 |  | | | | | (S)-Equol | Receptor Agonist | | Reference 10010173 |  |
| | | Data |  | CAS number | 531-95-3 | | Molecular Formula | C15H14O3 | | Formulation | A crystalline solid | | Purity | ≥98% | | Stability | 2 years | | Storage | -20°C | | Shipping | WET ICE | | Correlated Keywords | phytoestrogen, estrogens, daidzen, genistein, receptors, cancers, (S), equol, S-equol, -Equol, (-), equol, antagonist | | Synonyms | 4',7-Isoflavandiol, 4',7-Dihydroxyisoflavan, (-)-Equol |
| | | Description | 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 ERα and ERβ, respectively) is similar to that of genistein but exceeds that of daidzein. (S)-Equol preferentially binds ERβ (Ki = 0.73 nM) and demonstrates approximately 9-fold lower affinity for ERα (Ki = 6.41 nM). (S)-equol is also a potent antagonist of dihydrotestosterone, which has important implications for prostate cancer and other androgen-mediated pathologies. | | | Related Products | | | | Documentation | | | | | | Muthyala, R.S., Ju, Y.H., Sheng, S., et al. 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 1559-1567 (2004). | | Lund, T.D., Munson, D.J., Haldy, M.E., et al. Equol is a novel anti-androgen that inhibits prostate growth and hormone feedback. Biol Reprod 70 1188-1195 (2004). | | Heemstra, J.M., Kerrigan, S.A., Doerge, D.R., et al. Total synthesis of (S)-equol. Org Lett 8(24) 5441-5443 (2006). | | Setchell, K.D.R., Clerici, C., Lephart, E.D., et al. S-equol, a potent ligand for estrogen receptor b, is the exclusive enantiomeric form of the soy isoflavone metabolite produced by human intestinal bacterial flora. Am J Clin Nutr 81 1072-1079 (2005). |
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