Showing Compound 1,4-Benzoquinone (FDB005755)

Record Information

Version

1.0

Creation date

2010-04-08 22:06:50 UTC

Update date

2019-11-26 03:00:45 UTC

Primary ID

FDB005755

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

1,4-Benzoquinone

Description

Quinone, 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 Number

106-51-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1,4-Benzochinon	ChEBI
2,5-Cyclohexadiene-1,4-dione	ChEBI
Benzo-1,4-quinone	ChEBI
Benzoquinone	ChEBI
p-Benzoquinone	ChEBI
p-Chinon	ChEBI
p-Quinone	ChEBI
Para-benzoquinone	ChEBI
Chinone	Kegg
1,4-Benzoquinone	Kegg
1,4-Benzoquine	HMDB
1,4-Cyclohexadiene dioxide	HMDB
1,4-Cyclohexadienedione	HMDB
1,4-Diossibenzene	HMDB
1,4-Dioxy-benzol	HMDB
1,4-Dioxybenzene	HMDB
2,5-Cyclohexadiene-1-4-dione	HMDB
Benzo-chinon	HMDB
Chinon	HMDB
Cyclohexadiene-1,4-dione	HMDB
Cyclohexadienedione	HMDB
Eldoquin	HMDB
Para-quinone	HMDB
Quinone1,4-benzoquinone	HMDB
Semiquinone anion	HMDB
Semiquinone radicals	HMDB
Cyclohexa-2,5-diene-1,4-dione	biospider
p-benzoquinone	biospider
p-chinon	biospider
p-quinone	biospider
Quinone	manual

Predicted Properties

Property	Value	Source
Water Solubility	45.4 g/L	ALOGPS
logP	0.21	ALOGPS
logP	1.02	ChemAxon
logS	-0.38	ALOGPS
pKa (Strongest Basic)	-7.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	31.03 m³·mol⁻¹	ChemAxon
Polarizability	9.75 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C6H4O2

IUPAC name

cyclohexa-2,5-diene-1,4-dione

InChI Identifier

InChI=1S/C6H4O2/c7-5-1-2-6(8)4-3-5/h1-4H

InChI Key

AZQWKYJCGOJGHM-UHFFFAOYSA-N

Isomeric SMILES

O=C1C=CC(=O)C=C1

Average Molecular Weight

108.0948

Monoisotopic Molecular Weight

108.021129372

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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

P-benzoquinones

Alternative Parents

Substituents

P-benzoquinone
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

benzoquinone (CHEBI:16509 )
a small molecule (P-BENZOQUINONE )

Ontology

Ingestion

Source:

Biological:

Plant:

Poaceae

Biological location:

Subcellular:

Tissue and substructures:

Skeletal muscle

Cell and elements:

Cell:

Biofluid and excreta:

Urine

Organ and components:

Role

Environmental role:

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	115.7 oC
Boiling Point	Not Available
Experimental Water Solubility	11.1 mg/mL at 18 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP	0.20	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0zgi-9200000000-8777cde0dbcbb2157cdd	Spectrum
GC-MS	1,4-Benzoquinone, non-derivatized, GC-MS Spectrum	splash10-0zgi-9500000000-c8bfbbc465fad7929f87	Spectrum
GC-MS	1,4-Benzoquinone, non-derivatized, GC-MS Spectrum	splash10-00xr-1900000000-9b99afb0e9c6350434a4	Spectrum
GC-MS	1,4-Benzoquinone, non-derivatized, GC-MS Spectrum	splash10-0zgi-9500000000-c8bfbbc465fad7929f87	Spectrum
GC-MS	1,4-Benzoquinone, non-derivatized, GC-MS Spectrum	splash10-00xr-1900000000-9b99afb0e9c6350434a4	Spectrum
Predicted GC-MS	1,4-Benzoquinone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-9500000000-6664b553a87d4fc15f94	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0a4i-7900000000-fca2433f986ba378f8c9	Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-00or-9000000000-6897ef153b4119e50ceb	Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-014u-9000000000-9bddbff45c6d0d3e0cf1	Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (JEOL JMS-D-3000) , Positive	splash10-0zgi-9500000000-c8bfbbc465fad7929f87	Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-QFT 7V, negative	splash10-014i-1900000000-6d13549d8c534563dc9b	Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-QFT 9V, negative	splash10-014i-1900000000-af62dc0334e009fe3e5b	Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-QFT 14V, negative	splash10-014i-3900000000-1167cf77177c0761168e	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0900000000-d886efcfed5b0135bcd5	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-1900000000-7f5c75e048ee2f454e33	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a6r-9100000000-db1ffa9cf092dd5e4551	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-648d78080240a1294e4c	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0900000000-648d78080240a1294e4c	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-5900000000-0f04c7bee6397237ee21	Spectrum

NMR

Type	Description	View
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Spectrum

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

C00472

Pubchem Compound ID

Not Available

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB03364

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

1,4-BENZOQUINONE|QUINONE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

1,4-Benzoquinone

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

show

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).

Showing Compound 1,4-Benzoquinone (FDB005755)

Structure for FDB005755 (1,4-Benzoquinone)