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

• ChemBase ID: 163338
• Molecular Formular: C26H53NO3Si
• Molecular Mass: 455.78942
• Monoisotopic Mass: 455.37947109
• SMILES: C(CCCCCCCCCCC/C=C/[C@H]([C@H](CO)NC(=O)C)O[Si](C(C)(C)C)(C)C)C
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@@H](NC(=O)C)CO)O[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C26H53NO3Si/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(24(22-28)27-23(2)29)30-31(6,7)26(3,4)5/h20-21,24-25,28H,8-19,22H2,1-7H3,(H,27,29)/b21-20+/t24-,25+/m0/s1
• InChIKey: IGUSSWLDGIDKPY-LJLZLVTFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4E)-3-[(tert-butyldimethylsilyl)oxy]-1-hydroxyoctadec-4-en-2-yl]acetamide
• IUPAC Traditional name: N-[(2S,3R,4E)-3-[(tert-butyldimethylsilyl)oxy]-1-hydroxyoctadec-4-en-2-yl]acetamide
• Synonyms: N-[(1S,2R,3E)-2-O-tert-butyldimethylsilyl-1-(hydroxymethyl)-3-heptadecen-1-yl]acetamide; 2-O-tert-Butyldimethylsilyl C2 Ceramide

Database IDs

• PubChem SID: 162257473
• PubChem CID: 71314399

CALCULATED PROPERTIES

• Acid pKa: 13.812446
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 6.5796995
• LogD (pH = 7.4): 6.5797
• Log P: 6.5797
• Molar Refractivity: 131.1839 cm^3
• Polarizability: 53.833282 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - B691255

C2 Ceramide (C262500) derivative.