(+/-)-Equol

94105-90-5

C15H14O3

DMSO : >= 100 mg/mL (412.76 mM)

Others; Metabolic Enzyme/Protease

(+/-)-Equol is the racemate of equol. Equol is a metabolite of the soy isoflavones, daidzin and daidzein. In Vitro: Equol is first isolated and identified from pregnant-mares' urine and later found in the urine of the goat, cow, hen and sheep^[1]. Equol, unlike the soy isoflavones daidzein or genistein, has a chiral center and therefore can occur as 2 distinct diastereoisomers. S-equol is the exclusive product of human intestinal bacterial synthesis from soy isoflavones and both enantiomers are bioavailable. S-equol has a high affinity for estrogen receptor beta (K_i=0.73 nM), whereas R-equol is relatively inactive^[2]. Equol could promote the proliferation and differentiation of rat osteoblasts through activating the ER-PKCalpha-related signaling pathway. The alkaline phosphatase activity also increases significantly in all of the equol and 17beta-estradiol (E2 ) groups. Equol also significantly elevates the osteocalcin levels^[3]. In Vivo: Equol is a modest natriuretic and vasorelaxant agent in the rat. Orally administered equol is about 8-fold less potent than orally administered furosemide. In isolated aortic rings precontracted by administration of phenylephrine, administration of equol relaxes the contracted aorta (concentration for half-maximal activity 58.9+/-16 uM)^[4]. Equol possesses anticancer activity that suppresses tumor formation via apoptosis induction in rats with DMBA-induced mammary gland tumors. In addition, equol shows a hepatic protective effect by acting as an antioxidant and by reducing apoptosis^[5].