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(S)-Equol (Synonyms: 4',7Dihydroxyisoflavan, (-)Equol, 4',7Isoflavandiol)

Katalog-Nr.GC49520

Ein Östrogenrezeptor-β-Agonist.

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(S)-Equol Chemische Struktur

Cas No.: 531-95-3

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Sample solution is provided at 25 µL, 10mM.

Description of (S)-Equol

Equol is a non-steroidal estrogen produced from the metabolism of the isoflavonoid phytoestrogen daidzen by human intestinal microflora.1,2
The estrogen receptor (ER) agonist activity of the naturally occurring (S)-enantiomer (EC50 = 85 and 65 nM for human ERα and ERβ, respectively) is similar to that of genistein but exceeds that of daidzein.2
(S)-Equol preferentially binds ERβ (Ki = 0.73 nM) and demonstrates approximately 9-fold lower affinity for ERα (Ki = 6.41 nM).1
(S)-equol is also a potent antagonist of dihydrotestosterone, which has important implications for prostate cancer and other androgen-mediated pathologies.3

References:
1.Setchell, K.D.R., Clerici, C., Lephart, E.D., et al.S-equol, a potent ligand for estrogen receptor β, is the exclusive enantiomeric form of the soy isoflavone metabolite produced by human intestinal bacterial floraAm. J. Clin. Nutr.81(5)1072-1079(2005)
2.Muthyala, R.S., Ju, Y.H., Sheng, S., et al.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 betaBioorg. Med. Chem.12(6)1559-1567(2004)
3.Lund, T.D., Munson, D.J., Haldy, M.E., et al.Equol is a novel anti-androgen that inhibits prostate growth and hormone feedbackBiology of Reproduction701188-1195(2004)

Chemical Properties of (S)-Equol

Cas No. 531-95-3 SDF
Überlieferungen 4',7Dihydroxyisoflavan, (-)Equol, 4',7Isoflavandiol
Canonical SMILES OC1=CC=C2C(OC[C@H](C3=CC=C(O)C=C3)C2)=C1
Formula C15H14O3 M.Wt 242.3
Löslichkeit DMF: 15 mg/ml,DMSO: 20 mg/ml,Ethanol: 20 mg/ml,Ethanol:PBS (pH 7.2) (1:10): 0.1 mg/ml Storage -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of (S)-Equol

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1 mg 5 mg 10 mg
1 mM 4.1271 mL 20.6356 mL 41.2712 mL
5 mM 0.8254 mL 4.1271 mL 8.2542 mL
10 mM 0.4127 mL 2.0636 mL 4.1271 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 35 reference(s) in Google Scholar.)

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