2.0 2012-07-30 14:54:39 -0600 2015-06-03 17:20:41 -0600 ECMDB21122 M2MDB001531 1-Acyl-sn-glycero-3-phosphoglycerol (N-C14:1) 1-acyl-sn-glycero-3-phosphoglycerol (n-c14:1) belongs to the class of Lysophosphatidylglycerols. These are glycerophosphoglycerols (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage). (inferred from compound structure) C20H38O9P 453.4841 453.225344326 3-[(2,3-dihydroxypropyl phosphonato)oxy]-2-hydroxypropyl tetradec-13-enoate 3-[(2,3-dihydroxypropyl phosphonato)oxy]-2-hydroxypropyl tetradec-13-enoate OCC(O)COP([O-])(=O)OCC(O)COC(=O)CCCCCCCCCCCC=C InChI=1S/C20H39O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-20(24)27-15-19(23)17-29-30(25,26)28-16-18(22)14-21/h2,18-19,21-23H,1,3-17H2,(H,25,26)/p-1 GESRECYVWPNAJC-UHFFFAOYSA-M Membrane Periplasm logp 2.40 ALOGPS logs -3.57 ALOGPS solubility 1.26e-01 g/l ALOGPS logp 2.82 ChemAxon pka_strongest_acidic 1.89 ChemAxon pka_strongest_basic -3 ChemAxon iupac 3-[(2,3-dihydroxypropyl phosphonato)oxy]-2-hydroxypropyl tetradec-13-enoate ChemAxon average_mass 453.4841 ChemAxon mono_mass 453.225344326 ChemAxon smiles OCC(O)COP([O-])(=O)OCC(O)COC(=O)CCCCCCCCCCCC=C ChemAxon formula C20H38O9P ChemAxon inchi InChI=1S/C20H39O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-20(24)27-15-19(23)17-29-30(25,26)28-16-18(22)14-21/h2,18-19,21-23H,1,3-17H2,(H,25,26)/p-1 ChemAxon inchikey GESRECYVWPNAJC-UHFFFAOYSA-M ChemAxon polar_surface_area 145.58 ChemAxon refractivity 111.44 ChemAxon polarizability 48.93 ChemAxon rotatable_bond_count 22 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge -1 ChemAxon Glycerophospholipid metabolism ec00564 phospholipid biosynthesis I PHOSLIPSYN-PWY Specdb::NmrOneD 305391 Specdb::NmrOneD 305392 Specdb::NmrOneD 305393 Specdb::NmrOneD 305394 Specdb::NmrOneD 305395 Specdb::NmrOneD 305396 Specdb::NmrOneD 305397 Specdb::NmrOneD 305398 Specdb::NmrOneD 305399 Specdb::NmrOneD 305400 Specdb::NmrOneD 305401 Specdb::NmrOneD 305402 Specdb::NmrOneD 305403 Specdb::NmrOneD 305404 Specdb::NmrOneD 305405 Specdb::NmrOneD 305406 Specdb::NmrOneD 305407 Specdb::NmrOneD 305408 Specdb::NmrOneD 305409 Specdb::NmrOneD 305410 Specdb::MsMs 28811 Specdb::MsMs 28812 Specdb::MsMs 28813 Specdb::MsMs 35369 Specdb::MsMs 35370 Specdb::MsMs 35371 CPD0-2157 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 Phospholipase A1 P0A921 PA1_ECOLI pldA http://ecmdb.ca/proteins/P0A921.xml Acyl-CoA thioesterase I P0ADA1 TESA_ECOLI tesA http://ecmdb.ca/proteins/P0ADA1.xml 1-Acyl-sn-glycero-3-phosphoglycerol (N-C14:1) + Water > Glycerophosphoglycerol + Hydrogen ion + Tetradecenoate (N-C14:1) Water + PG(14:1(7Z)/14:1(7Z)) > 1-Acyl-sn-glycero-3-phosphoglycerol (N-C14:1) + Hydrogen ion + Tetradecenoate (N-C14:1)