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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2006-05-22 14:17:51 UTC
Update Date2020-02-26 21:24:07 UTC
HMDB IDHMDB0002390
Secondary Accession Numbers
  • HMDB02390
Metabolite Identification
Common Name3-Cresotinic acid
Description3-Cresotinic acid, also known as 2,3-cresotinate or homosalicylic acid, belongs to the class of organic compounds known as salicylic acids. These are ortho-hydroxylated benzoic acids. 3-Cresotinic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 3-Cresotinic acid is a salicylic acid derivative compound with marked fibrinolytic activity in human plasma by activating its fibrinolytic system. 3-Cresotinic acid exists in all living organisms, ranging from bacteria to humans. Outside of the human body, 3-Cresotinic acid has been detected, but not quantified in, milk (cow). This could make 3-cresotinic acid a potential biomarker for the consumption of these foods.
Structure
Data?1582752247
Synonyms
ValueSource
2,3-Cresotinic acidChEBI
2-Hydroxy-3-methylbenzoic acidChEBI
2-Hydroxy-m-toluic acidChEBI
3-Methyl-2-hydroxybenzoic acidChEBI
3-MethylsalicylsaeureChEBI
3-MSChEBI
Acide hydroxytoluiqueChEBI
Acido hidroxitoluicoChEBI
Acidum hydroxytoluicumChEBI
beta-Cresotinic acidChEBI
Cresotic acidChEBI
Cresotinic acidChEBI
Homosalicylic acidChEBI
Hydroxytoluic acidChEBI
HydroxytoluylsaeureChEBI
O-Cresotic acidChEBI
O-Cresotinic acidChEBI
O-Homosalicylic acidChEBI
2,3-CresotinateGenerator
2-Hydroxy-3-methylbenzoateGenerator
2-Hydroxy-m-toluateGenerator
3-Methyl-2-hydroxybenzoateGenerator
b-CresotinateGenerator
b-Cresotinic acidGenerator
beta-CresotinateGenerator
Β-cresotinateGenerator
Β-cresotinic acidGenerator
CresotateGenerator
CresotinateGenerator
HomosalicylateGenerator
HydroxytoluateGenerator
O-CresotateGenerator
O-CresotinateGenerator
O-HomosalicylateGenerator
3-CresotinateGenerator
2,3-CresotateHMDB
2,3-Cresotic acidHMDB
2-Hydroxy-3-methyl-benzoateHMDB
2-Hydroxy-3-methyl-benzoic acidHMDB
3-MethylsalicylateHMDB
3-Methylsalicylic acidHMDB
Chemical FormulaC8H8O3
Average Molecular Weight152.1473
Monoisotopic Molecular Weight152.047344122
IUPAC Name2-hydroxy-3-methylbenzoic acid
Traditional Namecresotic acid
CAS Registry Number83-40-9
SMILES
CC1=C(O)C(=CC=C1)C(O)=O
InChI Identifier
InChI=1S/C8H8O3/c1-5-3-2-4-6(7(5)9)8(10)11/h2-4,9H,1H3,(H,10,11)
InChI KeyWHSXTWFYRGOBGO-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as salicylic acids. These are ortho-hydroxylated benzoic acids.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentSalicylic acids
Alternative Parents
Substituents
  • Salicylic acid
  • Benzoic acid
  • Benzoyl
  • O-cresol
  • 1-hydroxy-4-unsubstituted benzenoid
  • Toluene
  • Phenol
  • Vinylogous acid
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP2.86HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility2.88 g/LALOGPS
logP2.38ALOGPS
logP2.49ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)2.8ChemAxon
pKa (Strongest Basic)-6.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40.34 m³·mol⁻¹ChemAxon
Polarizability14.89 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0pe9-5900000000-cf8848c42302842dd0c8Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0pe9-5900000000-cf8848c42302842dd0c8Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0zfr-3900000000-58d4442d25d354ea8250Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00e9-9270000000-5addf25a6a3c112fcc19Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-000i-0900000000-18d080f042369a03c151Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-004i-9200000000-184faa455a8a1d2e3e09Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-004i-9000000000-93cd54dea593e380531bSpectrum
LC-MS/MSLC-MS/MS Spectrum - EI-B (JEOL JMS-AX-505-H) , Positivesplash10-0pe9-5900000000-f200acc1fc370b23e6a3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udr-0900000000-a8b10af4dbd573665381Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052r-0900000000-099c445b2ff918d14bbeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-07g0-9200000000-18a214d03fcfcbaf5dbeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0zfr-0900000000-fa9bccb104effb66a8cdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0900000000-3fe98ba0c8db041eee86Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-6900000000-66f4138269780e17026aSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot Available
Normal
      Not Available
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)FemaleNormal details
UrineDetected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022991
KNApSAcK IDC00044054
Chemspider ID6482
KEGG Compound IDC14088
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link4-Methylsalicylic acid
METLIN ID6661
PubChem Compound6738
PDB IDNot Available
ChEBI ID20141
Food Biomarker OntologyNot Available
VMH ID3MSACLT
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. von Kaulla KN, Ens G: On structure-related properties of synthetic organic clot-dissolving (thrombolytic) compounds. Biochem Pharmacol. 1967 Jun;16(6):1023-34. [PubMed:6040385 ]