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Showing Compound 2'-Hydroxy-5'-methylacetophenone (FDB010529)

Record Information
Version1.0
Creation date2010-04-08 22:09:10 UTC
Update date2019-11-26 03:03:43 UTC
Primary IDFDB010529
Secondary Accession Numbers
  • FDB005823
Chemical Information
FooDB Name2'-Hydroxy-5'-methylacetophenone
Description2'-Hydroxy-5'-methylacetophenone 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 a sweet, floral, and heavy tasting compound. 2'-Hydroxy-5'-methylacetophenone has been detected, but not quantified in, a few different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora). This could make 2'-hydroxy-5'-methylacetophenone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2'-Hydroxy-5'-methylacetophenone.
CAS Number1450-72-2
Structure
Thumb
MOLSDFPDBSMILESInChI
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
2-Acetyl-p-cresoldb_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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS2-Acetyl-1-hydroxy-4-methylbenzene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0pc9-2900000000-e951f0957eb44bc9f313Spectrum
Predicted GC-MS2-Acetyl-1-hydroxy-4-methylbenzene, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0ab9-9760000000-43f0f53ae58ddd85aa91Spectrum
Predicted GC-MS2-Acetyl-1-hydroxy-4-methylbenzene, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-2bedbd136aa1bc56b6582016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-1900000000-20831b6c52d65cce72922016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kau-7900000000-07b8d20195dcd7ade99e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-75c3d53ce83ee89c3d912016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-5102a3f8aa849eb480342016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-5900000000-bc0c006306db2d57909d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ue9-0900000000-1b7e40a5a029f99a026b2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a7l-6900000000-837d6f16e4f4e3de02dc2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-9300000000-fb8d5f4815934be81adf2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-e0b12c10ffeec106d7592021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0900000000-b8a70d97cc6153760dcc2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-053s-9700000000-a106c9acc126ee48d4202021-09-24View Spectrum
NMRNot Available
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