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Biochanin A

4′-Methylgenistein olmelin Biochanine A Biochanin-A Genistein 4-methyl ether

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. It has also been found to be a weak inhibitor of fatty acid amide hydrolase in vitro.

Metabolism

The enzyme biochanin-A reductase converts biochanin A to 2,3-dihydrobiochanin A using nicotinamide adenine dinucleotide phosphate (NADPH) as its cofactor.

The enzyme isoflavone-7-O-beta-glucoside 6"-O-malonyltransferase uses malonyl-CoA and biochanin A 7-O-β-D-glucoside to produce CoA and biochanin A 7-O-(6-O-malonyl-β-D-glucoside).

References

References

  1. (2008). "Red clover isoflavones biochanin A and formononetin are potent ligands of the human aryl hydrocarbon receptor". The Journal of Steroid Biochemistry and Molecular Biology.
  2. (2010). "Biochanin A, a naturally occurring inhibitor of fatty acid amide hydrolase". British Journal of Pharmacology.
  3. (1987). "Isolation of NADPH:isoflavone oxidoreductase, a new enzyme of pterocarpan biosynthesis in cell suspensions of Cicer arietinum". FEBS Lett..
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aromatase-inhibitors o-methylated-isoflavones fatty-acid-amide-hydrolase-inhibitors phytoestrogens selective-erβ-agonists 4-methoxyphenyl-compounds
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