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Chemical compound From Wikipedia, the free encyclopedia
Guggulsterone is a phytosteroid found in the resin of the guggul plant, Commiphora mukul. Guggulsterone can exist as either of two stereoisomers, E-guggulsterone and Z-guggulsterone. In humans, it acts as an antagonist of the farnesoid X receptor, which was once believed to result in decreased cholesterol synthesis in the liver. Several studies have been published that indicate no overall reduction in total cholesterol occurs using various dosages of guggulsterone, and levels of low-density lipoprotein ("bad cholesterol") increased in many people.[1][2] Nevertheless, guggulsterone is an ingredient in many nutritional supplements. Guggulsterone was also found to have interactions with the viral ADP ribose phosphatase enzyme of SARS-CoV-2 and has been proposed as a potential candidate for the development of therapeutics for the treatment of COVID-19.[3]
E-Guggulsterone | |
Z-Guggulsterone | |
Names | |
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IUPAC name
(8R,9S,10R,13S,14S)-17-Ethylidene-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15-decahydrocyclopenta[a]phenanthrene-3,16-dione | |
Other names
Pregna-4,17-diene-3,16-dione | |
Identifiers | |
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3D model (JSmol) |
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ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.118.937 |
PubChem CID |
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UNII |
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CompTox Dashboard (EPA) |
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Properties | |
C21H28O2 | |
Molar mass | 312.453 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Guggulsterone is a broad-spectrum ligand of steroid hormone receptors, and is known to possess the following activities:[4][5][6][7]
Guggulsterone has been found in animal research to be orally active; it has an absolute bioavailability of 42.9% after oral administration in rats, with a half-life of around 10 hours in this species, indicating a good pharmacokinetic profile.[8]
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