2.02012-05-31 14:01:47 -06002015-06-03 15:54:36 -0600ECMDB04005M2MDB0005512-Acylglycerophosphocholine2-acylglycerophosphocholine belongs to the class of Lysophosphatidylcholines. These are glycerophosphocholines (molecules containing a choline moiety attached to the phosphate group linked to a glycerol) in which the glycerol is attached to one saturated fatty acid each through an ester linkage. (inferred from compound structure)2-acyl-sn-glycero-3-phosphocholines are a class of phospholipids that are intermediates in the metabolism of lipids. Because they result from the hydrolysis of an acyl group from the sn-1 position of phosphatidylcholine, they are also called 1-lysophosphatidylcholine (or 1-lysoPC, in short). The synthesis of phosphatidylcholines with specific fatty acids occurs through the synthesis of 1-lysoPC. The formation of various other lipids generates 1-lysoPC as a by-product. Other synonyms for this class of compounds are 2-acylglycero-3-phosphocholine, 1-lyso-2-acyl-sn-glycero-3-phosphocholine, β-lysophosphatidylcholine, 2-acylglycerophosphocholine, L-1-lysolecithin and 1-lecithin. (WikiPedia)2-AcylglycerophosphocholinesA β-lysophosphatidylcholineA 1-lyso-2-acyl-<i>sn</i>-glycero-3-phosphocholinea 1-lyso-2-Acyl-sn-glycero-3-phosphocholineA 1-lysolecithinA 2-acyl-<i>sn</i>-glycero-3-phosphocholineA 2-acyl-sn-glycero-3-phosphocholineA 2-acylglycero-3-phosphocholineA 2-acylglycerophosphocholineA L-1-lysolecithinC9H21NO7P286.2393286.105563543[2-(formyloxy)-3-hydroxypropoxy][2-(trimethylazaniumyl)ethoxy]phosphinic acid2-(formyloxy)-3-hydroxypropoxy(2-(trimethylammonio)ethoxy)phosphinic acidC[N+](C)(C)CCOP(O)(=O)OCC(CO)OC=OInChI=1S/C9H20NO7P/c1-10(2,3)4-5-16-18(13,14)17-7-9(6-11)15-8-12/h8-9,11H,4-7H2,1-3H3/p+1WOBXACRJIURDTO-UHFFFAOYSA-OCytoplasmPeriplasmlogp-2.28logs-2.23solubility1.91e+00 g/llogp-5.3pka_strongest_acidic1.86pka_strongest_basic-3iupac[2-(formyloxy)-3-hydroxypropoxy][2-(trimethylazaniumyl)ethoxy]phosphinic acidaverage_mass286.2393mono_mass286.105563543smilesC[N+](C)(C)CCOP(O)(=O)OCC(CO)OC=OformulaC9H21NO7PinchiInChI=1S/C9H20NO7P/c1-10(2,3)4-5-16-18(13,14)17-7-9(6-11)15-8-12/h8-9,11H,4-7H2,1-3H3/p+1inchikeyWOBXACRJIURDTO-UHFFFAOYSA-Opolar_surface_area102.29refractivity74.47polarizability26.93rotatable_bond_count10acceptor_count4donor_count2physiological_charge0formal_charge1Glycerophospholipid metabolismec00564alpha-Linolenic acid metabolismec00592Metabolic pathwayseco01100phospholipid biosynthesis IPHOSLIPSYN-PWYSpecdb::NmrOneD282749Specdb::NmrOneD282750Specdb::NmrOneD282751Specdb::NmrOneD282752Specdb::NmrOneD282753Specdb::NmrOneD282754Specdb::NmrOneD282755Specdb::NmrOneD282756Specdb::NmrOneD282757Specdb::NmrOneD282758Specdb::NmrOneD282759Specdb::NmrOneD282760Specdb::NmrOneD282761Specdb::NmrOneD282762Specdb::NmrOneD282763Specdb::NmrOneD282764Specdb::NmrOneD282765Specdb::NmrOneD282766Specdb::NmrOneD282767Specdb::NmrOneD28276824798686115022-Acylglycero-PhosphocholinesKeseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590.21097882Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114.22080510Uniprot Consortium (2012). "Reorganizing the protein space at the Universal Protein Resource (UniProt)." Nucleic Acids Res 40:D71-D75.22102590Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.ALysophospholipase L2P07000PLDB_ECOLIpldBhttp://ecmdb.ca/proteins/P07000.xmlPhospholipase A1P0A921PA1_ECOLIpldAhttp://ecmdb.ca/proteins/P0A921.xml2-Acylglycerophosphocholine + Water a carboxylate + Glycerophosphocholine + Hydrogen ionLYSOPHOSPHOLIPASE-RXNPhosphatidylcholine + Water > 2-Acylglycerophosphocholine + a carboxylatePhosphatidylcholine + Water <> Carboxylate + 2-AcylglycerophosphocholineR01314