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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 IDHMDB0032150
Secondary Accession Numbers
  • HMDB32150
Metabolite Identification
Common Name2,6-Dimethylphenol
Description2,6-Dimethylphenol, also known as 1,3,2-xylenol or 2,6-xylenol, 8CI, 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. 2,6-Dimethylphenol is an extremely weak basic (essentially neutral) compound (based on its pKa). 2,6-Dimethylphenol is a sweet, coffee, and medicinal tasting compound. Outside of the human body, 2,6-Dimethylphenol has been detected, but not quantified in, alcoholic beverages and coffee and coffee products. This could make 2,6-dimethylphenol a potential biomarker for the consumption of these foods. 2,6-Dimethylphenol is a potentially toxic compound.
Structure
Data?1563862226
Synonyms
ValueSource
26-Dimethyl phenolHMDB
26-Dimethyl-phenolHMDB
26-DimethylphenolHMDB
1,3,2-XylenolHMDB
1,3-Dimethyl-2-hydroxybenzeneHMDB
1-Hydroxy-2, 6-dimethylbenzeneHMDB
1-Hydroxy-2,6-dimethylbenzeneHMDB
2,6-Dimethyl-phenolHMDB
2,6-Xylenol, 8ciHMDB
2-Hydroxy-1,3-dimethylbenzeneHMDB
2-Hydroxy-m-xyleneHMDB
FEMA 3249HMDB
m-2-XylenolHMDB
2,6-XylenolMeSH
Chemical FormulaC8H10O
Average Molecular Weight122.1644
Monoisotopic Molecular Weight122.073164942
IUPAC Name2,6-dimethylphenol
Traditional Name2,6-dimethylphenol
CAS Registry Number576-26-1
SMILES
CC1=CC=CC(C)=C1O
InChI Identifier
InChI=1S/C8H10O/c1-6-4-3-5-7(2)8(6)9/h3-5,9H,1-2H3
InChI KeyNXXYKOUNUYWIHA-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
  • M-xylene
  • Xylene
  • O-cresol
  • 1-hydroxy-4-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Environmental role:

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point49 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility6.05 mg/mL at 25 °CNot Available
LogP2.36Not Available
Predicted Properties
PropertyValueSource
Water Solubility6.18 g/LALOGPS
logP2.32ALOGPS
logP2.7ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)10.73ChemAxon
pKa (Strongest Basic)-5.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity38.12 m³·mol⁻¹ChemAxon
Polarizability13.89 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)splash10-05i0-8900000000-6952903111c603d9229dSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-9800000000-18a8beede2ffebb7acf4Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05fr-7900000000-25623d364ea2e2daec20Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05i0-8900000000-8a1b0af5939a912cc32fSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05i0-8900000000-6952903111c603d9229dSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-9800000000-18a8beede2ffebb7acf4Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05fr-7900000000-25623d364ea2e2daec20Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05i0-8900000000-8a1b0af5939a912cc32fSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-3900000000-9b5f6494ca218c03206eSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00fu-8900000000-8f9c7b7a59d4fb237f02Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-656a3c18896c3e420d9dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-2900000000-6789ab1fffe1496b1752Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gbc-9100000000-b183d531d75f7ddf1106Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-67a3ee9ce567d04f8006Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0900000000-c0586196c5ab3ff267e4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9700000000-9ce80634a7f8a53d9884Spectrum
MSMass Spectrum (Electron Ionization)splash10-05i0-9700000000-f5b0e950983b55b33fa2Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
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 IDFDB008878
KNApSAcK IDNot Available
Chemspider ID13839174
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11335
PDB ID2MY
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .