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CHEBI:17574 - biochanin A

Default Structure
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:
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.
phytoestrogen  Any compound produced by a plant that happens to have estrogenic activity.
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