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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=C(O)C=CC=C1

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

CNS Penetrant
2554
Curator's Comment: Known to be CNS penetrant in rats. Human data not available.

Approval Year

2008
174
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
The roles of intermediates in biodegradation of benzene, toluene, and p-xylene by Pseudomonas putida F1.
2001
Denitrification and phenol degradation in a contaminated aquifer.
2001 Dec 15
Metabolite ratio of toluene-exposed rotogravure printing plant workers reflects individual mutagenic risk by sister chromatid exchanges.
2002 Aug 26
Impact of human variability on the biological monitoring of exposure to toluene: I. Physiologically based toxicokinetic modelling.
2002 Aug 5
Contact allergy to o-cresol--a sensitizer in phenol-formaldehyde resin.
2002 Dec
Antibacterial Schiff bases of oxalyl-hydrazine/diamide incorporating pyrrolyl and salicylyl moieties and of their zinc(II) complexes.
2002 Feb
Interactive effects of the electron acceptor sulphate and o-cresol on the methanogenic degradation of hexanoate.
2002 Feb
Olfactory cues for oviposition behavior in Toxorhynchites moctezuma and Toxorhynchites amboinensis (Diptera: Culicidae).
2002 Jan
The toxicity of commercial jet oils.
2002 Jun
Determination of 4-aminophenol using the quartz crystal microbalance sensor.
2002 Mar
One-step heterogeneously catalytic oxidation of o-cresol by oxygen to salicylaldehyde.
2002 Mar 21
Toluene metabolites as biological indicators of exposure.
2002 Mar 24
An autopsy case of poisoning by massive absorption of cresol a short time before death.
2002 Mar 28
Scavenging property of three cresol isomers against H2O2, hypochlorite, superoxide and hydroxyl radicals.
2002 Oct
Detoxification of phenolic solutions with horseradish peroxidase and hydrogen peroxide.
2002 Sep
A new spectrofluorometric method for the determination of ascorbic acid based on its activating effect on a hemoglobin-catalyzed reaction.
2002 Sep
Determination of major phenolic compounds in water by reversed-phase liquid chromatography after pre-column derivatization with benzoyl chloride.
2003 Feb 21
Alicycliphilus denitrificans gen. nov., sp. nov., a cyclohexanol-degrading, nitrate-reducing beta-proteobacterium.
2003 Jan
Retention and extractability of phenol, cresol, and dichlorophenol exposed to two surface soils in the presence of horseradish peroxidase enzyme.
2003 Jan 1
Higher susceptibility of newborn than young rats to 3-methylphenol.
2003 May
Sorption and manganese-induced oxidative coupling of hydroxylated aromatic compounds by natural geosorbents.
2003 Sep 15
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
Degradation of phenol and cresols at low temperatures using a suspended-carrier biofilm process.
2004 Apr
Antifungal cobalt(II), copper(II), nickel(II) and zinc(II) complexes of furanyl-,thiophenyl-, pyrrolyl-, salicylyl- and pyridyl-derived cephalexins.
2004 Feb
Binding of transition metal ions [cobalt, copper, nickel and zinc] with furanyl-, thiophenyl-, pyrrolyl-, salicylyl- and pyridyl-derived cephalexins as potent antibacterial agents.
2004 Feb
Exponential modeling, washout curve reconstruction, and estimation of half-life of toluene and its metabolites.
2004 Jul 23
Synthesis of photo-luminescent Zn(II) Schiff base complexes and its derivative containing Pd(II) moiety.
2004 Jun 7
[Extraction of 2-methyl-hydroxybenzene and 3-methyl-hydroxybenzene from water solutions].
2004 Mar-Apr
Structural models for the reduced form of vanadate-dependent peroxidases: vanadyl complexes with bidentate chiral Schiff base ligands.
2004 May
Adsorption of phenolics on activated carbon--impact of pore size and molecular oxygen.
2004 May
Fabrication and optimization of methylphenoxy substituted polyphosphazene nanofibers for biomedical applications.
2004 Nov-Dec
Intramolecularly hydrogen-bonded versus copper(II) coordinated mono- and bis-phenoxyl radicals.
2004 Sep 7
Effects of air pollutants on childhood asthma.
2005 Apr 30
Structural features of phenol derivatives determining potency for activation of chloride currents via alpha(1) homomeric and alpha(1)beta heteromeric glycine receptors.
2005 Aug
Alanine 101 and alanine 110 of the alpha subunit of Pseudomonas stutzeri OX1 toluene-o-xylene monooxygenase influence the regiospecific oxidation of aromatics.
2005 Dec 5
Induction of apoptosis in human promyelocytic leukemia cell line HL-60 by C-benzylated dihydrochalcones, uvaretin, isouvaretin and diuvaretin.
2005 Jan
Effect of testosterone and steroids homologues on indolamines and lipid peroxidation in rat brain.
2005 Mar
[Photocatalytic degradation of DBPs in aqueous solutions].
2005 May
Biodegradation of phenol and phenol-related compounds by psychrophilic and cold-tolerant alpine yeasts.
2005 May
Guest-induced supramolecular isomerism in inclusion complexes of T-shaped host 4,4-bis(4'-hydroxyphenyl)cyclohexanone.
2005 Nov 4
The haloperoxidase of the agaric fungus Agrocybe aegerita hydroxylates toluene and naphthalene.
2005 Nov 7
Effect of temperature and additional carbon sources on phenol degradation by an indigenous soil Pseudomonad.
2005 Oct
Crystal structures and spectroscopic properties of polycyano-polycadmate host clathrates including a CT complex guest of methylviologen dication and aromatic donor.
2005 Sep 21
Franck-Condon simulations of clusters: phenol-nitrogen.
2006 Apr 13
Occupational exposure to toluene and its possible causative role in renal damage development in shoe workers.
2006 Mar
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Analysis of bioavailable phenols from natural samples by recombinant luminescent bacterial sensors.
2006 Sep
Biodegradation of a phenolic mixture in a solid-liquid two-phase partitioning bioreactor.
2006 Sep
Improving the bioremediation of phenolic wastewaters by Trametes versicolor.
2007 Feb
Patents

Patents

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1
JP2001031940A
1
JP2001049108A
2
JP2001051419A
1
JP2001059010A
1
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1
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2
JP2001072794A
1
JP2001151856A
1
JP2001302763A
1
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1
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1
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1
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1
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1
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1
JP2002538162A
2
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2
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1
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1
JP2003107696A
1
JP2003128538A
3
JP2003252814A
1
JP2003530318A
1
JP2004250480A
1
JP2005125305A
2
JP2005162852A
1
JP2005281623A
1
JP2007510739A
2
JP2008029781A
4
JP2008502938A
2
JP2009280803A
1
JP2009517514A
1
JP2010532763A
1
JP2011231154A
1

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
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 Fri Dec 15 15:22:04 GMT 2023
Edited
by admin
on Fri Dec 15 15:22:04 GMT 2023
Record UNII
YW84DH5I7U
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ORTHOCRESOL
HSDB  
Systematic 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
O-CRESOL [INCI]
Common 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
O-CRESOL
FHFI   INCI   MI  
INCI  
Official Name 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 Fri Dec 15 15:22:04 GMT 2023 , Edited by admin on Fri Dec 15 15:22:04 GMT 2023
NCI_THESAURUS C45494
Created by admin on Fri Dec 15 15:22:04 GMT 2023 , Edited by admin on Fri Dec 15 15:22:04 GMT 2023
Code System Code Type Description
MERCK INDEX
m3834
Created by admin on Fri Dec 15 15:22:04 GMT 2023 , Edited by admin on Fri Dec 15 15:22:04 GMT 2023
PRIMARY Merck Index
CAS
95-48-7
Created by admin on Fri Dec 15 15:22:04 GMT 2023 , Edited by admin on Fri Dec 15 15:22:04 GMT 2023
PRIMARY
ChEMBL
CHEMBL46931
Created by admin on Fri Dec 15 15:22:04 GMT 2023 , Edited by admin on Fri Dec 15 15:22:04 GMT 2023
PRIMARY
EPA CompTox
DTXSID8021808
Created by admin on Fri Dec 15 15:22:04 GMT 2023 , Edited by admin on Fri Dec 15 15:22:04 GMT 2023
PRIMARY
HSDB
1813
Created by admin on Fri Dec 15 15:22:04 GMT 2023 , Edited by admin on Fri Dec 15 15:22:04 GMT 2023
PRIMARY
FDA UNII
YW84DH5I7U
Created by admin on Fri Dec 15 15:22:04 GMT 2023 , Edited by admin on Fri Dec 15 15:22:04 GMT 2023
PRIMARY
NCI_THESAURUS
C80609
Created by admin on Fri Dec 15 15:22:04 GMT 2023 , Edited by admin on Fri Dec 15 15:22:04 GMT 2023
PRIMARY
WIKIPEDIA
O-CRESOL
Created by admin on Fri Dec 15 15:22:04 GMT 2023 , Edited by admin on Fri Dec 15 15:22:04 GMT 2023
PRIMARY
JECFA MONOGRAPH
571
Created by admin on Fri Dec 15 15:22:04 GMT 2023 , Edited by admin on Fri Dec 15 15:22:04 GMT 2023
PRIMARY
RXCUI
2266810
Created by admin on Fri Dec 15 15:22:04 GMT 2023 , Edited by admin on Fri Dec 15 15:22:04 GMT 2023
PRIMARY
PUBCHEM
335
Created by admin on Fri Dec 15 15:22:04 GMT 2023 , Edited by admin on Fri Dec 15 15:22:04 GMT 2023
PRIMARY
NSC
23076
Created by admin on Fri Dec 15 15:22:04 GMT 2023 , Edited by admin on Fri Dec 15 15:22:04 GMT 2023
PRIMARY
DAILYMED
YW84DH5I7U
Created by admin on Fri Dec 15 15:22:04 GMT 2023 , Edited by admin on Fri Dec 15 15:22:04 GMT 2023
PRIMARY
MESH
C034047
Created by admin on Fri Dec 15 15:22:04 GMT 2023 , Edited by admin on Fri Dec 15 15:22:04 GMT 2023
PRIMARY
ECHA (EC/EINECS)
202-423-8
Created by admin on Fri Dec 15 15:22:04 GMT 2023 , Edited by admin on Fri Dec 15 15:22:04 GMT 2023
PRIMARY
CHEBI
28054
Created by admin on Fri Dec 15 15:22:04 GMT 2023 , Edited by admin on Fri Dec 15 15:22:04 GMT 2023
PRIMARY
NSC
36809
Created by admin on Fri Dec 15 15:22:04 GMT 2023 , Edited by admin on Fri Dec 15 15:22:04 GMT 2023
PRIMARY
Related Record Type Details
Structure of METACRESOL
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (GC)
EP
Structure of METACRESOL
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (GC)
USP
NIH
NCATS
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