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1071381

USP

Biochanin A

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

4′-Methylgenistein, 5,7-Dihydroxy-4′-methoxyisoflavone, Genistein 4′-methyl ether, Olmelin

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20 mg
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$368.00

About This Item

Empirical Formula (Hill Notation):
C16H12O5
CAS Number:
491-80-5
Molecular Weight:
284.26
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329749113
MDL number:
MFCD00006839
Beilstein/REAXYS Number:
278107

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grade

pharmaceutical primary standard

agency

USP

API family

biochanin

manufacturer/tradename

USP

mp

210-213 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

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

General description

Find answers to frequently asked questions on USP products in USP FAQs.
This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.
For further information and support please go to the website of the issuing Pharmacopoeia.

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.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

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grade

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analytical standard

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primary reference standard

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application(s)

pharmaceutical (small molecule)

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food and beverages

application(s)

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application(s)

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format

neat

format

neat

format

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format

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storage temp.

2-8°C

storage temp.

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storage temp.

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storage temp.

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mp

210-213 °C (lit.)

mp

210-213 °C (lit.)

mp

210-213 °C (lit.)

mp

210-213 °C (lit.)

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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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