Compounds > glyceollin
Page last updated: 2024-12-08

glyceollin

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

Description

glyceollin: found in plants; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID162807
CHEMBL ID1774987
CHEBI ID16470
SCHEMBL ID364885
MeSH IDM0068061

Synonyms (25)

Synonym
CHEBI:16470 ,
66241-09-6
glyceollin i
(6as,11as)-2,2-dimethyl-2h,6h-[1]benzofuro[3,2-c]pyrano[2,3-h]chromene-6a,9(11ah)-diol
C01701 ,
57103-57-8
(-)-glyceollin i
glyceollin
(-) - glyceollin i
LMPK12070123
CHEMBL1774987
unii-6461tv6uch
6461tv6uch ,
2h,6h-benzofuro(3,2-c)pyrano(2,3-h)(1)benzopyran-6a,9(11ah)-diol, 2,2-dimethyl-
glyceollins ,
glyceolin
y43clk47ro ,
unii-y43clk47ro
2h,6h-benzofuro(3,2-c)pyrano(2,3-h)(1)benzopyran-6a,9(11ah)-diol, 2,2-dimethyl-, (6as-cis)-
2h,6h-benzofuro(3,2-c)pyrano(2,3-h)(1)benzopyran-6a,9(11ah)-diol, 2,2-dimethyl-, (6as,11as)-
SCHEMBL364885
DTXSID10205726
Q5572526
(2s,10s)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.02,10.04,9.014,19]henicosa-1(13),4(9),5,7,14(19),15,20-heptaene-6,10-diol
XG161768

Research Excerpts

Overview

Glyceollins are a class of antimicrobial prenylated pterocarpans produced in soybean seedlings upon fungus elicitation. Glyceollin I is an isoflavonoid phytoalexin from soybean that exhibits potent anticancer activities.

ExcerptReferenceRelevance
"Glyceollins are a class of antimicrobial prenylated pterocarpans produced in soybean seedlings upon fungus elicitation. "( Enhanced biosynthesis of the natural antimicrobial glyceollins in soybean seedlings by priming and elicitation.
Araya-Cloutier, C; Chapman, J; de Bruijn, WJC; Kalli, S; Lin, Y; Vincken, JP, 2020)		2.25
"Glyceollin I is an isoflavonoid phytoalexin from soybean that exhibits potent anticancer activities and is not economical to synthesize."( Distinct Mechanisms of Biotic and Chemical Elicitors Enable Additive Elicitation of the Anticancer Phytoalexin Glyceollin I.
Farrell, K; Jahan, MA; Kovinich, N, 2017)		1.39
"Glyceollins are a type of phytoalexin produced in soybeans under stress conditions."( Inhibitory effect of glyceollins on vasculogenesis through suppression of endothelial progenitor cell function.
Bae, JS; Choi, JH; Jee, JG; Jung, SY; Kwon, SM; Lee, MY; Lee, S; Lee, YM; Nguyen, MP, 2013)		1.43
"Glyceollins are a category of phytoalexins that are produced by soybeans under fungal stress, but their effects on glucose homeostasis remain unknown. "( Glyceollins, one of the phytoalexins derived from soybeans under fungal stress, enhance insulin sensitivity and exert insulinotropic actions.
Ahn, IS; Kim, HJ; Kim, JH; Kim, JS; Lee, MR; Park, S, 2010)		3.25
"Glyceollins are a novel class of soybean phytoalexins with potential cancer-preventive and antiestrogenic effects. "( Glyceollins, a novel class of soy phytoalexins, inhibit angiogenesis by blocking the VEGF and bFGF signaling pathways.
Jung, MH; Lee, J; Lee, SH; Lee, YM, 2013)		3.28
"Glyceollins are a novel class of soybean phytoalexins with potential cancer-protective antiestrogenic effects. "( Effects of soybean glyceollins and estradiol in postmenopausal female monkeys.
Appt, SE; Boue, SM; Burow, ME; Clarkson, TB; Cline, JM; Franke, AA; McCoy, T; Wood, CE, 2006)		2.1

Effects

ExcerptReferenceRelevance
"Glyceollin has been shown to have antidiabetic properties, although its molecular mechanism is not known. "( Glyceollin improves endoplasmic reticulum stress-induced insulin resistance through CaMKK-AMPK pathway in L6 myotubes.
Chang, HW; Hwang, SL; Jeong, YT; Kim, YD; Kim, YH; Lee, SH; Li, X; Park, DC; Yoon, EK, 2013)		3.28

Treatment

Glyceollin treatment diminished the number of lineage-committed EPC cells in a dose-dependent manner. Pretreatment with glyceollins (5 mg/kg body weight) caused a significant reduction in tumor formation and an increase in survival rate.

ExcerptReferenceRelevance
"Glyceollin treatment diminished the number of lineage-committed EPC cells in a dose-dependent manner (1-20 μM)."( Inhibitory effect of glyceollins on vasculogenesis through suppression of endothelial progenitor cell function.
Bae, JS; Choi, JH; Jee, JG; Jung, SY; Kwon, SM; Lee, MY; Lee, S; Lee, YM; Nguyen, MP, 2013)		1.43
"Pretreatment with glyceollins (5 mg/kg body weight) caused a significant reduction in tumor formation and an increase in survival rate. "( Suppression of 7,12-dimethylbenz(a)anthracene-induced mammary tumorigenesis by glyceollins.
Kim, BR; Kim, JS; Liu, KH; Park, JH; Seo, JY; Suh, HJ; Sung, MK, 2015)		0.98
"Treatment with glyceollin suppressed E2-stimulated tumor growth of MCF-7 cells (-53.4%) and BG-1 cells (-73.1%) in ovariectomized athymic mice. "( Antiestrogenic glyceollins suppress human breast and ovarian carcinoma tumorigenesis.
Beckman, BS; Boué, SM; Burow, ME; Carter-Wientjes, C; Cleveland, TE; Collins-Burow, BM; Corbitt, C; Curiel, TJ; Elliott, S; Erhardt, PW; Fonseca, JP; McLachlan, JA; Salvo, VA; Shih, BY; Srivastav, SK; Wood, CE, 2006)		1.04

Bioavailability

ExcerptReferenceRelevance
"Although prenylated isoflavones or glyceollins elicit physiological effects more potent than those by isoflavones, the bioavailability remains unclear."( Intestinal Absorption of Prenylated Isoflavones, Glyceollins, in Sprague-Dawley Rats.
Abe, C; Matsui, T; Ochiai, K; Sasaki, K; Takao, K; Zhang, Y, 2020)		1.09

Dosage Studied

Liquid chromatography-electrospray ionization tandem mass spectrometry (LC-ESI-MS/MS) established that scanning for precursors of m/z 148 can identify glyceollins and their metabolites from plasma samples.

ExcerptRelevanceReference
"5-fold by exposure to 5 μM glyceollin in a dose-response manner."( Glyceollins, soy isoflavone phytoalexins, improve oral glucose disposal by stimulating glucose uptake.
Bhatnagar, D; Boué, SM; Burow, ME; Cao, H; Erhardt, PW; Heiman, ML; Isakova, IA; Sarver, JG; Shinde, KV, 2012)		2.12
" Liquid chromatography-electrospray ionization tandem mass spectrometry (LC-ESI-MS/MS) established that scanning for precursors of m/z 148 can identify glyceollins and their metabolites from plasma samples originating from rats dosed with glyceollins."( Screening and identification of glyceollins and their metabolites by electrospray ionization tandem mass spectrometry with precursor ion scanning.
Boué, SM; Cole, RB; Quadri, SS; Stratford, RE, 2013)		0.87
" CDFDA dosing models were based on simultaneous fitting of CDF levels in apical, basolateral, and intracellular compartments."( Cellular Pharmacokinetic Model-Based Analysis of Genistein, Glyceollin, and MK-571 Effects on 5 (and 6)-Carboxy-2',7'-Dichloroflourescein Disposition in Caco-2 Cells.
Drennen, C; Gorse, E; Stratford, RE, 2018)		0.72
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
organic heteropentacyclic compound
[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
CAMKK2 pathway011
glyceollin biosynthesis014
superpathway of pterocarpan biosynthesis (via daidzein)026

Bioassays (37)

Assay IDTitleYearJournalArticle
AID1081587Antifungal activity against Phytophthora capsici KACC 40157 assessed as inhibition of radial growth at 0.6 mg/disk incubated for 4 to 6 days by disk diffusion method2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID1081575Inhibition of spore germination of Botryotinia fuckeliana KACC 405732010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID1081583Antifungal activity against Botryotinia fuckeliana KACC 40573 assessed as inhibition of radial growth at 0.6 mg/disk incubated for 4 to 6 days by disk diffusion method2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID1081572Inhibition of spore germination of Sclerotinia sclerotiorum KACC 41065 at 500 ug/mL2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID1081576Inhibition of spore germination of Sclerotinia sclerotiorum KACC 410652010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID1081577Inhibition of spore germination of Phytophthora capsici KACC 401572010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID597273Antiproliferative activity against estrogen receptor-deficient human MCF12A cells incubated with 0.06 nM of estradiol and 0.07 nM of testosterone after 48 hrs by sulforhodamine B assay in presence of fetal bovine serum and NuSerum2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Biomimetic syntheses and antiproliferative activities of racemic, natural (-), and unnnatural (+) glyceollin I.
AID597267Antiproliferative activity against human MCF7 cells expressing estrogen receptor incubated with 0.06 nM of estradiol and 0.07 nM of testosterone after 48 hrs by sulforhodamine B assay in presence of fetal bovine serum and NuSerum2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Biomimetic syntheses and antiproliferative activities of racemic, natural (-), and unnnatural (+) glyceollin I.
AID1081588Antifungal activity against Phytophthora capsici KACC 40157 assessed as inhibition of radial growth at 0.2 mg/disk incubated for 4 to 6 days by disk diffusion method2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID597266Antiproliferative activity against estrogen receptor-deficient human NCI-ADR-RES cells incubated with 0.003 nM of estradiol and 0.01 nM of testosterone after 48 hrs by sulforhodamine B assay in presence of 5% fetal bovine serum2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Biomimetic syntheses and antiproliferative activities of racemic, natural (-), and unnnatural (+) glyceollin I.
AID597276Antiproliferative activity against androgen receptor-deficient human DU145 cells incubated with 0.6 nM of estradiol and 0.7 nM of testosterone after 48 hrs by sulforhodamine B assay2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Biomimetic syntheses and antiproliferative activities of racemic, natural (-), and unnnatural (+) glyceollin I.
AID597271Antiproliferative activity against human MCF7 cells expressing estrogen receptor incubated with 100 nM of estradiol and 0.07 nM of testosterone after 48 hrs by sulforhodamine B assay in presence of fetal bovine serum and NuSerum2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Biomimetic syntheses and antiproliferative activities of racemic, natural (-), and unnnatural (+) glyceollin I.
AID1081569Inhibition of spore germination of Phytophthora capsici KACC 40157 at 25 to 100 ug/mL2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID1081578Inhibition of spore germination of Fusarium oxysporum KACC 410832010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID597277Antiproliferative activity against human LNCAP cells expressing androgen receptor incubated with 0.6 nM of estradiol and 0.7 nM of testosterone after 48 hrs by sulforhodamine B assay2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Biomimetic syntheses and antiproliferative activities of racemic, natural (-), and unnnatural (+) glyceollin I.
AID1081586Antifungal activity against Sclerotinia sclerotiorum KACC 41065 assessed as inhibition of radial growth at 0.2 mg/disk incubated for 4 to 6 days by disk diffusion method2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID1081573Inhibition of spore germination of Phytophthora capsici KACC 40157 at 250 ug/mL2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID597268Antiproliferative activity against estrogen receptor-deficient human NCI-ADR-RES cells incubated with 100 nM of estradiol and 0.07 nM of testosterone after 48 hrs by sulforhodamine B assay in presence of fetal bovine serum and NuSerum2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Biomimetic syntheses and antiproliferative activities of racemic, natural (-), and unnnatural (+) glyceollin I.
AID1081566Inhibition of spore germination of Phytophthora capsici KACC 40157 at 100 ug/mL measured 3 hr post dose2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID1081584Antifungal activity against Botryotinia fuckeliana KACC 40573 assessed as inhibition of radial growth at 0.2 mg/disk incubated for 4 to 6 days by disk diffusion method2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID1081582Antifungal activity against Fusarium oxysporum KACC 41083 measured 2 to 4 days post dose by two-fold dilution method2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID597275Antiproliferative activity against androgen receptor-deficient human PC3 cells incubated with 0.6 nM of estradiol and 0.7 nM of testosterone after 48 hrs by sulforhodamine B assay2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Biomimetic syntheses and antiproliferative activities of racemic, natural (-), and unnnatural (+) glyceollin I.
AID597270Antiproliferative activity against human MCF7 cells expressing estrogen receptor incubated with 0.003 nM of estradiol and 0.01 nM of testosterone after 48 hrs by sulforhodamine B assay in presence of 5% fetal bovine serum2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Biomimetic syntheses and antiproliferative activities of racemic, natural (-), and unnnatural (+) glyceollin I.
AID1081568Inhibition of spore germination of Phytophthora capsici KACC 40157 at 25 ug/mL measured 4 hr post dose2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID1081581Antifungal activity against Phytophthora capsici KACC 40157 measured 2 to 4 days post dose by two fold dilution method2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID597272Antiproliferative activity against estrogen receptor-deficient human MCF12A cells incubated with 0.003 nM of estradiol and 0.01 nM of testosterone after 48 hrs by sulforhodamine B assay in presence of 5% fetal bovine serum2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Biomimetic syntheses and antiproliferative activities of racemic, natural (-), and unnnatural (+) glyceollin I.
AID597269Antiproliferative activity against estrogen receptor-deficient human NCI-ADR-RES cells incubated with 0.06 nM of estradiol and 0.07 nM of testosterone after 48 hrs by sulforhodamine B assay in presence of fetal bovine serum and NuSerum2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Biomimetic syntheses and antiproliferative activities of racemic, natural (-), and unnnatural (+) glyceollin I.
AID1081567Inhibition of spore germination of Phytophthora capsici KACC 40157 at 100 ug/mL measured 2 hr post dose2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID1081579Antifungal activity against Botryotinia fuckeliana KACC 40573 measured 2 to 4 days post dose by two fold dilution method2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID597274Antiproliferative activity against estrogen receptor-deficient human MCF12A cells incubated with 100 nM of estradiol and 0.07 nM of testosterone after 48 hrs by sulforhodamine B assay in presence of fetal bovine serum and NuSerum2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Biomimetic syntheses and antiproliferative activities of racemic, natural (-), and unnnatural (+) glyceollin I.
AID1081585Antifungal activity against Sclerotinia sclerotiorum KACC 41065 assessed as inhibition of radial growth at 0.6 mg/disk incubated for 4 to 6 days by disk diffusion method2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID1081590Antifungal activity against Fusarium oxysporum KACC 41083 assessed as inhibition of radial growth at 0.2 mg/disk incubated for 4 to 6 days by disk diffusion method2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID1081571Inhibition of spore germination of Fusarium oxysporum KACC 41083 at 100 to 500 ug/mL2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID1081580Antifungal activity against Sclerotinia sclerotiorum KACC 41065 measured 2 to 4 days post dose by two-fold dilution method2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID1081570Inhibition of spore germination of Botryotinia fuckeliana KACC 40573 at 100 to 500 ug/mL2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID1081574Inhibition of spore germination of Phytophthora capsici KACC 40157 at 100 ug/mL2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
AID1081589Antifungal activity against Fusarium oxysporum KACC 41083 assessed as inhibition of radial growth at 0.6 mg/disk incubated for 4 to 6 days by disk diffusion method2010Journal of agricultural and food chemistry, Sep-08, Volume: 58, Issue:17
Antifungal activity of glyceollins isolated from soybean elicited with Aspergillus sojae.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (90)

TimeframeStudies, This Drug (%)All Drugs %
pre-19906 (6.67)18.7374
1990's5 (5.56)18.2507
2000's16 (17.78)29.6817
2010's55 (61.11)24.3611
2020's8 (8.89)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 30.23

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 Index30.23 (24.57)
Research Supply Index4.54 (2.92)
Research Growth Index5.10 (4.65)
Search Engine Demand Index39.34 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (30.23)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (1.09%)5.53%
Reviews5 (5.43%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other86 (93.48%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
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).		2.1510monohydroxybenzoic acidalgal metabolite;
antifungal agent;
antiinfective agent;
EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor;
keratolytic drug;
plant hormone;
plant metabolite
lactic acid
Lactic Acid: A normal intermediate in the fermentation (oxidation, metabolism) of sugar. The concentrated form is used internally to prevent gastrointestinal fermentation. (From Stedman, 26th ed). 2-hydroxypropanoic acid : A 2-hydroxy monocarboxylic acid that is propanoic acid in which one of the alpha-hydrogens is replaced by a hydroxy group.		2.04102-hydroxy monocarboxylic acidalgal metabolite;
Daphnia magna metabolite
glycine
[no description available]		2.1510alpha-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
erythrosine
Fluoresceins: A family of spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one derivatives. These are used as dyes, as indicators for various metals, and as fluorescent labels in immunoassays.		2.1710
letrozole
[no description available]		7.5920nitrile;
triazoles		antineoplastic agent;
EC 1.14.14.14 (aromatase) inhibitor
2-(4-morpholinyl)-8-phenyl-4h-1-benzopyran-4-one
2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one: specific inhibitor of phosphatidylinositol 3-kinase; structure in first source		2.0610chromones;
morpholines;
organochlorine compound		autophagy inhibitor;
EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor;
geroprotector
5-nitro-2-(3-phenylpropylamino)benzoic acid
5-nitro-2-(3-phenylpropylamino)benzoic acid: structure given in first source; chloride channel antagonist		210nitrobenzoic acid
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.		2.1110ortho-fused polycyclic arene;
tetraphenes		carcinogenic agent
cyclopentane
Cyclopentanes: A group of alicyclic hydrocarbons with the general formula R-C5H9.. cyclopentanes : Cyclopentane and its derivatives formed by substitution.		2.0110cycloalkane;
cyclopentanes;
volatile organic compound		non-polar solvent
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.		2.051017beta-hydroxy steroid;
17beta-hydroxyandrostan-3-one;
3-oxo-5alpha-steroid		androgen;
Daphnia magna metabolite;
human metabolite;
mouse metabolite
3-hydroxyflavone
3-hydroxyflavone: structure given in first source. flavonol : A monohydroxyflavone that is the 3-hydroxy derivative of flavone.		2.7630flavonols;
monohydroxyflavone
buthionine sulfoximine
Buthionine Sulfoximine: A synthetic amino acid that depletes glutathione by irreversibly inhibiting gamma-glutamylcysteine synthetase. Inhibition of this enzyme is a critical step in glutathione biosynthesis. It has been shown to inhibit the proliferative response in human T-lymphocytes and inhibit macrophage activation. (J Biol Chem 1995;270(33):1945-7). 2-amino-4-(S-butylsulfonimidoyl)butanoic acid : A non-proteinogenic alpha-amino acid that is homocysteine in which the thiol group carries an oxo, imino and butyl groups.. S-butyl-DL-homocysteine (S,R)-sulfoximine : A sulfoximide that is the sulfoximine derivative of an analogue of DL-methionine in which the S-methyl group is replaced by S-butyl.		2.0810diastereoisomeric mixture;
homocysteines;
non-proteinogenic alpha-amino acid;
sulfoximide		EC 6.3.2.2 (glutamate--cysteine ligase) inhibitor;
ferroptosis inducer
silver nitrate
Silver Nitrate: A silver salt with powerful germicidal activity. It has been used topically to prevent OPHTHALMIA NEONATORUM.		2.1510inorganic nitrate salt;
silver salt		astringent
phenyl acetate
phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.		2.0110benzenes;
phenyl acetates
glutamic acid
Glutamic Acid: A non-essential amino acid naturally occurring in the L-form. Glutamic acid is the most common excitatory neurotransmitter in the CENTRAL NERVOUS SYSTEM.. glutamic acid : An alpha-amino acid that is glutaric acid bearing a single amino substituent at position 2.		2.1710glutamic acid;
glutamine family amino acid;
L-alpha-amino acid;
proteinogenic amino acid		Escherichia coli metabolite;
ferroptosis inducer;
micronutrient;
mouse metabolite;
neurotransmitter;
nutraceutical
deoxynivalenol
deoxynivalenol : A trichothecene mycotoxin produced by Fusarium to which wheat, barley, maize (corn) and their products are susceptible to contamination.		2.110cyclic ketone;
enone;
primary alcohol;
secondary alpha-hydroxy ketone;
trichothecene;
triol		mycotoxin
lactofen
lactofen: structure given in first source		7.0110
cuprous chloride
cuprous chloride: RN given refers to unlabeled cpd. copper(I) chloride : An inorganic chloride of copper in which the metal is in the +1 oxidation state.		2.1510copper molecular entity;
inorganic chloride		agrochemical;
molluscicide
4-[1-[4-[2-(dimethylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol
[no description available]		2.0610stilbenoid
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.		2.1510D-glucopyranoseepitope;
mouse metabolite
2',7'-dichlorofluorescein
2',7'-dichlorofluorescein: RN given refers to parent cpd		2.17102-benzofuransfluorochrome
benzo-1,2,3-thiadiazole
[no description available]		2.1510
triazoles
Triazoles: Heterocyclic compounds containing a five-membered ring with two carbon atoms and three nitrogen atoms with the molecular formula C2H3N3.. triazoles : An azole in which the five-membered heterocyclic aromatic skeleton contains three N atoms and two C atoms.		2.59201,2,3-triazole
rosiglitazone
[no description available]		2.0710aminopyridine;
thiazolidinediones		EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor;
ferroptosis inhibitor;
insulin-sensitizing drug
coronatine
coronatine: consists of a coronafacic acid joined by an amide bond to coronamic acid by coronafacate ligase; phytotoxin produced by Pseudomonas syringae; RN given refers to (3aS-(3aalpha,4(1R*,2R*),6beta,7alpha))-isomer;		2.0110N-acyl-amino acid
glucuronic acid
Glucuronic Acid: A sugar acid formed by the oxidation of the C-6 carbon of GLUCOSE. In addition to being a key intermediate metabolite of the uronic acid pathway, glucuronic acid also plays a role in the detoxification of certain drugs and toxins by conjugating with them to form GLUCURONIDES.. D-glucuronic acid : The D-enantiomer of glucuronic acid.. D-glucopyranuronic acid : A D-glucuronic acid in cyclic pyranose form.		7.110D-glucuronic acidalgal metabolite
fulvestrant
Fulvestrant: An estradiol derivative and estrogen receptor antagonist that is used for the treatment of estrogen receptor-positive, locally advanced or metastatic breast cancer.. fulvestrant : A 3-hydroxy steroid that is 17beta-estradiol in which the 7alpha hydrogen has been replaced by a nonyl group in which one of the hydrogens of the terminal methyl has been replaced by a (4,4,5,5,5-pentafluoropentyl)sulfinyl group. An estrogen receptor antagonist, it is used in the treatment of breast cancer.		2.061017beta-hydroxy steroid;
3-hydroxy steroid;
organofluorine compound;
sulfoxide		antineoplastic agent;
estrogen antagonist;
estrogen receptor antagonist
phaseollin (isoflavan)
phaseollin (isoflavan): an isoflavonoid phytoalexin synthesized in response to injury, from snap or French bean, Phaseolus vulgaris & soybean; delays growth of Candida albicans; structure in first source; do not confuse with phaseolin (single L), a plant storage protein also produced by Phaseolus vulgaris;. (-)-phaseollinisoflavan : A member of the class of hydroxyisoflavans that is (3R)-3,4-dihydro-2H,2'H-3,6'-bichromene substituted by two methyl groups at positions 2' and 2' and hydroxy groups at positions 5' and 7 respectively.		1.9710hydroxyisoflavansplant metabolite
lapatinib
[no description available]		2.4110furans;
organochlorine compound;
organofluorine compound;
quinazolines		antineoplastic agent;
tyrosine kinase inhibitor
glycogen
glycogen : A polydisperse, highly branched glucan composed of chains of D-glucopyranose residues in alpha(1->4) glycosidic linkage, joined together by alpha(1->6) glycosidic linkages. A small number of alpha(1->3) glycosidic linkages and some cumulative alpha(1->6) links also may occur. The branches in glycogen typically contain 8 to 12 glucose residues.		2.0710
mevalonic acid
Mevalonic Acid: A dihydroxy monocarboxylic acid and precursor in the biosynthetic pathway known as the mevalonate pathway, which produces terpenes and steroids that are vital for diverse cellular functions.. mevalonic acid : A racemate composed of equimolar amounts of (R)- and (S)-mevalonic acid.. (R)-mevalonic acid : The (R)-enantiomer of mevalonic acid.		1.95103,5-dihydroxy-3-methylpentanoic acid
chalcone
trans-chalcone : The trans-isomer of chalcone.		1.9810chalconeEC 3.2.1.1 (alpha-amylase) inhibitor
isoliquiritigenin
[no description available]		6.9810chalconesantineoplastic agent;
biological pigment;
EC 1.14.18.1 (tyrosinase) inhibitor;
GABA modulator;
geroprotector;
metabolite;
NMDA receptor antagonist
sesquiterpenes
[no description available]		6.39210
tamoxifen
[no description available]		2.4620stilbenoid;
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
nadp
[no description available]		1.9710
quercetin
[no description available]		2.05107-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
formononetin
[no description available]		2.05104'-methoxyisoflavones;
7-hydroxyisoflavones		phytoestrogen;
plant metabolite
12-oxophytodienoic acid
12-oxophytodienoic acid: structure given in first source; a jasmonate precursor that induces phytoalexin synthesis		2.0110carbocyclic fatty acid;
olefinic fatty acid;
oxo carboxylic acid
luteolin
[no description available]		2.21103'-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
kaempferol
[no description available]		2.05107-hydroxyflavonol;
flavonols;
tetrahydroxyflavone		antibacterial agent;
geroprotector;
human blood serum metabolite;
human urinary metabolite;
human xenobiotic metabolite;
plant metabolite
genistein
[no description available]		4.54707-hydroxyisoflavonesantineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
geroprotector;
human urinary metabolite;
phytoestrogen;
plant metabolite;
tyrosine kinase inhibitor
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.		2.0110oxo monocarboxylic acidjasmonates;
plant metabolite
coumestrol
Coumestrol: A daidzein derivative occurring naturally in forage crops which has some estrogenic activity.. coumestrol : A member of the class of coumestans that is coumestan with hydroxy substituents at positions 3 and 9.		710coumestans;
delta-lactone;
polyphenol		anti-inflammatory agent;
antioxidant;
plant metabolite
daidzein
[no description available]		2.43207-hydroxyisoflavonesantineoplastic agent;
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
phytoestrogen;
plant metabolite
octadecadienoic acid
octadecadienoic acid: location of unsaturation not specified. octadecadienoate : A long-chain, unsaturated fatty acid anion formed by deprotonation of the carboxy group of any octadecadienoic acid; major species at pH 7.3.. octadecadienoic acid : Any straight-chain, C18 polyunsaturated fatty acid having two C=C double bonds.		7.0310
aminoethoxyvinylglycine
aminoethoxyvinylglycine: RN given for (S-(E))-isomer		2.1510
verlukast
verlukast: LTD4 receptor antagonist		2.5520
6''-o-malonyldaidzin
6''-O-malonyldaidzin: structure in first source. malonyldaidzin : A glycosyloxyisoflavone that is daidzein substituted by a 6-O-(carboxyacetyl)-beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage.		2.1510glycosyloxyisoflavone;
hydroxyisoflavone;
malonate ester;
monosaccharide derivative		plant 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.		1.9710benzoxazole
scopolamine hydrobromide
[no description available]		2.1710
cytochrome c-t
Cytochromes c: Cytochromes of the c type that are found in eukaryotic MITOCHONDRIA. They serve as redox intermediates that accept electrons from MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX III and transfer them to MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX IV.		2.110
phosphatidylcholines
Phosphatidylcholines: Derivatives of PHOSPHATIDIC ACIDS in which the phosphoric acid is bound in ester linkage to a CHOLINE moiety.		1.98101,2-diacyl-sn-glycero-3-phosphocholine
methyl jasmonate
[no description available]		2.0110
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.		1.9510benzenes;
hydroxycoumarin;
methyl ketone
phytoestrogens
Phytoestrogens: Compounds derived from plants, primarily ISOFLAVONES that mimic or modulate endogenous estrogens, usually by binding to ESTROGEN RECEPTORS.		7.7930
deoxyguanosine
[no description available]		2.1110purine 2'-deoxyribonucleoside;
purines 2'-deoxy-D-ribonucleoside		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
8-hydroxy-2'-deoxyguanosine
8-Hydroxy-2'-Deoxyguanosine: Common oxidized form of deoxyguanosine in which C-8 position of guanine base has a carbonyl group.. 8-hydroxy-2'-deoxyguanosine : Guanosine substituted at the purine 8-position by a hydroxy group. It is used as a biomarker of oxidative DNA damage.		2.1110guanosinesbiomarker
ConditionIndicatedRelationship StrengthStudiesTrials
Breast Cancer
[description not available]		06.4791
Cancer of Ovary
[description not available]		02.4520
Cancer of Prostate
[description not available]		03.6730
Breast Neoplasms
Tumors or cancer of the human BREAST.		06.4791
Ovarian Neoplasms
Tumors or cancer of the OVARY. These neoplasms can be benign or malignant. They are classified according to the tissue of origin, such as the surface EPITHELIUM, the stromal endocrine cells, and the totipotent GERM CELLS.		02.4520
Prostatic Neoplasms
Tumors or cancer of the PROSTATE.		03.6730
Local Neoplasm Recurrence
[description not available]		02.4110
Colitis Gravis
[description not available]		02.1510
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		03.250
Colitis, Ulcerative
Inflammation of the COLON that is predominantly confined to the MUCOSA. Its major symptoms include DIARRHEA, rectal BLEEDING, the passage of MUCUS, and ABDOMINAL PAIN.		02.1510
Amnesia-Memory Loss
[description not available]		02.1710
Amnesia
Pathologic partial or complete loss of the ability to recall past experiences (AMNESIA, RETROGRADE) or to form new memories (AMNESIA, ANTEROGRADE). This condition may be of organic or psychologic origin. Organic forms of amnesia are usually associated with dysfunction of the DIENCEPHALON or HIPPOCAMPUS. (From Adams et al., Principles of Neurology, 6th ed, pp426-7)		02.1710
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.		02.5220
Cancer of Colon
[description not available]		02.2110
Colonic Neoplasms
Tumors or cancer of the COLON.		02.2110
B16 Melanoma
[description not available]		07.4720
Benign Neoplasms
[description not available]		02.0810
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.		02.0810
Elevated Cholesterol
[description not available]		02.0810
Hypercholesterolemia
A condition with abnormally high levels of CHOLESTEROL in the blood. It is defined as a cholesterol value exceeding the 95th percentile for the population.		02.0810
Angiogenesis, Pathologic
[description not available]		02.4920
Blood Poisoning
[description not available]		02.110
Innate Inflammatory Response
[description not available]		02.4820
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.		02.4820
Sepsis
Systemic inflammatory response syndrome with a proven or suspected infectious etiology. When sepsis is associated with organ dysfunction distant from the site of infection, it is called severe sepsis. When sepsis is accompanied by HYPOTENSION despite adequate fluid infusion, it is called SEPTIC SHOCK.		02.110
Experimental Mammary Neoplasms
[description not available]		02.1110
Flatus
[description not available]		02.0410
Flatulence
Production or presence of gas in the gastrointestinal tract which may be expelled through the anus.		02.0410
Cancer of Endometrium
[description not available]		02.9610
Endometrial Neoplasms
Tumors or cancer of ENDOMETRIUM, the mucous lining of the UTERUS. These neoplasms can be benign or malignant. Their classification and grading are based on the various cell types and the percent of undifferentiated cells.		02.9610
Chronic Illness
[description not available]		02.0610
Chronic Disease
Diseases which have one or more of the following characteristics: they are permanent, leave residual disability, are caused by nonreversible pathological alteration, require special training of the patient for rehabilitation, or may be expected to require a long period of supervision, observation, or care (Dictionary of Health Services Management, 2d ed). For epidemiological studies chronic disease often includes HEART DISEASES; STROKE; CANCER; and diabetes (DIABETES MELLITUS, TYPE 2).		02.0610
Cardiovascular Diseases
Pathological conditions involving the CARDIOVASCULAR SYSTEM including the HEART; the BLOOD VESSELS; or the PERICARDIUM.		02.0710
Alloxan Diabetes
[description not available]		02.0710
Atherogenesis
[description not available]		02.9910
Atherosclerosis
A thickening and loss of elasticity of the walls of ARTERIES that occurs with formation of ATHEROSCLEROTIC PLAQUES within the ARTERIAL INTIMA.		02.9910
Diabetes Mellitus, Adult-Onset
[description not available]		02.0710
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.		02.0710
Insulin Sensitivity
[description not available]		02.0810
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.		07.0810
Female Genital Neoplasms
[description not available]		02.0310
Genital Neoplasms, Female
Tumor or cancer of the female reproductive tract (GENITALIA, FEMALE).		02.0310
Menopause
The last menstrual period. Permanent cessation of menses (MENSTRUATION) is usually defined after 6 to 12 months of AMENORRHEA in a woman over 45 years of age. In the United States, menopause generally occurs in women between 48 and 55 years of age.		02.0310