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

• ChemBase ID: 164003
• Molecular Formular: C40H81NO3
• Molecular Mass: 624.07604
• Monoisotopic Mass: 623.62164546
• SMILES: C(C[C@H]([C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCC)O)CCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCCCCCCCC(=O)N[C@H]([C@@H](CCCCCCCCCCCCCCC)O)CO
• InChI: InChI=1S/C40H81NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-40(44)41-38(37-42)39(43)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h38-39,42-43H,3-37H2,1-2H3,(H,41,44)/t38-,39+/m0/s1
• InChIKey: SXPRAKSDHOEHIG-ZESVVUHVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]docosanamide
• IUPAC Traditional name: C22DH cer
• Synonyms: N-[(1S,2R)-2-Hydroxy-1-(hydroxymethyl)-heptadecyl]-docosanamide; C22 Dihydroceramide

Database IDs

• CAS Number: 147492-65-7
• PubChem SID: 162258138
• PubChem CID: 5283575

CALCULATED PROPERTIES

• Acid pKa: 13.831979
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 13.73878
• LogD (pH = 7.4): 13.738781
• Log P: 13.738781
• Molar Refractivity: 192.4191 cm^3
• Polarizability: 76.901886 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 37
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: 5 mg/ mL MeOH (warm)
• Apperance: White solid
• Melting Point: 97-99°C

Safety Information

• Storage Condition: -20°C Freezer