Showing metabocard for DG(15:0/22:1(13Z)/0:0) (BMDB0007087)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 23:30:19 UTC
Update Date2020-05-21 16:27:35 UTC
BMDB IDBMDB0007087
Secondary Accession Numbers
  • BMDB07087
Metabolite Identification
Common NameDG(15:0/22:1(13Z)/0:0)
DescriptionDG(15:0/22:1(13Z)/0:0), also known as dg(15:0/22:1(13z)/0:0) or DAG(15:0/22:1), belongs to the class of organic compounds known as 1,2-dg(15:0/22:1(13z)/0:0)s. These are dg(15:0/22:1(13z)/0:0)s containing a glycerol acylated at positions 1 and 2. DG(15:0/22:1(13Z)/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(15:0/22:1(13Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(15:0/22:1(13Z)/0:0) can be biosynthesized from PA(15:0/22:1(13Z)); which is catalyzed by the enzyme phosphatidate phosphatase. In addition, DG(15:0/22:1(13Z)/0:0) and osbondoyl-CoA can be converted into TG(15:0/22:1(13Z)/22:5(4Z,7Z,10Z,13Z,16Z)) through its interaction with the enzyme dg(15:0/22:1(13z)/0:0) O-acyltransferase. In cattle, DG(15:0/22:1(13Z)/0:0) is involved in the metabolic pathway called de novo triacylglycerol biosynthesis TG(15:0/22:1(13Z)/22:5(4Z,7Z,10Z,13Z,16Z)) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
DG(15:0/22:1)Lipid Annotator, HMDB
DAG(37:1)Lipid Annotator, HMDB
Diacylglycerol(37:1)Lipid Annotator, HMDB
DiglycerideLipid Annotator, HMDB
Diacylglycerol(15:0/22:1)Lipid Annotator, HMDB
1-pentadecanoyl-2-erucoyl-sn-glycerolLipid Annotator, HMDB
DiacylglycerolLipid Annotator, HMDB
DAG(15:0/22:1)Lipid Annotator, HMDB
DG(37:1)Lipid Annotator, HMDB
1-pentadecanoyl-2-(13Z-docosenoyl)-sn-glycerolLipid Annotator, HMDB
DG(15:0/22:1(13Z)/0:0)Lipid Annotator
DAG(15:0/22:1N9)HMDB
DAG(15:0/22:1W9)HMDB
DG(15:0/22:1N9)HMDB
DG(15:0/22:1W9)HMDB
Diacylglycerol(15:0/22:1n9)HMDB
Diacylglycerol(15:0/22:1W9)HMDB
Chemical FormulaC40H76O5
Average Molecular Weight637.0284
Monoisotopic Molecular Weight636.569275542
IUPAC Name(2S)-1-hydroxy-3-(pentadecanoyloxy)propan-2-yl (13Z)-docos-13-enoate
Traditional Namediacylglycerol
CAS Registry NumberNot Available
SMILES
[H][C@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC
InChI Identifier
InChI=1S/C40H76O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-40(43)45-38(36-41)37-44-39(42)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h17-18,38,41H,3-16,19-37H2,1-2H3/b18-17-/t38-/m0/s1
InChI KeyFTFFPLQCCJDTQB-WXMDSKLTSA-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 DescriptorsNot Available
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
logP10.44ALOGPS
logP13.86ChemAxon
logS-7.6ALOGPS
pKa (Strongest Acidic)14.58ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.83 ŲChemAxon
Rotatable Bond Count38ChemAxon
Refractivity191.82 m³·mol⁻¹ChemAxon
Polarizability84.49 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 (TMS_1_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
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(15:0/22:1(13Z)/0:0),1TMS,#1" TMS) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0000009000-732cf18cbb2440a348e2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0099009000-3262592fa311be1d2c02View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-0099009000-da5fd5449b860add73beView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0000009000-252a99c4bc139ce76c2eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0088009000-4280960c9555fc37c788View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-0088009000-57887e6df75dccecec88View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-1047009000-85641714cac6f62e3febView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-006x-2094000000-21adade6ae8c85ff08e8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-059f-2495000000-d27705dfe17a862ca36cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0000009000-7c621fd2e64166de5470View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0000009000-7c621fd2e64166de5470View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01b9-0019701000-d61b09efb84cd14992e0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00ds-2119015000-8d78cf07f963be3df38cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-4239001000-cefbefba9fd189e9296fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00fr-9837000000-4b9122c583f32eb896f6View 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 IDHMDB0007087
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID24765920
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53478016
PDB IDNot Available
ChEBI IDNot Available
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(15:0/22:1(13Z)/0:0) → Cytidine monophosphate + PE(15:0/22:1(13Z))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(15:0/22:1(13Z)/0:0) + Erucoyl-CoA → TG(15:0/22:1(13Z)/22:1(13Z)) + Coenzyme Adetails
DG(15:0/22:1(13Z)/0:0) + Clupanodonyl CoA → TG(15:0/22:1(13Z)/22:5(7Z,10Z,13Z,16Z,19Z)) + Coenzyme Adetails
DG(15:0/22:1(13Z)/0:0) + Tetracosanoyl-CoA → TG(15:0/22:1(13Z)/24:0) + Coenzyme Adetails