1.0 2016-10-03 18:39:18 UTC 2020-06-04 20:01:15 UTC BMDB0013466 BMDB13466 SM(d18:0/22:1(13Z)(OH)) C45H91N2O7P 803.204 802.656390276 (2-{[(2S)-3-hydroxy-2-{[(9Z)-20-hydroxy-22-oxodocos-9-en-1-yl]amino}octadecyl phosphono]oxy}ethyl)trimethylazanium (2-{[(2S)-3-hydroxy-2-{[(9Z)-20-hydroxy-22-oxodocos-9-en-1-yl]amino}octadecyl phosphono]oxy}ethyl)trimethylazanium CCCCCCCCCCCCCCCC(O)[C@H](COP([O-])(=O)OCC[N+](C)(C)C)NCCCCCCCC\C=C/CCCCCCCCCC(O)CC=O InChI=1S/C45H91N2O7P/c1-5-6-7-8-9-10-11-17-21-24-27-30-33-36-45(50)44(42-54-55(51,52)53-41-39-47(2,3)4)46-38-34-31-28-25-22-19-16-14-12-13-15-18-20-23-26-29-32-35-43(49)37-40-48/h12,14,40,43-46,49-50H,5-11,13,15-39,41-42H2,1-4H3/b14-12-/t43?,44-,45?/m0/s1 XYHAFAORVQGHBV-UTZYRRMASA-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 1,2-aminoalcohols Alpha-hydrogen aldehydes Beta-hydroxy aldehydes Dialkyl phosphates Dialkylamines Hydrocarbon derivatives Organic oxides Organic salts Organic zwitterions Organopnictogen compounds Phosphocholines Phosphoethanolamines Secondary alcohols Tetraalkylammonium salts 1,2-aminoalcohol Alcohol Aldehyde Aliphatic acyclic compound Alkyl phosphate Alpha-hydrogen aldehyde Amine Beta-hydroxy aldehyde Carbonyl group Dialkyl phosphate Hydrocarbon derivative 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 aliphatic amine Secondary amine Sphingoid-1-phosphate or derivatives Tetraalkylammonium salt Aliphatic acyclic compounds Solid logp 5.20 ALOGPS logs -7.53 ALOGPS logp 6.42 ChemAxon pka_strongest_acidic 1.82 ChemAxon pka_strongest_basic 10.05 ChemAxon iupac (2-{[(2S)-3-hydroxy-2-{[(9Z)-20-hydroxy-22-oxodocos-9-en-1-yl]amino}octadecyl phosphono]oxy}ethyl)trimethylazanium ChemAxon average_mass 803.204 ChemAxon mono_mass 802.656390276 ChemAxon smiles CCCCCCCCCCCCCCCC(O)[C@H](COP([O-])(=O)OCC[N+](C)(C)C)NCCCCCCCC\C=C/CCCCCCCCCC(O)CC=O ChemAxon formula C45H91N2O7P ChemAxon inchi InChI=1S/C45H91N2O7P/c1-5-6-7-8-9-10-11-17-21-24-27-30-33-36-45(50)44(42-54-55(51,52)53-41-39-47(2,3)4)46-38-34-31-28-25-22-19-16-14-12-13-15-18-20-23-26-29-32-35-43(49)37-40-48/h12,14,40,43-46,49-50H,5-11,13,15-39,41-42H2,1-4H3/b14-12-/t43?,44-,45?/m0/s1 ChemAxon inchikey XYHAFAORVQGHBV-UTZYRRMASA-N ChemAxon polar_surface_area 128.15 ChemAxon refractivity 243.93 ChemAxon polarizability 101.51 ChemAxon rotatable_bond_count 44 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 1 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 1234972 Specdb::MsMs 1234973 Specdb::MsMs 1234974 Specdb::MsMs 1350457 Specdb::MsMs 1350458 Specdb::MsMs 1350459 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 Ruminal Fluid 0.01 +/- 0.01 uM Fozia Saleem, Souhaila Bouatra, An Chi Guo, Nikolaos Psychogios, Rupasri Mandal, Suzanna M. Dunn, Burim N. Ametaj, David S. Wishart. The Bovine Ruminal Fluid Metabolome. Metabolomics (2013) 9:360–378.