1.0 2020-02-10 19:45:15 UTC 2020-06-04 19:35:30 UTC BMDB0063658 BMDB63658 PC(o-16:1(9Z)/14:1(9Z)) 1-Palmitoleyl-2-myristoleoyl-sn-glycero-3-phosphocholine Gpcho(16:1/14:1) Gpcho(16:1n7/14:1n5) Gpcho(16:1W7/14:1W5) Gpcho(30:2) Lecithin PC Ae C30:2 PC(16:1/14:1) PC(16:1n7/14:1n5) PC(16:1W7/14:1W5) PC(30:2) PC(O-30:2) Phosphatidylcholine(16:1/14:1) Phosphatidylcholine(16:1n7/14:1n5) Phosphatidylcholine(16:1W7/14:1W5) Phosphatidylcholine(30:2) 1-(9Z-Hexadecenyl)-2-(9Z-tetradecenoyl)-sn-glycero-3-phosphocholine PC(o-16:1(9Z)/14:1(9Z)) C38H74NO7P 687.9704 687.520290239 (2-{[(2R)-3-[(9Z)-hexadec-9-en-1-yloxy]-2-[(9Z)-tetradec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium (2-{[(2R)-3-[(9Z)-hexadec-9-en-1-yloxy]-2-[(9Z)-tetradec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium [H][C@@](COCCCCCCCC\C=C/CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCC InChI=1S/C38H74NO7P/c1-6-8-10-12-14-16-18-19-20-22-24-26-28-30-33-43-35-37(36-45-47(41,42)44-34-32-39(3,4)5)46-38(40)31-29-27-25-23-21-17-15-13-11-9-7-2/h13,15-16,18,37H,6-12,14,17,19-36H2,1-5H3/b15-13-,18-16-/t37-/m1/s1 SPPSEAUTRSATJZ-LSVLUJLYSA-N belongs to the class of organic compounds known as 1-alkyl,2-acylglycero-3-phosphocholines. These are glycerophosphocholines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one alkyl chain attached through an ether linkage at the O1-position. Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphocholines 1-alkyl,2-acylglycero-3-phosphocholines Amines Carbonyl compounds Carboxylic acid esters Dialkyl ethers Dialkyl phosphates Fatty acid esters Glycerol ethers Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organic salts Organopnictogen compounds Phosphocholines Tetraalkylammonium salts 1-alkyl,2-acylglycero-3-phosphocholine Aliphatic acyclic compound Alkyl phosphate Amine Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl ether Dialkyl phosphate Ether Fatty acid ester Fatty acyl Glycerol ether Hydrocarbon derivative Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic salt Organonitrogen compound Organooxygen compound Organopnictogen compound Phosphocholine Phosphoric acid ester Quaternary ammonium salt Tetraalkylammonium salt Aliphatic acyclic compounds 2-acyl-1-alkyl-sn-glycero-3-phosphocholine phosphatidylcholine O-30:2 logp 5.09 ALOGPS logs -7.37 ALOGPS logp 6.88 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -4.1 ChemAxon iupac (2-{[(2R)-3-[(9Z)-hexadec-9-en-1-yloxy]-2-[(9Z)-tetradec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium ChemAxon average_mass 687.9704 ChemAxon mono_mass 687.520290239 ChemAxon smiles [H][C@@](COCCCCCCCC\C=C/CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCC ChemAxon formula C38H74NO7P ChemAxon inchi InChI=1S/C38H74NO7P/c1-6-8-10-12-14-16-18-19-20-22-24-26-28-30-33-43-35-37(36-45-47(41,42)44-34-32-39(3,4)5)46-38(40)31-29-27-25-23-21-17-15-13-11-9-7-2/h13,15-16,18,37H,6-12,14,17,19-36H2,1-5H3/b15-13-,18-16-/t37-/m1/s1 ChemAxon inchikey SPPSEAUTRSATJZ-LSVLUJLYSA-N ChemAxon polar_surface_area 94.12 ChemAxon refractivity 209.14 ChemAxon polarizability 84.31 ChemAxon rotatable_bond_count 36 ChemAxon acceptor_count 4 ChemAxon donor_count 0 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 287782 Specdb::MsMs 287783 Specdb::MsMs 287784 Specdb::MsMs 326707 Specdb::MsMs 326708 Specdb::MsMs 326709 Specdb::MsMs 2565773 Specdb::MsMs 2565774 Specdb::MsMs 2565775 Specdb::MsMs 2830942 Specdb::MsMs 2830943 Specdb::MsMs 2830944 Specdb::MsMs 2848541 Specdb::MsMs 2848542 Specdb::MsMs 2848543 Specdb::CMs 9855 All Tissues Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 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 0.44 +/- 0.012 uM Samples have been collected from 8 healthy primiparous Holstein cow fed barley grains (15% of diet dry matter). 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. Ruminal Fluid 0.24 +/- 0.014 uM Samples have been collected from 8 healthy primiparous Holstein cow fed barley grains (30% of diet dry matter). 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. Ruminal Fluid 0.21 +/- 0.012 uM Samples have been collected from 8 healthy primiparous Holstein cow fed barley grains (45% of diet dry matter). 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. Ruminal Fluid 0.83 +/- 0.013 uM Samples have been collected from 8 healthy primiparous Holstein cow, no barley grains in diet. 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. 53481703 FDB029410 86423