Biochanin A
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| Names | |
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| IUPAC name
5,7-dihydroxy-3-(4-methoxyphenyl)chromen-4-one
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| Other names
Biochanin
4'-Methylgenistein olmelin Biochanine A Biochanin-A Genistein 4-methyl ether 5,7-Dihydroxy-4'-methoxyisoflavone | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.007.041 |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C16H12O5 | |
| Molar mass | 284.26 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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 [1] 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.
Metabolism
The enzyme biochanin-A reductase uses dihydrobiochanin A and NADP+ to produce biochanin A, NADPH, and H+.
The enzyme isoflavone-7-O-beta-glucoside 6"-O-malonyltransferase uses malonyl-CoA and biochanin A 7-O-beta-D-glucoside to produce CoA and biochanin A 7-O-(6-O-malonyl-beta-D-glucoside).