Showing metabocard for DG(14:1(9Z)/16:0/0:0) (BMDB0007040)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 23:29:18 UTC
Update Date2020-05-21 16:27:25 UTC
BMDB IDBMDB0007040
Secondary Accession Numbers
  • BMDB07040
Metabolite Identification
Common NameDG(14:1(9Z)/16:0/0:0)
DescriptionDG(14:1(9Z)/16:0/0:0)[iso2], also known as dg(14:1(9z)/16:0/0:0)[iso2] or DG(14:1/16:0), belongs to the class of organic compounds known as 1,2-dg(14:1(9z)/16:0/0:0)[iso2]s. These are dg(14:1(9z)/16:0/0:0)[iso2]s containing a glycerol acylated at positions 1 and 2. Thus, DG(14:1(9Z)/16:0/0:0)[iso2] is considered to be a diradylglycerol lipid molecule. DG(14:1(9Z)/16:0/0:0)[iso2] is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. In cattle, DG(14:1(9Z)/16:0/0:0)[iso2] is involved in several metabolic pathways, some of which include de novo triacylglycerol biosynthesis TG(14:1(9Z)/16:0/18:2(9Z,12Z)) pathway, de novo triacylglycerol biosynthesis TG(14:1(9Z)/16:0/20:1(11Z)) pathway, de novo triacylglycerol biosynthesis TG(14:1(9Z)/16:0/20:3(5Z,8Z,11Z)) pathway, and de novo triacylglycerol biosynthesis TG(14:1(9Z)/16:0/22:0) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
DG(30:1)HMDB
DG(14:1/16:0)HMDB
DAG(14:1/16:0)HMDB
1-Myristoleoyl-2-palmitoyl-sn-glycerolHMDB
DiglycerideHMDB
DiacylglycerolHMDB
Diacylglycerol(30:1)HMDB
DAG(30:1)HMDB
1-(9Z-Tetradecenoyl)-2-hexadecanoyl-sn-glycerolHMDB
Diacylglycerol(14:1/16:0)HMDB
DG(14:1(9Z)/16:0/0:0)Lipid Annotator
Chemical FormulaC33H62O5
Average Molecular Weight538.8424
Monoisotopic Molecular Weight538.459725094
IUPAC Name(2S)-1-hydroxy-3-[(9Z)-tetradec-9-enoyloxy]propan-2-yl hexadecanoate
Traditional Namediacylglycerol
CAS Registry NumberNot Available
SMILES
[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC
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/h10,12,31,34H,3-9,11,13-30H2,1-2H3/b12-10-/t31-/m0/s1
InChI KeyYDFMMWFTBDJBLR-DDNKTQICSA-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
Polarizability69.63 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, Positivesplash10-0c01-8688390000-f8e77f82aeb7e6b5bcb2View 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(14:1(9Z)/16:0/0:0),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, Positivesplash10-03lr-0099090000-5896a563b614120f9552View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-08h9-0099090000-dd0353ed128b009a8433View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-2394270000-acfb9ca15a209fd65d9dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01p9-4692010000-060757dc27d6c7b4fa74View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0c2i-9632000000-f652a3bcae2f5260f31bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002r-0090050000-cdf35b2ab6858a846d69View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0aei-2090000000-e8efdcad95d0b0e71afbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a6r-1290000000-425127cf4416db68a2acView 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, Positivesplash10-0a50-0019000000-6077f5816ec0cddc254bView 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, Positivesplash10-03lr-0088090000-e01c19c8b59d492d8140View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-08h9-0088090000-42b9c4e68f2d086f2ec2View 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 IDHMDB0007040
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 Compound53477975
PDB IDNot Available
ChEBI ID88781
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)/16:0/0:0) → Cytidine monophosphate + PE(14:1(9Z)/16:0)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)/16:0/0:0) + Palmitoleyl CoA → TG(14:1(9Z)/16:0/16:1(9Z))[iso6] + Coenzyme Adetails
DG(14:1(9Z)/16:0/0:0) + Oleoyl-CoA → TG(14:1(9Z)/16:0/18:1(9Z))[iso6] + Coenzyme Adetails
DG(14:1(9Z)/16:0/0:0) + Gamma-linolenoyl-CoA → TG(14:1(9Z)/16:0/18:3(6Z,9Z,12Z)) + Coenzyme Adetails
DG(14:1(9Z)/16:0/0:0) + Eicosanoyl-CoA → TG(14:1(9Z)/16:0/20:0)[iso6] + Coenzyme Adetails
DG(14:1(9Z)/16:0/0:0) + Gondoyl-CoA → TG(14:1(9Z)/16:0/20:1(11Z))[iso6] + Coenzyme Adetails
DG(14:1(9Z)/16:0/0:0) + 5Z,8Z,11Z,14Z-eicosatetraenonyl-CoA → TG(14:1(9Z)/16:0/20:4(5Z,8Z,11Z,14Z)) + Coenzyme Adetails
DG(14:1(9Z)/16:0/0:0) + Erucoyl-CoA → TG(14:1(9Z)/16:0/22:1(13Z)) + Coenzyme Adetails
DG(14:1(9Z)/16:0/0:0) + Clupanodonyl CoA → TG(14:1(9Z)/16:0/22:5(7Z,10Z,13Z,16Z,19Z)) + Coenzyme Adetails