2.0 2015-09-08 19:31:09 -0600 2015-12-09 12:08:38 -0700 ECMDB24406 M2MDB006523 PG(19:1(9Z)/12:0) PG(19:1(9Z)/12:0) 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)/12:0), in particular, consists of one 9Z-nonadecenoyl chain to the C-1 atom, and one dodecanoyl 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. C37H71O10P 706.939 706.478485484 [(2S)-2,3-dihydroxypropoxy][(2R)-3-(dodecanoyloxy)-2-[(9Z)-nonadec-9-enoyloxy]propoxy]phosphinic acid (2S)-2,3-dihydroxypropoxy((2R)-3-(dodecanoyloxy)-2-[(9Z)-nonadec-9-enoyloxy]propoxy)phosphinic acid [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC InChI=1S/C37H71O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-23-25-27-29-37(41)47-35(33-46-48(42,43)45-31-34(39)30-38)32-44-36(40)28-26-24-22-20-12-10-8-6-4-2/h16-17,34-35,38-39H,3-15,18-33H2,1-2H3,(H,42,43)/b17-16-/t34-,35+/m0/s1 JYDSICMKMSYKSO-ODLGQNLUSA-N logp 7.50 ALOGPS logs -6.65 ALOGPS solubility 1.58e-04 g/l ALOGPS logp 10.13 ChemAxon pka_strongest_acidic 1.89 ChemAxon pka_strongest_basic -3 ChemAxon iupac [(2S)-2,3-dihydroxypropoxy][(2R)-3-(dodecanoyloxy)-2-[(9Z)-nonadec-9-enoyloxy]propoxy]phosphinic acid ChemAxon average_mass 706.939 ChemAxon mono_mass 706.478485484 ChemAxon smiles [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC ChemAxon formula C37H71O10P ChemAxon inchi InChI=1S/C37H71O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-23-25-27-29-37(41)47-35(33-46-48(42,43)45-31-34(39)30-38)32-44-36(40)28-26-24-22-20-12-10-8-6-4-2/h16-17,34-35,38-39H,3-15,18-33H2,1-2H3,(H,42,43)/b17-16-/t34-,35+/m0/s1 ChemAxon inchikey JYDSICMKMSYKSO-ODLGQNLUSA-N ChemAxon polar_surface_area 148.82 ChemAxon refractivity 191.82 ChemAxon polarizability 83.69 ChemAxon rotatable_bond_count 38 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 1086530 Specdb::MsMs 1316959 Specdb::MsMs 1316960 Specdb::MsMs 1316961 Specdb::MsMs 1431415 Specdb::MsMs 1431416 Specdb::MsMs 1431417 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