Record Information
Version1.0
Creation date2010-04-08 22:09:09 UTC
Update date2018-01-25 19:40:17 UTC
Primary IDFDB010503
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4'-Hydroxyacetophenone
Description4'-hydroxyacetophenone, also known as (4-hydroxyphenyl)ethan-1-one or 4-acetylphenol, is a member of the class of compounds known as alkyl-phenylketones. Alkyl-phenylketones are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. 4'-hydroxyacetophenone is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 4'-hydroxyacetophenone is a mild, sweet, and balsam tasting compound found in sweet orange, which makes 4'-hydroxyacetophenone a potential biomarker for the consumption of this food product.
CAS Number99-93-4
Structure
Thumb
Synonyms
SynonymSource
(4-Hydroxyphenyl)ethan-1-oneChEBI
4-AcetylphenolChEBI
4-HydroxyacetophenoneChEBI
Methyl p-hydroxyphenyl ketoneChEBI
p-HydroxyacetophenoneChEBI
p-Hydroxyphenyl methyl ketoneChEBI
Para-hydroxyacetophenoneChEBI
1-(4-Hydroxyphenyl)ethanoneMeSH
PiceolMeSH
1-(4-Hydroxyphenyl)ethanone, 9CIdb_source
4-Hydroxyphenyl methyl ketonedb_source
Ameliaroldb_source
Ethanone, 1-(4-hydroxyphenyl)-biospider
p-Acetylphenoldb_source
p-Oxyacetophenonebiospider
para-Hydroxyacetophenonebiospider
Predicted Properties
PropertyValueSource
Water Solubility5.02 g/LALOGPS
logP1.62ALOGPS
logP1.23ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)7.79ChemAxon
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity38.44 m³·mol⁻¹ChemAxon
Polarizability14.03 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC8H8O2
IUPAC name1-(4-hydroxyphenyl)ethan-1-one
InChI IdentifierInChI=1S/C8H8O2/c1-6(9)7-2-4-8(10)5-3-7/h2-5,10H,1H3
InChI KeyTXFPEBPIARQUIG-UHFFFAOYSA-N
Isomeric SMILESCC(=O)C1=CC=C(O)C=C1
Average Molecular Weight136.1479
Monoisotopic Molecular Weight136.0524295
Classification
ClassificationNot classified
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 70.58%; H 5.92%; O 23.50%DFC
Melting PointMp 109°DFC
Boiling PointBp3 148°DFC
Experimental Water Solubility9.9 mg/mL at 22 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP1.35HANSCH,C ET AL. (1995)
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, Positivesplash10-00du-7900000000-d662d6422b3203ce6789View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-9e4c5c6c3c991ce66f11View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-1900000000-2f9b3f426dd159391ac1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9500000000-45be089438cc4e156875View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-41d0b95e36341e40ba73View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-2900000000-ca421e03a2bcc4aa7b12View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014l-9600000000-4735be11aa27c97b1740View in MoNA
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC10700
Pubchem Compound ID7469
Pubchem Substance IDNot Available
ChEBI ID28032
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDFBR47-H:FBR47-H
EAFUS ID1723
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00002698
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1013111
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
mild
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
hawthorn
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
balsam
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mimosa
  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— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.