Record Information
Version1.0
Creation date2010-04-08 22:09:09 UTC
Update date2018-01-23 19:08:34 UTC
Primary IDFDB010500
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2'-Hydroxyacetophenone
DescriptionPresent in tomato, cassia (Cinnamomum cassia), fried beef, rum, whiskey, cocoa, coffee and black tea. Flavouring ingredient. 2'-Hydroxyacetophenone is found in many foods, some of which are garden tomato, tea, chinese cinnamon, and herbs and spices.
CAS Number118-93-4
Structure
Thumb
Synonyms
SynonymSource
1-(2-Hydroxyphenyl)ethanone, 9ciHMDB
2-AcetylphenolHMDB
2-HydroxyacetophenoneHMDB
2-HydroxyacetylbenzeneHMDB
2-Hydroxyphenyl methyl ketoneHMDB
Acetophenone, 2'-hydroxy- (8ci)HMDB
FEMA 3548HMDB
Methyl 2-hydroxyphenyl ketoneHMDB
O-AcetylphenolHMDB
O-HydroxyacetophenoneHMDB
O-Hydroxyphenyl methyl ketoneHMDB
1-(2-Hydroxyphenyl)ethanone, sodium saltMeSH
1-(2-Hydroxyphenyl)ethanoneMeSH
2'-HydroxyacetophenoneMeSH
1-(2-Hydroxyphenyl)ethanone, 9CIdb_source
Acetophenone, 2'-hydroxy- (8CI)biospider
o-Acetylphenoldb_source
o-Hydroxyacetophenonebiospider
o-Hydroxyphenyl methyl ketonebiospider
Predicted Properties
PropertyValueSource
Water Solubility4.53 g/LALOGPS
logP1.57ALOGPS
logP1.88ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)9.15ChemAxon
pKa (Strongest Basic)-5.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity38.44 m³·mol⁻¹ChemAxon
Polarizability13.89 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC8H8O2
IUPAC name1-(2-hydroxyphenyl)ethan-1-one
InChI IdentifierInChI=1S/C8H8O2/c1-6(9)7-4-2-3-5-8(7)10/h2-5,10H,1H3
InChI KeyJECYUBVRTQDVAT-UHFFFAOYSA-N
Isomeric SMILESCC(=O)C1=CC=CC=C1O
Average Molecular Weight136.1479
Monoisotopic Molecular Weight136.0524295
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
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Vinylogous acid
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 70.58%; H 5.92%; O 23.50%DFC
Melting PointMp 4-6°DFC
Boiling PointBp17 106°DFC
Experimental Water SolubilityNot Available
Experimental logP1.92HANSCH,C ET AL. (1995)
Experimental pKapKa 10.22 (25°)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd20 1.13DFC
Refractive Indexn20D 1.5593DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00dr-5900000000-ea1d13b06231dbf578d1View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-9700000000-721a4c1cfd24489043f3View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00dr-7900000000-46e56b157939e4c29b8bView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00dr-2900000000-227d105f2ffa3af8da6cView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0fyc-9100000000-6aa38be570fc2e4c3c7eView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0k9i-6930000000-dbe69fc655dc199f5f15View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-000i-9730000000-e2422666dabed3fe1c7bView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00dr-5900000000-ea1d13b06231dbf578d1View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-9700000000-721a4c1cfd24489043f3View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00dr-7900000000-46e56b157939e4c29b8bView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00dr-2900000000-227d105f2ffa3af8da6cView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0fyc-9100000000-6aa38be570fc2e4c3c7eView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0k9i-6930000000-dbe69fc655dc199f5f15View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-000i-9730000000-e2422666dabed3fe1c7bView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00du-7900000000-d4cc6f063afec6b5730dView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0fdo-9800000000-21426c50efa3a817edefView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-aff77b5e75f726399250View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-2900000000-da4cbd45db4878901a39View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0v04-9200000000-0553a3dde84aa619c916View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-e0f43dc550abdf84e9caView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-1900000000-0cb226ca106d7a723ef4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kf-9400000000-dcfaefaf22e699717842View in MoNA
MSMass Spectrum (Electron Ionization)splash10-00dr-6900000000-254acf7b1631315eeb6aView in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID21105920
ChEMBL IDCHEMBL3187012
KEGG Compound IDNot Available
Pubchem Compound ID8375
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32568
CRC / DFC (Dictionary of Food Compounds) IDFBR33-A:FBR33-A
EAFUS ID1722
Dr. Duke ID2-HYDRO-ACETOPHENONE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1013131
SuperScent ID8375
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
hawthorne
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
phenolic
  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.
hawthorn
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tobacco
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
honey
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
herbal
  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— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).