Showing metabocard for DG(14:1(9Z)/18:1(11Z)/0:0) (BMDB0007043)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 23:29:21 UTC
Update Date2020-05-21 16:27:26 UTC
BMDB IDBMDB0007043
Secondary Accession Numbers
  • BMDB07043
Metabolite Identification
Common NameDG(14:1(9Z)/18:1(11Z)/0:0)
DescriptionDG(14:1(9Z)/18:1(11Z)/0:0), also known as dg(14:1(9z)/18:1(11z)/0:0) or DAG(14:1/18:1), belongs to the class of organic compounds known as 1,2-dg(14:1(9z)/18:1(11z)/0:0)s. These are dg(14:1(9z)/18:1(11z)/0:0)s containing a glycerol acylated at positions 1 and 2. DG(14:1(9Z)/18:1(11Z)/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(14:1(9Z)/18:1(11Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(14:1(9Z)/18:1(11Z)/0:0) can be biosynthesized from PA(14:1(9Z)/18:1(11Z)) through its interaction with the enzyme phosphatidate phosphatase. Furthermore, DG(14:1(9Z)/18:1(11Z)/0:0) and cis-vaccenoyl-CoA can be converted into TG(14:1(9Z)/18:1(11Z)/18:1(11Z)) through its interaction with the enzyme dg(14:1(9z)/18:1(11z)/0:0) O-acyltransferase. Furthermore, DG(14:1(9Z)/18:1(11Z)/0:0) can be biosynthesized from PA(14:1(9Z)/18:1(11Z)) through its interaction with the enzyme phosphatidate phosphatase. Furthermore, DG(14:1(9Z)/18:1(11Z)/0:0) and stearidonoyl-CoA can be converted into TG(14:1(9Z)/18:1(11Z)/18:4(6Z,9Z,12Z,15Z)); which is mediated by the enzyme dg(14:1(9z)/18:1(11z)/0:0) O-acyltransferase. Furthermore, DG(14:1(9Z)/18:1(11Z)/0:0) can be biosynthesized from PA(14:1(9Z)/18:1(11Z)) through its interaction with the enzyme phosphatidate phosphatase. Finally, DG(14:1(9Z)/18:1(11Z)/0:0) and gondoyl-CoA can be converted into TG(14:1(9Z)/18:1(11Z)/20:1(11Z)); which is mediated by the enzyme dg(14:1(9z)/18:1(11z)/0:0) O-acyltransferase. In cattle, DG(14:1(9Z)/18:1(11Z)/0:0) is involved in several metabolic pathways, some of which include de novo triacylglycerol biosynthesis TG(14:1(9Z)/18:1(11Z)/18:1(11Z)) pathway, de novo triacylglycerol biosynthesis TG(14:1(9Z)/18:1(11Z)/18:4(6Z,9Z,12Z,15Z)) pathway, de novo triacylglycerol biosynthesis TG(14:1(9Z)/18:1(11Z)/20:1(11Z)) pathway, and de novo triacylglycerol biosynthesis TG(14:1(9Z)/18:1(11Z)/20:4(8Z,11Z,14Z,17Z)) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-Myristoleoyl-2-vaccenoyl-sn-glycerolHMDB
DAG(14:1/18:1)HMDB
DAG(14:1N5/18:1N7)HMDB
DAG(14:1W5/18:1W7)HMDB
DAG(32:2)HMDB
DG(14:1/18:1)HMDB
DG(14:1N5/18:1N7)HMDB
DG(14:1W5/18:1W7)HMDB
DG(32:2)HMDB
DiacylglycerolHMDB
Diacylglycerol(14:1/18:1)HMDB
Diacylglycerol(14:1n5/18:1n7)HMDB
Diacylglycerol(14:1W5/18:1W7)HMDB
Diacylglycerol(32:2)HMDB
DiglycerideHMDB
1-(9Z-Tetradecenoyl)-2-(11Z-octadecenoyl)-sn-glycerolHMDB
DG(14:1(9Z)/18:1(11Z)/0:0)Lipid Annotator
Chemical FormulaC35H64O5
Average Molecular Weight564.8797
Monoisotopic Molecular Weight564.475375158
IUPAC Name(2S)-1-hydroxy-3-[(9Z)-tetradec-9-enoyloxy]propan-2-yl (11Z)-octadec-11-enoate
Traditional Namediacylglycerol
CAS Registry NumberNot Available
SMILES
[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC
InChI Identifier
InChI=1S/C35H64O5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(38)40-33(31-36)32-39-34(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12-13,15,33,36H,3-9,11,14,16-32H2,1-2H3/b12-10-,15-13-/t33-/m0/s1
InChI KeyFPERUISYBAENFP-HEMZHSSGSA-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
logP9.63ALOGPS
logP11.28ChemAxon
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 Count32ChemAxon
Refractivity169.93 m³·mol⁻¹ChemAxon
Polarizability72.29 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, Positivesplash10-05g0-8495664000-cd1ef6fdf618355523c0View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS ("DG(14:1(9Z)/18:1(11Z)/0:0),1TMS,#1" TMS) - 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, Positivesplash10-001i-0000090000-51d305f10f90afe4eb07View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001s-0099090000-b702d206d80484f37ea3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001r-0099090000-05fb6b06e23a55bcb421View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0000090000-279f8e7a1315590373dcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001s-0088090000-d7313e8c493f5ee55ad3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001r-0088090000-e5bbd8080d56f2cb22eaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0090060000-561ccd8d31f4f88ca692View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0c4i-3092000000-26ddd06e56ff000cc55bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a7i-1490000000-9e4c2dd3d8255d7ba28cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-3393370000-d29dd3a222ac1b9e56f4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014r-3692000000-6e158505f8945b140de6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0699-6964000000-ea9c2a910c820da5fe46View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0000090000-ec1b73afc18d0387d07fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0000090000-ec1b73afc18d0387d07fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0bt9-0009000000-361f690dc37d38f5335eView 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 IDHMDB0007043
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB024237
KNApSAcK IDNot Available
Chemspider ID24765877
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53477978
PDB IDNot Available
ChEBI ID88784
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(14:1(9Z)/18:1(11Z)/0:0) → Cytidine monophosphate + PE(14:1(9Z)/18:1(11Z))details
Enzyme Details
2. Diacylglycerol O-acyltransferase 1
General function:
Not Available
Specific function:
Catalyzes the terminal and only committed step in triacylglycerol synthesis by using diacylglycerol and fatty acyl CoA as substrates. In contrast to DGAT2 it is not essential for survival. May be involved in VLDL (very low density lipoprotein) assembly. Functions as the major acyl-CoA retinol acyltransferase (ARAT) in the skin, where it acts to maintain retinoid homeostasis and prevent retinoid toxicity leading to skin and hair disorders. In liver, plays a role in esterifying exogenous fatty acids to glycerol.
Gene Name:
DGAT1
Uniprot ID:
Q8MK44
Molecular weight:
55602.0
Reactions
DG(14:1(9Z)/18:1(11Z)/0:0) + Oleoyl-CoA → TG(14:1(9Z)/18:1(11Z)/18:1(9Z)) + Coenzyme Adetails
DG(14:1(9Z)/18:1(11Z)/0:0) + Gamma-linolenoyl-CoA → TG(14:1(9Z)/18:1(11Z)/18:3(6Z,9Z,12Z)) + Coenzyme Adetails
DG(14:1(9Z)/18:1(11Z)/0:0) + Gondoyl-CoA → TG(14:1(9Z)/18:1(11Z)/20:1(11Z)) + Coenzyme Adetails
DG(14:1(9Z)/18:1(11Z)/0:0) + 5Z,8Z,11Z,14Z-eicosatetraenonyl-CoA → TG(14:1(9Z)/18:1(11Z)/20:4(5Z,8Z,11Z,14Z)) + Coenzyme Adetails
DG(14:1(9Z)/18:1(11Z)/0:0) + Erucoyl-CoA → TG(14:1(9Z)/18:1(11Z)/22:1(13Z)) + Coenzyme Adetails
DG(14:1(9Z)/18:1(11Z)/0:0) + Clupanodonyl CoA → TG(14:1(9Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)) + Coenzyme Adetails