Showing metabocard for DG(15:0/15:0/0:0) (BMDB0007068)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 23:29:51 UTC
Update Date2020-05-21 16:27:29 UTC
BMDB IDBMDB0007068
Secondary Accession Numbers
  • BMDB07068
Metabolite Identification
Common NameDG(15:0/15:0/0:0)
DescriptionDG(15:0/15:0/0:0), also known as DAG(15:0/15:0) or dg(15:0/15:0/0:0), belongs to the class of organic compounds known as 1,2-dg(15:0/15:0/0:0)s. These are dg(15:0/15:0/0:0)s containing a glycerol acylated at positions 1 and 2. Thus, DG(15:0/15:0/0:0) is considered to be a diradylglycerol lipid molecule. DG(15:0/15:0/0:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. DG(15:0/15:0/0:0) exists in all living organisms, ranging from bacteria to humans. DG(15:0/15:0/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(15:0/15:0/0:0) can be biosynthesized from PA(15:0/15:0) through the action of the enzyme phosphatidate phosphatase. In addition, DG(15:0/15:0/0:0) and pentadecanoyl-CoA can be converted into TG(15:0/15:0/15:0); which is mediated by the enzyme dg(15:0/15:0/0:0) O-acyltransferase. In cattle, DG(15:0/15:0/0:0) is involved in the metabolic pathway called de novo triacylglycerol biosynthesis TG(15:0/15:0/15:0) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,2-Dipentadecanoyl-sn-glycerolChEBI
DAG(15:0/15:0)ChEBI
DG(15:0/15:0)ChEBI
Diacylglycerol(15:0/15:0)ChEBI
1,2-Dipentadecanoyl-rac-glycerolHMDB
DAG(30:0)HMDB
DG(30:0)HMDB
DiacylglycerolHMDB
Diacylglycerol(30:0)HMDB
DiglycerideHMDB
DG(15:0/15:0/0:0)Lipid Annotator
Chemical FormulaC33H64O5
Average Molecular Weight540.8583
Monoisotopic Molecular Weight540.475375158
IUPAC Name(2S)-1-hydroxy-3-(pentadecanoyloxy)propan-2-yl pentadecanoate
Traditional Namediacylglycerol
CAS Registry NumberNot Available
SMILES
[H][C@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C33H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-30-31(29-34)38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h31,34H,3-30H2,1-2H3/t31-/m0/s1
InChI KeyFWYXULJVROPNGE-HKBQPEDESA-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 Properties
PropertyValueSource
logP9.59ALOGPS
logP11.11ChemAxon
logS-7.4ALOGPS
pKa (Strongest Acidic)14.58ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.83 ŲChemAxon
Rotatable Bond Count32ChemAxon
Refractivity158.5 m³·mol⁻¹ChemAxon
Polarizability71.1 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00dj-6439580000-d327745d3e7627b8e49dView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS ("DG(15:0/15:0/0:0),1TMS,#1" TMS) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-1063090000-046f7a3ee45ab09c0d13View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-006x-1090000000-aaa539f90d6afc99cad7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-0190000000-bea3f34e166c1857d1f2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0000090000-81613ecc1cb6fb3a00c7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006t-0090090000-d4369af137eb7fae3884View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052b-0090090000-33201d210a35c2eb057bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0000090000-cf153cdcb2b7b638c410View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0000090000-cf153cdcb2b7b638c410View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-0019010000-e8fd7c9fc564647689caView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0007-1091070000-fe3f9fde98125205cbadView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00bd-4191010000-bfc9e2e0d6c204b1548dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-056s-9580000000-54142a913597c2994017View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0000090000-aad3208fb30baf851225View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006t-0080090000-d77c5eb51a7668031e3eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052b-0080090000-bfb98f607ebd8fdeb808View in MoNA
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 IDHMDB0007068
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB024262
KNApSAcK IDNot Available
Chemspider ID18650379
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound18642216
PDB IDNot Available
ChEBI ID88705
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Ethanolaminephosphotransferase 1
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(15:0/15:0/0:0) → Cytidine monophosphate + PE(15:0/15:0)details
Enzyme Details
2. Diacylglycerol O-acyltransferase 1
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(15:0/15:0/0:0) + Palmityl-CoA → TG(15:0/15:0/16:0) + Coenzyme Adetails
DG(15:0/15:0/0:0) + Palmitoleyl CoA → TG(15:0/15:0/16:1(9Z)) + Coenzyme Adetails
DG(15:0/15:0/0:0) + Stearoyl-CoA → TG(15:0/15:0/18:0) + Coenzyme Adetails
DG(15:0/15:0/0:0) + Oleoyl-CoA → TG(15:0/15:0/18:1(9Z)) + Coenzyme Adetails
DG(15:0/15:0/0:0) + Gamma-linolenoyl-CoA → TG(15:0/15:0/18:3(6Z,9Z,12Z))[iso3] + Coenzyme Adetails
DG(15:0/15:0/0:0) + Eicosanoyl-CoA → TG(15:0/15:0/20:0) + Coenzyme Adetails
DG(15:0/15:0/0:0) + Gondoyl-CoA → TG(15:0/15:0/20:1(11Z))[iso3] + Coenzyme Adetails
DG(15:0/15:0/0:0) + 5Z,8Z,11Z,14Z-eicosatetraenonyl-CoA → TG(15:0/15:0/20:4(5Z,8Z,11Z,14Z))[iso3] + Coenzyme Adetails
DG(15:0/15:0/0:0) + Docosanoyl-CoA → TG(15:0/15:0/22:0) + Coenzyme Adetails
DG(15:0/15:0/0:0) + Erucoyl-CoA → TG(15:0/15:0/22:1(13Z)) + Coenzyme Adetails
DG(15:0/15:0/0:0) + Clupanodonyl CoA → TG(15:0/15:0/22:5(7Z,10Z,13Z,16Z,19Z))[iso3] + Coenzyme Adetails
DG(15:0/15:0/0:0) + Tetracosanoyl-CoA → TG(15:0/15:0/24:0) + Coenzyme Adetails