2.0 2015-09-08 19:39:32 -0600 2016-09-13 16:36:10 -0600 ECMDB24540 M2MDB006657 PGP(19:iso/16:0) PGP(19:iso/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(19:iso/16:0), in particular, consists of one 17-methylocatdecanoyl 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. C41H82O13P2 845.042 844.523066696 [(2S)-3-({[(2R)-2-(hexadecanoyloxy)-3-[(17-methyloctadecanoyl)oxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid (2S)-3-{[(2R)-2-(hexadecanoyloxy)-3-[(17-methyloctadecanoyl)oxy]propoxy(hydroxy)phosphoryl]oxy}-2-hydroxypropoxyphosphonic acid [H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCCCC InChI=1S/C41H82O13P2/c1-4-5-6-7-8-9-10-12-17-20-23-26-29-32-41(44)54-39(36-53-56(48,49)52-34-38(42)33-51-55(45,46)47)35-50-40(43)31-28-25-22-19-16-14-11-13-15-18-21-24-27-30-37(2)3/h37-39,42H,4-36H2,1-3H3,(H,48,49)(H2,45,46,47)/t38-,39+/m0/s1 GVERFRVVMMDFTN-ZESVVUHVSA-N logp 7.00 ALOGPS logs -6.18 ALOGPS solubility 5.54e-04 g/l ALOGPS logp 11.99 ChemAxon pka_strongest_acidic 1.35 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac [(2S)-3-({[(2R)-2-(hexadecanoyloxy)-3-[(17-methyloctadecanoyl)oxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid ChemAxon average_mass 845.042 ChemAxon mono_mass 844.523066696 ChemAxon smiles [H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCCCC ChemAxon formula C41H82O13P2 ChemAxon inchi InChI=1S/C41H82O13P2/c1-4-5-6-7-8-9-10-12-17-20-23-26-29-32-41(44)54-39(36-53-56(48,49)52-34-38(42)33-51-55(45,46)47)35-50-40(43)31-28-25-22-19-16-14-11-13-15-18-21-24-27-30-37(2)3/h37-39,42H,4-36H2,1-3H3,(H,48,49)(H2,45,46,47)/t38-,39+/m0/s1 ChemAxon inchikey GVERFRVVMMDFTN-ZESVVUHVSA-N ChemAxon polar_surface_area 195.35 ChemAxon refractivity 219.93 ChemAxon polarizability 99.35 ChemAxon rotatable_bond_count 44 ChemAxon acceptor_count 8 ChemAxon donor_count 4 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 301205 Specdb::NmrOneD 301206 Specdb::NmrOneD 301207 Specdb::NmrOneD 301208 Specdb::NmrOneD 301209 Specdb::NmrOneD 301210 Specdb::NmrOneD 301211 Specdb::NmrOneD 301212 Specdb::NmrOneD 301213 Specdb::NmrOneD 301214 Specdb::NmrOneD 301215 Specdb::NmrOneD 301216 Specdb::NmrOneD 301217 Specdb::NmrOneD 301218 Specdb::NmrOneD 301219 Specdb::NmrOneD 301220 Specdb::NmrOneD 301221 Specdb::NmrOneD 301222 Specdb::NmrOneD 301223 Specdb::NmrOneD 301224 Specdb::MsMs 27812 Specdb::MsMs 27813 Specdb::MsMs 27814 Specdb::MsMs 34370 Specdb::MsMs 34371 Specdb::MsMs 34372 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