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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:48:02 UTC

Update Date

2022-03-07 02:53:15 UTC

HMDB ID

HMDB0032130

Secondary Accession Numbers

HMDB32130

Metabolite Identification

Common Name

3',4'-Dihydroxychalcone

Description

3',4'-Dihydroxychalcone belongs to the class of organic compounds known as retrochalcones. These are a form of normal chalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions. Based on a literature review very few articles have been published on 3',4'-Dihydroxychalcone.

Structure

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

HMDB0032130
     RDKit          3D
3',4'-Dihydroxychalcone
 30 31  0  0  0  0  0  0  0  0999 V2000
   -0.6743   -1.9491   -1.8259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7803   -1.0668   -0.9313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4530   -0.4620   -0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6294   -0.7934   -0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8495   -0.1845   -0.3661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8973    0.7895    0.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667    1.3627    1.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2611    0.9366    0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2647   -0.0503   -0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0901   -0.5911   -0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0717   -0.6616   -0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1947   -1.3070   -0.9595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4227   -0.9337   -0.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5843    0.0387    0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8511    0.3396    0.9268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4782    0.6622    1.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5872    1.6433    2.0353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2397    0.2949    0.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3738    0.2913    0.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6975   -1.5470   -1.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9635    1.1505    1.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0936    2.1225    1.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2074    1.3438    0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2370   -0.3615   -0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0766   -1.3537   -1.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0547   -2.0572   -1.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2975   -1.4312   -0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0737    1.0193    1.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4598    1.9515    2.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3912    0.8038    0.9994 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
  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
 14 16  1  0
 16 17  1  0
 16 18  2  0
 10  5  1  0
 18 11  1  0
  3 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
 15 28  1  0
 17 29  1  0
 18 30  1  0
M  END


  Mrv0541 05061306232D          

 18 19  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    3.7125    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    4.5375    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
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  8  6  2  0  0  0  0
  9  7  2  0  0  0  0
 11  4  2  0  0  0  0
 11  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12 10  2  0  0  0  0
 13  8  1  0  0  0  0
 13 12  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 15 14  2  0  0  0  0
 16 13  2  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032130

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(O)C=C(C=C1)C(=O)\C=C\C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O3/c16-13(8-6-11-4-2-1-3-5-11)12-7-9-14(17)15(18)10-12/h1-10,17-18H/b8-6+

> <INCHI_KEY>
WYUBYHGDUPOTPG-SOFGYWHQSA-N

> <FORMULA>
C15H12O3

> <MOLECULAR_WEIGHT>
240.254

> <EXACT_MASS>
240.07864425

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
25.639582784136596

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-1-(3,4-dihydroxyphenyl)-3-phenylprop-2-en-1-one

> <ALOGPS_LOGP>
3.34

> <JCHEM_LOGP>
3.283194665666666

> <ALOGPS_LOGS>
-3.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.863249810430835

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.9800174132818515

> <JCHEM_PKA_STRONGEST_BASIC>
-6.328726851627299

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
70.83879999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-1-(3,4-dihydroxyphenyl)-3-phenylprop-2-en-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032130
     RDKit          3D
3',4'-Dihydroxychalcone
 30 31  0  0  0  0  0  0  0  0999 V2000
   -0.6743   -1.9491   -1.8259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7803   -1.0668   -0.9313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4530   -0.4620   -0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6294   -0.7934   -0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8495   -0.1845   -0.3661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8973    0.7895    0.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667    1.3627    1.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2611    0.9366    0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2647   -0.0503   -0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0901   -0.5911   -0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0717   -0.6616   -0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1947   -1.3070   -0.9595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4227   -0.9337   -0.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5843    0.0387    0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8511    0.3396    0.9268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4782    0.6622    1.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5872    1.6433    2.0353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2397    0.2949    0.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3738    0.2913    0.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6975   -1.5470   -1.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9635    1.1505    1.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0936    2.1225    1.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2074    1.3438    0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2370   -0.3615   -0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0766   -1.3537   -1.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0547   -2.0572   -1.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2975   -1.4312   -0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0737    1.0193    1.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4598    1.9515    2.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3912    0.8038    0.9994 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
  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
 14 16  1  0
 16 17  1  0
 16 18  2  0
 10  5  1  0
 18 11  1  0
  3 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
 15 28  1  0
 17 29  1  0
 18 30  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       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  15.400   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  16.170   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  13.090   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  13.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  13.090   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667  15.400   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.667  13.860   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -4.001  16.170   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -4.001  13.090   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2   11                                                       
CONECT    5    3   11                                                       
CONECT    6    8   11                                                       
CONECT    7    9   12                                                       
CONECT    8    6   13                                                       
CONECT    9    7   14                                                       
CONECT   10   12   15                                                       
CONECT   11    4    5    6                                                  
CONECT   12    7   10   13                                                  
CONECT   13    8   12   16                                                  
CONECT   14    9   15   17                                                  
CONECT   15   10   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    HMDB0032130
HETATM    1  O1  UNL     1      -0.674  -1.949  -1.826  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.780  -1.067  -0.931  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.453  -0.462  -0.433  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.629  -0.793  -0.869  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.849  -0.185  -0.366  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.897   0.790   0.607  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.067   1.363   1.079  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.261   0.937   0.546  1.00  0.00           C  
HETATM    9  C8  UNL     1       5.265  -0.050  -0.444  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.090  -0.591  -0.884  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.072  -0.662  -0.411  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.195  -1.307  -0.959  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.423  -0.934  -0.477  1.00  0.00           C  
HETATM   14  C13 UNL     1      -4.584   0.039   0.513  1.00  0.00           C  
HETATM   15  O2  UNL     1      -5.851   0.340   0.927  1.00  0.00           O  
HETATM   16  C14 UNL     1      -3.478   0.662   1.041  1.00  0.00           C  
HETATM   17  O3  UNL     1      -3.587   1.643   2.035  1.00  0.00           O  
HETATM   18  C15 UNL     1      -2.240   0.295   0.564  1.00  0.00           C  
HETATM   19  H1  UNL     1       0.374   0.291   0.330  1.00  0.00           H  
HETATM   20  H2  UNL     1       1.697  -1.547  -1.632  1.00  0.00           H  
HETATM   21  H3  UNL     1       1.963   1.150   1.051  1.00  0.00           H  
HETATM   22  H4  UNL     1       4.094   2.122   1.839  1.00  0.00           H  
HETATM   23  H5  UNL     1       6.207   1.344   0.871  1.00  0.00           H  
HETATM   24  H6  UNL     1       6.237  -0.361  -0.842  1.00  0.00           H  
HETATM   25  H7  UNL     1       4.077  -1.354  -1.648  1.00  0.00           H  
HETATM   26  H8  UNL     1      -3.055  -2.057  -1.724  1.00  0.00           H  
HETATM   27  H9  UNL     1      -5.297  -1.431  -0.899  1.00  0.00           H  
HETATM   28  H10 UNL     1      -6.074   1.019   1.628  1.00  0.00           H  
HETATM   29  H11 UNL     1      -4.460   1.952   2.421  1.00  0.00           H  
HETATM   30  H12 UNL     1      -1.391   0.804   0.999  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4    4   19
CONECT    4    5   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   18
CONECT   12   13   26
CONECT   13   14   14   27
CONECT   14   15   16
CONECT   15   28
CONECT   16   17   18   18
CONECT   17   29
CONECT   18   30
END

HMDB0032130
     RDKit          3D
3',4'-Dihydroxychalcone
 30 31  0  0  0  0  0  0  0  0999 V2000
   -0.6743   -1.9491   -1.8259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7803   -1.0668   -0.9313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4530   -0.4620   -0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6294   -0.7934   -0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8495   -0.1845   -0.3661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8973    0.7895    0.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667    1.3627    1.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2611    0.9366    0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2647   -0.0503   -0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0901   -0.5911   -0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0717   -0.6616   -0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1947   -1.3070   -0.9595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4227   -0.9337   -0.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5843    0.0387    0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8511    0.3396    0.9268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4782    0.6622    1.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5872    1.6433    2.0353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2397    0.2949    0.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3738    0.2913    0.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6975   -1.5470   -1.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9635    1.1505    1.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0936    2.1225    1.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2074    1.3438    0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2370   -0.3615   -0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0766   -1.3537   -1.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0547   -2.0572   -1.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2975   -1.4312   -0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0737    1.0193    1.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4598    1.9515    2.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3912    0.8038    0.9994 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
  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
 14 16  1  0
 16 17  1  0
 16 18  2  0
 10  5  1  0
 18 11  1  0
  3 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
 15 28  1  0
 17 29  1  0
 18 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(3,4-Dihydroxyphenyl)-3-phenyl-2-propen-1-one, 9ci	HMDB
3,4-Dihydroxyphenyl styryl ketone	HMDB

Chemical Formula

C₁₅H₁₂O₃

Average Molecular Weight

240.254

Monoisotopic Molecular Weight

240.07864425

IUPAC Name

(2E)-1-(3,4-dihydroxyphenyl)-3-phenylprop-2-en-1-one

Traditional Name

(2E)-1-(3,4-dihydroxyphenyl)-3-phenylprop-2-en-1-one

CAS Registry Number

88596-30-9

SMILES

OC1=C(O)C=C(C=C1)C(=O)\C=C\C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H12O3/c16-13(8-6-11-4-2-1-3-5-11)12-7-9-14(17)15(18)10-12/h1-10,17-18H/b8-6+

InChI Key

WYUBYHGDUPOTPG-SOFGYWHQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as retrochalcones. These are a form of normal chalcones 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

Retrochalcones

Alternative Parents

Substituents

Retrochalcone
Cinnamylphenol
Benzoyl
Catechol
Aryl ketone
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Ketone
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0032130)
Cell membrane (HMDB: HMDB0032130)

Source

Endogenous

Endogenous (HMDB: HMDB0032130)

Plant

Plant (HMDB: HMDB0032130)

Exogenous

Food

Food (HMDB: HMDB0032130)

Exogenous (HMDB: HMDB0032130)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	187 °C	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	0.13 g/L	ALOGPS
logP	3.34	ALOGPS
logP	3.28	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	7.98	ChemAxon
pKa (Strongest Basic)	-6.3	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	3	ChemAxon
Refractivity	70.84 m³·mol⁻¹	ChemAxon
Polarizability	25.64 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
DeepCCS	[M+H]+	156.829	30932474
DeepCCS	[M-H]-	154.434	30932474
DeepCCS	[M-2H]-	187.354	30932474
DeepCCS	[M+Na]+	162.84	30932474
AllCCS	[M+H]+	155.1	32859911
AllCCS	[M+H-H2O]+	151.0	32859911
AllCCS	[M+NH4]+	159.0	32859911
AllCCS	[M+Na]+	160.1	32859911
AllCCS	[M-H]-	155.0	32859911
AllCCS	[M+Na-2H]-	154.5	32859911
AllCCS	[M+HCOO]-	154.2	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.	7.41 minutes	32390414
Predicted by Siyang on May 30, 2022	12.9493 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.28 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	26.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2318.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	366.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	165.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	210.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	368.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	645.1 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	629.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	83.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1276.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	478.7 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	1284.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	374.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	441.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	382.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	233.0 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	40.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3',4'-Dihydroxychalcone	OC1=C(O)C=C(C=C1)C(=O)\C=C\C1=CC=CC=C1	3888.2	Standard polar	33892256
3',4'-Dihydroxychalcone	OC1=C(O)C=C(C=C1)C(=O)\C=C\C1=CC=CC=C1	2439.7	Standard non polar	33892256
3',4'-Dihydroxychalcone	OC1=C(O)C=C(C=C1)C(=O)\C=C\C1=CC=CC=C1	2655.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3',4'-Dihydroxychalcone,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=CC=C2)C=C1O	2490.7	Semi standard non polar	33892256
3',4'-Dihydroxychalcone,1TMS,isomer #2	C[Si](C)(C)OC1=CC(C(=O)/C=C/C2=CC=CC=C2)=CC=C1O	2469.5	Semi standard non polar	33892256
3',4'-Dihydroxychalcone,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=CC=C2)C=C1O[Si](C)(C)C	2535.4	Semi standard non polar	33892256
3',4'-Dihydroxychalcone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=CC=C2)C=C1O	2751.8	Semi standard non polar	33892256
3',4'-Dihydroxychalcone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(C(=O)/C=C/C2=CC=CC=C2)=CC=C1O	2734.5	Semi standard non polar	33892256
3',4'-Dihydroxychalcone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=CC=C2)C=C1O[Si](C)(C)C(C)(C)C	3007.9	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 - 3',4'-Dihydroxychalcone GC-MS (Non-derivatized) - 70eV, Positive	splash10-007c-2950000000-9533b9c968a996b76932	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydroxychalcone GC-MS (2 TMS) - 70eV, Positive	splash10-00yi-5669000000-1ece3f927ab140a759e3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydroxychalcone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydroxychalcone 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 - 3',4'-Dihydroxychalcone 10V, Positive-QTOF	splash10-0006-0290000000-c5c94a1e4b8db2a81a1f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydroxychalcone 20V, Positive-QTOF	splash10-000f-1950000000-c9ba5097ce36bc593bf4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydroxychalcone 40V, Positive-QTOF	splash10-0udi-8900000000-2737529e29fe19ddbc3f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydroxychalcone 10V, Negative-QTOF	splash10-000i-0290000000-76790909bf141a6dbcfe	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydroxychalcone 20V, Negative-QTOF	splash10-000i-0790000000-226604ce91e27da84cc2	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydroxychalcone 40V, Negative-QTOF	splash10-0k9i-3910000000-f548b1a0cf860e934778	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydroxychalcone 10V, Negative-QTOF	splash10-000i-0090000000-68ba9ba0c5a355ceefe4	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydroxychalcone 20V, Negative-QTOF	splash10-000i-0890000000-7cf52eac3ab46a89a9ca	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydroxychalcone 40V, Negative-QTOF	splash10-0udi-3910000000-f0a0d32cde584bd42d77	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydroxychalcone 10V, Positive-QTOF	splash10-0006-0490000000-4cfa47d8bbc6f67f49b8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydroxychalcone 20V, Positive-QTOF	splash10-0f89-0930000000-54a7fd44203eb1ec6ca9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydroxychalcone 40V, Positive-QTOF	splash10-0ue9-4900000000-0af7232cfba452f1fd46	2021-09-25	Wishart 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

FDB008853

KNApSAcK ID

Not Available

Chemspider ID

8619716

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10444297

PDB ID

Not Available

ChEBI ID

168702

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 3',4'-Dihydroxychalcone (HMDB0032130)

MOL for HMDB0032130 (3',4'-Dihydroxychalcone)

3D MOL for HMDB0032130 (3',4'-Dihydroxychalcone)

3D SDF for HMDB0032130 (3',4'-Dihydroxychalcone)

3D-SDF for HMDB0032130 (3',4'-Dihydroxychalcone)

PDB for HMDB0032130 (3',4'-Dihydroxychalcone)

3D PDB for HMDB0032130 (3',4'-Dihydroxychalcone)

SMILES for HMDB0032130 (3',4'-Dihydroxychalcone)

INCHI for HMDB0032130 (3',4'-Dihydroxychalcone)

Structure for HMDB0032130 (3',4'-Dihydroxychalcone)

3D Structure for HMDB0032130 (3',4'-Dihydroxychalcone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra