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

• ChemBase ID: 163342
• Molecular Formular: C34H64N3O6PSi
• Molecular Mass: 669.947721
• Monoisotopic Mass: 669.43019995
• SMILES: C(CCCCCCCCCCC/C=C/[C@H]([C@H](COP(=O)(OCCC#N)OCCC#N)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)COP(=O)(OCCC#N)OCCC#N
• InChI: InChI=1S/C34H64N3O6PSi/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-25-32(43-45(6,7)34(3,4)5)31(37-33(38)24-9-2)30-42-44(39,40-28-22-26-35)41-29-23-27-36/h21,25,31-32H,8-20,22-24,28-30H2,1-7H3,(H,37,38)/b25-21+/t31-,32+/m0/s1
• InChIKey: YEBADGFZGZSUBW-FYDKYZPWSA-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]butanamide
• IUPAC Traditional name: N-[(2S,3R,4E)-1-{[bis(2-cyanoethoxy)phosphoryl]oxy}-3-[(tert-butyldimethylsilyl)oxy]octadec-4-en-2-yl]butanamide
• Synonyms: 2-O-tert-Butyldimethylsilyl C4 Ceramide-1-(bis(2-cyanoethyl)phosphate

Database IDs

• PubChem SID: 162257477
• PubChem CID: 71314403

CALCULATED PROPERTIES

• Acid pKa: 12.053643
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 7.845199
• LogD (pH = 7.4): 7.845191
• Log P: 7.8452
• Molar Refractivity: 179.7759 cm^3
• Polarizability: 73.00177 Å^3
• Polar Surface Area: 130.67 Å^2
• Rotatable Bonds: 29
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Colorless syrup

DETAILS

Toronto Research Chemicals - B691280

C4 Ceramide-1-phosphate (C262555) derivative.