Record Information
Version1.0
Creation date2010-04-08 22:09:59 UTC
Update date2015-07-20 22:47:02 UTC
Primary IDFDB012106
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameAcetophenone
DescriptionFlavouring ingredient used in fruit flavours; leavening agent Acetophenone is a raw material for the synthesis of some pharmaceuticals and is also listed as an approved excipient by the U.S. FDA. In a 1994 report released by five top cigarette companies in the U.S., acetophenone was listed as one of the 599 additives to cigarettes.; Acetophenone is the organic compound with the formula C6H5C(O)CH3. It is the simplest aromatic ketone. This colourless, viscous liquid is a precursor to useful resins and fragrances.
CAS Number98-86-2
Structure
Thumb
Synonyms
SynonymSource
α-acetophenonebiospider
1-Phenyl-1-ethanonebiospider
1-Phenyl-ethanoneHMDB
1-phenylethan-1-onebiospider
1-Phenylethanonebiospider
1-Phenylethanone (acetophenone)biospider
1-Phenylethanone, 9CIdb_source
Acetofenonbiospider
Acetophenonbiospider
Acetyl-benzeneHMDB
Acetylbenzenedb_source
Acetylbenzolbiospider
alpha-AcetophenoneHMDB
Benzene, acetyl-biospider
Benzoyl methidebiospider
Benzoylmethidebiospider
Dymexbiospider
Ethanone, 1-phenyl-biospider
FEMA 2009db_source
Hypnonbiospider
Hypnonedb_source
Ketone, methyl phenylbiospider
Ketone, methyl phenyl-biospider
Methyl phenyl ketonedb_source
Methyl phenyl-ketoneHMDB
Methylphenylketonebiospider
nchem.180-comp5biospider
Phenylbiospider
Phenyl methyl ketonebiospider
Phenylethanonebiospider
Phenylmethylketonebiospider
Predicted Properties
PropertyValueSource
Water Solubility1.36 g/LALOGPS
logP1.65ALOGPS
logP1.53ChemAxon
logS-1.9ALOGPS
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
Chemical FormulaC8H8O
IUPAC name1-phenylethan-1-one
InChI IdentifierInChI=1S/C8H8O/c1-7(9)8-5-3-2-4-6-8/h2-6H,1H3
InChI KeyInChIKey=KWOLFJPFCHCOCG-UHFFFAOYSA-N
Isomeric SMILESCC(=O)C1=CC=CC=C1
Average Molecular Weight120
Monoisotopic Molecular Weight120
Classification
DescriptionThis compound 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
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 79.97%; H 6.71%; O 13.32%DFC
Melting PointMp 20°DFC
Boiling PointBp5 67°DFC
Experimental Water Solubility6.13 mg/mL at 25 oCSOUTHWORTH,GR & KELLER,JL (1986)
Experimental logP1.58HANSCH,C ET AL. (1995)
Experimental pKapKa1 -6.4 (25°, H2SO4 aq.)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 1.03DFC
Refractive Indexn20D 1.5342DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-9700000000-224496fb4a326cb28b65View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-9800000000-5d4a6da80c6c3c5f5fbbView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-8900000000-72a8572391def7a73d00View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0pdi-9600000000-d687340f90f63f7dc2dbView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0pdi-9500000000-3f26e145dcae1ef98802View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-9600000000-558d4c95783742599522View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0adi-9700000000-6f2471f8e98524af3f5bView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0fr2-1900000000-a41b0cedd919c67e41f4View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0pi0-9700000000-60050b91c62443766d21View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-7c012935d15ff7510bb2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-1900000000-2aa01ede85e5b5caa8d8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-6900000000-d47a5846f1d60b451390View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-ba5d67d7d79e78cf111eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-2900000000-b904a793250c40e784a3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9400000000-f72df069d2851aa2de2aView in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID7132
ChEMBL IDCHEMBL274467
KEGG Compound IDC07113
Pubchem Compound ID7410
Pubchem Substance IDNot Available
ChEBI ID27632
Phenol-Explorer IDNot Available
DrugBank IDDB04619
HMDB IDHMDB33910
CRC / DFC (Dictionary of Food Compounds) IDHDG06-B:HDG06-B
EAFUS ID26
Dr. Duke IDACETOPHENONE|METHYL-PHENYLKETONE
BIGG IDNot Available
KNApSAcK IDC00002685
HET IDAC0
Flavornet ID98-86-2
GoodScent IDrw1000131
SuperScent ID7410
Wikipedia IDAcetophenone
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
anti bacterial33282 A substance that kills or slows the growth of bacteria.DUKE
fungicide24127 A substance used to destroy fungal pests.DUKE
hypnoticDUKE
perfumery48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
soporificDUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
must
  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
flower
  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
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
  2. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  3. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
hawthorne
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
sweet
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
pungent
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
hawthorn
  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.
acacia
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
chemical
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bitter
  1. Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
Files
MSDSshow
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).