Showing metabocard for DG(18:0/18:3(9Z,12Z,15Z)/0:0) (BMDB0007163)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-09-30 23:31:50 UTC
Update Date2020-05-21 16:26:27 UTC
BMDB IDBMDB0007163
Secondary Accession Numbers
  • BMDB07163
Metabolite Identification
Common NameDG(18:0/18:3(9Z,12Z,15Z)/0:0)
DescriptionDG(18:0/18:3(9Z,12Z,15Z)/0:0), also known as diacylglycerol or DAG(18:0/18:3), 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. Thus, DG(18:0/18:3(9Z,12Z,15Z)/0:0) is considered to be a diradylglycerol lipid molecule. DG(18:0/18:3(9Z,12Z,15Z)/0:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. DG(18:0/18:3(9Z,12Z,15Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(18:0/18:3(9Z,12Z,15Z)/0:0) can be biosynthesized from PA(18:0/18:3(9Z,12Z,15Z)) through its interaction with the enzyme phosphatidate phosphatase. Furthermore, DG(18:0/18:3(9Z,12Z,15Z)/0:0) and eicosadienoyl-CoA can be converted into TG(18:0/18:3(9Z,12Z,15Z)/20:2(11Z,14Z)) through its interaction with the enzyme diacylglycerol O-acyltransferase. Furthermore, DG(18:0/18:3(9Z,12Z,15Z)/0:0) can be biosynthesized from PA(18:0/18:3(9Z,12Z,15Z)); which is mediated by the enzyme phosphatidate phosphatase. Furthermore, DG(18:0/18:3(9Z,12Z,15Z)/0:0) and erucoyl-CoA can be converted into TG(18:0/18:3(9Z,12Z,15Z)/22:1(13Z)) through the action of the enzyme diacylglycerol O-acyltransferase. Furthermore, DG(18:0/18:3(9Z,12Z,15Z)/0:0) can be biosynthesized from PA(18:0/18:3(9Z,12Z,15Z)) through the action of the enzyme phosphatidate phosphatase. Finally, DG(18:0/18:3(9Z,12Z,15Z)/0:0) and docosahexaenoyl-CoA can be converted into TG(18:0/18:3(9Z,12Z,15Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) through its interaction with the enzyme diacylglycerol O-acyltransferase. In cattle, DG(18:0/18:3(9Z,12Z,15Z)/0:0) is involved in a few metabolic pathways, which include de novo triacylglycerol biosynthesis TG(18:0/18:3(9Z,12Z,15Z)/20:2(11Z,14Z)) pathway, de novo triacylglycerol biosynthesis TG(18:0/18:3(9Z,12Z,15Z)/22:1(13Z)) pathway, and de novo triacylglycerol biosynthesis TG(18:0/18:3(9Z,12Z,15Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-Stearoyl-2-a-linolenoyl-sn-glycerolHMDB
1-Stearoyl-2-alpha-linolenoyl-sn-glycerolHMDB
DAG(18:0/18:3)HMDB
DAG(18:0/18:3N3)HMDB
DAG(18:0/18:3W3)HMDB
DAG(36:3)HMDB
DG(18:0/18:3)HMDB
DG(18:0/18:3N3)HMDB
DG(18:0/18:3W3)HMDB
DG(36:3)HMDB
DiacylglycerolHMDB
Diacylglycerol(18:0/18:3)HMDB
Diacylglycerol(18:0/18:3n3)HMDB
Diacylglycerol(18:0/18:3W3)HMDB
Diacylglycerol(36:3)HMDB
DiglycerideHMDB
1-Octadecanoyl-2-(9Z,12Z,15Z-octadeatrienoyl)-sn-glycerolHMDB
DG(18:0/18:3(9Z,12Z,15Z)/0:0)Lipid Annotator
Chemical FormulaC39H70O5
Average Molecular Weight618.9701
Monoisotopic Molecular Weight618.52232535
IUPAC Name(2S)-1-hydroxy-3-(octadecanoyloxy)propan-2-yl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
Traditional Namediacylglycerol
CAS Registry NumberNot Available
SMILES
[H]\C(CC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CCCCCCCC(=O)O[C@@]([H])(CO)COC(=O)CCCCCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C39H70O5/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/h6,8,12,14,18,20,37,40H,3-5,7,9-11,13,15-17,19,21-36H2,1-2H3/b8-6-,14-12-,20-18-/t37-/m0/s1
InChI KeyUBECYQFWKVVULW-RSUCNCGHSA-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 Descriptors
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
logP10.12ALOGPS
logP12.7ChemAxon
logS-7.7ALOGPS
pKa (Strongest Acidic)14.58ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.83 ŲChemAxon
Rotatable Bond Count35ChemAxon
Refractivity189.45 m³·mol⁻¹ChemAxon
Polarizability79.23 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, Positivesplash10-0470-6390403000-52ed7a9ec8de72fd4bb0View 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(18:0/18:3(9Z,12Z,15Z)/0:0),1TMS,#1" TMS) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0000009000-8739cce7a1cf023acbb4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f7c-0009004000-89ab69e2bb962a6bebcfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000l-0009004000-122a6dbf337cd63da07cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0gbi-2247019000-13eb13549a395d1392d5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01p7-4962000000-bb02ffadad23573e900bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00lu-9400000000-336295ad99d2038cb526View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-05r0-2096005000-f64d801ba75df12ce65cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05e9-4095001000-052f33cf918732525aa1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0059-1191000000-dddba0a8bc08adfd2209View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0000009000-16faae87ea495f60500aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f7c-0009004000-e471ed82e887b03390a5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000l-0009004000-99fb2386c4d130335aefView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0000009000-643d38840e80b534f39cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0000009000-643d38840e80b534f39cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0bt9-0009000000-408d13ba58bf20e8f4f6View 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 IDHMDB0007163
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB024357
KNApSAcK IDNot Available
Chemspider ID7822673
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9543723
PDB IDNot Available
ChEBI ID88523
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(18:0/18:3(9Z,12Z,15Z)/0:0) → Cytidine monophosphate + PE(18:0/18:3(9Z,12Z,15Z))details