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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:50:37 UTC

Update Date

2022-03-07 02:53:23 UTC

HMDB ID

HMDB0032584

Secondary Accession Numbers

HMDB32584

Metabolite Identification

Common Name

4-Hydroxychalcone

Description

4-Hydroxychalcone 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 4-Hydroxychalcone.

Structure

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

HMDB0032584
     RDKit          3D
4-Hydroxychalcone
 29 30  0  0  0  0  0  0  0  0999 V2000
    0.2252    0.0693    0.9722 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9021   -0.3670    0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3493   -0.8667   -1.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9035   -0.8608   -1.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9778   -0.3439   -0.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1912   -1.0829   -0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3522   -0.6457   -0.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4271    0.5363    0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6358    0.9646    1.0493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2814    1.2750    0.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0891    0.8276   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3595   -0.3391    0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2803   -0.7667   -0.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6506   -0.7154   -0.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1140   -0.2289    0.7244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2255    0.2100    1.6738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768    0.1591    1.4395 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0715   -1.3103   -1.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1187   -1.3343   -2.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1743   -2.0255   -1.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2570   -1.2631   -0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2990    1.5364    0.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3143    2.2099    1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2536    1.5385    0.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9225   -1.1579   -1.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2901   -1.0783   -1.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1919   -0.1990    0.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6245    0.5923    2.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1913    0.4997    2.1767 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
  8 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  5  1  0
 17 12  1  0
  3 18  1  0
  4 19  1  0
  6 20  1  0
  7 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


  Mrv0541 05061306342D          

 17 18  0  0  0  0            999 V2000
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    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
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    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
   -2.8579    0.8250    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
   -2.1434    1.2375    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
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  2  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  4  2  0  0  0  0
 13  5  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032584

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(\C=C/C(=O)C2=CC=CC=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O2/c16-14-9-6-12(7-10-14)8-11-15(17)13-4-2-1-3-5-13/h1-11,16H/b11-8-

> <INCHI_KEY>
PWWCDTYUYPOAIU-FLIBITNWSA-N

> <FORMULA>
C15H12O2

> <MOLECULAR_WEIGHT>
224.2546

> <EXACT_MASS>
224.083729628

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
24.302699744597348

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-3-(4-hydroxyphenyl)-1-phenylprop-2-en-1-one

> <ALOGPS_LOGP>
3.79

> <JCHEM_LOGP>
3.586759987333333

> <ALOGPS_LOGS>
-4.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.49969723858311

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.035390452246892

> <JCHEM_PKA_STRONGEST_BASIC>
-6.3529391887816375

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
68.8579

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.57e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-3-(4-hydroxyphenyl)-1-phenylprop-2-en-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0032584
     RDKit          3D
4-Hydroxychalcone
 29 30  0  0  0  0  0  0  0  0999 V2000
    0.2252    0.0693    0.9722 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9021   -0.3670    0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3493   -0.8667   -1.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9035   -0.8608   -1.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9778   -0.3439   -0.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1912   -1.0829   -0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3522   -0.6457   -0.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4271    0.5363    0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6358    0.9646    1.0493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2814    1.2750    0.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0891    0.8276   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3595   -0.3391    0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2803   -0.7667   -0.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6506   -0.7154   -0.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1140   -0.2289    0.7244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2255    0.2100    1.6738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768    0.1591    1.4395 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0715   -1.3103   -1.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1187   -1.3343   -2.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1743   -2.0255   -1.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2570   -1.2631   -0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2990    1.5364    0.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3143    2.2099    1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2536    1.5385    0.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9225   -1.1579   -1.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2901   -1.0783   -1.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1919   -0.1990    0.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6245    0.5923    2.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1913    0.4997    2.1767 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
  8 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  5  1  0
 17 12  1  0
  3 18  1  0
  4 19  1  0
  6 20  1  0
  7 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                                 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      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335   1.540   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      -4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2   13                                                       
CONECT    5    3   13                                                       
CONECT    6    9   12                                                       
CONECT    7   10   12                                                       
CONECT    8   11   12                                                       
CONECT    9    6   14                                                       
CONECT   10    7   14                                                       
CONECT   11    8   15                                                       
CONECT   12    6    7    8                                                  
CONECT   13    4    5   15                                                  
CONECT   14    9   10   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    HMDB0032584
HETATM    1  O1  UNL     1       0.225   0.069   0.972  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.902  -0.367   0.032  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.349  -0.867  -1.172  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.904  -0.861  -1.482  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.978  -0.344  -0.716  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.191  -1.083  -0.799  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.352  -0.646  -0.226  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.427   0.536   0.467  1.00  0.00           C  
HETATM    9  O2  UNL     1      -5.636   0.965   1.049  1.00  0.00           O  
HETATM   10  C8  UNL     1      -3.281   1.275   0.565  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.089   0.828  -0.024  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.359  -0.339   0.231  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.280  -0.767  -0.689  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.651  -0.715  -0.452  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.114  -0.229   0.724  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.225   0.210   1.674  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.877   0.159   1.440  1.00  0.00           C  
HETATM   18  H1  UNL     1       1.071  -1.310  -1.918  1.00  0.00           H  
HETATM   19  H2  UNL     1      -1.119  -1.334  -2.496  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.174  -2.026  -1.339  1.00  0.00           H  
HETATM   21  H4  UNL     1      -5.257  -1.263  -0.325  1.00  0.00           H  
HETATM   22  H5  UNL     1      -6.299   1.536   0.554  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.314   2.210   1.106  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.254   1.538   0.042  1.00  0.00           H  
HETATM   25  H8  UNL     1       2.922  -1.158  -1.637  1.00  0.00           H  
HETATM   26  H9  UNL     1       5.290  -1.078  -1.244  1.00  0.00           H  
HETATM   27  H10 UNL     1       6.192  -0.199   0.885  1.00  0.00           H  
HETATM   28  H11 UNL     1       4.625   0.592   2.601  1.00  0.00           H  
HETATM   29  H12 UNL     1       2.191   0.500   2.177  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4    4   18
CONECT    4    5   19
CONECT    5    6    6   11
CONECT    6    7   20
CONECT    7    8    8   21
CONECT    8    9   10
CONECT    9   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

HMDB0032584
     RDKit          3D
4-Hydroxychalcone
 29 30  0  0  0  0  0  0  0  0999 V2000
    0.2252    0.0693    0.9722 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9021   -0.3670    0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3493   -0.8667   -1.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9035   -0.8608   -1.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9778   -0.3439   -0.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1912   -1.0829   -0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3522   -0.6457   -0.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4271    0.5363    0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6358    0.9646    1.0493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2814    1.2750    0.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0891    0.8276   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3595   -0.3391    0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2803   -0.7667   -0.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6506   -0.7154   -0.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1140   -0.2289    0.7244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2255    0.2100    1.6738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768    0.1591    1.4395 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0715   -1.3103   -1.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1187   -1.3343   -2.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1743   -2.0255   -1.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2570   -1.2631   -0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2990    1.5364    0.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3143    2.2099    1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2536    1.5385    0.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9225   -1.1579   -1.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2901   -1.0783   -1.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1919   -0.1990    0.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6245    0.5923    2.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1913    0.4997    2.1767 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
  8 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  5  1  0
 17 12  1  0
  3 18  1  0
  4 19  1  0
  6 20  1  0
  7 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
(2E)-3-(4-Hydroxyphenyl)-1-phenylprop-2-en-1-one	HMDB
(e)-3-(4-Hydroxy-phenyl)-1-phenyl-propenone	HMDB
3-(4-Hydroxyphenyl)-1-phenyl-2-propen-1-one	HMDB
4-Hydroxy chalcone	HMDB
4-Hydroxychalcone, 8ci	HMDB
4-Hydroxystyryl phenyl ketone	HMDB
W-p-Hydroxybenzylideneacetophenone	HMDB

Chemical Formula

C₁₅H₁₂O₂

Average Molecular Weight

224.2546

Monoisotopic Molecular Weight

224.083729628

IUPAC Name

(2Z)-3-(4-hydroxyphenyl)-1-phenylprop-2-en-1-one

Traditional Name

(2Z)-3-(4-hydroxyphenyl)-1-phenylprop-2-en-1-one

CAS Registry Number

20426-12-4

SMILES

OC1=CC=C(\C=C/C(=O)C2=CC=CC=C2)C=C1

InChI Identifier

InChI=1S/C15H12O2/c16-14-9-6-12(7-10-14)8-11-15(17)13-4-2-1-3-5-13/h1-11,16H/b11-8-

InChI Key

PWWCDTYUYPOAIU-FLIBITNWSA-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
Hydroxycinnamic acid or derivatives
Benzoyl
Styrene
Aryl ketone
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Enone
Acryloyl-group
Alpha,beta-unsaturated ketone
Ketone
Organic oxide
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Taste

Bitter

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0032584)
Cell membrane (HMDB: HMDB0032584)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032584)

Source

Endogenous

Endogenous (HMDB: HMDB0032584)

Plant

Plant (HMDB: HMDB0032584)

Exogenous

Food

Food (HMDB: HMDB0032584)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0032584)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	182 - 183 °C	Not Available
Boiling Point	394.00 to 395.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	240.3 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.911 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.016 g/L	ALOGPS
logP	3.79	ALOGPS
logP	3.59	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	9.04	ChemAxon
pKa (Strongest Basic)	-6.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	68.86 m³·mol⁻¹	ChemAxon
Polarizability	24.3 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]+	155.798	30932474
DeepCCS	[M-H]-	153.402	30932474
DeepCCS	[M-2H]-	186.475	30932474
DeepCCS	[M+Na]+	161.82	30932474
AllCCS	[M+H]+	151.1	32859911
AllCCS	[M+H-H2O]+	146.8	32859911
AllCCS	[M+NH4]+	155.1	32859911
AllCCS	[M+Na]+	156.2	32859911
AllCCS	[M-H]-	152.0	32859911
AllCCS	[M+Na-2H]-	151.6	32859911
AllCCS	[M+HCOO]-	151.3	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. Predicted by Afia on May 17, 2022.	8.15 minutes	32390414
Predicted by Siyang on May 30, 2022	14.4811 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.41 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2414.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	441.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	183.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	245.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	388.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	669.9 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	597.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	85.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1409.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	505.3 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	1314.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	443.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	428.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	392.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	260.7 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	28.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxychalcone	OC1=CC=C(\C=C/C(=O)C2=CC=CC=C2)C=C1	3497.0	Standard polar	33892256
4-Hydroxychalcone	OC1=CC=C(\C=C/C(=O)C2=CC=CC=C2)C=C1	2215.6	Standard non polar	33892256
4-Hydroxychalcone	OC1=CC=C(\C=C/C(=O)C2=CC=CC=C2)C=C1	2440.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxychalcone,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C\C(=O)C2=CC=CC=C2)C=C1	2377.5	Semi standard non polar	33892256
4-Hydroxychalcone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C\C(=O)C2=CC=CC=C2)C=C1	2657.5	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 - 4-Hydroxychalcone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-3930000000-6415d1f46bc19424d5ef	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxychalcone GC-MS (1 TMS) - 70eV, Positive	splash10-05fr-6790000000-dd1bff905e4ace545c83	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxychalcone 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 - 4-Hydroxychalcone 10V, Positive-QTOF	splash10-004i-0190000000-856391d152b9bfb325e8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxychalcone 20V, Positive-QTOF	splash10-0a6r-1960000000-bbda4ff7c9df6a3ad0f7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxychalcone 40V, Positive-QTOF	splash10-0a4i-6900000000-a6343545bc9207565e6e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxychalcone 10V, Negative-QTOF	splash10-00di-0190000000-ccf4583d231a337887a6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxychalcone 20V, Negative-QTOF	splash10-00di-1590000000-b23de3f7e6cce89dd280	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxychalcone 40V, Negative-QTOF	splash10-0kxr-4910000000-e2ebf7a23a2ec858be55	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxychalcone 10V, Negative-QTOF	splash10-00di-0090000000-2ee08f480428f62baef5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxychalcone 20V, Negative-QTOF	splash10-00di-1390000000-cac93dc5ed1c3cba5f63	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxychalcone 40V, Negative-QTOF	splash10-014i-9610000000-a0bcdad78de544c51b9c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxychalcone 10V, Positive-QTOF	splash10-004i-0090000000-0f3790e5e409e7a887c4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxychalcone 20V, Positive-QTOF	splash10-056s-0940000000-b25fdef880f655e41607	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxychalcone 40V, Positive-QTOF	splash10-0a6r-5900000000-83aa01820b05a1db0c54	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

FDB010521

KNApSAcK ID

Not Available

Chemspider ID

21428166

KEGG Compound ID

C14231

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25021769

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1540681

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 4-Hydroxychalcone (HMDB0032584)

MOL for HMDB0032584 (4-Hydroxychalcone)

3D MOL for HMDB0032584 (4-Hydroxychalcone)

3D SDF for HMDB0032584 (4-Hydroxychalcone)

3D-SDF for HMDB0032584 (4-Hydroxychalcone)

PDB for HMDB0032584 (4-Hydroxychalcone)

3D PDB for HMDB0032584 (4-Hydroxychalcone)

SMILES for HMDB0032584 (4-Hydroxychalcone)

INCHI for HMDB0032584 (4-Hydroxychalcone)

Structure for HMDB0032584 (4-Hydroxychalcone)

3D Structure for HMDB0032584 (4-Hydroxychalcone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra