1.0 2011-09-21 01:56:39 UTC 2016-06-28 20:13:43 UTC FDB029489 PGP(16:1(9Z)/18:0) PGP(16:1(9Z)/18:0) 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(16:1(9Z)/18:0), in particular, consists of one 9Z-hexadecenoyl chain to the C-1 atom, and one octadecanoyl 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. 1-Palmitoleoyl-2-stearoyl-sn-glycero-3-O-(1'-sn-glycerol-3'-ate) 1-palmitoleoyl-2-stearoyl-sn-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate) PGP(16:1/18:0) PGP(16:1n7/18:0) PGP(16:1w7/18:0) C40H78O13P2 828.987 828.491765606 [(2S)-3-({[(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-(octadecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid (2S)-3-{[(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-(octadecanoyloxy)propoxy(hydroxy)phosphoryl]oxy}-2-hydroxypropoxyphosphonic acid CCCCCCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)COP(=O)(O)OC[C@@]([H])(O)COP(=O)(O)O InChI=1S/C40H78O13P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16,37-38,41H,3-13,15,17-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b16-14-/t37-,38+/m0/s1 WRSFGFXREKSTTG-QCMQKWBUSA-N belongs to the class of organic compounds known as phosphatidylglycerophosphates. These are glycerophosphoglycerophosphates in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages. Phosphatidylglycerophosphates Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphoglycerophosphates Aliphatic acyclic compounds Carbonyl compounds Carboxylic acid esters Dialkyl phosphates Dicarboxylic acids and derivatives Fatty acid esters Glycerophosphates Hydrocarbon derivatives Monoalkyl phosphates Organic oxides Secondary alcohols Alcohol Aliphatic acyclic compound Alkyl phosphate Carbonyl group Carboxylic acid derivative Carboxylic acid ester Diacylglycerophosphoglycerophosphate Dialkyl phosphate Dicarboxylic acid or derivatives Fatty acid ester Fatty acyl Hydrocarbon derivative Monoalkyl phosphate Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organooxygen compound Phosphoric acid ester Secondary alcohol Sn-glycerol-3-phosphate Solid logp 7.11 ALOGPS logs -6.07 ALOGPS solubility 7.03e-04 g/l ALOGPS logp 11.34 ChemAxon pka_strongest_acidic 1.35 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac [(2S)-3-({[(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-(octadecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid ChemAxon average_mass 828.987 ChemAxon mono_mass 828.491765606 ChemAxon smiles CCCCCCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)COP(=O)(O)OC[C@@]([H])(O)COP(=O)(O)O ChemAxon formula C40H78O13P2 ChemAxon inchi InChI=1S/C40H78O13P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16,37-38,41H,3-13,15,17-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b16-14-/t37-,38+/m0/s1 ChemAxon inchikey WRSFGFXREKSTTG-QCMQKWBUSA-N ChemAxon polar_surface_area 195.35 ChemAxon refractivity 216.5 ChemAxon polarizability 94.16 ChemAxon rotatable_bond_count 43 ChemAxon acceptor_count 8 ChemAxon donor_count 4 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 309925 Specdb::MsMs 309926 Specdb::MsMs 309927 Specdb::MsMs 354487 Specdb::MsMs 354488 Specdb::MsMs 354489 Specdb::MsMs 2418526 Specdb::MsMs 2418527 Specdb::MsMs 2418528 Specdb::MsMs 2543756 Specdb::MsMs 2543757 Specdb::MsMs 2543758 HMDB13489