Biochanin A

Biochanin A
Names
	IUPAC name 5,7-Dihydroxy-4′-methoxyisoflavone
	Systematic IUPAC name 5,7-Dihydroxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one
	Other names Biochanin; 4′-Methylgenistein; olmelin; Biochanine A; Biochanin-A; Genistein 4-methyl ether
Identifiers
CAS Number	491-80-5 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17574 ;
ChEMBL	ChEMBL131921 ;
ChemSpider	4444068 ;
ECHA InfoCard	100.007.041
IUPHAR/BPS	2829;
KEGG	C00814 ;
PubChem CID	5280373;
UNII	U13J6U390T ;
CompTox Dashboard (EPA)	DTXSID1022394 ;
	InChI InChI=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 Key: WUADCCWRTIWANL-UHFFFAOYSA-N ; InChI=1/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 Key: WUADCCWRTIWANL-UHFFFAOYAM;
	SMILES O=C\1c3c(O/C=C/1c2ccc(OC)cc2)cc(O)cc3O;
Properties
Chemical formula	C16H12O5
Molar mass	284.267 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Biochanin A is an O-methylated isoflavone. It is a natural organic compound in the class of phytochemicals known as flavonoids. Biochanin A can be found in red clover in soy, in alfalfa sprouts, in peanuts, in chickpea (Cicer arietinum) and in other legumes.

Biochanin A is classified as a phytoestrogen and has putative benefits in dietary cancer prophylaxis. It has also been found to be a weak inhibitor of fatty acid amide hydrolase in vitro.

Names


IUPAC name 5,7-Dihydroxy-4′-methoxyisoflavone
Systematic IUPAC name 5,7-Dihydroxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one
Other names Biochanin 4′-Methylgenistein olmelin Biochanine A Biochanin-A Genistein 4-methyl ether
Identifiers
CAS Number	491-80-5^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17574^Y
ChEMBL	ChEMBL131921^Y
ChemSpider	4444068^Y
ECHA InfoCard	100.007.041
IUPHAR/BPS	2829
KEGG	C00814^Y
PubChem CID	5280373
UNII	U13J6U390T^Y
CompTox Dashboard (EPA)	DTXSID1022394
InChI InChI=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^Y Key: WUADCCWRTIWANL-UHFFFAOYSA-N^Y InChI=1/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 Key: WUADCCWRTIWANL-UHFFFAOYAM
SMILES O=C\1c3c(O/C=C/1c2ccc(OC)cc2)cc(O)cc3O
Properties
Chemical formula	C₁₆H₁₂O₅
Molar mass	284.267 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references