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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:48:04 UTC
Update Date2018-05-20 00:12:38 UTC
HMDB IDHMDB0032136
Secondary Accession Numbers
  • HMDB32136
Metabolite Identification
Common Name2-Methoxy-4-methylphenol
Description2-Methoxy-4-methylphenol, also known as 4-methylguaiacol or creosol, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. 2-Methoxy-4-methylphenol exists as a liquid, slightly soluble (in water), and a very weakly acidic compound (based on its pKa). 2-Methoxy-4-methylphenol has been primarily detected in feces. Within the cell, 2-methoxy-4-methylphenol is primarily located in the cytoplasm. 2-Methoxy-4-methylphenol is a bacon, bitter, and carnation tasting compound that can be found in a number of food items such as anise, green bell pepper, pepper (c. annuum), and orange bell pepper. This makes 2-methoxy-4-methylphenol a potential biomarker for the consumption of these food products.
Structure
Thumb
Synonyms
ValueSource
1-Hydroxy-2-methoxy-4-methylbenzeneHMDB
2-Hydroxy-5-methylanisoleHMDB
2-Methoxy-4-cresolHMDB
2-Methoxy-4-methyl-phenolHMDB
2-Methoxy-4-methylphenol (4-methylguaiacol)HMDB
2-Methoxy-4-methylphenol (creosol)HMDB
2-Methoxy-4-methylphenol, 9ciHMDB
2-Methoxy-P-cresolHMDB
3-Methoxy-4-hydroxytolueneHMDB
3-Methoxy-4-methyl-phenolHMDB
4-Hydroxy-3-methoxy-1-methylbenzeneHMDB
4-Hydroxy-3-methoxytolueneHMDB
4-Methyl guaiacolHMDB
4-Methyl-2-methoxyphenolHMDB
4-Methyl-2-methoxyphenol (4-methylguaiacol)HMDB
4-MethylguaiacolHMDB
5-MethylguaiacolHMDB
CreosolHMDB
Cresolum drudumHMDB
FEMA 2671HMDB
Homocatechol methyl esterHMDB
Homocatechol monomethyl etherHMDB
HomoguaiacolHMDB
KreosolHMDB
P-CreosolHMDB
P-MethylguaiacolHMDB
P-MethylguaicolHMDB
Phenol, 4-methyl-2-methoxyHMDB
RohkcrsolHMDB
ValspiceHMDB
Chemical FormulaC8H10O2
Average Molecular Weight138.1638
Monoisotopic Molecular Weight138.068079564
IUPAC Name2-methoxy-4-methylphenol
Traditional Namecreosol
CAS Registry Number93-51-6
SMILES
COC1=C(O)C=CC(C)=C1
InChI Identifier
InChI=1S/C8H10O2/c1-6-3-4-7(9)8(5-6)10-2/h3-5,9H,1-2H3
InChI KeyPETRWTHZSKVLRE-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as methoxyphenols. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenols and derivatives
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Methoxyphenol
  • Methoxybenzene
  • Phenol ether
  • P-cresol
  • Anisole
  • Toluene
  • Alkyl aryl ether
  • Ether
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point5.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility6.71 g/LALOGPS
logP1.79ALOGPS
logP2.03ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)10.34ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.46 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity39.54 m³·mol⁻¹ChemAxon
Polarizability14.77 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0079-8900000000-c42e8911b7e5bb460b86View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0079-8900000000-c42e8911b7e5bb460b86View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0079-2900000000-15a46b79f8391d6c6966View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0072-5910000000-30cf6b8fe2b454aa0a7fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-d79622f054761511961fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-1900000000-186bb7a1a13b13310f72View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-1000-9300000000-8f2b34f63ad1fd835b6eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-df50a00e5dc8e9a1f2ecView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-41c1e559c847063fb1e4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05fr-9600000000-7e3c4dbc7d1fd009db5bView in MoNA
MSMass Spectrum (Electron Ionization)splash10-0079-9800000000-79f6c5643ac065193b94View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Adult (>18 years old)Both
Clostridium difficile infection
details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008862
KNApSAcK IDNot Available
Chemspider ID21105936
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCreosol
METLIN IDNot Available
PubChem Compound7144
PDB IDNot Available
ChEBI 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.. .