Showing metabocard for DG(14:0/16:1(9Z)/0:0) (BMDB0007012)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 23:28:44 UTC
Update Date2020-05-21 16:27:19 UTC
BMDB IDBMDB0007012
Secondary Accession Numbers
  • BMDB07012
Metabolite Identification
Common NameDG(14:0/16:1(9Z)/0:0)
DescriptionDG(14:0/16:1(9Z)/0:0)[iso2], also known as dg(14:0/16:1(9z)/0:0)[iso2] or DAG(14:0/16:1), belongs to the class of organic compounds known as 1,2-dg(14:0/16:1(9z)/0:0)[iso2]s. These are dg(14:0/16:1(9z)/0:0)[iso2]s containing a glycerol acylated at positions 1 and 2. Thus, DG(14:0/16:1(9Z)/0:0)[iso2] is considered to be a diradylglycerol lipid molecule. DG(14:0/16:1(9Z)/0:0)[iso2] is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. DG(14:0/16:1(9Z)/0:0)[iso2] exists in all living organisms, ranging from bacteria to humans. In cattle, DG(14:0/16:1(9Z)/0:0)[iso2] is involved in the metabolic pathway called phosphatidylcholine biosynthesis PC(14:0/16:1(9Z)) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-Tetradecanoyl-2-(9Z-hexadecenoyl)-sn-glycerolChEBI
DG(14:0/16:1(9Z)/0:0)[iso2]ChEBI
DG(14:0/16:1/0:0)ChEBI
DG(14:0/16:1(9Z)/0:0)Lipid Annotator
DG(14:0/16:1)Lipid Annotator, HMDB
DiglycerideLipid Annotator, HMDB
DiacylglycerolLipid Annotator, HMDB
Diacylglycerol(14:0/16:1)Lipid Annotator, HMDB
1-myristoyl-2-palmitoleoyl-sn-glycerolLipid Annotator, HMDB
Diacylglycerol(30:1)Lipid Annotator, HMDB
DAG(14:0/16:1)Lipid Annotator, HMDB
DAG(30:1)Lipid Annotator, HMDB
DG(30:1)Lipid Annotator, HMDB
DAG(14:0/16:1N7)HMDB
DAG(14:0/16:1W7)HMDB
DG(14:0/16:1N7)HMDB
DG(14:0/16:1W7)HMDB
Diacylglycerol(14:0/16:1n7)HMDB
Diacylglycerol(14:0/16:1W7)HMDB
Chemical FormulaC33H62O5
Average Molecular Weight538.8424
Monoisotopic Molecular Weight538.459725094
IUPAC Name(2S)-1-hydroxy-3-(tetradecanoyloxy)propan-2-yl (9Z)-hexadec-9-enoate
Traditional Namediacylglycerol
CAS Registry NumberNot Available
SMILES
[H][C@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC
InChI Identifier
InChI=1S/C33H62O5/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(36)38-31(29-34)30-37-32(35)27-25-23-21-19-17-14-12-10-8-6-4-2/h13,15,31,34H,3-12,14,16-30H2,1-2H3/b15-13-/t31-/m0/s1
InChI KeySSKSBJYFDDMVGX-QDPLMGLHSA-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
logP9.46ALOGPS
logP10.75ChemAxon
logS-7.4ALOGPS
pKa (Strongest Acidic)14.58ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.83 ŲChemAxon
Rotatable Bond Count31ChemAxon
Refractivity159.61 m³·mol⁻¹ChemAxon
Polarizability68.73 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, Positivesplash10-0019-4954270000-f473e16142509f622492View 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(14:0/16:1(9Z)/0:0),1TMS,#1" TMS) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0000090000-e55e96523438df7a7017View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01w0-0099090000-6512d48b8fb696275e5dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06ri-0099090000-ea08be0c0f10528dd28cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0f79-1092080000-ca3cfa2e88b8299497f8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-2090000000-0da245a15f9ccd99cb0aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0pdi-1390000000-947c1d4c2d8a93c66e4eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0000090000-2d31fdee7dafba19124bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0000090000-2d31fdee7dafba19124bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a60-0019000000-f7d3390f64d9741051baView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0000090000-92f400cdb912930163faView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01w0-0088090000-9aec29903e1d9e6bf5e1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06ri-0088090000-ddc437f859a1705a0160View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-3294170000-fba4da7b7f0db7c8ec4fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0079-5591010000-2e8fc49e3418dcfe6659View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0abi-9661000000-db535676926fc7038f1cView 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 IDHMDB0007012
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID24765846
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53477950
PDB IDNot Available
ChEBI ID84386
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(14:0/16:1(9Z)/0:0) → Cytidine monophosphate + PE(14:0/16:1(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(14:0/16:1(9Z)/0:0) + Palmitoleyl CoA → TG(14:0/16:1(9Z)/16:1(9Z))[iso3] + Coenzyme Adetails
DG(14:0/16:1(9Z)/0:0) + Stearoyl-CoA → TG(14:0/16:1(9Z)/18:0) + Coenzyme Adetails
DG(14:0/16:1(9Z)/0:0) + Gamma-linolenoyl-CoA → TG(14:0/16:1(9Z)/18:3(6Z,9Z,12Z)) + Coenzyme Adetails
DG(14:0/16:1(9Z)/0:0) + Eicosanoyl-CoA → TG(14:0/16:1(9Z)/20:0)[iso6] + Coenzyme Adetails
DG(14:0/16:1(9Z)/0:0) + Gondoyl-CoA → TG(14:0/16:1(9Z)/20:1(11Z))[iso6] + Coenzyme Adetails
DG(14:0/16:1(9Z)/0:0) + 5Z,8Z,11Z,14Z-eicosatetraenonyl-CoA → TG(14:0/16:1(9Z)/20:4(5Z,8Z,11Z,14Z)) + Coenzyme Adetails
DG(14:0/16:1(9Z)/0:0) + Docosanoyl-CoA → TG(14:0/16:1(9Z)/22:0) + Coenzyme Adetails
DG(14:0/16:1(9Z)/0:0) + Erucoyl-CoA → TG(14:0/16:1(9Z)/22:1(13Z)) + Coenzyme Adetails
DG(14:0/16:1(9Z)/0:0) + Clupanodonyl CoA → TG(14:0/16:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)) + Coenzyme Adetails
DG(14:0/16:1(9Z)/0:0) + Tetracosanoyl-CoA → TG(14:0/16:1(9Z)/24:0) + Coenzyme Adetails