Showing metabocard for DG(18:3(9Z,12Z,15Z)/24:1(15Z)/0:0) (BMDB0007326)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-09-30 23:35:06 UTC
Update Date2020-05-21 16:26:37 UTC
BMDB IDBMDB0007326
Secondary Accession Numbers
  • BMDB07326
Metabolite Identification
Common NameDG(18:3(9Z,12Z,15Z)/24:1(15Z)/0:0)
DescriptionDG(18:3(9Z,12Z,15Z)/24:1(15Z)/0:0), also known as dg(18:3(9z,12z,15z)/24:1(15z)/0:0) or DAG(18:3/24:1), belongs to the class of organic compounds known as 1,2-dg(18:3(9z,12z,15z)/24:1(15z)/0:0)s. These are dg(18:3(9z,12z,15z)/24:1(15z)/0:0)s containing a glycerol acylated at positions 1 and 2. DG(18:3(9Z,12Z,15Z)/24:1(15Z)/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(18:3(9Z,12Z,15Z)/24:1(15Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, CDP-Ethanolamine and DG(18:3(9Z,12Z,15Z)/24:1(15Z)/0:0) can be converted into cytidine monophosphate and PE(18:3(9Z,12Z,15Z)/24:1(15Z)); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. In addition, DG(18:3(9Z,12Z,15Z)/24:1(15Z)/0:0) can be biosynthesized from PA(18:3(9Z,12Z,15Z)/24:1(15Z)) through its interaction with the enzyme phosphatidate phosphatase. In cattle, DG(18:3(9Z,12Z,15Z)/24:1(15Z)/0:0) is involved in a couple of metabolic pathways, which include phosphatidylethanolamine biosynthesis pe(18:3(9Z,12Z,15Z)/24:1(15Z)) pathway and de novo triacylglycerol biosynthesis TG(18:3(9Z,12Z,15Z)/24:1(15Z)/24:1(15Z)) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-a-Linolenoyl-2-nervonoyl-sn-glycerolHMDB
1-alpha-Linolenoyl-2-nervonoyl-sn-glycerolHMDB
DAG(18:3/24:1)HMDB
DAG(18:3N3/24:1N9)HMDB
DAG(18:3W3/24:1W9)HMDB
DAG(42:4)HMDB
DG(18:3/24:1)HMDB
DG(18:3N3/24:1N9)HMDB
DG(18:3W3/24:1W9)HMDB
DG(42:4)HMDB
DiacylglycerolHMDB
Diacylglycerol(18:3/24:1)HMDB
Diacylglycerol(18:3n3/24:1n9)HMDB
Diacylglycerol(18:3W3/24:1W9)HMDB
Diacylglycerol(42:4)HMDB
DiglycerideHMDB
1-(9Z,12Z,15Z-Octadeatrienoyl)-2-(15Z-tetracosanoyl)-sn-glycerolHMDB
DG(18:3(9Z,12Z,15Z)/24:1(15Z)/0:0)Lipid Annotator
Chemical FormulaC45H80O5
Average Molecular Weight701.1137
Monoisotopic Molecular Weight700.60057567
IUPAC Name(2S)-1-hydroxy-3-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propan-2-yl (15Z)-tetracos-15-enoate
Traditional Namediacylglycerol
CAS Registry NumberNot Available
SMILES
[H][C@](CO)(COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC
InChI Identifier
InChI=1S/C45H80O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h6,8,12,14,17-19,25,43,46H,3-5,7,9-11,13,15-16,20-24,26-42H2,1-2H3/b8-6-,14-12-,19-17-,25-18-/t43-/m0/s1
InChI KeyJAFSCIZBDPLYJB-UUNVFPILSA-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
logP10.57ALOGPS
logP15ChemAxon
logS-7.8ALOGPS
pKa (Strongest Acidic)14.58ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.83 ŲChemAxon
Rotatable Bond Count40ChemAxon
Refractivity218.18 m³·mol⁻¹ChemAxon
Polarizability90.77 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, Positivesplash10-014i-0000000900-3824d5719eb36140e8d5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00er-0009906300-dfa0d2633be964305714View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00y9-0009901700-f397265a5a0e8a2e909bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0000000900-19b8554ce51aad925d79View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00er-0009906300-546c5d71c12ebfde6538View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00y9-0009901700-e5f113ede450d5ab0fc7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-1025109000-755816ea946fdd6014ecView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00ba-7089201000-53464f191e8ff0a36f37View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-4194000000-56770a737f4422fb0abcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udj-3219125400-33e8decebfb15e37433bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-4109110000-4e7b703e415f554a1b4dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000w-9825300000-a61296e97079064db535View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000000900-a37a4a3b9d1bd59ad7afView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0000000900-a37a4a3b9d1bd59ad7afView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4k-0009600100-1b4ba5611ad232aa628fView 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 IDHMDB0007326
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB024519
KNApSAcK IDNot Available
Chemspider ID24766063
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53478155
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(18:3(9Z,12Z,15Z)/24:1(15Z)/0:0) → Cytidine monophosphate + PE(18:3(9Z,12Z,15Z)/24:1(15Z))details