1.02011-09-21 00:50:52 UTC2015-07-21 06:58:16 UTCFDB024953DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0)DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0), in particular, consists of one chain of docosapentaenoic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. The docosapentaenoic acid moiety is derived from fish oils, while the lignoceric acid moiety is derived from groundnut oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections.
Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.
Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase.Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position. [HMDB]DAG(22:5n3/24:0)DAG(22:5w3/24:0)DG(22:5n3/24:0)DG(22:5w3/24:0)Diacylglycerol(22:5n3/24:0)Diacylglycerol(22:5w3/24:0)C49H86O5755.2041754.647525862[H][C@](CO)(COC(=O)CCCCCC=CCC=CCC=CCC=CCC=CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCInChI=1S/C49H86O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h6,8,12,14,18,20,25,27,31,33,47,50H,3-5,7,9-11,13,15-17,19,21-24,26,28-30,32,34-46H2,1-2H3/t47-/m0/s1ZTWOXJGICXGWGT-MFERNQICSA-N belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2.1,2-diacylglycerolsOrganic compoundsLipids and lipid-like moleculesGlycerolipidsDiradylglycerolsAliphatic acyclic compoundsCarbonyl compoundsCarboxylic acid estersDicarboxylic acids and derivativesFatty acid estersHydrocarbon derivativesOrganic oxidesPrimary alcohols1,2-acyl-sn-glycerolAlcoholAliphatic acyclic compoundCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterDicarboxylic acid or derivativesFatty acid esterFatty acylHydrocarbon derivativeOrganic oxideOrganic oxygen compoundOrganooxygen compoundPrimary alcoholSolidaverage_mass755.2041mono_mass754.647525862smiles[H][C@](CO)(COC(=O)CCCCCC=CCC=CCC=CCC=CCC=CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCformulaC49H86O5inchiInChI=1S/C49H86O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h6,8,12,14,18,20,25,27,31,33,47,50H,3-5,7,9-11,13,15-17,19,21-24,26,28-30,32,34-46H2,1-2H3/t47-/m0/s1inchikeyZTWOXJGICXGWGT-MFERNQICSA-NHMDB07760AnatidaeType 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 scrofa98232-acylglycerol O-acyltransferase 1Q96PD6MOGAT12-acylglycerol O-acyltransferase 2Q3SYC2MOGAT22-acylglycerol O-acyltransferase 3Q86VF5MOGAT3Acyl-CoA wax alcohol acyltransferase 1Q58HT5AWAT1Acyl-CoA wax alcohol acyltransferase 2Q6E213AWAT2CDC42 binding protein kinase beta (DMPK-like)A9JR72CDC42BPBCDC42-binding protein kinase betaQ8IWQ7CDC42BPACholine-phosphate cytidylyltransferase AP49585PCYT1ADiacylglycerol O-acyltransferase 1O75907DGAT1Diacylglycerol O-acyltransferase 2Q96PD7DGAT2Diacylglycerol O-acyltransferase 2-like protein 6Q6ZPD8DGAT2L6Endothelial lipaseQ9Y5X9LIPGGalactosylceramide sulfotransferaseQ99999GAL3ST1Gastric triacylglycerol lipaseP07098LIPFHepatic triacylglycerol lipaseP11150LIPCInactive pancreatic lipase-related protein 1P54315PNLIPRP1Kinase suppressor of Ras 1Q8IVT5KSR1Kinase suppressor of Ras 2Q6VAB6KSR2Lipoprotein lipaseP06858LPLPancreatic lipase-related protein 2P54317PNLIPRP2Pancreatic lipase-related protein 3Q17RR3PNLIPRP3Pancreatic triacylglycerol lipaseP16233PNLIPPatatin-like phospholipase domain-containing protein 2Q96AD5PNPLA2Patatin-like phospholipase domain-containing protein 3Q9NST1PNPLA3Patatin-like phospholipase domain-containing protein 4P41247PNPLA4Phosphatidate cytidylyltransferase 2O95674CDS2Phosphatidylcholine:ceramide cholinephosphotransferase 1Q86VZ5SGMS1Phosphatidylcholine:ceramide cholinephosphotransferase 2Q8NHU3SGMS2Putative diacylglycerol O-acyltransferase 2-like protein 7Q6IED9DGAT2L7Tensin-like C1 domain-containing phosphataseQ63HR2TENC1