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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:33 UTC

Update Date

2022-03-07 02:52:44 UTC

HMDB ID

HMDB0030875

Secondary Accession Numbers

HMDB30875

Metabolite Identification

Common Name

2',4-Dihydroxy-4',6'-dimethoxychalcone

Description

2',4-Dihydroxy-4',6'-dimethoxychalcone, also known as flavokawain C, belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position. Thus, 2',4-dihydroxy-4',6'-dimethoxychalcone is considered to be a flavonoid. Based on a literature review very few articles have been published on 2',4-Dihydroxy-4',6'-dimethoxychalcone.

Structure

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

HMDB0030875
     RDKit          3D
2',4-Dihydroxy-4',6'-dimethoxychalcone
 38 39  0  0  0  0  0  0  0  0999 V2000
   -5.9769    1.3316    0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3770    0.9774   -1.0429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0354    0.6606   -1.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5668    0.3355   -2.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328   -0.0023   -2.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8279   -0.3102   -3.8481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3380   -0.0034   -1.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0177   -0.3450   -1.7630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2561   -0.6315   -3.0686 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2231   -0.4828   -1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6483   -0.3594    0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0595   -0.6036    0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3925   -0.4351    1.9016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6779   -0.6373    2.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6954   -1.0144    1.5121 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9942   -1.2189    1.9744 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3690   -1.1790    0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0607   -0.9756   -0.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8279    0.3249   -0.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0903    0.3679    0.8485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5731    0.6994    2.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1744    0.6572   -0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5864    0.6950    1.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7381    2.3883    0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0814    1.2426    0.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2241    0.3216   -3.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3008   -0.5526   -4.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1246   -0.8037   -1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9585   -0.0710    0.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5927   -0.1377    2.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9107   -0.5022    3.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6605   -0.4387    1.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1199   -1.4729   -0.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8701   -1.1222   -1.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8355    1.7855    2.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7952    0.4526    2.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4813    0.1400    2.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5681    0.9195    0.8669 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  7 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22  3  1  0
 18 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 21 35  1  0
 21 36  1  0
 21 37  1  0
 22 38  1  0
M  END


  Mrv0541 05061305342D          

 22 23  0  0  0  0            999 V2000
   -5.0013   -1.2375    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
   -0.7145    3.7125    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    2.4750    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
   -2.1434    4.5375    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
   -4.2868    0.8250    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
   -1.4289    3.3000    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
   -4.2868    0.0000    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
   -2.8579    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
   -1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  2  0  0  0  0
 11  3  2  0  0  0  0
 11  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16 10  2  0  0  0  0
 17 14  1  0  0  0  0
 17 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18 12  1  0  0  0  0
 19 14  2  0  0  0  0
 20 15  1  0  0  0  0
 21  1  1  0  0  0  0
 21 13  1  0  0  0  0
 22  2  1  0  0  0  0
 22 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030875

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(O)=C(C(=O)\C=C\C2=CC=C(O)C=C2)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O5/c1-21-13-9-15(20)17(16(10-13)22-2)14(19)8-5-11-3-6-12(18)7-4-11/h3-10,18,20H,1-2H3/b8-5+

> <INCHI_KEY>
UXUFMIJZNYXWDX-VMPITWQZSA-N

> <FORMULA>
C17H16O5

> <MOLECULAR_WEIGHT>
300.3059

> <EXACT_MASS>
300.099773622

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
31.487378226144415

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one

> <ALOGPS_LOGP>
3.44

> <JCHEM_LOGP>
3.617852134333333

> <ALOGPS_LOGS>
-4.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.093101662384493

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.131660618504117

> <JCHEM_PKA_STRONGEST_BASIC>
-4.5759324537865105

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
83.7652

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.16e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
flavokavain C

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030875
     RDKit          3D
2',4-Dihydroxy-4',6'-dimethoxychalcone
 38 39  0  0  0  0  0  0  0  0999 V2000
   -5.9769    1.3316    0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3770    0.9774   -1.0429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0354    0.6606   -1.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5668    0.3355   -2.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328   -0.0023   -2.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8279   -0.3102   -3.8481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3380   -0.0034   -1.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0177   -0.3450   -1.7630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2561   -0.6315   -3.0686 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2231   -0.4828   -1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6483   -0.3594    0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0595   -0.6036    0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3925   -0.4351    1.9016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6779   -0.6373    2.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6954   -1.0144    1.5121 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9942   -1.2189    1.9744 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3690   -1.1790    0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0607   -0.9756   -0.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8279    0.3249   -0.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0903    0.3679    0.8485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5731    0.6994    2.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1744    0.6572   -0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5864    0.6950    1.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7381    2.3883    0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0814    1.2426    0.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2241    0.3216   -3.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3008   -0.5526   -4.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1246   -0.8037   -1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9585   -0.0710    0.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5927   -0.1377    2.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9107   -0.5022    3.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6605   -0.4387    1.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1199   -1.4729   -0.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8701   -1.1222   -1.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8355    1.7855    2.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7952    0.4526    2.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4813    0.1400    2.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5681    0.9195    0.8669 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  7 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22  3  1  0
 18 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 21 35  1  0
 21 36  1  0
 21 37  1  0
 22 38  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      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   0.000   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      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.667  10.780   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -6.668   3.850   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3    6   11                                                       
CONECT    4    7   11                                                       
CONECT    5    8   11                                                       
CONECT    6    3   12                                                       
CONECT    7    4   12                                                       
CONECT    8    5   14                                                       
CONECT    9   13   15                                                       
CONECT   10   13   16                                                       
CONECT   11    3    4    5                                                  
CONECT   12    6    7   18                                                  
CONECT   13    9   10   21                                                  
CONECT   14    8   17   19                                                  
CONECT   15    9   17   20                                                  
CONECT   16   10   17   22                                                  
CONECT   17   14   15   16                                                  
CONECT   18   12                                                            
CONECT   19   14                                                            
CONECT   20   15                                                            
CONECT   21    1   13                                                       
CONECT   22    2   16                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0030875
HETATM    1  C1  UNL     1      -5.977   1.332   0.194  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.377   0.977  -1.043  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.035   0.661  -1.155  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.567   0.335  -2.391  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.233  -0.002  -2.629  1.00  0.00           C  
HETATM    6  O2  UNL     1      -1.828  -0.310  -3.848  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.338  -0.003  -1.530  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.018  -0.345  -1.763  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.256  -0.632  -3.069  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.223  -0.483  -1.043  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.648  -0.359   0.170  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.060  -0.604   0.550  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.393  -0.435   1.902  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.678  -0.637   2.360  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.695  -1.014   1.512  1.00  0.00           C  
HETATM   16  O4  UNL     1       6.994  -1.219   1.974  1.00  0.00           O  
HETATM   17  C13 UNL     1       5.369  -1.179   0.190  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.061  -0.976  -0.290  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.828   0.325  -0.302  1.00  0.00           C  
HETATM   20  O5  UNL     1      -1.090   0.368   0.848  1.00  0.00           O  
HETATM   21  C16 UNL     1      -1.573   0.699   2.103  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.174   0.657  -0.111  1.00  0.00           C  
HETATM   23  H1  UNL     1      -5.586   0.695   1.037  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.738   2.388   0.435  1.00  0.00           H  
HETATM   25  H3  UNL     1      -7.081   1.243   0.147  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.224   0.322  -3.280  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.301  -0.553  -4.551  1.00  0.00           H  
HETATM   28  H6  UNL     1       2.125  -0.804  -1.722  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.958  -0.071   0.929  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.593  -0.138   2.574  1.00  0.00           H  
HETATM   31  H9  UNL     1       4.911  -0.502   3.402  1.00  0.00           H  
HETATM   32  H10 UNL     1       7.661  -0.439   1.991  1.00  0.00           H  
HETATM   33  H11 UNL     1       6.120  -1.473  -0.523  1.00  0.00           H  
HETATM   34  H12 UNL     1       3.870  -1.122  -1.344  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.836   1.785   2.145  1.00  0.00           H  
HETATM   36  H14 UNL     1      -0.795   0.453   2.855  1.00  0.00           H  
HETATM   37  H15 UNL     1      -2.481   0.140   2.408  1.00  0.00           H  
HETATM   38  H16 UNL     1      -3.568   0.919   0.867  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5   26
CONECT    5    6    7    7
CONECT    6   27
CONECT    7    8   19
CONECT    8    9    9   10
CONECT   10   11   11   28
CONECT   11   12   29
CONECT   12   13   13   18
CONECT   13   14   30
CONECT   14   15   15   31
CONECT   15   16   17
CONECT   16   32
CONECT   17   18   18   33
CONECT   18   34
CONECT   19   20   22   22
CONECT   20   21
CONECT   21   35   36   37
CONECT   22   38
END

HMDB0030875
     RDKit          3D
2',4-Dihydroxy-4',6'-dimethoxychalcone
 38 39  0  0  0  0  0  0  0  0999 V2000
   -5.9769    1.3316    0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3770    0.9774   -1.0429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0354    0.6606   -1.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5668    0.3355   -2.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328   -0.0023   -2.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8279   -0.3102   -3.8481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3380   -0.0034   -1.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0177   -0.3450   -1.7630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2561   -0.6315   -3.0686 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2231   -0.4828   -1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6483   -0.3594    0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0595   -0.6036    0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3925   -0.4351    1.9016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6779   -0.6373    2.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6954   -1.0144    1.5121 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9942   -1.2189    1.9744 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3690   -1.1790    0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0607   -0.9756   -0.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8279    0.3249   -0.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0903    0.3679    0.8485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5731    0.6994    2.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1744    0.6572   -0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5864    0.6950    1.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7381    2.3883    0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0814    1.2426    0.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2241    0.3216   -3.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3008   -0.5526   -4.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1246   -0.8037   -1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9585   -0.0710    0.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5927   -0.1377    2.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9107   -0.5022    3.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6605   -0.4387    1.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1199   -1.4729   -0.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8701   -1.1222   -1.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8355    1.7855    2.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7952    0.4526    2.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4813    0.1400    2.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5681    0.9195    0.8669 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  7 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22  3  1  0
 18 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 21 35  1  0
 21 36  1  0
 21 37  1  0
 22 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Flavokawain C	HMDB
Flavokawin	HMDB
Flavokawin C	HMDB

Chemical Formula

C₁₇H₁₆O₅

Average Molecular Weight

300.3059

Monoisotopic Molecular Weight

300.099773622

IUPAC Name

(2E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one

Traditional Name

flavokavain C

CAS Registry Number

37308-75-1

SMILES

COC1=CC(O)=C(C(=O)\C=C\C2=CC=C(O)C=C2)C(OC)=C1

InChI Identifier

InChI=1S/C17H16O5/c1-21-13-9-15(20)17(16(10-13)22-2)14(19)8-5-11-3-6-12(18)7-4-11/h3-10,18,20H,1-2H3/b8-5+

InChI Key

UXUFMIJZNYXWDX-VMPITWQZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

2'-Hydroxychalcones

Alternative Parents

Substituents

2'-hydroxychalcone
Cinnamylphenol
Hydroxycinnamic acid or derivatives
Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Benzoyl
Phenoxy compound
Phenol ether
Styrene
Aryl ketone
Anisole
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Enone
Vinylogous acid
Acryloyl-group
Alpha,beta-unsaturated ketone
Ketone
Ether
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120320 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030875)

Cellular substructure

Membrane (HMDB: HMDB0030875)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030875)

Source

Endogenous

Endogenous (HMDB: HMDB0030875)

Plant

Plant (HMDB: HMDB0030875)

Exogenous

Food

Food (HMDB: HMDB0030875)

Beverage

Beverages (FooDB: FOOD00870)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	194 - 195 °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	0.022 g/L	ALOGPS
logP	3.44	ALOGPS
logP	3.62	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	8.13	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	83.77 m³·mol⁻¹	ChemAxon
Polarizability	31.49 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]+	174.976	30932474
DeepCCS	[M-H]-	172.618	30932474
DeepCCS	[M-2H]-	206.657	30932474
DeepCCS	[M+Na]+	181.884	30932474
AllCCS	[M+H]+	171.1	32859911
AllCCS	[M+H-H2O]+	167.4	32859911
AllCCS	[M+NH4]+	174.5	32859911
AllCCS	[M+Na]+	175.5	32859911
AllCCS	[M-H]-	171.4	32859911
AllCCS	[M+Na-2H]-	171.1	32859911
AllCCS	[M+HCOO]-	170.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2',4-Dihydroxy-4',6'-dimethoxychalcone	COC1=CC(O)=C(C(=O)\C=C\C2=CC=C(O)C=C2)C(OC)=C1	4539.0	Standard polar	33892256
2',4-Dihydroxy-4',6'-dimethoxychalcone	COC1=CC(O)=C(C(=O)\C=C\C2=CC=C(O)C=C2)C(OC)=C1	2837.3	Standard non polar	33892256
2',4-Dihydroxy-4',6'-dimethoxychalcone	COC1=CC(O)=C(C(=O)\C=C\C2=CC=C(O)C=C2)C(OC)=C1	3067.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2',4-Dihydroxy-4',6'-dimethoxychalcone,1TMS,isomer #1	COC1=CC(OC)=C(C(=O)/C=C/C2=CC=C(O)C=C2)C(O[Si](C)(C)C)=C1	2855.7	Semi standard non polar	33892256
2',4-Dihydroxy-4',6'-dimethoxychalcone,1TMS,isomer #2	COC1=CC(O)=C(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C=C2)C(OC)=C1	2879.0	Semi standard non polar	33892256
2',4-Dihydroxy-4',6'-dimethoxychalcone,2TMS,isomer #1	COC1=CC(OC)=C(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)=C1	2874.6	Semi standard non polar	33892256
2',4-Dihydroxy-4',6'-dimethoxychalcone,1TBDMS,isomer #1	COC1=CC(OC)=C(C(=O)/C=C/C2=CC=C(O)C=C2)C(O[Si](C)(C)C(C)(C)C)=C1	3130.6	Semi standard non polar	33892256
2',4-Dihydroxy-4',6'-dimethoxychalcone,1TBDMS,isomer #2	COC1=CC(O)=C(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C(OC)=C1	3182.8	Semi standard non polar	33892256
2',4-Dihydroxy-4',6'-dimethoxychalcone,2TBDMS,isomer #1	COC1=CC(OC)=C(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C(O[Si](C)(C)C(C)(C)C)=C1	3453.0	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',4-Dihydroxy-4',6'-dimethoxychalcone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fza-0971000000-12bf9f3eea7c38d507f0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',4-Dihydroxy-4',6'-dimethoxychalcone GC-MS (2 TMS) - 70eV, Positive	splash10-00fr-4133900000-359da08247cabe39e2a1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',4-Dihydroxy-4',6'-dimethoxychalcone 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',4-Dihydroxy-4',6'-dimethoxychalcone 10V, Positive-QTOF	splash10-0udi-0149000000-e45f4efd20635baa055c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4-Dihydroxy-4',6'-dimethoxychalcone 20V, Positive-QTOF	splash10-0f89-0964000000-88358716cb0fda47686c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4-Dihydroxy-4',6'-dimethoxychalcone 40V, Positive-QTOF	splash10-0gb9-2920000000-875f30e848c59b1f94c5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4-Dihydroxy-4',6'-dimethoxychalcone 10V, Negative-QTOF	splash10-0002-0390000000-b265316fb73cfce6fa67	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4-Dihydroxy-4',6'-dimethoxychalcone 20V, Negative-QTOF	splash10-0f6t-1960000000-c74f3f0b424115860a68	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4-Dihydroxy-4',6'-dimethoxychalcone 40V, Negative-QTOF	splash10-0k92-4940000000-927cf3c5ce31d9aec61e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4-Dihydroxy-4',6'-dimethoxychalcone 10V, Positive-QTOF	splash10-0udi-0609000000-d352a29aec055b8e0f85	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4-Dihydroxy-4',6'-dimethoxychalcone 20V, Positive-QTOF	splash10-001i-0900000000-7bf919417064ae29b4fe	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4-Dihydroxy-4',6'-dimethoxychalcone 40V, Positive-QTOF	splash10-0ufr-5910000000-bb03ae33ee47f4f90ad7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4-Dihydroxy-4',6'-dimethoxychalcone 10V, Negative-QTOF	splash10-0002-0190000000-dfc7e095c48029afaef5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4-Dihydroxy-4',6'-dimethoxychalcone 20V, Negative-QTOF	splash10-0002-0590000000-28a26b27c1b9e035c22b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4-Dihydroxy-4',6'-dimethoxychalcone 40V, Negative-QTOF	splash10-014i-2920000000-491097d6051ea62ec893	2021-09-24	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

FDB002836

KNApSAcK ID

C00006957

Chemspider ID

4874893

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6293081

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 2',4-Dihydroxy-4',6'-dimethoxychalcone (HMDB0030875)

MOL for HMDB0030875 (2',4-Dihydroxy-4',6'-dimethoxychalcone)

3D MOL for HMDB0030875 (2',4-Dihydroxy-4',6'-dimethoxychalcone)

3D SDF for HMDB0030875 (2',4-Dihydroxy-4',6'-dimethoxychalcone)

3D-SDF for HMDB0030875 (2',4-Dihydroxy-4',6'-dimethoxychalcone)

PDB for HMDB0030875 (2',4-Dihydroxy-4',6'-dimethoxychalcone)

3D PDB for HMDB0030875 (2',4-Dihydroxy-4',6'-dimethoxychalcone)

SMILES for HMDB0030875 (2',4-Dihydroxy-4',6'-dimethoxychalcone)

INCHI for HMDB0030875 (2',4-Dihydroxy-4',6'-dimethoxychalcone)

Structure for HMDB0030875 (2',4-Dihydroxy-4',6'-dimethoxychalcone)

3D Structure for HMDB0030875 (2',4-Dihydroxy-4',6'-dimethoxychalcone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra