2.0 2012-07-30 14:54:41 -0600 2015-06-03 17:20:44 -0600 ECMDB21145 M2MDB001554 2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:1) 2-acyl-sn-glycero-3-phosphoethanolamine (n-c18:1) belongs to the class of Lysophosphatidylethanolamines. These are glycerophosphoetahnolamines (molecules containing an ethanolamine moiety attached to the phosphate group linked to a glycerol) with one saturated fatty acid bonded to the glycerol moiety through an ester linkage. (inferred from compound structure) C23H43NO7P 476.5638 476.277714247 {2-[(3-hydroxy-2-{[(11E)-1-(λ³-oxidanyliumylidene)octadec-11-en-1-yl]oxy}propyl phosphonato)oxy]ethyl}azanylidene {2-[(3-hydroxy-2-{[(11E)-1-(λ³-oxidanyliumylidene)octadec-11-en-1-yl]oxy}propyl phosphonato)oxy]ethyl}azanylidene [H]\C(CCCCCC)=C(\[H])CCCCCCCCCC(=[O+])OC(CO)COP([O-])(=O)OCC[N] InChI=1S/C23H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)31-22(20-25)21-30-32(27,28)29-19-18-24/h7-8,22,25H,2-6,9-21H2,1H3,(H,27,28)/q+1/p-1/b8-7+ QLFHRWIZXUHUNT-BQYQJAHWSA-M Cytosol Membrane Periplasm logp 5.43 ALOGPS logs -5.10 ALOGPS solubility 4.27e-03 g/l ALOGPS logp 4.18 ChemAxon pka_strongest_acidic 1.87 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac {2-[(3-hydroxy-2-{[(11E)-1-(λ³-oxidanyliumylidene)octadec-11-en-1-yl]oxy}propyl phosphonato)oxy]ethyl}azanylidene ChemAxon average_mass 476.5638 ChemAxon mono_mass 476.277714247 ChemAxon smiles [H]\C(CCCCCC)=C(\[H])CCCCCCCCCC(=[O+])OC(CO)COP([O-])(=O)OCC[N] ChemAxon formula C23H43NO7P ChemAxon inchi InChI=1S/C23H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)31-22(20-25)21-30-32(27,28)29-19-18-24/h7-8,22,25H,2-6,9-21H2,1H3,(H,27,28)/q+1/p-1/b8-7+ ChemAxon inchikey QLFHRWIZXUHUNT-BQYQJAHWSA-M ChemAxon polar_surface_area 105.12 ChemAxon refractivity 125.09 ChemAxon polarizability 54.78 ChemAxon rotatable_bond_count 24 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Glycerophospholipid metabolism ec00564 phospholipid biosynthesis I PHOSLIPSYN-PWY Specdb::MsMs 33590 Specdb::MsMs 33591 Specdb::MsMs 33592 Specdb::MsMs 27032 Specdb::MsMs 27033 Specdb::MsMs 27034 CPD0-2174 Keseler, 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. 21097882 Kanehisa, 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. 22080510 Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A Lysophospholipase L2 P07000 PLDB_ECOLI pldB http://ecmdb.ca/proteins/P07000.xml Phospholipase A1 P0A921 PA1_ECOLI pldA http://ecmdb.ca/proteins/P0A921.xml Bifunctional protein aas P31119 AAS_ECOLI aas http://ecmdb.ca/proteins/P31119.xml Lysophospholipid transporter lplT P39196 LPLT_ECOLI lplT http://ecmdb.ca/proteins/P39196.xml 2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:1) + Adenosine triphosphate + Octadecenoate (N-C18:1) > Adenosine monophosphate + PE(14:0/14:0) + Pyrophosphate Water + PE(14:0/14:0) > 2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:1) + Hydrogen ion + Octadecenoate (N-C18:1) 2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:1) + Water > Glycerylphosphorylethanolamine + Hydrogen ion + Octadecenoate (N-C18:1) 2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:1) + PG(18:1(11Z)/18:1(11Z)) > Acyl phosphatidylglycerol (N-C18:1) + Glycerylphosphorylethanolamine