Guggulsterone

Pricing Availability Delivery Time Qty
Cat.No. 2013 - Guggulsterone | C21H28O2 | CAS No. 95975-55-6
Description: Broad spectrum steroid receptor ligand. Antagonizes FXR and displays hypolipidemic activity
Chemical Name: Pregna-4,17(20)-diene-3,16-dione
Purity: ≥99% (HPLC)
Datasheet
Citations
Literature

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).

Technical Data

M. Wt 312.45
Formula C21H28O2
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 95975-55-6
PubChem ID 146898
InChI Key WDXRGPWQVHZTQJ-NRJJLHBYSA-N
Smiles [H][C@@]12CC(=O)C(=CC)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

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.

Solubility Data

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

Preparing Stock Solutions

The following data is based on the product molecular weight 312.45. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.2 mL 16 mL 32.01 mL
5 mM 0.64 mL 3.2 mL 6.4 mL
10 mM 0.32 mL 1.6 mL 3.2 mL
50 mM 0.06 mL 0.32 mL 0.64 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Burris et al (2005) The hypolipidemic natural product guggulsterone is a promiscuous steroid receptor ligand. Mol.Pharmacol. 67 948 PMID: 15602004

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 6948 PMID: 16250653

Owsley and Chiang (2003) Guggulsterone antagonizes farnesoid X receptor induction of bile salt export pump but activates pregnane X receptor to inhibit cholesterol 7α-hydroxylase gene. Biochem.Biophys.Res.Comm. 304 191 PMID:


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Keywords: Guggulsterone, supplier, Broad, spectrum, steroid, receptors, ligands, Antagonizes, antagonists, FXR, hypolipidaemic, Other, Nuclear, Receptors, Other, Nuclear, Receptors, Tocris Bioscience

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