ChemSpider 2D Image | 1-O-Acetylbritannilactone | C17H24O5

1-O-Acetylbritannilactone

  • Molecular FormulaC17H24O5
  • Average mass308.370 Da
  • Monoisotopic mass308.162384 Da
  • ChemSpider ID35308423

  • defined stereocentres - 4 of 4 defined stereocentres

More details:

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

(4S)-4-[(3aS,4S,7aR)-4-Hydroxy-6-methyl-3-methylen-2-oxo-2,3,3a,4,7,7a-hexahydro-1-benzofuran-5-yl]pentyl-acetat [German] [ACD/IUPAC Name]
(4S)-4-[(3aS,4S,7aR)-4-Hydroxy-6-methyl-3-methylene-2-oxo-2,3,3a,4,7,7a-hexahydro-1-benzofuran-5-yl]pentyl acetate [ACD/IUPAC Name]
(4S)-4-[(3aS,4S,7aR)-4-hydroxy-6-methyl-3-methylidene-2-oxo-2,3,3a,4,7,7a-hexahydro-1-benzofuran-5-yl]pentyl acetate
(4S)-4-[(3aS,4S,7aR)-4-hydroxy-6-methyl-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-5-yl]pentyl acetate
1-O-Acetylbritannilactone
2(3H)-Benzofuranone, 5-[(1S)-4-(acetyloxy)-1-methylbutyl]-3a,4,7,7a-tetrahydro-4-hydroxy-6-methyl-3-methylene-, (3aS,4S,7aR)- [ACD/Index Name]
33627-41-7 [RN]
Acétate de (4S)-4-[(3aS,4S,7aR)-4-hydroxy-6-méthyl-3-méthylène-2-oxo-2,3,3a,4,7,7a-hexahydro-1-benzofuran-5-yl]pentyle [French] [ACD/IUPAC Name]
(S)-4-((3aS,4S,7aR)-4-hydroxy-6-methyl-3-methylene-2-oxo-2,3,3a,4,7,7a-hexahydrobenzofuran-5-yl)pentyl acetate
744203-09-6 [RN]
More...
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Bio Activity:

      1-O-Acetylbritannilactone(Inulicin) is a sesquiterpene isolated from the medicinal plant Inula britannica; anticancer and anti-inflammation acitvity. MedChem Express
      1-O-Acetylbritannilactone(Inulicin) is a sesquiterpene isolated from the medicinal plant Inula britannica; anticancer and anti-inflammation acitvity.; IC50 value:; Target:; in vitro: 1-O-Acetylbritannilactone significantly reduced melanin production in a dose-dependent manner with IC50 value of 13.3 uM. MedChem Express HY-N0896
      1-O-Acetylbritannilactone(Inulicin) is a sesquiterpene isolated from the medicinal plant Inula britannica; anticancer and anti-inflammation acitvity.;IC50 value:;Target:;In vitro: 1-O-Acetylbritannilactone significantly reduced melanin production in a dose-dependent manner with IC50 value of 13.3 uM. inhibited melanogenesis by activating extracellular signal-regulated kinase (ERK) and Akt signaling and also inhibiting cAMP related binding protein, which regulates its downstream pathway, including tyrosinase, tyrosinase related protein-1 and TRP-2 [2]. ABL (5, 10, 20 micrommol/l) had several concentration-dependent effects, including inhibition of lipopolysaccharide (LPS)-induced PGE(2) production and COX-2 expression, and blockade of NF-kappaB activation and translocation [3]. 1-O-Acetylbritannilactone is a potent inhibitor of LPS-stimulated VSMC inflammatory responses through blockade of NF-kappaB activity and inhibition of inflammatory gene COX-2 expression. MedChem Express HY-N0896
      Others MedChem Express HY-N0896

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

Density: 1.2±0.1 g/cm3
Boiling Point: 481.7±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.7 mmHg at 25°C
Enthalpy of Vaporization: 86.0±6.0 kJ/mol
Flash Point: 172.5±22.2 °C
Index of Refraction: 1.521
Molar Refractivity: 80.8±0.4 cm3
#H bond acceptors: 5
#H bond donors: 1
#Freely Rotating Bonds: 6
#Rule of 5 Violations: 0
ACD/LogP: 2.09
ACD/LogD (pH 5.5): 2.15
ACD/BCF (pH 5.5): 25.28
ACD/KOC (pH 5.5): 351.37
ACD/LogD (pH 7.4): 2.15
ACD/BCF (pH 7.4): 25.28
ACD/KOC (pH 7.4): 351.37
Polar Surface Area: 73 Å2
Polarizability: 32.0±0.5 10-24cm3
Surface Tension: 42.4±5.0 dyne/cm
Molar Volume: 265.4±5.0 cm3

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