DG(20:3(8Z,11Z,14Z)/22:0/0:0) (BioCAD00000021366)

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Metabolite Card

Formula: C45H82O5 (702.6162)
SMILES: [H][C@](CO)(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC

Synonyms [en]

1-(8Z,11Z,14Z-Eicosatrienoyl)-2-docosanoyl-sn-glycerol; DG(20:3(8Z,11Z,14Z)/22:0/0:0)[iso2]; DG(42:3); DAG(20:3/22:0); Diacylglycerol; DAG(42:3)

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

DG(20:3(8Z,11Z,14Z)/22:0/0:0). 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: BioCAD00000021366). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

DG(20:3(8Z,11Z,14Z)/22:0/0:0) 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(20:3(8Z,11Z,14Z)/22:0/0:0), in particular, consists of one chain of homo-g-linolenic acid at the C-1 position and one chain of behenic acid at the C-2 position. The homo-g-linolenic acid moiety is derived from fish oils, liver and kidney, while the behenic 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.

Entity Information

DBLinks

Other DBLinks
  • PubChem: 9543893
  • HMDB: HMDB0007492
  • LipidMaps: LMGL02010228
  • Metlin: METLIN_4572

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
PathBank:SMP0067996 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:1(13Z))
PathBank:SMP0068000 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:5(7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0035166 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/20:3(8Z,11Z,14Z))
PathBank:SMP0035170 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:2(13Z,16Z))
PathBank:SMP0035174 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0071633 Phosphatidylethanolamine Biosynthesis PE(20:3(8Z,11Z,14Z)/22:0)
PathBank:SMP0076744 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:2(13Z,16Z))
PathBank:SMP0076748 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0080778 Phosphatidylcholine Biosynthesis PC(20:3(8Z,11Z,14Z)/22:0)
PathBank:SMP0092018 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:2(13Z,16Z))
PathBank:SMP0092022 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0067995 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:0)
PathBank:SMP0067999 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:5(4Z,7Z,10Z,13Z,16Z))
PathBank:SMP0068003 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/24:1(15Z))
PathBank:SMP0035165 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/18:4(6Z,9Z,12Z,15Z))
PathBank:SMP0035169 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/20:5(5Z,8Z,11Z,14Z,17Z))
PathBank:SMP0035173 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:5(7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0076743 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:1(13Z))
PathBank:SMP0076747 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:5(7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0082587 Phosphatidylethanolamine Biosynthesis PE(20:3(8Z,11Z,14Z)/22:0)
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