(2S,3R,4E)-2-butanamido-3-[(tert-butyldimethylsilyl)oxy]octadec-4-en-1-yl benzoate

• ChemBase ID: 163318
• Molecular Formular: C35H61NO4Si
• Molecular Mass: 587.94864
• Monoisotopic Mass: 587.43698597
• SMILES: C(CCCCCCCCCCC/C=C/[C@H]([C@H](COC(=O)c1ccccc1)NC(=O)CCC)O[Si](C(C)(C)C)(C)C)C
• Canonical SMILES: CCCC(=O)N[C@H]([C@H](O[Si](C(C)(C)C)(C)C)/C=C/CCCCCCCCCCCCC)COC(=O)c1ccccc1
• InChI: InChI=1S/C35H61NO4Si/c1-8-10-11-12-13-14-15-16-17-18-19-20-24-28-32(40-41(6,7)35(3,4)5)31(36-33(37)25-9-2)29-39-34(38)30-26-22-21-23-27-30/h21-24,26-28,31-32H,8-20,25,29H2,1-7H3,(H,36,37)/b28-24+/t31-,32+/m0/s1
• InChIKey: JFUQJNFKJUGBCC-VZMLTMHZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4E)-2-butanamido-3-[(tert-butyldimethylsilyl)oxy]octadec-4-en-1-yl benzoate
• IUPAC Traditional name: (2S,3R,4E)-2-butanamido-3-[(tert-butyldimethylsilyl)oxy]octadec-4-en-1-yl benzoate
• Synonyms: O-tert-Butyldimethylsilyl-O-benzoyl N-Butyl-D-sphingosine; O-tert-Butyldimethylsilyl-O-benzoyl Butyl Ceramide; O-tert-Butyldimethylsilyl-O-benzoyl N-Butanoyl-D-erythro-sphingosine; 2-O-tert-Butyldimethylsilyl-1-O-benzoyl C4 Ceramide

Database IDs

• PubChem SID: 162257453
• PubChem CID: 71314384

CALCULATED PROPERTIES

• Acid pKa: 13.477694
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 10.363699
• LogD (pH = 7.4): 10.3637
• Log P: 10.3637
• Molar Refractivity: 170.2338 cm^3
• Polarizability: 69.07882 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 24
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Light Brown Syrup

DETAILS

Toronto Research Chemicals - B691125

C4 Ceramide (C262550) derivative.