CHEBI:28088 - genistein

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ChEBI Name genistein
ChEBI ID CHEBI:28088
Definition A 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
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Formula C15H10O5
Net Charge 0
Average Mass 270.240
Monoisotopic Mass 270.05282
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 OC1=CC=C(C=C1)C1=COC2=C(C(O)=CC(O)=C2)C1=O
Metabolite of Species Details
Arabidopsis thaliana (NCBI:txid3702) Found in cell suspension culture (BTO:0000221). From MetaboLights See: MetaboLights Study
Brassica napus (NCBI:txid3708) Found in leaf lamina (BTO:0000719). From MetaboLights See: MetaboLights Study
Brassica napus (NCBI:txid3708) From MetaboLights See: MetaboLights Study
Vigna angularis (NCBI:txid3914) Found in seed (BTO:0001226). See: PubMed
Cordyceps sinensis (NCBI:txid72228) Found in mycelium (BTO:0001436). Ethanolic extract of dried mycelia See: PubMed
Homo sapiens (NCBI:txid9606) Found in blood plasma (BTO:0000118). See: PubMed
Homo sapiens (NCBI:txid9606) Found in urine (BTO:0001419). 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 (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.
human urinary metabolite
Any metabolite (endogenous or exogenous) found in human urine samples.
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.
geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
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 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 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)
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
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
Manual Xrefs Databases
4444448 ChemSpider
C00002526 KNApSAcK
C06563 KEGG COMPOUND
CPD-3141 MetaCyc
D11680 KEGG DRUG
DB01645 DrugBank
FDB011828 FooDB
GEN PDBeChem
Genistein Wikipedia
HMDB0003217 HMDB
LMPK12050218 LIPID MAPS
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
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Last Modified
11 October 2021