2.0 2012-08-15 08:51:33 -0600 2015-06-03 17:22:01 -0600 ECMDB21656 M2MDB002048 Phosphatidylglycerophosphate Phosphatidylglycerophosphate belongs to the class of Phosphatidylglycerophosphates. These are glycerophosphoglycerophosphates in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages. 1,2-Diacyl-sn-glycero-3-phospho-sn-glycerol 3'-phosphate 1,2-Diacyl-sn-glycero-3-phospho-sn-glycerol 3'-phosphoric acid 3(3-Phosphatidyl-)L-glycerol 1-phosphate 3(3-Phosphatidyl-)L-glycerol 1-phosphoric acid 3(3-Sn-Phosphatidyl)-sn-glycerol 1-phosphate 3(3-sn-Phosphatidyl)-sn-glycerol 1-phosphoric acid Phosphatidylglycerol phosphates Phosphatidylglycerophosphate Phosphatidylglycerophosphoric acid C8H16O13P2 382.1524 382.006613622 [(2S)-3-({[(2R)-2,3-bis(formyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid (2S)-3-{[(2R)-2,3-bis(formyloxy)propoxy(hydroxy)phosphoryl]oxy}-2-hydroxypropoxyphosphonic acid [H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC=O)OC=O InChI=1S/C8H16O13P2/c9-5-17-3-8(18-6-10)4-21-23(15,16)20-2-7(11)1-19-22(12,13)14/h5-8,11H,1-4H2,(H,15,16)(H2,12,13,14)/t7-,8+/m0/s1 ZSPJCYNIVYENCI-JGVFFNPUSA-N Membrane logp -1.10 ALOGPS logs -1.70 ALOGPS solubility 7.66e+00 g/l ALOGPS logp -2.2 ChemAxon pka_strongest_acidic 1.35 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac [(2S)-3-({[(2R)-2,3-bis(formyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid ChemAxon average_mass 382.1524 ChemAxon mono_mass 382.006613622 ChemAxon smiles [H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC=O)OC=O ChemAxon formula C8H16O13P2 ChemAxon inchi InChI=1S/C8H16O13P2/c9-5-17-3-8(18-6-10)4-21-23(15,16)20-2-7(11)1-19-22(12,13)14/h5-8,11H,1-4H2,(H,15,16)(H2,12,13,14)/t7-,8+/m0/s1 ChemAxon inchikey ZSPJCYNIVYENCI-JGVFFNPUSA-N ChemAxon polar_surface_area 195.35 ChemAxon refractivity 68.32 ChemAxon polarizability 29.35 ChemAxon rotatable_bond_count 14 ChemAxon acceptor_count 8 ChemAxon donor_count 4 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Glycerophospholipid metabolism ec00564 Metabolic pathways eco01100 phospholipid biosynthesis I PHOSLIPSYN-PWY Specdb::CMs 1086281 Specdb::NmrOneD 342208 Specdb::NmrOneD 342209 Specdb::NmrOneD 342210 Specdb::NmrOneD 342211 Specdb::NmrOneD 342212 Specdb::NmrOneD 342213 Specdb::NmrOneD 342214 Specdb::NmrOneD 342215 Specdb::NmrOneD 342216 Specdb::NmrOneD 342217 Specdb::NmrOneD 342218 Specdb::NmrOneD 342219 Specdb::NmrOneD 342220 Specdb::NmrOneD 342221 Specdb::NmrOneD 342222 Specdb::NmrOneD 342223 Specdb::NmrOneD 342224 Specdb::NmrOneD 342225 Specdb::NmrOneD 342226 Specdb::NmrOneD 342227 Specdb::MsMs 27638 Specdb::MsMs 27639 Specdb::MsMs 27640 Specdb::MsMs 34196 Specdb::MsMs 34197 Specdb::MsMs 34198 46873832 C03892 17264 Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. 21097882 Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. 22080510 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 Phosphatidylglycerophosphatase B P0A924 PGPB_ECOLI pgpB http://ecmdb.ca/proteins/P0A924.xml CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase P0ABF8 PGSA_ECOLI pgsA http://ecmdb.ca/proteins/P0ABF8.xml Phosphatidylglycerophosphatase A P18200 PGPA_ECOLI pgpA http://ecmdb.ca/proteins/P18200.xml Phosphatidylglycerophosphatase C P0AD42 PGPC_ECOLI pgpC http://ecmdb.ca/proteins/P0AD42.xml CDP-diacylglycerol + Glycerol 3-phosphate <> Cytidine monophosphate + Phosphatidylglycerophosphate R01801 Phosphatidylglycerophosphate + Water <> Phosphatidylglycerol + Phosphate + PG(16:0/16:0) R02029 Phosphatidylglycerophosphate + Water > phosphatidylglycerol + Inorganic phosphate CDP-diacylglycerol + Glycerol 3-phosphate > Cytidine monophosphate + Phosphatidylglycerophosphate CDP-diacylglycerol + Glycerol 3-phosphate <> Cytidine monophosphate + Phosphatidylglycerophosphate Phosphatidylglycerophosphate + Water <> PG(16:0/16:0) + Phosphate CDP-diacylglycerol + Glycerol 3-phosphate <> Cytidine monophosphate + Phosphatidylglycerophosphate Phosphatidylglycerophosphate + Water <> PG(16:0/16:0) + Phosphate