92142
Biochanin A
analytical standard
Synonym(s):
4′-Methylgenistein, 5,7-Dihydroxy-4′-methoxyisoflavone, Genistein 4′-methyl ether, Olmelin
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About This Item
Empirical Formula (Hill Notation):
C16H12O5
CAS Number:
Molecular Weight:
284.26
EC Number:
207-744-7
UNSPSC Code:
41116107
NACRES:
NA.24
Beilstein/REAXYS Number:
278107
MDL number:
grade
analytical standard
Quality Level
assay
≥95.0% (HPLC)
shelf life
limited shelf life, expiry date on the label
mp
210-213 °C (lit.)
application(s)
food and beverages
format
neat
SMILES string
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
InChI key
WUADCCWRTIWANL-UHFFFAOYSA-N
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.
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.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Global Trade Item Number
| SKU | GTIN |
|---|---|
| 92142-50MG | 04061834105183 |