Showing metabocard for DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:1(15Z)/0:0) (BMDB0007761)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-09-30 23:43:52 UTC
Update Date2020-05-21 16:26:50 UTC
BMDB IDBMDB0007761
Secondary Accession Numbers
  • BMDB07761
Metabolite Identification
Common NameDG(22:5(7Z,10Z,13Z,16Z,19Z)/24:1(15Z)/0:0)
DescriptionDG(22:5(7Z,10Z,13Z,16Z,19Z)/24:1(15Z)/0:0), also known as DAG(22:5/24:1) or dg(22:5(7z,10z,13z,16z,19z)/24:1(15z)/0:0), belongs to the class of organic compounds known as 1,2-dg(22:5(7z,10z,13z,16z,19z)/24:1(15z)/0:0)s. These are dg(22:5(7z,10z,13z,16z,19z)/24:1(15z)/0:0)s containing a glycerol acylated at positions 1 and 2. DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:1(15Z)/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:1(15Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:1(15Z)/0:0) can be biosynthesized from PA(22:5(7Z,10Z,13Z,16Z,19Z)/24:1(15Z)) through the action of the enzyme phosphatidate phosphatase. Furthermore, DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:1(15Z)/0:0) and nervonoyl-CoA can be converted into TG(22:5(7Z,10Z,13Z,16Z,19Z)/24:1(15Z)/24:1(15Z)) through its interaction with the enzyme dg(22:5(7z,10z,13z,16z,19z)/24:1(15z)/0:0) O-acyltransferase. Finally, CDP-Ethanolamine and DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:1(15Z)/0:0) can be converted into cytidine monophosphate and PE(22:5(7Z,10Z,13Z,16Z,19Z)/24:1(15Z)); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. In cattle, DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:1(15Z)/0:0) is involved in a couple of metabolic pathways, which include de novo triacylglycerol biosynthesis TG(22:5(7Z,10Z,13Z,16Z,19Z)/24:1(15Z)/24:1(15Z)) pathway and phosphatidylethanolamine biosynthesis pe(22:5(7Z,10Z,13Z,16Z,19Z)/24:1(15Z)) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
DAG(22:5/24:1)HMDB
Diacylglycerol(46:6)HMDB
Diacylglycerol(22:5/24:1)HMDB
1-Docosapentaenoyl-2-nervonoyl-sn-glycerolHMDB
DiglycerideHMDB
DAG(46:6)HMDB
DiacylglycerolHMDB
DG(22:5/24:1)HMDB
1-(7Z,10Z,13Z,16Z,19Z-Docosapentaenoyl)-2-(15Z-tetracosanoyl)-sn-glycerolHMDB
DG(46:6)HMDB
DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:1(15Z)/0:0)Lipid Annotator
Chemical FormulaC49H84O5
Average Molecular Weight753.1883
Monoisotopic Molecular Weight752.631875798
IUPAC Name(2S)-1-[(7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoyloxy]-3-hydroxypropan-2-yl (15Z)-tetracos-15-enoate
Traditional Namediacylglycerol
CAS Registry NumberNot Available
SMILES
[H][C@](CO)(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC
InChI Identifier
InChI=1S/C49H84O5/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/h6,8,12,14,17-20,25,27,31,33,47,50H,3-5,7,9-11,13,15-16,21-24,26,28-30,32,34-46H2,1-2H3/b8-6-,14-12-,19-17-,20-18-,27-25-,33-31-/t47-/m0/s1
InChI KeyPAIXFIYRQPIEPW-SWNYXZIASA-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
logP10.53ALOGPS
logP16.06ChemAxon
logS-8ALOGPS
pKa (Strongest Acidic)14.58ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.83 ŲChemAxon
Rotatable Bond Count42ChemAxon
Refractivity238.81 m³·mol⁻¹ChemAxon
Polarizability97.03 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, Positivesplash10-00di-0000000900-037c73e18f7233ab5397View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0079-0009900900-73963482be4bccd59ad2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dr-0009900900-ca9bb400d10c4bbbed71View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0007300900-650083cece53c98e25e8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00fr-4009100000-07934bcb9ee4bf3f3eafView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-02di-3009000000-59e99f69fad88aca57d3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000000900-ccdc78f4939543f91bbfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0079-0008800900-1935155e851b22182744View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dr-0008800900-9cc2c1b915ea0449a162View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f6t-3109205700-9614cef1d65ed28776bbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-2109101000-1ca2d1ea2ee273872a9aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001v-4559020000-0c1d3f54a60db916b971View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0000000900-f2efa49744ea741f739aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0000000900-f2efa49744ea741f739aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4k-0001900000-f7c3dfc81811688a044bView 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 IDHMDB0007761
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB024954
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53478512
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(22:5(7Z,10Z,13Z,16Z,19Z)/24:1(15Z)/0:0) → Cytidine monophosphate + PE(22:5(7Z,10Z,13Z,16Z,19Z)/24:1(15Z))details