(2S,3R,4E)-2-butanamido-3-hydroxyoctadec-4-en-1-yl benzoate

• ChemBase ID: 161295
• Molecular Formular: C29H47NO4
• Molecular Mass: 473.68778
• Monoisotopic Mass: 473.35050899
• SMILES: C(CCCCCCCCCCC/C=C/[C@H]([C@H](COC(=O)c1ccccc1)NC(=O)CCC)O)C
• Canonical SMILES: CCCC(=O)N[C@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)COC(=O)c1ccccc1
• InChI: InChI=1S/C29H47NO4/c1-3-5-6-7-8-9-10-11-12-13-14-15-19-23-27(31)26(30-28(32)20-4-2)24-34-29(33)25-21-17-16-18-22-25/h16-19,21-23,26-27,31H,3-15,20,24H2,1-2H3,(H,30,32)/b23-19+/t26-,27+/m0/s1
• InChIKey: POSUHNBYCFUIHP-QGPHGFKSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4E)-2-butanamido-3-hydroxyoctadec-4-en-1-yl benzoate
• IUPAC Traditional name: (2S,3R,4E)-2-butanamido-3-hydroxyoctadec-4-en-1-yl benzoate
• Synonyms: 1-O-Benzoyl C4 Ceramide

Database IDs

• PubChem SID: 162255430
• PubChem CID: 71313710

CALCULATED PROPERTIES

• Acid pKa: 13.288291
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 8.02583
• LogD (pH = 7.4): 8.02583
• Log P: 8.025831
• Molar Refractivity: 140.3857 cm^3
• Polarizability: 55.014347 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform

DETAILS

Toronto Research Chemicals - B208075

C4 Ceramide (C262550) derivative.