1.0 2016-10-03 17:23:49 UTC 2020-05-11 18:47:15 UTC BMDB0008541 BMDB08541 PC(22:0/20:3(8Z,11Z,14Z)) 1-Behenoyl-2-homo-g-linolenoyl-sn-glycero-3-phosphocholine 1-Behenoyl-2-homo-gamma-linolenoyl-sn-glycero-3-phosphocholine Gpcho(22:0/20:3) Gpcho(22:0/20:3n6) Gpcho(22:0/20:3W6) Gpcho(42:3) Lecithin PC(22:0/20:3) PC(22:0/20:3n6) PC(22:0/20:3W6) PC(42:3) Phosphatidylcholine(22:0/20:3) Phosphatidylcholine(22:0/20:3n6) Phosphatidylcholine(22:0/20:3W6) Phosphatidylcholine(42:3) 1-Docosanoyl-2-(8Z,11Z,14Z-eicosatrienoyl)-sn-glycero-3-phosphocholine PC(22:0/20:3(8Z,11Z,14Z)) C50H94NO8P 868.257 867.671705501 (2-{[(2R)-3-(docosanoyloxy)-2-[(8Z,11Z,14Z)-icosa-8,11,14-trienoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium lecithin CCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC InChI=1S/C50H94NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-28-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-29-26-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,29,31,48H,6-14,16,18-20,22,24-28,30,32-47H2,1-5H3/b17-15-,23-21-,31-29-/t48-/m1/s1 CAHVTALBVQRUQD-QSSZNQGRSA-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 6.63 ALOGPS logs -7.55 ALOGPS logp 11.47 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac (2-{[(2R)-3-(docosanoyloxy)-2-[(8Z,11Z,14Z)-icosa-8,11,14-trienoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium ChemAxon average_mass 868.257 ChemAxon mono_mass 867.671705501 ChemAxon smiles CCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC ChemAxon formula C50H94NO8P ChemAxon inchi InChI=1S/C50H94NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-28-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-29-26-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,29,31,48H,6-14,16,18-20,22,24-28,30,32-47H2,1-5H3/b17-15-,23-21-,31-29-/t48-/m1/s1 ChemAxon inchikey CAHVTALBVQRUQD-QSSZNQGRSA-N ChemAxon polar_surface_area 111.19 ChemAxon refractivity 265.22 ChemAxon polarizability 108.25 ChemAxon rotatable_bond_count 47 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 636985 Specdb::MsMs 636986 Specdb::MsMs 636987 Specdb::MsMs 2407175 Specdb::MsMs 2407176 Specdb::MsMs 2407177 Specdb::MsMs 2786413 Specdb::MsMs 2786414 Specdb::MsMs 2786415 Specdb::MsMs 2891796 Specdb::MsMs 2891797 Specdb::MsMs 2891798 Specdb::MsMs 2923240 Specdb::MsMs 2923241 Specdb::MsMs 2923242 Specdb::MsMs 2937445 Specdb::MsMs 2937446 Specdb::MsMs 2937447 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 24767202 52923469 FDB025731 C00157 PHOSPHATIDYLCHOLINE