1.0 2016-10-03 18:40:28 UTC 2020-06-04 19:12:30 UTC BMDB0013461 BMDB13461 SM(d18:0/26:1(17Z)) Sphingomyelin N-(17Z-Hexacosenoyl)-1-phosphocholine-sphinganine Sphingomyelin(D18:0/26:1(17Z)) N-(17Z-Hexacosenoyl)-1-phosphocholine-dihydrosphingosine N-(17Z-Hexacosenoyl)-1-phosphocholine-D-erythro-sphinganine C49H99N2O6P 843.313 842.724075914 (2-{[(2S)-2-[(17Z)-hexacos-17-enamido]-3-hydroxyoctadecyl phosphono]oxy}ethyl)trimethylazanium (2-{[(2S)-2-[(17Z)-hexacos-17-enamido]-3-hydroxyoctadecyl phosphono]oxy}ethyl)trimethylazanium CCCCCCCCCCCCCCCC(O)[C@H](COP([O-])(=O)OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCCCCC\C=C/CCCCCCCC InChI=1S/C49H99N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-49(53)50-47(46-57-58(54,55)56-45-44-51(3,4)5)48(52)42-40-38-36-34-32-30-19-17-15-13-11-9-7-2/h20-21,47-48,52H,6-19,22-46H2,1-5H3,(H-,50,53,54,55)/b21-20-/t47-,48?/m0/s1 GJNFQXJWAFBKPJ-GSJMMALBSA-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. Organic compounds Lipids and lipid-like molecules Sphingolipids Phosphosphingolipids Phosphosphingolipids Amines Carbonyl compounds Dialkyl phosphates Hydrocarbon derivatives N-acyl amines Organic oxides Organic salts Organic zwitterions Organopnictogen compounds Phosphocholines Phosphoethanolamines Secondary alcohols Secondary carboxylic acid amides Tetraalkylammonium salts Alcohol Aliphatic acyclic compound Alkyl phosphate Amine Carbonyl group Carboxamide group Carboxylic acid derivative Dialkyl phosphate Fatty acyl Fatty amide Hydrocarbon derivative N-acyl-amine Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic salt Organic zwitterion Organonitrogen compound Organooxygen compound Organopnictogen compound Phosphocholine Phosphoethanolamine Phosphoric acid ester Quaternary ammonium salt Secondary alcohol Secondary carboxylic acid amide Sphingoid-1-phosphate or derivatives Tetraalkylammonium salt Aliphatic acyclic compounds Solid logp 6.47 ALOGPS logs -7.53 ALOGPS logp 11.27 ChemAxon pka_strongest_acidic 1.87 ChemAxon pka_strongest_basic -1 ChemAxon iupac (2-{[(2S)-2-[(17Z)-hexacos-17-enamido]-3-hydroxyoctadecyl phosphono]oxy}ethyl)trimethylazanium ChemAxon average_mass 843.313 ChemAxon mono_mass 842.724075914 ChemAxon smiles CCCCCCCCCCCCCCCC(O)[C@H](COP([O-])(=O)OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCCCCC\C=C/CCCCCCCC ChemAxon formula C49H99N2O6P ChemAxon inchi InChI=1S/C49H99N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-49(53)50-47(46-57-58(54,55)56-45-44-51(3,4)5)48(52)42-40-38-36-34-32-30-19-17-15-13-11-9-7-2/h20-21,47-48,52H,6-19,22-46H2,1-5H3,(H-,50,53,54,55)/b21-20-/t47-,48?/m0/s1 ChemAxon inchikey GJNFQXJWAFBKPJ-GSJMMALBSA-N ChemAxon polar_surface_area 107.92 ChemAxon refractivity 260.11 ChemAxon polarizability 109.16 ChemAxon rotatable_bond_count 46 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsMs 1241758 Specdb::MsMs 1241759 Specdb::MsMs 1241760 Specdb::MsMs 1357165 Specdb::MsMs 1357166 Specdb::MsMs 1357167 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 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