2.0 2015-09-08 19:37:49 -0600 2015-12-09 17:21:54 -0700 ECMDB24526 M2MDB006643 PGP(19:1(9Z)/10:0) PGP(19:1(9Z)/10:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:1(9Z)/10:0), in particular, consists of one 9Z-nonadecenoyl chain to the C-1 atom, and one decanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase. C35H68O13P2 758.864 758.413516246 [(2R)-3-({[(2R)-2-(decanoyloxy)-3-[(9Z)-nonadec-9-enoyloxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid (2R)-3-{[(2R)-2-(decanoyloxy)-3-[(9Z)-nonadec-9-enoyloxy]propoxy(hydroxy)phosphoryl]oxy}-2-hydroxypropoxyphosphonic acid [H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCC InChI=1S/C35H68O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-21-22-24-26-34(37)44-30-33(48-35(38)27-25-23-20-10-8-6-4-2)31-47-50(42,43)46-29-32(36)28-45-49(39,40)41/h15-16,32-33,36H,3-14,17-31H2,1-2H3,(H,42,43)(H2,39,40,41)/b16-15-/t32-,33-/m1/s1 YLCGLAINJYUZJH-LIWWYSFRSA-N logp 5.79 ALOGPS logs -5.62 ALOGPS solubility 1.82e-03 g/l ALOGPS logp 9.12 ChemAxon pka_strongest_acidic 1.35 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac [(2R)-3-({[(2R)-2-(decanoyloxy)-3-[(9Z)-nonadec-9-enoyloxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid ChemAxon average_mass 758.864 ChemAxon mono_mass 758.413516246 ChemAxon smiles [H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCC ChemAxon formula C35H68O13P2 ChemAxon inchi InChI=1S/C35H68O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-21-22-24-26-34(37)44-30-33(48-35(38)27-25-23-20-10-8-6-4-2)31-47-50(42,43)46-29-32(36)28-45-49(39,40)41/h15-16,32-33,36H,3-14,17-31H2,1-2H3,(H,42,43)(H2,39,40,41)/b16-15-/t32-,33-/m1/s1 ChemAxon inchikey YLCGLAINJYUZJH-LIWWYSFRSA-N ChemAxon polar_surface_area 195.35 ChemAxon refractivity 193.5 ChemAxon polarizability 84.7 ChemAxon rotatable_bond_count 38 ChemAxon acceptor_count 8 ChemAxon donor_count 4 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 1086587 Specdb::MsMs 1322569 Specdb::MsMs 1322570 Specdb::MsMs 1322571 Specdb::MsMs 1436944 Specdb::MsMs 1436945 Specdb::MsMs 1436946 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