Showing Compound Card for o-Hydroxyacetophenone (CDB005798)

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Record Information
Version1.0
Created at2020-04-27 16:57:38 UTC
Updated at2021-01-04 18:49:22 UTC
CannabisDB IDCDB005798
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Nameo-Hydroxyacetophenone
Descriptiono-Hydroxyacetophenone, also known as 2’-Hydroxyacetophenone or o-Acetylphenol is a hydroxylated derivative of acetophenone. It 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. A monohydroxyacetophenone that is acetophenone in which one of the hydrogens ortho to the acetyl group has been replaced by a hydroxy group. o-Hydroxyacetophenone is one of the three structural isomers of hydroxyacetophenone wherein the hydroxyl group is substituted at one of three positions (the ortho, meta and para positions) of acetophenone. o-Hydroxyacetophenone exists as a clear, yellow/green liquid that is moderately soluble in water. I has a sweet, hawthorne, honey or herbal aroma and a cinnamon, cherry, phenolic taste. 2'-Hydroxyacetophenone is used as a flavouring ingredient. o-Hydroxyacetophenone occurs naturally and has been detected in a number of foods, plants and beverages including coffee, roasted almonds, fried beef, papaya, rum, tea, cocoa and cocoa products, and chinese cinnamons. This could make o-Hydroxyacetophenone a potential biomarker for the consumption of these foods. o-Hydroxyacetophenone is a constituent of cannabis smoke and is formed during the combustion of cannabis ( Ref:DOI ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-(2-Hydroxyphenyl)ethanoneChEBI
2-Hydroxyphenyl methyl ketoneChEBI
Methyl 2-hydroxyphenyl ketoneChEBI
O-AcetylphenolChEBI
O-HydroxyacetophenoneChEBI
O-Hydroxyphenyl methyl ketoneChEBI
1-(2-Hydroxyphenyl)ethanone, 9ciHMDB
2-AcetylphenolHMDB
2-HydroxyacetophenoneHMDB
2-HydroxyacetylbenzeneHMDB
Acetophenone, 2'-hydroxy- (8ci)HMDB
FEMA 3548HMDB
1-(2-Hydroxyphenyl)ethanone, sodium saltMeSH
2'-HydroxyacetophenoneMeSH
Chemical FormulaC8H8O2
Average Molecular Weight136.15
Monoisotopic Molecular Weight136.0524
IUPAC Name1-(2-hydroxyphenyl)ethan-1-one
Traditional Nameo-acetylphenol
CAS Registry Number118-93-4
SMILES
CC(=O)C1=CC=CC=C1O
InChI Identifier
InChI=1S/C8H8O2/c1-6(9)7-4-2-3-5-8(7)10/h2-5,10H,1H3
InChI KeyJECYUBVRTQDVAT-UHFFFAOYSA-N
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
  • 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:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point4 - 6 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logP1.92Not Available
Predicted Properties
PropertyValueSource
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
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-00dr-6900000000-254acf7b1631315eeb6a2015-03-01View Spectrum
GC-MSo-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-00dr-5900000000-ea1d13b06231dbf578d1Spectrum
GC-MSo-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-00di-9700000000-721a4c1cfd24489043f3Spectrum
GC-MSo-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-00dr-7900000000-46e56b157939e4c29b8bSpectrum
GC-MSo-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-00dr-2900000000-227d105f2ffa3af8da6cSpectrum
GC-MSo-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-0fyc-9100000000-6aa38be570fc2e4c3c7eSpectrum
GC-MSo-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-0k9i-6930000000-dbe69fc655dc199f5f15Spectrum
GC-MSo-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-000i-9730000000-e2422666dabed3fe1c7bSpectrum
GC-MSo-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-00dr-5900000000-ea1d13b06231dbf578d1Spectrum
GC-MSo-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-00di-9700000000-721a4c1cfd24489043f3Spectrum
GC-MSo-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-00dr-7900000000-46e56b157939e4c29b8bSpectrum
GC-MSo-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-00dr-2900000000-227d105f2ffa3af8da6cSpectrum
GC-MSo-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-0fyc-9100000000-6aa38be570fc2e4c3c7eSpectrum
GC-MSo-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-0k9i-6930000000-dbe69fc655dc199f5f15Spectrum
GC-MSo-Hydroxyacetophenone, non-derivatized, GC-MS Spectrumsplash10-000i-9730000000-e2422666dabed3fe1c7bSpectrum
Predicted GC-MSo-Hydroxyacetophenone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00du-7900000000-d4cc6f063afec6b5730dSpectrum
Predicted GC-MSo-Hydroxyacetophenone, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0fdo-9800000000-21426c50efa3a817edefSpectrum
Predicted GC-MSo-Hydroxyacetophenone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSo-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
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0032568
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB010500
KNApSAcK IDC00054088
Chemspider ID21105920
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound8375
PDB IDNot Available
ChEBI ID145716
References
General ReferencesNot Available