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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:20:37 UTC
Update Date2019-07-23 06:13:50 UTC
HMDB IDHMDB0033597
Secondary Accession Numbers
  • HMDB33597
Metabolite Identification
Common Name4-(4-Methoxyphenyl)-2-butanone
Description4-(4-Methoxyphenyl)-2-butanone, also known as 4-methoxybenzylacetone or anisylacetone, belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. 4-(4-Methoxyphenyl)-2-butanone is an extremely weak basic (essentially neutral) compound (based on its pKa). 4-(4-Methoxyphenyl)-2-butanone is a sweet, absolute, and cassie tasting compound. Outside of the human body, 4-(4-Methoxyphenyl)-2-butanone has been detected, but not quantified in, herbs and spices. This could make 4-(4-methoxyphenyl)-2-butanone a potential biomarker for the consumption of these foods.
Structure
Data?1563862430
Synonyms
ValueSource
1-(4-Methoxyphenyl)-3-butanoneHMDB
1-(p-Methoxyphenyl)-3-butanoneHMDB
2-Butanone, 4-(p-methoxyphenyl)- (6ci,7ci,8ci)HMDB
4-(4-Methoxyphenyl)-butan-2-oneHMDB
4-(p-Methoxyphenyl)-2-butanoneHMDB
4-MethoxybenzylacetoneHMDB
AnisylacetoneHMDB
FEMA 2672HMDB
p-AnisylacetoneHMDB
p-MethoxybenzylacetoneHMDB
p-MethoxyphenylbutanoneHMDB
Rasberry ketone methyl etherHMDB
Raspberry ketone methyl etherHMDB
Chemical FormulaC11H14O2
Average Molecular Weight178.2277
Monoisotopic Molecular Weight178.099379692
IUPAC Name4-(4-methoxyphenyl)butan-2-one
Traditional Name4-(4-methoxyphenyl)butan-2-one
CAS Registry Number104-20-1
SMILES
COC1=CC=C(CCC(C)=O)C=C1
InChI Identifier
InChI=1S/C11H14O2/c1-9(12)3-4-10-5-7-11(13-2)8-6-10/h5-8H,3-4H2,1-2H3
InChI KeyPCBSXBYCASFXTM-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol ethers
Sub ClassAnisoles
Direct ParentAnisoles
Alternative Parents
Substituents
  • Phenoxy compound
  • Methoxybenzene
  • Anisole
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Ketone
  • Ether
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point9 - 10 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.13 g/LALOGPS
logP1.96ALOGPS
logP2.23ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)19.59ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity51.98 m³·mol⁻¹ChemAxon
Polarizability20.12 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-5900000000-47c1f7655edcdfde74c6Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-5900000000-47c1f7655edcdfde74c6Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-6900000000-0e464820da0a2ad34901Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01t9-0900000000-fb91b7380eab0d1d46a2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03fr-1900000000-53bdf5e2726d42023c00Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-6900000000-2f1b90d54a890adbde3bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-34a11443c7a4f32f0c7eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0900000000-a92a2296d3fc1aa5cfa6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-08fu-2900000000-371a092e4c9f26dbbfe9Spectrum
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 IDFDB011682
KNApSAcK IDNot Available
Chemspider ID54968
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61007
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
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.. .