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A1234012

Biochanin A , 98% , 491-80-5

Synonym(s):
4′-Methylgenistein;5,7-Dihydroxy-4′-methoxyisoflavone;Genistein 4′-methyl ether;Olmelin

CAS NO.:491-80-5

Empirical Formula: C16H12O5

Molecular Weight: 284.26

MDL number: MFCD00006839

EINECS: 207-744-7

Pack Size Price Stock Quantity
250MG RMB195.20 In Stock
1G RMB458.40 In Stock
5G RMB1410.40 In Stock
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Update time: 2022-07-08

PRODUCT Properties

Melting point: 210-213 °C(lit.)
Boiling point: 340-355 °C(Press: 0.5 Torr)
Density  1.420±0.06 g/cm3(Predicted)
storage temp.  2-8°C
solubility  acetone: 10 mg/mL, clear, brown
pka 6.50±0.20(Predicted)
form  Powder
color  Off-White to Beige
Water Solubility  Soluble in water (<1 mg/ml at 25°C), chloroform, methanol, DMSO (57 mg/ml at 25°C), and ethanol (9 mg/ml at 25°C).
λmax 263nm(EtOH)(lit.)
BRN  278107
LogP 3.341 (est)

Description and Uses

Biochanin A is a natural isoflavone with diverse biological actions, most notably as a phytoestrogen. It can affect hormone levels by inhibiting 5α-reductase and 17β-hydroxysteroid dehydrogenase or altering aromatase (CYP19A1) activity. Also known as 4’-methyl genistein, biochanin A can be metabolized in vivo to genistein , another phytoestrogen with diverse effects. Biochanin A also intersects with signaling through peroxisome proliferator-activated receptors (PPARs), as it activates PPARγ (EC50 = 19 μM) and has also been shown to activate a PPARα promoter. Moreover, it increases the expression of the PPARγ coactivator PGC-1α, 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).

It has putative benefits in dietary cancer prophylaxis. It has also been found to inhibit fatty acid amide hydrolase and to act as agonist of PPARgamma, nuclear receptor that is current pharmacological target for the treatment of diabetes type 2. It acts as an antineoplastic agent. It 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. It is a nitric oxide synthase inhibitor and apoptosis inducer

Safety

Safety Statements  22-24/25
WGK Germany  3
RTECS  DJ3002500
10
TSCA  Yes
HS Code  29329990

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