N-[(2S,3R,4E)-1-{[bis(2-cyanoethoxy)phosphoryl]oxy}-3-[(tert-butyldimethylsilyl)oxy]octadec-4-en-2-yl]acetamide

• ChemBase ID: 163339
• Molecular Formular: C32H60N3O6PSi
• Molecular Mass: 641.894561
• Monoisotopic Mass: 641.39889982
• SMILES: C(CCCCCCCCCCC/C=C/[C@H]([C@H](COP(=O)(OCCC#N)OCCC#N)NC(=O)C)O[Si](C(C)(C)C)(C)C)C
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@@H](NC(=O)C)COP(=O)(OCCC#N)OCCC#N)O[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C32H60N3O6PSi/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-23-31(41-43(6,7)32(3,4)5)30(35-29(2)36)28-40-42(37,38-26-21-24-33)39-27-22-25-34/h20,23,30-31H,8-19,21-22,26-28H2,1-7H3,(H,35,36)/b23-20+/t30-,31+/m0/s1
• InChIKey: RYQPSXJGVBICPM-KBOMYTLXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4E)-1-{[bis(2-cyanoethoxy)phosphoryl]oxy}-3-[(tert-butyldimethylsilyl)oxy]octadec-4-en-2-yl]acetamide
• IUPAC Traditional name: N-[(2S,3R,4E)-1-{[bis(2-cyanoethoxy)phosphoryl]oxy}-3-[(tert-butyldimethylsilyl)oxy]octadec-4-en-2-yl]acetamide
• Synonyms: 2-O-tert-Butyldimethylsilyl C2 Ceramide-1-(bis(2-cyanoethyl)phosphate

Database IDs

• PubChem SID: 162257474
• PubChem CID: 71314400

CALCULATED PROPERTIES

• Acid pKa: 12.078994
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 6.8206997
• LogD (pH = 7.4): 6.8206916
• Log P: 6.8207
• Molar Refractivity: 170.548 cm^3
• Polarizability: 69.326904 Å^3
• Polar Surface Area: 130.67 Å^2
• Rotatable Bonds: 27
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Oil

DETAILS

Toronto Research Chemicals - B691260

C2 Ceramide (C262500) derivative.