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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:28:53 UTC

Update Date

2022-03-07 02:54:53 UTC

HMDB ID

HMDB0036347

Secondary Accession Numbers

HMDB36347

Metabolite Identification

Common Name

2,3-Dihydroxy-1,3-diphenyl-1-propanone

Description

2,3-Dihydroxy-1,3-diphenyl-1-propanone 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. 2,3-Dihydroxy-1,3-diphenyl-1-propanone has been detected, but not quantified in, fats and oils and nuts. This could make 2,3-dihydroxy-1,3-diphenyl-1-propanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2,3-Dihydroxy-1,3-diphenyl-1-propanone.

Structure

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

HMDB0036347
     RDKit          3D
2,3-Dihydroxy-1,3-diphenyl-1-propanone
 32 33  0  0  0  0  0  0  0  0999 V2000
    1.3829   -0.0824    2.4815 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2957    0.2519    1.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4577    0.0797    0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5596   -0.5714    0.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6979   -0.7435    0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7599   -0.2821   -1.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.3532   -1.6275 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5069    0.5476   -0.8975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0098    0.7985    0.8110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6607    1.2496    1.9826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7735   -0.3486    0.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1010   -0.8292   -0.8965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1967   -0.1451   -0.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8610   -1.2500   -0.5799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2050   -1.1737   -0.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9197   -0.0234   -0.5957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2734    1.0575   -0.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9092    0.9877    0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5326   -0.9463    1.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5307   -1.2524    0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6884   -0.4404   -1.6522 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7052    0.7308   -2.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6665    1.0706   -1.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1152    1.5698    0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0826    1.9845    2.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7023   -1.1748    0.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6709   -1.0673   -1.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3525   -2.1775   -0.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7483   -2.0104   -1.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9753    0.0205   -0.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7547    1.9827    0.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3851    1.8339    0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  8  3  1  0
 18 13  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
M  END


  Mrv0541 05061309052D          

 18 19  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
   -0.7145    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
    0.0000    2.4750    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
   -0.7145    2.0625    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
 11  7  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  2  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  2  0  0  0  0
 18 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036347

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O3/c16-13(11-7-3-1-4-8-11)15(18)14(17)12-9-5-2-6-10-12/h1-10,13,15-16,18H

> <INCHI_KEY>
QOFVVEZPQRISRL-UHFFFAOYSA-N

> <FORMULA>
C15H14O3

> <MOLECULAR_WEIGHT>
242.2699

> <EXACT_MASS>
242.094294314

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
25.499698999032923

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,3-dihydroxy-1,3-diphenylpropan-1-one

> <ALOGPS_LOGP>
1.63

> <JCHEM_LOGP>
2.0197397516666666

> <ALOGPS_LOGS>
-2.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.166100204518141

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.222067651108505

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5431377850991845

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
68.4834

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.18e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dihydroxy-1,3-diphenylpropan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036347
     RDKit          3D
2,3-Dihydroxy-1,3-diphenyl-1-propanone
 32 33  0  0  0  0  0  0  0  0999 V2000
    1.3829   -0.0824    2.4815 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2957    0.2519    1.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4577    0.0797    0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5596   -0.5714    0.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6979   -0.7435    0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7599   -0.2821   -1.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.3532   -1.6275 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5069    0.5476   -0.8975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0098    0.7985    0.8110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6607    1.2496    1.9826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7735   -0.3486    0.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1010   -0.8292   -0.8965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1967   -0.1451   -0.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8610   -1.2500   -0.5799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2050   -1.1737   -0.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9197   -0.0234   -0.5957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2734    1.0575   -0.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9092    0.9877    0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5326   -0.9463    1.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5307   -1.2524    0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6884   -0.4404   -1.6522 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7052    0.7308   -2.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6665    1.0706   -1.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1152    1.5698    0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0826    1.9845    2.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7023   -1.1748    0.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6709   -1.0673   -1.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3525   -2.1775   -0.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7483   -2.0104   -1.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9753    0.0205   -0.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7547    1.9827    0.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3851    1.8339    0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  8  3  1  0
 18 13  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
M  END

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      -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      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   4.620   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
HETATM   18  O   UNK     0      -1.334   3.850   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   11                                                       
CONECT    8    4   11                                                       
CONECT    9    5   12                                                       
CONECT   10    6   12                                                       
CONECT   11    7    8   13                                                  
CONECT   12    9   10   14                                                  
CONECT   13   11   15   16                                                  
CONECT   14   12   15   17                                                  
CONECT   15   13   14   18                                                  
CONECT   16   13                                                            
CONECT   17   14                                                            
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0036347
HETATM    1  O1  UNL     1       1.383  -0.082   2.481  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.296   0.252   1.254  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.458   0.080   0.388  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.560  -0.571   0.945  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.698  -0.744   0.197  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.760  -0.282  -1.088  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.683   0.353  -1.627  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.507   0.548  -0.897  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.010   0.799   0.811  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.661   1.250   1.983  1.00  0.00           O  
HETATM   11  C9  UNL     1      -0.773  -0.349   0.213  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.101  -0.829  -0.897  1.00  0.00           O  
HETATM   13  C10 UNL     1      -2.197  -0.145  -0.023  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.861  -1.250  -0.580  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.205  -1.174  -0.857  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.920  -0.023  -0.596  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.273   1.058  -0.052  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.909   0.988   0.232  1.00  0.00           C  
HETATM   19  H1  UNL     1       3.533  -0.946   1.964  1.00  0.00           H  
HETATM   20  H2  UNL     1       5.531  -1.252   0.662  1.00  0.00           H  
HETATM   21  H3  UNL     1       5.688  -0.440  -1.652  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.705   0.731  -2.649  1.00  0.00           H  
HETATM   23  H5  UNL     1       1.667   1.071  -1.334  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.115   1.570   0.056  1.00  0.00           H  
HETATM   25  H7  UNL     1      -0.083   1.985   2.321  1.00  0.00           H  
HETATM   26  H8  UNL     1      -0.702  -1.175   0.987  1.00  0.00           H  
HETATM   27  H9  UNL     1      -0.671  -1.067  -1.648  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.352  -2.177  -0.806  1.00  0.00           H  
HETATM   29  H11 UNL     1      -4.748  -2.010  -1.288  1.00  0.00           H  
HETATM   30  H12 UNL     1      -5.975   0.021  -0.819  1.00  0.00           H  
HETATM   31  H13 UNL     1      -4.755   1.983   0.179  1.00  0.00           H  
HETATM   32  H14 UNL     1      -2.385   1.834   0.653  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    9
CONECT    3    4    4    8
CONECT    4    5   19
CONECT    5    6    6   20
CONECT    6    7   21
CONECT    7    8    8   22
CONECT    8   23
CONECT    9   10   11   24
CONECT   10   25
CONECT   11   12   13   26
CONECT   12   27
CONECT   13   14   14   18
CONECT   14   15   28
CONECT   15   16   16   29
CONECT   16   17   30
CONECT   17   18   18   31
CONECT   18   32
END

HMDB0036347
     RDKit          3D
2,3-Dihydroxy-1,3-diphenyl-1-propanone
 32 33  0  0  0  0  0  0  0  0999 V2000
    1.3829   -0.0824    2.4815 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2957    0.2519    1.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4577    0.0797    0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5596   -0.5714    0.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6979   -0.7435    0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7599   -0.2821   -1.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.3532   -1.6275 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5069    0.5476   -0.8975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0098    0.7985    0.8110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6607    1.2496    1.9826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7735   -0.3486    0.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1010   -0.8292   -0.8965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1967   -0.1451   -0.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8610   -1.2500   -0.5799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2050   -1.1737   -0.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9197   -0.0234   -0.5957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2734    1.0575   -0.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9092    0.9877    0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5326   -0.9463    1.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5307   -1.2524    0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6884   -0.4404   -1.6522 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7052    0.7308   -2.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6665    1.0706   -1.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1152    1.5698    0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0826    1.9845    2.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7023   -1.1748    0.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6709   -1.0673   -1.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3525   -2.1775   -0.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7483   -2.0104   -1.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9753    0.0205   -0.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7547    1.9827    0.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3851    1.8339    0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  8  3  1  0
 18 13  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Benzoyl-2-phenyl-1,2-ethanediol	HMDB
a,b-Dihydroxydihydrochalcone	HMDB

Chemical Formula

C₁₅H₁₄O₃

Average Molecular Weight

242.2699

Monoisotopic Molecular Weight

242.094294314

IUPAC Name

2,3-dihydroxy-1,3-diphenylpropan-1-one

Traditional Name

2,3-dihydroxy-1,3-diphenylpropan-1-one

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C15H14O3/c16-13(11-7-3-1-4-8-11)15(18)14(17)12-9-5-2-6-10-12/h1-10,13,15-16,18H

InChI Key

QOFVVEZPQRISRL-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
Acyloin
Monocyclic benzene moiety
Beta-hydroxy ketone
Monosaccharide
Benzenoid
Alpha-hydroxy ketone
Ketone
1,2-diol
Secondary alcohol
Organic oxide
Alcohol
Organic oxygen compound
Organooxygen compound
Aromatic alcohol
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0036347)
Cytoplasm (HMDB: HMDB0036347)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036347)

Source

Exogenous

Exogenous (HMDB: HMDB0036347)

Food

Food (HMDB: HMDB0036347)

Nut

Nuts (FooDB: FOOD00869)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0036347)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0036347)

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
Water Solubility	1.18 g/L	ALOGPS
logP	1.63	ALOGPS
logP	2.02	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	12.22	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.48 m³·mol⁻¹	ChemAxon
Polarizability	25.5 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	156.204	31661259
DarkChem	[M-H]-	153.095	31661259
DeepCCS	[M+H]+	155.079	30932474
DeepCCS	[M-H]-	152.684	30932474
DeepCCS	[M-2H]-	185.682	30932474
DeepCCS	[M+Na]+	161.08	30932474
AllCCS	[M+H]+	157.7	32859911
AllCCS	[M+H-H2O]+	153.6	32859911
AllCCS	[M+NH4]+	161.5	32859911
AllCCS	[M+Na]+	162.6	32859911
AllCCS	[M-H]-	158.0	32859911
AllCCS	[M+Na-2H]-	157.8	32859911
AllCCS	[M+HCOO]-	157.7	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.	6.74 minutes	32390414
Predicted by Siyang on May 30, 2022	12.2824 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.34 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	29.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2221.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	352.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	155.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	194.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	155.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	479.1 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	568.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	64.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1051.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	435.7 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	1336.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	348.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	356.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	285.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	150.3 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	23.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3-Dihydroxy-1,3-diphenyl-1-propanone	OC(C(O)C1=CC=CC=C1)C(=O)C1=CC=CC=C1	2990.5	Standard polar	33892256
2,3-Dihydroxy-1,3-diphenyl-1-propanone	OC(C(O)C1=CC=CC=C1)C(=O)C1=CC=CC=C1	2107.8	Standard non polar	33892256
2,3-Dihydroxy-1,3-diphenyl-1-propanone	OC(C(O)C1=CC=CC=C1)C(=O)C1=CC=CC=C1	2048.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,3-Dihydroxy-1,3-diphenyl-1-propanone,1TMS,isomer #1	C[Si](C)(C)OC(C(=O)C1=CC=CC=C1)C(O)C1=CC=CC=C1	2024.3	Semi standard non polar	33892256
2,3-Dihydroxy-1,3-diphenyl-1-propanone,1TMS,isomer #2	C[Si](C)(C)OC(C1=CC=CC=C1)C(O)C(=O)C1=CC=CC=C1	2001.7	Semi standard non polar	33892256
2,3-Dihydroxy-1,3-diphenyl-1-propanone,2TMS,isomer #1	C[Si](C)(C)OC(C(=O)C1=CC=CC=C1)C(O[Si](C)(C)C)C1=CC=CC=C1	2004.9	Semi standard non polar	33892256
2,3-Dihydroxy-1,3-diphenyl-1-propanone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(C(=O)C1=CC=CC=C1)C(O)C1=CC=CC=C1	2259.5	Semi standard non polar	33892256
2,3-Dihydroxy-1,3-diphenyl-1-propanone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(C1=CC=CC=C1)C(O)C(=O)C1=CC=CC=C1	2271.4	Semi standard non polar	33892256
2,3-Dihydroxy-1,3-diphenyl-1-propanone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(C(=O)C1=CC=CC=C1)C(O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2477.8	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 - 2,3-Dihydroxy-1,3-diphenyl-1-propanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-4900000000-0af49e44025168127216	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dihydroxy-1,3-diphenyl-1-propanone GC-MS (2 TMS) - 70eV, Positive	splash10-056r-2900000000-b81076630d2284d497f6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dihydroxy-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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydroxy-1,3-diphenyl-1-propanone 10V, Positive-QTOF	splash10-0006-0390000000-309e3e1a654b66869124	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydroxy-1,3-diphenyl-1-propanone 20V, Positive-QTOF	splash10-0a4i-1910000000-e3cb137fd80e52eeb5dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydroxy-1,3-diphenyl-1-propanone 40V, Positive-QTOF	splash10-0a4i-9800000000-892e3c90f8b9bb5aa351	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydroxy-1,3-diphenyl-1-propanone 10V, Negative-QTOF	splash10-0006-0390000000-a54889f4b772d4fe5cf3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydroxy-1,3-diphenyl-1-propanone 20V, Negative-QTOF	splash10-056r-7920000000-55dda432a8b1f48bbc17	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydroxy-1,3-diphenyl-1-propanone 40V, Negative-QTOF	splash10-004i-9300000000-f7ab78f19929290b9044	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydroxy-1,3-diphenyl-1-propanone 10V, Positive-QTOF	splash10-0a6u-0390000000-64f3687072acc6050e8e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydroxy-1,3-diphenyl-1-propanone 20V, Positive-QTOF	splash10-0a6r-4590000000-a39c62661d424990c236	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydroxy-1,3-diphenyl-1-propanone 40V, Positive-QTOF	splash10-0006-9100000000-247fd27b69a86f78945c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydroxy-1,3-diphenyl-1-propanone 10V, Negative-QTOF	splash10-0076-0790000000-bab6ecf34e5ce7cf008c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydroxy-1,3-diphenyl-1-propanone 20V, Negative-QTOF	splash10-0a59-2920000000-3be6ae16de90c3a42f08	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydroxy-1,3-diphenyl-1-propanone 40V, Negative-QTOF	splash10-00or-6900000000-7901cdfd8b339c84fa3a	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB015218

KNApSAcK ID

Not Available

Chemspider ID

4475891

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5316933

PDB ID

Not Available

ChEBI ID

173745

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

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

Showing metabocard for 2,3-Dihydroxy-1,3-diphenyl-1-propanone (HMDB0036347)

MOL for HMDB0036347 (2,3-Dihydroxy-1,3-diphenyl-1-propanone)

3D MOL for HMDB0036347 (2,3-Dihydroxy-1,3-diphenyl-1-propanone)

3D SDF for HMDB0036347 (2,3-Dihydroxy-1,3-diphenyl-1-propanone)

3D-SDF for HMDB0036347 (2,3-Dihydroxy-1,3-diphenyl-1-propanone)

PDB for HMDB0036347 (2,3-Dihydroxy-1,3-diphenyl-1-propanone)

3D PDB for HMDB0036347 (2,3-Dihydroxy-1,3-diphenyl-1-propanone)

SMILES for HMDB0036347 (2,3-Dihydroxy-1,3-diphenyl-1-propanone)

INCHI for HMDB0036347 (2,3-Dihydroxy-1,3-diphenyl-1-propanone)

Structure for HMDB0036347 (2,3-Dihydroxy-1,3-diphenyl-1-propanone)

3D Structure for HMDB0036347 (2,3-Dihydroxy-1,3-diphenyl-1-propanone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra