Z-Guggulsterone

Cat. No. 3570

Z-Guggulsterone C21H28O2 [39025-23-5]

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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 (Ki values are 37, 224 and 252 nM respectively) and weak androgen receptor agonist (Ki = 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 20 mM in DMSO with gentle warming 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.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Product Datasheet / Safety Data Sheet

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.

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.

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.

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Keywords: Z-Guggulsterone, supplier, Broad, spectrum, steroid, receptor, ligands, Nuclear, Receptors, progesterone, mineralocorticoid, glucocorticoid, Tocris Bioscience, Other Nuclear Receptor products

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