You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Bovine Metabolome Database.
Record Information
Version1.0
Creation Date2016-09-30 23:30:33 UTC
Update Date2020-05-21 16:28:42 UTC
BMDB IDBMDB0007098
Secondary Accession Numbers
  • BMDB07098
Metabolite Identification
Common NameDG(16:0/16:0/0:0)
DescriptionDG(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
Thumb
Synonyms
ValueSource
(S)-1-(Hydroxymethyl)ethane-1,2-diyl dipalmitateChEBI
1,2-Dihexadecanoyl-sn-glycerolChEBI
DAG(16:0/16:0)ChEBI
DAG(32:0)ChEBI
DG(16:0/16:0)ChEBI
DG(32:0)ChEBI
Diacylglycerol(16:0/16:0)ChEBI
Diacylglycerol(32:0)ChEBI
(S)-1-(Hydroxymethyl)ethane-1,2-diyl dipalmitic acidGenerator
1,2-Dipalmitoyl-rac-glycerolHMDB
DiacylglycerolHMDB
DiglycerideHMDB
1,2-Dihexadecanoyl-rac-glycerolHMDB
DG(16:0/16:0/0:0)Lipid Annotator
Chemical FormulaC35H68O5
Average Molecular Weight568.9114
Monoisotopic Molecular Weight568.506675286
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number30334-71-5
SMILESNot 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 KeyJEJLGIQLPYYGEE-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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerolipids
Sub ClassDiradylglycerols
Direct Parent1,2-diacylglycerols
Alternative Parents
Substituents
  • 1,2-acyl-sn-glycerol
  • Fatty acid ester
  • Fatty acyl
  • Dicarboxylic acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted PropertiesNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Biological Properties
Cellular Locations
  • Cell membrane
  • Membrane
Biospecimen Locations
  • All Tissues
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
All TissuesExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Abnormal Concentrations
Not Available
HMDB IDHMDB0007098
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB024292
KNApSAcK IDNot Available
Chemspider ID559127
KEGG Compound IDC00165
BioCyc IDDIACYLGLYCEROL
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID4255
PubChem Compound644078
PDB IDNot Available
ChEBI ID82929
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot 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 aciddetails
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) + ADPdetails
General function:
Not Available
Specific function:
Not Available
Gene Name:
LPIN1
Uniprot ID:
E1BPE8
Molecular weight:
102857.0
Reactions
PA(16:0/16:0) + Water → DG(16:0/16:0/0:0) + Hydrogen phosphatedetails
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 Adetails
DG(16:0/16:0/0:0) + Palmitoleyl CoA → TG(16:0/16:0/16:1(9Z)) + Coenzyme Adetails
DG(16:0/16:0/0:0) + Stearoyl-CoA → TG(16:0/16:0/18:0)[iso3] + Coenzyme Adetails
DG(16:0/16:0/0:0) + Oleoyl-CoA → TG(16:0/16:0/18:1(9Z)) + Coenzyme Adetails
DG(16:0/16:0/0:0) + Gamma-linolenoyl-CoA → TG(16:0/16:0/18:3(6Z,9Z,12Z))[iso3] + Coenzyme Adetails
DG(16:0/16:0/0:0) + Eicosanoyl-CoA → TG(16:0/16:0/20:0)[iso3] + Coenzyme Adetails
DG(16:0/16:0/0:0) + Gondoyl-CoA → TG(16:0/16:0/20:1(11Z)) + Coenzyme Adetails
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 Adetails
DG(16:0/16:0/0:0) + Docosanoyl-CoA → TG(16:0/16:0/22:0) + Coenzyme Adetails
DG(16:0/16:0/0:0) + Erucoyl-CoA → TG(16:0/16:0/22:1(13Z)) + Coenzyme Adetails
DG(16:0/16:0/0:0) + Clupanodonyl CoA → TG(16:0/16:0/22:5(7Z,10Z,13Z,16Z,19Z))[iso3] + Coenzyme Adetails
DG(16:0/16:0/0:0) + Tetracosanoyl-CoA → TG(16:0/16:0/24:0) + Coenzyme Adetails
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 phosphatedetails