DG(16:0/16:0/0:0) (BioCAD00000020977)
Metabolite Card
Formula: C35H68O5 (568.5066)
SMILES: [H][C@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC
Synonyms [en]
DG(16:0/16:0/0:0); DG(32:0); 1,2-dihexadecanoyl-sn-glycerol; Diacylglycerol(32:0); (S)-1-(Hydroxymethyl)ethane-1,2-diyl dipalmitate; DAG(32:0)
Last reviewed on 2024-06-28.
Cite this Page
DG(16:0/16:0/0:0). 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: BioCAD00000020977). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
DG(16:0/16:0/0:0) 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(16:0/16:0/0:0), in particular, consists of two chains of palmitic acid at the C-1 and C-2 positions. The palmitic acid moieties are 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.
DBLinks
- CAS Registry Number: 30334-71-5
- PubChem CID: 644078
- ChEBI: 82929
- HMDB: HMDB0007098
- LipidMaps: LMGL02010009
- KEGG: C00165
- BioCyc:
- NCBI MeSH:
- Wikipedia:
Other DBLinks
- CAS Registry Number: 30334-71-5
- PubChem: 644078
- ChEBI: ChEBI:82929
- HMDB: HMDB0007098
- HMDB: HMDB07098
- LipidMaps: LMGL02010009
- KEGG: C00165
- RefMet: RM0133285
- Metlin: METLIN_4255
Class / Ontology
- WishartLab ClassyFire: [Diradylglycerols] Diradylglycerols
- RefMet: [DAG] DAG
- LipidMaps: [Diacylglycerols [GL0201]] Diacylglycerols [GL0201]
- ChEBI: [CHEBI:82929] 1,2-dipalmitoyl-sn-glycerol
| ID | EC Number | Name |
|---|---|---|
| Rhea:RHEA:43237 | 1,2-dihexadecanoyl-sn-glycero-3-phosphate + H2O => 1,2-dihexadecanoyl-sn-glycerol + phosphate | |
| Rhea:RHEA:43238 | 1,2-dihexadecanoyl-sn-glycerol + phosphate => 1,2-dihexadecanoyl-sn-glycero-3-phosphate + H2O | |
| Rhea:RHEA:43239 | 1,2-dihexadecanoyl-sn-glycero-3-phosphate + H2O <=> 1,2-dihexadecanoyl-sn-glycerol + phosphate | |
| Rhea:RHEA:43325 | 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine => 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin | |
| Rhea:RHEA:43326 | 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin => 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine | |
| Rhea:RHEA:43327 | 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine <=> 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin | |
| Rhea:RHEA:45305 | 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + H2O => 1,2-dihexadecanoyl-sn-glycerol + phosphocholine + H+ | |
| Rhea:RHEA:45306 | 1,2-dihexadecanoyl-sn-glycerol + phosphocholine + H+ => 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + H2O | |
| Rhea:RHEA:45307 | 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + H2O <=> 1,2-dihexadecanoyl-sn-glycerol + phosphocholine + H+ | |
| Rhea:RHEA:45789 | 1,2-dihexadecanoyl-sn-glycerol + (9Z)-hexadecenoyl-CoA => 1,2-dihexadecanoyl-3-(9Z-hexadecenoyl)-sn-glycerol + CoA | |
| Rhea:RHEA:45790 | 1,2-dihexadecanoyl-3-(9Z-hexadecenoyl)-sn-glycerol + CoA => 1,2-dihexadecanoyl-sn-glycerol + (9Z)-hexadecenoyl-CoA | |
| Rhea:RHEA:45791 | 1,2-dihexadecanoyl-sn-glycerol + (9Z)-hexadecenoyl-CoA <=> 1,2-dihexadecanoyl-3-(9Z-hexadecenoyl)-sn-glycerol + CoA | |
| Rhea:RHEA:63325 | 1,2-dihexadecanoyl-sn-glycerol + ATP => 1,2-dihexadecanoyl-sn-glycero-3-phosphate + ADP + H+ | |
| Rhea:RHEA:63326 | 1,2-dihexadecanoyl-sn-glycero-3-phosphate + ADP + H+ => 1,2-dihexadecanoyl-sn-glycerol + ATP | |
| Rhea:RHEA:63327 | 1,2-dihexadecanoyl-sn-glycerol + ATP <=> 1,2-dihexadecanoyl-sn-glycero-3-phosphate + ADP + H+ | |
| Rhea:RHEA:78960 | 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + H2O => 1,2-dihexadecanoyl-sn-glycerol + phosphoethanolamine + H+ | |
| Rhea:RHEA:78961 | 1,2-dihexadecanoyl-sn-glycerol + phosphoethanolamine + H+ => 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + H2O | |
| Rhea:RHEA:78962 | 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + H2O <=> 1,2-dihexadecanoyl-sn-glycerol + phosphoethanolamine + H+ |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| PathBank:SMP0001919 | Lipopolysaccharide Biosynthesis II |
| WikiPathways:WP3301 | MFAP5-mediated ovarian cancer cell motility and invasiveness |
| PathBank:SMP0120706 | Glycerol Kinase Deficiency |
| PathBank:SMP0120814 | Familial Lipoprotein Lipase Deficiency |
| PathBank:SMP0071369 | Phosphatidylethanolamine Biosynthesis PE(16:0/16:0) |
| PathBank:SMP0122112 | Lipopolysaccharide Biosynthesis II |
| PathBank:SMP0073873 | De Novo Triacylglycerol Biosynthesis TG(16:0/16:0/18:0) |
| PathBank:SMP0073877 | De Novo Triacylglycerol Biosynthesis TG(16:0/16:0/18:3(6Z,9Z,12Z)) |
| PathBank:SMP0073881 | De Novo Triacylglycerol Biosynthesis TG(16:0/16:0/20:1(11Z)) |
| PathBank:SMP0073885 | De Novo Triacylglycerol Biosynthesis TG(16:0/16:0/20:4(5Z,8Z,11Z,14Z)) |
| PathBank:SMP0073889 | De Novo Triacylglycerol Biosynthesis TG(16:0/16:0/22:1(13Z)) |
| PathBank:SMP0073893 | De Novo Triacylglycerol Biosynthesis TG(16:0/16:0/22:5(7Z,10Z,13Z,16Z,19Z)) |
| PathBank:SMP0000039 | Glycerolipid Metabolism |
| PathBank:SMP0080514 | Phosphatidylcholine Biosynthesis PC(16:0/16:0) |
| PathBank:SMP0085725 | De Novo Triacylglycerol Biosynthesis TG(16:0/16:0/16:1(9Z)) |
| PathBank:SMP0085729 | De Novo Triacylglycerol Biosynthesis TG(16:0/16:0/18:1(11Z)) |
| PathBank:SMP0085733 | De Novo Triacylglycerol Biosynthesis TG(16:0/16:0/20:0) |
| PathBank:SMP0085737 | De Novo Triacylglycerol Biosynthesis TG(16:0/16:0/20:4(8Z,11Z,14Z,17Z)) |
| PathBank:SMP0087322 | Phospholipid Biosynthesis |
| PathBank:SMP0012469 | Triacylglycerol Degradation TG(16:0/16:0/18:0) |