Showing metabocard for DG(22:1(13Z)/24:1(15Z)/0:0) (BMDB0007645)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-09-30 23:41:33 UTC
Update Date2020-05-21 16:26:48 UTC
BMDB IDBMDB0007645
Secondary Accession Numbers
  • BMDB07645
Metabolite Identification
Common NameDG(22:1(13Z)/24:1(15Z)/0:0)
DescriptionDG(22:1(13Z)/24:1(15Z)/0:0), also known as DG(22:1/24:1) or dg(22:1(13z)/24:1(15z)/0:0), belongs to the class of organic compounds known as 1,2-dg(22:1(13z)/24:1(15z)/0:0)s. These are dg(22:1(13z)/24:1(15z)/0:0)s containing a glycerol acylated at positions 1 and 2. DG(22:1(13Z)/24:1(15Z)/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(22:1(13Z)/24:1(15Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(22:1(13Z)/24:1(15Z)/0:0) can be biosynthesized from PA(22:1(13Z)/24:1(15Z)) through the action of the enzyme phosphatidate phosphatase. Furthermore, DG(22:1(13Z)/24:1(15Z)/0:0) and nervonoyl-CoA can be converted into TG(22:1(13Z)/24:1(15Z)/24:1(15Z)); which is mediated by the enzyme dg(22:1(13z)/24:1(15z)/0:0) O-acyltransferase. Finally, CDP-Ethanolamine and DG(22:1(13Z)/24:1(15Z)/0:0) can be converted into cytidine monophosphate and PE(22:1(13Z)/24:1(15Z)); which is mediated by the enzyme choline/ethanolaminephosphotransferase. In cattle, DG(22:1(13Z)/24:1(15Z)/0:0) is involved in a couple of metabolic pathways, which include de novo triacylglycerol biosynthesis TG(22:1(13Z)/24:1(15Z)/24:1(15Z)) pathway and phosphatidylethanolamine biosynthesis pe(22:1(13Z)/24:1(15Z)) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
DAG(46:2)HMDB
DG(22:1/24:1)HMDB
DiglycerideHMDB
Diacylglycerol(46:2)HMDB
1-Erucoyl-2-nervonoyl-sn-glycerolHMDB
DAG(22:1/24:1)HMDB
DG(46:2)HMDB
DiacylglycerolHMDB
1-(13Z-Docosenoyl)-2-(15Z-tetracosanoyl)-sn-glycerolHMDB
Diacylglycerol(22:1/24:1)HMDB
DG(22:1(13Z)/24:1(15Z)/0:0)Lipid Annotator
Chemical FormulaC49H92O5
Average Molecular Weight761.2518
Monoisotopic Molecular Weight760.694476054
IUPAC Name(2S)-1-[(13Z)-docos-13-enoyloxy]-3-hydroxypropan-2-yl (15Z)-tetracos-15-enoate
Traditional Namediacylglycerol
CAS Registry NumberNot Available
SMILES
[H][C@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC
InChI Identifier
InChI=1S/C49H92O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h17-20,47,50H,3-16,21-46H2,1-2H3/b19-17-,20-18-/t47-/m0/s1
InChI KeyCPEIMFWUHLXVLC-VPXYJLLVSA-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
logP10.92ALOGPS
logP17.5ChemAxon
logS-7.9ALOGPS
pKa (Strongest Acidic)14.58ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.83 ŲChemAxon
Rotatable Bond Count46ChemAxon
Refractivity234.35 m³·mol⁻¹ChemAxon
Polarizability102.07 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 LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0000000900-0e31b34ebe91ed9fbb64View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dn-0009900900-1ef8d13633a55fca5a45View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00ft-0009900900-636dd9d4b72a27e2ca7cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01ot-1129200600-fce18b43ff3dd3cf2f1eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-1109100100-a505d5ff46667a747c82View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0092-5339300000-88441ed53dfd36f556cbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009200700-c0892e7ece1ad95cb9d4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00ri-2009100000-aac49c0d6f44810de4feView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014r-2209000000-1183f03a1dab4729a202View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0000000900-196674c32ab0dd113e35View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dn-0008800900-9877e75cf90045eae86fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00ft-0008800900-5442191d17b32908282fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0000000900-1165d2e044f42fdf3a41View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0000000900-1165d2e044f42fdf3a41View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014k-0001900000-21afb86b103b6773c876View 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 IDHMDB0007645
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53478405
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(22:1(13Z)/24:1(15Z)/0:0) → Cytidine monophosphate + PE(22:1(13Z)/24:1(15Z))details