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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:02:41 UTC
Update Date2019-07-23 06:15:33 UTC
HMDB IDHMDB0034241
Secondary Accession Numbers
  • HMDB34241
Metabolite Identification
Common Name4-Methoxybenzyl alcohol
Description4-Methoxybenzyl alcohol, also known as anis alcohol or 4-methoxy-benzenemethanol, belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure. It is a colorless liquid that is used as a fragrance and flavorant. Anisyl alcohol (4-methoxybenzyl alcohol) is an organic compound with the chemical formula CH3OC6H4CH2OH. 4-Methoxybenzyl alcohol is an extremely weak basic (essentially neutral) compound (based on its pKa). 4-Methoxybenzyl alcohol is a sweet, caramel, and chocolate tasting compound. Outside of the human body, 4-Methoxybenzyl alcohol is found, on average, in the highest concentration within anises. 4-Methoxybenzyl alcohol has also been detected, but not quantified in, herbs and spices. This could make 4-methoxybenzyl alcohol a potential biomarker for the consumption of these foods. It occurs naturally but is produced by reduction of anisaldehyde.
Structure
Data?1563862533
Synonyms
ValueSource
p-Methoxybenzyl alcoholHMDB
(4-Methoxyphenyl)methanolHMDB
4-AnisylalcoholHMDB
4-Methoxy-benzenemethanolHMDB
4-MethoxybenzenemethanolHMDB
Anis alcoholHMDB
Anise alcoholHMDB
Anisic alcoholHMDB
Anisyl alcoholHMDB
FEMA 2099HMDB
Jandajel(TM)-wangHMDB
p-AnisalcoholHMDB
p-Anisol alcoholHMDB
p-Anisyl alcoholHMDB
p-Methoxy-benzyl alcoholHMDB
AnisalcoholMeSH
Para-methoxybenzyl alcoholMeSH
4-Methoxybenzyl alcoholMeSH
Chemical FormulaC8H10O2
Average Molecular Weight138.1638
Monoisotopic Molecular Weight138.068079564
IUPAC Name(4-methoxyphenyl)methanol
Traditional NameP-methoxybenzyl alcohol
CAS Registry Number105-13-5
SMILES
COC1=CC=C(CO)C=C1
InChI Identifier
InChI=1S/C8H10O2/c1-10-8-4-2-7(6-9)3-5-8/h2-5,9H,6H2,1H3
InChI KeyMSHFRERJPWKJFX-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzyl alcohols
Direct ParentBenzyl alcohols
Alternative Parents
Substituents
  • Phenoxy compound
  • Methoxybenzene
  • Phenol ether
  • Benzyl alcohol
  • Anisole
  • Alkyl aryl ether
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point24 - 25 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility2 mg/mL at 20 °CNot Available
LogP1.10Not Available
Predicted Properties
PropertyValueSource
Water Solubility16.6 g/LALOGPS
logP1.28ALOGPS
logP1.05ChemAxon
logS-0.92ALOGPS
pKa (Strongest Acidic)15.02ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.46 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity39.34 m³·mol⁻¹ChemAxon
Polarizability14.91 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)splash10-052r-9800000000-cfcd0815c0a87cd7d527Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-052r-7900000000-ce52521c68b1292fe73cSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-052r-9800000000-cfcd0815c0a87cd7d527Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-052r-7900000000-ce52521c68b1292fe73cSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ab9-4900000000-480951750ad690ec58d7Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-8900000000-eba3d2a9408e5ee5717aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-2b7cd82afea1ccde069cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-60414e61582c91a8035fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-9400000000-54784f51783310b2295fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-531de348cc7d75f5611eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052r-0900000000-39011f0839e664873de7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0adi-9700000000-bea4188e793f6b6931b9Spectrum
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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012554
KNApSAcK IDNot Available
Chemspider ID21105859
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAnisyl alcohol
METLIN IDNot Available
PubChem Compound7738
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.. .