2,6-Dimethoxy-1,4-benzoquinone (CED0016304)

Record Information

Version

1.0

Creation Date

2016-05-25 20:59:56 UTC

Update Date

2026-08-25 04:22:24 UTC

Accession Number

CHEM023356

Identification

Common Name

2,6-Dimethoxy-1,4-benzoquinone

Class

Small Molecule

Description

2,6-Dimethoxy-1,4-benzoquinone belongs to the carbonyl compounds, a subclass of organooxygen compounds within the organic compounds. This organic oxygen compound has the formula C8H8O4 and an average molecular weight of 168.15 g/mol.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2,6-Dimetoxy-p-benzoquinone	Kegg
2, 6-Dimethoxy-1,4-benzoquinone	HMDB
2, 6-Dimethoxy-P-benzoquinone	HMDB
2, 6-Dimethoxyquinone	HMDB
2,5-Cyclohexadiene-1,4-dione, 2,6-dimethoxy- (9ci)	HMDB
2,6-Dimethoxy-2,5-cyclohexadiene-1,4-dione	HMDB
2,6-Dimethoxy-P-benzoquinone	HMDB, MeSH
2,6-Dimethoxy-P-quinone	HMDB
2,6-dimethoxybenzo-1,4-Quinone	HMDB
2,6-Dimethoxybenzoquinone	HMDB
2,6-Dimethoxyquinone	HMDB
2,6-Dimethoxysemiquinone anions	HMDB
2,6-Dimethoxysemiquinone radicals	HMDB
DMBQ	HMDB
Ghl.PD_Mitscher_leg0.4	HMDB
2,6-Dimethoxy-1,4-benzoquinone	MeSH

Chemical Formula

C₈H₈O₄

Average Molecular Mass

168.147 g/mol

Monoisotopic Mass

168.042 g/mol

CAS Registry Number

530-55-2

IUPAC Name

2,6-dimethoxycyclohexa-2,5-diene-1,4-dione

Traditional Name

2,6-dimethoxy-1,4-benzoquinone

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 Key

OLBNOBQOQZRLMP-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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

P-benzoquinones

Alternative Parents

Substituents

P-benzoquinone
Vinylogous ester
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

benzoquinones (CHEBI:27651 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	7.05 g/L	ALOGPS
logP	0.36	ALOGPS
logP	0.21	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	44.47 m³·mol⁻¹	ChemAxon
Polarizability	15.54 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0ap3-8900000000-8b7cfcabbf83c8748217	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0900000000-d4f01c77fdc0297d8118	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0900000000-6e32a3d9f4b7cdb957fc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4r-9600000000-d5725919e94062776993	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0900000000-2465b4da8838c4c61cc3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0900000000-5fcc8e0ae08d407017a9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4r-7900000000-80fd932a3585df0b512a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0900000000-f95c25c23dba001bba7b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05n0-3900000000-b257d968c303e5abb106	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0aou-9000000000-13b511af9b51cff60361	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0900000000-930f9ca2cc854ecca14e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0900000000-fdb500a379becee68e5c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ap0-4900000000-4c9648cf6476bd481443	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
2104.0	Log mg/kg	[1200:3700]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
581	Paper Making Machines	Industrial manufacturing & chemical processing	Not Available
600	Herbicides And Algicides	Agriculture & land management	Not Available
679	Phosphatic Fertilisers	Agriculture & land management	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Polyunsaturated fatty acid 5-lipoxygenase	P09917	Humans	Predicted (SEA)	255.735
Click to view 3D structure	Indoleamine 2,3-dioxygenase 1	P14902	Humans	Predicted (SEA)	164.573
Click to view 3D structure	Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase	Q9BHT9	Plasmodium berghei	Predicted (SEA)	145.344
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	1464.66
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	1392.49
Click to view 3D structure	Coagulation factor XII	P00748	Humans	Predicted (SEA)	616.488
Click to view 3D structure	M-phase inducer phosphatase 1	P30304	Humans	Predicted (SEA)	24.289
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	1686.53
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	1532.07
Click to view 3D structure	Glutaminase liver isoform, mitochondrial	Q9UI32	Humans	Predicted (SEA)	1.47914
Click to view 3D structure	Carbonic anhydrase 7	P43166	Humans	Predicted (SEA)	1175.76
Click to view 3D structure	Carbonic anhydrase 14	Q9ULX7	Humans	Predicted (SEA)	903.829
Click to view 3D structure	Macrophage-expressed gene 1 protein	Q2M385	Humans	Predicted (SEA)	6.92858
Click to view 3D structure	Genome polyprotein	P29990	dengue virus type 2	Predicted (SEA)	462.347
Click to view 3D structure	Toll-like receptor 9	Q9NR96	Humans	Predicted (SEA)	630.345
Click to view 3D structure	Induced myeloid leukemia cell differentiation protein Mcl-1	Q07820	Humans	Predicted (SEA)	1728.1
Click to view 3D structure	Mannose-6-phosphate isomerase	P34949	Humans	Predicted (SEA)	147.68
Click to view 3D structure	DNA damage-inducible transcript 3 protein	P35639	Mus musculus	Predicted (SEA)	2192.23
Click to view 3D structure	X-box-binding protein 1	P17861	Humans	Predicted (SEA)	2195.89
Click to view 3D structure	Heat shock factor protein 1	P38532	Mus musculus	Predicted (SEA)	1947.09
Click to view 3D structure	Cysteine protease ATG4B	Q9Y4P1	Humans	Predicted (SEA)	540.118
Click to view 3D structure	Hexokinase HKDC1	Q2TB90	Humans	Predicted (SEA)	597.882
Click to view 3D structure	Aryl hydrocarbon receptor	O02747	Oryctolagus cuniculus	Predicted (SEA)	70.6871
Click to view 3D structure	Protein RecA	P9WHJ3	Mycobacterium tuberculosis	Predicted (SEA)	2783.27
Click to view 3D structure	Nuclear factor erythroid 2-related factor 2	Q16236	Humans	Predicted (SEA)	150.95