Z-Guggulsterone CAS: 39025-23-5
MF: C21H28O2
MW: 312.45

Z-Guggulsterone (CAS 39025-23-5)

Z-Guggulsterone | CAS 39025-23-5 is rated 5.0 out of 5 by 1.
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Alternate Names: Z-Guggulsterone is also known as pregna-4,17Z(20)-diene-3,16-dione.
Application: Z-Guggulsterone is a selective antagonist of farnesoid X receptor and inhibitor of FXR transactivation.
CAS Number: 39025-23-5
Molecular Weight: 312.45
Molecular Formula: C21H28O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).

Z-Guggulsterone is a synthetic form of the guggul tree plant steroid. Z-Guggulsterone exhibits an ability to lower LDL cholesterol and triglyceride levels. Z-Guggulsterone also acts as a selective antagonist of farnesoid X receptor (FXR). In the presence of 100 μM chenodeoxycholic acid (IC50 = 10 μM), Z-Guggulsterone inhibits FXR transactivation. Z-Guggulsterone does not activate or inhibit transactivation of liver X receptor α (LXRα), peroxisome proliferator activated receptor γ (PPARγ), or retinoid X receptor α (RXRα).


References

1. 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.
2. 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.
3. 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.

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in DMSO (5 mg/ml), ethanol (~1 mg/ml), DMF (~10 mg/ml), and 1:4 DMF:PBS(pH 7.2) (~0.2 mg/ml).
Storage :
Store at 4° C
Melting Point :
163.35° C (Predicted)
Boiling Point :
~463.3° C at 760 mmHg (Predicted)
Density :
~1.1 g/cm3 (Predicted)
Refractive Index :
n20D 1.56 (Predicted)
IC50 :
FXR transactivation : IC50 = 10 µM; Pregnane X receptor: IC50 = 2.4 nM (human); Androgen Receptor: IC50 = 0.66 µM (human); Mineralocorticoid receptor: IC50 = 1.88 µM (human); Progesterone receptor: IC50 = 740 nM (human); Glucocorticoid receptor: IC50 = 6.06 µM (human)
Ki Data :
Mineralocorticoid receptor: Ki= 37 nM (human); Progesterone receptor: Ki= 224 nM (human); Glucocorticoid receptor: Ki= 252 nM (human); Androgen Receptor: Ki= 315 nM (human)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
6450278
Merck Index :
14: 4573
MDL Number :
MFCD01310757
SMILES :

Download SDS (MSDS)

Certificate of Analysis

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Z-Guggulsterone (CAS 39025-23-5)  Product Citations

See how others have used Z-Guggulsterone (CAS 39025-23-5). Click on the entry to view the PubMed entry .

Citations 1 to 10 of 16 total

PMID: # 30168601  Liu, T. et al. 2018. J. Neurochem.

PMID: # 27677871  Chen, Z. et al. 2016. Neurochem. Res. 41: 3322-3332.

PMID: # 27924062  Gong, Z. et al. 2016. Oncotarget. 7: 83951-83963.

PMID: # 27939985  Xu, W. et al. 2016. Toxicol. Appl. Pharmacol. 315: 23-34.

PMID: # 26879835  Huang, C. et al. 2016. Neurosci. Lett. 619: 34-42.

PMID: # 27340672  Wang, J. et al. 2016. Biomed Res Int. 2016: 9283204.

PMID: # 28066584  Chen, B. et al. 2016. J Thorac Dis. 8: 3063-3074.

PMID: # 27965665  Zhao, S. et al. 2016. Front Immunol. 7: 536.

PMID: # 27185272  Chen, B. et al. 2016. Respirology.

PMID: # 26305715  Lu, C. et al. 2015. IUBMB Life. 67: 645-58.

Citations 1 to 10 of 16 total
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Rated 5 out of 5 by from Akhade Akhade, MS. et al. (PubMed 24302803) developed a reversed-phase high-performance liquid chromatography method for the simultaneous estimation of picroside I, plumbagin, and Z-Guggulsterone in a polyherbal formulation containing Picrorhiza kurroa, Plumbago zeylanica, and Commiphora wightii extracts. -SCBT Publication Review
Date published: 2015-06-02
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