2.0 2015-09-08 19:38:00 -0600 2015-12-09 17:22:02 -0700 ECMDB24528 M2MDB006645 PGP(19:1(9Z)/14:0) PGP(19:1(9Z)/14:0) 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)/14:0), in particular, consists of one 9Z-nonadecenoyl chain to the C-1 atom, and one tetradecanoyl 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. C39H76O13P2 814.972 814.476116503 [(2R)-2-hydroxy-3-({hydroxy[(2R)-3-[(9Z)-nonadec-9-enoyloxy]-2-(tetradecanoyloxy)propoxy]phosphoryl}oxy)propoxy]phosphonic acid (2R)-2-hydroxy-3-{[hydroxy((2R)-3-[(9Z)-nonadec-9-enoyloxy]-2-(tetradecanoyloxy)propoxy)phosphoryl]oxy}propoxyphosphonic acid [H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCCCCCC InChI=1S/C39H76O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-21-22-24-26-28-30-38(41)48-34-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)52-39(42)31-29-27-25-23-20-14-12-10-8-6-4-2/h17-18,36-37,40H,3-16,19-35H2,1-2H3,(H,46,47)(H2,43,44,45)/b18-17-/t36-,37-/m1/s1 WMBJMRHLBQTHFK-OMQYGGJPSA-N logp 6.88 ALOGPS logs -5.98 ALOGPS solubility 8.49e-04 g/l ALOGPS logp 10.9 ChemAxon pka_strongest_acidic 1.35 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac [(2R)-2-hydroxy-3-({hydroxy[(2R)-3-[(9Z)-nonadec-9-enoyloxy]-2-(tetradecanoyloxy)propoxy]phosphoryl}oxy)propoxy]phosphonic acid ChemAxon average_mass 814.972 ChemAxon mono_mass 814.476116503 ChemAxon smiles [H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCCCCCC ChemAxon formula C39H76O13P2 ChemAxon inchi InChI=1S/C39H76O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-21-22-24-26-28-30-38(41)48-34-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)52-39(42)31-29-27-25-23-20-14-12-10-8-6-4-2/h17-18,36-37,40H,3-16,19-35H2,1-2H3,(H,46,47)(H2,43,44,45)/b18-17-/t36-,37-/m1/s1 ChemAxon inchikey WMBJMRHLBQTHFK-OMQYGGJPSA-N ChemAxon polar_surface_area 195.35 ChemAxon refractivity 211.9 ChemAxon polarizability 93.58 ChemAxon rotatable_bond_count 42 ChemAxon acceptor_count 8 ChemAxon donor_count 4 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 1084001 Specdb::NmrOneD 323392 Specdb::NmrOneD 323393 Specdb::NmrOneD 323394 Specdb::NmrOneD 323395 Specdb::NmrOneD 323396 Specdb::NmrOneD 323397 Specdb::NmrOneD 323398 Specdb::NmrOneD 323399 Specdb::NmrOneD 323400 Specdb::NmrOneD 323401 Specdb::NmrOneD 323402 Specdb::NmrOneD 323403 Specdb::NmrOneD 323404 Specdb::NmrOneD 323405 Specdb::NmrOneD 323406 Specdb::NmrOneD 323407 Specdb::NmrOneD 323408 Specdb::NmrOneD 323409 Specdb::NmrOneD 323410 Specdb::NmrOneD 323411 Specdb::MsMs 1321045 Specdb::MsMs 1321046 Specdb::MsMs 1321047 Specdb::MsMs 1435465 Specdb::MsMs 1435466 Specdb::MsMs 1435467 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