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Z-Guggulsterone

Cat. No. 3570

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Chemical Name: (Z)-Pregna-4,17(20)-diene-3,16-dione

Biological Activity

Broad spectrum steroid receptor ligand; mineralocorticoid, progesterone and glucocorticoid receptor antagonist (K_i values are 37, 224 and 252 nM respectively) and weak androgen receptor agonist (K_i = 315 nM). Induces apoptosis in prostate cancer cells and inhibits angiogenesis via suppression of the VEGF-VEGFR2-Akt signaling pathway. Exhibits antilipidemic activity via antagonism of the farnesoid X receptor (FXR) and displays antiseptic, antirheumatic and anti-inflammatory activity in vivo. More active isomer of guggulsterone (Cat. No. 2013).

Technical Data

M.Wt:

312.45

Formula:

C₂₁H₂₈O₂

Solubility:

Soluble to 25 mM in DMSO and to 10 mM in ethanol with gentle warming

Purity:

>98 %

Storage:

Store at RT

CAS No:

39025-23-5

The technical data provided above is for guidance only.
For batch specific data refer to the Certificate of Analysis.

Resources

Certificate of Analysis / Safety Data Sheet

Certificate of Analysis: View current batch

Safety Data Sheet: View Safety Data Sheet

References

Meyer et al (2005) Is antagonism of E/Z-guggulsterone at the farnesoid X receptor mediated by a noncanonical binding site? A molecular modeling study. J.Med.Chem. 48 6955.

Singh et al (2007) Guggulsterone-induced apoptosis in human prostate cancer cells is caused by reactive oxygen intermediate-dependent activation of c-Jun NH₂-terminal kinase. Cancer Res. 67 7439. PMID: 17671214.

Xiao and Singh (2008) z-Guggulsterone, a constituent of Ayurvedic medicinal plant Commiphora mukul, inhibits angiogenesis in vitro and in vivo. Mol.Cancer Ther. 7 171. PMID: 18202020.

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