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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:50:32 UTC
Update Date2023-02-21 17:22:21 UTC
HMDB IDHMDB0032568
Secondary Accession Numbers
  • HMDB32568
Metabolite Identification
Common Name2'-Hydroxyacetophenone
Description2'-Hydroxyacetophenone, also known as 2-acetylphenol or 2-hydroxyacetylbenzene, 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 chinese cinnamons, tea, coffee and coffee products, alcoholic beverages, and garden tomato.
Structure
Data?1677000141
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 Weight136.1479
Monoisotopic Molecular Weight136.0524295
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
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point4 - 6 °CNot Available
Boiling Point213.00 °C. @ 717.00 mm HgThe Good Scents Company Information System
Water Solubility7571 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.92Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+128.84931661259
DarkChem[M-H]-123.98331661259
DeepCCS[M+H]+129.21230932474
DeepCCS[M-H]-126.84130932474
DeepCCS[M-2H]-162.76130932474
DeepCCS[M+Na]+137.62630932474
AllCCS[M+H]+127.232859911
AllCCS[M+H-H2O]+122.532859911
AllCCS[M+NH4]+131.732859911
AllCCS[M+Na]+132.932859911
AllCCS[M-H]-125.132859911
AllCCS[M+Na-2H]-126.832859911
AllCCS[M+HCOO]-128.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2'-HydroxyacetophenoneCC(=O)C1=CC=CC=C1O1710.0Standard polar33892256
2'-HydroxyacetophenoneCC(=O)C1=CC=CC=C1O1155.9Standard non polar33892256
2'-HydroxyacetophenoneCC(=O)C1=CC=CC=C1O1172.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2'-Hydroxyacetophenone,1TMS,isomer #1CC(=O)C1=CC=CC=C1O[Si](C)(C)C1362.9Semi standard non polar33892256
2'-Hydroxyacetophenone,1TBDMS,isomer #1CC(=O)C1=CC=CC=C1O[Si](C)(C)C(C)(C)C1605.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 2'-Hydroxyacetophenone EI-B (Non-derivatized)splash10-00dr-5900000000-ea1d13b06231dbf578d12017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2'-Hydroxyacetophenone EI-B (Non-derivatized)splash10-00di-9700000000-721a4c1cfd24489043f32017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2'-Hydroxyacetophenone EI-B (Non-derivatized)splash10-00dr-7900000000-46e56b157939e4c29b8b2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2'-Hydroxyacetophenone EI-B (Non-derivatized)splash10-00dr-2900000000-227d105f2ffa3af8da6c2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2'-Hydroxyacetophenone EI-B (Non-derivatized)splash10-0fyc-9100000000-6aa38be570fc2e4c3c7e2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2'-Hydroxyacetophenone GC-EI-TOF (Non-derivatized)splash10-0k9i-6930000000-dbe69fc655dc199f5f152017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2'-Hydroxyacetophenone GC-EI-TOF (Non-derivatized)splash10-000i-9730000000-e2422666dabed3fe1c7b2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2'-Hydroxyacetophenone EI-B (Non-derivatized)splash10-00dr-5900000000-ea1d13b06231dbf578d12018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2'-Hydroxyacetophenone EI-B (Non-derivatized)splash10-00di-9700000000-721a4c1cfd24489043f32018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2'-Hydroxyacetophenone EI-B (Non-derivatized)splash10-00dr-7900000000-46e56b157939e4c29b8b2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2'-Hydroxyacetophenone EI-B (Non-derivatized)splash10-00dr-2900000000-227d105f2ffa3af8da6c2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2'-Hydroxyacetophenone EI-B (Non-derivatized)splash10-0fyc-9100000000-6aa38be570fc2e4c3c7e2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2'-Hydroxyacetophenone GC-EI-TOF (Non-derivatized)splash10-0k9i-6930000000-dbe69fc655dc199f5f152018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2'-Hydroxyacetophenone GC-EI-TOF (Non-derivatized)splash10-000i-9730000000-e2422666dabed3fe1c7b2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2'-Hydroxyacetophenone GC-MS (Non-derivatized) - 70eV, Positivesplash10-00du-7900000000-d4cc6f063afec6b5730d2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2'-Hydroxyacetophenone GC-MS (1 TMS) - 70eV, Positivesplash10-0fdo-9800000000-21426c50efa3a817edef2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2'-Hydroxyacetophenone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2'-Hydroxyacetophenone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-00dr-6900000000-254acf7b1631315eeb6a2015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxyacetophenone 10V, Positive-QTOFsplash10-000i-0900000000-aff77b5e75f7263992502017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxyacetophenone 20V, Positive-QTOFsplash10-000i-2900000000-da4cbd45db4878901a392017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxyacetophenone 40V, Positive-QTOFsplash10-0v04-9200000000-0553a3dde84aa619c9162017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxyacetophenone 10V, Negative-QTOFsplash10-000i-0900000000-e0f43dc550abdf84e9ca2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxyacetophenone 20V, Negative-QTOFsplash10-000i-1900000000-0cb226ca106d7a723ef42017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxyacetophenone 40V, Negative-QTOFsplash10-00kf-9400000000-dcfaefaf22e6997178422017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxyacetophenone 10V, Positive-QTOFsplash10-00kr-3900000000-e42da4f6e13dded313d02021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxyacetophenone 20V, Positive-QTOFsplash10-0006-9300000000-0a8e1834cbac8bd92ecd2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxyacetophenone 40V, Positive-QTOFsplash10-0f6x-9000000000-09dd2c8a2c7f8f87cbb32021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxyacetophenone 10V, Negative-QTOFsplash10-000i-1900000000-c22473505fd741d603792021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxyacetophenone 20V, Negative-QTOFsplash10-000f-9500000000-b112dcef1a6ca5d4c2ee2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxyacetophenone 40V, Negative-QTOFsplash10-014l-9200000000-4ae3fa84bbff3c78d2b52021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB 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
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1013131
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .