2.0 2012-07-30 14:54:41 -0600 2015-06-03 17:20:45 -0600 ECMDB21150 M2MDB001559 2-Acyl-sn-glycero-3-phosphoglycerol (N-C16:1) 2-acyl-sn-glycero-3-phosphoglycerol (n-c16:1) 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). C22H42O9P 481.5372 481.256644454 1-[(2,3-dihydroxypropyl phosphonato)oxy]-3-hydroxypropan-2-yl (9E)-hexadec-9-enoate 1-[(2,3-dihydroxypropyl phosphonato)oxy]-3-hydroxypropan-2-yl (9E)-hexadec-9-enoate [H]\C(CCCCCC)=C(\[H])CCCCCCCC(=O)OC(CO)COP([O-])(=O)OCC(O)CO InChI=1S/C22H43O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-22(26)31-21(17-24)19-30-32(27,28)29-18-20(25)16-23/h7-8,20-21,23-25H,2-6,9-19H2,1H3,(H,27,28)/p-1/b8-7+ ODSTWKSGFQDYQP-BQYQJAHWSA-M Cytosol Membrane Periplasm logp 3.49 ALOGPS logs -5.00 ALOGPS solubility 4.99e-03 g/l ALOGPS logp 3.65 ChemAxon pka_strongest_acidic 1.89 ChemAxon pka_strongest_basic -3 ChemAxon iupac 1-[(2,3-dihydroxypropyl phosphonato)oxy]-3-hydroxypropan-2-yl (9E)-hexadec-9-enoate ChemAxon average_mass 481.5372 ChemAxon mono_mass 481.256644454 ChemAxon smiles [H]\C(CCCCCC)=C(\[H])CCCCCCCC(=O)OC(CO)COP([O-])(=O)OCC(O)CO ChemAxon formula C22H42O9P ChemAxon inchi InChI=1S/C22H43O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-22(26)31-21(17-24)19-30-32(27,28)29-18-20(25)16-23/h7-8,20-21,23-25H,2-6,9-19H2,1H3,(H,27,28)/p-1/b8-7+ ChemAxon inchikey ODSTWKSGFQDYQP-BQYQJAHWSA-M ChemAxon polar_surface_area 145.58 ChemAxon refractivity 121.71 ChemAxon polarizability 52.93 ChemAxon rotatable_bond_count 23 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::MsMs 29297 Specdb::MsMs 29298 Specdb::MsMs 29299 Specdb::MsMs 35855 Specdb::MsMs 35856 Specdb::MsMs 35857 CPD0-2172 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-C16:1) + Adenosine triphosphate + Hexadecenoate (n-C16:1) > Adenosine monophosphate + PG(16:1(9Z)/16:1(9Z)) + Pyrophosphate Water + PG(16:1(9Z)/16:1(9Z)) > 2-Acyl-sn-glycero-3-phosphoglycerol (N-C16:1) + Hydrogen ion + Hexadecenoate (n-C16:1) 2-Acyl-sn-glycero-3-phosphoglycerol (N-C16:1) + Water > Glycerophosphoglycerol + Hydrogen ion + Hexadecenoate (n-C16:1) 2-Acyl-sn-glycero-3-phosphoglycerol (N-C16:1) + PG(16:1(9Z)/16:1(9Z)) > Acyl phosphatidylglycerol (N-C16:1) + Glycerophosphoglycerol