1.0 2011-09-21 01:31:47 UTC 2018-05-28 18:37:58 UTC FDB027907 LPC(0:0/18:0) LysoPC(0:0/18:0) or LPC(0:0/18:0) is a lysophospholipid (LPL). LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. LysoPC(0:0/18:0) has been shown to be protective against lethal sepsis in experimental animals by various mechanisms, including stimulation of neutrophils to eliminate invading pathogens through a peroxide-dependent reaction. [HMDB] (2R)-3-Hydroxy-2-(stearoyloxy)propyl 2-(trimethylazaniumyl)ethyl ate (2R)-3-Hydroxy-2-(stearoyloxy)propyl 2-(trimethylazaniumyl)ethyl ic acid 1-Hydroxy-2-octadecanoyl-sn-glycero-3-ocholine 1-Hydroxy-2-Octadecanoyl-sn-glycero-3-phosphocholine 1-Hydroxy-2-stearoyl-sn-glycero-3-ocholine 1-Stearoyllysophosphatidylcholine 2-Octadecanoyl-sn-glycero-3-ocholine 2-Stearoyllysoatidylcholine LPC (18:0) Lysoatidylcholine PC(0:0/18:0) Stearoyl alpha-lysolecithin Stearoyl lysoatidylcholine Stearoyl lysolecithin Stearoyl lysophosphatidylcholine C26H54NO7P 523.6832 523.363789599 (2-{[(2R)-3-hydroxy-2-(octadecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium (2-{[(2R)-3-hydroxy-2-(octadecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium 4421-58-3 [H][C@@](CO)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC InChI=1S/C26H54NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)34-25(23-28)24-33-35(30,31)32-22-21-27(2,3)4/h25,28H,5-24H2,1-4H3/t25-/m1/s1 IQGPMZRCLCCXAG-RUZDIDTESA-N belongs to the class of organic compounds known as 2-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-2 position, and linked at position 3 to a phosphocholine. 2-acyl-sn-glycero-3-phosphocholines Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphocholines Aliphatic acyclic compounds Amines Carbonyl compounds Carboxylic acid esters Dialkyl phosphates Fatty acid esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organic salts Organopnictogen compounds Phosphocholines Primary alcohols Tetraalkylammonium salts 2-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 Primary alcohol Quaternary ammonium salt Tetraalkylammonium salt 2-acyl-sn-glycero-3-phosphocholine Monoacylglycerophosphocholines lysophosphatidylcholine 18:0 Solid logp 2.50 ALOGPS logs -6.42 ALOGPS solubility 2.19e-04 g/l ALOGPS logp 2.08 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2-{[(2R)-3-hydroxy-2-(octadecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium ChemAxon average_mass 523.6832 ChemAxon mono_mass 523.363789599 ChemAxon smiles [H][C@@](CO)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC ChemAxon formula C26H54NO7P ChemAxon inchi InChI=1S/C26H54NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)34-25(23-28)24-33-35(30,31)32-22-21-27(2,3)4/h25,28H,5-24H2,1-4H3/t25-/m1/s1 ChemAxon inchikey IQGPMZRCLCCXAG-RUZDIDTESA-N ChemAxon polar_surface_area 105.12 ChemAxon refractivity 151.48 ChemAxon polarizability 62.33 ChemAxon rotatable_bond_count 26 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 19986 Specdb::CMs 39552 Specdb::MsMs 310486 Specdb::MsMs 310487 Specdb::MsMs 310488 Specdb::MsMs 355216 Specdb::MsMs 355217 Specdb::MsMs 355218 Specdb::MsMs 2249288 Specdb::MsMs 2251137 Specdb::MsMs 2251281 Specdb::MsMs 2760506 Specdb::MsMs 2760507 Specdb::MsMs 2760508 Specdb::MsMs 2944650 Specdb::MsMs 2944651 Specdb::MsMs 2944652 HMDB11128 Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 60 kDa lysophospholipase Q86U10 ASPG Eosinophil lysophospholipase Q05315 CLC Lysophosphatidylcholine acyltransferase 2 Q7L5N7 LPCAT2 Lysophospholipid acyltransferase 5 Q6P1A2 LPCAT3 Platelet-activating factor acetylhydrolase Q13093 PLA2G7 Platelet-activating factor acetylhydrolase 2, cytoplasmic Q99487 PAFAH2 Platelet-activating factor acetylhydrolase IB subunit beta P68402 PAFAH1B2 Platelet-activating factor acetylhydrolase IB subunit gamma Q15102 PAFAH1B3