Showing metabocard for DG(15:0/18:2(9Z,12Z)/0:0) (BMDB0007074)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 23:29:58 UTC
Update Date2020-05-21 16:27:31 UTC
BMDB IDBMDB0007074
Secondary Accession Numbers
  • BMDB07074
Metabolite Identification
Common NameDG(15:0/18:2(9Z,12Z)/0:0)
DescriptionDG(15:0/18:2(9Z,12Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/18:2(9Z,12Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
DG(15:0/18:2(9Z,12Z)/0:0)Lipid Annotator
DG(33:2)Lipid Annotator, HMDB
DiglycerideLipid Annotator, HMDB
Diacylglycerol(15:0/18:2)Lipid Annotator, HMDB
DiacylglycerolLipid Annotator, HMDB
1-pentadecanoyl-2-linoleoyl-sn-glycerolLipid Annotator, HMDB
Diacylglycerol(33:2)Lipid Annotator, HMDB
DG(15:0/18:2)Lipid Annotator, HMDB
DAG(15:0/18:2)Lipid Annotator, HMDB
1-pentadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycerolLipid Annotator, HMDB
DAG(33:2)Lipid Annotator, HMDB
Chemical FormulaC36H66O5
Average Molecular Weight578.9062
Monoisotopic Molecular Weight578.491025222
IUPAC Name(2S)-1-hydroxy-3-(pentadecanoyloxy)propan-2-yl (9Z,12Z)-octadeca-9,12-dienoate
Traditional Namediacylglycerol
CAS Registry NumberNot Available
SMILES
[H][C@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC
InChI Identifier
InChI=1S/C36H66O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(39)41-34(32-37)33-40-35(38)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h11,13,17-18,34,37H,3-10,12,14-16,19-33H2,1-2H3/b13-11-,18-17-/t34-/m0/s1
InChI KeyALJOQAHFNXMDAB-DLUHYBPJSA-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
logP9.84ALOGPS
logP11.72ChemAxon
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 Count33ChemAxon
Refractivity174.53 m³·mol⁻¹ChemAxon
Polarizability74.59 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, Positivesplash10-000j-5952223000-8bfc158663b0b12f5626View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS ("DG(15:0/18:2(9Z,12Z)/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, Positivesplash10-0002-0000090000-e403e66323d6b68cde04View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01p2-0099090000-7f9e3444c48385260dd6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000b-0099090000-bd84bc3610b94cca347eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0000090000-c3409c49569b99329d52View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01p2-0088090000-01de3e639c05aa03a17aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000b-0088090000-919ee8e2d6de641253ffView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-2093070000-d73207b0103831b60d04View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-006x-2091000000-c9a86633b784031e0aefView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00bc-2190000000-d21473b19fd3209fa4eeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0000009000-c0c4158d971ab415ba19View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0000009000-c0c4158d971ab415ba19View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ai0-0009000000-894df077e58d986bcc06View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03fr-2196370000-20882f0385afdeb303fcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-3491000000-02b18fe47d828b1d514dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03fr-5693000000-710e285b8786f2717e44View 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 IDHMDB0007074
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID24765907
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14275369
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(15:0/18:2(9Z,12Z)/0:0) → Cytidine monophosphate + PE(15:0/18:2(9Z,12Z))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(15:0/18:2(9Z,12Z)/0:0) + Gamma-linolenoyl-CoA → TG(15:0/18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) [iso6] + Coenzyme Adetails
DG(15:0/18:2(9Z,12Z)/0:0) + Eicosanoyl-CoA → TG(15:0/18:2(9Z,12Z)/20:0) + Coenzyme Adetails
DG(15:0/18:2(9Z,12Z)/0:0) + Gondoyl-CoA → TG(15:0/18:2(9Z,12Z)/20:1(11Z))[iso6] + Coenzyme Adetails
DG(15:0/18:2(9Z,12Z)/0:0) + 5Z,8Z,11Z,14Z-eicosatetraenonyl-CoA → TG(15:0/18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z))[iso6] + Coenzyme Adetails
DG(15:0/18:2(9Z,12Z)/0:0) + Docosanoyl-CoA → TG(15:0/18:2(9Z,12Z)/22:0) + Coenzyme Adetails
DG(15:0/18:2(9Z,12Z)/0:0) + Erucoyl-CoA → TG(15:0/18:2(9Z,12Z)/22:1(13Z)) + Coenzyme Adetails
DG(15:0/18:2(9Z,12Z)/0:0) + Clupanodonyl CoA → TG(15:0/18:2(9Z,12Z)/22:5(7Z,10Z,13Z,16Z,19Z))[iso6] + Coenzyme Adetails
DG(15:0/18:2(9Z,12Z)/0:0) + Tetracosanoyl-CoA → TG(15:0/18:2(9Z,12Z)/24:0) + Coenzyme Adetails