N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]tetradecanamide

• ChemBase ID: 163992
• Molecular Formular: C32H63NO3
• Molecular Mass: 509.84752
• Monoisotopic Mass: 509.48079488
• SMILES: C(C/C=C/[C@H]([C@H](CO)NC(=O)CCCCCCCCCCCCC)O)CCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@@H](NC(=O)CCCCCCCCCCCCC)CO)O
• InChI: InChI=1S/C32H63NO3/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-31(35)30(29-34)33-32(36)28-26-24-22-20-17-14-12-10-8-6-4-2/h25,27,30-31,34-35H,3-24,26,28-29H2,1-2H3,(H,33,36)/b27-25+/t30-,31+/m0/s1
• InChIKey: ZKRPGPZHULJLKJ-JHRQRACZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]tetradecanamide
• IUPAC Traditional name: C14 cer
• Synonyms: N-Myristoyl-D-sphingosine; N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecenyl]Tetradecanamide; N-[2-hydroxy-1-(hydroxymethyl)-3-heptadecenyl]-, [R-[R*,S*-(E)]]Tetradecanamide; C14 Ceramide

Database IDs

• CAS Number: 34227-72-0
• PubChem SID: 162258127
• PubChem CID: 5282310

CALCULATED PROPERTIES

• Acid pKa: 13.619749
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 9.976216
• LogD (pH = 7.4): 9.976217
• Log P: 9.976218
• Molar Refractivity: 156.5737 cm^3
• Polarizability: 61.901745 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 28
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform (Sparingly)
• Apperance: White to Off-White Solid
• Melting Point: 94-96°C

Safety Information

• Storage Condition: -20°C Freezer