2.0 2015-09-08 19:34:08 -0600 2015-12-09 17:19:26 -0700 ECMDB24470 M2MDB006587 PGP(15:0/14:0(3-OH)) PGP(15:0/14:0(3-OH)) 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(15:0/14:0(3-OH)), in particular, consists of one pentadecanoyl chain to the C-1 atom, and one 3-hydroxytetradecanoyl 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. C35H70O14P2 776.879 776.42408093 [(2R)-2-hydroxy-3-({hydroxy[(2R)-2-[(3-hydroxytetradecanoyl)oxy]-3-(pentadecanoyloxy)propoxy]phosphoryl}oxy)propoxy]phosphonic acid (2R)-2-hydroxy-3-{[hydroxy((2R)-2-[(3-hydroxytetradecanoyl)oxy]-3-(pentadecanoyloxy)propoxy)phosphoryl]oxy}propoxyphosphonic acid [H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC InChI=1S/C35H70O14P2/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-34(38)45-29-33(30-48-51(43,44)47-28-32(37)27-46-50(40,41)42)49-35(39)26-31(36)24-22-20-18-16-12-10-8-6-4-2/h31-33,36-37H,3-30H2,1-2H3,(H,43,44)(H2,40,41,42)/t31?,32-,33-/m1/s1 IWYXJONCIPHRHW-HCMUIWFFSA-N logp 4.99 ALOGPS logs -5.39 ALOGPS solubility 3.18e-03 g/l ALOGPS logp 8.25 ChemAxon pka_strongest_acidic 1.35 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac [(2R)-2-hydroxy-3-({hydroxy[(2R)-2-[(3-hydroxytetradecanoyl)oxy]-3-(pentadecanoyloxy)propoxy]phosphoryl}oxy)propoxy]phosphonic acid ChemAxon average_mass 776.879 ChemAxon mono_mass 776.42408093 ChemAxon smiles [H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC ChemAxon formula C35H70O14P2 ChemAxon inchi InChI=1S/C35H70O14P2/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-34(38)45-29-33(30-48-51(43,44)47-28-32(37)27-46-50(40,41)42)49-35(39)26-31(36)24-22-20-18-16-12-10-8-6-4-2/h31-33,36-37H,3-30H2,1-2H3,(H,43,44)(H2,40,41,42)/t31?,32-,33-/m1/s1 ChemAxon inchikey IWYXJONCIPHRHW-HCMUIWFFSA-N ChemAxon polar_surface_area 215.58 ChemAxon refractivity 193.89 ChemAxon polarizability 87.74 ChemAxon rotatable_bond_count 39 ChemAxon acceptor_count 9 ChemAxon donor_count 5 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 1086241 Specdb::MsMs 1322608 Specdb::MsMs 1322609 Specdb::MsMs 1322610 Specdb::MsMs 1436983 Specdb::MsMs 1436984 Specdb::MsMs 1436985 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