1.0 2016-10-03 18:39:17 UTC 2020-06-04 19:43:01 UTC BMDB0013465 BMDB13465 SM(d18:0/20:2(11Z,14Z)) C43H85N2O6P 757.135 756.614525463 (2-{[(2S)-3-hydroxy-2-[(11Z,14Z)-icosa-11,14-dienamido]octadecyl phosphono]oxy}ethyl)trimethylazanium (2-{[(2S)-3-hydroxy-2-[(11Z,14Z)-icosa-11,14-dienamido]octadecyl phosphono]oxy}ethyl)trimethylazanium CCCCCCCCCCCCCCCC(O)[C@H](COP([O-])(=O)OCC[N+](C)(C)C)NC(=O)CCCCCCCCC\C=C/C\C=C/CCCCC InChI=1S/C43H85N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-43(47)44-41(40-51-52(48,49)50-39-38-45(3,4)5)42(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h14,16,20-21,41-42,46H,6-13,15,17-19,22-40H2,1-5H3,(H-,44,47,48,49)/b16-14-,21-20-/t41-,42?/m0/s1 NPVULZDEDWDOGU-GMXSXINSSA-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 5.68 ALOGPS logs -7.47 ALOGPS logp 8.24 ChemAxon pka_strongest_acidic 1.87 ChemAxon pka_strongest_basic -1 ChemAxon iupac (2-{[(2S)-3-hydroxy-2-[(11Z,14Z)-icosa-11,14-dienamido]octadecyl phosphono]oxy}ethyl)trimethylazanium ChemAxon average_mass 757.135 ChemAxon mono_mass 756.614525463 ChemAxon smiles CCCCCCCCCCCCCCCC(O)[C@H](COP([O-])(=O)OCC[N+](C)(C)C)NC(=O)CCCCCCCCC\C=C/C\C=C/CCCCC ChemAxon formula C43H85N2O6P ChemAxon inchi InChI=1S/C43H85N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-43(47)44-41(40-51-52(48,49)50-39-38-45(3,4)5)42(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h14,16,20-21,41-42,46H,6-13,15,17-19,22-40H2,1-5H3,(H-,44,47,48,49)/b16-14-,21-20-/t41-,42?/m0/s1 ChemAxon inchikey NPVULZDEDWDOGU-GMXSXINSSA-N ChemAxon polar_surface_area 107.92 ChemAxon refractivity 233.62 ChemAxon polarizability 95.03 ChemAxon rotatable_bond_count 39 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 1242913 Specdb::MsMs 1242914 Specdb::MsMs 1242915 Specdb::MsMs 1358302 Specdb::MsMs 1358303 Specdb::MsMs 1358304 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 3.44 +/- 1.52 uM Detected by ESI-MS/MS in male Charolais x German Holstein Widmann P, Reverter A, Weikard R, Suhre K, Hammon HM, Albrecht E, Kuehn C: Systems biology analysis merging phenotype, metabolomic and genomic data identifies Non-SMC Condensin I Complex, Subunit G (NCAPG) and cellular maintenance processes as major contributors to genetic variability in bovine feed efficiency. PLoS One. 2015 Apr 15;10(4):e0124574. doi: 10.1371/journal.pone.0124574. eCollection 2015. 25875852 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 0.003 +/- 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.