N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]octadecanamide

• ChemBase ID: 163999
• Molecular Formular: C36H73NO3
• Molecular Mass: 567.96972
• Monoisotopic Mass: 567.5590452
• SMILES: C(CCC[C@H]([C@H](CO)NC(=O)CCCCCCCCCCCCCCCCC)O)CCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)N[C@H]([C@@H](CCCCCCCCCCCCCCC)O)CO
• InChI: InChI=1S/C36H73NO3/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(40)37-34(33-38)35(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h34-35,38-39H,3-33H2,1-2H3,(H,37,40)/t34-,35+/m0/s1
• InChIKey: KZTJQXAANJHSCE-OIDHKYIRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]octadecanamide
• IUPAC Traditional name: C18DH cer
• Synonyms: N-[(1S,2R)-2-Hydroxy-1-(hydroxymethyl)heptadecyl]octadecanamide; Dihydroceramide; N-Stearoylsphinganine; Octadecanoylsphinganine; C18 Dihydroceramide

Database IDs

• CAS Number: 2304-80-5
• PubChem SID: 162258134
• PubChem CID: 5283573

CALCULATED PROPERTIES

• Acid pKa: 13.831979
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 11.9605055
• LogD (pH = 7.4): 11.960506
• Log P: 11.960506
• Molar Refractivity: 174.0151 cm^3
• Polarizability: 69.519745 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 33
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: White Crystalline Solid
• Melting Point: 104-106°C