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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:28:20 UTC

Update Date

2021-09-26 23:03:01 UTC

HMDB ID

HMDB0251166

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dibenzoylmethane

Description

dibenzoylmethane, also known as DBM, belongs to the class of organic compounds known as retro-dihydrochalcones. These are a form of normal dihydrochalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions. dibenzoylmethane is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Dibenzoylmethane is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dibenzoylmethane is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0251166
     RDKit          3D
Dibenzoylmethane
 29 30  0  0  0  0  0  0  0  0999 V2000
    0.6978    2.3192    0.7630 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0080    1.1991    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0558    0.2079    0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3979    0.7470    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4710    1.9280    0.7697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5628   -0.0712    0.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8187    0.4218    0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9564   -0.3379    0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7923   -1.6051   -0.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5428   -2.1124   -0.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4297   -1.3413   -0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4032    0.8397    0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111    1.7415    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7362    1.4044    0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1043    0.1740   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0948   -0.7259   -0.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7727   -0.3897   -0.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0142   -0.1097   -1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0964   -0.7381    0.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9369    1.4338    0.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9123    0.1064    0.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6932   -2.1982   -0.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459   -3.0999   -1.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4698   -1.7762   -0.6632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1314    2.7219    0.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5055    2.1213    0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1444   -0.0783   -0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3841   -1.6905   -1.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9813   -1.0915   -0.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  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
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11  6  1  0
 17 12  1  0
  3 18  1  0
  3 19  1  0
  7 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 13 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
M  END


  Mrv1572004191602432D          

 17 18  0  0  0  0            999 V2000
   -2.1434    4.5375    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
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    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    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    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    3.7125    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
    0.0000    3.3000    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    3.7125    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  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  2  0  0  0  0
 17 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251166

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C(CC(=O)C1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O2/c16-14(12-7-3-1-4-8-12)11-15(17)13-9-5-2-6-10-13/h1-10H,11H2

> <INCHI_KEY>
NZZIMKJIVMHWJC-UHFFFAOYSA-N

> <FORMULA>
C15H12O2

> <MOLECULAR_WEIGHT>
224.259

> <EXACT_MASS>
224.083729626

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
23.633513105898405

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3-diphenylpropane-1,3-dione

> <ALOGPS_LOGP>
3.14

> <JCHEM_LOGP>
3.1773608296666667

> <ALOGPS_LOGS>
-4.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.988752776072298

> <JCHEM_PKA_STRONGEST_BASIC>
-7.277965102940485

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
66.622

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.79e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dibenzoylmethane

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0251166
     RDKit          3D
Dibenzoylmethane
 29 30  0  0  0  0  0  0  0  0999 V2000
    0.6978    2.3192    0.7630 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0080    1.1991    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0558    0.2079    0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3979    0.7470    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4710    1.9280    0.7697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5628   -0.0712    0.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8187    0.4218    0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9564   -0.3379    0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7923   -1.6051   -0.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5428   -2.1124   -0.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4297   -1.3413   -0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4032    0.8397    0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111    1.7415    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7362    1.4044    0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1043    0.1740   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0948   -0.7259   -0.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7727   -0.3897   -0.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0142   -0.1097   -1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0964   -0.7381    0.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9369    1.4338    0.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9123    0.1064    0.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6932   -2.1982   -0.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459   -3.0999   -1.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4698   -1.7762   -0.6632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1314    2.7219    0.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5055    2.1213    0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1444   -0.0783   -0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3841   -1.6905   -1.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9813   -1.0915   -0.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  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
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11  6  1  0
 17 12  1  0
  3 18  1  0
  3 19  1  0
  7 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 13 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
M  END

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0      -4.001   8.470   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      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1    3    4                                                       
CONECT    2    5    6                                                       
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   12                                                       
CONECT    8    4   12                                                       
CONECT    9    5   13                                                       
CONECT   10    6   13                                                       
CONECT   11   14   15                                                       
CONECT   12    7    8   14                                                  
CONECT   13    9   10   15                                                  
CONECT   14   11   12   16                                                  
CONECT   15   11   13   17                                                  
CONECT   16   14                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0251166
HETATM    1  O1  UNL     1       0.698   2.319   0.763  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.008   1.199   0.307  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.056   0.208   0.001  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.398   0.747   0.308  1.00  0.00           C  
HETATM    5  O2  UNL     1      -1.471   1.928   0.770  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.563  -0.071   0.076  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.819   0.422   0.358  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.956  -0.338   0.147  1.00  0.00           C  
HETATM    9  C7  UNL     1      -4.792  -1.605  -0.355  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.543  -2.112  -0.642  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.430  -1.341  -0.425  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.403   0.840   0.066  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.411   1.741   0.342  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.736   1.404   0.115  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.104   0.174  -0.388  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.095  -0.726  -0.662  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.773  -0.390  -0.436  1.00  0.00           C  
HETATM   18  H1  UNL     1       0.014  -0.110  -1.065  1.00  0.00           H  
HETATM   19  H2  UNL     1       0.096  -0.738   0.591  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.937   1.434   0.758  1.00  0.00           H  
HETATM   21  H4  UNL     1      -5.912   0.106   0.388  1.00  0.00           H  
HETATM   22  H5  UNL     1      -5.693  -2.198  -0.519  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.446  -3.100  -1.031  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.470  -1.776  -0.663  1.00  0.00           H  
HETATM   25  H8  UNL     1       3.131   2.722   0.742  1.00  0.00           H  
HETATM   26  H9  UNL     1       5.505   2.121   0.336  1.00  0.00           H  
HETATM   27  H10 UNL     1       6.144  -0.078  -0.561  1.00  0.00           H  
HETATM   28  H11 UNL     1       4.384  -1.690  -1.057  1.00  0.00           H  
HETATM   29  H12 UNL     1       1.981  -1.092  -0.650  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4   18   19
CONECT    4    5    5    6
CONECT    6    7    7   11
CONECT    7    8   20
CONECT    8    9    9   21
CONECT    9   10   22
CONECT   10   11   11   23
CONECT   11   24
CONECT   12   13   13   17
CONECT   13   14   25
CONECT   14   15   15   26
CONECT   15   16   27
CONECT   16   17   17   28
CONECT   17   29
END

HMDB0251166
     RDKit          3D
Dibenzoylmethane
 29 30  0  0  0  0  0  0  0  0999 V2000
    0.6978    2.3192    0.7630 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0080    1.1991    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0558    0.2079    0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3979    0.7470    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4710    1.9280    0.7697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5628   -0.0712    0.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8187    0.4218    0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9564   -0.3379    0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7923   -1.6051   -0.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5428   -2.1124   -0.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4297   -1.3413   -0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4032    0.8397    0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111    1.7415    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7362    1.4044    0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1043    0.1740   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0948   -0.7259   -0.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7727   -0.3897   -0.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0142   -0.1097   -1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0964   -0.7381    0.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9369    1.4338    0.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9123    0.1064    0.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6932   -2.1982   -0.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459   -3.0999   -1.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4698   -1.7762   -0.6632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1314    2.7219    0.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5055    2.1213    0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1444   -0.0783   -0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3841   -1.6905   -1.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9813   -1.0915   -0.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  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
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11  6  1  0
 17 12  1  0
  3 18  1  0
  3 19  1  0
  7 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 13 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,3-Diphenyl-1,3-propanedione	ChEBI
2-Benzoylacetophenone	ChEBI
DBM	ChEBI
Omega-benzoylacetophenone	ChEBI
Phenyl phenacyl ketone	ChEBI
Dibenzoylmethane	MeSH

Chemical Formula

C₁₅H₁₂O₂

Average Molecular Weight

224.259

Monoisotopic Molecular Weight

224.083729626

IUPAC Name

1,3-diphenylpropane-1,3-dione

Traditional Name

dibenzoylmethane

CAS Registry Number

Not Available

SMILES

O=C(CC(=O)C1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H12O2/c16-14(12-7-3-1-4-8-12)11-15(17)13-9-5-2-6-10-13/h1-10H,11H2

InChI Key

NZZIMKJIVMHWJC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as retro-dihydrochalcones. These are a form of normal dihydrochalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

Retro-dihydrochalcones

Alternative Parents

Substituents

Retro-dihydrochalcone
Alkyl-phenylketone
Butyrophenone
Phenylketone
Benzoyl
Aryl alkyl ketone
Aryl ketone
1,3-diketone
Monocyclic benzene moiety
Benzenoid
1,3-dicarbonyl compound
Ketone
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aromatic ketone (CHEBI:75417 )
beta-diketone (CHEBI:75417 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.14	ALOGPS
logP	3.18	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	9.99	ChemAxon
pKa (Strongest Basic)	-7.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	66.62 m³·mol⁻¹	ChemAxon
Polarizability	23.63 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	151.606	30932474
DeepCCS	[M-H]-	149.21	30932474
DeepCCS	[M-2H]-	182.197	30932474
DeepCCS	[M+Na]+	157.557	30932474
AllCCS	[M+H]+	150.7	32859911
AllCCS	[M+H-H2O]+	146.5	32859911
AllCCS	[M+NH4]+	154.7	32859911
AllCCS	[M+Na]+	155.9	32859911
AllCCS	[M-H]-	152.5	32859911
AllCCS	[M+Na-2H]-	152.2	32859911
AllCCS	[M+HCOO]-	152.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	15.6724 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.04 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2405.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	516.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	194.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	288.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	383.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	672.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	653.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	71.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1437.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	551.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1476.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	475.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	465.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	415.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	315.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	45.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dibenzoylmethane	O=C(CC(=O)C1=CC=CC=C1)C1=CC=CC=C1	3197.9	Standard polar	33892256
Dibenzoylmethane	O=C(CC(=O)C1=CC=CC=C1)C1=CC=CC=C1	2084.2	Standard non polar	33892256
Dibenzoylmethane	O=C(CC(=O)C1=CC=CC=C1)C1=CC=CC=C1	2030.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dibenzoylmethane GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-6930000000-0c2b70ecb31fef78940e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dibenzoylmethane GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibenzoylmethane 10V, Positive-QTOF	splash10-056r-0490000000-5bfe7222ff1759846721	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibenzoylmethane 20V, Positive-QTOF	splash10-0a4i-0910000000-b592655d242780d38ec9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibenzoylmethane 40V, Positive-QTOF	splash10-0a4i-3900000000-700d666ddd010c1cacf6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibenzoylmethane 10V, Negative-QTOF	splash10-00di-0090000000-ce3d98379c1a1f155d50	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibenzoylmethane 20V, Negative-QTOF	splash10-00di-1490000000-59037e9319608c6d70ea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibenzoylmethane 40V, Negative-QTOF	splash10-00or-9710000000-9b772c1340c8abe65acc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibenzoylmethane 10V, Positive-QTOF	splash10-0a6r-0960000000-b67e5d3e5adb00a4b8cf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibenzoylmethane 20V, Positive-QTOF	splash10-0a4i-0900000000-b52f82b76ba0d4a66c31	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibenzoylmethane 40V, Positive-QTOF	splash10-004i-9100000000-672411f4976866fa4177	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibenzoylmethane 10V, Negative-QTOF	splash10-00di-0090000000-2ee08f480428f62baef5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibenzoylmethane 20V, Negative-QTOF	splash10-00di-1390000000-547b4ab002e8583c3d7b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibenzoylmethane 40V, Negative-QTOF	splash10-056r-9330000000-4004353d0701dbd6057e	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dibenzoylmethane

METLIN ID

Not Available

PubChem Compound

8433

PDB ID

Not Available

ChEBI ID

75417

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Dibenzoylmethane (HMDB0251166)

MOL for HMDB0251166 (Dibenzoylmethane)

3D MOL for HMDB0251166 (Dibenzoylmethane)

3D SDF for HMDB0251166 (Dibenzoylmethane)

3D-SDF for HMDB0251166 (Dibenzoylmethane)

PDB for HMDB0251166 (Dibenzoylmethane)

3D PDB for HMDB0251166 (Dibenzoylmethane)

SMILES for HMDB0251166 (Dibenzoylmethane)

INCHI for HMDB0251166 (Dibenzoylmethane)

Structure for HMDB0251166 (Dibenzoylmethane)

3D Structure for HMDB0251166 (Dibenzoylmethane)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra