Showing metabocard for DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) (BMDB0007164)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-09-30 23:31:51 UTC
Update Date2020-05-21 16:26:27 UTC
BMDB IDBMDB0007164
Secondary Accession Numbers
  • BMDB07164
Metabolite Identification
Common NameDG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0)
DescriptionDG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0), also known as DG(18:0/18:4) or dg(18:0/18:4(6z,9z,12z,15z)/0:0), belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) can be biosynthesized from PA(18:0/18:4(6Z,9Z,12Z,15Z)); which is mediated by the enzyme phosphatidate phosphatase. Furthermore, DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) and meadoyl-CoA can be converted into TG(18:0/18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)) through its interaction with the enzyme dg(18:0/18:4(6z,9z,12z,15z)/0:0) O-acyltransferase. Furthermore, DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) can be biosynthesized from PA(18:0/18:4(6Z,9Z,12Z,15Z)) through the action of the enzyme phosphatidate phosphatase. Furthermore, DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) and docosadienoyl-CoA can be converted into TG(18:0/18:4(6Z,9Z,12Z,15Z)/22:2(13Z,16Z)) through its interaction with the enzyme dg(18:0/18:4(6z,9z,12z,15z)/0:0) O-acyltransferase. Furthermore, DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) can be biosynthesized from PA(18:0/18:4(6Z,9Z,12Z,15Z)); which is mediated by the enzyme phosphatidate phosphatase. Finally, DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) and tetracosanoyl-CoA can be converted into TG(18:0/18:4(6Z,9Z,12Z,15Z)/24:0); which is mediated by the enzyme dg(18:0/18:4(6z,9z,12z,15z)/0:0) O-acyltransferase. In cattle, DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) is involved in a few metabolic pathways, which include de novo triacylglycerol biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)) pathway, de novo triacylglycerol biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/22:2(13Z,16Z)) pathway, and de novo triacylglycerol biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/24:0) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
DG(18:0/18:4)HMDB
Diacylglycerol(18:0/18:4)HMDB
1-Stearoyl-2-stearidonoyl-sn-glycerolHMDB
DG(36:4)HMDB
DiglycerideHMDB
Diacylglycerol(36:4)HMDB
DiacylglycerolHMDB
DAG(36:4)HMDB
1-Octadecanoyl-2-(6Z,9Z,12Z,15Z-octadecatetraenoyl)-sn-glycerolHMDB
DAG(18:0/18:4)HMDB
DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0)Lipid Annotator
Chemical FormulaC39H68O5
Average Molecular Weight616.9542
Monoisotopic Molecular Weight616.506675286
IUPAC Name(2S)-1-hydroxy-3-(octadecanoyloxy)propan-2-yl (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoate
Traditional Namediacylglycerol
CAS Registry NumberNot Available
SMILES
[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCC\C=C/C\C=C/C\C=C/C\C=C/CC
InChI Identifier
InChI=1S/C39H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,12,14,18,20,24,26,37,40H,3-5,7,9-11,13,15-17,19,21-23,25,27-36H2,1-2H3/b8-6-,14-12-,20-18-,26-24-/t37-/m0/s1
InChI KeyOAKDWRRHCIWFLL-XTSWYEAGSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassLineolic acids and derivatives
Direct ParentLineolic acids and derivatives
Alternative Parents
Substituents
  • Octadecanoid
  • 1,2-acyl-sn-glycerol
  • Diacylglycerol
  • Diradylglycerol
  • Fatty acid ester
  • Glycerolipid
  • Dicarboxylic acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organic oxide
  • Carbonyl group
  • Primary alcohol
  • 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
  • Cytoplasm
  • 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
logP9.87ALOGPS
logP12.33ChemAxon
logS-7.6ALOGPS
pKa (Strongest Acidic)14.58ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.83 ŲChemAxon
Rotatable Bond Count34ChemAxon
Refractivity190.57 m³·mol⁻¹ChemAxon
Polarizability77.99 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 (1 TMS) - 70eV, Positivesplash10-00dr-5390403000-769156990eabcc3424eeView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS ("DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0),1TMS,#1" TMS) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0000009000-0033c71a807b4af9c6ccView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001m-0009031000-c42203235f241d6af65dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001l-0009003000-4c7ce63b54f9d89be341View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-1044009000-bb7bf211b87d575fa48aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-2092000000-70faacfb97a92046b344View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00o0-1090000000-28cc50d2d656782f86aeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0000009000-c5201b03fd289f8bd404View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0000009000-c5201b03fd289f8bd404View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0bt9-0009000000-0986f09880486e94af29View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-067i-2197165000-8fd33ae6abaf4ba454b8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0aor-5296030000-6dc28054bfbba5629506View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a59-4397000000-15620a1edf03735d7ed5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0000009000-7da2b68332eda96bc7ddView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001m-0009031000-5e6ff99dc5401ef566b3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001l-0009003000-3be683e7c9749a7b365cView in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • 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 IDHMDB0007164
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB024358
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53478051
PDB IDNot Available
ChEBI ID88520
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(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) → Cytidine monophosphate + PE(18:0/18:4(6Z,9Z,12Z,15Z))details