2.0 2015-09-08 19:01:04 -0600 2015-12-09 17:03:56 -0700 ECMDB24307 M2MDB006424 PGP(18:0/16:0) PGP(18:0/16:0) 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(18:0/16:0), in particular, consists of one octadecanoyl chain to the C-1 atom, and one hexadecanoyl 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. C40H80O13P2 831.015 830.507416632 [(2R)-3-({[(2R)-2-(hexadecanoyloxy)-3-(octadecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid (2R)-3-{[(2R)-2-(hexadecanoyloxy)-3-(octadecanoyloxy)propoxy(hydroxy)phosphoryl]oxy}-2-hydroxypropoxyphosphonic acid [H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC InChI=1S/C40H80O13P2/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-39(42)49-35-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)53-40(43)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h37-38,41H,3-36H2,1-2H3,(H,47,48)(H2,44,45,46)/t37-,38-/m1/s1 XHQRSMDNNVZHKZ-XPSQVAKYSA-N logp 7.03 ALOGPS logs -6.10 ALOGPS solubility 6.55e-04 g/l ALOGPS logp 11.7 ChemAxon pka_strongest_acidic 1.35 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac [(2R)-3-({[(2R)-2-(hexadecanoyloxy)-3-(octadecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid ChemAxon average_mass 831.015 ChemAxon mono_mass 830.507416632 ChemAxon smiles [H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC ChemAxon formula C40H80O13P2 ChemAxon inchi InChI=1S/C40H80O13P2/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-39(42)49-35-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)53-40(43)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h37-38,41H,3-36H2,1-2H3,(H,47,48)(H2,44,45,46)/t37-,38-/m1/s1 ChemAxon inchikey XHQRSMDNNVZHKZ-XPSQVAKYSA-N ChemAxon polar_surface_area 195.35 ChemAxon refractivity 215.38 ChemAxon polarizability 97.54 ChemAxon rotatable_bond_count 44 ChemAxon acceptor_count 8 ChemAxon donor_count 4 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 266108 Specdb::NmrOneD 266109 Specdb::NmrOneD 266110 Specdb::NmrOneD 266111 Specdb::NmrOneD 266112 Specdb::NmrOneD 266113 Specdb::NmrOneD 266114 Specdb::NmrOneD 266115 Specdb::NmrOneD 266116 Specdb::NmrOneD 266117 Specdb::NmrOneD 266118 Specdb::NmrOneD 266119 Specdb::NmrOneD 266120 Specdb::NmrOneD 266121 Specdb::NmrOneD 266122 Specdb::NmrOneD 266123 Specdb::NmrOneD 266124 Specdb::NmrOneD 266125 Specdb::NmrOneD 266126 Specdb::NmrOneD 266127 Specdb::MsMs 1290751 Specdb::MsMs 1290752 Specdb::MsMs 1290753 Specdb::MsMs 1405456 Specdb::MsMs 1405457 Specdb::MsMs 1405458 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