16-benzyl-13-hydroxy-9,15-dimethyl-14-methylidene-2H,5H,6H,7H,8H,9H,10H,13H,14H,15H,15aH,16H,17H,18H,18bH-oxacyclotetradeca[3,2-e]isoindole-2,5,18-trione

• ChemBase ID: 103158
• Molecular Formular: C29H35NO5
• Molecular Mass: 477.5919
• Monoisotopic Mass: 477.25152323
• SMILES: CC1CCCC(=O)/C=C\C(=O)OC23C(/C=C/C1)C(O)C(=C)C(C)C2C(Cc1ccccc1)NC3=O
• Canonical SMILES: CC1CCCC(=O)/C=C\C(=O)OC23C(/C=C/C1)C(O)C(=C)C(C3C(NC2=O)Cc1ccccc1)C
• InChI: InChI=1S/C29H35NO5/c1-18-9-7-13-22(31)15-16-25(32)35-29-23(14-8-10-18)27(33)20(3)19(2)26(29)24(30-28(29)34)17-21-11-5-4-6-12-21/h4-6,8,11-12,14-16,18-19,23-24,26-27,33H,3,7,9-10,13,17H2,1-2H3,(H,30,34)
• InChIKey: ZMAODHOXRBLOQO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 16-benzyl-13-hydroxy-9,15-dimethyl-14-methylidene-2H,5H,6H,7H,8H,9H,10H,13H,14H,15H,15aH,16H,17H,18H,18bH-oxacyclotetradeca[3,2-e]isoindole-2,5,18-trione
• IUPAC Traditional name: 16-benzyl-13-hydroxy-9,15-dimethyl-14-methylidene-6H,7H,8H,9H,10H,13H,15H,15aH,16H,17H,18bH-oxacyclotetradeca[3,2-e]isoindole-2,5,18-trione
• Synonyms: Cytochalasin; CYTOCHALASIN A

Database IDs

• CAS Number: 14110-64-6
• EC Number: 237-964-9
• PubChem SID: 162103117
• PubChem CID: 5859589

CALCULATED PROPERTIES

• Acid pKa: 13.067214
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.4936953
• LogD (pH = 7.4): 4.4936943
• Log P: 4.4936953
• Molar Refractivity: 135.5196 cm^3
• Polarizability: 52.439987 Å^3
• Polar Surface Area: 92.7 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 193-195°C

Safety Information

• Storage Condition: 0°C, Protect from light
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• Hazard Class: 6.1
• Packing Group: III
• Australian Hazchem: 2X
• Risk Statements: R:25
• Safety Statements: S:28-45-53-36/37/39
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154

DETAILS

MP Biomedicals - 02150769

From Helminthosporium dematioideum
Crystalline
Cytochalasins are fungal metabolites which exhibit interesting effects on cell activity. Important tools for cytological research.