2.0 2015-09-08 19:01:01 -0600 2015-12-09 17:03:53 -0700 ECMDB24305 M2MDB006422 PGP(18:0/14:0) PGP(18:0/14:0) 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(18:0/14:0), in particular, consists of one octadecanoyl 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. C38H76O13P2 802.961 802.476116503 [(2R)-2-hydroxy-3-({hydroxy[(2R)-3-(octadecanoyloxy)-2-(tetradecanoyloxy)propoxy]phosphoryl}oxy)propoxy]phosphonic acid (2R)-2-hydroxy-3-{[hydroxy((2R)-3-(octadecanoyloxy)-2-(tetradecanoyloxy)propoxy)phosphoryl]oxy}propoxyphosphonic acid [H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC InChI=1S/C38H76O13P2/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-37(40)47-33-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)51-38(41)30-28-26-24-22-19-14-12-10-8-6-4-2/h35-36,39H,3-34H2,1-2H3,(H,45,46)(H2,42,43,44)/t35-,36-/m1/s1 QZHGDLFVPFNLSX-LQFQNGICSA-N logp 6.51 ALOGPS logs -5.96 ALOGPS solubility 8.76e-04 g/l ALOGPS logp 10.81 ChemAxon pka_strongest_acidic 1.35 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac [(2R)-2-hydroxy-3-({hydroxy[(2R)-3-(octadecanoyloxy)-2-(tetradecanoyloxy)propoxy]phosphoryl}oxy)propoxy]phosphonic acid ChemAxon average_mass 802.961 ChemAxon mono_mass 802.476116503 ChemAxon smiles [H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC ChemAxon formula C38H76O13P2 ChemAxon inchi InChI=1S/C38H76O13P2/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-37(40)47-33-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)51-38(41)30-28-26-24-22-19-14-12-10-8-6-4-2/h35-36,39H,3-34H2,1-2H3,(H,45,46)(H2,42,43,44)/t35-,36-/m1/s1 ChemAxon inchikey QZHGDLFVPFNLSX-LQFQNGICSA-N ChemAxon polar_surface_area 195.35 ChemAxon refractivity 206.18 ChemAxon polarizability 93.28 ChemAxon rotatable_bond_count 42 ChemAxon acceptor_count 8 ChemAxon donor_count 4 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 1088373 Specdb::NmrOneD 320791 Specdb::NmrOneD 320792 Specdb::NmrOneD 320793 Specdb::NmrOneD 320794 Specdb::NmrOneD 320795 Specdb::NmrOneD 320796 Specdb::NmrOneD 320797 Specdb::NmrOneD 320798 Specdb::NmrOneD 320799 Specdb::NmrOneD 320800 Specdb::NmrOneD 320801 Specdb::NmrOneD 320802 Specdb::NmrOneD 320803 Specdb::NmrOneD 320804 Specdb::NmrOneD 320805 Specdb::NmrOneD 320806 Specdb::NmrOneD 320807 Specdb::NmrOneD 320808 Specdb::NmrOneD 320809 Specdb::NmrOneD 320810 Specdb::MsMs 1328269 Specdb::MsMs 1328270 Specdb::MsMs 1328271 Specdb::MsMs 1442599 Specdb::MsMs 1442600 Specdb::MsMs 1442601 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