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Record Information
Version3.6
Creation Date2006-05-22 14:17:51 UTC
Update Date2016-08-17 21:44:23 UTC
HMDB IDHMDB02390
Secondary Accession NumbersNone
Metabolite Identification
Common Name3-Cresotinic acid
Description3-Cresotinic acid is a salicylic acid derivative compound with marked fibrinolytic activity in human plasma by activating its fibrinolytic system. (PMID 6040385 ).
Structure
Thumb
Synonyms
ValueSource
2,3-Cresotinic 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
2,3-CresotateHMDB
2,3-Cresotic acidHMDB
2-Hydroxy-3-methyl-benzoateHMDB
2-Hydroxy-3-methyl-benzoic acidHMDB
3-CresotinateHMDB
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 KeyInChIKey=WHSXTWFYRGOBGO-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound 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
  • O-cresol
  • Benzoyl
  • Toluene
  • Phenol
  • Vinylogous acid
  • 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 but not Quantified
Origin
  • Drug
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Membrane (predicted from logP)
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 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40.34 m3·mol-1ChemAxon
Polarizability14.89 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-000i-0900000000-18d080f042369a03c151View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-004i-9200000000-184faa455a8a1d2e3e09View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-004i-9000000000-93cd54dea593e380531bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (JEOL JMS-AX-505-H) , Positivesplash10-0pe9-5900000000-f200acc1fc370b23e6a3View in MoNA
1D NMR1H NMR SpectrumNot Available
2D NMR[1H,13C] 2D NMR SpectrumNot Available
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biofluid Locations
  • Blood
  • Feces
  • Urine
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot ApplicableNot AvailableNot Available
Normal
  • Not Applicable
details
FecesDetected but not QuantifiedNot ApplicableAdult (>18 years old)FemaleNormal details
UrineDetected but not QuantifiedNot ApplicableNot AvailableNot AvailableNormal 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 IDFDB022991
KNApSAcK IDNot Available
Chemspider ID6482
KEGG Compound IDC14088
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB02390
Metagene LinkHMDB02390
METLIN ID6661
PubChem Compound6738
PDB IDNot Available
ChEBI ID20141
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. [6040385 ]