Record Information
Version1.0
Creation date2010-04-08 22:04:44 UTC
Update date2018-05-28 22:36:38 UTC
Primary IDFDB000835
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3',4'-Dihydroxyacetophenone
DescriptionExtracted from coffee residues. Potential component of FEMA 3662. A mixture of dihydroxyacetophenone isomers is used in food flavouring. 3',4'-Dihydroxyacetophenone is found in coffee and coffee products.
CAS Number1197-09-7
Structure
Thumb
Synonyms
SynonymSource
3,4-DihydroxyacetophenoneChEBI
4-AcetylpyrocatecholChEBI
1-(3,4-Dihydroxyphenyl)-ethanoneHMDB
1-(3,4-Dihydroxyphenyl)ethanoneHMDB
1-(3,4-Dihydroxyphenyl)ethanone, 9ciHMDB
4-AcetocatecholHMDB
4-AcetopyrocatecholHMDB
Acetophenone-3',4'-dihydroxyHMDB
AcetopyrocatecholHMDB
AcetylpyrocatecholHMDB
QingxintongHMDB
1-(3,4-Dihydroxyphenyl)ethanone, 9CIdb_source
3,4-dihydroxyacetophenonebiospider
Ethanone, 1-(3,4-dihydroxyphenyl)-biospider
Predicted Properties
PropertyValueSource
Water Solubility6.52 g/LALOGPS
logP1.22ALOGPS
logP0.92ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)7.9ChemAxon
pKa (Strongest Basic)-6.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40.42 m³·mol⁻¹ChemAxon
Polarizability14.91 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC8H8O3
IUPAC name1-(3,4-dihydroxyphenyl)ethan-1-one
InChI IdentifierInChI=1S/C8H8O3/c1-5(9)6-2-3-7(10)8(11)4-6/h2-4,10-11H,1H3
InChI KeyUCQUAMAQHHEXGD-UHFFFAOYSA-N
Isomeric SMILESCC(=O)C1=CC(O)=C(O)C=C1
Average Molecular Weight152.1473
Monoisotopic Molecular Weight152.047344122
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
  • Catechol
  • Benzoyl
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 63.15%; H 5.30%; O 31.55%DFC
Melting PointMp 116°DFC
Boiling PointNot Available
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, Positivesplash10-0k9i-2900000000-69baaddbb3d690d8f6d4View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00e9-4390000000-9341301a39bcb820f912View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-39a8d86185e9fa2fa7f0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0900000000-713d405158a1e7db939bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fbi-9500000000-f7364a806add71c7f049View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-d3834609c64722d23608View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-d0b9b325202c12a29b63View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4u-8900000000-c4b864eedaadb3d3e891View in MoNA
ChemSpider ID13873
ChEMBL IDCHEMBL243161
KEGG Compound IDC10675
Pubchem Compound ID14530
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29661
CRC / DFC (Dictionary of Food Compounds) IDBJQ72-S:BJQ72-S
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00002693
HET IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
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
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference