DG(18:1(11Z)/18:3(6Z,9Z,12Z)/0:0) (BioCAD00000021067)

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Metabolite Card

Formula: C39H68O5 (616.5066)
SMILES: [H][C@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCC\C=C/C\C=C/C\C=C/CCCCC

Synonyms [en]

DG(18:1(11Z)/18:3(6Z,9Z,12Z)/0:0); 1-Vaccenoyl-2-g-linolenoyl-sn-glycerol; DG(18:1W7/18:3W6); Diacylglycerol(18:1W7/18:3W6); (2S)-1-hydroxy-3-[(11Z)-octadec-11-enoyloxy]propan-2-yl (6Z,9Z,12Z)-octadeca-6,9,12-trienoate; Diacylglycerol(36:4)

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

DG(18:1(11Z)/18:3(6Z,9Z,12Z)/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: BioCAD00000021067). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

DG(18:1(11Z)/18:3(6Z,9Z,12Z)/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(18:1(11Z)/18:3(6Z,9Z,12Z)/0:0), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the g-linolenic 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

  • CAS Registry Number:
  • PubChem CID: 53478066
  • ChEBI: 88371
  • HMDB: HMDB0007191
  • LipidMaps:
  • KEGG:
  • BioCyc:
  • NCBI MeSH:
  • Wikipedia:
Other DBLinks
  • PubChem: 53478066
  • ChEBI: ChEBI:88371
  • HMDB: HMDB0007191
  • HMDB: HMDB07191
  • Metlin: METLIN_58773
  • Coconut NaturalProduct: CNP0084989.1

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
PathBank:SMP0033058 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:3(6Z,9Z,12Z)/20:3(8Z,11Z,14Z))
PathBank:SMP0070144 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/18:3(6Z,9Z,12Z))
PathBank:SMP0074918 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:3(6Z,9Z,12Z)/20:0)
PathBank:SMP0074922 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:3(6Z,9Z,12Z)/20:3(8Z,11Z,14Z))
PathBank:SMP0074926 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:3(6Z,9Z,12Z)/22:0)
PathBank:SMP0074930 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:3(6Z,9Z,12Z)/22:5(4Z,7Z,10Z,13Z,16Z))
PathBank:SMP0074934 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:3(6Z,9Z,12Z)/24:1(15Z))
PathBank:SMP0086205 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:3(6Z,9Z,12Z)/20:0)
PathBank:SMP0086209 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:3(6Z,9Z,12Z)/20:4(8Z,11Z,14Z,17Z))
PathBank:SMP0087642 Phosphatidylethanolamine Biosynthesis PE(18:1(11Z)/18:3(6Z,9Z,12Z))
PathBank:SMP0012961 Triacylglycerol Degradation TG(18:1(11Z)/18:3(6Z,9Z,12Z)/18:0)
PathBank:SMP0012965 Triacylglycerol Degradation TG(18:1(11Z)/18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z))
PathBank:SMP0012969 Triacylglycerol Degradation TG(18:1(11Z)/18:3(6Z,9Z,12Z)/20:1(13Z))
PathBank:SMP0090185 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z))
PathBank:SMP0090189 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:3(6Z,9Z,12Z)/20:2(11Z,14Z))
PathBank:SMP0090193 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:3(6Z,9Z,12Z)/20:4(8Z,11Z,14Z,17Z))
PathBank:SMP0090197 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:3(6Z,9Z,12Z)/22:2(13Z,16Z))
PathBank:SMP0090201 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:3(6Z,9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0021939 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:3(6Z,9Z,12Z)/18:1(11Z))
PathBank:SMP0021943 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:3(6Z,9Z,12Z)/22:1(13Z))
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