DG(22:0/20:3(5Z,8Z,11Z)/0:0) (BioCAD00000021477)

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Metabolite Card

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

Synonyms [en]

DG(22:0/20:3(5Z,8Z,11Z)/0:0); 1-Docosanoyl-2-(5Z,8Z,11Z-eicosatrienoyl)-sn-glycerol; Diglyceride; Diacylglycerol; 1-Behenoyl-2-meadoyl-sn-glycerol; DG(22:0/20:3)

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

DG(22:0/20:3(5Z,8Z,11Z)/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: BioCAD00000021477). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

DG(22:0/20:3(5Z,8Z,11Z)/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(22:0/20:3(5Z,8Z,11Z)/0:0), in particular, consists of one chain of behenic acid at the C-1 position and one chain of mead acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the mead acid moiety is derived from fish oils, liver and kidney. 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

  • CAS Registry Number:
  • PubChem CID: 53478374
  • ChEBI:
  • HMDB: HMDB0007603
  • LipidMaps:
  • KEGG:
  • BioCyc:
  • NCBI MeSH:
  • Wikipedia:
Other DBLinks
  • PubChem: 53478374
  • HMDB: HMDB0007603
  • HMDB: HMDB07603
  • Metlin: METLIN_59084

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
PathBank:SMP0036234 De Novo Triacylglycerol Biosynthesis TG(22:0/20:3(5Z,8Z,11Z)/20:3(8Z,11Z,14Z))
PathBank:SMP0019743 De Novo Triacylglycerol Biosynthesis TG(22:0/20:3(5Z,8Z,11Z)/24:0)
PathBank:SMP0019747 De Novo Triacylglycerol Biosynthesis TG(22:0/20:3(5Z,8Z,11Z)/18:1(9Z))
PathBank:SMP0019751 De Novo Triacylglycerol Biosynthesis TG(22:0/20:3(5Z,8Z,11Z)/24:1(15Z))
PathBank:SMP0019755 De Novo Triacylglycerol Biosynthesis TG(22:0/20:3(5Z,8Z,11Z)/22:2(13Z,16Z))
PathBank:SMP0019759 De Novo Triacylglycerol Biosynthesis TG(22:0/20:3(5Z,8Z,11Z)/18:4(6Z,9Z,12Z,15Z))
PathBank:SMP0019763 De Novo Triacylglycerol Biosynthesis TG(22:0/20:3(5Z,8Z,11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0036233 De Novo Triacylglycerol Biosynthesis TG(22:0/20:3(5Z,8Z,11Z)/20:2(11Z,14Z))
PathBank:SMP0019742 De Novo Triacylglycerol Biosynthesis TG(22:0/20:3(5Z,8Z,11Z)/22:0)
PathBank:SMP0019746 De Novo Triacylglycerol Biosynthesis TG(22:0/20:3(5Z,8Z,11Z)/18:1(11Z))
PathBank:SMP0019750 De Novo Triacylglycerol Biosynthesis TG(22:0/20:3(5Z,8Z,11Z)/22:1(13Z))
PathBank:SMP0019754 De Novo Triacylglycerol Biosynthesis TG(22:0/20:3(5Z,8Z,11Z)/20:4(5Z,8Z,11Z,14Z))
PathBank:SMP0019758 De Novo Triacylglycerol Biosynthesis TG(22:0/20:3(5Z,8Z,11Z)/18:3(9Z,12Z,15Z))
PathBank:SMP0019762 De Novo Triacylglycerol Biosynthesis TG(22:0/20:3(5Z,8Z,11Z)/22:5(7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0019744 De Novo Triacylglycerol Biosynthesis TG(22:0/20:3(5Z,8Z,11Z)/14:1(9Z))
PathBank:SMP0019748 De Novo Triacylglycerol Biosynthesis TG(22:0/20:3(5Z,8Z,11Z)/20:1(11Z))
PathBank:SMP0019752 De Novo Triacylglycerol Biosynthesis TG(22:0/20:3(5Z,8Z,11Z)/18:2(9Z,12Z))
PathBank:SMP0019756 De Novo Triacylglycerol Biosynthesis TG(22:0/20:3(5Z,8Z,11Z)/22:4(7Z,10Z,13Z,16Z))
PathBank:SMP0019760 De Novo Triacylglycerol Biosynthesis TG(22:0/20:3(5Z,8Z,11Z)/20:4(8Z,11Z,14Z,17Z))
PathBank:SMP0014810 Phosphatidylcholine Biosynthesis PC(22:0/20:3(5Z,8Z,11Z))
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