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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:50:38 UTC

Update Date

2022-09-22 18:34:24 UTC

HMDB ID

HMDB0032585

Secondary Accession Numbers

HMDB32585

Metabolite Identification

Common Name

4'-Methoxychalcone

Description

4'-Methoxychalcone 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. Thus, 4'-methoxychalcone is considered to be a flavonoid. 4'-Methoxychalcone has been detected, but not quantified in, citrus and lemons (Citrus limon). This could make 4'-methoxychalcone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4'-Methoxychalcone.

Structure

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

HMDB0032585
     RDKit          3D
4'-Methoxychalcone
 32 33  0  0  0  0  0  0  0  0999 V2000
    6.5807   -0.2719    0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3881   -0.7269    0.6190 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1301   -0.3366    0.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8734    0.5485   -0.8007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5823    0.8936   -1.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4725    0.3760   -0.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1258    0.7796   -0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0151    1.5999   -1.8388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0676    0.2540   -0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2661    0.6323   -0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5285    0.2065   -0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7073    0.6993   -0.5486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9265    0.3186   -0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9324   -0.5790    1.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7930   -1.0961    1.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5681   -0.6806    1.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7303   -0.5062    0.5430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0430   -0.8584    0.8903 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4072   -0.4932    0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7758   -0.8717   -0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5334    0.7922   -0.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7366    0.9600   -1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3860    1.5979   -1.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9884   -0.4355    0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2741    1.3555   -1.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6489    1.3941   -1.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8778    0.6932   -0.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8758   -0.8910    1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7579   -1.7943    2.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6416   -1.0642    1.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8905   -0.9361    1.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133   -1.5595    1.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  6 17  1  0
 17 18  2  0
 18  3  1  0
 16 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  5 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
 17 31  1  0
 18 32  1  0
M  END


  Mrv0541 05061306342D          

 18 19  0  0  0  0            999 V2000
    0.0000    5.7750    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
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    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
   -4.2868    0.8250    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    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    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
   -1.4289    4.9500    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
   -3.5724    1.2375    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
   -0.7145    4.5375    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    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
 10  8  1  0  0  0  0
 11  9  2  0  0  0  0
 12  7  2  0  0  0  0
 13  5  2  0  0  0  0
 13  6  1  0  0  0  0
 13  7  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15 10  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 16 14  1  0  0  0  0
 17 16  2  0  0  0  0
 18  1  1  0  0  0  0
 18 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032585

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)C(=O)\C=C\C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O2/c1-18-15-10-8-14(9-11-15)16(17)12-7-13-5-3-2-4-6-13/h2-12H,1H3/b12-7+

> <INCHI_KEY>
KJHHAPASNNVTSN-KPKJPENVSA-N

> <FORMULA>
C16H14O2

> <MOLECULAR_WEIGHT>
238.2812

> <EXACT_MASS>
238.099379692

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.86628381697294

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.53

> <JCHEM_LOGP>
3.7326540433333335

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.089095574691807

> <JCHEM_PKA_STRONGEST_BASIC>
-4.837271947532323

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
73.3402

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.53e-03 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0032585
     RDKit          3D
4'-Methoxychalcone
 32 33  0  0  0  0  0  0  0  0999 V2000
    6.5807   -0.2719    0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3881   -0.7269    0.6190 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1301   -0.3366    0.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8734    0.5485   -0.8007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5823    0.8936   -1.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4725    0.3760   -0.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1258    0.7796   -0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0151    1.5999   -1.8388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0676    0.2540   -0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2661    0.6323   -0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5285    0.2065   -0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7073    0.6993   -0.5486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9265    0.3186   -0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9324   -0.5790    1.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7930   -1.0961    1.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5681   -0.6806    1.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7303   -0.5062    0.5430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0430   -0.8584    0.8903 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4072   -0.4932    0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7758   -0.8717   -0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5334    0.7922   -0.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7366    0.9600   -1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3860    1.5979   -1.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9884   -0.4355    0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2741    1.3555   -1.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6489    1.3941   -1.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8778    0.6932   -0.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8758   -0.8910    1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7579   -1.7943    2.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6416   -1.0642    1.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8905   -0.9361    1.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133   -1.5595    1.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  6 17  1  0
 17 18  2  0
 18  3  1  0
 16 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  5 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
 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       0.000  10.780   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   9.240   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      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -6.668   6.930   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000   9.240   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3   13                                                       
CONECT    6    4   13                                                       
CONECT    7   12   13                                                       
CONECT    8   10   14                                                       
CONECT    9   11   14                                                       
CONECT   10    8   15                                                       
CONECT   11    9   15                                                       
CONECT   12    7   16                                                       
CONECT   13    5    6    7                                                  
CONECT   14    8    9   16                                                  
CONECT   15   10   11   18                                                  
CONECT   16   12   14   17                                                  
CONECT   17   16                                                            
CONECT   18    1   15                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0032585
HETATM    1  C1  UNL     1       6.581  -0.272   0.026  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.388  -0.727   0.619  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.130  -0.337   0.224  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.873   0.549  -0.801  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.582   0.894  -1.141  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.472   0.376  -0.478  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.126   0.780  -0.884  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.015   1.600  -1.839  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.068   0.254  -0.209  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.266   0.632  -0.592  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.528   0.207  -0.030  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.707   0.699  -0.549  1.00  0.00           C  
HETATM   13  C11 UNL     1      -5.926   0.319  -0.042  1.00  0.00           C  
HETATM   14  C12 UNL     1      -5.932  -0.579   1.010  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.793  -1.096   1.559  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.568  -0.681   1.011  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.730  -0.506   0.543  1.00  0.00           C  
HETATM   18  C16 UNL     1       3.043  -0.858   0.890  1.00  0.00           C  
HETATM   19  H1  UNL     1       7.407  -0.493   0.731  1.00  0.00           H  
HETATM   20  H2  UNL     1       6.776  -0.872  -0.891  1.00  0.00           H  
HETATM   21  H3  UNL     1       6.533   0.792  -0.274  1.00  0.00           H  
HETATM   22  H4  UNL     1       4.737   0.960  -1.326  1.00  0.00           H  
HETATM   23  H5  UNL     1       2.386   1.598  -1.957  1.00  0.00           H  
HETATM   24  H6  UNL     1      -0.988  -0.436   0.595  1.00  0.00           H  
HETATM   25  H7  UNL     1      -2.274   1.355  -1.439  1.00  0.00           H  
HETATM   26  H8  UNL     1      -4.649   1.394  -1.365  1.00  0.00           H  
HETATM   27  H9  UNL     1      -6.878   0.693  -0.433  1.00  0.00           H  
HETATM   28  H10 UNL     1      -6.876  -0.891   1.423  1.00  0.00           H  
HETATM   29  H11 UNL     1      -4.758  -1.794   2.375  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.642  -1.064   1.414  1.00  0.00           H  
HETATM   31  H13 UNL     1       0.891  -0.936   1.089  1.00  0.00           H  
HETATM   32  H14 UNL     1       3.213  -1.559   1.704  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3
CONECT    3    4    4   18
CONECT    4    5   22
CONECT    5    6    6   23
CONECT    6    7   17
CONECT    7    8    8    9
CONECT    9   10   10   24
CONECT   10   11   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
CONECT   17   18   18   31
CONECT   18   32
END

HMDB0032585
     RDKit          3D
4'-Methoxychalcone
 32 33  0  0  0  0  0  0  0  0999 V2000
    6.5807   -0.2719    0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3881   -0.7269    0.6190 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1301   -0.3366    0.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8734    0.5485   -0.8007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5823    0.8936   -1.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4725    0.3760   -0.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1258    0.7796   -0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0151    1.5999   -1.8388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0676    0.2540   -0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2661    0.6323   -0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5285    0.2065   -0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7073    0.6993   -0.5486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9265    0.3186   -0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9324   -0.5790    1.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7930   -1.0961    1.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5681   -0.6806    1.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7303   -0.5062    0.5430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0430   -0.8584    0.8903 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4072   -0.4932    0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7758   -0.8717   -0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5334    0.7922   -0.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7366    0.9600   -1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3860    1.5979   -1.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9884   -0.4355    0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2741    1.3555   -1.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6489    1.3941   -1.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8778    0.6932   -0.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8758   -0.8910    1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7579   -1.7943    2.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6416   -1.0642    1.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8905   -0.9361    1.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133   -1.5595    1.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  6 17  1  0
 17 18  2  0
 18  3  1  0
 16 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  5 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
 17 31  1  0
 18 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4'-Methoxychalcone, (e)-isomer	MeSH
4'-Methoxychalcone, (Z)-isomer	MeSH
4,4'-Dimethoxy-benzophenone	HMDB
4,4'-Dimethoxybenzophenone	HMDB
Bis(4-methoxyphenyl)-methanone	HMDB
Bis(4-methoxyphenyl)methanone	HMDB
Bis(P-methoxy)benzophenone	HMDB
P,P'-dimethoxybenzophenone	HMDB
4'-Methoxychalcone	MeSH

Chemical Formula

C₁₆H₁₄O₂

Average Molecular Weight

238.2812

Monoisotopic Molecular Weight

238.099379692

IUPAC Name

(2E)-1-(4-methoxyphenyl)-3-phenylprop-2-en-1-one

Traditional Name

(2E)-1-(4-methoxyphenyl)-3-phenylprop-2-en-1-one

CAS Registry Number

22966-19-4

SMILES

COC1=CC=C(C=C1)C(=O)\C=C\C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H14O2/c1-18-15-10-8-14(9-11-15)16(17)12-7-13-5-3-2-4-6-13/h2-12H,1H3/b12-7+

InChI Key

KJHHAPASNNVTSN-KPKJPENVSA-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
Anisole
Benzoyl
Phenol ether
Styrene
Phenoxy compound
Aryl ketone
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Acryloyl-group
Alpha,beta-unsaturated ketone
Enone
Ketone
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120188 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0032585)
Cell membrane (HMDB: HMDB0032585)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032585)

Source

Endogenous

Endogenous (HMDB: HMDB0032585)

Plant

Plant (HMDB: HMDB0032585)

Exogenous

Food

Food (HMDB: HMDB0032585)

Fruit

Citrus

Lemon (FooDB: FOOD00054)
Citrus (FooDB: FOOD00859)

Exogenous (HMDB: HMDB0032585)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	107 °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	0.0045 g/L	ALOGPS
logP	3.53	ALOGPS
logP	3.73	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	17.09	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	73.34 m³·mol⁻¹	ChemAxon
Polarizability	26.87 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]+	159.043	30932474
DeepCCS	[M-H]-	156.685	30932474
DeepCCS	[M-2H]-	189.622	30932474
DeepCCS	[M+Na]+	165.136	30932474
AllCCS	[M+H]+	155.1	32859911
AllCCS	[M+H-H2O]+	150.9	32859911
AllCCS	[M+NH4]+	159.0	32859911
AllCCS	[M+Na]+	160.1	32859911
AllCCS	[M-H]-	157.6	32859911
AllCCS	[M+Na-2H]-	157.2	32859911
AllCCS	[M+HCOO]-	157.0	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. Predicted by Afia on May 17, 2022.	9.29 minutes	32390414
Predicted by Siyang on May 30, 2022	17.1064 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.21 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2884.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	567.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	226.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	326.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	392.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	733.7 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	748.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	106.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1639.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	603.3 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	1438.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	509.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	481.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	452.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	501.7 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	11.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4'-Methoxychalcone	COC1=CC=C(C=C1)C(=O)\C=C\C1=CC=CC=C1	3367.6	Standard polar	33892256
4'-Methoxychalcone	COC1=CC=C(C=C1)C(=O)\C=C\C1=CC=CC=C1	2230.4	Standard non polar	33892256
4'-Methoxychalcone	COC1=CC=C(C=C1)C(=O)\C=C\C1=CC=CC=C1	2312.4	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

FDB010522

KNApSAcK ID

C00006917

Chemspider ID

557050

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

641818

PDB ID

Not Available

ChEBI ID

Not Available

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 4'-Methoxychalcone (HMDB0032585)

MOL for HMDB0032585 (4'-Methoxychalcone)

3D MOL for HMDB0032585 (4'-Methoxychalcone)

3D SDF for HMDB0032585 (4'-Methoxychalcone)

3D-SDF for HMDB0032585 (4'-Methoxychalcone)

PDB for HMDB0032585 (4'-Methoxychalcone)

3D PDB for HMDB0032585 (4'-Methoxychalcone)

SMILES for HMDB0032585 (4'-Methoxychalcone)

INCHI for HMDB0032585 (4'-Methoxychalcone)

Structure for HMDB0032585 (4'-Methoxychalcone)

3D Structure for HMDB0032585 (4'-Methoxychalcone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized