Guggulsterone

Guggulsterone

E-Guggulsterone
Z-Guggulsterone
Names
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
CAS Registry Number	95975-55-6 (E/Z) Y 39025-24-6 (E) N 39025-23-5 (Z) N
ChEMBL	ChEMBL410683 N
Jmol-3D images	Image (E) Image (Z)
PubChem	6439929 (E) 6450278 (Z)
SMILES O=C1C[C@@]2([H])[C@]3([H])CCC4=CC(CC[C@]4(C)[C@@]3([H])CC[C@]2(C)/C1=C\C)=O (E) O=C1C[C@@]2([H])[C@]3([H])CCC4=CC(CC[C@]4(C)[C@@]3([H])CC[C@]2(C)/C1=C/C)=O (Z)
Properties
Molecular formula	C21H28O2
Molar mass	312.45 g·mol−1
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
N verify (what is: Y/N?)
Infobox references

Guggulsterone is a plant steroid 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.

References