2.0 2015-09-08 18:59:44 -0600 2015-12-09 12:08:03 -0700 ECMDB24270 M2MDB006387 PG(18:0/15:0) PG(18:0/15:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/15:0), in particular, consists of one octadecanoyl chain to the C-1 atom, and one pentadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes. C39H77O10P 737.009 736.525435677 [(2S)-2,3-dihydroxypropoxy][(2R)-2-(octadecanoyloxy)-3-(pentadecanoyloxy)propoxy]phosphinic acid (2S)-2,3-dihydroxypropoxy((2R)-2-(octadecanoyloxy)-3-(pentadecanoyloxy)propoxy)phosphinic acid [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC InChI=1S/C39H77O10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(43)49-37(35-48-50(44,45)47-33-36(41)32-40)34-46-38(42)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h36-37,40-41H,3-35H2,1-2H3,(H,44,45)/t36-,37+/m0/s1 UMBWADWRQBQDRD-PQQNNWGCSA-N logp 8.05 ALOGPS logs -6.78 ALOGPS solubility 1.22e-04 g/l ALOGPS logp 11.38 ChemAxon pka_strongest_acidic 1.89 ChemAxon pka_strongest_basic -3 ChemAxon iupac [(2S)-2,3-dihydroxypropoxy][(2R)-2-(octadecanoyloxy)-3-(pentadecanoyloxy)propoxy]phosphinic acid ChemAxon average_mass 737.009 ChemAxon mono_mass 736.525435677 ChemAxon smiles [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC ChemAxon formula C39H77O10P ChemAxon inchi InChI=1S/C39H77O10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(43)49-37(35-48-50(44,45)47-33-36(41)32-40)34-46-38(42)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h36-37,40-41H,3-35H2,1-2H3,(H,44,45)/t36-,37+/m0/s1 ChemAxon inchikey UMBWADWRQBQDRD-PQQNNWGCSA-N ChemAxon polar_surface_area 148.82 ChemAxon refractivity 199.91 ChemAxon polarizability 89.7 ChemAxon rotatable_bond_count 41 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 1087223 Specdb::NmrOneD 280718 Specdb::NmrOneD 280719 Specdb::NmrOneD 280720 Specdb::NmrOneD 280721 Specdb::NmrOneD 280722 Specdb::NmrOneD 280723 Specdb::NmrOneD 280724 Specdb::NmrOneD 280725 Specdb::NmrOneD 280726 Specdb::NmrOneD 280727 Specdb::NmrOneD 280728 Specdb::NmrOneD 280729 Specdb::NmrOneD 280730 Specdb::NmrOneD 280731 Specdb::NmrOneD 280732 Specdb::NmrOneD 280733 Specdb::NmrOneD 280734 Specdb::NmrOneD 280735 Specdb::NmrOneD 280736 Specdb::NmrOneD 280737 Specdb::MsMs 192824 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 Uniprot Consortium (2012). "Reorganizing the protein space at the Universal Protein Resource (UniProt)." Nucleic Acids Res 40:D71-D75. 22102590 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