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CHEBI:17574 - biochanin A

ChEBI IDCHEBI:17574
ChEBI Namebiochanin A
Stars
DefinitionA member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone which is substituted by an additional hydroxy group at position 5 and a methoxy group at position 4'. A phytoestrogen, it has putative benefits in dietary cancer prophylaxis.
Secondary ChEBI IDsCHEBI:3105, CHEBI:13903, CHEBI:22876
Last Modified1 March 2018
DownloadsMolfile
FormulaC16H12O5
Net Charge0
Average Mass284.267
Monoisotopic Mass284.06847
SMILESCOc1ccc(-c2coc3cc(O)cc(O)c3c2=O)cc1
InChIInChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)12-8-21-14-7-10(17)6-13(18)15(14)16(12)19/h2-8,17-18H,1H3
InChIKeyWUADCCWRTIWANL-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
phytoestrogen  Any compound produced by a plant that happens to have estrogenic activity.
tyrosine kinase inhibitor  Any protein kinase inhibitor that interferes with the action of tyrosine kinase.
EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor  An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the action of fatty acid amide hydrolase (EC 3.5.1.99).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
biochanin A (CHEBI:17574) has role antineoplastic agent (CHEBI:35610)
biochanin A (CHEBI:17574) has role EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor (CHEBI:64033)
biochanin A (CHEBI:17574) has role phytoestrogen (CHEBI:76989)
biochanin A (CHEBI:17574) has role plant metabolite (CHEBI:76924)
biochanin A (CHEBI:17574) has role tyrosine kinase inhibitor (CHEBI:38637)
biochanin A (CHEBI:17574) is a 4'-methoxyisoflavones (CHEBI:133959)
biochanin A (CHEBI:17574) is a 7-hydroxyisoflavones (CHEBI:55465)
biochanin A (CHEBI:17574) is conjugate acid of biochanin A(1−) (CHEBI:58194)
Incoming Relation(s)
2,3-dihydrobiochanin A (CHEBI:15712) has functional parent biochanin A (CHEBI:17574)
biochanin A 7-O-(6-O-malonyl-β-D-glucoside) (CHEBI:28556) has functional parent biochanin A (CHEBI:17574)
biochanin A 7-O-β-D-glucoside (CHEBI:28751) has functional parent biochanin A (CHEBI:17574)
biochanin A(1−) (CHEBI:58194) is conjugate base of biochanin A (CHEBI:17574)
IUPAC Name 
5,7-dihydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one
Synonyms  Source
4'-methylgenisteinChemIDplus
5,7-dihydroxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-oneChemIDplus
5,7-dihydroxy-3-p-methoxyphenyl-4H-chromen-4-oneChemIDplus
5,7-dihydroxy-4'-methoxyisoflavoneChemIDplus
Biochanin AKEGG COMPOUND
olmelinChEBI
Manual XrefsDatabases
Biochanin_AWikipedia
BIOCHANIN-AMetaCyc
C00002510KNApSAcK
C00814KEGG COMPOUND
HMDB0002338HMDB
LMPK12050229LIPID MAPS
QSOPDBeChem
Registry NumbersSources
Reaxys:278107Reaxys
CAS:491-80-5KEGG COMPOUND
CAS:491-80-5ChemIDplus
Citations