CHEBI:28088 - genistein

ChEBI IDCHEBI:28088
ChEBI Namegenistein
Stars
DefinitionA 7-hydroxyisoflavone with additional hydroxy groups at positions 5 and 4'. It is a phytoestrogenic isoflavone with antioxidant properties.
Secondary ChEBI IDsCHEBI:5302, CHEBI:24204, CHEBI:42763
Last Modified11 October 2021
DownloadsMolfile
FormulaC15H10O5
Net Charge0
Average Mass270.240
Monoisotopic Mass270.05282
SMILESO=c1c(-c2ccc(O)cc2)coc2cc(O)cc(O)c12
InChIInChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H
InChIKeyTZBJGXHYKVUXJN-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Arabidopsis thaliana (ncbitaxon:3702) cell suspension culture (BTO:0000221) MetaboLights (MTBLS311) From MetaboLights
Brassica napus (ncbitaxon:3708)
leaf lamina (BTO:0000719) MetaboLights (MTBLS309) From MetaboLights
- MetaboLights (MTBLS312) From MetaboLights
Cordyceps sinensis (ncbitaxon:72228) mycelium (BTO:0001436) PubMed (21848266) Ethanolic extract of dried mycelia
Homo sapiens (ncbitaxon:9606)
blood plasma (BTO:0000118) PubMed (17449595)
urine (BTO:0001419) PubMed (24023812)
Vigna angularis (ncbitaxon:3914) seed (BTO:0001226) PubMed (25593647)
Roles Classification
Biological Roles:
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor  A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (also known as topoisomerase II and as DNA gyrase), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
phytoestrogen  Any compound produced by a plant that happens to have estrogenic activity.
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
tyrosine kinase inhibitor  Any protein kinase inhibitor that interferes with the action of tyrosine kinase.
human urinary metabolite  Any metabolite (endogenous or exogenous) found in human urine samples.
antiviral agent  A substance that destroys or inhibits replication of viruses.
Applications:
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
bone density conservation agent  An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
antifibrotic agent  Any agent which acts to reduce fibrosis.
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
genistein (CHEBI:28088) has role anticoronaviral agent (CHEBI:149553)
genistein (CHEBI:28088) has role antifibrotic agent (CHEBI:233423)
genistein (CHEBI:28088) has role antineoplastic agent (CHEBI:35610)
genistein (CHEBI:28088) has role antiviral agent (CHEBI:22587)
genistein (CHEBI:28088) has role bone density conservation agent (CHEBI:50646)
genistein (CHEBI:28088) has role cardiovascular drug (CHEBI:35554)
genistein (CHEBI:28088) has role EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor (CHEBI:50750)
genistein (CHEBI:28088) has role geroprotector (CHEBI:176497)
genistein (CHEBI:28088) has role human urinary metabolite (CHEBI:84087)
genistein (CHEBI:28088) has role phytoestrogen (CHEBI:76989)
genistein (CHEBI:28088) has role plant metabolite (CHEBI:76924)
genistein (CHEBI:28088) has role tyrosine kinase inhibitor (CHEBI:38637)
genistein (CHEBI:28088) is a 7-hydroxyisoflavones (CHEBI:55465)
genistein (CHEBI:28088) is conjugate acid of genistein(1−) (CHEBI:74224)
Incoming Relation(s)
2-hydroxy-2,3-dihydrogenistein (CHEBI:31080) has functional parent genistein (CHEBI:28088)
2'-hydroxygenistein (CHEBI:70031) has functional parent genistein (CHEBI:28088)
5,7,4'-trihydroxy-6,8-diprenylisoflavone (CHEBI:66263) has functional parent genistein (CHEBI:28088)
genistein 4',7-disulfate (CHEBI:55454) has functional parent genistein (CHEBI:28088)
genistein 7-O-β-D-glucoside (CHEBI:27514) has functional parent genistein (CHEBI:28088)
genistein 8-C-glucoside (CHEBI:5304) has functional parent genistein (CHEBI:28088)
genistein sulfate (CHEBI:233021) has functional parent genistein (CHEBI:28088)
genistin 7-O-gentiobioside (CHEBI:145776) has functional parent genistein (CHEBI:28088)
prunetin (CHEBI:8600) has functional parent genistein (CHEBI:28088)
talosin A (CHEBI:66186) has functional parent genistein (CHEBI:28088)
talosin B (CHEBI:66187) has functional parent genistein (CHEBI:28088)
genistein(1−) (CHEBI:74224) is conjugate base of genistein (CHEBI:28088)
IUPAC Name 
5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one
INNs  Source
genisteinaWHO MedNet
genisteineWHO MedNet
Synonyms  Source
4',5,7-trihydroxyisoflavoneChemIDplus
4',5,7-trihydroxyisoflavoneChEBI
5,7,4'-TrihydroxyisoflavoneKEGG COMPOUND
5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-oneChEBI
.alpha.-isosparteinChEMBL
(-)-.alpha.-isosparteineChEMBL
Brand Names  Source
BonisteinChEMBL
PrunetolDrugBank
SophoricolDrugBank
Manual XrefsDatabases
4444448ChemSpider
C00002526KNApSAcK
C06563KEGG COMPOUND
CPD-3141MetaCyc
D11680KEGG DRUG
DB01645DrugBank
FDB011828FooDB
GENPDBeChem
GenisteinWikipedia
HMDB0003217HMDB
LMPK12050218LIPID MAPS
LSM-5549LINCS
Registry NumbersSources
Reaxys:263823Reaxys
CAS:446-72-0ChemIDplus
CAS:446-72-0KEGG COMPOUND
Citations