Record Information
Version1.0
Creation date2010-04-08 22:09:11 UTC
Update date2020-09-17 15:35:38 UTC
Primary IDFDB010549
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4'-Methylacetophenone
Description4-Methylacetophenone, belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. 4-methylacetophenone is a colorless clear liquid. It is a cumin-like, sweet, vanilla, cream tasting compound and it smells like hawthorn and acacia. It has been detected, but not quantified in several different foods, such as citrus, garden tomato, milk and milk products, pepper (Capsicum frutescens), celery stalks, green vegetables, and herbs and spices.
CAS Number122-00-9
Structure
Thumb
Synonyms
SynonymSource
1-p-TolylethanoneHMDB
(4-Methylphenyl) methyl ketoneHMDB
(4-Methylphenyl)ethanoneHMDB
1-(4-Methylphenyl)-ethanoneHMDB
1-(4-Methylphenyl)ethanoneHMDB
1-(4-Methylphenyl)ethanone, 9ciHMDB
1-Acetyl-4-methylbenzeneHMDB
1-Methyl-4-acetylbenzeneHMDB
4'-Methyl-acetophenoneHMDB
4-AcetyltolueneHMDB
4-MethylacetophenoneHMDB
4-Methylphenyl methyl ketoneHMDB
EsberivenHMDB
FEMA 2677HMDB
MelilotHMDB
MelilotalHMDB
Methyl p-tolyl ketoneHMDB
Nchem.328-comp4aHMDB
p-AcetotolueneHMDB
p-AcetyltolueneHMDB
p-Methyl acetophenoneHMDB
p-MethylacetophenoneHMDB
p-Tolyl methyl ketoneHMDB
Para-methyl-acetophenoneHMDB
Sweet cloverHMDB
Yellow melilotHMDB
Yellow sweet cloverHMDB
1-(4-Methylphenyl)ethanone, 9CIdb_source
Acetophenone, 4'-methyl-biospider
Ethanone, 1-(4-methylphenyl)-biospider
nchem.328-comp4abiospider
P-acetotoluenebiospider
P-methyl acetophenonebiospider
P-methylacetophenonebiospider
P-Tolyl methyl ketoneHMDB
Tolyl methyl ketone, p-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.41 g/LALOGPS
logP2.11ALOGPS
logP2.04ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)16.24ChemAxon
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity41.5 m³·mol⁻¹ChemAxon
Polarizability15.25 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC9H10O
IUPAC name1-(4-methylphenyl)ethan-1-one
InChI IdentifierInChI=1S/C9H10O/c1-7-3-5-9(6-4-7)8(2)10/h3-6H,1-2H3
InChI KeyGNKZMNRKLCTJAY-UHFFFAOYSA-N
Isomeric SMILESCC(=O)C1=CC=C(C)C=C1
Average Molecular Weight134.1751
Monoisotopic Molecular Weight134.073164942
Classification
Description belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlkyl-phenylketones
Alternative Parents
Substituents
  • Alkyl-phenylketone
  • Acetophenone
  • Aryl alkyl ketone
  • Benzoyl
  • Toluene
  • Benzenoid
  • Monocyclic benzene moiety
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
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 80.56%; H 7.51%; O 11.92%DFC
Melting PointMp 28°DFC
Boiling PointBp11 112.5°DFC
Experimental Water Solubility0.372 mg/mL at 15 oCBEILSTEIN
Experimental logP2.10HANSCH,C ET AL. (1995)
Experimental pKapKa1 -5.47 (H2SO4 aq.)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 1.01DFC
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-9600000000-a92d1697dd1d26696edfJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-9600000000-85f57b491dbb01accb9bJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-7900000000-8e83cde453c9bb1a2691JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-9600000000-a92d1697dd1d26696edfJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-9600000000-85f57b491dbb01accb9bJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-7900000000-8e83cde453c9bb1a2691JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00l6-9700000000-5970dda8f25ef4c8f31eJSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 4V, positivesplash10-000i-0900000000-1aa44c77adb1c809c577JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-000i-1900000000-6b0914df8569f3576ee0JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-1422d7d0db615591b4d4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-1900000000-490f8c6ed3c0d0849d96JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9800000000-2659743858f670101339JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-593df1ecfcd3700ce493JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-2900000000-00dfb8ca8306f0c1a037JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kf-9700000000-7db79e008a5eb79ef30bJSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-014l-9600000000-7ad10c5893127ecbd0bfJSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
ChemSpider ID8186
ChEMBL IDCHEMBL271871
KEGG Compound IDNot Available
Pubchem Compound ID8500
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32608
CRC / DFC (Dictionary of Food Compounds) IDFCS87-F:FCS87-F
EAFUS ID2228
Dr. Duke IDP-METHYL-ACETOPHENONE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID122-00-9
GoodScent IDrw1008191
SuperScent ID8500
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 / Bioactivities
DescriptorIDDefinitionReference
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
perfumery48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
bitter almond
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
hawthorne
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
hawthorn
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mimosa
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
coumarin
  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.
acetophenone
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bitteralmond
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).