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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:50:40 UTC
Update Date2019-07-23 06:11:20 UTC
HMDB IDHMDB0032592
Secondary Accession Numbers
  • HMDB32592
Metabolite Identification
Common Name2'-Hydroxy-5'-methylacetophenone
Description2'-Hydroxy-5'-methylacetophenone, also known as 1-(2-hydroxy-5-methylphenyl)-ethanone or 1-hydroxy-2-acetyl-4-methylbenzene, 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'-Hydroxy-5'-methylacetophenone is an extremely weak basic (essentially neutral) compound (based on its pKa). 2'-Hydroxy-5'-methylacetophenone is a sweet, floral, and heavy tasting compound. Outside of the human body, 2'-hydroxy-5'-methylacetophenone has been detected, but not quantified in, coffee and coffee products. This could make 2'-hydroxy-5'-methylacetophenone a potential biomarker for the consumption of these foods.
Structure
Data?1563862280
Synonyms
ValueSource
1-(2-Hydroxy-5-methylphenyl)-ethanoneHMDB
1-(2-Hydroxy-5-methylphenyl)ethanoneHMDB
1-(2-Hydroxy-5-methylphenyl)ethanone, 9ciHMDB
1-Hydroxy-2-acetyl-4-methylbenzeneHMDB
2'-Hydroxy-5'-methyl-acetophenoneHMDB
2-Acetyl-4-methylphenolHMDB
2-Acetyl-p-cresolHMDB
2-Hydroxy-5-methylacetophenoneHMDB
Methyl 6-hydroxy-m-tolyl ketoneHMDB
O-Acetyl-p-cresolHMDB
Chemical FormulaC9H10O2
Average Molecular Weight150.1745
Monoisotopic Molecular Weight150.068079564
IUPAC Name1-(2-hydroxy-5-methylphenyl)ethan-1-one
Traditional Name2-acetyl-4-methylphenol
CAS Registry Number1450-72-2
SMILES
CC(=O)C1=C(O)C=CC(C)=C1
InChI Identifier
InChI=1S/C9H10O2/c1-6-3-4-9(11)8(5-6)7(2)10/h3-5,11H,1-2H3
InChI KeyYNPDFBFVMJNGKZ-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
  • P-cresol
  • Benzoyl
  • 1-hydroxy-2-unsubstituted benzenoid
  • Toluene
  • 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
StateSolid
Experimental Properties
PropertyValueReference
Melting Point50 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.48 g/LALOGPS
logP1.91ALOGPS
logP2.39ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)10.5ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity43.48 m³·mol⁻¹ChemAxon
Polarizability16.03 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0pc9-2900000000-e951f0957eb44bc9f313Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0ab9-9760000000-43f0f53ae58ddd85aa91Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-2bedbd136aa1bc56b658Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-1900000000-20831b6c52d65cce7292Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kau-7900000000-07b8d20195dcd7ade99eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-75c3d53ce83ee89c3d91Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-5102a3f8aa849eb48034Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-5900000000-bc0c006306db2d57909dSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB010529
KNApSAcK IDNot Available
Chemspider ID14340
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15068
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
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.. .