Compounds > feruloyltyramine
Page last updated: 2024-12-10

feruloyltyramine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

feruloyltyramine: structure given in first source; isolated from Cannabis sativa seeds, roots, leaves, and resin; induces hypothermia and motor incoordination in mice; moupinamide is (E)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
CannabisgenusThe plant genus in the Cannabaceae plant family, Urticales order, Hamamelidae subclass. The flowering tops are called many slang terms including pot, marijuana, hashish, bhang, and ganja. The stem is an important source of hemp fiber.[MeSH]CannabaceaeA plant family of the order Urticales, subclass Hamamelidae, class Magnoliopsida. It is most notable for the members, Cannabis and Hops.[MeSH]
Cannabis sativaspecies[no description available]CannabaceaeA plant family of the order Urticales, subclass Hamamelidae, class Magnoliopsida. It is most notable for the members, Cannabis and Hops.[MeSH]

Cross-References

ID SourceID
PubMed CID5280537
CHEMBL ID206555
CHEBI ID17818
MeSH IDM0199890

Synonyms (46)

Synonym
n-[(e)-feruloyl]tyramine
moupinamide
CHEBI:17818 ,
(2e)-3-(4-hydroxy-3-methoxyphenyl)-n-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
ACON1_001233
n-trans-feruloyltyramine
(e)-3-(4-hydroxy-3-methoxy-phenyl)-n-[2-(4-hydroxy-phenyl)-ethyl]-acrylamide
(e)-3-(4-hydroxy-3-methoxy-phenyl)-n-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
66648-43-9
C02717
trans-n-feruloyltyramine
n-feruloyltyramine
MEGXP0_000693
NCGC00169550-01
feruloyltyramine
BRD-K98045316-001-01-0
CHEMBL206555
n-trans-feruloyl tyramine
n-transferuloyl tyramine
unii-wc99s6jm5y
wc99s6jm5y ,
alfrutamide
n-trans-feruloyltramine
(e)-3-(4-hydroxy-3-methoxyphenyl)-n-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
65646-26-6
2-propenamide, 3-(4-hydroxy-3-methoxyphenyl)-n-(2-(4-hydroxyphenyl)ethyl)-
AKOS025287596
mfcd17214811
moupinamide, >=95% (lc/ms-elsd)
(2,3)trans-n-(p-hydroxyphenethyl)ferulamide
HY-N2410
F17679
Q27102643
(e)-n-feruloyltyramine
(e)-feruloyltyramine
n-feruloyltyramine; moupinamide
(e)-3-(4-hydroxy-3-methoxyphenyl)-n-(4-hydroxyphenethyl)acrylamide
CS-0022611
feruloyl tyramine
MS-24583
DTXSID30904143
(2e)-3-(4-hydroxy-3-methoxyphenyl)-n-[2-(4-hydroxyphenyl)ethyl]-2-propenamide
n-e-feruloyl tyramine
n-feryroyltyramine
n-p-trans-hydroxyphenethyl ferulamine
2-propenamide, 3-(4-hydroxy-3-methoxyphenyl)-n-(2-(4-hydroxyphenyl)ethyl)-, (2e)-

Research Excerpts

Actions

ExcerptReferenceRelevance
"N-Feruloyltyramine is likely to inhibit COX enzymes, thereby suppressing P-selectin expression on platelets."( Isolation and characterization of N-feruloyltyramine as the P-selectin expression suppressor from garlic (Allium sativum).
Park, JB, 2009)		1.19

Toxicity

ExcerptReferenceRelevance
" crispa pediculicidal ointment is safe and effective, having acceptable physicochemical characteristics."( Safety, Efficacy, and Physicochemical Characterization of Tinospora crispa Ointment: A Community-Based Formulation against Pediculus humanus capitis.
Arollado, EC; de Guzman, ALDP; Manalo, RAM; Ponsaran, KMG; Torre, GLTD, 2017)		0.46

Bioavailability

ExcerptReferenceRelevance
" However, the bioavailability of alfrutamide and caffedymine and their effects on cardiovascular diseases (CVDs), particularly via effects on P-selectin expression(PSE) and platelet-leukocyte aggregation (PLA), are unknown."( Bioavailability of Alfrutamide and Caffedymine and Their P-Selectin Suppression and Platelet-Leukocyte Aggregation Mechanisms in Mice.
Park, JB, 2016)		0.43
"The objective of this study was to investigate the bioavailability of alfrutamide and caffedymine and their effects on PSE and PLA, which are frequently involved in the progression of CVDs."( Bioavailability of Alfrutamide and Caffedymine and Their P-Selectin Suppression and Platelet-Leukocyte Aggregation Mechanisms in Mice.
Park, JB, 2016)		0.43
" Bioavailability was determined by HPLC analysis of plasma samples from Swiss Webster mice orally administered alfrutamide and caffedymine (10 μg each)."( Bioavailability of Alfrutamide and Caffedymine and Their P-Selectin Suppression and Platelet-Leukocyte Aggregation Mechanisms in Mice.
Park, JB, 2016)		0.43
"These data show the adequate bioavailability of alfrutamide and caffedymine and their different mechanisms of suppressing PSE and PLA: alfrutamide exerts its effects only via COX inhibition, whereas caffedymine works through both COX inhibition and cAMP amplification."( Bioavailability of Alfrutamide and Caffedymine and Their P-Selectin Suppression and Platelet-Leukocyte Aggregation Mechanisms in Mice.
Park, JB, 2016)		0.43
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[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]

Drug Classes (1)

ClassDescription
tyraminesAralkylamino compounds which contain a tyramine skeleton.
[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]

Pathways (3)

PathwayProteinsCompounds
suberin monomers biosynthesis1036
hydroxycinnamic acid tyramine amides biosynthesis021
suberin monomers biosynthesis1342
suberin biosynthesis029
Suberin biosynthesis022

Bioassays (68)

Assay IDTitleYearJournalArticle
AID334385Toxicity against brine shrimp larvae1992Journal of natural products, Mar, Volume: 55, Issue:3
Additional bioactive compounds and trilobacin, a novel highly cytotoxic acetogenin, from the bark of Asimina triloba.
AID334387Cytotoxicity against human HT-29 cells after 7 days1992Journal of natural products, Mar, Volume: 55, Issue:3
Additional bioactive compounds and trilobacin, a novel highly cytotoxic acetogenin, from the bark of Asimina triloba.
AID1625413Antiplasmodial activity against multidrug-resistant Plasmodium falciparum K1 infected in human RBC incubated for 18 to 20 hrs by microdilution radioisotope method2016Journal of natural products, Apr-22, Volume: 79, Issue:4
Antimalarial Oxoprotoberberine Alkaloids from the Leaves of Miliusa cuneata.
AID1428456Antioxidant activity assessed as DPPH radical scavenging activity incubated for 30 mins2016Journal of natural products, Dec-23, Volume: 79, Issue:12
Antioxidant Flavonols and Phenolic Compounds from Atraphaxis frutescens and Their Inhibitory Activities against Insect Phenoloxidase and Mushroom Tyrosinase.
AID1776040Cytotoxicity against mouse BV2 cells assessed as reduction in cell viability at 1 to 25 uM after 24 hrs by MTT assay
AID1235251Antimicrobial activity against Staphylococcus aureus incubated for 4 days by broth microdilution method2015Journal of natural products, Jul-24, Volume: 78, Issue:7
Cytotoxic Homoisoflavones from the Bulbs of Bellevalia eigii.
AID1165210Antiproliferative activity against human ZR-75-1 cells after 3 days by SRB assay2014Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20
Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID360353Cytotoxicity against human HepG2(2.2.15) cells by MTT assay2001Journal of natural products, May, Volume: 64, Issue:5
Cytotoxic constituents of the fruits of Cananga odorata.
AID684428Cytotoxicity against human SK-MEL-2 cells by SRB assay2012Bioorganic & medicinal chemistry letters, Oct-01, Volume: 22, Issue:19
Phenolic constituents from the rhizomes of Acorus gramineus and their biological evaluation on antitumor and anti-inflammatory activities.
AID684430Antiinflammatory activity in mouse BV2 cells assessed as inhibition of LPS-induced NO production treated 30 mins before LPS stimulation measured after 24 hrs by Griess reaction2012Bioorganic & medicinal chemistry letters, Oct-01, Volume: 22, Issue:19
Phenolic constituents from the rhizomes of Acorus gramineus and their biological evaluation on antitumor and anti-inflammatory activities.
AID684426Cytotoxicity against human A549 cells by SRB assay2012Bioorganic & medicinal chemistry letters, Oct-01, Volume: 22, Issue:19
Phenolic constituents from the rhizomes of Acorus gramineus and their biological evaluation on antitumor and anti-inflammatory activities.
AID1235254Antimicrobial activity against Candida albicans incubated for 4 days by broth microdilution method2015Journal of natural products, Jul-24, Volume: 78, Issue:7
Cytotoxic Homoisoflavones from the Bulbs of Bellevalia eigii.
AID378795Antibacterial activity against Staphylococcus epidermidis NCIMB 8853 by microdilution method2006Journal of natural products, Sep, Volume: 69, Issue:9
Phytochemical constituents from Salsola tetrandra.
AID1235252Antimicrobial activity against Escherichia coli incubated for 4 days by broth microdilution method2015Journal of natural products, Jul-24, Volume: 78, Issue:7
Cytotoxic Homoisoflavones from the Bulbs of Bellevalia eigii.
AID378796Antibacterial activity against Staphylococcus aureus ATCC 29213 by microdilution method2006Journal of natural products, Sep, Volume: 69, Issue:9
Phytochemical constituents from Salsola tetrandra.
AID378794Antibacterial activity against Pseudomonas aeruginosa ATCC 27853 by microdilution method2006Journal of natural products, Sep, Volume: 69, Issue:9
Phytochemical constituents from Salsola tetrandra.
AID1494599Anticomplement activity in sheep erythrocytes assessed as concentration required for 50% hemolytic inhibition by classic pathway pretreated for 10 mins with guinea pig serum followed by erythrocyte addition measured after 30 mins by spectrophotometeric me2018Bioorganic & medicinal chemistry letters, 05-15, Volume: 28, Issue:9
Anticomplement compounds from Polygonum chinense.
AID378797Antibacterial activity against sMicrococcus luteus NCIMB 8166 by microdilution method2006Journal of natural products, Sep, Volume: 69, Issue:9
Phytochemical constituents from Salsola tetrandra.
AID1235253Antimicrobial activity against Mycobacterium smegmatis incubated for 4 days by broth microdilution method2015Journal of natural products, Jul-24, Volume: 78, Issue:7
Cytotoxic Homoisoflavones from the Bulbs of Bellevalia eigii.
AID263688Inhibitory activity against tyrosinase at 100uM2006Bioorganic & medicinal chemistry letters, Apr-15, Volume: 16, Issue:8
Analogues of N-hydroxycinnamoylphenalkylamides as inhibitors of human melanocyte-tyrosinase.
AID1625411Cytotoxicity against African green monkey Vero cells by sulforhodamine B assay2016Journal of natural products, Apr-22, Volume: 79, Issue:4
Antimalarial Oxoprotoberberine Alkaloids from the Leaves of Miliusa cuneata.
AID479064Antimycobacterial activity against Mycobacterium tuberculosis H37Rv after 2 weeks2010Journal of natural products, May-28, Volume: 73, Issue:5
Secondary metabolites from the roots of Litsea hypophaea and their antitubercular activity.
AID378798Antibacterial activity against sEscherichia coli ATCC 35218 by microdilution method2006Journal of natural products, Sep, Volume: 69, Issue:9
Phytochemical constituents from Salsola tetrandra.
AID684427Cytotoxicity against human SKOV3 cells by SRB assay2012Bioorganic & medicinal chemistry letters, Oct-01, Volume: 22, Issue:19
Phenolic constituents from the rhizomes of Acorus gramineus and their biological evaluation on antitumor and anti-inflammatory activities.
AID332270Cytotoxicity against human LNCAP cells after 48 hrs by MTT assay2002Journal of natural products, Feb, Volume: 65, Issue:2
Lignanamides and nonalkaloidal components of Hyoscyamus niger seeds.
AID1776041Antineuroinflammatory activity against mouse BV2 cells assessed as inhibition of LPS-induced NO production incubated for 20 hrs by Griess assay
AID1494600Anticomplement activity in rabbit erythrocytes assessed as concentration required for 50% hemolytic inhibition by alternative pathway pretreated for 10 mins with normal human serum followed by erythrocyte addition measured after 30 mins by spectrophotomet2018Bioorganic & medicinal chemistry letters, 05-15, Volume: 28, Issue:9
Anticomplement compounds from Polygonum chinense.
AID752787Inhibition of porcine pancreatic lipase using para-nitrophenyl butyrate as substrate at 100 uM by ELISA2013Bioorganic & medicinal chemistry letters, Jun-15, Volume: 23, Issue:12
Chemical constituents from Nelumbo nucifera leaves and their anti-obesity effects.
AID1372697Inhibition of mushroom tyrosinase using tyrosine as substrate pretreated for 5 mins followed by substrate addition measured after 20 mins by ELISA2018Bioorganic & medicinal chemistry, 01-15, Volume: 26, Issue:2
Characterization of tyrosinase inhibitory constituents from the aerial parts of Humulus japonicus using LC-MS/MS coupled online assay.
AID1754175Antiinflammatory activity in mouse RAW264.7 assessed as inhibition of LPS-induced NO production preincubated for 30 mins followed by LPS stimulation measured after 24 hrs by Griess reagent based assay2021Journal of natural products, 05-28, Volume: 84, Issue:5
Tulipiferamide A, an Alkamide from
AID1594770Hepatoprotective activity in human HepG2 cells assessed as inhibition of APAP-induced cell damage at 10 uM by MTT assay relative to control2019Journal of natural products, 06-28, Volume: 82, Issue:6
Rearranged Clerodane Diterpenoids from the Stems of Tinospora baenzigeri.
AID752786Antiobesity activity in mouse 3T3L1 cells assessed as reduction of fat accumulation at 100 uM by oil Red O staining-based ELISA2013Bioorganic & medicinal chemistry letters, Jun-15, Volume: 23, Issue:12
Chemical constituents from Nelumbo nucifera leaves and their anti-obesity effects.
AID1165215Antiproliferative activity against human KBVIN cells after 3 days by SRB assay2014Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20
Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID1293690Inhibition of alpha-galactosidase (unknown origin) up to 200 uM2016European journal of medicinal chemistry, May-23, Volume: 114Cinnamic acid amides from Tribulus terrestris displaying uncompetitive α-glucosidase inhibition.
AID360352Cytotoxicity against human HepG2 cells by MTT assay2001Journal of natural products, May, Volume: 64, Issue:5
Cytotoxic constituents of the fruits of Cananga odorata.
AID1165208Antiproliferative activity against human A549 cells after 3 days by SRB assay2014Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20
Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID1165209Antiproliferative activity against human MCF7 cells after 3 days by SRB assay2014Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20
Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID1293687Inhibition of beta-glucosidase (unknown origin) up to 200 uM2016European journal of medicinal chemistry, May-23, Volume: 114Cinnamic acid amides from Tribulus terrestris displaying uncompetitive α-glucosidase inhibition.
AID1235247Cytotoxicity against human MDA-MB-435 cells assessed as reduction in cell growth incubated for 72 hrs2015Journal of natural products, Jul-24, Volume: 78, Issue:7
Cytotoxic Homoisoflavones from the Bulbs of Bellevalia eigii.
AID334386Cytotoxicity against human MCF7 cells after 7 days1992Journal of natural products, Mar, Volume: 55, Issue:3
Additional bioactive compounds and trilobacin, a novel highly cytotoxic acetogenin, from the bark of Asimina triloba.
AID684429Cytotoxicity against human HCT15 cells by SRB assay2012Bioorganic & medicinal chemistry letters, Oct-01, Volume: 22, Issue:19
Phenolic constituents from the rhizomes of Acorus gramineus and their biological evaluation on antitumor and anti-inflammatory activities.
AID1428457Inhibition of Acyrthosiphon pisum phenoloxidase using L-DOPA as substrate preincubated for 5 mins followed by substrate addition measured after 120 to 240 mins by spectrophotometric method2016Journal of natural products, Dec-23, Volume: 79, Issue:12
Antioxidant Flavonols and Phenolic Compounds from Atraphaxis frutescens and Their Inhibitory Activities against Insect Phenoloxidase and Mushroom Tyrosinase.
AID1165214Antiproliferative activity against human KB cells after 3 days by SRB assay2014Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20
Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID1235255Antimicrobial activity against Aspergillus niger incubated for 4 days by broth microdilution method2015Journal of natural products, Jul-24, Volume: 78, Issue:7
Cytotoxic Homoisoflavones from the Bulbs of Bellevalia eigii.
AID356303Induction of NADPH:quinone reductase activity in mouse Hepa-1c1c7 cells assessed as drug level required to double specific enzyme activity2003Journal of natural products, Aug, Volume: 66, Issue:8
Isolation and characterization of miscellaneous secondary metabolites of Deprea subtriflora.
AID1890610Antiproliferative activity against human HGC-27 cells assessed as reduction in cell viability after 24 hrs by MTT assay2022Bioorganic & medicinal chemistry, 04-15, Volume: 60Isolation, synthesis and bioactivity evaluation of isoquinoline alkaloids from Corydalis hendersonii Hemsl. against gastric cancer in vitro and in vivo.
AID1293688Inhibition of baker's yeast alpha-glucosidase using pNPG as substrate by spectrophotometry2016European journal of medicinal chemistry, May-23, Volume: 114Cinnamic acid amides from Tribulus terrestris displaying uncompetitive α-glucosidase inhibition.
AID1625410Cytotoxicity against human KB cells by sulforhodamine B assay2016Journal of natural products, Apr-22, Volume: 79, Issue:4
Antimalarial Oxoprotoberberine Alkaloids from the Leaves of Miliusa cuneata.
AID465832Hepatoprotective activity in rat WB-F344 cells assessed as inhibition of D-galactosamine-induced cytotoxicity at 10 uM after 1 hrs by MTT assay relative to control treated before D-galactosamine challenge2010Journal of natural products, Feb-26, Volume: 73, Issue:2
Hepatoprotective constituents from the roots and stems of Erycibe hainanesis.
AID684424Antiinflammatory activity in mouse BV2 cells assessed as inhibition of sodium nitroprusside-induced nitrite accumulation at 10 to 20 uM after 180 mins by Griess reaction2012Bioorganic & medicinal chemistry letters, Oct-01, Volume: 22, Issue:19
Phenolic constituents from the rhizomes of Acorus gramineus and their biological evaluation on antitumor and anti-inflammatory activities.
AID1165212Antiproliferative activity against human MDA-MB-231 cells after 3 days by SRB assay2014Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20
Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID684431Inhibition of iNOS activity in mouse BV2 cells assessed as inhibition of LPS-induced NO production at 20 uM treated 12 hrs before LPS challenge measured after 12 hrs by Griess reaction2012Bioorganic & medicinal chemistry letters, Oct-01, Volume: 22, Issue:19
Phenolic constituents from the rhizomes of Acorus gramineus and their biological evaluation on antitumor and anti-inflammatory activities.
AID1890609Antiproliferative activity against human MGC-803 cells assessed as reduction in cell viability after 24 hrs by MTT assay2022Bioorganic & medicinal chemistry, 04-15, Volume: 60Isolation, synthesis and bioactivity evaluation of isoquinoline alkaloids from Corydalis hendersonii Hemsl. against gastric cancer in vitro and in vivo.
AID334384Cytotoxicity against human A549 cells after 7 days1992Journal of natural products, Mar, Volume: 55, Issue:3
Additional bioactive compounds and trilobacin, a novel highly cytotoxic acetogenin, from the bark of Asimina triloba.
AID1811141Permeability of compound assessed as retention time by PAMPA-BBB assay2021Journal of natural products, 09-24, Volume: 84, Issue:9
Dual Role of Phenyl Amides from Hempseed on BACE 1, PPARγ, and PGC-1α in N2a-APP Cells.
AID684425Cytotoxicity against mouse BV2 cells assessed as cell viability at 20 uM by MTT assay2012Bioorganic & medicinal chemistry letters, Oct-01, Volume: 22, Issue:19
Phenolic constituents from the rhizomes of Acorus gramineus and their biological evaluation on antitumor and anti-inflammatory activities.
AID1293691Inhibition of alpha-mannosidase (unknown origin) up to 200 uM2016European journal of medicinal chemistry, May-23, Volume: 114Cinnamic acid amides from Tribulus terrestris displaying uncompetitive α-glucosidase inhibition.
AID1165213Antiproliferative activity against human DU145 cells after 3 days by SRB assay2014Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20
Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID684432Antiinflammatory activity in mouse BV2 cells assessed as inhibition of LPS-induced iNOS protein expression at 10 to 20 uM treated 30 mins before LPS stimulation measured after 6 hrs by Western blot analysis2012Bioorganic & medicinal chemistry letters, Oct-01, Volume: 22, Issue:19
Phenolic constituents from the rhizomes of Acorus gramineus and their biological evaluation on antitumor and anti-inflammatory activities.
AID1625412Antiplasmodial activity against chloroquine/antifolate-sensitive Plasmodium falciparum TM4 infected in human RBC incubated for 18 to 20 hrs by microdilution radioisotope method2016Journal of natural products, Apr-22, Volume: 79, Issue:4
Antimalarial Oxoprotoberberine Alkaloids from the Leaves of Miliusa cuneata.
AID1890611Antiproliferative activity against human GES1 cells assessed as reduction in cell viability after 24 hrs by MTT assay2022Bioorganic & medicinal chemistry, 04-15, Volume: 60Isolation, synthesis and bioactivity evaluation of isoquinoline alkaloids from Corydalis hendersonii Hemsl. against gastric cancer in vitro and in vivo.
AID1165211Antiproliferative activity against human SK-BR-3 cells after 3 days by SRB assay2014Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20
Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID1617184Inhibition of Saccharomyces cerevisiae alpha-glucosidase using p-nitrophenyl alpha-D-glucoside as substrate incubated for 0.5 hrs followed by substrate addition and measured after 1 hr by colorimetric assay2019Journal of natural products, 11-22, Volume: 82, Issue:11
Dasymaschalolactams A-E, Aristolactams from a Twig Extract of
AID1293692Inhibition of alpha-amylase (unknown origin) up to 200 uM2016European journal of medicinal chemistry, May-23, Volume: 114Cinnamic acid amides from Tribulus terrestris displaying uncompetitive α-glucosidase inhibition.
AID1235248Cytotoxicity against human HT-29 cells assessed as reduction in cell growth incubated for 72 hrs2015Journal of natural products, Jul-24, Volume: 78, Issue:7
Cytotoxic Homoisoflavones from the Bulbs of Bellevalia eigii.
AID1428458Inhibition of mushroom tyrosinase using L-DOPA as substrate preincubated for 5 mins followed by substrate addition measured for 10 mins by spectrophotometric method2016Journal of natural products, Dec-23, Volume: 79, Issue:12
Antioxidant Flavonols and Phenolic Compounds from Atraphaxis frutescens and Their Inhibitory Activities against Insect Phenoloxidase and Mushroom Tyrosinase.
AID1594094Antiinflammatory activity against mouse RAW264.7 cells assessed as inhibition of LPS-induced PGE2 production preincubated for 1 hr followed by LPS-stimulation and measured after 18 hrs2019Bioorganic & medicinal chemistry letters, 07-15, Volume: 29, Issue:14
New phenylpropanoid allopyranosides from the rhizomes of Cimicifuga dahurica.
AID1293689Uncompetitive inhibition of baker's yeast alpha-glucosidase using pNPG as substrate by Cornish-Bowden plot analysis2016European journal of medicinal chemistry, May-23, Volume: 114Cinnamic acid amides from Tribulus terrestris displaying uncompetitive α-glucosidase inhibition.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (73)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's6 (8.22)18.2507
2000's19 (26.03)29.6817
2010's37 (50.68)24.3611
2020's11 (15.07)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.28

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index22.28 (24.57)
Research Supply Index4.33 (2.92)
Research Growth Index4.97 (4.65)
Search Engine Demand Index23.28 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.28)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other75 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
protocatechuic acid
protocatechuic acid: RN given refers to parent cpd; structure. 3,4-dihydroxybenzoic acid : A dihydroxybenzoic acid in which the hydroxy groups are located at positions 3 and 4.		2.0510catechols;
dihydroxybenzoic acid		antineoplastic agent;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitor;
human xenobiotic metabolite;
plant metabolite
4-hydroxybenzaldehyde
[no description available]		2.5920hydroxybenzaldehydeEC 1.14.17.1 (dopamine beta-monooxygenase) inhibitor;
mouse metabolite;
plant metabolite
4-hydroxybenzoic acid
4-hydroxybenzoic acid : A monohydroxybenzoic acid that is benzoic acid carrying a hydroxy substituent at C-4 of the benzene ring.		2.1710monohydroxybenzoic acidalgal metabolite;
plant metabolite
agmatine
Agmatine: Decarboxylated arginine, isolated from several plant and animal sources, e.g., pollen, ergot, herring sperm, octopus muscle.		2.2510guanidines;
primary amino compound		Escherichia coli metabolite;
mouse metabolite
benzaldehyde
[no description available]		2.1710benzaldehydesEC 3.1.1.3 (triacylglycerol lipase) inhibitor;
EC 3.5.5.1 (nitrilase) inhibitor;
flavouring agent;
fragrance;
odorant receptor agonist;
plant metabolite
benzoic acid
Benzoic Acid: A fungistatic compound that is widely used as a food preservative. It is conjugated to GLYCINE in the liver and excreted as hippuric acid.. benzoic acid : A compound comprising a benzene ring core carrying a carboxylic acid substituent.. aromatic carboxylic acid : Any carboxylic acid in which the carboxy group is directly bonded to an aromatic ring.		2.1710benzoic acidsalgal metabolite;
antimicrobial food preservative;
drug allergen;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
EC 3.1.1.3 (triacylglycerol lipase) inhibitor;
human xenobiotic metabolite;
plant metabolite
hydrochloric acid
Hydrochloric Acid: A strong corrosive acid that is commonly used as a laboratory reagent. It is formed by dissolving hydrogen chloride in water. GASTRIC ACID is the hydrochloric acid component of GASTRIC JUICE.. hydrogen chloride : A mononuclear parent hydride consisting of covalently bonded hydrogen and chlorine atoms.		2.1310chlorine molecular entity;
gas molecular entity;
hydrogen halide;
mononuclear parent hydride		mouse metabolite
salicylic acid
Scalp: The outer covering of the calvaria. It is composed of several layers: SKIN; subcutaneous connective tissue; the occipitofrontal muscle which includes the tendinous galea aponeurotica; loose connective tissue; and the pericranium (the PERIOSTEUM of the SKULL).		2.7330monohydroxybenzoic acidalgal metabolite;
antifungal agent;
antiinfective agent;
EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor;
keratolytic drug;
plant hormone;
plant metabolite
gallic acid
gallate : A trihydroxybenzoate that is the conjugate base of gallic acid.		2.1710trihydroxybenzoic acidantineoplastic agent;
antioxidant;
apoptosis inducer;
astringent;
cyclooxygenase 2 inhibitor;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
geroprotector;
human xenobiotic metabolite;
plant metabolite
guaiacol
Guaiacol: An agent thought to have disinfectant properties and used as an expectorant. (From Martindale, The Extra Pharmacopoeia, 30th ed, p747). methylcatechol : Any member of the class of catechols carrying one or more methyl substituents.. guaiacol : A monomethoxybenzene that consists of phenol with a methoxy substituent at the ortho position.		2.1310guaiacolsdisinfectant;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
expectorant;
plant metabolite
glycine
[no description available]		2.0310alpha-amino acid;
amino acid zwitterion;
proteinogenic amino acid;
serine family amino acid		EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor;
fundamental metabolite;
hepatoprotective agent;
micronutrient;
neurotransmitter;
NMDA receptor agonist;
nutraceutical
dihydroxyphenylalanine
Dihydroxyphenylalanine: A beta-hydroxylated derivative of phenylalanine. The D-form of dihydroxyphenylalanine has less physiologic activity than the L-form and is commonly used experimentally to determine whether the pharmacological effects of LEVODOPA are stereospecific.. dopa : A hydroxyphenylalanine carrying hydroxy substituents at positions 3 and 4 of the benzene ring.		2.1710hydroxyphenylalanine;
non-proteinogenic alpha-amino acid;
tyrosine derivative		human metabolite
methanol
Methanol: A colorless, flammable liquid used in the manufacture of FORMALDEHYDE and ACETIC ACID, in chemical synthesis, antifreeze, and as a solvent. Ingestion of methanol is toxic and may cause blindness.. primary alcohol : A primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it.. methanol : The primary alcohol that is the simplest aliphatic alcohol, comprising a methyl and an alcohol group.		2.1310alkyl alcohol;
one-carbon compound;
primary alcohol;
volatile organic compound		amphiprotic solvent;
Escherichia coli metabolite;
fuel;
human metabolite;
mouse metabolite;
Mycoplasma genitalium metabolite
niacinamide
nicotinamide : A pyridinecarboxamide that is pyridine in which the hydrogen at position 3 is replaced by a carboxamide group.		2.1710pyridine alkaloid;
pyridinecarboxamide;
vitamin B3		anti-inflammatory agent;
antioxidant;
cofactor;
EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor;
EC 3.5.1.98 (histone deacetylase) inhibitor;
Escherichia coli metabolite;
geroprotector;
human urinary metabolite;
metabolite;
mouse metabolite;
neuroprotective agent;
Saccharomyces cerevisiae metabolite;
Sir2 inhibitor
putrescine
[no description available]		2.2510alkane-alpha,omega-diamineantioxidant;
fundamental metabolite
spermidine
[no description available]		2.2510polyazaalkane;
triamine		autophagy inducer;
fundamental metabolite;
geroprotector
uracil
2,4-dihydroxypyrimidine: a urinary biomarker for bipolar disorder		2.1710pyrimidine nucleobase;
pyrimidone		allergen;
Daphnia magna metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
prodrug;
Saccharomyces cerevisiae metabolite
vanillin
Vanilla: A plant genus of the family ORCHIDACEAE that is the source of the familiar flavoring used in foods and medicines (FLAVORING AGENTS).		2.3110benzaldehydes;
monomethoxybenzene;
phenols		anti-inflammatory agent;
anticonvulsant;
antioxidant;
flavouring agent;
plant metabolite
acetovanillone
apocynin : An aromatic ketone that is 1-phenylethanone substituted by a hydroxy group at position 4 and a methoxy group at position 3.		2.1710acetophenones;
aromatic ketone;
methyl ketone		antirheumatic drug;
EC 1.6.3.1. [NAD(P)H oxidase (H2O2-forming)] inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
peripheral nervous system drug;
plant metabolite
chloroquine
Chloroquine: The prototypical antimalarial agent with a mechanism that is not well understood. It has also been used to treat rheumatoid arthritis, systemic lupus erythematosus, and in the systemic therapy of amebic liver abscesses.. chloroquine : An aminoquinoline that is quinoline which is substituted at position 4 by a [5-(diethylamino)pentan-2-yl]amino group at at position 7 by chlorine. It is used for the treatment of malaria, hepatic amoebiasis, lupus erythematosus, light-sensitive skin eruptions, and rheumatoid arthritis.		2.1310aminoquinoline;
organochlorine compound;
secondary amino compound;
tertiary amino compound		anticoronaviral agent;
antimalarial;
antirheumatic drug;
autophagy inhibitor;
dermatologic drug
ciprofloxacin
Ciprofloxacin: A broad-spectrum antimicrobial carboxyfluoroquinoline.. ciprofloxacin : A quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively.		2.1110aminoquinoline;
cyclopropanes;
fluoroquinolone antibiotic;
N-arylpiperazine;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone;
zwitterion		antibacterial drug;
antiinfective agent;
antimicrobial agent;
DNA synthesis inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
environmental contaminant;
topoisomerase IV inhibitor;
xenobiotic
benzophenone
benzophenone : The simplest member of the class of benzophenones, being formaldehyde in which both hydrogens are replaced by phenyl groups.		2.1710benzophenonesphotosensitizing agent;
plant metabolite
ellipticine
ellipticine : A organic heterotetracyclic compound that is pyrido[4,3-b]carbazole carrying two methyl substituents at positions 5 and 11.		2.1310indole 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.		2.4110nucleobase analogue;
organofluorine compound		antimetabolite;
antineoplastic agent;
environmental contaminant;
immunosuppressive agent;
radiosensitizing agent;
xenobiotic
kojic acid
[no description available]		2.47204-pyranones;
enol;
primary alcohol		Aspergillus metabolite;
EC 1.10.3.1 (catechol oxidase) inhibitor;
EC 1.10.3.2 (laccase) inhibitor;
EC 1.13.11.24 (quercetin 2,3-dioxygenase) inhibitor;
EC 1.14.18.1 (tyrosinase) inhibitor;
EC 1.4.3.3 (D-amino-acid oxidase) inhibitor;
NF-kappaB inhibitor;
skin lightening agent
octopamine
Octopamine: An alpha-adrenergic sympathomimetic amine, biosynthesized from tyramine in the CNS and platelets and also in invertebrate nervous systems. It is used to treat hypotension and as a cardiotonic. The natural D(-) form is more potent than the L(+) form in producing cardiovascular adrenergic responses. It is also a neurotransmitter in some invertebrates.. octopamine : A member of the class of phenylethanolamines that is phenol which is substituted at the para- position by a 2-amino-1-hydroxyethyl group. A biogenic phenylethanolamine which has been found to act as a neurotransmitter, neurohormone or neuromodulator in invertebrates.		210phenylethanolamines;
tyramines		neurotransmitter
protopine
[no description available]		2.4110dibenzazecine alkaloidplant metabolite
pyrimethamine
Maloprim: contains above 2 cpds		2.1310aminopyrimidine;
monochlorobenzenes		antimalarial;
antiprotozoal drug;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor
sulforaphane
sulforaphane: from Cardaria draba L.. sulforaphane : An isothiocyanate having a 4-(methylsulfinyl)butyl group attached to the nitrogen.		2.0110isothiocyanate;
sulfoxide		antineoplastic agent;
antioxidant;
EC 3.5.1.98 (histone deacetylase) inhibitor;
plant metabolite
tyramine
[no description available]		5.21460monoamine molecular messenger;
primary amino compound;
tyramines		EC 3.1.1.8 (cholinesterase) inhibitor;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
neurotransmitter
carbon tetrachloride
Carbon Tetrachloride: A solvent for oils, fats, lacquers, varnishes, rubber waxes, and resins, and a starting material in the manufacturing of organic compounds. Poisoning by inhalation, ingestion or skin absorption is possible and may be fatal. (Merck Index, 11th ed). tetrachloromethane : A chlorocarbon that is methane in which all the hydrogens have been replaced by chloro groups.		2.1310chlorocarbon;
chloromethanes		hepatotoxic agent;
refrigerant
tyrosine
Tyrosine: A non-essential amino acid. In animals it is synthesized from PHENYLALANINE. It is also the precursor of EPINEPHRINE; THYROID HORMONES; and melanin.. tyrosine : An alpha-amino acid that is phenylalanine bearing a hydroxy substituent at position 4 on the phenyl ring.		2.1710amino acid zwitterion;
erythrose 4-phosphate/phosphoenolpyruvate family amino acid;
L-alpha-amino acid;
proteinogenic amino acid;
tyrosine		EC 1.3.1.43 (arogenate dehydrogenase) inhibitor;
fundamental metabolite;
micronutrient;
nutraceutical
chloroform
Chloroform: A commonly used laboratory solvent. It was previously used as an anesthetic, but was banned from use in the U.S. due to its suspected carcinogenicity.. chloroform : A one-carbon compound that is methane in which three of the hydrogens are replaced by chlorines.		2.1310chloromethanes;
one-carbon compound		carcinogenic agent;
central nervous system drug;
inhalation anaesthetic;
non-polar solvent;
refrigerant
ampicillin
Ampicillin: Semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic.. ampicillin : A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-phenylacetamido group.		2.1110beta-lactam antibiotic;
penicillin allergen;
penicillin		antibacterial drug
isoleucine
Isoleucine: An essential branched-chain aliphatic amino acid found in many proteins. It is an isomer of LEUCINE. It is important in hemoglobin synthesis and regulation of blood sugar and energy levels.. isoleucine : A 2-amino-3-methylpentanoic acid having either (2R,3R)- or (2S,3S)-configuration.. L-isoleucine : The L-enantiomer of isoleucine.		2.2510aspartate family amino acid;
isoleucine;
L-alpha-amino acid zwitterion;
L-alpha-amino acid;
proteinogenic amino acid		algal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite
ethylene
Plastipore: high density polyethylene sponge biocompatible material; used as posts in dental bridges		2.4920alkene;
gas molecular entity		plant hormone;
refrigerant
quinic acid
(-)-quinic acid : The (-)-enantiomer of quinic acid.		2.1310
(+-)stylopine
[no description available]		2.4110
1-phenylpropanol
1-phenylpropanol: structure in first source		2.4920organic molecular entity
methyl gallate
methyl gallate: has both immunosuppressive and phytogenic antineoplastic activities; isolated from Acer saccharinum. methyl 3,4,5-trihydroxybenzoate : A gallate ester obtained by the formal condensation of gallic acid with methanol. It exhibits anti-oxidant, anti-tumor, anti-microbial and anti-inflammatory properties.		2.1710gallate esteranti-inflammatory agent;
antioxidant;
plant metabolite
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.		2.520methoxybenzoic acid;
monohydroxybenzoic acid		plant metabolite
ethyl acetate
ethyl acetate : The acetate ester formed between acetic acid and ethanol.		2.1710acetate ester;
ethyl ester;
volatile organic compound		EC 3.4.19.3 (pyroglutamyl-peptidase I) inhibitor;
metabolite;
polar aprotic solvent;
Saccharomyces cerevisiae metabolite
cycloguanil
cycloguanil: the active metabolite of proguanil; antifolate drug; structure in first source. cycloguanil : A triazine in which a 1,6-dihydro-1,3,5-triazine ring is substituted at N-1 by a 4-chlorophenyl group, at C-2 and -4 by amino groups and at C-6 by gem-dimethyl groups. A dihydrofolate reductase inhibitor, it is a metabolite of the antimalarial drug proguanil.		2.1310triazinesantifolate;
antiinfective agent;
antimalarial;
antiparasitic agent;
antiprotozoal drug;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor
cyclopentane
Cyclopentanes: A group of alicyclic hydrocarbons with the general formula R-C5H9.. cyclopentanes : Cyclopentane and its derivatives formed by substitution.		2.2510cycloalkane;
cyclopentanes;
volatile organic compound		non-polar solvent
liriodenine
liriodenine: structure given in first source. liriodenine : An oxoaporphine alkaloid that is 4,5,6,6a-tetradehydronoraporphin-7-one substituted by a methylenedioxy group across positions 1 and 2. It is isolated from Annona glabra and has been shown to exhibit antimicrobial and cytotoxic activities.		2.5520alkaloid antibiotic;
cyclic ketone;
organic heteropentacyclic compound;
oxacycle;
oxoaporphine alkaloid		antifungal agent;
antimicrobial agent;
antineoplastic agent;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
metabolite
indole-3-carbaldehyde
indole-3-carbaldehyde: metabolite of tryptophan; structure. indole-3-carbaldehyde : A heteroarenecarbaldehyde that is indole in which the hydrogen at position 3 has been replaced by a formyl group.		2.5520heteroarenecarbaldehyde;
indole alkaloid;
indoles		bacterial metabolite;
human xenobiotic metabolite;
marine metabolite;
plant metabolite
phloretic acid
phloretic acid: structure. N-hydroxysuccinimide ester : An ester of N-hydroxysuccinimide.. phloretic acid : A hydroxy monocarboxylic acid consisting of propionic acid having a 4-hydroxyphenyl group at the 3-position.		2.1310hydroxy monocarboxylic acidplant metabolite
oleanolic acid
[no description available]		2.0210hydroxy monocarboxylic acid;
pentacyclic triterpenoid		plant metabolite
3-hydroxyflavone
3-hydroxyflavone: structure given in first source. flavonol : A monohydroxyflavone that is the 3-hydroxy derivative of flavone.		2.1310flavonols;
monohydroxyflavone
isovanillin
isovanillin: inhibits aldehyde oxidase. isovanillin : A member of the class of benzaldehydes that is 4-methoxybenzaldehyde substituted by a hydroxy group at position 3. It is an inhibitor of aldehyde oxidase.		2.1710benzaldehydes;
monomethoxybenzene;
phenols		animal metabolite;
antidiarrhoeal drug;
antifungal agent;
EC 1.2.3.1 (aldehyde oxidase) inhibitor;
HIV protease inhibitor;
plant metabolite
ethyl gallate
ethyl gallate: used with osmium in procedure for mapping neuronal pathways. ethyl gallate : A gallate ester obtained by the formal condensation of gallic acid with ethanol.		2.1710gallate esterplant metabolite
vinblastine
[no description available]		2.1110
ethambutol
Ethambutol: An antitubercular agent that inhibits the transfer of mycolic acids into the cell wall of the tubercle bacillus. It may also inhibit the synthesis of spermidine in mycobacteria. The action is usually bactericidal, and the drug can penetrate human cell membranes to exert its lethal effect. (From Smith and Reynard, Textbook of Pharmacology, 1992, p863). ethambutol : An ethylenediamine derivative that is ethane-1,2-diamine in which one hydrogen attached to each of the nitrogens is sutstituted by a 1-hydroxybutan-2-yl group (S,S-configuration). It is a bacteriostatic antimycobacterial drug, effective against Mycobacterium tuberculosis and some other mycobacteria. It is used (as the dihydrochloride salt) in combination with other antituberculous drugs in the treatment of pulmonary and extrapulmonary tuberculosis; resistant strains of M. tuberculosis are readily produced if ethambutol is used alone.		2.0510ethanolamines;
ethylenediamine derivative		antitubercular agent;
environmental contaminant;
xenobiotic
vancomycin
Vancomycin: Antibacterial obtained from Streptomyces orientalis. It is a glycopeptide related to RISTOCETIN that inhibits bacterial cell wall assembly and is toxic to kidneys and the inner ear.. vancomycin : A complex glycopeptide from Streptomyces orientalis. It inhibits a specific step in the synthesis of the peptidoglycan layer in the Gram-positive bacteria Staphylococcus aureus and Clostridium difficile.		2.1110glycopeptideantibacterial drug;
antimicrobial agent;
bacterial metabolite
glycerol 1-stearate
glycerol 1-stearate: isolated from the young fronds of the bracken fern Pteridium aquilinum; structure in first source. rac-1-monostearoylglycerol : A rac-1-monoacylglycerol composed of equal amounts of 3-stearoyl-sn-glycerol and 1-stearoyl-sn-glycerol.. 1-monostearoylglycerol : A 1-monoglyceride that has stearoyl as the acyl group.		2.01101-acylglycerol 18:0;
rac-1-monoacylglycerol		algal metabolite;
Caenorhabditis elegans metabolite
ochracin
ochracin: produced by Aspergillus alutaceus; structure in first source		2.0310isochromanes
1-deoxynojirimycin
1-deoxy-nojirimycin: structure in first source. duvoglustat : An optically active form of 2-(hydroxymethyl)piperidine-3,4,5-triol having 2R,3R,4R,5S-configuration.		2.13102-(hydroxymethyl)piperidine-3,4,5-triol;
piperidine alkaloid		anti-HIV agent;
anti-obesity agent;
bacterial metabolite;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
hepatoprotective agent;
hypoglycemic agent;
plant metabolite
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		2.110taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid
[no description available]		2.1310chromanol;
monocarboxylic acid;
phenols		antioxidant;
ferroptosis inhibitor;
neuroprotective agent;
radical scavenger;
Wnt signalling inhibitor
acarbose
[no description available]		2.2110tetrasaccharide derivativeEC 3.2.1.1 (alpha-amylase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
geroprotector;
hypoglycemic agent
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.		2.1710D-glucopyranoseepitope;
mouse metabolite
gallocatechol
gallocatechol: structure give in first source; RN given for (trans-(+-))-omer; inhibits DNA-dependent DNA & RNA polymerases. (+)-gallocatechin : A gallocatechin that has (2R,3S)-configuration. It is found in green tea and bananas.. gallocatechin : A catechin that is a flavan substituted by hydroxy groups at positions 3, 3', 4', 5, 5' and 7 (the trans isomer). It is isolated from Acacia mearnsii.		2.1310gallocatechinantioxidant;
metabolite;
radical scavenger
isocoumarins
Isocoumarins: Compounds that differ from COUMARINS in having the positions of the ring and ketone oxygens reversed so the keto oxygen is at the 1-position of the molecule.. isocoumarin : The simplest member of the class of isocoumarins that is 1H-isochromene which is substituted by an oxo group at position 1.		2.0310isocoumarins
indole-3-carboxylic acid
indole-3-carboxylic acid : An indole-3-carboxylic acid carrying a carboxy group at position 3.		2.1710indol-3-yl carboxylic acidbacterial metabolite;
human metabolite
isoscopoletin
isoscopoletin : A hydroxycoumarin that is esculetin in which the hydroxy group at position 7 is replaced by a methoxy group. It is the major primary metabolite of scoparone.		2.1710aromatic ether;
hydroxycoumarin		plant metabolite
epicatechin
(-)-epicatechin : A catechin with (2R,3R)-configuration.		2.1310catechin;
polyphenol		antioxidant
gallocatechol
(-)-epigallocatechin : A flavan-3,3',4',5,5',7-hexol having (2R,3R)-configuration.		2.1310catechin;
flavan-3,3',4',5,5',7-hexol		antioxidant;
food component;
plant metabolite
(-)-catechin
(-)-catechin : The (-)-enantiomer of catechin.		2.0810catechinmetabolite
sakuranetin
sakuranetin: major rice phytoalexin; RN given for ((S)-(-))-isomer; structure in first source. sakuranetin : A flavonoid phytoalexin that is (S)-naringenin in which the hydroxy group at position 7 is replaced by a methoxy group.		2.3110(2S)-flavan-4-one;
4'-hydroxyflavanones;
dihydroxyflavanone;
flavonoid phytoalexin;
monomethoxyflavanone		antimycobacterial drug;
plant metabolite
atherospermidine
atherospermidine: isoquinoline alkaloid from Artabotrys maingayi; structure given in first source		2.3110oxoaporphine alkaloid
n-phenethylbenzamide
N-phenethylbenzamide: has antioxidant activity; structure in first source		2.3110
oxoglaucine
1,2,9,10-tetramethoxy-7H-dibenzo(de,g)quinolin-7-one: a phosphatidylinositol 3-kinase p110alpha inhibitor that reactivates latent HIV-1; structure in first source		2.3110isoquinoline alkaloid
allocryptopine
[no description available]		2.4110aromatic ether;
cyclic acetal;
cyclic ketone;
dibenzazecine alkaloid;
organic heterotetracyclic compound;
tertiary amino compound
syringaresinol
[no description available]		2.1310aromatic ether;
furofuran;
lignan;
polyether;
polyphenol		plant metabolite
taxiphyllin
taxiphyllin: cyanogenic glycoside from plant Taxus; (S) epimer is dhurrin; structure. (R)-4-hydroxymandelonitrile beta-D-glucoside : A beta-D-glucoside consisting of (R)-prunasin carrying a hydroxy substituent at position 4 on the phenyl ring.		2.0310beta-D-glucoside;
nitrile
lysicamine
lysicamine: oxoaporphine alkaloid; structure in first source		2.4720alkaloid antibiotic;
oxoaporphine alkaloid		metabolite
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.		2.5420amino acid zwitterion;
arginine derivative;
guanidines;
L-arginine derivative;
non-proteinogenic L-alpha-amino acid
liridine
liridine: Antibacterial from Artabotrys crassifolius; structure in first source		2.3110
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.		2.1510
pronuciferine
pronuciferine: alkaloid; structure in first source. (+)-pronuciferine : An isoquinoline alkaloid isolated from Berberis coletioides.		2.0810aromatic ether;
cyclic ketone;
isoquinoline alkaloid;
isoquinolines;
organic heterotetracyclic compound		plant metabolite
4-allyl-2,6-dimethoxyphenol
4-allyl-2,6-dimethoxyphenol: structure in first source. 4-allyl-2,6-dimethoxyphenol : A member of the class of phenols that is phenol substituted by an allyl group at position 4 and methoxy groups at positions 2 and 6 respectively.		2.3110dimethoxybenzene;
phenols;
phenylpropanoid
lariciresinol
lariciresinol: found in human urine. (+)-lariciresinol : A lignan that is tetrahydrofuran substituted at positions 2, 3 and 4 by 4-hydroxy-3-methoxyphenyl, hydroxymethyl and 4-hydroxy-3-methoxybenzyl groups respectively (the 2S,3R,4R-diastereomer).		2.6620aromatic ether;
lignan;
oxolanes;
phenols;
primary alcohol		antifungal agent;
plant metabolite
(2S,3R)-dihydrodehydrodiconiferyl alcohol
[no description available]		2.31101-benzofurans;
guaiacols;
guaiacyl lignin;
primary alcohol
dopaquinone
[no description available]		2.17101,2-benzoquinones;
amino acid zwitterion;
L-phenylalanine derivative		human metabolite;
mouse metabolite
taxifolin
(+)-taxifolin : A taxifolin that has (2R,3R)-configuration.		2.0810taxifolinmetabolite
discretamine
(S)-scoulerine : A berberine alkaloid isolated from Corydalis saxicola.		2.4110berberine alkaloid;
organic heterotetracyclic compound		EC 5.99.1.2 (DNA topoisomerase) inhibitor;
plant metabolite
afzelechin
afzelechin: from Hovenia dulcis; structure in first source. afzelechin : A tetrahydroxyflavan that is (2S)-flavan substituted by hydroxy groups at positions 3, 5, 7 and 4' respectively.		2.1310catechin;
tetrahydroxyflavan		EC 3.2.1.20 (alpha-glucosidase) inhibitor;
plant metabolite
lignans
Lignans: A class of dibenzylbutane derivatives which occurs in higher plants and in fluids (bile, serum, urine, etc.) in man and other animals. These compounds, which have a potential anti-cancer role, can be synthesized in vitro by human fecal flora. (From Singleton & Sainsbury, Dictionary of Microbiology and Molecular Biology, 2d ed)		2.1310
syringaresinol
(+)-syringaresinol : The (7alpha,7'alpha,8alpha,8'alpha)-stereoisomer of syringaresinol.		2.7430syringaresinolantineoplastic agent
ferulic acid
ferulate : A monocarboxylic acid anion obtained by the deprotonation of the carboxy group of ferulic acid.		2.0310ferulic acidsanti-inflammatory agent;
antioxidant;
apoptosis inhibitor;
cardioprotective agent;
MALDI matrix material;
plant metabolite
5-hydroxyferulic acid
5-hydroxyferulic acid : Ferulic acid in which the ring hydrogen at position 5 is substituted by a hydroxy group.. (E)-5-hydroxyferulic acid : The E-isomer of 5-hydroxyferulic acid.		2.15105-hydroxyferulic acid
cleistopholine
cleistopholine: structure in first source		210
gamma-sitosterol
clionasterol : A member of the class of phytosterols that is poriferast-5-ene carrying a beta-hydroxy substituent at position 3.		2.46203beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
phytosterols		marine metabolite;
plant metabolite
methyl indole-3-carboxylate
methyl indole-3-carboxylate : The methyl ester of indole-3-carboxylic acid.		2.1710indoles;
methyl ester		metabolite
hydroxyphenethylferulate
hydroxyphenethylferulate: from the roots of Atropa acuminata (Solanaceae); structure in first source		2.1710hydroxycinnamic acid
trans-4-coumaric acid
hydroxycinnamic acid : Any member of the class of cinnamic acids carrying one or more hydroxy substituents.. trans-4-coumaric acid : The trans-isomer of 4-coumaric acid.. 4-coumaric acid : A coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring.		2.03104-coumaric acidfood component;
mouse metabolite;
plant metabolite
glycosides
[no description available]		2.2110
3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone
[no description available]		2.0710aromatic ketone
sesquiterpenes
[no description available]		2.2110
phenylthiourea
Phenylthiourea: Phenylthiourea is a THIOUREA derivative containing a phenyl ring. Depending on their genetic makeup, humans can find it either bitter-tasting or tasteless.. N-phenylthiourea : A member of the class of thioureas that is thiourea in which one of the hydrogens is replaced by a phenyl group. Depending on their genetic makeup, humans find it either very bitter-tasting or tasteless. This unusual property resulted in N-phenylthiourea being used in paternity testing prior to the advent of DNA testing.		2.1310thioureasEC 1.14.18.1 (tyrosinase) inhibitor
dehydrovomifoliol
dehydrovomifoliol: isolated from Litsea sessilis; structure in first source. (6S)-dehydrovomifoliol : A dehydrovomifoliol that has S-configuration at the chiral centre.. dehydrovomifoliol : A fenchane monoterpenoid that is substituted by methyl groups at positions 3, 5, and 5, and by both a hydroxy group and a 3-oxobut-1-en-1-yl group at position 4.		2.5220dehydrovomifoliolplant metabolite
caffeic acid
trans-caffeic acid : The trans-isomer of caffeic acid.		2.7630caffeic acidgeroprotector;
mouse metabolite
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.		2.4920cinnamate ester;
tannin		food component;
plant metabolite
cytellin
cytellin: a phytosterol preparation of mainly B-sitosterol, that was marketed by Eli Lilly to lower cholesterol 1957 to 1982		2.4620
eugenyl-beta-d-glucopyranoside
[no description available]		2.1710
gigantol
gigantol: structure in first source		2.1310
8-oxocoptisine
8-oxocoptisine: anti-ulcerative colitis agent; structure in first source		2.4110
quercetin
[no description available]		2.47207-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
dinoprostone
prostaglandin E2 : Prostaglandin F2alpha in which the hydroxy group at position 9 has been oxidised to the corresponding ketone. Prostaglandin E2 is the most common and most biologically potent of mammalian prostaglandins.		2.1110prostaglandins Ehuman metabolite;
mouse metabolite;
oxytocic
vitexin
[no description available]		2.1710C-glycosyl compound;
trihydroxyflavone		antineoplastic agent;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
plant metabolite;
platelet aggregation inhibitor
apigenin
Chamomile: Common name for several daisy-like plants (MATRICARIA; TRIPLEUROSPERMUM; ANTHEMIS; CHAMAEMELUM) native to Europe and Western Asia, now naturalized in the United States and Australia.		2.1710trihydroxyflavoneantineoplastic agent;
metabolite
luteolin
[no description available]		2.52203'-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
scopoletin
[no description available]		2.1710hydroxycoumarinplant growth regulator;
plant metabolite
vomifoliol
blumenol A: a phytotoxin isolated from Oryza sativa Awaakamai; structure in first source. vomifoliol : A fenchane monoterpenoid that is 3,5,5-trimethylcyclohex-2-en-1-one substituted by a hydroxy and a (1E)-3-hydroxybut-1-en-1-yl group at position 4.. (6S,9R)-vomifoliol : A (6S)-vomifoliol with a R configuration for the hydroxy group at position 9.		2.0810(6S)-vomifoliolmetabolite;
phytotoxin
quercetin 3-o-glucopyranoside
quercetin 3-O-glucopyranoside: structure in first source. quercetin 3-O-beta-D-glucopyranoside : A quercetin O-glucoside that is quercetin with a beta-D-glucosyl residue attached at position 3. Isolated from Lepisorus contortus, it exhibits antineoplastic activityand has been found to decrease the rate of polymerization and sickling of red blood cells		2.4720beta-D-glucoside;
monosaccharide derivative;
quercetin O-glucoside;
tetrahydroxyflavone		antineoplastic agent;
antioxidant;
antipruritic drug;
bone density conservation agent;
geroprotector;
histamine antagonist;
osteogenesis regulator;
plant metabolite
rutin
Hydroxyethylrutoside: Monohydroxyethyl derivative of rutin. Peripheral circulation stimulant used in treatment of venous disorders.		2.1510disaccharide derivative;
quercetin O-glucoside;
rutinoside;
tetrahydroxyflavone		antioxidant;
metabolite
kaempferol
[no description available]		2.08107-hydroxyflavonol;
flavonols;
tetrahydroxyflavone		antibacterial agent;
geroprotector;
human blood serum metabolite;
human urinary metabolite;
human xenobiotic metabolite;
plant metabolite
amphotericin b
Amphotericin B: Macrolide antifungal antibiotic produced by Streptomyces nodosus obtained from soil of the Orinoco river region of Venezuela.. amphotericin B : A macrolide antibiotic used to treat potentially life-threatening fungal infections.		2.1110antibiotic antifungal drug;
macrolide antibiotic;
polyene antibiotic		antiamoebic agent;
antiprotozoal drug;
bacterial metabolite
jasmonic acid
jasmonic acid: a derivative of alpha-linolenic acid that has a role in plant response to herbivory analogous to the role of prostanoids in inflammation in mammals;. jasmonic acid : An oxo monocarboxylic acid that is (3-oxocyclopentyl)acetic acid substituted by a (2Z)-pent-2-en-1-yl group at position 2 of the cyclopentane ring.		2.2510oxo monocarboxylic acidjasmonates;
plant metabolite
costunolide
[no description available]		2.3110germacranolide;
heterobicyclic compound		anthelminthic drug;
antiinfective agent;
antineoplastic agent;
antiparasitic agent;
antiviral drug;
metabolite
eupatolide
eupatolide: sesquiterpene lactone from Eupatorium formasanum HAY; structure. eupatolide : A germacranolide with formula C15H20O3, isolated from several Inula species. It exhibits anti-cancer properties.		2.3110gamma-lactone;
germacranolide;
homoallylic alcohol;
secondary alcohol		antineoplastic agent;
plant metabolite
chrysosplenetin b
chrysosplenetin B: constituent of the root of Berneuxia thibetica Decne. chrysosplenetin : A tetramethoxyflavone that is the 3,6,7,3'-tetramethyl ether derivative of quercetagetin.		2.1310dihydroxyflavone;
tetramethoxyflavone		antiviral agent;
plant metabolite
myricitrin
myricitrin: isolated from root bark of Myrica cerifera L.; structure. myricitrin : A glycosyloxyflavone that consists of myricetin attached to a alpha-L-rhamnopyranosyl residue at position 3 via a glycosidic linkage. Isolated from Myrica cerifera, it exhibits anti-allergic activity.		2.1310alpha-L-rhamnoside;
glycosyloxyflavone;
monosaccharide derivative;
pentahydroxyflavone		anti-allergic agent;
EC 1.14.13.39 (nitric oxide synthase) inhibitor;
EC 2.7.11.13 (protein kinase C) inhibitor;
plant metabolite
pachypodol
pachypodol: new flavonoid isolated from Pachypodanthium confine; from Chinese herb Agastache folium; structure. pachypodol : A trimethoxyflavone that is quercetin in which the hydroxy groups at position 3, 7 and 3' are replaced by methoxy groups. It has been isolated from Combretum quadrangulare and Euodia elleryana.		2.1310dihydroxyflavone;
trimethoxyflavone		antiemetic;
plant metabolite
feruloylputrescine
feruloylputrescine: structure given in first source		2.2510hydroxycinnamic acid
ellagic acid
[no description available]		2.1710catechols;
cyclic ketone;
lactone;
organic heterotetracyclic compound;
polyphenol		antioxidant;
EC 1.14.18.1 (tyrosinase) inhibitor;
EC 2.3.1.5 (arylamine N-acetyltransferase) inhibitor;
EC 2.4.1.1 (glycogen phosphorylase) inhibitor;
EC 2.5.1.18 (glutathione transferase) inhibitor;
EC 2.7.1.127 (inositol-trisphosphate 3-kinase) inhibitor;
EC 2.7.1.151 (inositol-polyphosphate multikinase) inhibitor;
EC 2.7.4.6 (nucleoside-diphosphate kinase) inhibitor;
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
food additive;
fungal metabolite;
geroprotector;
plant metabolite;
skin lightening agent
astragalin
kaempferol-3-O-glucoside: isolated from the pit of Mahkota dewa; structure in first source. kaempferol 3-O-beta-D-glucoside : A kaempferol O-glucoside in which a glucosyl residue is attached at position 3 of kaempferol via a beta-glycosidic linkage.		2.0810beta-D-glucoside;
kaempferol O-glucoside;
monosaccharide derivative;
trihydroxyflavone		plant metabolite;
trypanocidal drug
9,12,13-trihydroxy-10-octadecenoic acid
9,12,13-trihydroxy-10-octadecenoic acid: from roots & stem of Glycyrrhiza glabara; antistress compound; RN refers to (E)-isomer. 9,12,13-trihydroxyoctadec-10-enoic acid : A TriHOME that is octadec-10-enoic acid in which the three hydroxy substituents are located at positions 9, 12 and 13.		2.0310
monolinolein
monolinolein: inactivates or inhibits African Swine Fever virus. rac-1-monolinoleoylglycerol : A rac-1-monoacylglycerol that is composed of equal amounts of 1-linoleoyl-sn-glycerol and 3-linoleoyl-sn-glycerol.		2.01101-acylglycerol 18:2;
rac-1-monoacylglycerol		antiviral agent;
human metabolite;
plant metabolite
n-cinnamoyltyramine
N-cinnamoyltyramine: isolated from Lycianthes biflora; structure in first source. N-trans-cinnamoyltyramine : A member of the class of cinnamamides that is tyramine substituted by a (1E)-3-oxo-1-phenylprop-1-en-3-yl group at the nitrogen atom. It is found in rice and exhibits an allelopathic effect to suppress the growth of weeds.		2.5320cinnamamides;
phenols;
secondary carboxamide		allelochemical;
antimicrobial agent;
phytoalexin;
platelet aggregation inhibitor
ethyl caffeate
(E)-ethyl 3-(3,4-dihydroxyphenyl)prop-2-enoate: structure in first source. ethyl trans-caffeate : An ethyl ester resulting from the formal condensation of the carboxy group of trans-caffeic acid with ethanol.		2.1310alkyl caffeate ester;
ethyl ester;
hydroxycinnamic acid		anti-inflammatory agent;
antineoplastic agent;
metabolite
methyl brevifolincarboxylate
methyl brevifolincarboxylate: isolated from Phyllanthus urinaria; structure in first source. methyl brevifolincarboxylate : An organic heterotricyclic compound that is 1,2,3,5-tetrahydrocyclopenta[c]isochromene substituted by hydroxy groups at positions 7, 8 and 9, oxo groups at positions 3 and 5 and a methoxycarbonyl group at position 1. Isolated from Phyllanthus urinaria and Phyllanthus niruri, it exhibits vasorelaxant activity.		2.1710cyclic ketone;
delta-lactone;
organic heterotricyclic compound;
phenols		EC 5.99.1.2 (DNA topoisomerase) inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
metabolite;
platelet aggregation inhibitor;
radical scavenger;
vasodilator agent
squamosamide
squamosamide: natural compound from Annoma squamosa; FLZ is the synthetic cyclic analog; structure in first source		2.1710
3-(4-hydroxy-3-methoxyphenyl)-n-(2-(4-hydroxy-3-methoxyphenyl)ethyl)-2-propenamide
3-(4-hydroxy-3-methoxyphenyl)-N-(2-(4-hydroxy-3-methoxyphenyl)ethyl)-2-propenamide: found in high concentration in Spinacia oleracea following administration of diphenyl ether herbicides; structure in first source; RN given refers to cpd without isomeric designation		2.5220hydroxycinnamic acidmetabolite
pipercallosidine
pipercallosidine : An enamide that is (2E)-N-isobutylhept-2-enamide which is substituted at position 7 by a 3,4-methylenedioxyphenyl group. A natural product found in Piper sarmentosum.		2.110alkaloid;
benzodioxoles;
enamide;
secondary carboxamide		apoptosis inducer;
metabolite;
plant metabolite
Pipercide
[no description available]		2.110benzodioxoles
n-(4-hydroxy-beta-phenethyl)-4-hydroxycinnamide
trans-N-p-coumaroyl tyramine: from the twigs of Celtis chinensis; structure in first source		3.98120hydroxycinnamic acidmetabolite
n-(p-coumaroyl)serotonin
N-(p-coumaroyl)serotonin: structure in first source		2.4320carboxamide;
hydroxyindoles
24-ethyl-4-cholesten-3-one
stigmast-4-en-3-one: from the bark of Anacardium occidentale (cashew); structure in first source		2.610C29-steroid;
steroid		metabolite
3,3'-di-o-methylellagic acid
3,3'-di-O-methylellagic acid: structure given in first source		2.1710
gamma-eudesmol
gamma-eudesmol: isomer of beta-eudesmol; found in plants and fungi. gamma-eudesmol : A eudesmane sesquiterpenoid in which the eudesmane skeleton carries a hydroxy substituent at C-11 and has a double bond between C-4 and C-5.		210eudesmane sesquiterpenoidvolatile oil component
aminoethoxyvinylglycine
aminoethoxyvinylglycine: RN given for (S-(E))-isomer		2.0310
feruloyltyramine, (z)-isomer
[no description available]		2.9840hydroxycinnamic acid
13(S)-HODE
13(S)-HODE : An HODE (hydroxyoctadecadienoic acid) in which the double bonds are at positions 9 and 11 (E and Z geometry, respectively) and the hydroxy group is at position 13 (with S-configuration).		2.0110HODEantineoplastic agent;
human xenobiotic metabolite;
mouse metabolite
methyl chlorogenate
methyl chlorogenate: from Eriobotrya japonica; structure in first source		2.0510quinic acid
bicyclol
bicyclol: an antihepatitis drug, on the metabolism and hepatotoxicity of aflatoxin B1 (AFB1) in rats.		2.5120
2-((aminocarbonyl)amino)-5-(4-fluorophenyl)-3-thiophenecarboxamide
2-((aminocarbonyl)amino)-5-(4-fluorophenyl)-3-thiophenecarboxamide: an IKK-2 kinase inhibitor; structure in first source		2.3110aromatic amide;
thiophenes
n-caffeoyltyramine
N-caffeoyltyramine: structure in first source		3.4970catechols
n-caffeoyldopamine
N-caffeoyldopamine: structure in first source		2.0310
trilobacin
trilobacin: from the bark of Asimina triloba; structure given in first source. trilobacin : A polyketide isolated from the bark of Asimina triloba. It has been shown to exhibit cytotoxicity in the NCI human tumor cell line screen.		1.9810butenolide;
polyketide;
triol		antineoplastic agent;
plant metabolite
cannabisin g
cannabisin G: lignanamide from the fruit of Cannabis sativa; structure in first source		2.0110
magnosalin
magnosalin: from crude Japanese drug Shin-i; inhibits adjuvant-induced angiogenesis & granuloma formation in the mouse pouch; structure given in first source; RN given refers to cpd without isomeric designation		2.0710lignan
ks370g
KS370G: antihyperglycemic; structure in first source		2.0310
n-coumaroyldopamine
N-coumaroyldopamine: structure in first source		2.7830
miliusol
miliusol: from Miliusa balansae; structure in first source		2.1310
grasshopper ketone
grasshopper ketone: a phytotoxin isolated from Oryza sativa Awaakamai; structure in first source. grasshopper ketone : A member of the class of allenes that is cyclohexane substituted by 3-oxobut-1-en-1-ylidene, methyl, hydroxy, hydroxy, methyl and methyl groups at positions 1, 2, 2, 4, 6 and 6, respectively (the 2R,3R,4S-stereoisomer). It is isolated from the grasshopper, Romalea microptera.		2.5220
feruloyldopamine
feruloyldopamine: a dopamine metabolite isolated from tomatoes after infection by Pseudomonas syringae; structure in first source		2.9940
dihydro-n-caffeoyltyramine
dihydro-N-caffeoyltyramine: structure in first source		2.0310catechols
n-trans-feruloyloctopamine
N-feruloyloctopamine: has antifungal activity; isolated from root bark of Lycium chinense; structure in first source		2.1310methoxybenzenes;
phenols
N-trans-sinapoyltyramine
[no description available]		2.4820hydroxycinnamic acidmetabolite
Retrofractamide C
[no description available]		2.110benzodioxoles
chebulic acid
chebulic acid: from the ripe fruits of Terminalia chebula		2.1710
phenanthrenes
Phenanthrenes: POLYCYCLIC AROMATIC HYDROCARBONS composed of three fused BENZENE rings.. phenanthrenes : Any benzenoid aromatic compound that consists of a phenanthrene skeleton and its substituted derivatives thereof.		2.1310
ConditionIndicatedRelationship StrengthStudiesTrials
Cancer of Prostate
[description not available]		02.0110
Prostatic Neoplasms
Tumors or cancer of the PROSTATE.		02.0110
Hepatocellular Carcinoma
[description not available]		02.4920
Carcinoma, Hepatocellular
A primary malignant neoplasm of epithelial liver cells. It ranges from a well-differentiated tumor with EPITHELIAL CELLS indistinguishable from normal HEPATOCYTES to a poorly differentiated neoplasm. The cells may be uniform or markedly pleomorphic, or form GIANT CELLS. Several classification schemes have been suggested.		02.4920
Incontinentia Pigmenti Achromians
[description not available]		02.0310
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).		02.0810
Infections, Plasmodium
[description not available]		02.1310
Malaria
A protozoan disease caused in humans by four species of the PLASMODIUM genus: PLASMODIUM FALCIPARUM; PLASMODIUM VIVAX; PLASMODIUM OVALE; and PLASMODIUM MALARIAE; and transmitted by the bite of an infected female mosquito of the genus ANOPHELES. Malaria is endemic in parts of Asia, Africa, Central and South America, Oceania, and certain Caribbean islands. It is characterized by extreme exhaustion associated with paroxysms of high FEVER; SWEATING; shaking CHILLS; and ANEMIA. Malaria in ANIMALS is caused by other species of plasmodia.		02.1310
Extravascular Hemolysis
[description not available]		02.1710
Hemolysis
The destruction of ERYTHROCYTES by many different causal agents such as antibodies, bacteria, chemicals, temperature, and changes in tonicity.		02.1710
Acute Confusional Senile Dementia
[description not available]		02.3110
Alzheimer Disease
A degenerative disease of the BRAIN characterized by the insidious onset of DEMENTIA. Impairment of MEMORY, judgment, attention span, and problem solving skills are followed by severe APRAXIAS and a global loss of cognitive abilities. The condition primarily occurs after age 60, and is marked pathologically by severe cortical atrophy and the triad of SENILE PLAQUES; NEUROFIBRILLARY TANGLES; and NEUROPIL THREADS. (From Adams et al., Principles of Neurology, 6th ed, pp1049-57)		02.3110
Cancer of Stomach
[description not available]		02.4110
Stomach Neoplasms
Tumors or cancer of the STOMACH.		02.4110
Neuroblastoma
A common neoplasm of early childhood arising from neural crest cells in the sympathetic nervous system, and characterized by diverse clinical behavior, ranging from spontaneous remission to rapid metastatic progression and death. This tumor is the most common intraabdominal malignancy of childhood, but it may also arise from thorax, neck, or rarely occur in the central nervous system. Histologic features include uniform round cells with hyperchromatic nuclei arranged in nests and separated by fibrovascular septa. Neuroblastomas may be associated with the opsoclonus-myoclonus syndrome. (From DeVita et al., Cancer: Principles and Practice of Oncology, 5th ed, pp2099-2101; Curr Opin Oncol 1998 Jan;10(1):43-51)		02.610
Allergic Rhinitis
[description not available]		02.610
Rhinitis, Allergic
An inflammation of the NASAL MUCOSA triggered by ALLERGENS.		02.610
Diabetes Mellitus, Adult-Onset
[description not available]		02.610
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.		02.610
Cancer of Liver
[description not available]		02.610
Liver Neoplasms
Tumors or cancer of the LIVER.		02.610
Pediculosis
[description not available]		02.1510
Lice Infestations
Parasitic attack or subsistence on the skin by members of the order Phthiraptera, especially on humans by Pediculus humanus of the family Pediculidae. The hair of the head, eyelashes, and pubis is a frequent site of infestation. (From Dorland, 28th ed; Stedman, 26th ed)		02.1510
B16 Melanoma
[description not available]		02.4820
Experimental Neoplasms
[description not available]		02.2110
Disease Resistance
The capacity of an organism to defend itself against pathological processes or the agents of those processes. This most often involves innate immunity whereby the organism responds to pathogens in a generic way. The term disease resistance is used most frequently when referring to plants.		02.110
Cardiometabolic Syndrome
A cluster of symptoms that are risk factors for CARDIOVASCULAR DISEASES and TYPE 2 DIABETES MELLITUS. The major components not only include metabolic dysfunctions of METABOLIC SYNDROME but also HYPERTENSION, and ABDOMINAL OBESITY.		02.110
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.110
Insulin Sensitivity
[description not available]		02.110
Insulin Resistance
Diminished effectiveness of INSULIN in lowering blood sugar levels: requiring the use of 200 units or more of insulin per day to prevent HYPERGLYCEMIA or KETOSIS.		02.110
Metabolic Syndrome
A cluster of symptoms that are risk factors for CARDIOVASCULAR DISEASES and TYPE 2 DIABETES MELLITUS. The major components of metabolic syndrome include ABDOMINAL OBESITY; atherogenic DYSLIPIDEMIA; HYPERTENSION; HYPERGLYCEMIA; INSULIN RESISTANCE; a proinflammatory state; and a prothrombotic (THROMBOSIS) state.		02.110
Polyploid
[description not available]		02.0310
Anochlesia
[description not available]		01.9710