1.0 2016-09-30 23:48:29 UTC 2020-05-11 18:39:36 UTC BMDB0007987 BMDB07987 PC(16:0/22:2(13Z,16Z)) PC(16:0/22:2(13Z,16Z)), also known as pc(16:0/22:2(13z,16z)) or pc(16:0/22:2(13z,16z)), 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(16:0/22:2(13Z,16Z)) is considered to be a glycerophosphocholine lipid molecule. PC(16:0/22:2(13Z,16Z)) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PC(16:0/22:2(13Z,16Z)) participates in a number of enzymatic reactions, within cattle. In particular, S-Adenosylhomocysteine and PC(16:0/22:2(13Z,16Z)) can be biosynthesized from S-adenosylmethionine and pe-nme2(16:0/22:2(13Z,16Z)); which is mediated by the enzyme phosphatidylethanolamine N-methyltransferase. Furthermore, Cytidine monophosphate and PC(16:0/22:2(13Z,16Z)) can be biosynthesized from CDP-choline and DG(16:0/22:2(13Z,16Z)/0:0); which is mediated by the enzyme choline/ethanolaminephosphotransferase. Finally, PC(16:0/22:2(13Z,16Z)) and L-serine can be converted into choline and PS(16:0/22:2(13Z,16Z)); which is mediated by the enzyme phosphatidylserine synthase. In cattle, PC(16:0/22:2(13Z,16Z)) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(16:0/22:2(13Z,16Z)) pathway and phosphatidylethanolamine biosynthesis pe(16:0/22:2(13Z,16Z)) pathway. GPCho(16:0/22:2) Phosphatidylcholine(38:2) Phosphatidylcholine(16:0/22:2) PC(38:2) 1-Palmitoyl-2-docosadienoyl-sn-glycero-3-phosphocholine Lecithin GPCho(38:2) 1-Hexadecanoyl-2-(13Z,16Z-docosadienoyl)-sn-glycero-3-phosphocholine PC(16:0/22:2) PC(16:0/22:2(13Z,16Z)) C46H88NO8P 814.1666 813.624755309 (2-{[(2R)-2-[(13Z,16Z)-docosa-13,16-dienoyloxy]-3-(hexadecanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium lecithin CCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC\C=C/C\C=C/CCCCC InChI=1S/C46H88NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-19-17-15-13-11-9-7-2/h14,16,20-21,44H,6-13,15,17-19,22-43H2,1-5H3/b16-14-,21-20-/t44-/m1/s1 YDPRTRLGCLYYCF-PCBXQKGDSA-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 6.12 ALOGPS logs -7.64 ALOGPS logp 10.06 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac (2-{[(2R)-2-[(13Z,16Z)-docosa-13,16-dienoyloxy]-3-(hexadecanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium ChemAxon average_mass 814.1666 ChemAxon mono_mass 813.624755309 ChemAxon smiles CCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC\C=C/C\C=C/CCCCC ChemAxon formula C46H88NO8P ChemAxon inchi InChI=1S/C46H88NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-19-17-15-13-11-9-7-2/h14,16,20-21,44H,6-13,15,17-19,22-43H2,1-5H3/b16-14-,21-20-/t44-/m1/s1 ChemAxon inchikey YDPRTRLGCLYYCF-PCBXQKGDSA-N ChemAxon polar_surface_area 111.19 ChemAxon refractivity 245.7 ChemAxon polarizability 101.09 ChemAxon rotatable_bond_count 44 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 Phosphatidylcholine Biosynthesis PC(16:0/22:2(13Z,16Z)) SMP0080533 Phosphatidylethanolamine Biosynthesis PE(16:0/22:2(13Z,16Z)) SMP0082336 Specdb::CMs 216673 Specdb::MsMs 635557 Specdb::MsMs 635558 Specdb::MsMs 635559 Specdb::MsMs 2598046 Specdb::MsMs 2598047 Specdb::MsMs 2598048 Specdb::MsMs 2649672 Specdb::MsMs 2649673 Specdb::MsMs 2649674 Specdb::MsMs 2727586 Specdb::MsMs 2727587 Specdb::MsMs 2727588 Specdb::MsMs 2978303 Specdb::MsMs 2978304 Specdb::MsMs 2978305 Specdb::MsMs 3102374 Specdb::MsMs 3102375 Specdb::MsMs 3102376 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 52922426