1.0 2016-09-30 23:49:25 UTC 2020-06-04 19:51:05 UTC BMDB0008034 BMDB08034 PC(18:0/16:0) PC(18:0/16:0), also known as PC(34:0) or lecithin, 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(18:0/16:0) is considered to be a glycerophosphocholine lipid molecule. PC(18:0/16:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. (2R)-2-(Palmitoyloxy)-3-(stearoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate 1-C18:0-2-C16:0-Phosphatidylcholine 1-Octadecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine PC(34:0) Phosphatidylcholine(18:0/16:0) Phosphatidylcholine(34:0) (2R)-2-(Palmitoyloxy)-3-(stearoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphoric acid GPCho(18:0/16:0) 1-Stearoyl-2-palmitoyl-sn-glycero-3-phosphocholine Lecithin GPCho(34:0) PC(18:0/16:0) C42H84NO8P 762.092 761.593455181 (2-{[(2R)-2-(hexadecanoyloxy)-3-(octadecanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium lecithin [H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC InChI=1S/C42H84NO8P/c1-6-8-10-12-14-16-18-20-21-23-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-25-22-19-17-15-13-11-9-7-2/h40H,6-39H2,1-5H3/t40-/m1/s1 BYSIMVBIJVBVPA-RRHRGVEJSA-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 34:0 Solid logp 5.62 ALOGPS logs -7.58 ALOGPS logp 9 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac (2-{[(2R)-2-(hexadecanoyloxy)-3-(octadecanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium ChemAxon average_mass 762.092 ChemAxon mono_mass 761.593455181 ChemAxon smiles [H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC ChemAxon formula C42H84NO8P ChemAxon inchi InChI=1S/C42H84NO8P/c1-6-8-10-12-14-16-18-20-21-23-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-25-22-19-17-15-13-11-9-7-2/h40H,6-39H2,1-5H3/t40-/m1/s1 ChemAxon inchikey BYSIMVBIJVBVPA-RRHRGVEJSA-N ChemAxon polar_surface_area 111.19 ChemAxon refractivity 225.07 ChemAxon polarizability 94.8 ChemAxon rotatable_bond_count 42 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 316744 Specdb::MsMs 316745 Specdb::MsMs 316746 Specdb::MsMs 363085 Specdb::MsMs 363086 Specdb::MsMs 363087 Specdb::MsMs 2296793 Specdb::MsMs 2296794 Specdb::MsMs 2296795 Specdb::MsMs 2358642 Specdb::MsMs 2358643 Specdb::MsMs 2358644 Specdb::MsMs 2672618 Specdb::MsMs 2672619 Specdb::MsMs 2672620 Specdb::MsMs 3032612 Specdb::MsMs 3032613 Specdb::MsMs 3032614 Specdb::MsMs 3047238 Specdb::MsMs 3047239 Specdb::MsMs 3047240 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 2.45 +/- 0.04 uM Commercial 1% 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 Milk 4.7 +/- 0.1 uM Commercial 2% 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 Milk 5.2 +/- 0.1 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 Milk 2.26 +/- 0.03 uM Commercial skim 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 18631368 75026 FDB025225 A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation)