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:
tyrosine kinase inhibitor  Any protein kinase inhibitor that interferes with the action of tyrosine kinase.
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.
human urinary metabolite  Any metabolite (endogenous or exogenous) found in human urine samples.
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.
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
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 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
Synonyms  Source
4',5,7-trihydroxyisoflavoneChEBI
4',5,7-trihydroxyisoflavoneChemIDplus
5,7,4'-TrihydroxyisoflavoneKEGG COMPOUND
5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-oneChEBI
GenisteinKEGG COMPOUND
GENISTEINPDBeChem
Brand Names  Source
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:446-72-0KEGG COMPOUND
CAS:446-72-0ChemIDplus
Citations