Biochanin A

Biochanin A is a natural isoflavone with diverse biological actions, most notably as a phytoestrogen. It can affect hormone levels by inhibiting 5alpha-reductase and 17beta-hydroxysteroid dehydrogenase or altering aromatase (CYP19A1) activity. Also known as 4'-methyl genistein, biochanin A can be metabolized in vivo to genistein (Cay-10005167), another phytoestrogen with diverse effects. Biochanin A also intersects with signaling through peroxisome proliferator-activated receptors (PPARs), as it activates PPARgamma (EC50 = 19 µM) and has also been shown to activate a PPARalpha promoter. Moreover, it increases the expression of the PPARgamma coactivator PGC-1alpha, promoting mitochondrial biogenesis. Biochanin A also inhibits fatty acid amide hydrolase (IC50 = 2.4 µM) and acts as an agonist of the aryl hydrocarbon receptor (EC50 = 0.25 µM).Formal Name: 5,7-dihydroxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one. CAS Number: 491-80-5. Synonyms: 4'-methyl Genistein, 5,7-dihydroxy-4'-Methoxyisoflavone, NSC 123538. Molecular Formula: C16H12O5. Formula Weight: 284.3. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, DMSO:PBS (pH 7.2)(1:9): 0.1 mg/ml, Ethanol: 1 mg/ml. lambdamax: 262 nm. SMILES: O=C1C2=C(O)C=C(O)C=C2OC=C1C3=CC=C(OC)C=C3. InChi Code: 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. InChi Key: WUADCCWRTIWANL-UHFFFAOYSA-N.