1.0 2016-10-03 18:39:19 UTC 2020-06-04 19:46:44 UTC BMDB0013467 BMDB13467 SM(d18:0/22:2(13Z,16Z)(OH)) C45H89N2O7P 801.188 800.640740212 (2-{[(2S)-3-hydroxy-2-{[(6Z,9Z)-20-hydroxy-22-oxodocosa-6,9-dien-1-yl]amino}octadecyl phosphono]oxy}ethyl)trimethylazanium (2-{[(2S)-3-hydroxy-2-{[(6Z,9Z)-20-hydroxy-22-oxodocosa-6,9-dien-1-yl]amino}octadecyl phosphono]oxy}ethyl)trimethylazanium CCCCCCCCCCCCCCCC(O)[C@H](COP([O-])(=O)OCC[N+](C)(C)C)NCCCCC\C=C/C\C=C/CCCCCCCCCC(O)CC=O InChI=1S/C45H89N2O7P/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/h12,14,19,22,40,43-46,49-50H,5-11,13,15-18,20-21,23-39,41-42H2,1-4H3/b14-12-,22-19-/t43?,44-,45?/m0/s1 CPWHZLVQMXNFJH-TVHRARQISA-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 5.09 ALOGPS logs -7.47 ALOGPS logp 6.05 ChemAxon pka_strongest_acidic 1.82 ChemAxon pka_strongest_basic 10.05 ChemAxon iupac (2-{[(2S)-3-hydroxy-2-{[(6Z,9Z)-20-hydroxy-22-oxodocosa-6,9-dien-1-yl]amino}octadecyl phosphono]oxy}ethyl)trimethylazanium ChemAxon average_mass 801.188 ChemAxon mono_mass 800.640740212 ChemAxon smiles CCCCCCCCCCCCCCCC(O)[C@H](COP([O-])(=O)OCC[N+](C)(C)C)NCCCCC\C=C/C\C=C/CCCCCCCCCC(O)CC=O ChemAxon formula C45H89N2O7P ChemAxon inchi InChI=1S/C45H89N2O7P/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/h12,14,19,22,40,43-46,49-50H,5-11,13,15-18,20-21,23-39,41-42H2,1-4H3/b14-12-,22-19-/t43?,44-,45?/m0/s1 ChemAxon inchikey CPWHZLVQMXNFJH-TVHRARQISA-N ChemAxon polar_surface_area 128.15 ChemAxon refractivity 245.05 ChemAxon polarizability 100.15 ChemAxon rotatable_bond_count 43 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 1295659 Specdb::MsMs 1295660 Specdb::MsMs 1295661 Specdb::MsMs 1410310 Specdb::MsMs 1410311 Specdb::MsMs 1410312 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 electrospray ionization tandem mass spectrometry with the Biocrates AbsoluteIDQ in male Charolais and Holstein cows. Weikard R, Altmaier E, Suhre K, Weinberger KM, Hammon HM, Albrecht E, Setoguchi K, Takasuga A, Kuhn C: Metabolomic profiles indicate distinct physiological pathways affected by two loci with major divergent effect on Bos taurus growth and lipid deposition. Physiol Genomics. 2010 Oct;42A(2):79-88. doi: 10.1152/physiolgenomics.00120.2010. Epub 2010 Jul 20. 20647382 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.