An ERα agonist and active metabolite of daidzein
Related Products
Enantiomer(s)
10010173(S)-Equol
Isomer(s)
13184(±)-Equol
Parent Compound(s)
10005166Daidzein
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(R)-Equol

Item No. 10010172

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,4-dihydro-3R-(4-hydroxyphenyl)-2H-1-benzopyran-7-ol
CAS Number
221054-79-1
Synonyms
  • (+)-Equol
  • Isoequol
Molecular Formula
C15H14O3
Formula Weight
242.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/mlEthanol:PBS (pH 7.2) (1:10): 0.1 mg/ml
λmax
225, 282 nm
SMILES
OC1=CC=C2C(OC[C@@H](C3=CC=C(O)C=C3)C2)=C1
InChi Code
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
InChi Key
ADFCQWZHKCXPAJ-LBPRGKRZSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

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    25 mg

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    Product Description

    (R)-Equol is an agonist of estrogen receptor α (ERα) and active metabolite of the polyketide isoflavone daidzein (Item No. 10005166).1,2 It is formed from daidzein by gut microbiota.1 (R)-Equol selectively induces ERα-mediated gene transcription over ERβ-mediated transcription in HEC-1 cells expressing the human receptors in a reporter assay (EC50s = 66 and 330 nM, respectively).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Setchell, K.D.R., Clerici, C., Lephart, E.D., et al. S-equol, a potent ligand for estrogen receptor β, is the exclusive enantiomeric form of the soy isoflavone metabolite produced by human intestinal bacterial flora. Am. J. Clin. Nutr. 81(5), 1072-1079 (2005).

    2. 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(6), 1559-1567 (2004).