1.0 2016-10-03 18:05:48 UTC 2020-05-11 19:11:19 UTC BMDB0010397 BMDB10397 LysoPC(20:5(5Z,8Z,11Z,14Z,17Z)) 1-Eicosapentaenoyl-glycero-3-phosphocholine LPC(20:5) LPC(20:5/0:0) LPC(20:5n3/0:0) LPC(20:5W3/0:0) LyPC(20:5) LyPC(20:5/0:0) LyPC(20:5n3/0:0) LyPC(20:5W3/0:0) LysoPC(20:5) LysoPC(20:5/0:0) LysoPC(20:5n3/0:0) LysoPC(20:5W3/0:0) Lysophosphatidylcholine(20:5) Lysophosphatidylcholine(20:5/0:0) Lysophosphatidylcholine(20:5n3/0:0) Lysophosphatidylcholine(20:5W3/0:0) LysoPC(20:5(5Z,8Z,11Z,14Z,17Z)) 1-(5Z,8Z,11Z,14Z,17Z-Eicosapentaenoyl)-glycero-3-phosphocholine 1-Eicosapentaenoylglycerophosphocholine C28H48NO7P 541.657 541.316839407 (2-{[(2R)-2-hydroxy-3-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium (2-{[(2R)-2-hydroxy-3-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OC[C@](O)([H])COP([O-])(=O)OCC[N+](C)(C)C InChI=1S/C28H48NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-28(31)34-25-27(30)26-36-37(32,33)35-24-23-29(2,3)4/h6-7,9-10,12-13,15-16,18-19,27,30H,5,8,11,14,17,20-26H2,1-4H3/b7-6-,10-9-,13-12-,16-15-,19-18-/t27-/m1/s1 PDIGSOAOQOXRDU-WJPZTBRDSA-N belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphocholine. Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphocholines 1-acyl-sn-glycero-3-phosphocholines Amines Carbonyl compounds Carboxylic acid esters Dialkyl phosphates Fatty acid esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organic salts Organopnictogen compounds Phosphocholines Secondary alcohols Tetraalkylammonium salts 1-acyl-sn-glycero-3-phosphocholine Alcohol Aliphatic acyclic compound Alkyl phosphate Amine Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl phosphate Fatty acid ester Fatty acyl Hydrocarbon derivative Monocarboxylic acid or derivatives 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 Secondary alcohol Tetraalkylammonium salt Aliphatic acyclic compounds Monoacylglycerophosphocholines Solid logp 2.24 ALOGPS logs -6.23 ALOGPS logp 1.16 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2-{[(2R)-2-hydroxy-3-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium ChemAxon average_mass 541.657 ChemAxon mono_mass 541.316839407 ChemAxon smiles CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OC[C@](O)([H])COP([O-])(=O)OCC[N+](C)(C)C ChemAxon formula C28H48NO7P ChemAxon inchi InChI=1S/C28H48NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-28(31)34-25-27(30)26-36-37(32,33)35-24-23-29(2,3)4/h6-7,9-10,12-13,15-16,18-19,27,30H,5,8,11,14,17,20-26H2,1-4H3/b7-6-,10-9-,13-12-,16-15-,19-18-/t27-/m1/s1 ChemAxon inchikey PDIGSOAOQOXRDU-WJPZTBRDSA-N ChemAxon polar_surface_area 105.12 ChemAxon refractivity 166.26 ChemAxon polarizability 59.35 ChemAxon rotatable_bond_count 23 ChemAxon acceptor_count 4 ChemAxon donor_count 1 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::CMs 39506 Specdb::CMs 265470 Specdb::CMs 281444 Specdb::MsMs 2382932 Specdb::MsMs 2382933 Specdb::MsMs 2382934 Specdb::MsMs 2487852 Specdb::MsMs 2487853 Specdb::MsMs 2487854 Specdb::MsMs 2542697 Specdb::MsMs 2542698 Specdb::MsMs 2542699 Specdb::MsMs 2582267 Specdb::MsMs 2582268 Specdb::MsMs 2582269 Specdb::MsMs 2757507 Specdb::MsMs 2757508 Specdb::MsMs 2757509 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 9931788 11757087 FDB027548 C04230 PHOSPHATIDYLCHOLINE