2.0 2015-09-08 19:38:24 -0600 2015-12-09 17:22:14 -0700 ECMDB24531 M2MDB006648 PGP(19:1(9Z)/18:0) PGP(19:1(9Z)/18:0) 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)/18:0), in particular, consists of one 9Z-nonadecenoyl chain to the C-1 atom, and one octadecanoyl 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. C43H84O13P2 871.08 870.538716761 [(2R)-2-hydroxy-3-({hydroxy[(2R)-3-[(9Z)-nonadec-9-enoyloxy]-2-(octadecanoyloxy)propoxy]phosphoryl}oxy)propoxy]phosphonic acid (2R)-2-hydroxy-3-{[hydroxy((2R)-3-[(9Z)-nonadec-9-enoyloxy]-2-(octadecanoyloxy)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)CCCCCCCCCCCCCCCCC InChI=1S/C43H84O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-42(45)52-38-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)56-43(46)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h19,21,40-41,44H,3-18,20,22-39H2,1-2H3,(H,50,51)(H2,47,48,49)/b21-19-/t40-,41-/m1/s1 SEOJUOLNVOBTKY-RAWCOTAPSA-N logp 7.69 ALOGPS logs -6.26 ALOGPS solubility 4.83e-04 g/l ALOGPS logp 12.67 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-(octadecanoyloxy)propoxy]phosphoryl}oxy)propoxy]phosphonic acid ChemAxon average_mass 871.08 ChemAxon mono_mass 870.538716761 ChemAxon smiles [H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC ChemAxon formula C43H84O13P2 ChemAxon inchi InChI=1S/C43H84O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-42(45)52-38-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)56-43(46)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h19,21,40-41,44H,3-18,20,22-39H2,1-2H3,(H,50,51)(H2,47,48,49)/b21-19-/t40-,41-/m1/s1 ChemAxon inchikey SEOJUOLNVOBTKY-RAWCOTAPSA-N ChemAxon polar_surface_area 195.35 ChemAxon refractivity 230.3 ChemAxon polarizability 102.18 ChemAxon rotatable_bond_count 46 ChemAxon acceptor_count 8 ChemAxon donor_count 4 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 307611 Specdb::NmrOneD 307612 Specdb::NmrOneD 307613 Specdb::NmrOneD 307614 Specdb::NmrOneD 307615 Specdb::NmrOneD 307616 Specdb::NmrOneD 307617 Specdb::NmrOneD 307618 Specdb::NmrOneD 307619 Specdb::NmrOneD 307620 Specdb::NmrOneD 307621 Specdb::NmrOneD 307622 Specdb::NmrOneD 307623 Specdb::NmrOneD 307624 Specdb::NmrOneD 307625 Specdb::NmrOneD 307626 Specdb::NmrOneD 307627 Specdb::NmrOneD 307628 Specdb::NmrOneD 307629 Specdb::NmrOneD 307630 Specdb::MsMs 1247974 Specdb::MsMs 1247975 Specdb::MsMs 1247976 Specdb::MsMs 1363297 Specdb::MsMs 1363298 Specdb::MsMs 1363299 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