Catalog Number: 2013
Chemical Name: Pregna-4,17(20)-diene-3,16-dione
Biological Activity
Broad spectrum steroid receptor ligand; binds with high affinity to mineralocorticoid receptors (Ki = 39 nM) and lower affinity to progesterone, androgen and glucocorticoid receptors (Ki values are 201, 240 and 224 nM respectively). Functions primarily as an antagonist of these receptors, with the exception of the progesterone receptor where it displays partial agonist effects. Also exerts hypolipidemic activity, likely via antagonism of the receptor for bile acids (farnesoid X receptor; FXR).

This compound is a mixture of (Z)- and (E)-Guggulsterone in a ratio of approximately 60:40.

Technical Data
  • M.Wt:
    312.45
  • Formula:
    C21H28O2
  • Solubility:
    Soluble to 10 mM in ethanol with gentle warming
  • Purity:
    >99%
  • Storage:
    Store at RT
  • CAS No:
    95975-55-6
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis. All Tocris products are intended for laboratory research use only.
Additional Information
Other Product-Specific Information:
  • This compound is a mixture of (Z)- and (E)-Guggulsterone in a ratio of approximately 60:40
Background References
  1. Is antagonism of E/Z-guggulsterone at the farnesoid X receptor mediated by a noncanonical binding site? A molecular modeling study.
    Meyer et al.
    J.Med.Chem., 2005;48:6948
  2. The hypolipidemic natural product guggulsterone is a promiscuous steroid receptor ligand.
    Burris et al.
    Mol.Pharmacol., 2005;67:948
  3. Guggulsterone antagonizes farnesoid X receptor induction of bile salt export pump but activates pregnane X receptor to inhibit cholesterol 7α-hydroxylase gene.
    Owsley and Chiang
    Biochem.Biophys.Res.Comm., 2003;304:191
Tocris Small Molecules
Description Application Cat# Citations Images  

Z-Guggulsterone

3570  
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