1.0 2011-09-21 01:30:55 UTC 2015-07-21 06:59:15 UTC FDB027851 CerP(d18:1/18:0) CerP(d18:1/18:0) is a ceramide 1-phosphate belonging to the sphingolipid class of molecules. Ceramides are amides of fatty acids with long-chain di- or trihydroxy bases, the commonest in animals being sphingosine and in plants phytosphingosine. The acyl group of ceramides is generally a long-chain saturated or monounsaturated fatty acid. The most frequent fatty acids found in animal ceramides are 18:0, 24:0 and 24:1(n-9). Ceramide 1-phosphates are produced by phosphorylation of ceramide by a specific ceramide kinase. Ceramide-1-phosphate was shown to be a specific and potent inducer of arachidonic acid and prostanoid synthesis in cells through the translocation and activation of the cytoplasmic phospholipase A2. [HMDB] [(e,2S,3R)-3-Hydroxy-2-(octadecanoylamino)octadec-4-enyl] dihydrogen ate [(E,2S,3R)-3-hydroxy-2-(octadecanoylamino)octadec-4-enyl] dihydrogen phosphate C18 CerP N-(Octadecanoyl)-sphing-4-enine-1-ate N-(octadecanoyl)-sphing-4-enine-1-phosphate N-Octadecanoylsphing-4-enine 1-ate N-Octadecanoylsphing-4-enine 1-ic acid N-Stearoylsphing-4-enine 1-ate N-Stearoylsphing-4-enine 1-ic acid N-Stearoylsphingosine 1-ate N-Stearoylsphingosine 1-ic acid C36H72NO6P 645.9337 645.509725553 {[(2S,3R,4E)-3-hydroxy-2-octadecanamidooctadec-4-en-1-yl]oxy}phosphonic acid C18 CerP CCCCCCCCCCCCCCCCCC(=O)N[C@@]([H])(COP(=O)(O)O)[C@]([H])(O)\C=C\CCCCCCCCCCCCC InChI=1S/C36H72NO6P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(39)37-34(33-43-44(40,41)42)35(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h29,31,34-35,38H,3-28,30,32-33H2,1-2H3,(H,37,39)(H2,40,41,42)/b31-29+/t34-,35+/m0/s1 ZQQLMECVOXKFJK-NXCSZAMKSA-N belongs to the class of organic compounds known as phosphosphingolipids. These are sphingolipids with a structure based on a sphingoid base that is attached to a phosphate head group. They differ from phosphonospingolipids which have a phosphonate head group. Phosphosphingolipids Organic compounds Lipids and lipid-like molecules Sphingolipids Phosphosphingolipids Aliphatic acyclic compounds Carbonyl compounds Hydrocarbon derivatives Monoalkyl phosphates N-acyl amines Organic oxides Organonitrogen compounds Organopnictogen compounds Phosphoethanolamines Secondary alcohols Secondary carboxylic acid amides Alcohol Aliphatic acyclic compound Alkyl phosphate Carbonyl group Carboxamide group Carboxylic acid derivative Fatty acyl Fatty amide Hydrocarbon derivative Monoalkyl phosphate N-acyl-amine Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organonitrogen compound Organooxygen compound Organopnictogen compound Phosphoethanolamine Phosphoric acid ester Secondary alcohol Secondary carboxylic acid amide Sphingoid-1-phosphate or derivatives Ceramide 1-phosphates N-acylsphingosine 1-phosphate Solid logp 8.68 ALOGPS logs -6.87 ALOGPS solubility 8.79e-05 g/l ALOGPS logp 11.47 ChemAxon pka_strongest_acidic 1.53 ChemAxon pka_strongest_basic 0.00068 ChemAxon iupac {[(2S,3R,4E)-3-hydroxy-2-octadecanamidooctadec-4-en-1-yl]oxy}phosphonic acid ChemAxon average_mass 645.9337 ChemAxon mono_mass 645.509725553 ChemAxon smiles CCCCCCCCCCCCCCCCCC(=O)N[C@@]([H])(COP(=O)(O)O)[C@]([H])(O)\C=C\CCCCCCCCCCCCC ChemAxon formula C36H72NO6P ChemAxon inchi InChI=1S/C36H72NO6P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(39)37-34(33-43-44(40,41)42)35(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h29,31,34-35,38H,3-28,30,32-33H2,1-2H3,(H,37,39)(H2,40,41,42)/b31-29+/t34-,35+/m0/s1 ChemAxon inchikey ZQQLMECVOXKFJK-NXCSZAMKSA-N ChemAxon polar_surface_area 116.09 ChemAxon refractivity 185.85 ChemAxon polarizability 82.26 ChemAxon rotatable_bond_count 34 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 635797 Specdb::CMs 635798 Specdb::CMs 635799 Specdb::CMs 635800 Specdb::CMs 635801 Specdb::CMs 635802 Specdb::CMs 793707 Specdb::MsMs 2368152 Specdb::MsMs 2368153 Specdb::MsMs 2368154 Specdb::MsMs 2567644 Specdb::MsMs 2567645 Specdb::MsMs 2567646 HMDB10701 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