DG(18:3(9Z,12Z,15Z)/16:0/0:0) (BioCAD00000021175)

blood all tissues

Metabolite Card

Formula: C37H66O5 (590.491)
SMILES: [H][C@](CO)(COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCCCCCCCC

Synonyms [en]

DG(18:3(9Z,12Z,15Z)/16:0/0:0); 1-a-Linolenoyl-2-palmitoyl-sn-glycerol; Diacylglycerol(18:3/16:0); DAG(18:3/16:0); (2S)-2-(hexadecanoyloxy)-3-hydroxypropyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate; DG(18:3/16:0)

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

DG(18:3(9Z,12Z,15Z)/16:0/0:0). 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: BioCAD00000021175). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

DG(18:3(9Z,12Z,15Z)/16:0/0:0) 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(18:3(9Z,12Z,15Z)/16:0/0:0), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and 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: 53478143
  • ChEBI: 89259
  • HMDB: HMDB0007301
  • LipidMaps:
  • KEGG:
  • BioCyc:
  • NCBI MeSH:
  • Wikipedia:
Other DBLinks
  • PubChem: 53478143
  • ChEBI: ChEBI:89259
  • HMDB: HMDB0007301
  • HMDB: HMDB07301
  • Metlin: METLIN_58853
  • Coconut NaturalProduct: CNP0084451.1

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
PathBank:SMP0025639 De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/16:0/22:5(7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0013333 Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/16:0/18:0)
PathBank:SMP0013337 Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/16:0/18:3(6Z,9Z,12Z))
PathBank:SMP0013341 Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/16:0/20:1(13Z))
PathBank:SMP0014508 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/16:0)
PathBank:SMP0015348 Phosphatidylethanolamine Biosynthesis PE(18:3(9Z,12Z,15Z)/16:0)
PathBank:SMP0016113 De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0025638 De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/16:0/20:5(5Z,8Z,11Z,14Z,17Z))
PathBank:SMP0013332 Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/16:0/16:0)
PathBank:SMP0013336 Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/16:0/18:2(9Z,12Z))
PathBank:SMP0013340 Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/16:0/20:1(11Z))
PathBank:SMP0016112 De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/16:0/18:3(9Z,12Z,15Z))
PathBank:SMP0025637 De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/16:0/20:4(8Z,11Z,14Z,17Z))
PathBank:SMP0013334 Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/16:0/18:1(9Z))
PathBank:SMP0013338 Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/16:0/18:3(9Z,12Z,15Z))
PathBank:SMP0013342 Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/16:0/22:0)
PathBank:SMP0025636 De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/16:0/18:4(6Z,9Z,12Z,15Z))
PathBank:SMP0013335 Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/16:0/18:1(11Z))
PathBank:SMP0013339 Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/16:0/20:0)
PathBank:SMP0013343 Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/16:0/22:1(13Z))
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