DG(16:0/16:0/0:0) (BioCAD00000020977)

blood all tissues

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)

Reviewed

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.

Entity Information

DBLinks

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

Metabolic Network
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+
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Organism Source

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)
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