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Merck

14385

Sigma-Aldrich

Biochanin A

≥97.0% (TLC)

Sinónimos:

4′-Methylgenistein, 5,7-Dihydroxy-4′-methoxyisoflavone, Genistein 4′-methyl ether, Olmelin

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About This Item

Fórmula empírica (notación de Hill):
C16H12O5
Número de CAS:
Peso molecular:
284.26
Beilstein:
278107
Número CE:
Número MDL:
Código UNSPSC:
12352200

Ensayo

≥97.0% (TLC)

mp

210-213 °C (lit.)
212-218 °C

solubilidad

acetone: 10 mg/mL, clear, brown

cadena SMILES

COc1ccc(cc1)C2=COc3cc(O)cc(O)c3C2=O

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

Clave InChI

WUADCCWRTIWANL-UHFFFAOYSA-N

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Acciones bioquímicas o fisiológicas

Biochanin A is an isoflavone phytoestrogen found in red clover (Trifolium pratense) that is a selective agonist at ER-β estrogen receptors, and may have chemopreventive efficacy against breast cancer. In line with its low activity at ER-α estrogen receptors, it is essentially devoid of uterotrophic activity. Biochanin A is also a ligand for the aryl hydrocarbon receptor (AhR). It reduces arterial resistance and enhances microcirculation perhaps via effects on potassium and/or calcium ion channels.
Biochanin A is an isoflavone phytoestrogen found in red clover (Trifolium pratense) that is a selective agonist at ER-β estrogen receptors, and may have chemopreventive efficacy against breast cancer. In line with its low activity at ER-α estrogen receptors, it is essentially devoid of uterotrophic activity. Biochanin A is also a ligand for the aryl hydrocarbon receptor (AhR). It reduces arterial resistance and enhances microcirculation perhaps via effects on potassium and/or calcium ion channels. Induction of sulfotransferases for xenobiotic detoxification has been proposed as a mechanism of its cancer preventive effects.

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

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Bárbara Socas-Rodríguez et al.
Journal of chromatography. A, 1496, 58-67 (2017-04-02)
In this work, a simple and fast methodology has been validated and applied for the analysis of a group of 22 estrogenic compounds including eight phytoestrogens (i.e. daidzein, enterodiol, glycitein, enterolactone, genistein, formononetin, prunetin, biochanin A), six mycotoxins (β-zearalanol, β-zearalenol

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