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5,7-Dihydrox -4'-methoxyisoflavone

5,7-Dihydrox -4'-methoxyisoflavone
5,7-Dihydrox -4'-methoxyisoflavone structure
CAS No.
491-80-5
Chemical Name:
5,7-Dihydrox -4'-methoxyisoflavone
Synonyms
OlMelin;BIOCHANIN;Pratensol;NSC 123538;Bilchanin A;BIOCHANIN A;Chickpea bud A;Biochanin A >Biochani,Olmelin;BIOCHANIN A (AHP)
CBNumber:
CB8474490
Molecular Formula:
C16H12O5
Formula Weight:
284.26
MOL File:
491-80-5.mol

5,7-Dihydrox -4'-methoxyisoflavone 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
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
CAS DataBase Reference
491-80-5(CAS DataBase Reference)
EWG's Food Scores
1
FDA UNII
U13J6U390T
NCI Dictionary of Cancer Terms
biochanin A
EPA Substance Registry System
4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-methoxyphenyl)- (491-80-5)
SAFETY
  • Risk and Safety Statements
Safety Statements  22-24/25
WGK Germany  3
RTECS  DJ3002500
10
TSCA  Yes
HS Code  29329990

5,7-Dihydrox -4'-methoxyisoflavone price More Price(42)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 92142 Biochanin A analytical standard 491-80-5 50mg $142 2021-12-16 Buy
Sigma-Aldrich 1071381 Biochanin A United States Pharmacopeia (USP) Reference Standard 491-80-5 20mg $320 2021-12-16 Buy
TCI Chemical B4098 Biochanin A >98.0%(HPLC)(T) 491-80-5 1g $188 2021-12-16 Buy
TCI Chemical B4098 Biochanin A >98.0%(HPLC)(T) 491-80-5 5g $632 2021-12-16 Buy
Alfa Aesar 043853 5,7-Dihydroxy-4'-methoxyisoflavone, 98% 491-80-5 5g $746 2021-12-16 Buy

5,7-Dihydrox -4'-methoxyisoflavone Chemical Properties,Uses,Production

Description

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 (Item No. 10005167), 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).

Chemical Properties

Off-White Solid

Uses

phytoestrogen

Uses

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

Uses

An isoflavone with anticancer proliferation, differentiation and chemopreventitive properties. Inhibits metabolic activation of benzo[a]pyrene

General Description

Biochanin A (BCA) is synthesized in vitro from phloroglucinol. A series of steps involving Friedel?Crafts reaction results in an intermediate product 1-(2,4,6-trihydroxyphenyl)-2-(4 methoxyphenyl) ethanone, which post cyclization leads to BCA. It is catabolized to isoflavone genistein post ingestion.

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.

5,7-Dihydrox -4'-methoxyisoflavone Preparation Products And Raw materials

Raw materials

Preparation Products


5,7-Dihydrox -4'-methoxyisoflavone Suppliers

Global( 279)Suppliers
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Henan DaKen Chemical CO.,LTD.
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NanJing Spring & Autumn Biological Engineering CO., LTD.
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View Lastest Price from 5,7-Dihydrox -4'-methoxyisoflavone manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-11-17 5,7-Dihydrox -4'-methoxyisoflavone 491-80-5
491-80-5
US $38.00 / g 1g ≥98% 1000.00 kgs NanJing Spring & Autumn Biological Engineering CO., LTD.
2021-07-13 biochanin A
491-80-5
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
2021-07-10 biochanin A
491-80-5
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd

5,7-Dihydrox -4'-methoxyisoflavone Spectrum


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