2.0 2015-09-08 19:34:55 -0600 2015-12-09 17:20:14 -0700 ECMDB24486 M2MDB006603 PGP(16:0/19:0cycv8c) PGP(16:0/19:0cycv8c) 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(16:0/19:0cycv8c), in particular, consists of one hexadecanoyl chain to the C-1 atom, and one heptadec-11-12-cyclo-anoyl 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. C41H80O13P2 843.026 842.507416632 [(2R)-3-({[(2R)-3-(hexadecanoyloxy)-2-{[10-(2-hexylcyclopropyl)decanoyl]oxy}propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid (2R)-3-{[(2R)-3-(hexadecanoyloxy)-2-{[10-(2-hexylcyclopropyl)decanoyl]oxy}propoxy(hydroxy)phosphoryl]oxy}-2-hydroxypropoxyphosphonic acid [H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC InChI=1S/C41H80O13P2/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-40(43)50-34-39(35-53-56(48,49)52-33-38(42)32-51-55(45,46)47)54-41(44)30-26-22-19-16-17-20-24-28-37-31-36(37)27-23-8-6-4-2/h36-39,42H,3-35H2,1-2H3,(H,48,49)(H2,45,46,47)/t36?,37?,38-,39-/m1/s1 ZQYJXBCTIVPVPI-XFULWAJRSA-N logp 7.08 ALOGPS logs -6.15 ALOGPS solubility 5.99e-04 g/l ALOGPS logp 11.37 ChemAxon pka_strongest_acidic 1.35 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac [(2R)-3-({[(2R)-3-(hexadecanoyloxy)-2-{[10-(2-hexylcyclopropyl)decanoyl]oxy}propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid ChemAxon average_mass 843.026 ChemAxon mono_mass 842.507416632 ChemAxon smiles [H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC ChemAxon formula C41H80O13P2 ChemAxon inchi InChI=1S/C41H80O13P2/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-40(43)50-34-39(35-53-56(48,49)52-33-38(42)32-51-55(45,46)47)54-41(44)30-26-22-19-16-17-20-24-28-37-31-36(37)27-23-8-6-4-2/h36-39,42H,3-35H2,1-2H3,(H,48,49)(H2,45,46,47)/t36?,37?,38-,39-/m1/s1 ChemAxon inchikey ZQYJXBCTIVPVPI-XFULWAJRSA-N ChemAxon polar_surface_area 195.35 ChemAxon refractivity 218.08 ChemAxon polarizability 97.93 ChemAxon rotatable_bond_count 43 ChemAxon acceptor_count 8 ChemAxon donor_count 4 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 4612 Specdb::MsMs 1285267 Specdb::MsMs 1285268 Specdb::MsMs 1285269 Specdb::MsMs 1400080 Specdb::MsMs 1400081 Specdb::MsMs 1400082 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