Showing metabocard for DG(18:4(6Z,9Z,12Z,15Z)/24:1(15Z)/0:0) (BMDB0007355)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-09-30 23:35:41 UTC
Update Date2020-05-21 16:26:38 UTC
BMDB IDBMDB0007355
Secondary Accession Numbers
  • BMDB07355
Metabolite Identification
Common NameDG(18:4(6Z,9Z,12Z,15Z)/24:1(15Z)/0:0)
DescriptionDG(18:4(6Z,9Z,12Z,15Z)/24:1(15Z)/0:0), also known as dg(18:4(6z,9z,12z,15z)/24:1(15z)/0:0) or DAG(18:4/24:1), belongs to the class of organic compounds known as 1,2-dg(18:4(6z,9z,12z,15z)/24:1(15z)/0:0)s. These are dg(18:4(6z,9z,12z,15z)/24:1(15z)/0:0)s containing a glycerol acylated at positions 1 and 2. DG(18:4(6Z,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(18:4(6Z,9Z,12Z,15Z)/24:1(15Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(18:4(6Z,9Z,12Z,15Z)/24:1(15Z)/0:0) can be biosynthesized from PA(18:4(6Z,9Z,12Z,15Z)/24:1(15Z)) through its interaction with the enzyme phosphatidate phosphatase. Furthermore, DG(18:4(6Z,9Z,12Z,15Z)/24:1(15Z)/0:0) and nervonoyl-CoA can be converted into TG(18:4(6Z,9Z,12Z,15Z)/24:1(15Z)/24:1(15Z)); which is mediated by the enzyme dg(18:4(6z,9z,12z,15z)/24:1(15z)/0:0) O-acyltransferase. Finally, CDP-Ethanolamine and DG(18:4(6Z,9Z,12Z,15Z)/24:1(15Z)/0:0) can be converted into cytidine monophosphate and PE(18:4(6Z,9Z,12Z,15Z)/24:1(15Z)); which is mediated by the enzyme choline/ethanolaminephosphotransferase. In cattle, DG(18:4(6Z,9Z,12Z,15Z)/24:1(15Z)/0:0) is involved in a couple of metabolic pathways, which include de novo triacylglycerol biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/24:1(15Z)/24:1(15Z)) pathway and phosphatidylethanolamine biosynthesis pe(18:4(6Z,9Z,12Z,15Z)/24:1(15Z)) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-Stearidonoyl-2-nervonoyl-sn-glycerolHMDB
DAG(18:4/24:1)HMDB
DAG(18:4N3/24:1N9)HMDB
DAG(18:4W3/24:1W9)HMDB
DAG(42:5)HMDB
DG(18:4/24:1)HMDB
DG(18:4N3/24:1N9)HMDB
DG(18:4W3/24:1W9)HMDB
DG(42:5)HMDB
DiacylglycerolHMDB
Diacylglycerol(18:4/24:1)HMDB
Diacylglycerol(18:4n3/24:1n9)HMDB
Diacylglycerol(18:4W3/24:1W9)HMDB
Diacylglycerol(42:5)HMDB
DiglycerideHMDB
1-(6Z,9Z,12Z,15Z-Octadecatetraenoyl)-2-(15Z-tetracosanoyl)-sn-glycerolHMDB
DG(18:4(6Z,9Z,12Z,15Z)/24:1(15Z)/0:0)Lipid Annotator
Chemical FormulaC45H78O5
Average Molecular Weight699.0978
Monoisotopic Molecular Weight698.584925606
IUPAC Name(2S)-1-hydroxy-3-[(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoyloxy]propan-2-yl (15Z)-tetracos-15-enoate
Traditional Namediacylglycerol
CAS Registry NumberNot Available
SMILES
[H][C@](CO)(COC(=O)CCCC\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC
InChI Identifier
InChI=1S/C45H78O5/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/h6,8,12,14,17-19,25,29,31,43,46H,3-5,7,9-11,13,15-16,20-24,26-28,30,32-42H2,1-2H3/b8-6-,14-12-,19-17-,25-18-,31-29-/t43-/m0/s1
InChI KeyYLNSLYJMWYKQLW-CSXQVZEJSA-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
logP10.39ALOGPS
logP14.64ChemAxon
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 Count39ChemAxon
Refractivity219.29 m³·mol⁻¹ChemAxon
Polarizability89.69 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-0000000900-106fba633af2f7bac685View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0089-0009907100-9816c8ccb10099ef8c83View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00si-0009903600-818911298effb5ea4dfdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-1035109000-d5521ccbecffa05dbd49View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05dj-7098201000-7885678a28a7bfa8d148View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-056r-5195000000-b842c9e9eaecd9340c98View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-2107139000-d4c2ee8d752fae2089eeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-4109011000-cd6f098f9bd8d6662d76View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0532-8957110000-d40b8b0667fcb9102f15View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000000900-05421be3ec5289cbf5d9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0000000900-05421be3ec5289cbf5d9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052b-0019700100-f0087ed1774776483f0bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0000000900-9de81be7e33732c423a4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0089-0009907100-4d33c567dc43b61c37f5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00si-0009903600-1b7cecd6589d679cb3ebView 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 IDHMDB0007355
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB024548
KNApSAcK IDNot Available
Chemspider ID24766092
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53478184
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(18:4(6Z,9Z,12Z,15Z)/24:1(15Z)/0:0) → Cytidine monophosphate + PE(18:4(6Z,9Z,12Z,15Z)/24:1(15Z))details