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

• ChemBase ID: 90904
• Molecular Formular: C34H67NO3
• Molecular Mass: 537.90068
• Monoisotopic Mass: 537.51209501
• SMILES: O[C@@H](/C=C/CCCCCCCCCCCCC)[C@H](NC(=O)CCCCCCCCCCCCCCC)CO
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)N[C@@H]([C@H](/C=C/CCCCCCCCCCCCC)O)CO
• InChI: InChI=1S/C34H67NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32-33,36-37H,3-26,28,30-31H2,1-2H3,(H,35,38)/t32-,33+/m1/s1
• InChIKey: YDNKGFDKKRUKPY-SAIUNTKASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,3S)-1,3-dihydroxyoctadec-4-en-2-yl]hexadecanamide
• IUPAC Traditional name: N-[(2R,3S)-1,3-dihydroxyoctadec-4-en-2-yl]hexadecanamide
• Synonyms: N-Palmitoyl-D-erythro-sphingosine; N-Hexadecanoyl-D-erythro-sphingosine; Palmitoyl ceramide; C16 Ceramide

Database IDs

• CAS Number: 24696-26-2
• PubChem SID: 162077613
• PubChem CID: 11006033

CALCULATED PROPERTIES

• Acid pKa: 13.619749
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 10.865354
• LogD (pH = 7.4): 10.865355
• Log P: 10.8653555
• Molar Refractivity: 165.7757 cm^3
• Polarizability: 65.59229 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 30
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 94-95°C

Safety Information

• Storage Warning: Irritant/Store under -20°C

DETAILS

Apollo Scientific Ltd - OR6290T

A predominant, rather hydrophobic natural ceramide. Activates a cytosolic serine/threonine protein phosphate & stimulates ceramide-activated protein kinase.