4-{15-hydroxy-5,10-dimethyl-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl}-1,3-thiazolidin-2-one

• ChemBase ID: 105330
• Molecular Formular: C20H29NO5S
• Molecular Mass: 395.51296
• Monoisotopic Mass: 395.17664403
• SMILES: CC1CCC2CC(CC(O)(O2)C2CSC(=O)N2)OC(=O)/C=C(/C)\CC/C=C\1
• Canonical SMILES: O=C1SCC(N1)C1(O)CC2CC(O1)CCC(C)/C=C\CC/C(=C\C(=O)O2)/C
• InChI: InChI=1S/C20H29NO5S/c1-13-5-3-4-6-14(2)9-18(22)25-16-10-15(8-7-13)26-20(24,11-16)17-12-27-19(23)21-17/h3,5,9,13,15-17,24H,4,6-8,10-12H2,1-2H3,(H,21,23)
• InChIKey: NSHPHXHGRHSMIK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{15-hydroxy-5,10-dimethyl-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl}-1,3-thiazolidin-2-one
• IUPAC Traditional name: 4-{15-hydroxy-5,10-dimethyl-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl}-1,3-thiazolidin-2-one
• Synonyms: LATRUNCULIN B

Database IDs

• CAS Number: 76343-94-7
• PubChem SID: 162092401
• PubChem CID: 5353712

CALCULATED PROPERTIES

• Acid pKa: 11.357242
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.7868667
• LogD (pH = 7.4): 3.7868195
• Log P: 3.7868671
• Molar Refractivity: 105.6425 cm^3
• Polarizability: 41.321865 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C
• European Hazard Symbols: Toxic (T)
• UN Number: 3172
• Hazard Class: 6.1
• Packing Group: II
• Australian Hazchem: 2X
• Risk Statements: R:25
• Safety Statements: S:28-36/37/39-45-53
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 153

DETAILS

MP Biomedicals - 02159800

A unique marine toxin found in Red Sea sponge. Acts as an inhibitor of actin polymerization. More potent toxin than the Cytochalasins.