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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:48:04 UTC
Update Date2023-02-21 17:21:38 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. 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 a bacon, bitter, and carnation tasting compound. 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). Sources of creosol include: Coal tar, creosote Wood, creosoteReduction product of vanillin using zinc powder in strong hydrochloric acidFound as glycosides in green vanilla beans. It is also found in tequila.
Structure
Data?1677000098
Synonyms
ValueSource
4-MethylguaiacolMeSH
CreosolMeSH
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
5-MethylguaiacolHMDB
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
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point5.5 °CNot Available
Boiling Point221.00 to 222.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility2093 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.925 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+129.82931661259
DarkChem[M-H]-127.13931661259
DeepCCS[M+H]+130.37330932474
DeepCCS[M-H]-126.54130932474
DeepCCS[M-2H]-163.76430932474
DeepCCS[M+Na]+139.30430932474
AllCCS[M+H]+126.832859911
AllCCS[M+H-H2O]+122.132859911
AllCCS[M+NH4]+131.232859911
AllCCS[M+Na]+132.532859911
AllCCS[M-H]-125.132859911
AllCCS[M+Na-2H]-126.832859911
AllCCS[M+HCOO]-128.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Methoxy-4-methylphenolCOC1=C(O)C=CC(C)=C11940.5Standard polar33892256
2-Methoxy-4-methylphenolCOC1=C(O)C=CC(C)=C11159.5Standard non polar33892256
2-Methoxy-4-methylphenolCOC1=C(O)C=CC(C)=C11197.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Methoxy-4-methylphenol,1TMS,isomer #1COC1=CC(C)=CC=C1O[Si](C)(C)C1297.3Semi standard non polar33892256
2-Methoxy-4-methylphenol,1TBDMS,isomer #1COC1=CC(C)=CC=C1O[Si](C)(C)C(C)(C)C1549.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 2-Methoxy-4-methylphenol EI-B (Non-derivatized)splash10-0079-8900000000-c42e8911b7e5bb460b862017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Methoxy-4-methylphenol EI-B (Non-derivatized)splash10-0079-8900000000-c42e8911b7e5bb460b862018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methoxy-4-methylphenol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0079-2900000000-15a46b79f8391d6c69662017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methoxy-4-methylphenol GC-MS (1 TMS) - 70eV, Positivesplash10-0072-5910000000-30cf6b8fe2b454aa0a7f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methoxy-4-methylphenol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methoxy-4-methylphenol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0079-9800000000-79f6c5643ac065193b942015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-4-methylphenol 10V, Positive-QTOFsplash10-000i-0900000000-d79622f054761511961f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-4-methylphenol 20V, Positive-QTOFsplash10-000i-1900000000-186bb7a1a13b13310f722016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-4-methylphenol 40V, Positive-QTOFsplash10-1000-9300000000-8f2b34f63ad1fd835b6e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-4-methylphenol 10V, Negative-QTOFsplash10-000i-0900000000-df50a00e5dc8e9a1f2ec2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-4-methylphenol 20V, Negative-QTOFsplash10-000i-0900000000-41c1e559c847063fb1e42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-4-methylphenol 40V, Negative-QTOFsplash10-05fr-9600000000-7e3c4dbc7d1fd009db5b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-4-methylphenol 10V, Positive-QTOFsplash10-0a4i-1900000000-3649f7c79a19e4bc82a92021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-4-methylphenol 20V, Positive-QTOFsplash10-0ar0-9500000000-1a0f4d510ef798661ce12021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-4-methylphenol 40V, Positive-QTOFsplash10-014i-9000000000-fab9fd9e596db561d31e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-4-methylphenol 10V, Negative-QTOFsplash10-000i-0900000000-08ef9d705ca98ce39abf2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-4-methylphenol 20V, Negative-QTOFsplash10-00dr-2900000000-09cc2771d42e461513a02021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-4-methylphenol 40V, Negative-QTOFsplash10-014l-9000000000-7718ec98bccb51b6db7a2021-09-24Wishart 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 Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>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
MarkerDB IDNot Available
Good Scents IDrw1020341
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.. .