Record Information
Version1.0
Creation date2010-04-08 22:08:13 UTC
Update date2019-11-26 03:03:01 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, 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 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. Based on a literature review a significant number of articles have been published on 4-Hydroxy-3-methoxybenzenemethanol.
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
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 Parents
Substituents
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Benzyl alcohol
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Ether
  • Primary alcohol
  • Aromatic alcohol
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS4-Hydroxy-3-methoxybenzenemethanol, non-derivatized, GC-MS Spectrumsplash10-05ot-1980000000-90c0d7b9d5ab2ad49ebdSpectrum
GC-MS4-Hydroxy-3-methoxybenzenemethanol, non-derivatized, GC-MS Spectrumsplash10-05ot-1980000000-90c0d7b9d5ab2ad49ebdSpectrum
Predicted GC-MS4-Hydroxy-3-methoxybenzenemethanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dr-1900000000-4bfb638326b97e8c9eebSpectrum
Predicted GC-MS4-Hydroxy-3-methoxybenzenemethanol, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00gi-7390000000-dfd8ee944e68b10e2514Spectrum
Predicted GC-MS4-Hydroxy-3-methoxybenzenemethanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Negativesplash10-0udr-0900000000-cae1bb4557de8c5c425e2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Negativesplash10-0udi-0900000000-a953d3d5aa4c7a4bbb1d2017-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4r-0900000000-8cec776a8684a3c300ba2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-c5e19bc7f2c583cdd9d12015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052r-5900000000-5795c57b2d2294956f782015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-da35d09bba9c4f0150c12015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0uki-1900000000-bddb6a9312eb8cd5304d2015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9800000000-8b1a492cf5623f10508d2015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-55caab0c9e31716e1c832021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0zmr-0900000000-622397e9193433d156222021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0zfr-9500000000-e4dfb45f82af81f401b12021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-2900000000-01d9f9426f095b48367d2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4r-1900000000-97c5e5bea153c9d796512021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pc0-9300000000-7d51ed335759aaf044c42021-09-24View Spectrum
NMRNot Available
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