DG(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)/0:0) (BioCAD00000021282)

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Metabolite Card

Formula: C45H78O5 (698.5849)
SMILES: [H][C@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC

Synonyms [en]

DG(42:5); 1-(11Z-eicosenoyl)-2-(7Z,10Z,13Z,16Z-docosatetraenoyl)-sn-glycerol; DG(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)/0:0)[iso2]; Diacylglycerol(20:1/22:4); (2S)-1-hydroxy-3-[(11Z)-icos-11-enoyloxy]propan-2-yl (7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoate; Diacylglycerol(42:5)

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

DG(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)/0:0). 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000021282). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

DG(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)/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(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)/0:0), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of adrenic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the adrenic acid moiety is derived from animal fats. 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.

Entity Information

DBLinks

Other DBLinks
  • PubChem: 9543913
  • HMDB: HMDB0007408
  • LipidMaps: LMGL02010248
  • Metlin: METLIN_4591

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
PathBank:SMP0067704 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z))
PathBank:SMP0067708 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)/24:1(15Z))
PathBank:SMP0076452 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)/22:5(7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0082547 Phosphatidylethanolamine Biosynthesis PE(20:1(11Z)/22:4(7Z,10Z,13Z,16Z))
PathBank:SMP0091726 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)/22:5(7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0022867 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)/20:3(5Z,8Z,11Z))
PathBank:SMP0022871 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)/18:3(6Z,9Z,12Z))
PathBank:SMP0022875 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z))
PathBank:SMP0022879 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)/20:5(5Z,8Z,11Z,14Z,17Z))
PathBank:SMP0067703 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)/22:4(7Z,10Z,13Z,16Z))
PathBank:SMP0067707 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)/24:0)
PathBank:SMP0034497 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)/20:3(8Z,11Z,14Z))
PathBank:SMP0070291 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/22:4(7Z,10Z,13Z,16Z))
PathBank:SMP0076451 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z))
PathBank:SMP0076455 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)/24:1(15Z))
PathBank:SMP0087052 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/22:4(7Z,10Z,13Z,16Z))
PathBank:SMP0087789 Phosphatidylethanolamine Biosynthesis PE(20:1(11Z)/22:4(7Z,10Z,13Z,16Z))
PathBank:SMP0014615 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/22:4(7Z,10Z,13Z,16Z))
PathBank:SMP0015455 Phosphatidylethanolamine Biosynthesis PE(20:1(11Z)/22:4(7Z,10Z,13Z,16Z))
PathBank:SMP0091725 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z))
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