N-[(2S,3R,4E)-3-[(tert-butyldimethylsilyl)oxy]-1-hydroxyoctadec-4-en-2-yl]butanamide

• ChemBase ID: 163341
• Molecular Formular: C28H57NO3Si
• Molecular Mass: 483.84258
• Monoisotopic Mass: 483.41077122
• SMILES: C(CCCCCCCCCCC/C=C/[C@H]([C@H](CO)NC(=O)CCC)O[Si](C(C)(C)C)(C)C)C
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@@H](NC(=O)CCC)CO)O[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C28H57NO3Si/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-23-26(32-33(6,7)28(3,4)5)25(24-30)29-27(31)22-9-2/h21,23,25-26,30H,8-20,22,24H2,1-7H3,(H,29,31)/b23-21+/t25-,26+/m0/s1
• InChIKey: HNPHXQSPYSMZTR-LSYHDGNHSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162257476
• PubChem CID: 71314402

CALCULATED PROPERTIES

• Acid pKa: 13.780364
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 7.6041994
• LogD (pH = 7.4): 7.6042
• Log P: 7.6042
• Molar Refractivity: 140.4118 cm^3
• Polarizability: 57.521267 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Colorless syrup

DETAILS

Toronto Research Chemicals - B691275

C4 Ceramide (C262550) derivative.