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94105-90-5 - (±)-Equol - 4',7-Isoflavandiol - J61383 - Alfa Aesar

J61383 (±)-Equol

CAS Number
94105-90-5
Synonyms
4',7-Isoflavandiol

Size Price ($) Quantity Availability
100mg 172.00
500mg 628.00
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(±)-Equol

MDL
MFCD00016662

Chemical Properties

Formula
C15H14O3
Formula Weight
242.27
Form
Crystalline powder
Melting point
172-176°
Sensitivity
Hygroscopic
Solubility
Soluble in DMSO and methanol or 100% ethanol. Insoluble in water.

Applications

(+/-)-Equol exhibits EC50 values of 200 and 74 nM for human ERα and ERβ, respectively and induces breast cancer cell proliferation in vitro at concentrations as low as 100 nM. It is a weak estrogenic agonist, and competitive inhibitor of 17β-estradiol at the estradiol receptor. It inhibits 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced neoplastic cell transformation by targeting the MEK/ERK/p90RSK/activator protein-1 signalling pathway. It functions as a DHT blocker.

Notes

Hygroscopic. Incompatible with oxidizing agents and heat.

Literature References

B.Y.Tang; N.R.Adams. Effect of equol on oestrogen receptors and on synthesis of DNA and protein in the immature rat uterus. Journal of Endocrinology. 1980, 85,(2), 291-297.

 

R.S.Muthyala; Y.H Ju; S.Sheng; L.D.Williams; D.R.Doerge; B.S.Katzenellenbogen; W.G.Helferich; J.A.Katzenellenbogen. Equol, a natural estrogenic metabolite from soy isoflavones: convenient preparation and resolution of R- and S-equols and their differing binding and biological activity through estrogen receptors alpha and beta. Bioorg Med Chem. 2004, 12,(6), 1559-1567.

Other References

Merck
14,3644
Beilstein
87752
Harmonized Tariff Code
2932.99
TSCA
No

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