1.0 2016-09-30 22:36:36 UTC 2020-04-22 15:05:19 UTC BMDB0000790 BMDB00790 N-Palmitoylsphingosine D-erythro-C16-Ceramide D-erythro-D4-Ceramide N-Palmitoyl 4-sphingenine N-Palmitoyl-D-sphingosine [R-[R*,s*-(e)]]-N-[2-hydroxy-1-(hydroxymethyl)-3-heptadecenyl]-hexadecanamide C(16)-Ceramide C16-Ceramide C16-Palmitoylceramide N-Palmitoylsphingosine, (r*,s*-(e))-(+-) N-Palmitoylsphingosine, R-(r*,s*-(e)) NFA(C16)cer PCer CPD Palmitoylceramide N-(1,3-Dihydroxyoctadec-4-en-2-yl)hexadecanimidate N-Palmitoylsphingosine C16-0(Palmitoyl)ceramide Ceramide-C16 C34H67NO3 537.9007 537.512095015 N-[(4E)-1,3-dihydroxyoctadec-4-en-2-yl]hexadecanamide N-[(4E)-1,3-dihydroxyoctadec-4-en-2-yl]hexadecanamide CCCCCCCCCCCCCCCC(=O)NC(CO)C(O)\C=C\CCCCCCCCCCCCC 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)/b29-27+ YDNKGFDKKRUKPY-ORIPQNMZSA-N belongs to the class of organic compounds known as long-chain ceramides. These are ceramides bearing a long chain fatty acid. Organic compounds Lipids and lipid-like molecules Sphingolipids Ceramides Long-chain ceramides Carbonyl compounds Hydrocarbon derivatives N-acyl amines Organic oxides Organonitrogen compounds Organopnictogen compounds Primary alcohols Secondary alcohols Secondary carboxylic acid amides Alcohol Aliphatic acyclic compound Carbonyl group Carboxamide group Carboxylic acid derivative Fatty acyl Fatty amide Hydrocarbon derivative Long-chain ceramide N-acyl-amine Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary alcohol Secondary alcohol Secondary carboxylic acid amide Aliphatic acyclic compounds Solid logp 9.49 ALOGPS logs -7.11 ALOGPS logp 10.87 ChemAxon pka_strongest_acidic 13.62 ChemAxon pka_strongest_basic 0.02 ChemAxon iupac N-[(4E)-1,3-dihydroxyoctadec-4-en-2-yl]hexadecanamide ChemAxon average_mass 537.9007 ChemAxon mono_mass 537.512095015 ChemAxon smiles CCCCCCCCCCCCCCCC(=O)NC(CO)C(O)\C=C\CCCCCCCCCCCCC ChemAxon formula C34H67NO3 ChemAxon 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)/b29-27+ ChemAxon inchikey YDNKGFDKKRUKPY-ORIPQNMZSA-N ChemAxon polar_surface_area 69.56 ChemAxon refractivity 165.78 ChemAxon polarizability 73.2 ChemAxon rotatable_bond_count 30 ChemAxon acceptor_count 3 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon 5353456 Duclos, R. I. The total syntheses of D-erythro-sphingosine, N-palmitoylsphingosine (ceramide), and glucosylceramide (cerebroside) via an azidosphingosine analog. Chemistry and Physics of Lipids (2001), 111(2), 111-138.