(E)-Guggulsterone CAS: 39025-24-6
MF: C21H28O2
MW: 312.45

(E)-Guggulsterone (CAS 39025-24-6)

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Alternate Names: (17E)-Pregna-4,17(20)-diene-3,16-dione
CAS Number: 39025-24-6
Molecular Weight: 312.45
Molecular Formula: C21H28O2
* 参考分析证明 大量特定数据 (包括水 含量).

Bile acids are essential for solubilization and transport of dietary lipids, are the major products of cholesterol catabolism, and are physiological ligands for farnesoid X receptor (FXR), a nuclear receptor that regulates genes involved in lipid metabolism. They are also inherently cytotoxic, as physiological imbalance contributes to increased oxidative stress. Bile acid-controlled signaling pathways are promising novel targets to treat such metabolic diseases as obesity, type II diabetes, hyperlipidemia, and atherosclerosis. Guggulsterone, derived from resin of the guggul tree, is a competitive antagonist of FXR both in vitro and in vivo. The cis stereoisomer of guggulsterone, (E)-guggulsterone, decreases chenodeoxycholic acid (CDCA)-induced FXR activation with an IC50 value of 15 µM. By inhibiting CDCA-induced transactivation of FXR, guggulsterone lowers low-density lipoprotein cholesterol and triglyceride levels in rodents fed a high cholesterol diet.


1 Makishima, M., Okamoto, A.Y., Repa, J.J., et al. Identification of a nuclear receptor for bile acids. Science 284 1362-1365 (1999). 2 Barbier, O., Torra, I.P., Sirvent, A., et al. FXR induces the UGT2B4 enzyme in hepatocytes: A potential mechanism of negative feedback control of FXR activity. Gastroenterology 124 1926-1940 (2003). 3 Tan, K.P., Yang, M., Ito, S. Activation of nuclear factor (erythroid-2 like) factor 2 by toxic bile acids provokes adaptive defense responses to enhance cell survival at the emergence of oxidative stress. Mol Pharmacol 72(5) 1380-1390 (2007). 4 Urizar, N.L., Liverman, A.B., Dodds, D.T., et al. A natural product that lowers cholesterol as an anatagonist ligand for FXR. Science 296 1703-1706 (2002). 5 Cui, J., Huang, L., Zhao, A., et al. Guggulsterone is a farnesoid X receptor antagonist in coactivator association assays but acts to enhance transcription of bile salt export pump. The Journal of Biological Chemistry 278(12) 10214-10220 (2003). 6 Wu, J., Xia, C., Meier, J., et al. The hypolipidemic natural product guggulsterone acts as an antagonist of the bile acid receptor. Mol Endocrinol 16(7) 1590-1597 (2002).

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PMID: # 34767876  Petrov, PD.|Soluyanova, P.|Sánchez-Campos, S.|Castell, JV.|Jover, R.| et al. 2021. Food Chem Toxicol. 112664.

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