Record Information
Version1.0
Creation date2010-04-08 22:09:11 UTC
Update date2018-05-29 01:55:11 UTC
Primary IDFDB010574
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2'-Aminoacetophenone
Description2'-Aminoacetophenone, also known as O-acetylaniline or 1-acetyl-2-aminobenzene, 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. 2'-Aminoacetophenone is a moderately basic compound (based on its pKa). 2'-Aminoacetophenone is a sweet, foxy, and grape tasting compound. 2'-Aminoacetophenone has been detected, but not quantified in, fruits and milk and milk products. This could make 2'-aminoacetophenone a potential biomarker for the consumption of these foods.
CAS Number551-93-9
Structure
Thumb
Synonyms
SynonymSource
1-Acetyl-2-aminobenzeneChEBI
2-AcetylanilineChEBI
2-AcetylphenylamineChEBI
2-AminoacetophenoneChEBI
5 KaalChEBI
O-AcetylanilineChEBI
O-AminoacetylbenzeneChEBI
O-Aminophenyl methyl ketoneChEBI
Ortho-aminoacetophenoneChEBI
1-(2-Aminophenyl)-ethanoneHMDB
1-(2-Aminophenyl)ethanone, 9ciHMDB
1-(Aminophenyl)-ethanoneHMDB
2'-AmonioacetophenoneHMDB
FEMA 3906HMDB
2'-AminoacetophenoneChEBI
2-Aminoacetophenone hydrochlorideMeSH
1-(2-Aminophenyl)ethanone, 9CIdb_source
Ethanone, 1-(2-aminophenyl)-biospider
Ethanone, 1-(aminophenyl)-biospider
O-acetylanilinebiospider
Predicted Properties
PropertyValueSource
Water Solubility2.7 g/LALOGPS
logP0.98ALOGPS
logP1.35ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)16.26ChemAxon
pKa (Strongest Basic)2.56ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area43.09 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity41.16 m³·mol⁻¹ChemAxon
Polarizability14.38 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC8H9NO
IUPAC name1-(2-aminophenyl)ethan-1-one
InChI IdentifierInChI=1S/C8H9NO/c1-6(10)7-4-2-3-5-8(7)9/h2-5H,9H2,1H3
InChI KeyGTDQGKWDWVUKTI-UHFFFAOYSA-N
Isomeric SMILESCC(=O)C1=CC=CC=C1N
Average Molecular Weight135.1632
Monoisotopic Molecular Weight135.068413915
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
  • Benzoyl
  • Aryl alkyl ketone
  • Aniline or substituted anilines
  • Benzenoid
  • Monocyclic benzene moiety
  • Vinylogous amide
  • Amine
  • Primary amine
  • Organonitrogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 71.09%; H 6.71%; N 10.36%; O 11.84%DFC
Melting PointMp 20°DFC
Boiling PointBp12 130° (Pressure Bp12-14 )DFC
Experimental Water SolubilityNot Available
Experimental logP1.63HANSCH,C ET AL. (1995)
Experimental pKa2.22
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00y3-8900000000-5b770b73f4fd1d3c31b6JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00y3-8900000000-5b770b73f4fd1d3c31b6JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00y3-9800000000-87de04cb36dec199538dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-390dd0a9927907e2e665JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-2900000000-ba632cb2c303bfdf5ad1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gbc-9300000000-05733141b0e2d5c6345bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-97c834df79371be37b1aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001l-6900000000-f8a3d865b06a13af1cd8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9300000000-cac192025ffacc504db8JSpectraViewer
ChemSpider ID13859235
ChEMBL IDCHEMBL2251601
KEGG Compound IDNot Available
Pubchem Compound ID11086
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32630
CRC / DFC (Dictionary of Food Compounds) IDFDN83-J:FDN83-J
EAFUS ID163
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID551-93-9
GoodScent IDrw1062161
SuperScent IDNot Available
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
foxy
  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
sweet
  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. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
grape
  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