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Showing metabocard for DG(16:0/16:0/0:0) (BMDB0007098)
Record Information | |||||||||||||||||||||||||||||||
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Version | 1.0 | ||||||||||||||||||||||||||||||
Creation Date | 2016-09-30 23:30:33 UTC | ||||||||||||||||||||||||||||||
Update Date | 2020-05-21 16:28:42 UTC | ||||||||||||||||||||||||||||||
BMDB ID | BMDB0007098 | ||||||||||||||||||||||||||||||
Secondary Accession Numbers |
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Metabolite Identification | |||||||||||||||||||||||||||||||
Common Name | DG(16:0/16:0/0:0) | ||||||||||||||||||||||||||||||
Description | DG(16:0/16:0/0:0), also known as DAG(16:0/16:0) or dg(16:0/16:0/0:0), belongs to the class of organic compounds known as 1,2-dg(16:0/16:0/0:0)s. These are dg(16:0/16:0/0:0)s containing a glycerol acylated at positions 1 and 2. Thus, DG(16:0/16:0/0:0) is considered to be a diradylglycerol lipid molecule. DG(16:0/16:0/0:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. DG(16:0/16:0/0:0) exists in all living species, ranging from bacteria to humans. In cattle, DG(16:0/16:0/0:0) is involved in the metabolic pathway called the glycerolipid metabolism pathway. | ||||||||||||||||||||||||||||||
Structure | |||||||||||||||||||||||||||||||
Synonyms |
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Chemical Formula | C35H68O5 | ||||||||||||||||||||||||||||||
Average Molecular Weight | 568.9114 | ||||||||||||||||||||||||||||||
Monoisotopic Molecular Weight | 568.506675286 | ||||||||||||||||||||||||||||||
IUPAC Name | Not Available | ||||||||||||||||||||||||||||||
Traditional Name | Not Available | ||||||||||||||||||||||||||||||
CAS Registry Number | 30334-71-5 | ||||||||||||||||||||||||||||||
SMILES | Not Available | ||||||||||||||||||||||||||||||
InChI Identifier | InChI=1S/C35H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32-33(31-36)40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33,36H,3-32H2,1-2H3/t33-/m0/s1 | ||||||||||||||||||||||||||||||
InChI Key | JEJLGIQLPYYGEE-XIFFEERXSA-N | ||||||||||||||||||||||||||||||
Chemical Taxonomy | |||||||||||||||||||||||||||||||
Description | belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2. | ||||||||||||||||||||||||||||||
Kingdom | Organic compounds | ||||||||||||||||||||||||||||||
Super Class | Lipids and lipid-like molecules | ||||||||||||||||||||||||||||||
Class | Glycerolipids | ||||||||||||||||||||||||||||||
Sub Class | Diradylglycerols | ||||||||||||||||||||||||||||||
Direct Parent | 1,2-diacylglycerols | ||||||||||||||||||||||||||||||
Alternative Parents | |||||||||||||||||||||||||||||||
Substituents |
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Molecular Framework | Aliphatic acyclic compounds | ||||||||||||||||||||||||||||||
External Descriptors |
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Ontology | |||||||||||||||||||||||||||||||
Status | Expected but not Quantified | ||||||||||||||||||||||||||||||
Origin |
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Biofunction | Not Available | ||||||||||||||||||||||||||||||
Application | Not Available | ||||||||||||||||||||||||||||||
Cellular locations |
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Physical Properties | |||||||||||||||||||||||||||||||
State | Solid | ||||||||||||||||||||||||||||||
Experimental Properties |
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Predicted Properties | Not Available | ||||||||||||||||||||||||||||||
Spectra | |||||||||||||||||||||||||||||||
Spectra |
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Biological Properties | |||||||||||||||||||||||||||||||
Cellular Locations |
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Biospecimen Locations |
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Pathways | |||||||||||||||||||||||||||||||
Normal Concentrations | |||||||||||||||||||||||||||||||
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Abnormal Concentrations | |||||||||||||||||||||||||||||||
Not Available | |||||||||||||||||||||||||||||||
External Links | |||||||||||||||||||||||||||||||
HMDB ID | HMDB0007098 | ||||||||||||||||||||||||||||||
DrugBank ID | Not Available | ||||||||||||||||||||||||||||||
Phenol Explorer Compound ID | Not Available | ||||||||||||||||||||||||||||||
FooDB ID | FDB024292 | ||||||||||||||||||||||||||||||
KNApSAcK ID | Not Available | ||||||||||||||||||||||||||||||
Chemspider ID | 559127 | ||||||||||||||||||||||||||||||
KEGG Compound ID | C00165 | ||||||||||||||||||||||||||||||
BioCyc ID | DIACYLGLYCEROL | ||||||||||||||||||||||||||||||
BiGG ID | Not Available | ||||||||||||||||||||||||||||||
Wikipedia Link | Not Available | ||||||||||||||||||||||||||||||
METLIN ID | 4255 | ||||||||||||||||||||||||||||||
PubChem Compound | 644078 | ||||||||||||||||||||||||||||||
PDB ID | Not Available | ||||||||||||||||||||||||||||||
ChEBI ID | 82929 | ||||||||||||||||||||||||||||||
References | |||||||||||||||||||||||||||||||
Synthesis Reference | Not Available | ||||||||||||||||||||||||||||||
Material Safety Data Sheet (MSDS) | Not Available | ||||||||||||||||||||||||||||||
General References | Not Available |
Enzymes
- General function:
- Involved in heparin binding
- Specific function:
- Hepatic lipase has the capacity to catalyze hydrolysis of phospholipids, mono-, di-, and triglycerides, and acyl-CoA thioesters. It is an important enzyme in HDL metabolism. Hepatic lipase binds heparin (By similarity).
- Gene Name:
- LIPC
- Uniprot ID:
- Q3SZ79
- Molecular weight:
- 56826.0
Reactions
TG(16:0/16:0/16:0)[iso] + Water → DG(16:0/16:0/0:0) + Palmitic acid | details |
DG(16:0/16:0/0:0) + Water → Palmitic acid + MG(0:0/16:0/0:0) | details |
- General function:
- Lipid transport and metabolism
- Specific function:
- Catalyzes phosphatidylcholine biosynthesis from CDP-choline. It thereby plays a central role in the formation and maintenance of vesicular membranes (By similarity).
- Gene Name:
- CHPT1
- Uniprot ID:
- Q1LZE6
- Molecular weight:
- 45249.0
Reactions
Citicoline → PC(16:0/16:0) + DG(16:0/16:0/0:0) | details |
- General function:
- Involved in ethanolaminephosphotransferase activity
- Specific function:
- Catalyzes phosphatidylethanolamine biosynthesis from CDP-ethanolamine. It thereby plays a central role in the formation and maintenance of vesicular membranes. Involved in the foramtion of phosphatidylethanolamine via 'Kennedy' pathway (By similarity).
- Gene Name:
- SELENOI
- Uniprot ID:
- Q17QM4
- Molecular weight:
- 45214.0
Reactions
CDP-Ethanolamine + DG(16:0/16:0/0:0) → Cytidine monophosphate + PE(16:0/16:0) | details |
- General function:
- Involved in calcium ion binding
- Specific function:
- Upon cell stimulation converts the second messenger diacylglycerol into phosphatidate, initiating the resynthesis of phosphatidylinositols and attenuating protein kinase C activity.
- Gene Name:
- DGKA
- Uniprot ID:
- A0JN54
- Molecular weight:
- 82672.0
Reactions
DG(16:0/16:0/0:0) → PA(16:0/16:0) | details |
DG(16:0/16:0/0:0) + Adenosine triphosphate → PA(16:0/16:0) + ADP | details |
- General function:
- Not Available
- Specific function:
- Catalyzes the terminal and only committed step in triacylglycerol synthesis by using diacylglycerol and fatty acyl CoA as substrates. In contrast to DGAT2 it is not essential for survival. May be involved in VLDL (very low density lipoprotein) assembly. Functions as the major acyl-CoA retinol acyltransferase (ARAT) in the skin, where it acts to maintain retinoid homeostasis and prevent retinoid toxicity leading to skin and hair disorders. In liver, plays a role in esterifying exogenous fatty acids to glycerol.
- Gene Name:
- DGAT1
- Uniprot ID:
- Q8MK44
- Molecular weight:
- 55602.0
Reactions
DG(16:0/16:0/0:0) + Palmityl-CoA → TG(16:0/16:0/16:0)[iso] + Coenzyme A | details |
DG(16:0/16:0/0:0) + Palmitoleyl CoA → TG(16:0/16:0/16:1(9Z)) + Coenzyme A | details |
DG(16:0/16:0/0:0) + Stearoyl-CoA → TG(16:0/16:0/18:0)[iso3] + Coenzyme A | details |
DG(16:0/16:0/0:0) + Oleoyl-CoA → TG(16:0/16:0/18:1(9Z)) + Coenzyme A | details |
DG(16:0/16:0/0:0) + Gamma-linolenoyl-CoA → TG(16:0/16:0/18:3(6Z,9Z,12Z))[iso3] + Coenzyme A | details |
DG(16:0/16:0/0:0) + Eicosanoyl-CoA → TG(16:0/16:0/20:0)[iso3] + Coenzyme A | details |
DG(16:0/16:0/0:0) + Gondoyl-CoA → TG(16:0/16:0/20:1(11Z)) + Coenzyme A | details |
DG(16:0/16:0/0:0) + 5Z,8Z,11Z,14Z-eicosatetraenonyl-CoA → TG(16:0/16:0/20:4(5Z,8Z,11Z,14Z)) + Coenzyme A | details |
DG(16:0/16:0/0:0) + Docosanoyl-CoA → TG(16:0/16:0/22:0) + Coenzyme A | details |
DG(16:0/16:0/0:0) + Erucoyl-CoA → TG(16:0/16:0/22:1(13Z)) + Coenzyme A | details |
DG(16:0/16:0/0:0) + Clupanodonyl CoA → TG(16:0/16:0/22:5(7Z,10Z,13Z,16Z,19Z))[iso3] + Coenzyme A | details |
DG(16:0/16:0/0:0) + Tetracosanoyl-CoA → TG(16:0/16:0/24:0) + Coenzyme A | details |
- General function:
- Not Available
- Specific function:
- Magnesium-independent phospholipid phosphatase that catalyzes the dephosphorylation of a variety of glycerolipid and sphingolipid phosphate esters including phosphatidate/PA, lysophosphatidate/LPA, sphingosine 1-phosphate/S1P and ceramide 1-phosphate/C1P. Has no apparent extracellular phosphatase activity and therefore most probably acts intracellularly. Also acts on N-oleoyl ethanolamine phosphate/N-(9Z-octadecenoyl)-ethanolamine phosphate, a potential physiological compound. Through dephosphorylation of these bioactive lipid mediators produces new bioactive compounds and may regulate signal transduction in different cellular processes (By similarity). Indirectly regulates, for instance, cell cycle G1/S phase transition through its phospholipid phosphatase activity (By similarity).
- Gene Name:
- PLPP2
- Uniprot ID:
- Q2HJ61
- Molecular weight:
- 32328.0
Reactions
PA(16:0/16:0) → DG(16:0/16:0/0:0) + Hydrogen phosphate | details |