You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:48:08 UTC
Update Date2019-07-23 06:10:26 UTC
HMDB IDHMDB0032148
Secondary Accession Numbers
  • HMDB32148
Metabolite Identification
Common Name2,3-Dimethylphenol
Description2,3-Dimethylphenol, also known as 1,2,3-xylenol or 3-hydroxy-O-xylene, belongs to the class of organic compounds known as ortho cresols. These are organic compounds containing an ortho-cresol moiety, which consists of a benzene bearing one hydroxyl group at ring positions 1 and 2, respectively. 2,3-Dimethylphenol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 2,3-Dimethylphenol has been detected, but not quantified in, arabica coffee and tea. This could make 2,3-dimethylphenol a potential biomarker for the consumption of these foods.
Structure
Data?1563862226
Synonyms
ValueSource
1,2,3-XylenolHMDB
2,3-XylenolHMDB
3-Hydroxy-O-xyleneHMDB
O-3-XylenolHMDB
Vic-O-xylenolHMDB
Chemical FormulaC8H10O
Average Molecular Weight122.1644
Monoisotopic Molecular Weight122.073164942
IUPAC Name2,3-dimethylphenol
Traditional Name2,3-dimethylphenol
CAS Registry Number526-75-0
SMILES
CC1=C(C)C(O)=CC=C1
InChI Identifier
InChI=1S/C8H10O/c1-6-4-3-5-8(9)7(6)2/h3-5,9H,1-2H3
InChI KeyQWBBPBRQALCEIZ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as ortho cresols. These are organic compounds containing an ortho-cresol moiety, which consists of a benzene bearing one hydroxyl group at ring positions 1 and 2, respectively.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassCresols
Direct ParentOrtho cresols
Alternative Parents
Substituents
  • O-xylene
  • Xylene
  • O-cresol
  • M-cresol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point75 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility4.57 mg/mL at 25 °CNot Available
LogP2.48Not Available
Predicted Properties
PropertyValueSource
Water Solubility6.01 g/LALOGPS
logP2.34ALOGPS
logP2.7ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)10.48ChemAxon
pKa (Strongest Basic)-5.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity38.12 m³·mol⁻¹ChemAxon
Polarizability13.84 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0adi-6900000000-3ac5300f3e71fb52e12dSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05i0-8900000000-3b3350d848cc8afdd0e2Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05i0-8900000000-51d723e665d09753d245Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0adi-6900000000-3ac5300f3e71fb52e12dSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05i0-8900000000-3b3350d848cc8afdd0e2Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05i0-8900000000-51d723e665d09753d245Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-5900000000-6d3a2b764669c2b9ae97Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00fu-7900000000-8b03283ba96f632c8fc8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-9d491d780c6f5e5be58fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-3900000000-4c98bbbf34096c768b62Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-1029-9100000000-c64141bf91bceb259557Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-d65dd8473638a08aac10Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0900000000-7479370ac382e82a9903Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05fr-9500000000-04a0e609dc88df5f860fSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB004551
KNApSAcK IDNot Available
Chemspider ID13839151
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10687
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .