(R)-Equol

For research use only. Not for therapeutic Use.

  • CAT Number: R033747
  • CAS Number: 221054-79-1
  • Molecular Formula: C15H14O3
  • Molecular Weight: 242.3
  • Purity: ≥95%
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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).


CAS Number 221054-79-1
Synonyms

(+)-Equol;Isoequol

Molecular Formula C15H14O3
Purity ≥95%
Target Estrogen Receptor/ERR
Storage -20°C
InChI InChI=1S/C15H14O3/c16-13-4-1-10(2-5-13)12-7-11-3-6-14(17)8-15(11)18-9-12/h1-6,8,12,16-17H,7,9H2/t12-/m0/s1
InChIKey ADFCQWZHKCXPAJ-LBPRGKRZSA-N
SMILES OC1=CC=C2C(OC[C@@H](C3=CC=C(O)C=C3)C2)=C1
Reference

1.Setchell, K.D.R.,Clerici, C.,Lephart, E.D., et al. S-equol, a potent ligand for estrogen receptor ß, is the exclusive enantiomeric form of the soy isoflavone metabolite produced by human intestinal bacterial flora. American Journal of Clinical Nutrition

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