(±)-Equol

Description: (±)-Equol ((R,S)-Equol) is a non-steroidal estrogen produced from the metabolism of the isoflavonoid phytoestrogen daidzen by human intestinal microflora. The estrogen receptor (ER) agonist activity of the naturally occurring (S)-enantiomer (EC50 = 85 and 65 nM for human ERalpha and ERbeta, respectively) is similar to that of genistein but exceeds that of daidzein. (±)-Equol preferentially binds ERbeta (Ki = 0.73 nM) and demonstrates approximately 9-fold lower affinity for ERalpha (Ki = 6.41 nM). (±)-Equol is also a potent antagonist of dihydrotestosterone, which has important implications for prostate cancer and other androgen-mediated pathologies. Target: Estrogen/progestogen Receptor, Estrogen Receptor/ERR, Drug Metabolite. Smiles: OC=1C=C2C(CC(CO2)C3=CC=C(O)C=C3)=CC1. References: Mahalingam S, Gao L, Gonnering M, Helferich W, et al.Toxicol Appl Pharmacol. 2016 Mar 15,295:47-55.