DG(18:0/18:0/0:0) (BioCAD00000021034)

blood all tissues

Metabolite Card

Formula: C39H76O5 (624.5692)
SMILES: [H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC

Synonyms [en]

DG(18:0/18:0/0:0); 1,2-dioctadecanoyl-sn-glycerol; DIACYL GLYCEROL; 1,2-distearoyl-sn-glycerol; (S)-(-)-1,2-distearoyl-sn-glycerol; 1,2-di-O-stearoyl-sn-glycerol

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

DG(18:0/18:0/0:0). 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: BioCAD00000021034). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

DG(18:0/18:0/0:0) 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(18:0/18:0/0:0), in particular, consists of two chains of stearic acid at the C-1 and C-2 positions. The stearic acid moieties are derived from animal fats, coco butter and sesame oil. 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
  • CAS Registry Number: 10567-21-2
  • PubChem: 9543705
  • ChEBI: ChEBI:41847
  • HMDB: HMDB0007158
  • LipidMaps: LMGL02010037
  • RefMet: RM0135023
  • Metlin: METLIN_36783
  • Coconut NaturalProduct: CNP0413240.1

Class / Ontology

Metabolic Network
ID EC Number Name
Rhea:RHEA:33336 1,2-dioctadecanoyl-sn-glycero-3-phosphate + H2O => 1,2-dioctadecanoyl-sn-glycerol + phosphate
Rhea:RHEA:33337 1,2-dioctadecanoyl-sn-glycerol + phosphate => 1,2-dioctadecanoyl-sn-glycero-3-phosphate + H2O
Rhea:RHEA:33338 1,2-dioctadecanoyl-sn-glycero-3-phosphate + H2O <=> 1,2-dioctadecanoyl-sn-glycerol + phosphate
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Organism Source

Taxonomy Source

  1. Homo sapiens [ncbi taxid: 9606]

Pathway Synthetic

pathway id name
PathBank:SMP0001787 phospholipid biosynthesis (PE(18:0/18:0))
WikiPathways:WP4838 Regucalcin in proximal tubule epithelial kidney cells
PathBank:SMP0074549 De Novo Triacylglycerol Biosynthesis TG(18:0/18:0/18:1(9Z))
PathBank:SMP0074553 De Novo Triacylglycerol Biosynthesis TG(18:0/18:0/18:4(6Z,9Z,12Z,15Z))
PathBank:SMP0074557 De Novo Triacylglycerol Biosynthesis TG(18:0/18:0/20:3(5Z,8Z,11Z))
PathBank:SMP0074561 De Novo Triacylglycerol Biosynthesis TG(18:0/18:0/20:5(5Z,8Z,11Z,14Z,17Z))
PathBank:SMP0074565 De Novo Triacylglycerol Biosynthesis TG(18:0/18:0/22:4(7Z,10Z,13Z,16Z))
PathBank:SMP0074569 De Novo Triacylglycerol Biosynthesis TG(18:0/18:0/24:0)
PathBank:SMP0082368 Phosphatidylethanolamine Biosynthesis PE(18:0/18:0)
PathBank:SMP0086041 De Novo Triacylglycerol Biosynthesis TG(18:0/18:0/18:1(9Z))
PathBank:SMP0086045 De Novo Triacylglycerol Biosynthesis TG(18:0/18:0/18:3(9Z,12Z,15Z))
PathBank:SMP0086049 De Novo Triacylglycerol Biosynthesis TG(18:0/18:0/20:4(5Z,8Z,11Z,14Z))
PathBank:SMP0012625 Triacylglycerol Degradation TG(18:0/18:0/18:0)
PathBank:SMP0012629 Triacylglycerol Degradation TG(18:0/18:0/18:3(6Z,9Z,12Z))
PathBank:SMP0012633 Triacylglycerol Degradation TG(18:0/18:0/20:1(13Z))
PathBank:SMP0089815 De Novo Triacylglycerol Biosynthesis TG(18:0/18:0/18:1(9Z))
PathBank:SMP0089819 De Novo Triacylglycerol Biosynthesis TG(18:0/18:0/18:4(6Z,9Z,12Z,15Z))
PathBank:SMP0089823 De Novo Triacylglycerol Biosynthesis TG(18:0/18:0/20:3(5Z,8Z,11Z))
PathBank:SMP0089827 De Novo Triacylglycerol Biosynthesis TG(18:0/18:0/20:5(5Z,8Z,11Z,14Z,17Z))
PathBank:SMP0089831 De Novo Triacylglycerol Biosynthesis TG(18:0/18:0/22:4(7Z,10Z,13Z,16Z))
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