Record Information
Version1.0
Creation date2010-04-08 22:09:46 UTC
Update date2019-11-26 03:05:16 UTC
Primary IDFDB011682
Secondary Accession NumbersNot Available
Chemical Information
FooDB 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. 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.
CAS Number104-20-1
Structure
Thumb
Synonyms
SynonymSource
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
2-Butanone, 4-(4-methoxyphenyl)-biospider
2-Butanone, 4-(p-methoxyphenyl)- (6CI,7CI,8CI)biospider
4-(4-Methoxyphenyl)-2-butanonedb_source
Anisylacetone, p-biospider
Methoxybenzylacetone, p-biospider
P-AnisylacetoneHMDB
Predicted Properties
PropertyValueSource
Water Solubility0.13 g/LALOGPS
logP1.96ALOGPS
logP2.23ChemAxon
logS-3.1ALOGPS
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 RuleYesChemAxon
Chemical FormulaC11H14O2
IUPAC name4-(4-methoxyphenyl)butan-2-one
InChI IdentifierInChI=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
Isomeric SMILESCOC1=CC=C(CCC(C)=O)C=C1
Average Molecular Weight178.2277
Monoisotopic Molecular Weight178.099379692
Classification
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:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 74.13%; H 7.92%; O 17.95%DFC
Melting PointMp 9-10°DFC
Boiling PointBp0.025 87-89°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd224 1.05DFC
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-5900000000-47c1f7655edcdfde74c6JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-5900000000-47c1f7655edcdfde74c6JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-6900000000-0e464820da0a2ad34901JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01t9-0900000000-fb91b7380eab0d1d46a2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03fr-1900000000-53bdf5e2726d42023c00JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-6900000000-2f1b90d54a890adbde3bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-34a11443c7a4f32f0c7eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0900000000-a92a2296d3fc1aa5cfa6JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-08fu-2900000000-371a092e4c9f26dbbfe9JSpectraViewer
ChemSpider ID54968
ChEMBL IDCHEMBL3184371
KEGG Compound IDNot Available
Pubchem Compound ID61007
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33597
CRC / DFC (Dictionary of Food Compounds) IDGZX39-H:GXZ62-F
EAFUS ID2217
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1021651
SuperScent ID61007
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
raspberry
  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.
dried raspberry
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
rose
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cherry
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cassie
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
absolute
  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