DG(18:0/18:0/0:0) (BioCAD00000021034)
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
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.
DBLinks
- CAS Registry Number: 10567-21-2
- PubChem CID: 9543705
- ChEBI: 41847
- HMDB: HMDB0007158
- LipidMaps: LMGL02010037
- KEGG:
- BioCyc:
- NCBI MeSH:
- Wikipedia:
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
- WishartLab ClassyFire: [Diradylglycerols] Diradylglycerols
- RefMet: [DAG] DAG
- LipidMaps: [Diacylglycerols [GL0201]] Diacylglycerols [GL0201]
- ChEBI: [CHEBI:41847] 1,2-dioctadecanoyl-sn-glycerol
- Coconut NaturalProduct: [Diacylglycerols] Diacylglycerols
| 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 |
Taxonomy Source
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)) |