ChemSpider 2D Image | (1R,2Z,6S,10Z,11aS,13S,14aR)-1,13-Dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one | C16H24O4

(1R,2Z,6S,10Z,11aS,13S,14aR)-1,13-Dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one

  • Molecular FormulaC16H24O4
  • Average mass280.359 Da
  • Monoisotopic mass280.167450 Da
  • ChemSpider ID29211620

  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 5 of 5 defined stereocentres

More details:

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

(1R,2Z,6S,10Z,11aS,13S,14aR)-1,13-Dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-on [German] [ACD/IUPAC Name]
(1R,2Z,6S,10Z,11aS,13S,14aR)-1,13-Dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one [ACD/IUPAC Name]
(1R,2Z,6S,10Z,11aS,13S,14aR)-1,13-Dihydroxy-6-méthyl-1,6,7,8,9,11a,12,13,14,14a-décahydro-4H-cyclopenta[f]oxacyclotridécin-4-one [French] [ACD/IUPAC Name]
4H-Cyclopent[f]oxacyclotridecin-4-one, 1,6,7,8,9,11a,12,13,14,14a-decahydro-1,13-dihydroxy-6-methyl-, (1R,2Z,6S,10Z,11aS,13S,14aR)- [ACD/Index Name]
(1R,2E,6S,10E,11aS,13S,14aR)-1,13-dihydroxy-6-methyl-6,7,8,9,12,13,14,14a-octahydro-1H-cyclopenta[f][1]oxacyclotridecin-4(11aH)-one
(1R,2E,6S,10E,11aS,13S,14aR)-1,6,7,8,9,11a,12,13,14,14a-decahydro-1,13-dihydroxy-6-methyl-4H-cyclopent[f]oxacyclotridecin-4-one
(1S,2E,7S,10E,12R,13R,15S)-12,15-dihydroxy-7-methyl-8-oxabicyclo[11.3.0]hexadeca-2,10-dien-9-one
25191 [Beilstein]
62989-97-3 [RN]
ASCOTOXIN
More...
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Chemical Class:

      A metabolite from Penicillium brefeldianum that exhibits a wide range of antibiotic activity. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:48080

    • Bio Activity:

      Brefeldin A is a fungal metabolite that disrupts the structure and function of the Golgi apparatus; induces the Golgi proteins to redistribute into the ER and blocks the secretion from the Golgi appar atus. MedChem Express
      Brefeldin A is a fungal metabolite that disrupts the structure and function of the Golgi apparatus; induces the Golgi proteins to redistribute into the ER and blocks the secretion from the Golgi apparatus.; IC50 value:; Target: ; in vitro: Prolonged (15 h or 40 h) treatment of normal rat kidney (NRK) cells with BFA caused dramatic swelling of the Endoplasmic Reticulum (ER) and shifted its localization to the periphery of the cells. MedChem Express HY-16592
      Brefeldin A is a fungal metabolite that disrupts the structure and function of the Golgi apparatus; induces the Golgi proteins to redistribute into the ER and blocks the secretion from the Golgi apparatus.;IC50 value:;Target: ;In vitro: Prolonged (15 h or 40 h) treatment of normal rat kidney (NRK) cells with BFA caused dramatic swelling of the Endoplasmic Reticulum (ER) and shifted its localization to the periphery of the cells. BFA effects on Golgi structure and on MT and actin organization showed the same threshold -- all could be partially reversed after 30 min and 15 h BFA treatment but were irreversible after 40h incubation with the drug [1]. brefeldin A (BFA) induces the ADP-ribosylation of C-terminal-binding protein-1 short-form/BFA-ADP-ribosylation substrate (CtBP1-S/BARS), a bifunctional protein with roles in the nucleus as a transcription factor and in the cytosol as a regulator of membrane fission during intracellular trafficking and mitotic partitioning of the Golgi com MedChem Express HY-16592
      Others MedChem Express HY-16592

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

Density: 1.1±0.1 g/cm3
Boiling Point: 492.7±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.8 mmHg at 25°C
Enthalpy of Vaporization: 87.5±6.0 kJ/mol
Flash Point: 180.8±22.2 °C
Index of Refraction: 1.513
Molar Refractivity: 76.1±0.3 cm3
#H bond acceptors: 4
#H bond donors: 2
#Freely Rotating Bonds: 0
#Rule of 5 Violations: 0
ACD/LogP: 1.61
ACD/LogD (pH 5.5): 1.60
ACD/BCF (pH 5.5): 9.76
ACD/KOC (pH 5.5): 177.74
ACD/LogD (pH 7.4): 1.60
ACD/BCF (pH 7.4): 9.76
ACD/KOC (pH 7.4): 177.74
Polar Surface Area: 67 Å2
Polarizability: 30.2±0.5 10-24cm3
Surface Tension: 40.1±3.0 dyne/cm
Molar Volume: 252.9±3.0 cm3

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