Guggulsterone

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Guggulsterone

E-Guggulsterone

Z-Guggulsterone
Identifiers
CAS number 95975-55-6 YesY, (E/Z)
39025-24-6 (E)
39025-23-5 (Z)
PubChem 6439929 (E), 6450278 (Z)
ChEMBL CHEMBL410683 N
Jmol-3D images {{#if:(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): 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|Image 1

Properties
Molecular formula C21H28O2
Molar mass 312.45 g mol−1
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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.

[edit] References

  1. ^ Szapary, PO; Wolfe, ML; Bloedon, LT; Cucchiara, AJ; Dermarderosian, AH; Cirigliano, MD; Rader, DJ (2003). "Guggulipid Ineffective for Lowering Cholesterol". JAMA 290 (6): 765–772. doi:10.1001/jama.290.6.765. PMID 12915429. 
  2. ^ Sahni, S; Hepfinger, CA; Sauer, KA (2005). "Guggulipid Use in Hyperlipidemia". Am J Health-Syst Pharm 62 (16): 1690–1692. doi:10.2146/ajhp040580. PMID 16085931. 
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