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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:31:53 UTC
Update Date2019-07-23 06:04:35 UTC
HMDB IDHMDB0029661
Secondary Accession Numbers
  • HMDB29661
Metabolite Identification
Common Name3',4'-Dihydroxyacetophenone
Description3',4'-Dihydroxyacetophenone is found in coffee and coffee products. 3',4'-Dihydroxyacetophenone is extracted from coffee residues. Potential component of FEMA 3662. 3',4'-Dihydroxyacetophenone is a mixture of dihydroxyacetophenone isomers is used in food flavourin
Structure
Data?1563861875
Synonyms
ValueSource
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
Chemical FormulaC8H8O3
Average Molecular Weight152.1473
Monoisotopic Molecular Weight152.047344122
IUPAC Name1-(3,4-dihydroxyphenyl)ethan-1-one
Traditional Name3',4'-dihydroxyacetophenone
CAS Registry Number1197-09-7
SMILES
CC(=O)C1=CC(O)=C(O)C=C1
InChI Identifier
InChI=1S/C8H8O3/c1-5(9)6-2-3-7(10)8(11)4-6/h2-4,10-11H,1H3
InChI KeyUCQUAMAQHHEXGD-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound 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
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point116 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
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
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0k9i-2900000000-69baaddbb3d690d8f6d4JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00e9-4390000000-9341301a39bcb820f912JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-39a8d86185e9fa2fa7f0JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0900000000-713d405158a1e7db939bJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fbi-9500000000-f7364a806add71c7f049JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-d3834609c64722d23608JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-d0b9b325202c12a29b63JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4u-8900000000-c4b864eedaadb3d3e891JSpectraViewer | MoNA
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
FoodDB IDFDB000835
KNApSAcK IDC00002693
Chemspider ID13873
KEGG Compound IDC10675
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14530
PDB IDNot Available
ChEBI ID19868
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.. .