1.0 2016-10-03 17:24:40 UTC 2020-05-20 23:09:15 UTC BMDB0008578 BMDB08578 PC(22:1(13Z)/22:1(13Z)) PC(22:1(13Z)/22:1(13Z)), also known as pc(22:1(13z)/22:1(13z)) or PC(44:2), 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(22:1(13Z)/22:1(13Z)) is considered to be a glycerophosphocholine lipid molecule. PC(22:1(13Z)/22:1(13Z)) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PC(22:1(13Z)/22:1(13Z)) participates in a number of enzymatic reactions, within cattle. In particular, S-Adenosylhomocysteine and PC(22:1(13Z)/22:1(13Z)) can be biosynthesized from S-adenosylmethionine and pe-nme2(22:1(13Z)/22:1(13Z)) through the action of the enzyme phosphatidylethanolamine N-methyltransferase. Furthermore, Cytidine monophosphate and PC(22:1(13Z)/22:1(13Z)) can be biosynthesized from CDP-choline and DG(22:1(13Z)/22:1(13Z)/0:0) through the action of the enzyme choline/ethanolaminephosphotransferase. Finally, PC(22:1(13Z)/22:1(13Z)) and L-serine can be converted into choline and PS(22:1(13Z)/22:1(13Z)) through its interaction with the enzyme phosphatidylserine synthase. In cattle, PC(22:1(13Z)/22:1(13Z)) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(22:1(13Z)/22:1(13Z)) pathway and phosphatidylethanolamine biosynthesis pe(22:1(13Z)/22:1(13Z)) pathway. 1,2-Dierucoyl-rac-glycero-3-phosphocholine Phosphatidylcholine(44:2) PC(44:2) Lecithin PC(22:1/22:1) Phosphatidylcholine(22:1/22:1) GPCho(22:1/22:1) 1,2-Di(13Z-docosenoyl)-rac-glycero-3-phosphocholine GPCho(44:2) 1,2-Didocos-13-enoyl phoshatidylcholine PC(22:1(13Z)/22:1(13Z)) C52H100NO8P 898.3261 897.718655693 (2-{[(2R)-2,3-bis[(13Z)-docos-13-enoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium dierucoyllecithin CCCCCCCC\C=C/CCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC InChI=1S/C52H100NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44-51(54)58-48-50(49-60-62(56,57)59-47-46-53(3,4)5)61-52(55)45-43-41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,50H,6-19,24-49H2,1-5H3/b22-20-,23-21-/t50-/m1/s1 SDEURMLKLAEUAY-JFSPZUDSSA-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 6.83 ALOGPS logs -7.70 ALOGPS logp 12.72 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac (2-{[(2R)-2,3-bis[(13Z)-docos-13-enoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium ChemAxon average_mass 898.3261 ChemAxon mono_mass 897.718655693 ChemAxon smiles CCCCCCCC\C=C/CCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC ChemAxon formula C52H100NO8P ChemAxon inchi InChI=1S/C52H100NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44-51(54)58-48-50(49-60-62(56,57)59-47-46-53(3,4)5)61-52(55)45-43-41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,50H,6-19,24-49H2,1-5H3/b22-20-,23-21-/t50-/m1/s1 ChemAxon inchikey SDEURMLKLAEUAY-JFSPZUDSSA-N ChemAxon polar_surface_area 111.19 ChemAxon refractivity 273.31 ChemAxon polarizability 113.62 ChemAxon rotatable_bond_count 50 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(22:1(13Z)/22:1(13Z)) SMP0080829 Phosphatidylethanolamine Biosynthesis PE(22:1(13Z)/22:1(13Z)) SMP0082638 Specdb::MsMs 656623 Specdb::MsMs 656624 Specdb::MsMs 656625 Specdb::MsMs 2240840 Specdb::MsMs 2240868 Specdb::MsMs 2242874 Specdb::MsMs 2278133 Specdb::MsMs 2278134 Specdb::MsMs 2278135 Specdb::MsMs 2323756 Specdb::MsMs 2323757 Specdb::MsMs 2323758 Specdb::MsMs 2410654 Specdb::MsMs 2410655 Specdb::MsMs 2410656 Specdb::MsMs 2554477 Specdb::MsMs 2554478 Specdb::MsMs 2554479 Specdb::MsMs 3021612 Specdb::MsMs 3021613 Specdb::MsMs 3021614 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 24779126