You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Yeast Metabolome Database.
Identification
YMDB IDYMDB01629
NameAcetophenone
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionAcetophenone, also known as 1-phenylethanone or acetylbenzene, 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. Acetophenone is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
Synonyms
  • 1-Phenyl-1-ethanone
  • 1-Phenylethanone
  • 1,3-Diphenyl-2-propen-1-one
  • Acetophenone
  • Acetylbenzene
  • Acetylbenzol
  • alpha-Acetophenone
  • Benzene, acetyl-
  • Benzoyl methide
  • Benzylideneacetophenone
  • Chalcone
  • Ethanone, 1-phenyl-
  • Hypnone
  • Ketone, methyl phenyl-
  • Methyl phenyl ketone
  • Phenyl methyl ketone
  • phenylethanone
  • 1-Phenyl-ethanone
  • 1-Phenylethan-1-one
  • 1-Phenylethanone (acetophenone)
  • 1-Phenylethanone, 9ci
  • Acetofenon
  • Acetophenon
  • Acetyl-benzene
  • Benzoylmethide
  • Dymex
  • FEMA 2009
  • Hypnon
  • Ketone, methyl phenyl
  • Methyl phenyl-ketone
  • Methylphenylketone
  • Nchem.180-comp5
  • Phenyl
  • Phenylmethylketone
CAS number98-86-2
WeightAverage: 120.1485
Monoisotopic: 120.057514878
InChI KeyKWOLFJPFCHCOCG-UHFFFAOYSA-N
InChIInChI=1S/C8H8O/c1-7(9)8-5-3-2-4-6-8/h2-6H,1H3
IUPAC Name1-phenylethan-1-one
Traditional IUPAC Nameacetophenone
Chemical FormulaC8H8O
SMILESCC(=O)C1=CC=CC=C1
Chemical Taxonomy
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
  • Benzenoid
  • Monocyclic benzene moiety
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateLiquid
Charge0
Melting point20 °C
Experimental Properties
PropertyValueReference
Water Solubility6.13 mg/mL at 25 oC [SOUTHWORTH,GR & KELLER,JL (1986)]PhysProp
LogP1.58 [HANSCH,C ET AL. (1995)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility1.36 g/LALOGPS
logP1.65ALOGPS
logP1.53ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)16.1ChemAxon
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity36.46 m³·mol⁻¹ChemAxon
Polarizability13.05 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic PropertiesNot Available
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-9700000000-224496fb4a326cb28b65JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-9800000000-5d4a6da80c6c3c5f5fbbJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-8900000000-72a8572391def7a73d00JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0pdi-9600000000-d687340f90f63f7dc2dbJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0pdi-9500000000-3f26e145dcae1ef98802JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-9600000000-558d4c95783742599522JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0adi-9700000000-6f2471f8e98524af3f5bJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0fr2-1900000000-a41b0cedd919c67e41f4JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-9700000000-224496fb4a326cb28b65JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-9800000000-5d4a6da80c6c3c5f5fbbJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-8900000000-72a8572391def7a73d00JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0pdi-9600000000-d687340f90f63f7dc2dbJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0pdi-9500000000-3f26e145dcae1ef98802JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-9600000000-558d4c95783742599522JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0adi-9700000000-6f2471f8e98524af3f5bJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0fr2-1900000000-a41b0cedd919c67e41f4JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0pi0-9700000000-60050b91c62443766d21JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-7c012935d15ff7510bb2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-1900000000-2aa01ede85e5b5caa8d8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-6900000000-d47a5846f1d60b451390JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-ba5d67d7d79e78cf111eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-2900000000-b904a793250c40e784a3JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9400000000-f72df069d2851aa2de2aJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
References
References:Not Available
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID27632
HMDB IDHMDB0033910
Pubchem Compound ID7410
Kegg IDC01484
ChemSpider ID7132
FOODB IDFDB012106
Wikipedia IDAcetophenone
BioCyc IDNot Available