1.0 2018-08-29 17:11:24 UTC 2020-06-04 19:11:30 UTC BMDB0062775 BMDB62775 PC(20:0/20:3(11Z,14Z,17Z)) PC(20:0/20:3(11Z,14Z,17Z)) 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(20:0/20:3(11Z,14Z,17Z)) is considered to be a glycerophosphocholine lipid molecule. PC(20:0/20:3(11Z,14Z,17Z)) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PC(20:0/20:3(11Z,14Z,17Z)) Alphitolate C48H90NO8P 840.221 839.64040586 (2-{[(2R)-2-[(11Z,14Z,17Z)-icosa-11,14,17-trienoyloxy]-3-(icosanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium (2-{[(2R)-2-[(11Z,14Z,17Z)-icosa-11,14,17-trienoyloxy]-3-(icosanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium [H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/C\C=C/C\C=C/CC 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/h9,11,15,17,21,23,46H,6-8,10,12-14,16,18-20,22,24-45H2,1-5H3/b11-9-,17-15-,23-21-/t46-/m1/s1 REABNEVSLLNWCN-NEUZZYPFSA-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 phosphatidylcholine 40:3 logp 6.33 ALOGPS logs -7.61 ALOGPS logp 10.58 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac (2-{[(2R)-2-[(11Z,14Z,17Z)-icosa-11,14,17-trienoyloxy]-3-(icosanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium ChemAxon average_mass 840.221 ChemAxon mono_mass 839.64040586 ChemAxon smiles [H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/C\C=C/C\C=C/CC 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/h9,11,15,17,21,23,46H,6-8,10,12-14,16,18-20,22,24-45H2,1-5H3/b11-9-,17-15-,23-21-/t46-/m1/s1 ChemAxon inchikey REABNEVSLLNWCN-NEUZZYPFSA-N ChemAxon polar_surface_area 111.19 ChemAxon refractivity 256.02 ChemAxon polarizability 103.08 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::MsMs 3609586 Specdb::MsMs 3609587 Specdb::MsMs 3609588 Specdb::MsMs 3609589 Specdb::MsMs 3609590 Specdb::MsMs 3609591 Specdb::MsMs 3609592 Specdb::MsMs 3609593 Specdb::MsMs 3609594 Specdb::MsMs 3609595 Specdb::MsMs 3609596 Specdb::MsMs 3609597 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. 24822638 24779047 86416 C00029465 A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation)