Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:48:08 UTC
Update Date2023-02-21 17:21:40 UTC
HMDB IDHMDB0032150
Secondary Accession Numbers
  • HMDB32150
Metabolite Identification
Common Name2,6-Dimethylphenol
Description2,6-Dimethylphenol, also known as 2,6-xylenol, 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 a sweet, coffee, and medicinal tasting compound. 2,6-Dimethylphenol has been detected, but not quantified in, several different foods, such as alcoholic beverages, arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora). This could make 2,6-dimethylphenol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2,6-Dimethylphenol.
Structure
Data?1677000100
Synonyms
ValueSource
2,6-XylenolMeSH
26-Dimethyl phenolChEMBL, HMDB
26-Dimethyl-phenolChEMBL, HMDB
26-DimethylphenolChEMBL, HMDB
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
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
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point49 °CNot Available
Boiling Point201.00 to 203.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility6.05 mg/mL at 25 °CNot Available
LogP2.36Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+125.88131661259
DarkChem[M-H]-121.28831661259
DeepCCS[M+H]+130.27330932474
DeepCCS[M-H]-128.04630932474
DeepCCS[M-2H]-164.17530932474
DeepCCS[M+Na]+139.00730932474
AllCCS[M+H]+121.732859911
AllCCS[M+H-H2O]+116.832859911
AllCCS[M+NH4]+126.232859911
AllCCS[M+Na]+127.532859911
AllCCS[M-H]-120.332859911
AllCCS[M+Na-2H]-122.332859911
AllCCS[M+HCOO]-124.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2,6-DimethylphenolCC1=CC=CC(C)=C1O1937.4Standard polar33892256
2,6-DimethylphenolCC1=CC=CC(C)=C1O1051.4Standard non polar33892256
2,6-DimethylphenolCC1=CC=CC(C)=C1O1126.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2,6-Dimethylphenol,1TMS,isomer #1CC1=CC=CC(C)=C1O[Si](C)(C)C1230.7Semi standard non polar33892256
2,6-Dimethylphenol,1TBDMS,isomer #1CC1=CC=CC(C)=C1O[Si](C)(C)C(C)(C)C1488.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 2,6-Dimethylphenol EI-B (Non-derivatized)splash10-05i0-8900000000-6952903111c603d9229d2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2,6-Dimethylphenol EI-B (Non-derivatized)splash10-00di-9800000000-18a8beede2ffebb7acf42017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2,6-Dimethylphenol EI-B (Non-derivatized)splash10-05fr-7900000000-25623d364ea2e2daec202017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2,6-Dimethylphenol EI-B (Non-derivatized)splash10-05i0-8900000000-8a1b0af5939a912cc32f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2,6-Dimethylphenol EI-B (Non-derivatized)splash10-05i0-8900000000-6952903111c603d9229d2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2,6-Dimethylphenol EI-B (Non-derivatized)splash10-00di-9800000000-18a8beede2ffebb7acf42018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2,6-Dimethylphenol EI-B (Non-derivatized)splash10-05fr-7900000000-25623d364ea2e2daec202018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2,6-Dimethylphenol EI-B (Non-derivatized)splash10-05i0-8900000000-8a1b0af5939a912cc32f2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,6-Dimethylphenol GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-3900000000-9b5f6494ca218c03206e2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,6-Dimethylphenol GC-MS (1 TMS) - 70eV, Positivesplash10-00fu-8900000000-8f9c7b7a59d4fb237f022017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,6-Dimethylphenol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-05i0-9700000000-f5b0e950983b55b33fa22014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethylphenol 10V, Positive-QTOFsplash10-00di-0900000000-656a3c18896c3e420d9d2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethylphenol 20V, Positive-QTOFsplash10-00di-2900000000-6789ab1fffe1496b17522016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethylphenol 40V, Positive-QTOFsplash10-0gbc-9100000000-b183d531d75f7ddf11062016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethylphenol 10V, Negative-QTOFsplash10-00di-0900000000-67a3ee9ce567d04f80062016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethylphenol 20V, Negative-QTOFsplash10-00di-0900000000-c0586196c5ab3ff267e42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethylphenol 40V, Negative-QTOFsplash10-00di-9700000000-9ce80634a7f8a53d98842016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethylphenol 10V, Positive-QTOFsplash10-00di-0900000000-13e3a8efc7bb649866e52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethylphenol 20V, Positive-QTOFsplash10-00kf-9200000000-ae0483aa3e2cedd8acac2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethylphenol 40V, Positive-QTOFsplash10-00or-9100000000-5a5a1da18bb71a4b3b172021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethylphenol 10V, Negative-QTOFsplash10-00di-0900000000-99acd0a74fdc923b28382021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethylphenol 20V, Negative-QTOFsplash10-00di-4900000000-c72d08db24c5083cb7682021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethylphenol 40V, Negative-QTOFsplash10-02t9-9300000000-b29e0573447f367550d12021-09-22Wishart 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

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
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 IDC00052613
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 IDNot Available
Good Scents IDrw1035711
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.. .