ChemSpider 2D Image | Orbiculin A | C33H38O9

Orbiculin A

  • Molecular FormulaC33H38O9
  • Average mass578.649 Da
  • Monoisotopic mass578.251587 Da
  • ChemSpider ID8802395

  • defined stereocentres - 8 of 8 defined stereocentres

More details:

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

(1S,2R,4S,5R,6R,7S,9R,12R)-4,5-Diacetoxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7,12-diyl-dibenzoat [German] [ACD/IUPAC Name]
(1S,2R,4S,5R,6R,7S,9R,12R)-4,5-Diacetoxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecane-7,12-diyl dibenzoate [ACD/IUPAC Name]
2H-3,9a-Methano-1-benzoxepin-5,6,7,10-tetrol, octahydro-2,2,5a,9-tetramethyl-, 6,7-diacetate 5,10-dibenzoate, (3R,5S,5aR,6R,7S,9R,9aS,10R)- [ACD/Index Name]
Dibenzoate de (1S,2R,4S,5R,6R,7S,9R,12R)-4,5-diacétoxy-2,6,10,10-tétraméthyl-11-oxatricyclo[7.2.1.01,6]dodécane-7,12-diyle [French] [ACD/IUPAC Name]
Orbiculin A
(1S,2R,4S,5R,6R,7S,9R,12R)-4,5-bis(acetyloxy)-12-(benzoyloxy)-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl benzoate
(1S,2R,4S,5R,6R,7S,9R,12R)-4,5-diacetoxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0(1,6)]dodecane-7,12-diyl dibenzoate
(3R,5S,5aR,6R,7S,9R,9aS,10R)-6,7-bis(acetyloxy)-2,2,5a,9-tetramethyloctahydro-2H-3,9a-methano-1-benzoxepine-5,10-diyl dibenzoate
1 β,2 β-diacetoxy-6 α,9 α-bis(benzoyloxy)dihydro-β-agarofuran
1β,2β-diacetoxy-6α,9α-bis(benzoyloxy)dihydro-β-agarofuran
  • Miscellaneous

    • Chemical Class:

      A dihydroagarofuran sesquiterpenoid that consists of dihydro-<stereo>beta</stereo>-agarofuran substituted by an acetoxy groups at positions 1 and 2 and benzoyloxy groups at positions 6 and 9 (the 1<st ereo>beta</stereo>,2<stereo>beta</stereo>,6<stereo>alpha</stereo>,9<stereo>alpha</stereo> stereoisomer). Isolated from <ital>Celastrus orbiculatus</ital>, it exhibits inhibition of both NF-<greek>kapp a</greek>B activation and nitric oxide production. ChEBI CHEBI:66824
      A dihydroagarofuran sesquiterpenoid that consists of dihydro-beta-agarofuran substituted by an acetoxy groups at positions 1 and 2 and benzoyloxy groups at positions 6 and 9 (the 1beta,2beta,6alpha,9a lpha stereoisomer). Isolated from Celastrus orbiculatus, it exhibits inhibition of both NF-kappaB activation and nitric oxide production. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:66824, CHEBI:66824

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

Density: 1.3±0.1 g/cm3
Boiling Point: 633.5±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.9 mmHg at 25°C
Enthalpy of Vaporization: 93.7±3.0 kJ/mol
Flash Point: 263.1±31.5 °C
Index of Refraction: 1.578
Molar Refractivity: 151.6±0.4 cm3
#H bond acceptors: 9
#H bond donors: 0
#Freely Rotating Bonds: 10
#Rule of 5 Violations: 2
ACD/LogP: 7.59
ACD/LogD (pH 5.5): 7.11
ACD/BCF (pH 5.5): 149968.53
ACD/KOC (pH 5.5): 176424.02
ACD/LogD (pH 7.4): 7.11
ACD/BCF (pH 7.4): 149968.53
ACD/KOC (pH 7.4): 176424.02
Polar Surface Area: 114 Å2
Polarizability: 60.1±0.5 10-24cm3
Surface Tension: 52.5±5.0 dyne/cm
Molar Volume: 456.8±5.0 cm3

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