2.0 2012-07-30 14:54:41 -0600 2015-06-03 17:20:45 -0600 ECMDB21148 M2MDB001557 2-Acyl-sn-glycero-3-phosphoglycerol (N-C14:1) 2-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). C20H38O9P 453.4841 453.225344326 1-[(2,3-dihydroxypropyl phosphonato)oxy]-3-hydroxypropan-2-yl (7E)-tetradec-7-enoate 1-[(2,3-dihydroxypropyl phosphonato)oxy]-3-hydroxypropan-2-yl (7E)-tetradec-7-enoate [H]\C(CCCCCC)=C(\[H])CCCCCC(=O)OC(CO)COP([O-])(=O)OCC(O)CO InChI=1S/C20H39O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-20(24)29-19(15-22)17-28-30(25,26)27-16-18(23)14-21/h7-8,18-19,21-23H,2-6,9-17H2,1H3,(H,25,26)/p-1/b8-7+ BHICCPXVDIQMCF-BQYQJAHWSA-M Cytosol Membrane Periplasm logp 2.67 ALOGPS logs -3.74 ALOGPS solubility 8.50e-02 g/l ALOGPS logp 2.76 ChemAxon pka_strongest_acidic 1.89 ChemAxon pka_strongest_basic -3 ChemAxon iupac 1-[(2,3-dihydroxypropyl phosphonato)oxy]-3-hydroxypropan-2-yl (7E)-tetradec-7-enoate ChemAxon average_mass 453.4841 ChemAxon mono_mass 453.225344326 ChemAxon smiles [H]\C(CCCCCC)=C(\[H])CCCCCC(=O)OC(CO)COP([O-])(=O)OCC(O)CO ChemAxon formula C20H38O9P ChemAxon inchi InChI=1S/C20H39O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-20(24)29-19(15-22)17-28-30(25,26)27-16-18(23)14-21/h7-8,18-19,21-23H,2-6,9-17H2,1H3,(H,25,26)/p-1/b8-7+ ChemAxon inchikey BHICCPXVDIQMCF-BQYQJAHWSA-M ChemAxon polar_surface_area 145.58 ChemAxon refractivity 112.51 ChemAxon polarizability 48.71 ChemAxon rotatable_bond_count 21 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 338268 Specdb::NmrOneD 338269 Specdb::NmrOneD 338270 Specdb::NmrOneD 338271 Specdb::NmrOneD 338272 Specdb::NmrOneD 338273 Specdb::NmrOneD 338274 Specdb::NmrOneD 338275 Specdb::NmrOneD 338276 Specdb::NmrOneD 338277 Specdb::NmrOneD 338278 Specdb::NmrOneD 338279 Specdb::NmrOneD 338280 Specdb::NmrOneD 338281 Specdb::NmrOneD 338282 Specdb::NmrOneD 338283 Specdb::NmrOneD 338284 Specdb::NmrOneD 338285 Specdb::NmrOneD 338286 Specdb::NmrOneD 338287 Specdb::MsMs 25208 Specdb::MsMs 25209 Specdb::MsMs 25210 Specdb::MsMs 31766 Specdb::MsMs 31767 Specdb::MsMs 31768 CPD0-2134 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-phosphoglycerol (N-C14:1) + Adenosine triphosphate + Tetradecenoate (N-C14:1) > Adenosine monophosphate + PG(14:1(7Z)/14:1(7Z)) + Pyrophosphate Water + PG(14:1(7Z)/14:1(7Z)) > 2-Acyl-sn-glycero-3-phosphoglycerol (N-C14:1) + Hydrogen ion + Tetradecenoate (N-C14:1) 2-Acyl-sn-glycero-3-phosphoglycerol (N-C14:1) + Water > Glycerophosphoglycerol + Hydrogen ion + Tetradecenoate (N-C14:1) 2-Acyl-sn-glycero-3-phosphoglycerol (N-C14:1) + PG(14:1(7Z)/14:1(7Z)) > Acyl phosphatidylglycerol (N-C14:1) + Glycerophosphoglycerol