1.0 2011-09-21 00:31:18 UTC 2015-07-21 06:57:45 UTC FDB023536 Ceramide (d18:1/16:0) 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] C16 Cer C16 Ceramide C16-0(Palmitoyl)ceramide Cer(D18:1/16:0) N-(Hexadecanoyl)-sphing-4-enine N-(Hexadecanoyl)ceramide N-(Hexadecanoyl)sphing-4-enine N-(Palmitoyl)ceramide N-Hexadecanoyl-D-erythro-sphingosine N-Hexadecanoylsphing-4-enine N-Palmitoylsphing-4-enine C34H67NO3 537.9007 537.512095015 N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]hexadecanamide N-(palmitoyl)-ceramide 4201-58-5 CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](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+/t32-,33+/m0/s1 YDNKGFDKKRUKPY-TURZORIXSA-N belongs to the class of organic compounds known as long-chain ceramides. These are ceramides bearing a long chain fatty acid. Long-chain 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 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 N-acylsphingosine N-acylsphingosines (ceramides) Solid logp 9.49 ALOGPS logs -7.11 ALOGPS solubility 4.14e-05 g/l ALOGPS logp 10.87 ChemAxon pka_strongest_acidic 13.62 ChemAxon pka_strongest_basic -1 ChemAxon iupac N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]hexadecanamide ChemAxon average_mass 537.9007 ChemAxon mono_mass 537.512095015 ChemAxon smiles CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](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+/t32-,33+/m0/s1 ChemAxon inchikey YDNKGFDKKRUKPY-TURZORIXSA-N ChemAxon polar_surface_area 69.56 ChemAxon refractivity 165.78 ChemAxon polarizability 73.21 ChemAxon rotatable_bond_count 30 ChemAxon acceptor_count 3 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 38820 Specdb::NmrOneD 314181 Specdb::NmrOneD 314182 Specdb::NmrOneD 314183 Specdb::NmrOneD 314184 Specdb::NmrOneD 314185 Specdb::NmrOneD 314186 Specdb::NmrOneD 314187 Specdb::NmrOneD 314188 Specdb::NmrOneD 314189 Specdb::NmrOneD 314190 Specdb::NmrOneD 314191 Specdb::NmrOneD 314192 Specdb::NmrOneD 314193 Specdb::NmrOneD 314194 Specdb::NmrOneD 314195 Specdb::NmrOneD 314196 Specdb::NmrOneD 314197 Specdb::NmrOneD 314198 Specdb::NmrOneD 314199 Specdb::NmrOneD 314200 Specdb::MsMs 598489 Specdb::MsMs 598490 Specdb::MsMs 598491 Specdb::MsMs 2226801 Specdb::MsMs 2227891 Specdb::MsMs 2229167 Specdb::MsMs 2296604 Specdb::MsMs 2296605 Specdb::MsMs 2296606 Specdb::MsMs 2642067 Specdb::MsMs 2642068 Specdb::MsMs 2642069 Specdb::MsMs 3087916 Specdb::MsMs 3087917 Specdb::MsMs 3087918 HMDB04949 16C #<Reference:0x000055ce315aef10> #<Reference:0x000055ce315aed58> #<Reference:0x000055ce315aead8> #<Reference:0x000055ce315ae8f8> #<Reference:0x000055ce315ae740> #<Reference:0x000055ce315ae588> #<Reference:0x000055ce315ae3a8> #<Reference:0x000055ce315ae1f0> #<Reference:0x000055ce315adf70> #<Reference:0x000055ce315add68> #<Reference:0x000055ce315adbb0> #<Reference:0x000055ce315ad9f8> #<Reference:0x000055ce315ad840> #<Reference:0x000055ce315ad688> #<Reference:0x000055ce315ad430> #<Reference:0x000055ce315ad188> #<Reference:0x000055ce315acfa8> #<Reference:0x000055ce315acda0> #<Reference:0x000055ce315acbc0> #<Reference:0x000055ce315ac990> #<Reference:0x000055ce315ac7b0> #<Reference:0x000055ce315ac580> #<Reference:0x000055ce315ac288> #<Reference:0x000055ce315ac058> #<Reference:0x000055ce315a7e68> #<Reference:0x000055ce315a7c60> #<Reference:0x000055ce315a7a58> #<Reference:0x000055ce315a7878> #<Reference:0x000055ce315a7698> #<Reference:0x000055ce315a7418> #<Reference:0x000055ce315a71e8> #<Reference:0x000055ce315a6fe0> #<Reference:0x000055ce315a6e00> #<Reference:0x000055ce315a6bf8> #<Reference:0x000055ce315a6a18> #<Reference:0x000055ce315a67e8> #<Reference:0x000055ce315a65e0> #<Reference:0x000055ce315a6428> #<Reference:0x000055ce315a6270> #<Reference:0x000055ce315a60b8> #<Reference:0x000055ce315a5f00> #<Reference:0x000055ce315a5d48> #<Reference:0x000055ce315a5b90> #<Reference:0x000055ce315a59b0> #<Reference:0x000055ce315a57f8> #<Reference:0x000055ce315a5618> #<Reference:0x000055ce315a5460> #<Reference:0x000055ce315a5280> #<Reference:0x000055ce315a5078> #<Reference:0x000055ce315a4ec0> #<Reference:0x000055ce315a4d08> #<Reference:0x000055ce315a4b50> #<Reference:0x000055ce315a4998> #<Reference:0x000055ce315a47e0> #<Reference:0x000055ce315a4628> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 2-hydroxyacylsphingosine 1-beta-galactosyltransferase Q16880 UGT8 Acid ceramidase Q13510 ASAH1 Alkaline ceramidase 1 Q8TDN7 ACER1 Alkaline ceramidase 2 Q5QJU3 ACER2 Antigen-presenting glycoprotein CD1d P15813 CD1D Beta-1,3-galactosyltransferase 5 Q9Y2C3 B3GALT5 Ceramide glucosyltransferase Q16739 UGCG Ceramide synthase 1 P27544 CERS1 Collagen type IV alpha-3-binding protein Q9Y5P4 COL4A3BP Epididymal secretory protein E1 P61916 NPC2 Galactocerebrosidase P54803 GALC Ganglioside GM2 activator P17900 GM2A Glucosylceramidase P04062 GBA GPI ethanolamine phosphate transferase 1 O95427 PIGN GPI ethanolamine phosphate transferase 2 Q5H8A4 PIGG GPI ethanolamine phosphate transferase 3 Q8TEQ8 PIGO GPI mannosyltransferase 1 Q9H3S5 PIGM GPI mannosyltransferase 2 Q9NUD9 PIGV GPI mannosyltransferase 3 Q92521 PIGB GPI mannosyltransferase 4 Q86VD9 PIGZ GPI transamidase component PIG-S Q96S52 PIGS GPI transamidase component PIG-T Q969N2 PIGT GPI-anchor transamidase Q92643 PIGK Lactase-phlorizin hydrolase P09848 LCT Lactosylceramide 1,3-N-acetyl-beta-D-glucosaminyltransferase Q9BYG0 B3GNT5 Leucine--tRNA ligase, cytoplasmic Q9P2J5 LARS Methylcrotonoyl-CoA carboxylase beta chain, mitochondrial Q9HCC0 MCCC2 Methylcrotonoyl-CoA carboxylase subunit alpha, mitochondrial Q96RQ3 MCCC1 Methylglutaconyl-CoA hydratase, mitochondrial Q13825 AUH N-acetylglucosaminyl-phosphatidylinositol de-N-acetylase Q9Y2B2 PIGL Neutral ceramidase Q9NR71 ASAH2 Non-lysosomal glucosylceramidase Q9HCG7 GBA2 Phosphatidylcholine:ceramide cholinephosphotransferase 1 Q86VZ5 SGMS1 Phosphatidylcholine:ceramide cholinephosphotransferase 2 Q8NHU3 SGMS2 Phosphatidylinositol glycan anchor biosynthesis class U protein Q9H490 PIGU Phosphatidylinositol N-acetylglucosaminyltransferase subunit A P37287 PIGA Phosphatidylinositol N-acetylglucosaminyltransferase subunit C Q92535 PIGC Phosphatidylinositol N-acetylglucosaminyltransferase subunit H Q14442 PIGH Phosphatidylinositol N-acetylglucosaminyltransferase subunit P P57054 PIGP Phosphatidylinositol N-acetylglucosaminyltransferase subunit Q Q9BRB3 PIGQ Phosphatidylinositol N-acetylglucosaminyltransferase subunit Y Q3MUY2 PIGY Phosphatidylinositol-glycan biosynthesis class F protein Q07326 PIGF Phosphatidylinositol-glycan biosynthesis class W protein Q7Z7B1 PIGW Phosphatidylinositol-glycan biosynthesis class X protein Q8TBF5 PIGX Probable leucine--tRNA ligase, mitochondrial Q15031 LARS2 Protein FAN Q92636 NSMAF Putative neutral ceramidase C P0C7U2 ASAH2C Sphingomyelin phosphodiesterase P17405 SMPD1 Sphingosine-1-phosphate lyase 1 O95470 SGPL1 T-cell surface glycoprotein CD1e, membrane-associated P15812 CD1E