 |  | | | | | (R)-Equol | Receptor Agonist | | Reference 10010172 |  |
| | | Data |  | CAS number | 221054-79-1 | | Molecular Formula | C15H14O3 | | Formulation | A crystalline solid | | Purity | ≥98% | | Stability | 2 years | | Storage | -20°C | | Shipping | WET ICE | | Correlated Keywords | phytoestrogens, estrogens, daidzen, genistein, receptors, cancers, R-Equol, +equol, +, equol, agonist, activity, R, equol, (R), equol | | Synonyms | Isoequol, (+)-Equol |
| | | Description | Equol is a non-steroidal estrogen produced from the metabolism of the isoflavonoid phytoestrogen daidzein by human intestinal microflora. It is a chiral molecule that exists in two enantiomeric forms. In contrast to the estrogen receptor (ER) selectivity of (S)-equol , (R)-equol is a weaker ER agonist that binds to ERα and ERβ with Ki values of 27.4 and 15.4 nM, respectively. The (R)-enantiomer demonstrates higher ER agonist activity at ERα compared to ERβ (EC50 = 66 and 330 nM, respectively). | | | 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). | | 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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