Showing metabocard for DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0) (BMDB0007760)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-09-30 23:43:50 UTC
Update Date2020-05-21 16:26:50 UTC
BMDB IDBMDB0007760
Secondary Accession Numbers
  • BMDB07760
Metabolite Identification
Common NameDG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0)
DescriptionDG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0), also known as DAG(22:5/24:0) or dg(22:5(7z,10z,13z,16z,19z)/24:0/0:0), belongs to the class of organic compounds known as 1,2-dg(22:5(7z,10z,13z,16z,19z)/24:0/0:0)s. These are dg(22:5(7z,10z,13z,16z,19z)/24:0/0:0)s containing a glycerol acylated at positions 1 and 2. DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0) 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)/24:0/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0) can be biosynthesized from PA(22:5(7Z,10Z,13Z,16Z,19Z)/24:0) through its interaction with the enzyme phosphatidate phosphatase. Furthermore, DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0) and tetracosanoyl-CoA can be converted into TG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/24:0) through the action of the enzyme dg(22:5(7z,10z,13z,16z,19z)/24:0/0:0) O-acyltransferase. Furthermore, CDP-Ethanolamine and DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0) can be converted into cytidine monophosphate and PE(22:5(7Z,10Z,13Z,16Z,19Z)/24:0); which is mediated by the enzyme choline/ethanolaminephosphotransferase. Finally, DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0) can be biosynthesized from PA(22:5(7Z,10Z,13Z,16Z,19Z)/24:0) through its interaction with the enzyme phosphatidate phosphatase. In cattle, DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0) is involved in a few metabolic pathways, which include de novo triacylglycerol biosynthesis TG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/24:0) pathway, phosphatidylethanolamine biosynthesis pe(22:5(7Z,10Z,13Z,16Z,19Z)/24:0) pathway, and de novo triacylglycerol biosynthesis TG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/24:1(15Z)) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
DAG(22:5/24:0)HMDB
DG(22:5/24:0)HMDB
Diacylglycerol(46:5)HMDB
Diacylglycerol(22:5/24:0)HMDB
1-Docosapentaenoyl-2-lignoceroyl-sn-glycerolHMDB
DAG(46:5)HMDB
DiacylglycerolHMDB
DG(46:5)HMDB
1-(7Z,10Z,13Z,16Z,19Z-Docosapentaenoyl)-2-tetracosanoyl-sn-glycerolHMDB
DiglycerideHMDB
DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0)Lipid Annotator
Chemical FormulaC49H86O5
Average Molecular Weight755.2041
Monoisotopic Molecular Weight754.647525862
IUPAC Name(2S)-1-[(7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoyloxy]-3-hydroxypropan-2-yl tetracosanoate
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)CCCCCCCCCCCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C49H86O5/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/h6,8,12,14,18,20,25,27,31,33,47,50H,3-5,7,9-11,13,15-17,19,21-24,26,28-30,32,34-46H2,1-2H3/b8-6-,14-12-,20-18-,27-25-,33-31-/t47-/m0/s1
InChI KeyZTWOXJGICXGWGT-FHBCSQKDSA-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
logP10.77ALOGPS
logP16.42ChemAxon
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 Count43ChemAxon
Refractivity237.7 m³·mol⁻¹ChemAxon
Polarizability98.8 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-0000000900-90edba7d885a1f3fdd9bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002r-0009900900-5fe89fc02a75291b8465View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-009i-0009900900-adffef2beee0e015b65fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0000000900-ec761fdd3a412d3edfe1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0000000900-ec761fdd3a412d3edfe1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4k-0001900000-767bf8079c52daa289eaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000000900-fa4dd33fabb58ce5b75cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002r-0008800900-552bd2924306b821c410View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-009i-0008800900-c3c4267a804d023b6d20View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-1006300900-57d31c9e80e446f02671View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0100-3009100100-1319ea10d9f9a4bacbaeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-02di-2009000000-9cd03f17e95a62ecf7e8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0pb9-3009203600-885d01f64300b6fe245aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udr-3019100000-90ef4f4efa7e9bcef5c6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f89-6549000000-aa351e05617ff016c01cView 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 IDHMDB0007760
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB024953
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53478511
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)/24:0/0:0) → Cytidine monophosphate + PE(22:5(7Z,10Z,13Z,16Z,19Z)/24:0)details