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Showing metabocard for 1-Phenyl-1,2-propanedione (HMDB0035243)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:11:42 UTC
Update Date2023-02-21 17:24:43 UTC
HMDB IDHMDB0035243
Secondary Accession Numbers
  • HMDB35243
Metabolite Identification
Common Name1-Phenyl-1,2-propanedione
Description1-Phenyl-1,2-propanedione, also known as acetyl benzoyl or phenyl methyl diketone, belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety. 1-Phenyl-1,2-propanedione is a buttery, honey, and pepper tasting compound. 1-Phenyl-1,2-propanedione 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 1-phenyl-1,2-propanedione a potential biomarker for the consumption of these foods. 1-Phenyl-1,2-propanedione is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on 1-Phenyl-1,2-propanedione.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0035243 (1-Phenyl-1,2-propanedione)

  Mrv0541 05061308192D          

 11 11  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  1  1  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  7  2  0  0  0  0
 11  9  2  0  0  0  0
M  END
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3D MOL for HMDB0035243 (1-Phenyl-1,2-propanedione)

HMDB0035243
     RDKit          3D
1-Phenyl-1,2-propanedione
 19 19  0  0  0  0  0  0  0  0999 V2000
   -3.5403    0.0772    0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0856    0.3277    0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9343    1.0787    1.4987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0545   -0.2931   -0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4012   -1.0351   -1.2626 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3673   -0.1386   -0.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8689    0.6316    0.9814 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2488    0.7226    1.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1192    0.0664    0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6128   -0.7022   -0.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2614   -0.8033   -0.8921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9856   -0.6199    0.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5814   -0.3749   -0.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0346    1.0603    0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2220    1.1742    1.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973    1.3462    1.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1831    0.1459    0.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2795   -1.2432   -1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8573   -1.4205   -1.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  7 15  1  0
  8 16  1  0
  9 17  1  0
 10 18  1  0
 11 19  1  0
M  END
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3D SDF for HMDB0035243 (1-Phenyl-1,2-propanedione)

  Mrv0541 05061308192D          

 11 11  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  1  1  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  7  2  0  0  0  0
 11  9  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035243

> <DATABASE_NAME>
hmdb

> <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_KEY>
BVQVLAIMHVDZEL-UHFFFAOYSA-N

> <FORMULA>
C9H8O2

> <MOLECULAR_WEIGHT>
148.1586

> <EXACT_MASS>
148.0524295

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
15.227083881821574

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-phenylpropane-1,2-dione

> <ALOGPS_LOGP>
0.94

> <JCHEM_LOGP>
1.8201130023333332

> <ALOGPS_LOGS>
-2.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.922254274583455

> <JCHEM_PKA_STRONGEST_BASIC>
-8.107373341856169

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
41.8068

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.18e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acetyl benzoyl

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0035243 (1-Phenyl-1,2-propanedione)

HMDB0035243
     RDKit          3D
1-Phenyl-1,2-propanedione
 19 19  0  0  0  0  0  0  0  0999 V2000
   -3.5403    0.0772    0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0856    0.3277    0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9343    1.0787    1.4987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0545   -0.2931   -0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4012   -1.0351   -1.2626 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3673   -0.1386   -0.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8689    0.6316    0.9814 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2488    0.7226    1.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1192    0.0664    0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6128   -0.7022   -0.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2614   -0.8033   -0.8921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9856   -0.6199    0.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5814   -0.3749   -0.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0346    1.0603    0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2220    1.1742    1.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973    1.3462    1.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1831    0.1459    0.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2795   -1.2432   -1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8573   -1.4205   -1.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  7 15  1  0
  8 16  1  0
  9 17  1  0
 10 18  1  0
 11 19  1  0
M  END
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PDB for HMDB0035243 (1-Phenyl-1,2-propanedione)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    8                                                       
CONECT    6    4    8                                                       
CONECT    7    1    9   10                                                  
CONECT    8    5    6    9                                                  
CONECT    9    7    8   11                                                  
CONECT   10    7                                                            
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for HMDB0035243 (1-Phenyl-1,2-propanedione)

COMPND    HMDB0035243
HETATM    1  C1  UNL     1      -3.540   0.077   0.144  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.086   0.328   0.509  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.934   1.079   1.499  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.055  -0.293  -0.280  1.00  0.00           C  
HETATM    5  O2  UNL     1      -1.401  -1.035  -1.263  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.367  -0.139  -0.042  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.869   0.632   0.981  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.249   0.723   1.135  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.119   0.066   0.296  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.613  -0.702  -0.726  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.261  -0.803  -0.892  1.00  0.00           C  
HETATM   12  H1  UNL     1      -3.986  -0.620   0.886  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.581  -0.375  -0.862  1.00  0.00           H  
HETATM   14  H3  UNL     1      -4.035   1.060   0.170  1.00  0.00           H  
HETATM   15  H4  UNL     1       0.222   1.174   1.678  1.00  0.00           H  
HETATM   16  H5  UNL     1       2.597   1.346   1.962  1.00  0.00           H  
HETATM   17  H6  UNL     1       4.183   0.146   0.426  1.00  0.00           H  
HETATM   18  H7  UNL     1       3.279  -1.243  -1.419  1.00  0.00           H  
HETATM   19  H8  UNL     1       0.857  -1.420  -1.712  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    3    4
CONECT    4    5    5    6
CONECT    6    7    7   11
CONECT    7    8   15
CONECT    8    9    9   16
CONECT    9   10   17
CONECT   10   11   11   18
CONECT   11   19
END
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SMILES for HMDB0035243 (1-Phenyl-1,2-propanedione)

CC(=O)C(=O)C1=CC=CC=C1
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INCHI for HMDB0035243 (1-Phenyl-1,2-propanedione)

InChI=1S/C9H8O2/c1-7(10)9(11)8-5-3-2-4-6-8/h2-6H,1H3
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View in JSmolView Stereo Labels
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
PyruvophenoneChEBI
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
Description Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylpropanes
Direct ParentPhenylpropanes
Alternative Parents
Substituents
  • Phenylpropane
  • Aryl ketone
  • Benzoyl
  • Alpha-diketone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial applicationBiological role
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point< 20 °CNot Available
Boiling Point103.00 to 105.00 °C. @ 14.00 mm HgThe Good Scents Company Information System
Water Solubility2.6 mg/mL at 20 °CNot Available
LogP1.169 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
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
FooDB 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
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1035591
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.. .