DG(14:0/14:1(9Z)/0:0) (BioCAD00000020888)

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Metabolite Card

Formula: C31H58O5 (510.4284)
SMILES: [H][C@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC

Synonyms [en]

DG(14:0/14:1(9Z)/0:0); DG(14:0/14:1N5); DG(14:0/14:1W5); Diacylglycerol(14:0/14:1W5); DAG(14:0/14:1N5); 1-Tetradecanoyl-2-(9Z-tetradecenoyl)-sn-glycerol

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

DG(14:0/14:1(9Z)/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: BioCAD00000020888). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

DG(14:0/14:1(9Z)/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(14:0/14:1(9Z)/0:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the myristoleic acid moiety is derived from milk 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: 53477948
  • ChEBI: ChEBI:172724
  • HMDB: HMDB0007009
  • HMDB: HMDB07009
  • Metlin: METLIN_58644

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
WikiPathways:WP1560 MicroRNAs in cardiomyocyte hypertrophy
WikiPathways:WP3250 Cardiac hypertrophic response
WikiPathways:WP1544 MicroRNAs in cardiomyocyte hypertrophy
WikiPathways:WP2795 Cardiac hypertrophic response
PathBank:SMP0032412 De Novo Triacylglycerol Biosynthesis TG(14:0/14:1(9Z)/20:3(8Z,11Z,14Z))
PathBank:SMP0119370 Muscle/Heart Contraction
PathBank:SMP0119378 Muscle/Heart Contraction
PathBank:SMP0071284 Phosphatidylethanolamine Biosynthesis PE(14:0/14:1(9Z))
PathBank:SMP0072681 De Novo Triacylglycerol Biosynthesis TG(14:0/14:1(9Z)/14:1(9Z))
PathBank:SMP0072685 De Novo Triacylglycerol Biosynthesis TG(14:0/14:1(9Z)/18:0)
PathBank:SMP0072689 De Novo Triacylglycerol Biosynthesis TG(14:0/14:1(9Z)/18:3(6Z,9Z,12Z))
PathBank:SMP0072693 De Novo Triacylglycerol Biosynthesis TG(14:0/14:1(9Z)/20:1(11Z))
PathBank:SMP0072697 De Novo Triacylglycerol Biosynthesis TG(14:0/14:1(9Z)/20:4(5Z,8Z,11Z,14Z))
PathBank:SMP0072701 De Novo Triacylglycerol Biosynthesis TG(14:0/14:1(9Z)/22:1(13Z))
PathBank:SMP0072705 De Novo Triacylglycerol Biosynthesis TG(14:0/14:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z))
PathBank:SMP0006767 Triacylglycerol metabolism TG(14:0/14:0/14:1(9Z))
PathBank:SMP0086732 Phosphatidylcholine Biosynthesis PC(14:0/14:1(9Z))
PathBank:SMP0087454 Phosphatidylethanolamine Biosynthesis PE(14:0/14:1(9Z))
PathBank:SMP0087946 De Novo Triacylglycerol Biosynthesis TG(14:0/14:1(9Z)/16:0)
PathBank:SMP0087950 De Novo Triacylglycerol Biosynthesis TG(14:0/14:1(9Z)/18:1(9Z))
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