Showing metabocard for DG(20:4(5Z,8Z,11Z,14Z)/24:0/0:0) (BMDB0007528)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-09-30 23:39:10 UTC
Update Date2020-05-21 16:26:45 UTC
BMDB IDBMDB0007528
Secondary Accession Numbers
  • BMDB07528
Metabolite Identification
Common NameDG(20:4(5Z,8Z,11Z,14Z)/24:0/0:0)
DescriptionDG(20:4(5Z,8Z,11Z,14Z)/24:0/0:0), also known as DAG(20:4/24:0) or dg(20:4(5z,8z,11z,14z)/24:0/0:0), belongs to the class of organic compounds known as 1,2-dg(20:4(5z,8z,11z,14z)/24:0/0:0)s. These are dg(20:4(5z,8z,11z,14z)/24:0/0:0)s containing a glycerol acylated at positions 1 and 2. DG(20:4(5Z,8Z,11Z,14Z)/24:0/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(20:4(5Z,8Z,11Z,14Z)/24:0/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(20:4(5Z,8Z,11Z,14Z)/24:0/0:0) can be biosynthesized from PA(20:4(5Z,8Z,11Z,14Z)/24:0) through the action of the enzyme phosphatidate phosphatase. In addition, DG(20:4(5Z,8Z,11Z,14Z)/24:0/0:0) and tetracosanoyl-CoA can be converted into TG(20:4(5Z,8Z,11Z,14Z)/24:0/24:0) through its interaction with the enzyme dg(20:4(5z,8z,11z,14z)/24:0/0:0) O-acyltransferase. In cattle, DG(20:4(5Z,8Z,11Z,14Z)/24:0/0:0) is involved in the metabolic pathway called de novo triacylglycerol biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/24:0/24:0) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
DAG(20:4/24:0)HMDB
DiglycerideHMDB
Diacylglycerol(20:4/24:0)HMDB
DG(44:4)HMDB
DiacylglycerolHMDB
1-Arachidonoyl-2-lignoceroyl-sn-glycerolHMDB
Diacylglycerol(44:4)HMDB
DAG(44:4)HMDB
1-(5Z,8Z,11Z,14Z-Eicosatetraenoyl)-2-tetracosanoyl-sn-glycerolHMDB
DG(20:4/24:0)HMDB
DG(20:4(5Z,8Z,11Z,14Z)/24:0/0:0)Lipid Annotator
Chemical FormulaC47H84O5
Average Molecular Weight729.1669
Monoisotopic Molecular Weight728.631875798
IUPAC Name(2S)-1-hydroxy-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propan-2-yl tetracosanoate
Traditional Namediacylglycerol
CAS Registry NumberNot Available
SMILES
[H][C@](CO)(COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C47H84O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h12,14,18,20,27,29,33,35,45,48H,3-11,13,15-17,19,21-26,28,30-32,34,36-44H2,1-2H3/b14-12-,20-18-,29-27-,35-33-/t45-/m0/s1
InChI KeyXSGCDKADRTUPJN-VBWBMHQVSA-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
logP15.89ChemAxon
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 Count42ChemAxon
Refractivity227.38 m³·mol⁻¹ChemAxon
Polarizability95.11 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, Positivesplash10-0002-0000000900-87fa0b8a80e34f648f7aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03fr-0009900900-17237e0ce0d62f96d7bfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03i1-0009900900-3f86ddd0aea7332a698bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0000000900-3079377e63427db38714View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03fr-0008800900-1ff49f1fab49fd43d88cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03i1-0008800900-e3f9581997f088e61911View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0000000900-3d176dd72e2a86160706View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0000000900-3d176dd72e2a86160706View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001k-0009600100-c9c0f1b2e44617ad53ceView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-1008100900-133f77c5eb004b83f4a1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0v4i-3019100000-9b3f565721eea6753f35View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-2019000000-146cf4bc1efbc90d33b4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0fb9-4209111600-fc28703988b7e33fce8aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-2019010100-6c6f7ea4be14a5c15d60View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zfr-8759100000-007b796cc972842c664eView 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 IDHMDB0007528
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 Compound53478306
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(20:4(5Z,8Z,11Z,14Z)/24:0/0:0) → Cytidine monophosphate + PE(20:4(5Z,8Z,11Z,14Z)/24:0)details