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Showing Compound 1,4-Benzoquinone (FDB005755)

Record Information
Version1.0
Creation date2010-04-08 22:06:50 UTC
Update date2019-11-26 03:00:45 UTC
Primary IDFDB005755
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name1,4-Benzoquinone
DescriptionQuinone, also known as benzoquinone or 1,4-benzochinon, 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. Quinone is an extremely weak basic (essentially neutral) compound (based on its pKa). Quinone exists in all living species, ranging from bacteria to humans. Quinone has been detected, but not quantified in, a few different foods, such as anises, barley, and olives. This could make quinone a potential biomarker for the consumption of these foods. Quinone is a potentially toxic compound.
CAS Number106-51-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
1,4-BenzochinonChEBI
2,5-Cyclohexadiene-1,4-dioneChEBI
Benzo-1,4-quinoneChEBI
BenzoquinoneChEBI
p-BenzoquinoneChEBI
p-ChinonChEBI
p-QuinoneChEBI
Para-benzoquinoneChEBI
ChinoneKegg
1,4-BenzoquinoneKegg
1,4-BenzoquineHMDB
1,4-Cyclohexadiene dioxideHMDB
1,4-CyclohexadienedioneHMDB
1,4-DiossibenzeneHMDB
1,4-Dioxy-benzolHMDB
1,4-DioxybenzeneHMDB
2,5-Cyclohexadiene-1-4-dioneHMDB
Benzo-chinonHMDB
ChinonHMDB
Cyclohexadiene-1,4-dioneHMDB
CyclohexadienedioneHMDB
EldoquinHMDB
Para-quinoneHMDB
Quinone1,4-benzoquinoneHMDB
Semiquinone anionHMDB
Semiquinone radicalsHMDB
Cyclohexa-2,5-diene-1,4-dionebiospider
p-benzoquinonebiospider
p-chinonbiospider
p-quinonebiospider
Quinonemanual
Predicted Properties
PropertyValueSource
Water Solubility45.4 g/LALOGPS
logP0.21ALOGPS
logP1.02ChemAxon
logS-0.38ALOGPS
pKa (Strongest Basic)-7.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity31.03 m³·mol⁻¹ChemAxon
Polarizability9.75 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H4O2
IUPAC namecyclohexa-2,5-diene-1,4-dione
InChI IdentifierInChI=1S/C6H4O2/c7-5-1-2-6(8)4-3-5/h1-4H
InChI KeyAZQWKYJCGOJGHM-UHFFFAOYSA-N
Isomeric SMILESO=C1C=CC(=O)C=C1
Average Molecular Weight108.0948
Monoisotopic Molecular Weight108.021129372
Classification
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
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Environmental role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting Point115.7 oC
Boiling PointNot Available
Experimental Water Solubility11.1 mg/mL at 18 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP0.20HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0zgi-9200000000-8777cde0dbcbb2157cdd2014-09-20View Spectrum
GC-MS1,4-Benzoquinone, non-derivatized, GC-MS Spectrumsplash10-0zgi-9500000000-c8bfbbc465fad7929f87Spectrum
GC-MS1,4-Benzoquinone, non-derivatized, GC-MS Spectrumsplash10-00xr-1900000000-9b99afb0e9c6350434a4Spectrum
GC-MS1,4-Benzoquinone, non-derivatized, GC-MS Spectrumsplash10-0zgi-9500000000-c8bfbbc465fad7929f87Spectrum
GC-MS1,4-Benzoquinone, non-derivatized, GC-MS Spectrumsplash10-00xr-1900000000-9b99afb0e9c6350434a4Spectrum
Predicted GC-MS1,4-Benzoquinone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-9500000000-6664b553a87d4fc15f94Spectrum
Predicted GC-MS1,4-Benzoquinone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0a4i-7900000000-fca2433f986ba378f8c92012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-00or-9000000000-6897ef153b4119e50ceb2012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-014u-9000000000-9bddbff45c6d0d3e0cf12012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (JEOL JMS-D-3000) , Positivesplash10-0zgi-9500000000-c8bfbbc465fad7929f872012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 7V, negativesplash10-014i-1900000000-6d13549d8c534563dc9b2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 9V, negativesplash10-014i-1900000000-af62dc0334e009fe3e5b2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 14V, negativesplash10-014i-3900000000-1167cf77177c0761168e2020-07-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-d886efcfed5b0135bcd52016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-1900000000-7f5c75e048ee2f454e332016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-9100000000-db1ffa9cf092dd5e45512016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-648d78080240a1294e4c2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0900000000-648d78080240a1294e4c2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-5900000000-0f04c7bee6397237ee212016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-2c6cb60a5040c62399202021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-4900000000-f1f9c8ded0fe97bb684d2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-9000000000-3c2c54b9382bddbdf0df2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-62ea0dd9303aae554ccd2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-2900000000-7966cc06756dd3b8c7362021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-28217a7272677bec662a2021-09-24View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, 5%_DMSO, experimental)Spectrum
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC00472
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB03364
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke ID1,4-BENZOQUINONE|QUINONE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia ID1,4-Benzoquinone
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).