DG(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/0:0) (BioCAD00000021397)

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Metabolite Card

Formula: C45H76O5 (696.5692)
SMILES: [H][C@](CO)(COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/C\C=C/CCCCC

Synonyms [en]

DG(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/0:0)[iso2]; 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-2-(13Z,16Z-docosadienoyl)-sn-glycerol; DG(42:6); Diacylglycerol(20:4/22:2); [(2S)-1-hydroxy-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]oxypropan-2-yl] (13Z,16Z)-docosa-13,16-dienoate; Diacylglycerol

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

DG(20:4(5Z,8Z,11Z,14Z)/22:2(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: BioCAD00000021397). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

DG(20:4(5Z,8Z,11Z,14Z)/22:2(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(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/0:0), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of docosadienoic acid at the C-2 position. The arachidonic acid moiety is derived from animal fats and eggs, while the docosadienoic 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: 9543926
  • ChEBI: ChEBI:178424
  • HMDB: HMDB0007523
  • LipidMaps: LMGL02010261
  • Metlin: METLIN_4604

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
PathBank:SMP0024888 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z))
PathBank:SMP0024892 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/20:5(5Z,8Z,11Z,14Z,17Z))
PathBank:SMP0068092 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z))
PathBank:SMP0068096 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/24:1(15Z))
PathBank:SMP0070344 Phosphatidylcholine Biosynthesis PC(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z))
PathBank:SMP0076840 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/22:5(7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0087105 Phosphatidylcholine Biosynthesis PC(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z))
PathBank:SMP0087842 Phosphatidylethanolamine Biosynthesis PE(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z))
PathBank:SMP0092114 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/22:5(7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0024887 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/22:4(7Z,10Z,13Z,16Z))
PathBank:SMP0024891 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/20:4(8Z,11Z,14Z,17Z))
PathBank:SMP0068091 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/22:4(7Z,10Z,13Z,16Z))
PathBank:SMP0068095 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/24:0)
PathBank:SMP0076839 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z))
PathBank:SMP0076843 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/24:1(15Z))
PathBank:SMP0092113 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z))
PathBank:SMP0092117 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/24:1(15Z))
PathBank:SMP0024886 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/22:2(13Z,16Z))
PathBank:SMP0024890 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/18:4(6Z,9Z,12Z,15Z))
PathBank:SMP0024894 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
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