ChemSpider 2D Image | Sennoside | C42H38O20

Sennoside

  • Molecular FormulaC42H38O20
  • Average mass862.739 Da
  • Monoisotopic mass862.195618 Da
  • ChemSpider ID65892

  • defined stereocentres - 12 of 12 defined stereocentres

More details:

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

(9R,9'R)-4,4'-dihydroxy-10,10'-dioxo-5,5'-bis({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-9H,9'H,10H,10'H-[9,9'-bianthracene]-2,2'-dicarboxylic acid
(9R,9'R)-4,4'-Dihydroxy-10,10'-dioxo-5,5'-bis{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-9,9',10,10'-tetrahydro-9,9'-bianthracen-2,2'-dicarbonsäure [German]
(9R,9'R)-4,4'-Dihydroxy-10,10'-dioxo-5,5'-bis{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-9,9',10,10'-tetrahydro-9,9'-bianthracene-2,2'-dicarboxylic acid
(9R,9'R)-5,5'-Bis(β-D-glucopyranosyloxy)-4,4'-dihydroxy-10,10'-dioxo-9,9',10,10'-tetrahydro-9,9'-bianthracen-2,2'-dicarbonsäure [German] [ACD/IUPAC Name]
(9R,9'R)-5,5'-Bis(β-D-glucopyranosyloxy)-4,4'-dihydroxy-10,10'-dioxo-9,9',10,10'-tetrahydro-9,9'-bianthracene-2,2'-dicarboxylic acid [ACD/IUPAC Name]
[9,9'-Bianthracene]-2,2'-dicarboxylic acid, 5,5'-bis(β-D-glucopyranosyloxy)-9,9',10,10'-tetrahydro-4,4'-dihydroxy-10,10'-dioxo-, (9R,9'R)- [ACD/Index Name]
201-339-9 [EINECS]
2F1O30GVXH
8013-11-4 [RN]
Acide (9R,9'R)-4,4'-dihydroxy-10,10'-dioxo-5,5'-bis{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyméthyl)tétrahydro-2H-pyran-2-yl]oxy}-9,9',10,10'-tétrahydro-9,9'-bianthracène-2,2'-dicarboxylique [French]
More...

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

5723746 [DBID]
C10404 [DBID]
NSC 112929 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Target Organs:

      MAO inhibitor TargetMol T0966

    • Chemical Class:

      A member of the class of sennosides that is <ital>rel</ital>-(9<stereo>R</stereo>,9'<stereo>R</stereo>)-9,9',10,10'-tetrahydro-9,9'-bianthracene-2,2'-dicarboxylic acid which is substituted by hydroxy groups at positions 4 and 4', by <stereo>beta</stereo>-<stereo>D</stereo>-glucopyranosyloxy groups at positions 5 and 5', and by oxo groups at positions 10 and 10'. The exact stereochemisty at positio ns 9 and 9' is not known - it may be <stereo>R</stereo>,<stereo>R</stereo> (as shown) or <stereo>S</stereo>,<stereo>S</stereo>. ChEBI CHEBI:9112
      A member of the class of sennosides that is rel-(9R,9'R)-9,9',10,10'-tetrahydro-9,9'-bianthracene-2,2'-dicarboxylic acid which is substituted by hydroxy ; groups at positions 4 and 4', by beta-D-gluco pyranosyloxy groups at positions 5 and 5', and by oxo groups at positions 10 and 10'. The exact stereochemisty at positio; ns 9 and 9' is not known - it may be R,R (as shown) or S,S. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:9112
      A member of the class of sennosides that is rel-(9R,9'R)-9,9',10,10'-tetrahydro-9,9'-bianthracene-2,2'-dicarboxylic acid which is substituted by hydroxy groups at positions 4 and 4', by beta-D-glucopy ranosyloxy groups at positions 5 and 5', and by oxo groups at positions 10 and 10'. The exact stereochemisty at positions 9 and 9' is not known - it may be R,R (as shown) or S,S. ChEBI CHEBI:9112

    • Bio Activity:

      MAO TargetMol T0966
      Metabolism TargetMol T0966

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

Density: 1.7±0.1 g/cm3
Boiling Point: 1144.8±65.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.3 mmHg at 25°C
Enthalpy of Vaporization: 176.9±3.0 kJ/mol
Flash Point: 348.6±27.8 °C
Index of Refraction: 1.763
Molar Refractivity: 204.2±0.3 cm3
#H bond acceptors: 20
#H bond donors: 12
#Freely Rotating Bonds: 9
#Rule of 5 Violations: 3
ACD/LogP: 1.88
ACD/LogD (pH 5.5): -1.86
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -2.54
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 348 Å2
Polarizability: 80.9±0.5 10-24cm3
Surface Tension: 107.2±3.0 dyne/cm
Molar Volume: 494.9±3.0 cm3

Click to predict properties on the Chemicalize site


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