Showing metabocard for DG(15:0/18:1(9Z)/0:0) (BMDB0007073)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 23:29:57 UTC
Update Date2020-05-21 16:27:31 UTC
BMDB IDBMDB0007073
Secondary Accession Numbers
  • BMDB07073
Metabolite Identification
Common NameDG(15:0/18:1(9Z)/0:0)
DescriptionDG(15:0/18:1(9Z)/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(15:0/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
DG(15:0/18:1(9Z)/0:0)Lipid Annotator
DiglycerideLipid Annotator, HMDB
DAG(15:0/18:1)Lipid Annotator, HMDB
DG(33:1)Lipid Annotator, HMDB
Diacylglycerol(15:0/18:1)Lipid Annotator, HMDB
DG(15:0/18:1)Lipid Annotator, HMDB
1-pentadecanoyl-2-oleoyl-sn-glycerolLipid Annotator, HMDB
DiacylglycerolLipid Annotator, HMDB
DAG(33:1)Lipid Annotator, HMDB
1-pentadecanoyl-2-(9Z-octadecenoyl)-sn-glycerolLipid Annotator, HMDB
Diacylglycerol(33:1)Lipid Annotator, HMDB
DAG(15:0/18:1N9)HMDB
DAG(15:0/18:1W9)HMDB
DG(15:0/18:1N9)HMDB
DG(15:0/18:1W9)HMDB
Diacylglycerol(15:0/18:1n9)HMDB
Diacylglycerol(15:0/18:1W9)HMDB
Chemical FormulaC36H68O5
Average Molecular Weight580.9221
Monoisotopic Molecular Weight580.506675286
IUPAC Name(2S)-1-hydroxy-3-(pentadecanoyloxy)propan-2-yl (9Z)-octadec-9-enoate
Traditional Namediacylglycerol
CAS Registry NumberNot Available
SMILES
[H][C@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC
InChI Identifier
InChI=1S/C36H68O5/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/h17-18,34,37H,3-16,19-33H2,1-2H3/b18-17-/t34-/m0/s1
InChI KeyGWAPRYUVSHVZHN-PDGPHRJUSA-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 Descriptors
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
logP9.97ALOGPS
logP12.09ChemAxon
logS-7.5ALOGPS
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
Refractivity173.42 m³·mol⁻¹ChemAxon
Polarizability76.07 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, Positivesplash10-0f7a-4962354000-e152603321e7f4d6ddeaView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS ("DG(15:0/18:1(9Z)/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, Positivesplash10-0002-0000090000-4cdb7c53289a81de2f27View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01p2-0099090000-187122fc5ea2ff182b50View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000b-0099090000-626874339fb9988be716View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0000009000-1c8f17a01d6ba8cdc65bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0000009000-1c8f17a01d6ba8cdc65bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03r0-0009000000-aa7c901efeba59f10b53View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0000090000-04119b4caa1926e569e7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01p2-0088090000-bda0759ff11ad33bd9b3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000b-0088090000-45283274f256b684a92dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-015i-3195170000-bd52a27667eef95adcdcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-3391010000-8bc593d2bc02db41f2beView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-6951000000-20ef45de52c64825cc74View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-1083090000-d2c24be1d2542d1c6197View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-006x-2091000000-b80fc5ace6d268822717View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-059x-1290000000-8e74931d684e0fc239baView 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 IDHMDB0007073
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB024267
KNApSAcK IDNot Available
Chemspider ID24765906
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14275367
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(15:0/18:1(9Z)/0:0) → Cytidine monophosphate + PE(15:0/18:1(9Z))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(15:0/18:1(9Z)/0:0) + Oleoyl-CoA → TG(15:0/18:1(9Z)/18:1(9Z)) + Coenzyme Adetails
DG(15:0/18:1(9Z)/0:0) + Gamma-linolenoyl-CoA → TG(15:0/18:1(9Z)/18:3(6Z,9Z,12Z))[iso6] + Coenzyme Adetails
DG(15:0/18:1(9Z)/0:0) + Eicosanoyl-CoA → TG(15:0/18:1(9Z)/20:0) + Coenzyme Adetails
DG(15:0/18:1(9Z)/0:0) + Gondoyl-CoA → TG(15:0/18:1(9Z)/20:1(11Z)) + Coenzyme Adetails
DG(15:0/18:1(9Z)/0:0) + 5Z,8Z,11Z,14Z-eicosatetraenonyl-CoA → TG(15:0/18:1(9Z)/20:4(5Z,8Z,11Z,14Z))[iso6] + Coenzyme Adetails
DG(15:0/18:1(9Z)/0:0) + Docosanoyl-CoA → TG(15:0/18:1(9Z)/22:0) + Coenzyme Adetails
DG(15:0/18:1(9Z)/0:0) + Erucoyl-CoA → TG(15:0/18:1(9Z)/22:1(13Z)) + Coenzyme Adetails
DG(15:0/18:1(9Z)/0:0) + Clupanodonyl CoA → TG(15:0/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z))[iso6] + Coenzyme Adetails
DG(15:0/18:1(9Z)/0:0) + Tetracosanoyl-CoA → TG(15:0/18:1(9Z)/24:0) + Coenzyme Adetails