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Record Information
Version3.6
Creation Date2006-05-22 14:17:48 UTC
Update Date2016-02-11 01:05:35 UTC
HMDB IDHMDB02340
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-Methylbenzoic acid
Descriptiono-Toluic acid, also 2-methylbenzoic acid, is an aromatic carboxylic acid, with formula (CH3)C6H4(COOH). -- Wikipedia; It is an isomer of p-toluic acid and m-toluic acid. -- Wikipedia
Structure
Thumb
Synonyms
ValueSource
2-Toluic acidChEBI
O-Toluylic acidChEBI
Orthotoluic acidChEBI
2-ToluateGenerator
2-MethylbenzoateGenerator
O-ToluylateGenerator
OrthotoluateGenerator
2-BenzoateHMDB
2-Benzoic acidHMDB
2-Methyl benzoateHMDB
2-Methyl benzoic acidHMDB
2-Methyl-benzoateHMDB
2-Methyl-benzoic acidHMDB
O-MethylbenzoateHMDB
O-Methylbenzoic acidHMDB
O-ToluateHMDB
O-Toluic acidHMDB
ortho Methyl benzoic acidHMDB
Chemical FormulaC8H8O2
Average Molecular Weight136.1479
Monoisotopic Molecular Weight136.0524295
IUPAC Name2-methylbenzoic acid
Traditional Nameo-toluic acid
CAS Registry Number118-90-1
SMILES
CC1=C(C=CC=C1)C(O)=O
InChI Identifier
InChI=1S/C8H8O2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3,(H,9,10)
InChI KeyInChIKey=ZWLPBLYKEWSWPD-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as benzoic acids. These are organic Compounds containing a benzene ring which bears at least one carboxyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentBenzoic acids
Alternative Parents
Substituents
  • Benzoic acid
  • Benzoyl
  • Toluene
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
StatusDetected and Quantified
Origin
  • Toxin/Pollutant
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Membrane (predicted from logP)
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point103.7 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1.18 mg/mL at 25 °CNot Available
LogP2.46HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility3.02 mg/mLALOGPS
logP2.03ALOGPS
logP2.14ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)3.96ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity38.36 m3·mol-1ChemAxon
Polarizability13.95 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biofluid Locations
  • Feces
  • Saliva
  • Urine
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot ApplicableInfant (0-1 year old)Both
Normal
details
SalivaDetected but not QuantifiedNot ApplicableAdult (>18 years old)Both
Normal
    • Zerihun T. Dame, ...
details
UrineDetected and Quantified2.8(1.0-4.2) umol/mmol creatinineAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC07215
BioCyc IDCPD-47
BiGG IDNot Available
Wikipedia Link2-Methylbenzoic acid
NuGOwiki LinkHMDB02340
Metagene LinkHMDB02340
METLIN ID6632
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceRen, Jun. Study on preparation of o-methylbenzoic acid from liquid-phase oxidation of o-xylene. Huagong Shikan (1997), 11(6), 19-20.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Yu WY, Yang LX, Xie JS, Zhou L, Jiang XY, Zhu DX, Muramatsu M, Wang MW: Derivatives of aryl-4-guanidinomethylbenzoate and N-aryl-4-guanidinomethylbenzamide as new antibacterial agents: synthesis and bioactivity. Acta Pharmacol Sin. 2008 Feb;29(2):267-77. [18215358 ]