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CHEBI:28088 - genistein

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ChEBI Name genistein
ChEBI ID CHEBI:28088
Definition 7-Hydroxyisoflavone with additional hydroxy groups at positions 5 and 4'. It is a phytoestrogenic isoflavone with antioxidant properties.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42763, CHEBI:5302, CHEBI:24204
Supplier Information
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Formula C15H10O5
Net Charge 0
Average Mass 270.23690
Monoisotopic Mass 270.053
InChI InChI=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
InChIKey TZBJGXHYKVUXJN-UHFFFAOYSA-N
SMILES Oc1ccc(cc1)-c1coc2cc(O)cc(O)c2c1=O
Metabolite of Species Details
Cordyceps sinensis (NCBI:72228) Found in mycelium (BTO:0001436). Ethanolic extract of dried mycelia See: PubMed
Roles Classification
Biological Role(s): tyrosine kinase inhibitor
Any protein kinase inhibitor that interferes with the action of tyrosine kinase.
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor
A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (topoisomerase II), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.
phytoestrogen
Any compound produced by a plant that happens to have estrogenic activity.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing genistein (CHEBI:28088) has role antineoplastic agent (CHEBI:35610)
genistein (CHEBI:28088) has role EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor (CHEBI:50750)
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 2'-hydroxygenistein (CHEBI:70031) has functional parent genistein (CHEBI:28088)
2-hydroxy-2,3-dihydrogenistein (CHEBI:31080) 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)
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
Synonyms Sources
4',5,7-trihydroxyisoflavone ChEBI
4',5,7-trihydroxyisoflavone ChemIDplus
5,7,4'-Trihydroxyisoflavone KEGG COMPOUND
5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one ChEBI
Genistein KEGG COMPOUND
GENISTEIN PDBeChem
Brand Names Sources
Prunetol DrugBank
Sophoricol DrugBank
Database Links Databases
C00002526 KNApSAcK
C06563 KEGG COMPOUND
CPD-3141 MetaCyc
DB01645 DrugBank
GEN PDBeChem
Genistein Wikipedia
LSM-5549 LINCS
View more database links
Registry Numbers Types Sources
263823 Beilstein Registry Number Beilstein
263823 Reaxys Registry Number Reaxys
446-72-0 CAS Registry Number KEGG COMPOUND
446-72-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10741415 PubMed citation Europe PMC
11564287 PubMed citation Europe PMC
18413741 PubMed citation Europe PMC
18490856 PubMed citation Europe PMC
18815740 PubMed citation Europe PMC
19107852 PubMed citation Europe PMC
19402570 PubMed citation Europe PMC
22303062 PubMed citation Europe PMC
24297371 PubMed citation Europe PMC
24379139 PubMed citation Europe PMC
Last Modified
25 February 2016