Z-Guggulsterone

Name: Z -Guggulsterone
Brand: Tocris Bioscience
SKU: 3570

Catalog # 3570 | Tocris Bioscience a Bio-Techne Brand

Citations (2)

COA / SDS

Broad spectrum steroid receptor ligand. More active isomer of guggulsterone (Cat. No. 2013)

Key Product Details

Description:	Broad spectrum steroid receptor ligand. More active isomer of guggulsterone (Cat. No. 2013)
Chemical Name:	(Z)-Pregna-4,17(20)-diene-3,16-dione
Purity:	≥98% (HPLC)
Molecular Weight:	312.45

View Full Technical Details for Z-Guggulsterone

Technical Data
Citations (2) / Reviews

Biological Activity for Z-Guggulsterone

Z-Guggulsterone is a 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).

Compound Libraries for Z-Guggulsterone

Z-Guggulsterone is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.

Technical Data for Z-Guggulsterone

M. Wt	312.45
Formula	C₂₁H₂₈O₂
Storage	Store at RT
Purity	≥98% (HPLC)
CAS Number	39025-23-5
PubChem ID	6450278
InChi Key	WDXRGPWQVHZTQJ-OSJVMJFVSA-N
Smiles	O=C1CC[C@@]2(C)C(CC[C@]3([H])[C@@]([H])2CC[C@@]/4(C)[C@]([H])3CC(C4=C/C)=O)=C1

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

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for Z-Guggulsterone

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	6.25	20 with gentle warming
	ethanol	3.12	10 with gentle warming

Preparing Stock Solutions for Z-Guggulsterone

The following data is based on the product molecular weight 312.45.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
0.2 mM	16.00 mL	80.01 mL	160.03 mL
1 mM	3.20 mL	16.00 mL	32.01 mL
2 mM	1.60 mL	8.00 mL	16.00 mL
10 mM	0.32 mL	1.60 mL	3.20 mL

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References for Z-Guggulsterone

References are publications that support the biological activity of the product.

Xiao and Singh z-Guggulsterone, a constituent of Ayurvedic medicinal plant Commiphora mukul, inhibits angiogenesis in vitro and in vivo. Mol.Cancer Ther. 2008 PMID: 18202020
Singh Guggulsterone-induced apoptosis in human prostate cancer cells is caused by reactive oxygen intermediate-dependent activation of c-Jun NH₂-terminal kinase. Cancer Res. 2007 PMID: 17671214
Meyer Is antagonism of E/Z-guggulsterone at the farnesoid X receptor mediated by a noncanonical binding site? A molecular modeling study. J.Med.Chem. 2005 PMID: 16250653

Citations for Z-Guggulsterone (2)

Showing 1 - 2 of 2 citations Showing All

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Citations are publications that use Bio-Techne products. Selected citations for Z-Guggulsterone include:

Michael S et al. (2021) Western diet induces Paneth cell defects through microbiome alterations and farnesoid X receptor and type I interferon activation. Cell Host Microbe. 29:988-1001.e6
PMID: 34010595
Ng et al. (2016) C-terminal truncated hepatitis B virus X protein promotes hepatocellular carcinogenesis through induction of cancer and stem cell-like properties. Oncotarget. 7:24005
PMID: 27006468

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