1.0 2011-09-21 00:31:22 UTC 2015-07-21 06:57:45 UTC FDB023541 Ceramide (d18:1/26:1(17Z)) Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides. [HMDB] Cer(d18:1/26:1 C44H85NO3 676.1506 675.652945591 N-[(2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]hexacos-17-enimidic acid N-[(2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]hexacos-17-enimidic acid [H][C@@](O)(C=CCCCCCCCCCCCCC)[C@]([H])(CO)NC(=O)CCCCCCCCCCCCCCCC=CCCCCCCCC InChI=1S/C44H85NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-44(48)45-42(41-46)43(47)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h17-18,37,39,42-43,46-47H,3-16,19-36,38,40-41H2,1-2H3,(H,45,48)/t42-,43+/m0/s1 RBWQERGGVBSKJY-WZYYJWNZSA-N belongs to the class of organic compounds known as ceramides. These are lipid molecules containing a sphingosine in which the amine group is linked to a fatty acid. Ceramides Organic compounds Lipids and lipid-like molecules Sphingolipids Ceramides Aliphatic acyclic compounds 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 Ceramide Fatty acyl Fatty amide Hydrocarbon derivative 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 logp 10.61 ALOGPS logs -7.30 ALOGPS solubility 3.39e-05 g/l ALOGPS logp 15.77 ChemAxon pka_strongest_acidic 6.16 ChemAxon pka_strongest_basic 3.08 ChemAxon iupac N-[(2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]hexacos-17-enimidic acid ChemAxon average_mass 676.1506 ChemAxon mono_mass 675.652945591 ChemAxon smiles [H][C@@](O)(C=CCCCCCCCCCCCCC)[C@]([H])(CO)NC(=O)CCCCCCCCCCCCCCCC=CCCCCCCCC ChemAxon formula C44H85NO3 ChemAxon inchi InChI=1S/C44H85NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-44(48)45-42(41-46)43(47)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h17-18,37,39,42-43,46-47H,3-16,19-36,38,40-41H2,1-2H3,(H,45,48)/t42-,43+/m0/s1 ChemAxon inchikey RBWQERGGVBSKJY-WZYYJWNZSA-N ChemAxon polar_surface_area 73.05 ChemAxon refractivity 213.42 ChemAxon polarizability 92.63 ChemAxon rotatable_bond_count 39 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon HMDB04954