Showing metabocard for DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0) (BMDB0007703)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-09-30 23:42:42 UTC
Update Date2020-05-21 16:26:50 UTC
BMDB IDBMDB0007703
Secondary Accession Numbers
  • BMDB07703
Metabolite Identification
Common NameDG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0)
DescriptionDG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0), also known as dg(22:4(7z,10z,13z,16z)/24:1(15z)/0:0) or DAG(22:4/24:1), belongs to the class of organic compounds known as 1,2-dg(22:4(7z,10z,13z,16z)/24:1(15z)/0:0)s. These are dg(22:4(7z,10z,13z,16z)/24:1(15z)/0:0)s containing a glycerol acylated at positions 1 and 2. DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0) can be biosynthesized from PA(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)) through the action of the enzyme phosphatidate phosphatase. Furthermore, DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0) and nervonoyl-CoA can be converted into TG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/24:1(15Z)); which is mediated by the enzyme dg(22:4(7z,10z,13z,16z)/24:1(15z)/0:0) O-acyltransferase. Finally, CDP-Ethanolamine and DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0) can be converted into cytidine monophosphate and PE(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. In cattle, DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0) is involved in a couple of metabolic pathways, which include de novo triacylglycerol biosynthesis TG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/24:1(15Z)) pathway and phosphatidylethanolamine biosynthesis pe(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-Adrenoyl-2-nervonoyl-sn-glycerolHMDB
Diacylglycerol(46:5)HMDB
DiglycerideHMDB
DAG(46:5)HMDB
DiacylglycerolHMDB
Diacylglycerol(22:4/24:1)HMDB
DG(46:5)HMDB
DAG(22:4/24:1)HMDB
1-(7Z,10Z,13Z,16Z-Docosatetraenoyl)-2-(15Z-tetracosanoyl)-sn-glycerolHMDB
DG(22:4/24:1)HMDB
DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0)Lipid Annotator
Chemical FormulaC49H86O5
Average Molecular Weight755.2041
Monoisotopic Molecular Weight754.647525862
IUPAC Name(2S)-1-[(7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoyloxy]-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/CCCCC)OC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC
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/h12,14,17-20,25,27,31,33,47,50H,3-11,13,15-16,21-24,26,28-30,32,34-46H2,1-2H3/b14-12-,19-17-,20-18-,27-25-,33-31-/t47-/m0/s1
InChI KeyORQQQVNVQNDAHD-URCYLVSASA-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
logP10.73ALOGPS
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
Polarizability97.99 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, Positivesplash10-0079-0009900900-dad57904b34cb58b1469View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dr-0009900900-773db3ecb37300a33279View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-1006200900-b468fa9b176fc437ad75View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0089-4009100000-6208bbe77ab63004d939View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00lr-3109000000-0a208c0ebf8812274d4cView 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, Positivesplash10-03dk-0001900000-261684d007d4333f1317View 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, Positivesplash10-0079-0008800900-fdc1e10638e3456fc50aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dr-0008800900-c3279c1ddb14a3287d0eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4j-4219202700-3547447e15c1b76e3a6eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-2109101100-59c41c32eb9bc5dc8639View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-4629010000-bfc8c6e2ad00be5a24cbView 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 IDHMDB0007703
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB024896
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53478456
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(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0) → Cytidine monophosphate + PE(22:4(7Z,10Z,13Z,16Z)/24:1(15Z))details