(-)-(S)-Equol

SKU: orb1300722

Description

S-Equol is a bioactive, non-steroidal estrogen derived from daidzein metabolism. It acts as a selective estrogen receptor beta (ERβ) agonist and androgen pathway modulator, making it a research tool for studying hormone-responsive cancers, bone metabolism, and menopausal symptoms in vitro and in vivo.

Research Area

Metabolism Research

Key Properties

• CAS Number: 531-95-3
• MW: 242.27
• Purity: 99.61% (May vary between batches)
• Formula: C₁₅H₁₄O₃
• SMILES: OC=1C=C2C(C[C@H](CO2)C3=CC=C(O)C=C3)=CC1
• Target: Estrogen Receptor/ERR,Estrogen/progestogen Receptor,Endogenous Metabolite
• Solubility: Ethanol:24.2 mg/mL (99.89 mM);DMSO:45 mg/mL (185.74 mM);10% DMSO+40% PEG300+5% Tween 80+45% Saline:2 mg/mL (8.26 mM)

Bioactivity

• Target IC50:
  ERRβ:0.73 nM(Ki)
• In Vitro:
  Equol is a metabolite produced from the soy phytoestrogen daidzein by the action of gut microflora. Equol has higher affinity for both ERs (estrogen receptors including ERalpha and ERbeta). Equol exists as the enantiomers R-equol and S-equol. S-equol has a high binding affinity, preferential for ERbeta with a Ki of 16 nM whereas R-equol binds more weakly and with a preference for ERalpha K with a Ki of 50 nM. Equol is superior to all other isoflavones in its antioxidant activity. Equol has antioestrogenic properties. Equol is a 100-fold more potent than daidzein in stimulating an oestrogenic response. Equol is also more effective than daidzein in competing with 3 H-oestradiol for binding to the ER. Equol stimulates the growth of MCF-7 cells in a concentration-dependent manner. Although equol exhibits oestrogenic activity, exposure of MCF-7 cells to equol simultaneously with oestradiol is effective in reducing pS2 mRNA expression. Equol results in the downregulation of ER mRNA expression.
• Cell Research:
  Each well of a 24-well plate is seeded with 1 × 105 MCF-7 cells in 1 mL of media B. Twenty-four hours after plating, equol at the indicated concentration is added. Equol is dissolved in ethanol (final concentration of ethanol in the medium is 1%). The medium is changed every 24 hours and equol is replenished with each change. Cell growth is determined on the sixth day by the sulphorhodamine colorimetric assay. After colour development, aliquots are pipetted into a 96-well microtitre plate and the absorbance is determined at 570 nm using an Elisa microplate reader.(Only for Reference)

Storage & Handling

• Storage: Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

EstrogenReceptor, Estrogen Receptor/ERR, Estrogen Receptor, Equol, Endogenous Metabolite, EndogenousMetabolite, ERβ, ERR, (−)-Equol, 4',7-Isoflavandiol, 4',7-Dihydroxyisoflavan, progestogenReceptor, progestogen Receptor

Compound Identifiers

PubChem CID

91469