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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:20:37 UTC
Update Date2023-02-21 17:23:28 UTC
HMDB IDHMDB0033597
Secondary Accession Numbers
  • HMDB33597
Metabolite Identification
Common Name4-(4-Methoxyphenyl)-2-butanone
Description4-(4-Methoxyphenyl)-2-butanone 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 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. Based on a literature review very few articles have been published on 4-(4-Methoxyphenyl)-2-butanone.
Structure
Data?1677000208
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
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point9 - 10 °CNot Available
Boiling Point152.00 to 153.00 °C. @ 15.00 mm HgThe Good Scents Company Information System
Water Solubility0 slightlyThe Good Scents Company Information System
LogP1.852 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+142.67831661259
DarkChem[M-H]-141.27731661259
DeepCCS[M+H]+142.98830932474
DeepCCS[M-H]-139.16130932474
DeepCCS[M-2H]-176.82830932474
DeepCCS[M+Na]+152.36730932474
AllCCS[M+H]+139.532859911
AllCCS[M+H-H2O]+135.232859911
AllCCS[M+NH4]+143.532859911
AllCCS[M+Na]+144.632859911
AllCCS[M-H]-142.732859911
AllCCS[M+Na-2H]-143.632859911
AllCCS[M+HCOO]-144.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-(4-Methoxyphenyl)-2-butanoneCOC1=CC=C(CCC(C)=O)C=C12284.9Standard polar33892256
4-(4-Methoxyphenyl)-2-butanoneCOC1=CC=C(CCC(C)=O)C=C11426.3Standard non polar33892256
4-(4-Methoxyphenyl)-2-butanoneCOC1=CC=C(CCC(C)=O)C=C11501.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-(4-Methoxyphenyl)-2-butanone,1TMS,isomer #1COC1=CC=C(CC=C(C)O[Si](C)(C)C)C=C11687.6Semi standard non polar33892256
4-(4-Methoxyphenyl)-2-butanone,1TMS,isomer #1COC1=CC=C(CC=C(C)O[Si](C)(C)C)C=C11629.8Standard non polar33892256
4-(4-Methoxyphenyl)-2-butanone,1TMS,isomer #2C=C(CCC1=CC=C(OC)C=C1)O[Si](C)(C)C1640.6Semi standard non polar33892256
4-(4-Methoxyphenyl)-2-butanone,1TMS,isomer #2C=C(CCC1=CC=C(OC)C=C1)O[Si](C)(C)C1606.8Standard non polar33892256
4-(4-Methoxyphenyl)-2-butanone,1TBDMS,isomer #1COC1=CC=C(CC=C(C)O[Si](C)(C)C(C)(C)C)C=C11930.0Semi standard non polar33892256
4-(4-Methoxyphenyl)-2-butanone,1TBDMS,isomer #1COC1=CC=C(CC=C(C)O[Si](C)(C)C(C)(C)C)C=C11874.6Standard non polar33892256
4-(4-Methoxyphenyl)-2-butanone,1TBDMS,isomer #2C=C(CCC1=CC=C(OC)C=C1)O[Si](C)(C)C(C)(C)C1884.4Semi standard non polar33892256
4-(4-Methoxyphenyl)-2-butanone,1TBDMS,isomer #2C=C(CCC1=CC=C(OC)C=C1)O[Si](C)(C)C(C)(C)C1821.9Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 4-(4-Methoxyphenyl)-2-butanone EI-B (Non-derivatized)splash10-00di-5900000000-47c1f7655edcdfde74c62017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 4-(4-Methoxyphenyl)-2-butanone EI-B (Non-derivatized)splash10-00di-5900000000-47c1f7655edcdfde74c62018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-(4-Methoxyphenyl)-2-butanone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-6900000000-0e464820da0a2ad349012017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-(4-Methoxyphenyl)-2-butanone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methoxyphenyl)-2-butanone 10V, Positive-QTOFsplash10-01t9-0900000000-fb91b7380eab0d1d46a22016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methoxyphenyl)-2-butanone 20V, Positive-QTOFsplash10-03fr-1900000000-53bdf5e2726d42023c002016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methoxyphenyl)-2-butanone 40V, Positive-QTOFsplash10-0udi-6900000000-2f1b90d54a890adbde3b2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methoxyphenyl)-2-butanone 10V, Negative-QTOFsplash10-004i-0900000000-34a11443c7a4f32f0c7e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methoxyphenyl)-2-butanone 20V, Negative-QTOFsplash10-004i-0900000000-a92a2296d3fc1aa5cfa62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methoxyphenyl)-2-butanone 40V, Negative-QTOFsplash10-08fu-2900000000-371a092e4c9f26dbbfe92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methoxyphenyl)-2-butanone 10V, Negative-QTOFsplash10-0a6r-9500000000-a3cdd66b758aa32c8a752021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methoxyphenyl)-2-butanone 20V, Negative-QTOFsplash10-0a4i-9400000000-21f8cbe8cf90bad50c862021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methoxyphenyl)-2-butanone 40V, Negative-QTOFsplash10-0ar3-8900000000-0a3dcd3ac26dba1e01422021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methoxyphenyl)-2-butanone 10V, Positive-QTOFsplash10-024i-0900000000-faef2f5115e472c8ef2e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methoxyphenyl)-2-butanone 20V, Positive-QTOFsplash10-0229-3900000000-3f15e84d9f9733e6c2a22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methoxyphenyl)-2-butanone 40V, Positive-QTOFsplash10-004i-9800000000-32e1d913fad7e645cd5e2021-09-22Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
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 IDC00054097
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 IDNot Available
Good Scents IDrw1021652
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.. .