(S)-Equol

Name: ( S )-Equol
Brand: Tocris Bioscience
SKU: 6158

Cat. No. 6158 Submit a Review Datasheet / COA / SDS

Discontinued Product

6158 has been discontinued.

View all Estrogen and Related Receptors products.

Description: Potent estrogen receptor β (ERβ) agonist; dihydrotestosterone antagonist

Chemical Name: (3S)-3,4-Dihydro-3-(4-hydroxyphenyl)-2H-1-benzopyran-7-ol

Purity: ≥98% (HPLC)

Datasheet

Citations

Reviews

Pathways (1)

Biological Activity Technical Data Datasheets References

Biological Activity for (S)-Equol

(S)-Equol is a potent estrogen receptor β (ERβ) agonist (EC₅₀ = 65 nM). Exhibits 13-fold selectivity for ERβ over ERα. Atheroprotective. Protects against t-BHP induced apoptosis and attenuates ER stress in HUVECs. Activates Nrf2 signaling in vitro and in vivo. Inhibits tumor growth. Also dihydrotestosterone antagonist in vivo.

Technical Data for (S)-Equol

M. Wt	242.27
Formula	C₁₅H₁₄O₃
Storage	Store at -20°C
Purity	≥98% (HPLC)
CAS Number	531-95-3
PubChem ID	91469
InChI Key	ADFCQWZHKCXPAJ-GFCCVEGCSA-N
Smiles	OC1=CC=C([C@H]2COC3=CC(O)=CC=C3C2)C=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Product Datasheets for (S)-Equol

Certificate of Analysis / Product Datasheet

Safety Datasheet

References for (S)-Equol

References are publications that support the biological activity of the product.

Yuan et al (2016) Tyrosine phosphorylation regulates ERβ ubiquitination, protein turnover, and inhibition of breast cancer. Oncotarget. 7 42585 PMID: 27323858

Zhang et al (2016) Equol attenuates atherosclerosis in apolipoprotein e-deficient mice by inhibiting endoplasmic reticulum stress via activation of Nrf2 in endothelial cells. PLoS One. 11 e0167020 PMID: 27907038

Muthyala et al (2004) 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. 12 1559 PMID: 15018930

Setchell et al (2005) S-equol, a potent ligand for estrogen receptor beta, is the exclusive enantiomeric form of the soy isoflavone metabolite produced by human intestinal bacterial flora. Am.J.Clin.Nutr. 81 1079 PMID: 15883431

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Keywords: (S)-Equol, (S)-Equol supplier, agonist, estrogen, receptor, beta, ERb, ERbeta, ERβ, Nrf2, Estrogen, and, Related, Receptors, Androgen, Receptor, 6158, Tocris Bioscience

Citations for (S)-Equol

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Pathways for (S)-Equol

Estrogen Signaling Pathway

Estrogen is a steroid hormone that is responsible for the regulation of growth, differentiation and function of the reproductive system. Estrogen signaling is often dysregulated in breast cancer and osteoporosis.