1.02011-09-21 00:41:09 UTC2015-07-21 06:58:01 UTCFDB024190CDP-DG(18:1(9Z)/18:0)CDP-DG(18:1(9Z)/18:0) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol. CDP-diacylglycerol (CDP-DG) is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(18:1(9Z)/18:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of stearic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. CDP-diacylglycerols are intermediates in the synthesis of phosphatidylglycerols (PG, PC, PS, PI), which is catalyzed by CDP-diacyl synthase, synthase, phosphatidylglycerolphosphate (PGP) synthase, phosphatidylinositol (PI) synthase, and phosphatidylserine (PS) synthase. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts, perhaps only 0.05% or so of the total phospholipids. [HMDB]1-(9Z-octadecenoyl)-2-octadecanoyl-sn-glycero-3-CDP1-Oleoyl-2-stearoyl-sn-glycero-3-cytidine-5'-diate1-oleoyl-2-stearoyl-sn-glycero-3-cytidine-5'-diphosphateCDP-DG(18:1n9/18:0)CDP-DG(18:1w9/18:0)CDP-Diacylglycerol(18:1n9/18:0)CDP-Diacylglycerol(18:1w9/18:0)C48H87N3O15P21008.1631007.561242153{[(2R,3R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}({hydroxy[(2R)-3-(octadec-9-enoyloxy)-2-(octadecanoyloxy)propoxy]phosphoryl}oxy)phosphinic acid[(2R,3R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-iminopyrimidin-1-yl)oxolan-2-yl]methoxy([hydroxy((2R)-3-(octadec-9-enoyloxy)-2-(octadecanoyloxy)propoxy)phosphoryl]oxy)phosphinic acid[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@]([H])(C(O)[C@@]1([H])O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCInChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h17,19,35-36,40-41,45-47,54-55H,3-16,18,20-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/t40-,41-,45+,46?,47-/m1/s1MLSXVHUEBZQJSW-KTSAPKHVSA-N belongs to the class of organic compounds known as cdp-diacylglycerols. These are glycerolipids containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part.CDP-diacylglycerolsOrganic compoundsLipids and lipid-like moleculesGlycerophospholipidsCDP-glycerolsAromatic heteromonocyclic compounds1,2-diolsAmino acids and derivativesAminopyrimidines and derivativesAzacyclic compoundsCarbonyl compoundsCarboxylic acid estersDicarboxylic acids and derivativesFatty acid estersGlycosylaminesHeteroaromatic compoundsHydrocarbon derivativesHydropyrimidinesImidolactamsMonoalkyl phosphatesMonosaccharide phosphatesOrganic oxidesOrganic pyrophosphatesOrganopnictogen compoundsOxacyclic compoundsPentose phosphatesPrimary aminesPyrimidine ribonucleoside diphosphatesPyrimidonesPyrophosphatidic acidsSecondary alcoholsTetrahydrofurans1,2-diolAlcoholAlkyl phosphateAmineAmino acid or derivativesAminopyrimidineAromatic heteromonocyclic compoundAzacycleCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterCdp-diacylglycerolDiacyl-glycerol-3-pyrophosphateDicarboxylic acid or derivativesFatty acid esterFatty acylGlycosyl compoundHeteroaromatic compoundHydrocarbon derivativeHydropyrimidineImidolactamMonoalkyl phosphateMonosaccharideMonosaccharide phosphateN-glycosyl compoundOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganic phosphoric acid derivativeOrganic pyrophosphateOrganoheterocyclic compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundOxacyclePentose monosaccharidePentose phosphatePentose-5-phosphatePhosphoric acid esterPrimary aminePyrimidinePyrimidine ribonucleoside diphosphatePyrimidoneSecondary alcoholTetrahydrofuranSolidlogp7.02logs-5.48solubility3.31e-03 g/llogp11.05pka_strongest_acidic2.55pka_strongest_basic1.78iupac{[(2R,3R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}({hydroxy[(2R)-3-(octadec-9-enoyloxy)-2-(octadecanoyloxy)propoxy]phosphoryl}oxy)phosphinic acidaverage_mass1008.163mono_mass1007.561242153smiles[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@]([H])(C(O)[C@@]1([H])O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCformulaC48H87N3O15P2inchiInChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h17,19,35-36,40-41,45-47,54-55H,3-16,18,20-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/t40-,41-,45+,46?,47-/m1/s1inchikeyMLSXVHUEBZQJSW-KTSAPKHVSA-Npolar_surface_area264.26refractivity271.14polarizability112.08rotatable_bond_count45acceptor_count13donor_count6physiological_charge-2formal_charge0HMDB06996AnatidaeType 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 scrofa9823Phosphatidate cytidylyltransferase 2O95674CDS2