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Showing metabocard for DG(14:1(9Z)/16:1(9Z)/0:0) (BMDB0007041)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 23:29:19 UTC
Update Date2020-05-21 16:27:25 UTC
BMDB IDBMDB0007041
Secondary Accession Numbers
  • BMDB07041
Metabolite Identification
Common NameDG(14:1(9Z)/16:1(9Z)/0:0)
DescriptionDG(14:1(9Z)/16:1(9Z)/0:0)[iso2], also known as dg(14:1(9z)/16:1(9z)/0:0)[iso2] or DAG(14:1/16:1), belongs to the class of organic compounds known as 1,2-dg(14:1(9z)/16:1(9z)/0:0)[iso2]s. These are dg(14:1(9z)/16:1(9z)/0:0)[iso2]s containing a glycerol acylated at positions 1 and 2. Thus, DG(14:1(9Z)/16:1(9Z)/0:0)[iso2] is considered to be a diradylglycerol lipid molecule. DG(14:1(9Z)/16:1(9Z)/0:0)[iso2] is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. In cattle, DG(14:1(9Z)/16:1(9Z)/0:0)[iso2] is involved in several metabolic pathways, some of which include de novo triacylglycerol biosynthesis TG(14:1(9Z)/16:1(9Z)/18:1(9Z)) pathway, de novo triacylglycerol biosynthesis TG(14:1(9Z)/16:1(9Z)/20:2(11Z,14Z)) pathway, de novo triacylglycerol biosynthesis TG(14:1(9Z)/16:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)) pathway, de novo triacylglycerol biosynthesis TG(14:1(9Z)/16:1(9Z)/22:2(13Z,16Z)) pathway, and de novo triacylglycerol biosynthesis TG(14:1(9Z)/16:1(9Z)/24:0) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Diacylglycerol(30:2)Lipid Annotator, HMDB
DG(14:1/16:1)Lipid Annotator, HMDB
DG(14:1(9Z)/16:1(9Z)/0:0)Lipid Annotator
DiglycerideLipid Annotator, HMDB
1-myristoleoyl-2-palmitoleoyl-sn-glycerolLipid Annotator, HMDB
DiacylglycerolLipid Annotator, HMDB
DAG(30:2)Lipid Annotator, HMDB
DG(30:2)Lipid Annotator, HMDB
Diacylglycerol(14:1/16:1)Lipid Annotator, HMDB
1-(9Z-tetradecenoyl)-2-(9Z-hexadecenoyl)-sn-glycerolLipid Annotator, HMDB
DAG(14:1/16:1)Lipid Annotator, HMDB
DAG(14:1N5/16:1N7)HMDB
DAG(14:1W5/16:1W7)HMDB
DG(14:1N5/16:1N7)HMDB
DG(14:1W5/16:1W7)HMDB
Diacylglycerol(14:1n5/16:1n7)HMDB
Diacylglycerol(14:1W5/16:1W7)HMDB
Chemical FormulaC33H60O5
Average Molecular Weight536.8265
Monoisotopic Molecular Weight536.44407503
IUPAC Name(2S)-1-hydroxy-3-[(9Z)-tetradec-9-enoyloxy]propan-2-yl (9Z)-hexadec-9-enoate
Traditional Namediacylglycerol
CAS Registry NumberNot Available
SMILES
[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC
InChI Identifier
InChI=1S/C33H60O5/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/h10,12-13,15,31,34H,3-9,11,14,16-30H2,1-2H3/b12-10-,15-13-/t31-/m0/s1
InChI KeyMMXVUIXFSQFCJO-VMNLQMMRSA-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
logP9.22ALOGPS
logP10.39ChemAxon
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 Count30ChemAxon
Refractivity160.73 m³·mol⁻¹ChemAxon
Polarizability68.21 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, Positivesplash10-0a4r-7476590000-50d1b081b835ef0dca24View 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)/16:1(9Z)/0:0),1TMS,#1" TMS) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0000090000-2eb9df81c4956bfe976fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03z9-0099090000-7f837d8d58bdda34ccb3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ilr-0099090000-6fe4bea6de4d77c01d9bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0000090000-ef11e6e9283a0246b00bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0000090000-ef11e6e9283a0246b00bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a59-0019000000-41ae873ec79c90a3722eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0000090000-f0354ea452161ae829beView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03z9-0088090000-05d46f7362b9265faef1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ilr-0088090000-04ab56c5ae1c7272fb60View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-3494470000-18c457ce26f065aec3e7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-4791010000-d0334817af4a133710bbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-070j-7962000000-6159cf7a10390c2fee09View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090060000-49b606ef7ee4cdd02acaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05dr-2090000000-60095cdff26890e815e8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0kdi-1490000000-d4b32922831b8dfea09bView 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 IDHMDB0007041
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID24765875
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53477976
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(14:1(9Z)/16:1(9Z)/0:0) → Cytidine monophosphate + PE(14:1(9Z)/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(14:1(9Z)/16:1(9Z)/0:0) + Palmitoleyl CoA → TG(14:1(9Z)/16:1(9Z)/16:1(9Z)) + Coenzyme Adetails
DG(14:1(9Z)/16:1(9Z)/0:0) + Stearoyl-CoA → TG(14:1(9Z)/16:1(9Z)/18:0)[iso6] + Coenzyme Adetails
DG(14:1(9Z)/16:1(9Z)/0:0) + Oleoyl-CoA → TG(14:1(9Z)/16:1(9Z)/18:1(9Z))[iso6] + Coenzyme Adetails
DG(14:1(9Z)/16:1(9Z)/0:0) + Gamma-linolenoyl-CoA → TG(14:1(9Z)/16:1(9Z)/18:3(6Z,9Z,12Z)) + Coenzyme Adetails
DG(14:1(9Z)/16:1(9Z)/0:0) + Eicosanoyl-CoA → TG(14:1(9Z)/16:1(9Z)/20:0)[iso6] + Coenzyme Adetails
DG(14:1(9Z)/16:1(9Z)/0:0) + Gondoyl-CoA → TG(14:1(9Z)/16:1(9Z)/20:1(11Z))[iso6] + Coenzyme Adetails
DG(14:1(9Z)/16:1(9Z)/0:0) + 5Z,8Z,11Z,14Z-eicosatetraenonyl-CoA → TG(14:1(9Z)/16:1(9Z)/20:4(5Z,8Z,11Z,14Z)) + Coenzyme Adetails
DG(14:1(9Z)/16:1(9Z)/0:0) + Docosanoyl-CoA → TG(14:1(9Z)/16:1(9Z)/22:0)[iso6] + Coenzyme Adetails
DG(14:1(9Z)/16:1(9Z)/0:0) + Erucoyl-CoA → TG(14:1(9Z)/16:1(9Z)/22:1(13Z)) + Coenzyme Adetails
DG(14:1(9Z)/16:1(9Z)/0:0) + Clupanodonyl CoA → TG(14:1(9Z)/16:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)) + Coenzyme Adetails