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Details

Stereochemistry ACHIRAL
Molecular Formula C7H8O
Molecular Weight 108.1378
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ORTHOCRESOL

SMILES

CC1=CC=CC=C1O

InChI

InChIKey=QWVGKYWNOKOFNN-UHFFFAOYSA-N
InChI=1S/C7H8O/c1-6-4-2-3-5-7(6)8/h2-5,8H,1H3

HIDE SMILES / InChI

Molecular Formula C7H8O
Molecular Weight 108.1378
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including http://www.tandfonline.com/doi/abs/10.1080/00021369.1962.10858009

o-Cresol (o-methylphenol) is organic compound, derived from coal tar and crude or obtained synthetically by alkylation of phenol with methanol. Cresol is used in manufacturing of phenolic and epoxy resins, herbicides (dinitrocresols, MCPA, MCPP), rubber, dyes, deodorizing compounds, pharmaceuticals. o-Cresol is also used as antiseptic and disinfectant.

CNS Activity

Curator's Comment: Known to be CNS penetrant in rats. Human data not available.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Improving the bioremediation of phenolic wastewaters by Trametes versicolor.
2007-02
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006-11
Analysis of bioavailable phenols from natural samples by recombinant luminescent bacterial sensors.
2006-09
Biodegradation of a phenolic mixture in a solid-liquid two-phase partitioning bioreactor.
2006-09
Recycling of agricultural solid waste, coir pith: removal of anions, heavy metals, organics and dyes from water by adsorption onto ZnCl2 activated coir pith carbon.
2006-07-31
Removal of soluble organics from water by a hybrid process of clay adsorption and membrane filtration.
2006-07-31
Franck-Condon simulations of clusters: phenol-nitrogen.
2006-04-13
Occupational exposure to toluene and its possible causative role in renal damage development in shoe workers.
2006-03
Synthetic smooth muscle cell phenotype is associated with increased nicotinamide adenine dinucleotide phosphate oxidase activity: effect on collagen secretion.
2006-02
Matrix isolation investigation of the photochemical reaction of methyl-substituted benzenes with CrCl2O2.
2006-01-26
Alanine 101 and alanine 110 of the alpha subunit of Pseudomonas stutzeri OX1 toluene-o-xylene monooxygenase influence the regiospecific oxidation of aromatics.
2005-12-05
Isolation and characterization of solvent-tolerant Pseudomonas putida strain T-57, and its application to biotransformation of toluene to cresol in a two-phase (organic-aqueous) system.
2005-12
The haloperoxidase of the agaric fungus Agrocybe aegerita hydroxylates toluene and naphthalene.
2005-11-07
Guest-induced supramolecular isomerism in inclusion complexes of T-shaped host 4,4-bis(4'-hydroxyphenyl)cyclohexanone.
2005-11-04
Multivariate statistics of the pyrolysis products of high molecular components in pulping wastewaters to explain their toxicity.
2005-11
Highly efficient nitration of phenolic compounds in solid phase or solution using Bi(NO3)3.5H2O as nitrating reagent.
2005-10-28
Effect of temperature and additional carbon sources on phenol degradation by an indigenous soil Pseudomonad.
2005-10
Freeze-dried recombinant bacteria for on-site detection of phenolic compounds by color change.
2005-09-22
Crystal structures and spectroscopic properties of polycyano-polycadmate host clathrates including a CT complex guest of methylviologen dication and aromatic donor.
2005-09-21
Structural features of phenol derivatives determining potency for activation of chloride currents via alpha(1) homomeric and alpha(1)beta heteromeric glycine receptors.
2005-08
Communication and re-use of chemical information in bioscience.
2005-07-18
The Missoula Valley semivolatile and volatile organic compound study: seasonal average concentrations.
2005-07
Adsorption of single-ring organic compounds to wood charcoals prepared under different thermochemical conditions.
2005-06-01
[Photocatalytic degradation of DBPs in aqueous solutions].
2005-05
Simultaneous determination of phenolic compounds by means of an automated voltammetric "electronic tongue".
2005-05
Biodegradation of phenol and phenol-related compounds by psychrophilic and cold-tolerant alpine yeasts.
2005-05
Effects of air pollutants on childhood asthma.
2005-04-30
Inhibition of cyclooxygenase activity, platelet aggregation and thromboxane B2 production by two environmental toxicants: m- and o-cresol.
2005-03-01
Effect of testosterone and steroids homologues on indolamines and lipid peroxidation in rat brain.
2005-03
Chemotaxis of Pseudomonas stutzeri OX1 and Burkholderia cepacia G4 toward chlorinated ethenes.
2005-03
Effect of toluene and cresols on Na+,K+-ATPase, and serotonin in rat brain.
2005-02
Induction of apoptosis in human promyelocytic leukemia cell line HL-60 by C-benzylated dihydrochalcones, uvaretin, isouvaretin and diuvaretin.
2005-01
Phenolic refinery wastewater biodegradation by an expanded granular sludge bed reactor.
2005
Fabrication and optimization of methylphenoxy substituted polyphosphazene nanofibers for biomedical applications.
2004-11-09
Intramolecularly hydrogen-bonded versus copper(II) coordinated mono- and bis-phenoxyl radicals.
2004-09-07
Exponential modeling, washout curve reconstruction, and estimation of half-life of toluene and its metabolites.
2004-07-23
Synthesis of photo-luminescent Zn(II) Schiff base complexes and its derivative containing Pd(II) moiety.
2004-06-07
Structural models for the reduced form of vanadate-dependent peroxidases: vanadyl complexes with bidentate chiral Schiff base ligands.
2004-05
Adsorption of phenolics on activated carbon--impact of pore size and molecular oxygen.
2004-05
[Extraction of 2-methyl-hydroxybenzene and 3-methyl-hydroxybenzene from water solutions].
2004-04-28
Degradation of phenol and cresols at low temperatures using a suspended-carrier biofilm process.
2004-04
Platelet activating factor receptor binding plays a critical role in jet fuel-induced immune suppression.
2004-03-15
Benzylmercapturic acid is superior to hippuric acid and o-cresol as a urinary marker of occupational exposure to toluene.
2004-03-01
Quantitative analysis of cresol and its metabolites in biological materials and distribution in rats after oral administration.
2004-03
Assessment of DNA damage in glue sniffers by use of the alkaline comet assay.
2004-02-14
Antifungal cobalt(II), copper(II), nickel(II) and zinc(II) complexes of furanyl-,thiophenyl-, pyrrolyl-, salicylyl- and pyridyl-derived cephalexins.
2004-02
Binding of transition metal ions [cobalt, copper, nickel and zinc] with furanyl-, thiophenyl-, pyrrolyl-, salicylyl- and pyridyl-derived cephalexins as potent antibacterial agents.
2004-02
Determination of phenol and o-cresol by GC/MS in a fatal poisoning case.
2004-01-28
Phenol and lactone receptors in the distal sensilla of the Haller's organ in Ixodes ricinus ticks and their possible role in host perception.
2004
Combined photo-assisted and biological treatment of industrial oily wastewater.
2004
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Escherichia coli HUT-8032* and Staphylococcus aureus AM-1058* were used as the test organisms to study effect of o-cresol. Minimal inhibition concentration of o-cresol required to inhibit bacterial growth for 48 hours at 30°C was 20 mM/kg-water.
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:55:22 GMT 2025
Edited
by admin
on Mon Mar 31 17:55:22 GMT 2025
Record UNII
YW84DH5I7U
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ORTHOCRESOL
HSDB  
Systematic Name English
O-CRESOL
FHFI   INCI   MI  
INCI  
Preferred Name English
CRESOL, O-
Common Name English
FEMA NO. 3480
Code English
O-CRESOL [MI]
Common Name English
2-HYDROXY-1-METHYLBENZENE
Systematic Name English
1-HYDROXY-2-METHYLBENZENE
Systematic Name English
O-CRESOL [FHFI]
Common Name English
CRESOL, ORTHO-
Systematic Name English
PHENOL, 2-METHYL-
Systematic Name English
2-CRESOL
Systematic Name English
METACRESOL IMPURITY B [EP IMPURITY]
Common Name English
NSC-23076
Code English
ORTHOCRESOL [USP IMPURITY]
Common Name English
ORTHO-CRESOL
Systematic Name English
2-METHYLPHENOL
Systematic Name English
NSC-36809
Code English
ORTHOCRESOL [HSDB]
Common Name English
2-HYDROXYTOLUENE
Systematic Name English
1-METHYL-2-HYDROXYBENZENE
Systematic Name English
Classification Tree Code System Code
JECFA EVALUATION O-CRESOL
Created by admin on Mon Mar 31 17:55:22 GMT 2025 , Edited by admin on Mon Mar 31 17:55:22 GMT 2025
NCI_THESAURUS C45494
Created by admin on Mon Mar 31 17:55:22 GMT 2025 , Edited by admin on Mon Mar 31 17:55:22 GMT 2025
Code System Code Type Description
MERCK INDEX
m3834
Created by admin on Mon Mar 31 17:55:22 GMT 2025 , Edited by admin on Mon Mar 31 17:55:22 GMT 2025
PRIMARY Merck Index
CAS
95-48-7
Created by admin on Mon Mar 31 17:55:22 GMT 2025 , Edited by admin on Mon Mar 31 17:55:22 GMT 2025
PRIMARY
ChEMBL
CHEMBL46931
Created by admin on Mon Mar 31 17:55:22 GMT 2025 , Edited by admin on Mon Mar 31 17:55:22 GMT 2025
PRIMARY
EPA CompTox
DTXSID8021808
Created by admin on Mon Mar 31 17:55:22 GMT 2025 , Edited by admin on Mon Mar 31 17:55:22 GMT 2025
PRIMARY
HSDB
1813
Created by admin on Mon Mar 31 17:55:22 GMT 2025 , Edited by admin on Mon Mar 31 17:55:22 GMT 2025
PRIMARY
FDA UNII
YW84DH5I7U
Created by admin on Mon Mar 31 17:55:22 GMT 2025 , Edited by admin on Mon Mar 31 17:55:22 GMT 2025
PRIMARY
NCI_THESAURUS
C80609
Created by admin on Mon Mar 31 17:55:22 GMT 2025 , Edited by admin on Mon Mar 31 17:55:22 GMT 2025
PRIMARY
WIKIPEDIA
O-CRESOL
Created by admin on Mon Mar 31 17:55:22 GMT 2025 , Edited by admin on Mon Mar 31 17:55:22 GMT 2025
PRIMARY
JECFA MONOGRAPH
571
Created by admin on Mon Mar 31 17:55:22 GMT 2025 , Edited by admin on Mon Mar 31 17:55:22 GMT 2025
PRIMARY
RXCUI
2266810
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PRIMARY
PUBCHEM
335
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PRIMARY
NSC
23076
Created by admin on Mon Mar 31 17:55:22 GMT 2025 , Edited by admin on Mon Mar 31 17:55:22 GMT 2025
PRIMARY
DAILYMED
YW84DH5I7U
Created by admin on Mon Mar 31 17:55:22 GMT 2025 , Edited by admin on Mon Mar 31 17:55:22 GMT 2025
PRIMARY
MESH
C034047
Created by admin on Mon Mar 31 17:55:22 GMT 2025 , Edited by admin on Mon Mar 31 17:55:22 GMT 2025
PRIMARY
ECHA (EC/EINECS)
202-423-8
Created by admin on Mon Mar 31 17:55:22 GMT 2025 , Edited by admin on Mon Mar 31 17:55:22 GMT 2025
PRIMARY
CHEBI
28054
Created by admin on Mon Mar 31 17:55:22 GMT 2025 , Edited by admin on Mon Mar 31 17:55:22 GMT 2025
PRIMARY
NSC
36809
Created by admin on Mon Mar 31 17:55:22 GMT 2025 , Edited by admin on Mon Mar 31 17:55:22 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (GC)
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PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (GC)
USP