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Showing metabocard for 2-Methoxy-4-methylphenol (HMDB0032136)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:48:04 UTC
Update Date2019-07-23 06:10:24 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. Creosol reacts with hydrogen halides to give a catechol. Compared with phenol, creosol is a less toxic disinfectant. It is one of the components of creosote. 2-Methoxy-4-methylphenol is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Methoxy-4-methylphenol is a bacon, bitter, and carnation tasting compound. Outside of the human body, 2-Methoxy-4-methylphenol has been detected, but not quantified in, several different foods, such as red bell peppers, green bell peppers, orange bell peppers, corns, and pepper (c. annuum). This could make 2-methoxy-4-methylphenol a potential biomarker for the consumption of these foods. Sources of creosol include:Coal tar creosoteWood creosoteReduction product of vanillin using zinc powder in strong hydrochloric acidFound as glycosides in green vanilla beansIt is also found in tequila. Creosol is a chemical compound with the molecular formula C8H10O2.
Structure
Data?1563862224
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
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
Description 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.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Methoxyphenol
  • Phenoxy compound
  • Methoxybenzene
  • Phenol ether
  • P-cresol
  • Anisole
  • 1-hydroxy-2-unsubstituted benzenoid
  • Toluene
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Ether
  • 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

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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0079-8900000000-c42e8911b7e5bb460b86Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0079-8900000000-c42e8911b7e5bb460b86Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0079-2900000000-15a46b79f8391d6c6966Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0072-5910000000-30cf6b8fe2b454aa0a7fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-d79622f054761511961fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-1900000000-186bb7a1a13b13310f72Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-1000-9300000000-8f2b34f63ad1fd835b6eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-df50a00e5dc8e9a1f2ecSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-41c1e559c847063fb1e4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05fr-9600000000-7e3c4dbc7d1fd009db5bSpectrum
MSMass Spectrum (Electron Ionization)splash10-0079-9800000000-79f6c5643ac065193b94Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
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
FooDB 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
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.. .