1.0 2011-09-21 00:37:01 UTC 2015-07-21 06:57:56 UTC FDB023932 LysoSM(d18:1) D-erythro-sphingosylphosphorylcholine is an intermediate in Sphingolipid metabolism. D-erythro-sphingosylphosphorylcholine is the 5th to last step in the synthesis of Digalactosylceramidesulfate and is converted from Sphingosine via the enzyme sphingosine cholinephosphotransferase ( EC 2.7.8.10). It is then converted to Sphingomyelin via the enzyme sphingosine N-acyltransferase (EC 2.3.1.24). [HMDB] C18-Sphingosine ocholine C18-Sphingosine phosphocholine D-erythro-Sphingosylorylcholine D-erythro-sphingosylphosphorylcholine Lysosphingomyelin SM(d18:1/0:0) Sphing-4-enine-1-ocholine sphing-4-enine-1-phosphocholine Sphingenyl-1-orylcholine Sphingenyl-1-phosphorylcholine Sphingomyelin(d18:1/0:0) Sphingosyl-ocholine Sphingosyl-phosphocholine Sphingosylocholine Sphingosylocholine acid C23H50N2O5P 465.6273 465.345734232 {[(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}[2-(trimethylazaniumyl)ethoxy]phosphinic acid lysosphingomyelin 1670-26-4 CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)COP(=O)(O)OCC[N+](C)(C)C InChI=1S/C23H49N2O5P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)22(24)21-30-31(27,28)29-20-19-25(2,3)4/h17-18,22-23,26H,5-16,19-21,24H2,1-4H3/p+1/b18-17+/t22-,23+/m0/s1 JLVSPVFPBBFMBE-HXSWCURESA-O belongs to the class of organic compounds known as sphingosylphosphorylcholines. These are sphingolipids containing a sphingosine attached to the phosphate group of a phosphocholine. Sphingosylphosphorylcholines Organic compounds Lipids and lipid-like molecules Sphingolipids Phosphosphingolipids Aliphatic acyclic compounds Dialkyl phosphates Hydrocarbon derivatives Monoalkylamines Organic cations Organic oxides Organic salts Organopnictogen compounds Phosphocholines Phosphoethanolamines Secondary alcohols Tetraalkylammonium salts Alcohol Aliphatic acyclic compound Alkyl phosphate Amine Dialkyl phosphate Hydrocarbon derivative Organic cation Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic salt Organonitrogen compound Organooxygen compound Organopnictogen compound Phosphocholine Phosphoethanolamine Phosphoric acid ester Primary aliphatic amine Primary amine Quaternary ammonium salt Secondary alcohol Sphingosylphosphorylcholine Tetraalkylammonium salt Lysosphingomyelins and lysoglycosphingolipids phosphocholines phosphosphingolipid quaternary ammonium ion Solid logp 1.30 ALOGPS logs -5.77 ALOGPS solubility 8.42e-04 g/l ALOGPS logp -0.24 ChemAxon pka_strongest_acidic 1.83 ChemAxon pka_strongest_basic 9.68 ChemAxon iupac {[(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}[2-(trimethylazaniumyl)ethoxy]phosphinic acid ChemAxon average_mass 465.6273 ChemAxon mono_mass 465.345734232 ChemAxon smiles CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)COP(=O)(O)OCC[N+](C)(C)C ChemAxon formula C23H50N2O5P ChemAxon inchi InChI=1S/C23H49N2O5P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)22(24)21-30-31(27,28)29-20-19-25(2,3)4/h17-18,22-23,26H,5-16,19-21,24H2,1-4H3/p+1/b18-17+/t22-,23+/m0/s1 ChemAxon inchikey JLVSPVFPBBFMBE-HXSWCURESA-O ChemAxon polar_surface_area 102.01 ChemAxon refractivity 141.18 ChemAxon polarizability 55.37 ChemAxon rotatable_bond_count 21 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 1 ChemAxon formal_charge 1 ChemAxon Specdb::CMs 39024 Specdb::CMs 130537 Specdb::CMs 138271 Specdb::MsMs 2494922 Specdb::MsMs 2494923 Specdb::MsMs 2494924 Specdb::NmrOneD 11002 Specdb::NmrOneD 11003 Specdb::NmrOneD 11004 Specdb::NmrOneD 11005 Specdb::NmrOneD 11006 Specdb::NmrOneD 11007 Specdb::NmrOneD 11008 Specdb::NmrOneD 11009 Specdb::NmrOneD 11010 Specdb::NmrOneD 11011 Specdb::NmrOneD 11012 Specdb::NmrOneD 11013 Specdb::NmrOneD 11014 Specdb::NmrOneD 11015 Specdb::NmrOneD 11016 Specdb::NmrOneD 11017 Specdb::NmrOneD 11018 Specdb::NmrOneD 11019 Specdb::NmrOneD 11020 Specdb::NmrOneD 11021 HMDB06482 SPU #<Reference:0x000055ce32418600> 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 Non-lysosomal glucosylceramidase Q9HCG7 GBA2 Proactivator polypeptide P07602 PSAP Sphingomyelin phosphodiesterase P17405 SMPD1