1.02011-09-21 01:30:03 UTC2016-06-28 20:13:36 UTCFDB027791PG(18:1(9Z)/22:4(7Z,10Z,13Z,16Z))PG(18:1(9Z)/22:4(7Z,10Z,13Z,16Z)) 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(18:1(9Z)/22:4(7Z,10Z,13Z,16Z)), in particular, consists of one 9Z-octadecenoyl chain to the C-1 atom, and one 7Z,10Z,13Z,16Z-docosatetraenoyl 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.1-(9Z-Octadecenoyl)-2-(7Z,10Z,13Z,16Z-docosatetraenoyl)-sn-glycero-3-O-(1'-glycerol)1-(9Z-octadecenoyl)-2-(7Z,10Z,13Z,16Z-docosatetraenoyl)-sn-glycero-3-phospho-(1'-glycerol)1-Oleoyl-2-adrenoyl-sn-glycero-3-oglycerol1-oleoyl-2-adrenoyl-sn-glycero-3-phosphoglycerolAtidylglycerol(18:1N9/22:4N6)Atidylglycerol(18:1W9/22:4W6)GPG(18:1n9/22:4n6)GPG(18:1w9/22:4w6)PG(18:1n9/22:4n6)PG(18:1w9/22:4w6)Phosphatidylglycerol(18:1n9/22:4n6)Phosphatidylglycerol(18:1w9/22:4w6)C46H81O10P825.1031824.556735324[(2S)-2,3-dihydroxypropoxy][(2R)-2-(docosa-7,10,13,16-tetraenoyloxy)-3-(octadec-9-enoyloxy)propoxy]phosphinic acid(2S)-2,3-dihydroxypropoxy(2R)-2-(docosa-7,10,13,16-tetraenoyloxy)-3-(octadec-9-enoyloxy)propoxyphosphinic acid[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCC=CCC=CCC=CCC=CCCCCCInChI=1S/C46H81O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h11,13,17-19,21-23,26,28,43-44,47-48H,3-10,12,14-16,20,24-25,27,29-42H2,1-2H3,(H,51,52)/t43-,44+/m0/s1YOHOWLRHMIRGCZ-JCGOJSMZSA-N belongs to the class of organic compounds known as phosphatidylglycerols. These are glycerophosphoglycerols in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages. 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.PhosphatidylglycerolsOrganic compoundsLipids and lipid-like moleculesGlycerophospholipidsGlycerophosphoglycerolsAliphatic acyclic compounds1,2-diolsCarbonyl compoundsCarboxylic acid estersDialkyl phosphatesDicarboxylic acids and derivativesFatty acid estersHydrocarbon derivativesOrganic oxidesPrimary alcoholsSecondary alcohols1,2-diacylglycerophosphoglycerol1,2-diolAlcoholAliphatic acyclic compoundAlkyl phosphateCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterDialkyl phosphateDicarboxylic acid or derivativesFatty acid esterFatty acylHydrocarbon derivativeOrganic oxideOrganic oxygen compoundOrganic phosphoric acid derivativeOrganooxygen compoundPhosphoric acid esterPrimary alcoholSecondary alcoholSolidlogp8.66logs-7.05solubility7.42e-05 g/llogp12.68pka_strongest_acidic1.89pka_strongest_basic-3iupac[(2S)-2,3-dihydroxypropoxy][(2R)-2-(docosa-7,10,13,16-tetraenoyloxy)-3-(octadec-9-enoyloxy)propoxy]phosphinic acidaverage_mass825.1031mono_mass824.556735324smiles[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCC=CCC=CCC=CCC=CCCCCCformulaC46H81O10PinchiInChI=1S/C46H81O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h11,13,17-19,21-23,26,28,43-44,47-48H,3-10,12,14-16,20,24-25,27,29-42H2,1-2H3,(H,51,52)/t43-,44+/m0/s1inchikeyYOHOWLRHMIRGCZ-JCGOJSMZSA-Npolar_surface_area148.82refractivity237.7polarizability100.39rotatable_bond_count43acceptor_count6donor_count3physiological_charge-1formal_charge0HMDB10641AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823Acyl-CoA:lysophosphatidylglycerol acyltransferase 1Q92604LPGAT1