ChemSpider 2D Image | (4R)-4-[(1R,4Z,8Z,10Z,12S,15R)-17-Hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-1,3-thiazolidin-2-one | C22H31NO5S

(4R)-4-[(1R,4Z,8Z,10Z,12S,15R)-17-Hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-1,3-thiazolidin-2-one

  • Molecular FormulaC22H31NO5S
  • Average mass421.550 Da
  • Monoisotopic mass421.192291 Da
  • ChemSpider ID26329774

  • 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

(4R)-4-[(1R,4Z,8Z,10Z,12S,15R)-17-Hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-1,3-thiazolidin-2-on [German] [ACD/IUPAC Name]
(4R)-4-[(1R,4Z,8Z,10Z,12S,15R)-17-Hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-1,3-thiazolidin-2-one [ACD/IUPAC Name]
(4R)-4-[(1R,4Z,8Z,10Z,12S,15R)-17-Hydroxy-5,12-diméthyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadéca-4,8,10-trién-17-yl]-1,3-thiazolidin-2-one [French] [ACD/IUPAC Name]
(4R)-4-[(1R,4Z,8Z,10Z,12S,15R,17R)-17-Hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-1,3-thiazolidin-2-on [German] [ACD/IUPAC Name]
(4R)-4-[(1R,4Z,8Z,10Z,12S,15R,17R)-17-Hydroxy-5,12-diméthyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadéca-4,8,10-trién-17-yl]-1,3-thiazolidin-2-one [French] [ACD/IUPAC Name]
2-Thiazolidinone, 4-[(1R,4Z,8Z,10Z,12S,15R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-, (4R)- [ACD/Index Name]
2-Thiazolidinone, 4-[(1R,4Z,8Z,10Z,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-, (4R)- [ACD/Index Name]
(+)-latrunculin A
(4R)-?[(1R,?4Z,?8E,?10Z,?12S,?15R,?17R)-?17-?HYDROXY-?5,?12-?DIMETHYL-?3-?OXO-?2,?16-?DIOXABICYCLO[13.3.1]NONADECA-?4,?8,?10-?TRIEN-?17-?YL]-?2-?THIAZOLIDI
(4R)-[(1R,4Z,8E,10Z,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-2-thiazolidinone
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

CCRIS 4693 [DBID]
UN1231 [DBID]
UNII:SRQ9WWM084 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Chemical Class:

      A bicyclic macrolide natural product consisting of a 16-membered bicyclic lactone attached to the rare 2-thiazolidinone moiety. It is obtained from the Red Sea sponge Latrunculia magnifica and from th e Fiji Islands sponge Cacospongia mycofijiensis. Latrunculin A inhibits actin polymerisation, microfilament organsation and microfilament-mediated processes. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:69136

    • Bio Activity:

      Actin Tocris Bioscience 3973
      Cell Biology Tocris Bioscience 3973
      Cytoskeleton and Motor Proteins Tocris Bioscience 3973
      Reversible inhibitor of actin assembly; blocks actin adenine nucleotide exchange. Complexes with actin in vitro and interacts with actin monomers only, unlike cytochalasins. Prevents actin repolymerization into filaments and disrupts the actin cytoskeleton. Tocris Bioscience 3973

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

Density: 1.2±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.533
Molar Refractivity: 113.0±0.3 cm3
#H bond acceptors: 6
#H bond donors: 2
#Freely Rotating Bonds: 1
#Rule of 5 Violations: 0
ACD/LogP: 4.14
ACD/LogD (pH 5.5): 3.22
ACD/BCF (pH 5.5): 166.02
ACD/KOC (pH 5.5): 1351.47
ACD/LogD (pH 7.4): 3.22
ACD/BCF (pH 7.4): 166.01
ACD/KOC (pH 7.4): 1351.34
Polar Surface Area: 110 Å2
Polarizability: 44.8±0.5 10-24cm3
Surface Tension: 40.5±3.0 dyne/cm
Molar Volume: 364.3±3.0 cm3

Click to predict properties on the Chemicalize site


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