(R)-Equol

SKU: orb1308904

Description

(R)-(+)-Equol is a potent and selective agonist for estrogen receptors ERα and ERβ, exhibiting binding affinities (Ki) of 27.4 nM and 15.4 nM, respectively. This bioactive isoflavandiol metabolite is widely used in research to investigate estrogen signaling pathways in both cellular assays and animal models of endocrinology and oncology.

Research Area

Metabolism Research

Key Properties

• CAS Number: 221054-79-1
• MW: 242.27
• Purity: 99.59% (May vary between batches)
• Formula: C₁₅H₁₄O₃
• SMILES: OC1=CC=C(C=C1)[C@@H]1COC2=C(C1)C=CC(O)=C2
• Target: Estrogen/progestogen Receptor,Estrogen Receptor/ERR
• Solubility: DMSO:100 mg/mL (412.76 mM);10% DMSO+40% PEG300+5% Tween 80+45% Saline:4 mg/mL (16.51 mM)

Bioactivity

• Target IC50:
  ERβ:15.4 nM (Ki)|ERα:27.4 nM (Ki)
• In Vivo:
  In animals, (R)-Equol significantly reduces the number of palpable tumors over time compared to controls (P=0.002). The number of palpable tumors per rat in the (R)-Equol-fed group is significantly lower than in rats treated with S-(-)equol (P=0.008). (R)-Equol-fed animals exhibit 43% fewer tumors than the control group, with this difference being highly statistically significant (P=0.004). The number of tumors per tumor-bearing animal is significantly lower in (R)-Equol-fed animals compared to controls (3.3±0.4 versus 5.5±0.5, P=0.004). At necropsy, the mean (±SEM) tumor weight per animal for (R)-Equol-fed rats (5.3±1.1 mg) is significantly reduced (P=0.04) compared to controls (9.9±1.4 mg). Feeding the (R)-Equol diet also results in significantly increased tumor latency (P=0.003) .
• In Vitro:
  (R)-Equol produced a dose-dependent inhibitory effect on the invasive ability of MDA-MB-231 cells, and this inhibitory effect was obvious at the highest test concentration (50 μM).Following 48-h exposure to (R)-Equol, invasion is reduced by 62% (p=0.009, versus untreated cells) with 50 μM (R)-Equol. Matrix metalloproteinase-2 (MMP-2) expression is significantly down-regulated following treatment with 50 μM (R)-Equol (p=0.035) .

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

progestogenReceptor, progestogen Receptor, (R)Equol, (R)-Equol, (R) Equol, (+)-Equol, Inhibitor, ERβ, ERα, Equol, Estrogen Receptor, Estrogen Receptor/ERR, EstrogenReceptor, inhibit

Compound Identifiers

PubChem CID

6950272