DG(16:0/20:1(11Z)/0:0) (BioCAD00000020986)

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Metabolite Card

Formula: C39H74O5 (622.5536)
SMILES: [H][C@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC

Synonyms [en]

1-hexadecanoyl-2-(11Z-eicosenoyl)-sn-glycerol; DG(16:0/20:1(11Z)/0:0); DG(36:1); 1-Palmitoyl-2-eicosenoyl-sn-glycerol; DAG(16:0/20:1n9); Diacylglycerol(16:0/20:1w9)

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

DG(16:0/20:1(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: BioCAD00000020986). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

DG(16:0/20:1(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(16:0/20:1(11Z)/0:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. 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: 9543715
  • ChEBI: ChEBI:88447
  • HMDB: HMDB0007108
  • LipidMaps: LMGL02010048
  • KEGG: C00165
  • BioCyc: DIACYLGLYCEROL
  • Metlin: METLIN_4354
  • Coconut NaturalProduct: CNP0084945.1

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
PathBank:SMP0070076 Phosphatidylcholine Biosynthesis PC(16:0/20:1(11Z))
PathBank:SMP0074089 De Novo Triacylglycerol Biosynthesis TG(16:0/20:1(11Z)/20:3(8Z,11Z,14Z))
PathBank:SMP0074093 De Novo Triacylglycerol Biosynthesis TG(16:0/20:1(11Z)/22:0)
PathBank:SMP0074097 De Novo Triacylglycerol Biosynthesis TG(16:0/20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z))
PathBank:SMP0074101 De Novo Triacylglycerol Biosynthesis TG(16:0/20:1(11Z)/24:1(15Z))
PathBank:SMP0087574 Phosphatidylethanolamine Biosynthesis PE(16:0/20:1(11Z))
PathBank:SMP0012565 Triacylglycerol Degradation TG(16:0/20:1(11Z)/18:0)
PathBank:SMP0012569 Triacylglycerol Degradation TG(16:0/20:1(11Z)/18:3(6Z,9Z,12Z))
PathBank:SMP0012573 Triacylglycerol Degradation TG(16:0/20:1(11Z)/20:1(13Z))
PathBank:SMP0089350 De Novo Triacylglycerol Biosynthesis TG(16:0/20:1(11Z)/20:2(11Z,14Z))
PathBank:SMP0089354 De Novo Triacylglycerol Biosynthesis TG(16:0/20:1(11Z)/20:4(8Z,11Z,14Z,17Z))
PathBank:SMP0089358 De Novo Triacylglycerol Biosynthesis TG(16:0/20:1(11Z)/22:2(13Z,16Z))
PathBank:SMP0089362 De Novo Triacylglycerol Biosynthesis TG(16:0/20:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0014316 Phosphatidylcholine Biosynthesis PC(16:0/20:1(11Z))
PathBank:SMP0015156 Phosphatidylethanolamine Biosynthesis PE(16:0/20:1(11Z))
PathBank:SMP0015931 De Novo Triacylglycerol Biosynthesis TG(16:0/20:1(11Z)/20:1(11Z))
PathBank:SMP0017855 De Novo Triacylglycerol Biosynthesis TG(16:0/20:1(11Z)/22:0)
PathBank:SMP0017859 De Novo Triacylglycerol Biosynthesis TG(16:0/20:1(11Z)/18:1(11Z))
PathBank:SMP0017863 De Novo Triacylglycerol Biosynthesis TG(16:0/20:1(11Z)/24:1(15Z))
PathBank:SMP0017867 De Novo Triacylglycerol Biosynthesis TG(16:0/20:1(11Z)/22:4(7Z,10Z,13Z,16Z))
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