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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:11:42 UTC
Update Date2019-07-23 06:18:08 UTC
HMDB IDHMDB0035243
Secondary Accession Numbers
  • HMDB35243
Metabolite Identification
Common Name1-Phenyl-1,2-propanedione
Description1-Phenyl-1,2-propanedione is found in coffee and coffee products. 1-Phenyl-1,2-propanedione is present in coffee aroma. 1-Phenyl-1,2-propanedione is a flavouring ingredient.
Structure
Data?1563862688
Synonyms
ValueSource
1-Phenyl-1,2-dioxopropaneChEBI
3-Phenyl-2,3-propanedioneChEBI
Acetyl benzoylChEBI
AcetylbenzoylChEBI
Benzoyl methyl ketoneChEBI
BenzoylacetylChEBI
Methyl phenyl diketoneChEBI
Methyl phenyl glyoxalChEBI
MethylphenylglyoxalChEBI
Phenyl methyl diketoneChEBI
PhenylmethyldiketoneChEBI
1-Phenyl-1,2-propandioneHMDB
1-Phenylpropane-1,2-dioneHMDB
FEMA 3226HMDB
Chemical FormulaC9H8O2
Average Molecular Weight148.1586
Monoisotopic Molecular Weight148.0524295
IUPAC Name1-phenylpropane-1,2-dione
Traditional Nameacetyl benzoyl
CAS Registry Number579-07-7
SMILES
CC(=O)C(=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C9H8O2/c1-7(10)9(11)8-5-3-2-4-6-8/h2-6H,1H3
InChI KeyBVQVLAIMHVDZEL-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as acetophenones. These are organic compounds containing the acetophenone structure.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassAcetophenones
Direct ParentAcetophenones
Alternative Parents
Substituents
  • Phenylpropane
  • Acetophenone
  • Aryl ketone
  • Benzoyl
  • Alpha-diketone
  • Ketone
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point< 20 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility2.6 mg/mL at 20 °CNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.92 g/LALOGPS
logP0.94ALOGPS
logP1.82ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)16.92ChemAxon
pKa (Strongest Basic)-8.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity41.81 m³·mol⁻¹ChemAxon
Polarizability15.23 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-9500000000-0ad1ba839fdf36b66932JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-9500000000-0ad1ba839fdf36b66932JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-1900000000-0995a26dda9c3bc5dbecJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000t-0900000000-23a8b7ff76e850b79b3eJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001j-0900000000-fb650b96ad441c16bed7JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pc0-6900000000-6693984118df075408bcJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-02e11fb73ce9229aee3cJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052b-0900000000-11eb6ccaabf1484aba79JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0zi0-2900000000-2ba7d36b3c9387c11907JSpectraViewer | 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 IDFDB013903
KNApSAcK IDNot Available
Chemspider ID10885
KEGG Compound IDC17268
BioCyc IDCPD-9949
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11363
PDB IDNot Available
ChEBI ID63552
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.. .