ChemSpider 2D Image | Guggulsterone | C21H28O2

Guggulsterone

  • Molecular FormulaC21H28O2
  • Average mass312.446 Da
  • Monoisotopic mass312.208923 Da
  • ChemSpider ID21475090

  • defined stereocentres - 5 of 5 defined stereocentres

More details:

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

(17Z)-Pregna-4,17-dien-3,16-dion [German] [ACD/IUPAC Name]
(17Z)-Pregna-4,17-diene-3,16-dione [ACD/IUPAC Name]
(17Z)-Prégna-4,17-diène-3,16-dione [French] [ACD/IUPAC Name]
(3aS,3bR,9aR,9bS,11aS)-1-ethylidene-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthrene-2,7-dione
(3aS,3bR,9aR,9bS,11aS)-1-ethylidene-9a,11a-dimethyl-3H,3aH,3bH,4H,5H,8H,9H,9bH,10H,11H-cyclopenta[a]phenanthrene-2,7-dione
Guggulsterone [Wiki]
Pregna-4,17-diene-3,16-dione, (17Z)- [ACD/Index Name]
[95975-55-6] [RN]
39025-23-5 [RN]
39025-24-6 [RN]
More...
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Bio Activity:

      Broad spectrum steroid receptor ligand. Antagonizes FXR and displays hypolipidemic activity Tocris Bioscience 2013
      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 20 1, 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 hypolip idemic activity, likely via antagonism of the receptor for bile acids (farnesoid X receptor; FXR). Tocris Bioscience 2013
      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). Tocris Bioscience 2013
      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). This compound is a mixture of (Z)- and (E)-Guggulsterone in a ratio of approximately 60:40. Tocris Bioscience 2013
      Nuclear Receptors Tocris Bioscience 2013
      Other Nuclear Receptors Tocris Bioscience 2013

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.1±0.1 g/cm3
Boiling Point: 463.3±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.1 mmHg at 25°C
Enthalpy of Vaporization: 72.4±3.0 kJ/mol
Flash Point: 172.3±25.7 °C
Index of Refraction: 1.557
Molar Refractivity: 90.7±0.4 cm3
#H bond acceptors: 2
#H bond donors: 0
#Freely Rotating Bonds: 0
#Rule of 5 Violations: 0
ACD/LogP: 3.65
ACD/LogD (pH 5.5): 3.82
ACD/BCF (pH 5.5): 469.70
ACD/KOC (pH 5.5): 2845.07
ACD/LogD (pH 7.4): 3.82
ACD/BCF (pH 7.4): 469.70
ACD/KOC (pH 7.4): 2845.07
Polar Surface Area: 34 Å2
Polarizability: 35.9±0.5 10-24cm3
Surface Tension: 42.3±5.0 dyne/cm
Molar Volume: 281.5±5.0 cm3

Click to predict properties on the Chemicalize site


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