells With Ki-67 Immunocytochemical Expression

Related Drugs (122)

Related Conditions (63)