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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:47:12 UTC
Update Date2019-07-23 06:10:07 UTC
HMDB IDHMDB0032012
Secondary Accession Numbers
  • HMDB32012
Metabolite Identification
Common Name4-Hydroxy-3-methoxybenzenemethanol
Description4-Hydroxy-3-methoxybenzenemethanol, also known as 4-hydroxy-3-methoxybenzyl alcohol or 3-methoxy-4-hydroxybenzyl alcohol, 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. 4-Hydroxy-3-methoxybenzenemethanol is a drug. 4-Hydroxy-3-methoxybenzenemethanol is an extremely weak basic (essentially neutral) compound (based on its pKa). 4-Hydroxy-3-methoxybenzenemethanol is a sweet, anise, and balsam tasting compound. Outside of the human body, 4-hydroxy-3-methoxybenzenemethanol has been detected, but not quantified in, fruits and herbs and spices. This could make 4-hydroxy-3-methoxybenzenemethanol a potential biomarker for the consumption of these foods. A monomethoxybenzene that is 2-methoxyphenol substituted by a hydroxymethyl group at position 4.
Structure
Data?1563862207
Synonyms
ValueSource
4-Hydroxy-3-methoxy-benzenemethanolChEBI
4-Hydroxy-3-methoxybenzyl alcoholChEBI
3-Methoxy-4-hydroxybenzyl alcoholHMDB
4-(Hydroxymethyl)-2-methoxyphenolHMDB
4-HYDROXY-3-methoxy-benzyl alcoholHMDB
4-Hydroxy-3-methoxybenzenemethanol, 9ciHMDB
4-Hydroxy-3-methoxyphenyl methanolHMDB
4-Hydroxy-3-methoxyphenylmethanolHMDB
a,4-Dihydroxy-3-methoxytolueneHMDB
FEMA 3737HMDB
V 0018 (Alcohol)HMDB
Vanillic alcoholHMDB
Vanillin alcoholHMDB
VanillolHMDB
Vanillyl alcoholHMDB
Vanillyl-alcoholHMDB
4-Hydroxy-3-methoxybenzenemethanolChEBI
Chemical FormulaC8H10O3
Average Molecular Weight154.1632
Monoisotopic Molecular Weight154.062994186
IUPAC Name4-(hydroxymethyl)-2-methoxyphenol
Traditional Namevanillyl alcohol
CAS Registry Number498-00-0
SMILES
COC1=C(O)C=CC(CO)=C1
InChI Identifier
InChI=1S/C8H10O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-4,9-10H,5H2,1H3
InChI KeyZENOXNGFMSCLLL-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 ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point114 - 115 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility2 mg/mL at 20 °CNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility29.4 g/LALOGPS
logP0.5ALOGPS
logP0.74ChemAxon
logS-0.72ALOGPS
pKa (Strongest Acidic)9.92ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.69 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity41.32 m³·mol⁻¹ChemAxon
Polarizability15.74 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-05ot-1980000000-90c0d7b9d5ab2ad49ebdSpectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-05ot-1980000000-90c0d7b9d5ab2ad49ebdSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dr-1900000000-4bfb638326b97e8c9eebSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00gi-7390000000-dfd8ee944e68b10e2514Spectrum
LC-MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Negativesplash10-0udr-0900000000-cae1bb4557de8c5c425eSpectrum
LC-MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Negativesplash10-0udi-0900000000-a953d3d5aa4c7a4bbb1dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4r-0900000000-8cec776a8684a3c300baSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-c5e19bc7f2c583cdd9d1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052r-5900000000-5795c57b2d2294956f78Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-da35d09bba9c4f0150c1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0uki-1900000000-bddb6a9312eb8cd5304dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9800000000-8b1a492cf5623f10508dSpectrum
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 IDDB12087
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008710
KNApSAcK IDNot Available
Chemspider ID56139
KEGG Compound IDC06317
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkVanillyl_alcohol
METLIN IDNot Available
PubChem Compound62348
PDB IDNot Available
ChEBI ID18353
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.. .