This product number has been discontinued but a similar product may be available. Please select the recommended replacement product below (if a direct replacement is available) or use the links to "similar products" to see other possible replacement products.
| |
| Synonym: | 5,7-Dihydroxy-4′-methoxyisoflavone, Genistein 4′-methyl ether |
| CAS Number: | 491-80-5 |
| Linear Formula: | C16H12O5 |
| Molecular Weight: | 284.26 |
| Beilstein Registry Number: | 278107 |
| EC Number: | 207-744-7 |
| MDL number: | MFCD00006839 |
Description
| 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. |
Properties
| product line | BioChemika |
| assay | ≥97.0% (TLC) |
| mp | 210-213 °C(lit.) |
| | 212-218 °C |
| solubility | acetone: 10 mg/mL, clear, brown |
Safety
References
| reference | Escande, A., et al., Evaluation of ligand selectivity using reporter cell lines stably expressing estrogen receptor α or β. Biochem. Pharmacol. 71, 1459-1469, (2006) |
| | Wang, H.P., et al., Mechanisms underlying biochanin A-induced relaxation of the aorta differ between normotensive and hypertensive rats. Clin. Exp. Pharmacol. Physiol. 33, 802-807, (2006) |
| | Han, E.H., et al., Effect of biochanin A on the aryl hydrocarbon receptor and cytochrome P450 1A1 in MCF-7 human breast carcinoma cells. Arch. Pharm. Res. 29, 570-576, (2006) |
| | Torregrosa, G., et al., Pharmacological profile of phytoestrogens in cerebral vessels: in vitro study with rabbit basilar artery. Eur. J. Pharmacol. 482, 227-234, (2003) |
| Beilstein | Beil. 18,V,4,595 |
| | FT-IR 2 (2), 2509:A / FT-IR 1 (2), 95:D / FT-NMR 1 (2), 920:A / IR-Spectra (3), 906:B / IR-Spectra (2), 792:H / NMR-Reference 2 (2), 98:C / RegBook 1 (2), 1697:G / Sigma FT-IR 1 (2), 476:A / Structure Index 1, 270:B:1 |
