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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2009-04-06 16:21:13 UTC
Update Date2020-02-26 21:37:08 UTC
HMDB IDHMDB0012219
Secondary Accession Numbers
  • HMDB12219
Metabolite Identification
Common NameDopamine quinone
DescriptionDopamine quinone, also known as DoQ, belongs to the class of organic compounds known as o-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 2-positions, respectively. Dopamine quinone has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make dopamine quinone a potential biomarker for the consumption of these foods. Dopamine quinone is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Dopamine quinone.
Structure
Data?1582753028
Synonyms
ValueSource
4-(2-Aminoethyl)-1,2-benzoquinoneChEBI
4-(2-Aminoethyl)-O-benzoquinoneChEBI
Dopamine O-quinoneChEBI
DoQChEBI
4-(2-Aminoethyl)-3,5-cyclohexadiene-1,2-dioneHMDB
DopaminoquinoneHMDB
Dopamine quinoneChEBI
Chemical FormulaC8H9NO2
Average Molecular Weight151.1626
Monoisotopic Molecular Weight151.063328537
IUPAC Name4-(2-aminoethyl)cyclohexa-3,5-diene-1,2-dione
Traditional Name4-(2-aminoethyl)cyclohexa-3,5-diene-1,2-dione
CAS Registry Number50673-96-6
SMILES
NCCC1=CC(=O)C(=O)C=C1
InChI Identifier
InChI=1S/C8H9NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5H,3-4,9H2
InChI KeyPQPXZWUZIOASKS-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as o-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 2-positions, respectively.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentO-benzoquinones
Alternative Parents
Substituents
  • O-benzoquinone
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary amine
  • Organonitrogen compound
  • Primary aliphatic amine
  • Amine
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility6.8 g/LALOGPS
logP-0.29ALOGPS
logP0.47ChemAxon
logS-1.4ALOGPS
pKa (Strongest Basic)9.76ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area60.16 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity43.65 m³·mol⁻¹ChemAxon
Polarizability15.25 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+133.2431661259
DarkChem[M-H]-128.52831661259
DeepCCS[M+H]+135.44230932474
DeepCCS[M-H]-131.61230932474
DeepCCS[M-2H]-169.24430932474
DeepCCS[M+Na]+144.78330932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Dopamine quinoneNCCC1=CC(=O)C(=O)C=C12444.8Standard polar33892256
Dopamine quinoneNCCC1=CC(=O)C(=O)C=C11618.6Standard non polar33892256
Dopamine quinoneNCCC1=CC(=O)C(=O)C=C11635.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Dopamine quinone,1TMS,isomer #1C[Si](C)(C)NCCC1=CC(=O)C(=O)C=C11901.4Semi standard non polar33892256
Dopamine quinone,1TMS,isomer #1C[Si](C)(C)NCCC1=CC(=O)C(=O)C=C11865.9Standard non polar33892256
Dopamine quinone,1TMS,isomer #1C[Si](C)(C)NCCC1=CC(=O)C(=O)C=C12450.9Standard polar33892256
Dopamine quinone,2TMS,isomer #1C[Si](C)(C)N(CCC1=CC(=O)C(=O)C=C1)[Si](C)(C)C2009.6Semi standard non polar33892256
Dopamine quinone,2TMS,isomer #1C[Si](C)(C)N(CCC1=CC(=O)C(=O)C=C1)[Si](C)(C)C1926.8Standard non polar33892256
Dopamine quinone,2TMS,isomer #1C[Si](C)(C)N(CCC1=CC(=O)C(=O)C=C1)[Si](C)(C)C2573.3Standard polar33892256
Dopamine quinone,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCC1=CC(=O)C(=O)C=C12090.6Semi standard non polar33892256
Dopamine quinone,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCC1=CC(=O)C(=O)C=C12064.8Standard non polar33892256
Dopamine quinone,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCC1=CC(=O)C(=O)C=C12642.5Standard polar33892256
Dopamine quinone,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(CCC1=CC(=O)C(=O)C=C1)[Si](C)(C)C(C)(C)C2461.7Semi standard non polar33892256
Dopamine quinone,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(CCC1=CC(=O)C(=O)C=C1)[Si](C)(C)C(C)(C)C2336.1Standard non polar33892256
Dopamine quinone,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(CCC1=CC(=O)C(=O)C=C1)[Si](C)(C)C(C)(C)C2744.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Dopamine quinone GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9500000000-ef1bf7d630ebccb276122017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dopamine quinone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopamine quinone 10V, Positive-QTOFsplash10-0udr-0900000000-a79fe17dcebf8308ec752016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopamine quinone 20V, Positive-QTOFsplash10-0f79-5900000000-9ae3251a4e04828a914d2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopamine quinone 40V, Positive-QTOFsplash10-0udi-9000000000-2007ca180d8e71fefdaa2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopamine quinone 10V, Negative-QTOFsplash10-0udi-0900000000-d3204bd01097e42a8e802016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopamine quinone 20V, Negative-QTOFsplash10-0udi-1900000000-59396481eef4024dbc1a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopamine quinone 40V, Negative-QTOFsplash10-001i-6900000000-e422635d58753efcc89e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopamine quinone 10V, Negative-QTOFsplash10-0udi-0900000000-c294e68376c4342ea7852021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopamine quinone 20V, Negative-QTOFsplash10-0fk9-0900000000-fc8d545a45210a4b6d0f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopamine quinone 40V, Negative-QTOFsplash10-00di-3900000000-371582e5c2291956c5c32021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopamine quinone 10V, Positive-QTOFsplash10-000i-0900000000-349fa2c875285e427b0f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopamine quinone 20V, Positive-QTOFsplash10-000i-2900000000-b14c99e939a3320e005c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopamine quinone 40V, Positive-QTOFsplash10-016r-9400000000-c9df5da7a11ac517aa9c2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028863
KNApSAcK IDNot Available
Chemspider ID142759
KEGG Compound IDC17755
BioCyc IDCPD-8851
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound162602
PDB IDNot Available
ChEBI ID74684
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Sulzer D, Zecca L: Intraneuronal dopamine-quinone synthesis: a review. Neurotox Res. 2000 Feb;1(3):181-95. [PubMed:12835101 ]