1.0 2016-10-03 17:19:04 UTC 2020-06-04 19:11:28 UTC BMDB0008341 BMDB08341 PC(20:2(11Z,14Z)/20:1(11Z)) PC(20:2(11Z,14Z)/20:1(11Z)), also known as PC(20:2/20:1) or phosphatidylcholine(40:3), belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage. Thus, PC(20:2(11Z,14Z)/20:1(11Z)) is considered to be a glycerophosphocholine lipid molecule. PC(20:2(11Z,14Z)/20:1(11Z)) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PC(20:2(11Z,14Z)/20:1(11Z)) exists in all eukaryotes, ranging from yeast to humans. PC(20:2/20:1) Phosphatidylcholine(40:3) PC(40:3) Phosphatidylcholine(20:2/20:1) GPCho(20:2/20:1) Lecithin PC(20:2(11Z,14Z)/20:1(11Z)) GPCho(40:3) 1-(11Z,14Z-eicosadienoyl)-2-(11-eicosenoyl)-sn-glycero-3-phosphocholine 1-eicosadienoyl-2-eicosenoyl-sn-glycero-3-phosphocholine C48H90NO8P 840.2039 839.640405373 (2-{[(2R)-2-[(11Z)-icos-11-enoyloxy]-3-[(11Z,14Z)-icosa-11,14-dienoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium lecithin CCCCCCCC\C=C/CCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCCCC\C=C/C\C=C/CCCCC)COP([O-])(=O)OCC[N+](C)(C)C InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14,16,20-23,46H,6-13,15,17-19,24-45H2,1-5H3/b16-14-,22-20-,23-21-/t46-/m1/s1 VSWBEFJQWZEWPT-KWPMQJQMSA-N belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage. Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphocholines Phosphatidylcholines Amines Carbonyl compounds Carboxylic acid esters Dialkyl phosphates Dicarboxylic acids and derivatives Fatty acid esters Hydrocarbon derivatives Organic oxides Organic salts Organopnictogen compounds Phosphocholines Tetraalkylammonium salts Aliphatic acyclic compound Alkyl phosphate Amine Carbonyl group Carboxylic acid derivative Carboxylic acid ester Diacylglycero-3-phosphocholine Dialkyl phosphate Dicarboxylic acid or derivatives Fatty acid ester Fatty acyl Hydrocarbon derivative 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 Diacylglycerophosphocholines Solid logp 6.29 ALOGPS logs -7.60 ALOGPS logp 10.58 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac (2-{[(2R)-2-[(11Z)-icos-11-enoyloxy]-3-[(11Z,14Z)-icosa-11,14-dienoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium ChemAxon average_mass 840.2039 ChemAxon mono_mass 839.640405373 ChemAxon smiles CCCCCCCC\C=C/CCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCCCC\C=C/C\C=C/CCCCC)COP([O-])(=O)OCC[N+](C)(C)C ChemAxon formula C48H90NO8P ChemAxon inchi InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14,16,20-23,46H,6-13,15,17-19,24-45H2,1-5H3/b16-14-,22-20-,23-21-/t46-/m1/s1 ChemAxon inchikey VSWBEFJQWZEWPT-KWPMQJQMSA-N ChemAxon polar_surface_area 111.19 ChemAxon refractivity 256.02 ChemAxon polarizability 103.91 ChemAxon rotatable_bond_count 45 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::CMs 201370 Specdb::MsMs 319726 Specdb::MsMs 319727 Specdb::MsMs 319728 Specdb::MsMs 366925 Specdb::MsMs 366926 Specdb::MsMs 366927 Specdb::MsMs 2301501 Specdb::MsMs 2301502 Specdb::MsMs 2301503 Specdb::MsMs 2353921 Specdb::MsMs 2353922 Specdb::MsMs 2353923 Specdb::MsMs 3051767 Specdb::MsMs 3051768 Specdb::MsMs 3051769 Specdb::MsMs 3061403 Specdb::MsMs 3061404 Specdb::MsMs 3061405 Specdb::MsMs 3109233 Specdb::MsMs 3109234 Specdb::MsMs 3109235 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 Milk 0.043 +/- 0.003 uM Commercial 3.25% milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Ruminal Fluid 0.008 +/- 0.002 uM Samples have been collected from 8 healthy primiparous Holstein cow, no barley grains in diet. Metabolite measured DFI-MS/MS. 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. 52923189 24767002 A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation)