Record Information
Version1.0
Creation date2010-04-08 22:09:10 UTC
Update date2019-11-27 17:16:16 UTC
Primary IDFDB010529
Secondary Accession Numbers
  • FDB005823
Chemical Information
FooDB 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. 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.
CAS Number1450-72-2
Structure
Thumb
Synonyms
SynonymSource
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
1-(2-Hydroxy-5-methylphenyl)ethanone, 9CIdb_source
Acetophenone, 2'-hydroxy-5'-methyl-biospider
Ethanone, 1-(2-hydroxy-5-methylphenyl)-biospider
O-acetyl-p-cresolbiospider
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC9H10O2
IUPAC name1-(2-hydroxy-5-methylphenyl)ethan-1-one
InChI IdentifierInChI=1S/C9H10O2/c1-6-3-4-9(11)8(5-6)7(2)10/h3-5,11H,1-2H3
InChI KeyYNPDFBFVMJNGKZ-UHFFFAOYSA-N
Isomeric SMILESCC(=O)C1=C(O)C=CC(C)=C1
Average Molecular Weight150.1745
Monoisotopic Molecular Weight150.068079564
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
  • 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:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 71.98%; H 6.71%; O 21.31%DFC
Melting PointMp 50°DFC
Boiling PointBp20 120-125°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0pc9-2900000000-e951f0957eb44bc9f313View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0ab9-9760000000-43f0f53ae58ddd85aa91View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-2bedbd136aa1bc56b658View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-1900000000-20831b6c52d65cce7292View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kau-7900000000-07b8d20195dcd7ade99eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-75c3d53ce83ee89c3d91View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-5102a3f8aa849eb48034View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-5900000000-bc0c006306db2d57909dView in MoNA
ChemSpider ID14340
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID15068
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32592
CRC / DFC (Dictionary of Food Compounds) IDFCD05-I:FCD05-I
EAFUS ID1755
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1158081
SuperScent IDNot Available
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
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
heavy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
floral
  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