2.0 2015-09-08 19:36:00 -0600 2015-12-09 17:21:02 -0700 ECMDB24506 M2MDB006623 PGP(18:0/19:1(9Z)) PGP(18:0/19:1(9Z)) 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(18:0/19:1(9Z)), in particular, consists of one octadecanoyl chain to the C-1 atom, and one 9Z-nonadecenoyl 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)-2-[(9Z)-nonadec-9-enoyloxy]-3-(octadecanoyloxy)propoxy]phosphoryl}oxy)propoxy]phosphonic acid (2R)-2-hydroxy-3-{[hydroxy((2R)-2-[(9Z)-nonadec-9-enoyloxy]-3-(octadecanoyloxy)propoxy)phosphoryl]oxy}propoxyphosphonic acid [H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC InChI=1S/C43H84O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-43(46)56-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)38-52-42(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/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 OSMBCXJUVCLVQK-RAWCOTAPSA-N logp 7.68 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)-2-[(9Z)-nonadec-9-enoyloxy]-3-(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)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC ChemAxon formula C43H84O13P2 ChemAxon inchi InChI=1S/C43H84O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-43(46)56-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)38-52-42(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/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 OSMBCXJUVCLVQK-RAWCOTAPSA-N ChemAxon polar_surface_area 195.35 ChemAxon refractivity 230.3 ChemAxon polarizability 102.43 ChemAxon rotatable_bond_count 46 ChemAxon acceptor_count 8 ChemAxon donor_count 4 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 251768 Specdb::NmrOneD 251769 Specdb::NmrOneD 251770 Specdb::NmrOneD 251771 Specdb::NmrOneD 251772 Specdb::NmrOneD 251773 Specdb::NmrOneD 251774 Specdb::NmrOneD 251775 Specdb::NmrOneD 251776 Specdb::NmrOneD 251777 Specdb::NmrOneD 251778 Specdb::NmrOneD 251779 Specdb::NmrOneD 251780 Specdb::NmrOneD 251781 Specdb::NmrOneD 251782 Specdb::NmrOneD 251783 Specdb::NmrOneD 251784 Specdb::NmrOneD 251785 Specdb::NmrOneD 251786 Specdb::NmrOneD 251787 Specdb::MsMs 1285651 Specdb::MsMs 1285652 Specdb::MsMs 1285653 Specdb::MsMs 1400455 Specdb::MsMs 1400456 Specdb::MsMs 1400457 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