Record Information
Version1.0
Creation date2010-04-08 22:08:13 UTC
Update date2018-05-28 22:47:41 UTC
Primary IDFDB008710
Secondary Accession NumbersNot Available
Chemical Information
FooDB 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 an extremely weak basic (essentially neutral) compound (based on its pKa). 4-Hydroxy-3-methoxybenzenemethanol is a sweet, anise, and balsam tasting compound. 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.
CAS Number498-00-0
Structure
Thumb
Synonyms
SynonymSource
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
4-HYDROXY-3-METHOXY-BENZYL ALCOHOLbiospider
4-Hydroxy-3-methoxybenzenemethanol, 9CIdb_source
Benzenemethanol, 4-hydroxy-3-methoxy-biospider
V 0018 (alcohol)biospider
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC8H10O3
IUPAC name4-(hydroxymethyl)-2-methoxyphenol
InChI IdentifierInChI=1S/C8H10O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-4,9-10H,5H2,1H3
InChI KeyZENOXNGFMSCLLL-UHFFFAOYSA-N
Isomeric SMILESCOC1=C(O)C=CC(CO)=C1
Average Molecular Weight154.1632
Monoisotopic Molecular Weight154.062994186
Classification
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:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 62.33%; H 6.54%; O 31.13%DFC
Melting PointMp 114-115°DFC
Boiling PointNot Available
Experimental Water Solubility2 mg/mL at 20 oCBEILSTEIN
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-05ot-1980000000-90c0d7b9d5ab2ad49ebdJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-05ot-1980000000-90c0d7b9d5ab2ad49ebdJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dr-1900000000-4bfb638326b97e8c9eebJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00gi-7390000000-dfd8ee944e68b10e2514JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Negativesplash10-0udr-0900000000-cae1bb4557de8c5c425eJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Negativesplash10-0udi-0900000000-a953d3d5aa4c7a4bbb1dJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4r-0900000000-8cec776a8684a3c300baJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-c5e19bc7f2c583cdd9d1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052r-5900000000-5795c57b2d2294956f78JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-da35d09bba9c4f0150c1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0uki-1900000000-bddb6a9312eb8cd5304dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9800000000-8b1a492cf5623f10508dJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
ChemSpider ID56139
ChEMBL IDNot Available
KEGG Compound IDC06317
Pubchem Compound ID62348
Pubchem Substance IDNot Available
ChEBI ID18353
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32012
CRC / DFC (Dictionary of Food Compounds) IDDSQ58-Z:DSQ68-C
EAFUS ID3836
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1037781
SuperScent ID62348
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
anise
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
balsam
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
creamy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
phenolic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
vanilla
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tonka
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference