Showing metabocard for DG(18:1(11Z)/18:1(9Z)/0:0) (BMDB0007189)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (3) Show 3 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 23:32:22 UTC
Update Date2020-05-21 16:27:48 UTC
BMDB IDBMDB0007189
Secondary Accession Numbers
  • BMDB07189
Metabolite Identification
Common NameDG(18:1(11Z)/18:1(9Z)/0:0)
DescriptionDG(18:1(11Z)/18:1(9Z)/0:0), also known as DG(18:1/18:1) or dg(18:1(11z)/18:1(9z)/0:0), belongs to the class of organic compounds known as 1,2-dg(18:1(11z)/18:1(9z)/0:0)s. These are dg(18:1(11z)/18:1(9z)/0:0)s containing a glycerol acylated at positions 1 and 2. DG(18:1(11Z)/18:1(9Z)/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(18:1(11Z)/18:1(9Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(18:1(11Z)/18:1(9Z)/0:0) can be biosynthesized from PA(18:1(11Z)/18:1(9Z)); which is catalyzed by the enzyme phosphatidate phosphatase. In addition, DG(18:1(11Z)/18:1(9Z)/0:0) and eicosanoyl-CoA can be converted into TG(18:1(11Z)/18:1(9Z)/20:0); which is catalyzed by the enzyme dg(18:1(11z)/18:1(9z)/0:0) O-acyltransferase. In cattle, DG(18:1(11Z)/18:1(9Z)/0:0) is involved in the metabolic pathway called de novo triacylglycerol biosynthesis TG(18:1(11Z)/18:1(9Z)/20:0) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
DG(18:1/18:1)HMDB
DG(36:2)HMDB
DAG(36:2)HMDB
DiglycerideHMDB
Diacylglycerol(18:1/18:1)HMDB
1-Vaccenoyl-2-oleoyl-sn-glycerolHMDB
DiacylglycerolHMDB
DAG(18:1/18:1)HMDB
1-(11Z-Octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycerolHMDB
Diacylglycerol(36:2)HMDB
DG(18:1(11Z)/18:1(9Z)/0:0)Lipid Annotator
Chemical FormulaC39H72O5
Average Molecular Weight620.986
Monoisotopic Molecular Weight620.537975414
IUPAC Name(2S)-3-hydroxy-2-[(9Z)-octadec-9-enoyloxy]propyl (11Z)-octadec-11-enoate
Traditional Namediacylglycerol
CAS Registry NumberNot Available
SMILES
[H][C@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC
InChI Identifier
InChI=1S/C39H72O5/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/h13,15,18,20,37,40H,3-12,14,16-17,19,21-36H2,1-2H3/b15-13-,20-18-/t37-/m0/s1
InChI KeySRHKYLVXCXLCRK-NZSGFQRZSA-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
logP10.25ALOGPS
logP13.06ChemAxon
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 Count36ChemAxon
Refractivity188.34 m³·mol⁻¹ChemAxon
Polarizability80.83 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, Positivesplash10-03dr-4351956000-af17a386dcd67f43794fView 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(18:1(11Z)/18:1(9Z)/0:0),1TMS,#1" TMS) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0000009000-9185b686832caa4f55c4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f79-0009009000-33724f4f211af0262245View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-0009009000-36758b4e03b2a3c426eaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0000009000-84cf426a5bd9b351e99aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0000009000-84cf426a5bd9b351e99aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-0009001000-d276819fc45c2d6ea55eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0000009000-203520884a3c62e5734fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f79-0008009000-5753add7ff34717540a7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-0008009000-e1ebc855e6b3195adfd9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0043009000-9ac33d92f73df92d1cb6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0089-3096001000-2a5cdd807461ff67255cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-1190000000-76711955db6bcd2225ecView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-4145219000-6d11ffc56842d548204aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014r-4196002000-d729f33b2a8da2bde1e2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014r-9576000000-1cba36c25ecdce9dc879View 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 IDHMDB0007189
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53478064
PDB IDNot Available
ChEBI ID88369
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(18:1(11Z)/18:1(9Z)/0:0) → Cytidine monophosphate + PE(18:1(11Z)/18:1(9Z))details
Enzyme Details
2. Lipin 1
General function:
Not Available
Specific function:
Not Available
Gene Name:
LPIN1
Uniprot ID:
E1BPE8
Molecular weight:
102857.0
Reactions
PA(18:1(11Z)/18:1(9Z)) + Water → DG(18:1(11Z)/18:1(9Z)/0:0) + Hydrogen phosphatedetails
Enzyme Details
3. 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(18:1(11Z)/18:1(9Z)/0:0) + Oleoyl-CoA → TG(18:1(11Z)/18:1(9Z)/18:1(9Z)) + Coenzyme Adetails
DG(18:1(11Z)/18:1(9Z)/0:0) + Gamma-linolenoyl-CoA → TG(18:1(11Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) + Coenzyme Adetails
DG(18:1(11Z)/18:1(9Z)/0:0) + Eicosanoyl-CoA → TG(18:1(11Z)/18:1(9Z)/20:0) + Coenzyme Adetails
DG(18:1(11Z)/18:1(9Z)/0:0) + Gondoyl-CoA → TG(18:1(11Z)/18:1(9Z)/20:1(11Z)) + Coenzyme Adetails
DG(18:1(11Z)/18:1(9Z)/0:0) + 5Z,8Z,11Z,14Z-eicosatetraenonyl-CoA → TG(18:1(11Z)/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)) + Coenzyme Adetails
DG(18:1(11Z)/18:1(9Z)/0:0) + Docosanoyl-CoA → TG(18:1(11Z)/18:1(9Z)/22:0) + Coenzyme Adetails
DG(18:1(11Z)/18:1(9Z)/0:0) + Erucoyl-CoA → TG(18:1(11Z)/18:1(9Z)/22:1(13Z)) + Coenzyme Adetails
DG(18:1(11Z)/18:1(9Z)/0:0) + Clupanodonyl CoA → TG(18:1(11Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)) + Coenzyme Adetails