Date published: 2025-10-16

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(R)-Equol (CAS 221054-79-1)

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Alternate Names:
(+)-Equol; Isoequol
Application:
(R)-Equol is a non-steroidal estrogen produced from the metabolism of daidzein
CAS Number:
221054-79-1
Molecular Weight:
242.27
Molecular Formula:
C15H14O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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(R)-Equol is a biologically active compound that belongs to a class of nonsteroidal compounds known as isoflavandiol, which is derived from the metabolism of soy isoflavonoids. Specifically, (R)-Equol is a stereoisomer of equol, a molecule produced by the bacterial flora in the gut during the digestion of soy products containing daidzein, an isoflavone. The (R)-Equol isomer is of particular interest due to its strong affinity for binding to estrogen receptors, particularly the beta type. This binding capability suggests its potential involvement in the modulation of estrogenic activity, which can influence various biological processes. Unlike its stereoisomer (S)-Equol, which is more commonly studied for its higher estrogenic activity, (R)-Equol is less potent but still significant due to its unique interaction with estrogen receptors. In scientific research, (R)-Equol is examined for its potential effects on hormonal balance and its role in preventing diseases related to estrogen levels. Additionally, the study of (R)-Equol helps in understanding the complex interactions within the human microbiome and its ability to metabolize dietary components into bioactive metabolites. This compound′s metabolic and binding activities make it a subject of interest in nutritional science and pharmacological studies, focusing on its potential research applications.


(R)-Equol (CAS 221054-79-1) References

  1. S-equol, a potent ligand for estrogen receptor beta, is the exclusive enantiomeric form of the soy isoflavone metabolite produced by human intestinal bacterial flora.  |  Setchell, KD., et al. 2005. Am J Clin Nutr. 81: 1072-9. PMID: 15883431
  2. The pharmacokinetic behavior of the soy isoflavone metabolite S-(-)equol and its diastereoisomer R-(+)equol in healthy adults determined by using stable-isotope-labeled tracers.  |  Setchell, KD., et al. 2009. Am J Clin Nutr. 90: 1029-37. PMID: 19710188
  3. Equol: pharmacokinetics and biological actions.  |  Setchell, KD. and Clerici, C. 2010. J Nutr. 140: 1363S-8S. PMID: 20519411
  4. Development of bioluminescent enzyme immunoassay for s-equol using firefly luciferase and its application to the assessment of equol-producer status.  |  Minekawa, T., et al. 2011. Chem Pharm Bull (Tokyo). 59: 84-7. PMID: 21212552
  5. Comparative effects of R- and S-equol and implication of transactivation functions (AF-1 and AF-2) in estrogen receptor-induced transcriptional activity.  |  Shinkaruk, S., et al. 2010. Nutrients. 2: 340-54. PMID: 22254026
  6. Daidzein, R-(+)equol and S-(-)equol inhibit the invasion of MDA-MB-231 breast cancer cells potentially via the down-regulation of matrix metalloproteinase-2.  |  Magee, PJ., et al. 2014. Eur J Nutr. 53: 345-50. PMID: 23568763
  7. Protective effects of equol and their polyphenolic isomers against dermal aging: microarray/protein evidence with clinical implications and unique delivery into human skin.  |  Lephart, ED. 2013. Pharm Biol. 51: 1393-400. PMID: 23862588
  8. S-equol enantioselectively activates cAMP-protein kinase A signaling and reduces alloxan-induced cell death in INS-1 pancreatic β-cells.  |  Horiuchi, H., et al. 2014. J Nutr Sci Vitaminol (Tokyo). 60: 291-6. PMID: 25297619
  9. S-equol, a Secondary Metabolite of Natural Anticancer Isoflavone Daidzein, Inhibits Prostate Cancer Growth In Vitro and In Vivo, Though Activating the Akt/FOXO3a Pathway.  |  Lu, Z., et al. 2016. Curr Cancer Drug Targets. 16: 455-65. PMID: 26638886
  10. Resveratrol, 4' Acetoxy Resveratrol, R-equol, Racemic Equol or S-equol as Cosmeceuticals to Improve Dermal Health.  |  Lephart, ED. 2017. Int J Mol Sci. 18: PMID: 28587197
  11. Nongenomic effects of estradiol vs. the birth control estrogen ethinyl estradiol on signaling and cell proliferation in pituitary tumor cells, and differences in the ability of R-equol to neutralize or enhance these effects.  |  Saraf, MK., et al. 2021. Steroids. 168: 108411. PMID: 31132367
  12. A Systematic Review of the Effects of Equol (Soy Metabolite) on Breast Cancer.  |  Hod, R., et al. 2021. Molecules. 26: PMID: 33669783
  13. (S)-Equol Is More Effective than (R)-Equol in Inhibiting Osteoclast Formation and Enhancing Osteoclast Apoptosis, and Reduces Estrogen Deficiency-Induced Bone Loss in Mice.  |  Tanaka, M., et al. 2022. J Nutr. 152: 1831-1842. PMID: 35675296

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(R)-Equol, 1 mg

sc-222235
1 mg
$27.00

(R)-Equol, 5 mg

sc-222235A
5 mg
$120.00