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2'-Hydroxyacetophenone (FDB010500)

Record Information
Version1.0
Creation date2010-04-08 22:09:09 UTC
Update date2019-11-26 03:03:38 UTC
Primary IDFDB010500
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2'-Hydroxyacetophenone
Description2'-Hydroxyacetophenone, also known as O-acetylphenol, 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'-Hydroxyacetophenone is a sweet, hawthorne, and herbal tasting compound. 2'-Hydroxyacetophenone has been detected, but not quantified in, several different foods, such as green tea, arabica coffees (Coffea arabica), chinese cinnamons (Cinnamomum aromaticum), cocoa beans (Theobroma cacao), and cocoa and cocoa products. This could make 2'-hydroxyacetophenone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2'-Hydroxyacetophenone.
CAS Number118-93-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Not AvailableNot Available
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
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
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-00dr-6900000000-254acf7b1631315eeb6a2015-03-01View Spectrum
GC-MS2'-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-00dr-5900000000-ea1d13b06231dbf578d1Spectrum
GC-MS2'-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-00di-9700000000-721a4c1cfd24489043f3Spectrum
GC-MS2'-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-00dr-7900000000-46e56b157939e4c29b8bSpectrum
GC-MS2'-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-00dr-2900000000-227d105f2ffa3af8da6cSpectrum
GC-MS2'-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-0fyc-9100000000-6aa38be570fc2e4c3c7eSpectrum
GC-MS2'-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-0k9i-6930000000-dbe69fc655dc199f5f15Spectrum
GC-MS2'-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-000i-9730000000-e2422666dabed3fe1c7bSpectrum
GC-MS2'-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-00dr-5900000000-ea1d13b06231dbf578d1Spectrum
GC-MS2'-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-00di-9700000000-721a4c1cfd24489043f3Spectrum
GC-MS2'-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-00dr-7900000000-46e56b157939e4c29b8bSpectrum
GC-MS2'-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-00dr-2900000000-227d105f2ffa3af8da6cSpectrum
GC-MS2'-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-0fyc-9100000000-6aa38be570fc2e4c3c7eSpectrum
GC-MS2'-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-0k9i-6930000000-dbe69fc655dc199f5f15Spectrum
GC-MS2'-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-000i-9730000000-e2422666dabed3fe1c7bSpectrum
Predicted GC-MS2'-Hydroxyacetophenone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00du-7900000000-d4cc6f063afec6b5730dSpectrum
Predicted GC-MS2'-Hydroxyacetophenone, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0fdo-9800000000-21426c50efa3a817edefSpectrum
Predicted GC-MS2'-Hydroxyacetophenone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2'-Hydroxyacetophenone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-aff77b5e75f7263992502017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-2900000000-da4cbd45db4878901a392017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0v04-9200000000-0553a3dde84aa619c9162017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-e0f43dc550abdf84e9ca2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-1900000000-0cb226ca106d7a723ef42017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kf-9400000000-dcfaefaf22e6997178422017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kr-3900000000-e42da4f6e13dded313d02021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9300000000-0a8e1834cbac8bd92ecd2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f6x-9000000000-09dd2c8a2c7f8f87cbb32021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-1900000000-c22473505fd741d603792021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000f-9500000000-b112dcef1a6ca5d4c2ee2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014l-9200000000-4ae3fa84bbff3c78d2b52021-09-24View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
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
Food Biomarker OntologyNot Available
VMH 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).