ContaminantDB: 2-Methylhydroquinone

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2014-09-08 02:38:51 UTC

Update Date

2026-04-17 19:47:18 UTC

Accession Number

CHEM003594

Identification

Common Name

2-Methylhydroquinone

Class

Small Molecule

Description

2-Methylhydroquinone is a component of cigarette smoke. Methyl-substituted dihydroxybenzenes such as 2-methylhydroquinone were found to exhibit a higher cytotoxicity to mouse embryo BALB/c 3T3 cells as compared to the non-methylated parent compounds in cigarette smoke (2). 2-Methylhydroquinone is a metabolite of toluene and was suspected in an 1999 study to contribute to the carcinogenic effects of toluene exposure (1). No component of this product present at levels greater than or equal to 0.1% is identified as probable, possible or confirmed human carcinogen by IARC. (MSDS)

Contaminant Sources

HPV EPA Chemicals
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Cigarette Toxin
Organic Compound
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,4-Dihydroxy-2-methylbenzene	ChEBI
2,5-Dihydroxytoluene	ChEBI
2,5-Toluenediol	ChEBI
2-Methylhydroquinone	ChEBI
Methyl-p-hydroquinone	ChEBI
Methylhydroquinone	ChEBI
p-Toluhydroquinol	ChEBI
p-Toluhydroquinone	ChEBI
p-Toluquinol	ChEBI
THQ	ChEBI
Toluhydroquinone	ChEBI
Tolylhydroquinone	ChEBI
2-Methyl-1,4-hydroquinone	MeSH
Toluquinol	MeSH

Chemical Formula

C₇H₈O₂

Average Molecular Mass

124.137 g/mol

Monoisotopic Mass

124.052 g/mol

CAS Registry Number

95-71-6

IUPAC Name

2-methylbenzene-1,4-diol

Traditional Name

1,4-benzenediol, 2-methyl-

SMILES

CC1=CC(O)=CC=C1O

InChI Identifier

InChI=1S/C7H8O2/c1-5-4-6(8)2-3-7(5)9/h2-4,8-9H,1H3

InChI Key

CNHDIAIOKMXOLK-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as hydroquinones. Hydroquinones are compounds containing a hydroquinone moiety, which consists of a benzene ring with a hydroxyl groups at positions 1 and 4.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

O-cresol
M-cresol
Hydroquinone
1-hydroxy-2-unsubstituted benzenoid
Toluene
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Cytoplasm
Extracellular

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

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

Predicted Properties

Property	Value	Source
Water Solubility	46.9 g/L	ALOGPS
logP	0.98	ALOGPS
logP	1.88	ChemAxon
logS	-0.42	ALOGPS
pKa (Strongest Acidic)	9.91	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	35.06 m³·mol⁻¹	ChemAxon
Polarizability	12.78 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0900000000-543e052cffff3ff9658b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-2900000000-dd624c80fdda5848d685	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-056r-9100000000-27b6dd9b4e465ca7200b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0900000000-69458dd527de13b0d940	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-1900000000-f0a6af875559edeb51d1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05fu-9400000000-a50f3b615a770e7d14e4	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00di-9800000000-826950154f371c9b02c8	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not listed by IARC.

Uses/Sources

This is a toxic chemical found in cigarettes or generated by tobacco combustion.

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

CPD-16720

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

Not Available

ChEBI ID

133842

PubChem Compound ID

7253

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=17725564

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23603293

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=25776491

4. https://www.ncbi.nlm.nih.gov/pubmed/?term=25904113

5. https://www.ncbi.nlm.nih.gov/pubmed/?term=27018653

2-Methylhydroquinone (CHEM003594)

Structure for CHEM003594: 2-Methylhydroquinone