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Record Information
Version5.0
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 exists in all living organisms, ranging from bacteria to humans. 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. 3-Cresotinic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a small amount of articles have been published on 3-Cresotinic acid.
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, Generator
3-Methylsalicylic acidHMDB, Generator
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

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP2.86HANSCH,C ET AL. (1995)
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.88 g/LALOGPS
logP10(2.38) g/LALOGPS
logP10(2.49) g/LChemAxon
logS10(-1.7) g/LALOGPS
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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+131.91931661259
DarkChem[M-H]-127.10331661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Cresotinic acidCC1=C(O)C(=CC=C1)C(O)=O2418.3Standard polar33892256
3-Cresotinic acidCC1=C(O)C(=CC=C1)C(O)=O1362.6Standard non polar33892256
3-Cresotinic acidCC1=C(O)C(=CC=C1)C(O)=O1406.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Cresotinic acid,1TMS,isomer #1CC1=CC=CC(C(=O)O)=C1O[Si](C)(C)C1575.6Semi standard non polar33892256
3-Cresotinic acid,1TMS,isomer #2CC1=CC=CC(C(=O)O[Si](C)(C)C)=C1O1477.3Semi standard non polar33892256
3-Cresotinic acid,2TMS,isomer #1CC1=CC=CC(C(=O)O[Si](C)(C)C)=C1O[Si](C)(C)C1618.6Semi standard non polar33892256
3-Cresotinic acid,1TBDMS,isomer #1CC1=CC=CC(C(=O)O)=C1O[Si](C)(C)C(C)(C)C1827.7Semi standard non polar33892256
3-Cresotinic acid,1TBDMS,isomer #2CC1=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C1O1730.8Semi standard non polar33892256
3-Cresotinic acid,2TBDMS,isomer #1CC1=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C2074.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 3-Cresotinic acid EI-B (Non-derivatized)splash10-0pe9-5900000000-cf8848c42302842dd0c82017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Cresotinic acid EI-B (Non-derivatized)splash10-0pe9-5900000000-cf8848c42302842dd0c82018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Cresotinic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0zfr-3900000000-58d4442d25d354ea82502017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Cresotinic acid GC-MS (2 TMS) - 70eV, Positivesplash10-00e9-9270000000-5addf25a6a3c112fcc192017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Cresotinic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Cresotinic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-000i-0900000000-18d080f042369a03c1512012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Cresotinic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-004i-9200000000-184faa455a8a1d2e3e092012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Cresotinic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-004i-9000000000-93cd54dea593e380531b2012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Cresotinic acid EI-B (JEOL JMS-AX-505-H) , Positive-QTOFsplash10-0pe9-5900000000-f200acc1fc370b23e6a32012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Cresotinic acid 40V, Negative-QTOFsplash10-0a4i-0900000000-18caaefccab4e8cc5eb92021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Cresotinic acid 20V, Negative-QTOFsplash10-0a4i-0900000000-c111bc5ce19356bf10602021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Cresotinic acid 10V, Positive-QTOFsplash10-000i-0900000000-30501642266048e4ecdf2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Cresotinic acid 40V, Positive-QTOFsplash10-004i-9000000000-94abc528396a05fff04c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Cresotinic acid 10V, Negative-QTOFsplash10-0a4i-0900000000-b91ea3334c07f5a4e0a32021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Cresotinic acid 20V, Positive-QTOFsplash10-004r-9800000000-5f175c40b70fd8ef64ad2021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Cresotinic acid 10V, Positive-QTOFsplash10-0udr-0900000000-a8b10af4dbd5736653812017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Cresotinic acid 20V, Positive-QTOFsplash10-052r-0900000000-099c445b2ff918d14bbe2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Cresotinic acid 40V, Positive-QTOFsplash10-07g0-9200000000-18a214d03fcfcbaf5dbe2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Cresotinic acid 10V, Negative-QTOFsplash10-0zfr-0900000000-fa9bccb104effb66a8cd2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Cresotinic acid 20V, Negative-QTOFsplash10-0a4i-0900000000-3fe98ba0c8db041eee862017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Cresotinic acid 40V, Negative-QTOFsplash10-0a4i-6900000000-66f4138269780e17026a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Cresotinic acid 10V, Positive-QTOFsplash10-000i-0900000000-5637d0352dae2bf959ad2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Cresotinic acid 20V, Positive-QTOFsplash10-0a4i-2900000000-e0632bd713ede9ac75b92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Cresotinic acid 40V, Positive-QTOFsplash10-0kdi-9200000000-fb0862a027edf55d41402021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Cresotinic acid 10V, Negative-QTOFsplash10-0a4i-0900000000-6e7973f3c6d493dc1b792021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Cresotinic acid 20V, Negative-QTOFsplash10-0a4i-1900000000-03ee6ab78874e8b194832021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Cresotinic acid 40V, Negative-QTOFsplash10-0ar0-9300000000-691b378f8739be9585592021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
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 IDNot Available
Good Scents IDNot Available
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 ]