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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:47:25 UTC

Update Date

2023-02-21 17:21:31 UTC

HMDB ID

HMDB0032041

Secondary Accession Numbers

HMDB32041

Metabolite Identification

Common Name

1,3-Diphenyl-1-propanone

Description

1,3-Diphenyl-1-propanone, also known as benzyl acetophenone or hydrochalcone, 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. Thus, 1,3-diphenyl-1-propanone is considered to be a flavonoid. 1,3-Diphenyl-1-propanone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on 1,3-Diphenyl-1-propanone.

Structure

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

HMDB0032041
     RDKit          3D
1,3-Diphenyl-1-propanone
 30 31  0  0  0  0  0  0  0  0999 V2000
    1.1704   -2.1396    1.7267 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1150   -1.2349    0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1402   -0.9713    0.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9752    0.0588    0.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2210    0.2901    0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2540    1.2863   -0.8602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4025    1.5146   -1.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5240    0.7377   -1.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4899   -0.2559   -0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3328   -0.4759    0.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3209   -0.4563    0.5548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3258    0.5514   -0.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537    1.3080   -0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6087    1.0177    0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6254   -0.0029    0.9664 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5027   -0.7300    1.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7487   -1.9186    0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0142   -0.6434   -0.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4084    1.0101    0.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1984   -0.3306    1.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3398    1.8695   -1.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4138    2.2903   -2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4450    0.8864   -1.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3322   -0.8876   -0.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2624   -1.2482    1.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4145    0.7744   -0.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3628    2.0768   -1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5065    1.5869   -0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745   -0.1835    1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4933   -1.5181    1.9700 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 10  5  1  0
 16 11  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
M  END


  Mrv1652304272018512D          

 16 17  0  0  0  0            999 V2000
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  6 10  2  0  0  0  0
  7 13  2  0  0  0  0
  8 13  1  0  0  0  0
  9 14  2  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 15  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032041

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C(CCC1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O/c16-15(14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1-10H,11-12H2

> <INCHI_KEY>
QGGZBXOADPVUPN-UHFFFAOYSA-N

> <FORMULA>
C15H14O

> <MOLECULAR_WEIGHT>
210.2711

> <EXACT_MASS>
210.10446507

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
24.144274735938627

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3-diphenylpropan-1-one

> <ALOGPS_LOGP>
3.43

> <JCHEM_LOGP>
3.809801819333333

> <ALOGPS_LOGS>
-4.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.810958390420573

> <JCHEM_PKA_STRONGEST_BASIC>
-7.451305654567253

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
65.7837

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.82e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dihydrochalcone

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0032041
     RDKit          3D
1,3-Diphenyl-1-propanone
 30 31  0  0  0  0  0  0  0  0999 V2000
    1.1704   -2.1396    1.7267 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1150   -1.2349    0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1402   -0.9713    0.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9752    0.0588    0.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2210    0.2901    0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2540    1.2863   -0.8602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4025    1.5146   -1.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5240    0.7377   -1.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4899   -0.2559   -0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3328   -0.4759    0.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3209   -0.4563    0.5548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3258    0.5514   -0.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537    1.3080   -0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6087    1.0177    0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6254   -0.0029    0.9664 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5027   -0.7300    1.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7487   -1.9186    0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0142   -0.6434   -0.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4084    1.0101    0.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1984   -0.3306    1.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3398    1.8695   -1.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4138    2.2903   -2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4450    0.8864   -1.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3322   -0.8876   -0.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2624   -1.2482    1.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4145    0.7744   -0.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3628    2.0768   -1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5065    1.5869   -0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745   -0.1835    1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4933   -1.5181    1.9700 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 10  5  1  0
 16 11  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
M  END

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.700   5.335   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.770   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.160   5.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.470   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.390   4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.700   2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.080   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.850   1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.540   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.160   2.667   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.390   1.334   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -6.160   0.000   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   13                                                       
CONECT    8    4   13                                                       
CONECT    9    5   14                                                       
CONECT   10    6   14                                                       
CONECT   11   12   13                                                       
CONECT   12   11   15                                                       
CONECT   13    7    8   11                                                  
CONECT   14    9   10   15                                                  
CONECT   15   12   14   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0032041
HETATM    1  O1  UNL     1       1.170  -2.140   1.727  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.115  -1.235   0.839  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.140  -0.971   0.106  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.975   0.059   0.875  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.221   0.290   0.102  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.254   1.286  -0.860  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.402   1.515  -1.588  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.524   0.738  -1.347  1.00  0.00           C  
HETATM    9  C8  UNL     1      -4.490  -0.256  -0.388  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.333  -0.476   0.336  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.321  -0.456   0.555  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.326   0.551  -0.383  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.454   1.308  -0.681  1.00  0.00           C  
HETATM   14  C13 UNL     1       4.609   1.018   0.008  1.00  0.00           C  
HETATM   15  C14 UNL     1       4.625  -0.003   0.966  1.00  0.00           C  
HETATM   16  C15 UNL     1       3.503  -0.730   1.238  1.00  0.00           C  
HETATM   17  H1  UNL     1      -0.749  -1.919   0.012  1.00  0.00           H  
HETATM   18  H2  UNL     1       0.014  -0.643  -0.937  1.00  0.00           H  
HETATM   19  H3  UNL     1      -0.408   1.010   0.932  1.00  0.00           H  
HETATM   20  H4  UNL     1      -1.198  -0.331   1.881  1.00  0.00           H  
HETATM   21  H5  UNL     1      -1.340   1.869  -1.008  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.414   2.290  -2.330  1.00  0.00           H  
HETATM   23  H7  UNL     1      -5.445   0.886  -1.898  1.00  0.00           H  
HETATM   24  H8  UNL     1      -5.332  -0.888  -0.161  1.00  0.00           H  
HETATM   25  H9  UNL     1      -3.262  -1.248   1.102  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.415   0.774  -0.917  1.00  0.00           H  
HETATM   27  H11 UNL     1       3.363   2.077  -1.431  1.00  0.00           H  
HETATM   28  H12 UNL     1       5.507   1.587  -0.197  1.00  0.00           H  
HETATM   29  H13 UNL     1       5.574  -0.183   1.478  1.00  0.00           H  
HETATM   30  H14 UNL     1       3.493  -1.518   1.970  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4   17   18
CONECT    4    5   19   20
CONECT    5    6    6   10
CONECT    6    7   21
CONECT    7    8    8   22
CONECT    8    9   23
CONECT    9   10   10   24
CONECT   10   25
CONECT   11   12   12   16
CONECT   12   13   26
CONECT   13   14   14   27
CONECT   14   15   28
CONECT   15   16   16   29
CONECT   16   30
END

HMDB0032041
     RDKit          3D
1,3-Diphenyl-1-propanone
 30 31  0  0  0  0  0  0  0  0999 V2000
    1.1704   -2.1396    1.7267 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1150   -1.2349    0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1402   -0.9713    0.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9752    0.0588    0.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2210    0.2901    0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2540    1.2863   -0.8602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4025    1.5146   -1.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5240    0.7377   -1.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4899   -0.2559   -0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3328   -0.4759    0.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3209   -0.4563    0.5548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3258    0.5514   -0.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537    1.3080   -0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6087    1.0177    0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6254   -0.0029    0.9664 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5027   -0.7300    1.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7487   -1.9186    0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0142   -0.6434   -0.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4084    1.0101    0.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1984   -0.3306    1.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3398    1.8695   -1.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4138    2.2903   -2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4450    0.8864   -1.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3322   -0.8876   -0.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2624   -1.2482    1.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4145    0.7744   -0.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3628    2.0768   -1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5065    1.5869   -0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745   -0.1835    1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4933   -1.5181    1.9700 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 10  5  1  0
 16 11  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,3-Diphenyl-1-oxopropane	ChEBI
Benzyl acetophenone	ChEBI
beta-Phenylpropiophenone	ChEBI
Hydrochalcone	ChEBI
Hydrocinnamophenone	ChEBI
b-Phenylpropiophenone	Generator
Β-phenylpropiophenone	Generator
.omega.-benzyl acetophenone	HMDB
1, 3-Diphenyl-3-propanone	HMDB
1,3-Diphenyl-3-propanone	HMDB
2',4-Dihydroxy-alpha,beta-dihydrochalcone	HMDB
2-Phenethyl phenyl ketone	HMDB
3-Phenyl-propiophenone	HMDB
3-Phenylpropiophenone	HMDB
Benzylacetophenone	HMDB
Dihydrochalcone	HMDB
Laquo omegaraquo -benzyl acetophenone	HMDB
Omega-benzyl acetophenone	HMDB
Phenethyl phenyl ketone	HMDB
Phenyl phenethyl ketone	HMDB
W-Benzylacetophenone	HMDB

Chemical Formula

C₁₅H₁₄O

Average Molecular Weight

210.2711

Monoisotopic Molecular Weight

210.10446507

IUPAC Name

1,3-diphenylpropan-1-one

Traditional Name

dihydrochalcone

CAS Registry Number

1083-30-3

SMILES

O=C(CCC1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H14O/c16-15(14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1-10H,11-12H2

InChI Key

QGGZBXOADPVUPN-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
Aryl alkyl ketone
Aryl ketone
Benzoyl
Benzenoid
Monocyclic benzene moiety
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dihydrochalcones (CHEBI:71231 )
Chalcones and dihydrochalcones (LMPK12120464 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0032041)
Cell membrane (HMDB: HMDB0032041)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032041)

Source

Endogenous

Endogenous (HMDB: HMDB0032041)

Plant

Plant (HMDB: HMDB0032041)

Exogenous

Food

Food (HMDB: HMDB0032041)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0032041)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	72 - 73 °C	Not Available
Boiling Point	352.70 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	19.09 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.830 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0078 g/L	ALOGPS
logP	3.43	ALOGPS
logP	3.81	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	16.81	ChemAxon
pKa (Strongest Basic)	-7.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	65.78 m³·mol⁻¹	ChemAxon
Polarizability	24.14 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
DarkChem	[M+H]+	148.142	31661259
DarkChem	[M-H]-	149.034	31661259
DeepCCS	[M+H]+	147.828	30932474
DeepCCS	[M-H]-	145.433	30932474
DeepCCS	[M-2H]-	179.101	30932474
DeepCCS	[M+Na]+	153.957	30932474
AllCCS	[M+H]+	148.1	32859911
AllCCS	[M+H-H2O]+	143.8	32859911
AllCCS	[M+NH4]+	152.2	32859911
AllCCS	[M+Na]+	153.4	32859911
AllCCS	[M-H]-	151.2	32859911
AllCCS	[M+Na-2H]-	151.1	32859911
AllCCS	[M+HCOO]-	151.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	9.17 minutes	32390414
Predicted by Siyang on May 30, 2022	16.7847 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.65 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2634.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	577.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	223.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	335.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	408.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	737.7 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	807.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	90.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1574.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	620.9 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	1505.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	493.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	465.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	424.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	390.8 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	15.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,3-Diphenyl-1-propanone	O=C(CCC1=CC=CC=C1)C1=CC=CC=C1	2683.2	Standard polar	33892256
1,3-Diphenyl-1-propanone	O=C(CCC1=CC=CC=C1)C1=CC=CC=C1	1858.2	Standard non polar	33892256
1,3-Diphenyl-1-propanone	O=C(CCC1=CC=CC=C1)C1=CC=CC=C1	1831.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 1,3-Diphenyl-1-propanone EI-B (Non-derivatized)	splash10-0a4i-7930000000-932c5f7279d2b7703686	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 1,3-Diphenyl-1-propanone EI-B (Non-derivatized)	splash10-0a4i-7930000000-932c5f7279d2b7703686	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3-Diphenyl-1-propanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-7910000000-2ff89178c9c3eb7d8785	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3-Diphenyl-1-propanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3-Diphenyl-1-propanone 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone ESI-ITFT , positive-QTOF	splash10-03dl-8290000000-33e71a1f5cb5353bc2ad	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 10V, Positive-QTOF	splash10-03di-0490000000-b1705fdcb19173392fd1	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 20V, Positive-QTOF	splash10-0a4i-1910000000-d5f2c52fb0565d8415df	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 40V, Positive-QTOF	splash10-0a4i-6900000000-88525d8ae195c0651d6d	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 10V, Negative-QTOF	splash10-0a4i-0190000000-5b057d0f9decb3eb21d6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 20V, Negative-QTOF	splash10-0a4i-0590000000-04d994e93740b2c50cfb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 40V, Negative-QTOF	splash10-0lfr-3900000000-757f5d7541e8ee5a86f7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 10V, Positive-QTOF	splash10-03di-2190000000-484043668f0e80cf605b	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 20V, Positive-QTOF	splash10-06r6-8940000000-f68242d0454815ca62b5	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 40V, Positive-QTOF	splash10-0a4i-5900000000-069075e13cc0d28a37ab	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 10V, Negative-QTOF	splash10-0a4i-0090000000-6eca0663b2d1b5b3602c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 20V, Negative-QTOF	splash10-0a4i-0190000000-2eb5534da0da9715f1ef	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diphenyl-1-propanone 40V, Negative-QTOF	splash10-004i-3910000000-d2997154644a0445440d	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB008744

KNApSAcK ID

C00007921

Chemspider ID

58334

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dihydrochalcone

METLIN ID

Not Available

PubChem Compound

64802

PDB ID

Not Available

ChEBI ID

71231

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1414641

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 1,3-Diphenyl-1-propanone (HMDB0032041)

MOL for HMDB0032041 (1,3-Diphenyl-1-propanone)

3D MOL for HMDB0032041 (1,3-Diphenyl-1-propanone)

3D SDF for HMDB0032041 (1,3-Diphenyl-1-propanone)

3D-SDF for HMDB0032041 (1,3-Diphenyl-1-propanone)

PDB for HMDB0032041 (1,3-Diphenyl-1-propanone)

3D PDB for HMDB0032041 (1,3-Diphenyl-1-propanone)

SMILES for HMDB0032041 (1,3-Diphenyl-1-propanone)

INCHI for HMDB0032041 (1,3-Diphenyl-1-propanone)

Structure for HMDB0032041 (1,3-Diphenyl-1-propanone)

3D Structure for HMDB0032041 (1,3-Diphenyl-1-propanone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra