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

• ChemBase ID: 163987
• Molecular Formular: C22H45NO3
• Molecular Mass: 371.5976
• Monoisotopic Mass: 371.33994431
• SMILES: CCCCCCCCCCCCCCC[C@H]([C@H](CO)NC(=O)CCC)O
• Canonical SMILES: CCCCCCCCCCCCCCC[C@H]([C@@H](NC(=O)CCC)CO)O
• InChI: InChI=1S/C22H45NO3/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-18-21(25)20(19-24)23-22(26)17-4-2/h20-21,24-25H,3-19H2,1-2H3,(H,23,26)/t20-,21+/m0/s1
• InChIKey: OQNWHOCKDMLTSP-LEWJYISDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]butanamide
• IUPAC Traditional name: N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]butanamide
• Synonyms: N-[(1S,2R)-2-Hydroxy-1-(hydroxymethyl)heptadecyl]butanamide; N-Butylsphinganine; C4 Dihydroceramide

Database IDs

• CAS Number: 202467-76-3
• PubChem SID: 162258122
• PubChem CID: 45038598

CALCULATED PROPERTIES

• Acid pKa: 13.807546
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 5.7365446
• LogD (pH = 7.4): 5.736545
• Log P: 5.7365456
• Molar Refractivity: 109.6011 cm^3
• Polarizability: 43.696888 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pink Solid
• Melting Point: 112-114°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere