Biochanin A
SIAL/92142 - analytical standard
Synonym: 4′-Methylgenistein; 5,7-Dihydroxy-4′-methoxyisoflavone; Genistein 4′-methyl ether; Olmelin
CAS Number: 491-80-5
Empirical Formula (Hill Notation): C16H12O5
Molecular Weight: 284.26
EC Number: 207-744-7
MDL Number: MFCD00006839
Linear Formula: C16H12O5
Product Type: Chemical
| application(s) | food and beverages |
| assay | ≥95.0% (HPLC) |
| format | neat |
| grade | analytical standard |
| InChI | 1S/C16H12O5/c1-20-11-4-2- |
| InChI key | WUADCCWRTIWANL-UHFFFAOYSA |
| mp | 210-213 °C (lit.) |
| Quality Level | 100  |
| shelf life | limited shelf life, expiry date on the label |
| SMILES string | COc1ccc(cc1)C2=COc3cc(O)c |
| Biochem/physiol Actions: | 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. |
| Biochem/physiol Actions: | 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. |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥95.0% (HPLC) |
| mp | 210-213 °C (lit.) |
| UNSPSC | 41116107 |