1.0 2016-09-30 23:22:23 UTC 2020-04-22 15:17:33 UTC BMDB0006482 BMDB06482 LysoSM(d18:1) Sphing-4-enine-1-phosphocholine Sphingosyl-phosphocholine Sphingosylphosphocholine Lysosphingomyelin Sphingosine phosphorylcholine C18-Sphingosine phosphocholine D-erythro-Sphingosylphosphorylcholine SM(D18:1/0:0) Sphingenyl-1-phosphorylcholine Sphingomyelin(D18:1/0:0) Sphingosylphosphorylcholine 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. Organic compounds Lipids and lipid-like molecules Sphingolipids Phosphosphingolipids Sphingosylphosphorylcholines 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 Aliphatic acyclic compounds Lysosphingomyelins and lysoglycosphingolipids phosphocholines phosphosphingolipid quaternary ammonium ion Solid logp 1.30 ALOGPS logs -5.77 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 number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsMs 2494922 Specdb::MsMs 2494923 Specdb::MsMs 2494924 Specdb::CMs 39024 Specdb::CMs 130537 Specdb::CMs 138271 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 Blood Detected by DFI-MS/MS (P180) in Holstein and Red-Holstein cows. Imhasly S, Naegeli H, Baumann S, von Bergen M, Luch A, Jungnickel H, Potratz S, Gerspach C: Metabolomic biomarkers correlating with hepatic lipidosis in dairy cows. BMC Vet Res. 2014 Jun 2;10:122. doi: 10.1186/1746-6148-10-122. 24888604 Blood Detected by DFI-MS/MS (P180) in periparturient Holstein cows. Hailemariam D, Mandal R, Saleem F, Dunn SM, Wishart DS, Ametaj BN: Identification of predictive biomarkers of disease state in transition dairy cows. J Dairy Sci. 2014 May;97(5):2680-93. doi: 10.3168/jds.2013-6803. Epub 2014 Mar 13. 24630653 FDB023932 4444221 C03640 5280613 SPU 52897 2704995 Sphingomyelin, intermediates thereof and methods for preparation of same. Rochlin, Elimelech; Hildesheim, Jean; Berlin, Alisa. (Biolab Ltd., Israel). PCT Int. Appl. (2005), 39 pp.