2.0 2015-09-08 19:31:11 -0600 2015-12-09 12:08:40 -0700 ECMDB24407 M2MDB006524 PG(19:1(9Z)/14:0) PG(19:1(9Z)/14:0) 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(19:1(9Z)/14:0), in particular, consists of one 9Z-nonadecenoyl chain to the C-1 atom, and one tetradecanoyl 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. C39H75O10P 734.993 734.509785613 [(2S)-2,3-dihydroxypropoxy][(2R)-2-[(9Z)-nonadec-9-enoyloxy]-3-(tetradecanoyloxy)propoxy]phosphinic acid (2S)-2,3-dihydroxypropoxy((2R)-2-[(9Z)-nonadec-9-enoyloxy]-3-(tetradecanoyloxy)propoxy)phosphinic acid [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC InChI=1S/C39H75O10P/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-31-39(43)49-37(35-48-50(44,45)47-33-36(41)32-40)34-46-38(42)30-28-26-24-22-20-14-12-10-8-6-4-2/h17-18,36-37,40-41H,3-16,19-35H2,1-2H3,(H,44,45)/b18-17-/t36-,37+/m0/s1 NWKLMPYOMDACNH-FMECKOKGSA-N logp 7.96 ALOGPS logs -6.81 ALOGPS solubility 1.15e-04 g/l ALOGPS logp 11.02 ChemAxon pka_strongest_acidic 1.89 ChemAxon pka_strongest_basic -3 ChemAxon iupac [(2S)-2,3-dihydroxypropoxy][(2R)-2-[(9Z)-nonadec-9-enoyloxy]-3-(tetradecanoyloxy)propoxy]phosphinic acid ChemAxon average_mass 734.993 ChemAxon mono_mass 734.509785613 ChemAxon smiles [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC ChemAxon formula C39H75O10P ChemAxon inchi InChI=1S/C39H75O10P/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-31-39(43)49-37(35-48-50(44,45)47-33-36(41)32-40)34-46-38(42)30-28-26-24-22-20-14-12-10-8-6-4-2/h17-18,36-37,40-41H,3-16,19-35H2,1-2H3,(H,44,45)/b18-17-/t36-,37+/m0/s1 ChemAxon inchikey NWKLMPYOMDACNH-FMECKOKGSA-N ChemAxon polar_surface_area 148.82 ChemAxon refractivity 201.03 ChemAxon polarizability 87.95 ChemAxon rotatable_bond_count 40 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 1086963 Specdb::NmrOneD 339928 Specdb::NmrOneD 339929 Specdb::NmrOneD 339930 Specdb::NmrOneD 339931 Specdb::NmrOneD 339932 Specdb::NmrOneD 339933 Specdb::NmrOneD 339934 Specdb::NmrOneD 339935 Specdb::NmrOneD 339936 Specdb::NmrOneD 339937 Specdb::NmrOneD 339938 Specdb::NmrOneD 339939 Specdb::NmrOneD 339940 Specdb::NmrOneD 339941 Specdb::NmrOneD 339942 Specdb::NmrOneD 339943 Specdb::NmrOneD 339944 Specdb::NmrOneD 339945 Specdb::NmrOneD 339946 Specdb::NmrOneD 339947 Specdb::MsMs 1321558 Specdb::MsMs 1321559 Specdb::MsMs 1321560 Specdb::MsMs 1435960 Specdb::MsMs 1435961 Specdb::MsMs 1435962 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