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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:31:58 UTC
Update Date2023-02-21 17:19:01 UTC
HMDB IDHMDB0029673
Secondary Accession Numbers
  • HMDB29673
Metabolite Identification
Common Name2,6-Dimethoxy-1,4-benzoquinone
Description2,6-Dimethoxy-1,4-benzoquinone belongs to the class of organic compounds known as p-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 4-positions, respectively. 2,6-Dimethoxy-1,4-benzoquinone has been detected, but not quantified in, common wheats (Triticum aestivum) and green vegetables. This could make 2,6-dimethoxy-1,4-benzoquinone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2,6-Dimethoxy-1,4-benzoquinone.
Structure
Data?1676999941
Synonyms
ValueSource
2,6-Dimetoxy-p-benzoquinoneKegg
2, 6-Dimethoxy-1,4-benzoquinoneHMDB
2, 6-Dimethoxy-P-benzoquinoneHMDB
2, 6-DimethoxyquinoneHMDB
2,5-Cyclohexadiene-1,4-dione, 2,6-dimethoxy- (9ci)HMDB
2,6-Dimethoxy-2,5-cyclohexadiene-1,4-dioneHMDB
2,6-Dimethoxy-P-benzoquinoneHMDB, MeSH
2,6-Dimethoxy-P-quinoneHMDB
2,6-dimethoxybenzo-1,4-QuinoneHMDB
2,6-DimethoxybenzoquinoneHMDB
2,6-DimethoxyquinoneHMDB
2,6-Dimethoxysemiquinone anionsHMDB
2,6-Dimethoxysemiquinone radicalsHMDB
DMBQHMDB
Ghl.PD_Mitscher_leg0.4HMDB
2,6-Dimethoxy-1,4-benzoquinoneMeSH
Chemical FormulaC8H8O4
Average Molecular Weight168.1467
Monoisotopic Molecular Weight168.042258744
IUPAC Name2,6-dimethoxycyclohexa-2,5-diene-1,4-dione
Traditional Name2,6-dimethoxy-1,4-benzoquinone
CAS Registry Number530-55-2
SMILES
COC1=CC(=O)C=C(OC)C1=O
InChI Identifier
InChI=1S/C8H8O4/c1-11-6-3-5(9)4-7(12-2)8(6)10/h3-4H,1-2H3
InChI KeyOLBNOBQOQZRLMP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as p-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 4-positions, respectively.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentP-benzoquinones
Alternative Parents
Substituents
  • P-benzoquinone
  • Vinylogous ester
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point252 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility70600 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP-0.06Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility7.05 g/LALOGPS
logP0.36ALOGPS
logP0.21ChemAxon
logS-1.4ALOGPS
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area52.6 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity44.47 m³·mol⁻¹ChemAxon
Polarizability15.54 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+138.17831661259
DarkChem[M-H]-137.44431661259
DeepCCS[M+H]+134.2830932474
DeepCCS[M-H]-130.45230932474
DeepCCS[M-2H]-167.83930932474
DeepCCS[M+Na]+143.37830932474
AllCCS[M+H]+136.232859911
AllCCS[M+H-H2O]+131.932859911
AllCCS[M+NH4]+140.332859911
AllCCS[M+Na]+141.432859911
AllCCS[M-H]-133.032859911
AllCCS[M+Na-2H]-134.232859911
AllCCS[M+HCOO]-135.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2,6-Dimethoxy-1,4-benzoquinoneCOC1=CC(=O)C=C(OC)C1=O2104.7Standard polar33892256
2,6-Dimethoxy-1,4-benzoquinoneCOC1=CC(=O)C=C(OC)C1=O1332.1Standard non polar33892256
2,6-Dimethoxy-1,4-benzoquinoneCOC1=CC(=O)C=C(OC)C1=O1369.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2,6-Dimethoxy-1,4-benzoquinone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ap3-8900000000-8b7cfcabbf83c87482172017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,6-Dimethoxy-1,4-benzoquinone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,6-Dimethoxy-1,4-benzoquinone 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 - 2,6-Dimethoxy-1,4-benzoquinone 10V, Positive-QTOFsplash10-014i-0900000000-d4f01c77fdc0297d81182016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-1,4-benzoquinone 20V, Positive-QTOFsplash10-014i-0900000000-6e32a3d9f4b7cdb957fc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-1,4-benzoquinone 40V, Positive-QTOFsplash10-0a4r-9600000000-d5725919e940627769932016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-1,4-benzoquinone 10V, Negative-QTOFsplash10-014i-0900000000-2465b4da8838c4c61cc32016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-1,4-benzoquinone 20V, Negative-QTOFsplash10-014i-0900000000-5fcc8e0ae08d407017a92016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-1,4-benzoquinone 40V, Negative-QTOFsplash10-0a4r-7900000000-80fd932a3585df0b512a2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-1,4-benzoquinone 10V, Positive-QTOFsplash10-014i-0900000000-f95c25c23dba001bba7b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-1,4-benzoquinone 20V, Positive-QTOFsplash10-05n0-3900000000-b257d968c303e5abb1062021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-1,4-benzoquinone 40V, Positive-QTOFsplash10-0aou-9000000000-13b511af9b51cff603612021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-1,4-benzoquinone 10V, Negative-QTOFsplash10-014i-0900000000-930f9ca2cc854ecca14e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-1,4-benzoquinone 20V, Negative-QTOFsplash10-014i-0900000000-fdb500a379becee68e5c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-1,4-benzoquinone 40V, Negative-QTOFsplash10-0ap0-4900000000-4c9648cf6476bd4814432021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000858
KNApSAcK IDC00000258
Chemspider ID61560
KEGG Compound IDC10331
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2,6-Dimethoxybenzoquinone
METLIN IDNot Available
PubChem Compound68262
PDB IDKIA
ChEBI ID544013
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1339891
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .