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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:09:28 UTC

Update Date

2022-03-07 02:55:55 UTC

HMDB ID

HMDB0038812

Secondary Accession Numbers

HMDB38812

Metabolite Identification

Common Name

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

Description

4,4'-Dihydroxy-2',6'-dimethoxychalcone belongs to the class of organic compounds known as cinnamylphenols. These are organic compounds containing the 1,3-diphenylpropene moiety with one benzene ring bearing one or more hydroxyl groups. Thus, 4,4'-dihydroxy-2',6'-dimethoxychalcone is considered to be a flavonoid. 4,4'-Dihydroxy-2',6'-dimethoxychalcone has been detected, but not quantified in, alcoholic beverages. This could make 4,4'-dihydroxy-2',6'-dimethoxychalcone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4,4'-Dihydroxy-2',6'-dimethoxychalcone.

Structure

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

HMDB0038812
     RDKit          3D
4,4'-Dihydroxy-2',6'-dimethoxychalcone
 38 39  0  0  0  0  0  0  0  0999 V2000
   -1.8224    3.3831   -1.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5240    2.0172   -1.8180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1220    1.1080   -0.9837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1140    1.5263   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7057    0.5970    0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7054    1.0264    1.5817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3029   -0.7347    0.6766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3069   -1.1090   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9297   -2.4537   -0.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5167   -3.4076    0.6246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6958   -0.2062   -1.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6460   -0.6233   -1.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9959   -0.9999   -3.1157 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7707   -0.6143   -1.6004 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1958   -0.2326   -0.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -0.2027    0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9247    0.2249    1.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2265    0.2695    1.7283 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2704   -0.1197    0.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5831   -0.0668    1.3526 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9679   -0.5460   -0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6424   -0.5768   -0.7977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1226    3.8434   -0.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386    3.9298   -2.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6554    3.4957   -2.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4497    2.5687   -0.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6670    0.9991    1.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7840   -1.4499    1.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5640   -3.5810    0.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5204   -3.0157    1.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9448   -4.3381    0.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4997   -0.9353   -2.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4366    0.0822    0.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1199    0.5272    1.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4409    0.6111    2.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1327    0.7684    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7757   -0.8461   -1.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4517   -0.9184   -1.8063 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  1  0
  9 10  1  0
  8 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 11  3  1  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 14 32  1  0
 15 33  1  0
 17 34  1  0
 18 35  1  0
 20 36  1  0
 21 37  1  0
 22 38  1  0
M  END


  Mrv0541 05061310402D          

 22 23  0  0  0  0            999 V2000
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    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
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    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
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    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
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    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
    2.8579    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    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 13  1  0  0  0  0
 20 14  2  0  0  0  0
 21  1  1  0  0  0  0
 21 15  1  0  0  0  0
 22  2  1  0  0  0  0
 22 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038812

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(O)=CC(OC)=C1C(=O)\C=C\C1=CC=C(O)C=C1

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

> <INCHI_KEY>
SJULMVKFURWCFM-VMPITWQZSA-N

> <FORMULA>
C17H16O5

> <MOLECULAR_WEIGHT>
300.3059

> <EXACT_MASS>
300.099773622

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
31.177978498533975

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.43

> <JCHEM_LOGP>
2.967852134333333

> <ALOGPS_LOGS>
-4.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.072456305562264

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.956542971744601

> <JCHEM_PKA_STRONGEST_BASIC>
-4.59544427100153

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
83.7652

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.84e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038812
     RDKit          3D
4,4'-Dihydroxy-2',6'-dimethoxychalcone
 38 39  0  0  0  0  0  0  0  0999 V2000
   -1.8224    3.3831   -1.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5240    2.0172   -1.8180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1220    1.1080   -0.9837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1140    1.5263   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7057    0.5970    0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7054    1.0264    1.5817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3029   -0.7347    0.6766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3069   -1.1090   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9297   -2.4537   -0.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5167   -3.4076    0.6246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6958   -0.2062   -1.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6460   -0.6233   -1.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9959   -0.9999   -3.1157 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7707   -0.6143   -1.6004 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1958   -0.2326   -0.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -0.2027    0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9247    0.2249    1.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2265    0.2695    1.7283 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2704   -0.1197    0.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5831   -0.0668    1.3526 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9679   -0.5460   -0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6424   -0.5768   -0.7977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1226    3.8434   -0.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386    3.9298   -2.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6554    3.4957   -2.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4497    2.5687   -0.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6670    0.9991    1.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7840   -1.4499    1.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5640   -3.5810    0.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5204   -3.0157    1.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9448   -4.3381    0.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4997   -0.9353   -2.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4366    0.0822    0.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1199    0.5272    1.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4409    0.6111    2.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1327    0.7684    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7757   -0.8461   -1.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4517   -0.9184   -1.8063 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  1  0
  9 10  1  0
  8 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 11  3  1  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 14 32  1  0
 15 33  1  0
 17 34  1  0
 18 35  1  0
 20 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       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668   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       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   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       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.335  10.780   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      12.003  -0.770   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.336   3.850   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   19                                                  
CONECT   14    8   17   20                                                  
CONECT   15    9   17   21                                                  
CONECT   16   10   17   22                                                  
CONECT   17   14   15   16                                                  
CONECT   18   12                                                            
CONECT   19   13                                                            
CONECT   20   14                                                            
CONECT   21    1   15                                                       
CONECT   22    2   16                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0038812
HETATM    1  C1  UNL     1      -1.822   3.383  -1.893  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.524   2.017  -1.818  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.122   1.108  -0.984  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.114   1.526  -0.120  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.706   0.597   0.714  1.00  0.00           C  
HETATM    6  O2  UNL     1      -4.705   1.026   1.582  1.00  0.00           O  
HETATM    7  C5  UNL     1      -3.303  -0.735   0.677  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.307  -1.109  -0.203  1.00  0.00           C  
HETATM    9  O3  UNL     1      -1.930  -2.454  -0.211  1.00  0.00           O  
HETATM   10  C7  UNL     1      -2.517  -3.408   0.625  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.696  -0.206  -1.048  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.646  -0.623  -1.969  1.00  0.00           C  
HETATM   13  O4  UNL     1      -0.996  -1.000  -3.116  1.00  0.00           O  
HETATM   14  C10 UNL     1       0.771  -0.614  -1.600  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.196  -0.233  -0.421  1.00  0.00           C  
HETATM   16  C12 UNL     1       2.595  -0.203   0.002  1.00  0.00           C  
HETATM   17  C13 UNL     1       2.925   0.225   1.287  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.226   0.270   1.728  1.00  0.00           C  
HETATM   19  C15 UNL     1       5.270  -0.120   0.885  1.00  0.00           C  
HETATM   20  O5  UNL     1       6.583  -0.067   1.353  1.00  0.00           O  
HETATM   21  C16 UNL     1       4.968  -0.546  -0.389  1.00  0.00           C  
HETATM   22  C17 UNL     1       3.642  -0.577  -0.798  1.00  0.00           C  
HETATM   23  H1  UNL     1      -2.123   3.843  -0.952  1.00  0.00           H  
HETATM   24  H2  UNL     1      -0.939   3.930  -2.313  1.00  0.00           H  
HETATM   25  H3  UNL     1      -2.655   3.496  -2.630  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.450   2.569  -0.071  1.00  0.00           H  
HETATM   27  H5  UNL     1      -5.667   0.999   1.238  1.00  0.00           H  
HETATM   28  H6  UNL     1      -3.784  -1.450   1.343  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.564  -3.581   0.322  1.00  0.00           H  
HETATM   30  H8  UNL     1      -2.520  -3.016   1.674  1.00  0.00           H  
HETATM   31  H9  UNL     1      -1.945  -4.338   0.646  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.500  -0.935  -2.328  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.437   0.082   0.282  1.00  0.00           H  
HETATM   34  H12 UNL     1       2.120   0.527   1.943  1.00  0.00           H  
HETATM   35  H13 UNL     1       4.441   0.611   2.743  1.00  0.00           H  
HETATM   36  H14 UNL     1       7.133   0.768   1.234  1.00  0.00           H  
HETATM   37  H15 UNL     1       5.776  -0.846  -1.039  1.00  0.00           H  
HETATM   38  H16 UNL     1       3.452  -0.918  -1.806  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   11
CONECT    4    5   26
CONECT    5    6    7    7
CONECT    6   27
CONECT    7    8   28
CONECT    8    9   11   11
CONECT    9   10
CONECT   10   29   30   31
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   15   32
CONECT   15   16   33
CONECT   16   17   17   22
CONECT   17   18   34
CONECT   18   19   19   35
CONECT   19   20   21
CONECT   20   36
CONECT   21   22   22   37
CONECT   22   38
END

HMDB0038812
     RDKit          3D
4,4'-Dihydroxy-2',6'-dimethoxychalcone
 38 39  0  0  0  0  0  0  0  0999 V2000
   -1.8224    3.3831   -1.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5240    2.0172   -1.8180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1220    1.1080   -0.9837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1140    1.5263   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7057    0.5970    0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7054    1.0264    1.5817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3029   -0.7347    0.6766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3069   -1.1090   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9297   -2.4537   -0.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5167   -3.4076    0.6246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6958   -0.2062   -1.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6460   -0.6233   -1.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9959   -0.9999   -3.1157 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7707   -0.6143   -1.6004 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1958   -0.2326   -0.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -0.2027    0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9247    0.2249    1.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2265    0.2695    1.7283 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2704   -0.1197    0.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5831   -0.0668    1.3526 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9679   -0.5460   -0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6424   -0.5768   -0.7977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1226    3.8434   -0.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386    3.9298   -2.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6554    3.4957   -2.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4497    2.5687   -0.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6670    0.9991    1.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7840   -1.4499    1.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5640   -3.5810    0.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5204   -3.0157    1.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9448   -4.3381    0.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4997   -0.9353   -2.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4366    0.0822    0.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1199    0.5272    1.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4409    0.6111    2.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1327    0.7684    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7757   -0.8461   -1.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4517   -0.9184   -1.8063 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  1  0
  9 10  1  0
  8 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 11  3  1  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 14 32  1  0
 15 33  1  0
 17 34  1  0
 18 35  1  0
 20 36  1  0
 21 37  1  0
 22 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₆O₅

Average Molecular Weight

300.3059

Monoisotopic Molecular Weight

300.099773622

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=CC(OC)=C1C(=O)\C=C\C1=CC=C(O)C=C1

InChI Identifier

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

InChI Key

SJULMVKFURWCFM-VMPITWQZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamylphenols. These are organic compounds containing the 1,3-diphenylpropene moiety with one benzene ring bearing one or more hydroxyl groups.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Cinnamylphenols

Direct Parent

Cinnamylphenols

Alternative Parents

Substituents

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120319 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0038812)

Cellular substructure

Membrane (HMDB: HMDB0038812)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038812)

Source

Exogenous

Food

Food (HMDB: HMDB0038812)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Endogenous

Plant

Plant (HMDB: HMDB0038812)

Not Available

Nutrient (HMDB: HMDB0038812)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	192 - 193 °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	0.018 g/L	ALOGPS
logP	3.43	ALOGPS
logP	2.97	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	7.96	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	31.18 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]+	174.12	30932474
DeepCCS	[M-H]-	171.762	30932474
DeepCCS	[M-2H]-	205.442	30932474
DeepCCS	[M+Na]+	180.669	30932474
AllCCS	[M+H]+	170.7	32859911
AllCCS	[M+H-H2O]+	167.0	32859911
AllCCS	[M+NH4]+	174.1	32859911
AllCCS	[M+Na]+	175.1	32859911
AllCCS	[M-H]-	171.1	32859911
AllCCS	[M+Na-2H]-	170.8	32859911
AllCCS	[M+HCOO]-	170.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4,4'-Dihydroxy-2',6'-dimethoxychalcone	COC1=CC(O)=CC(OC)=C1C(=O)\C=C\C1=CC=C(O)C=C1	4597.0	Standard polar	33892256
4,4'-Dihydroxy-2',6'-dimethoxychalcone	COC1=CC(O)=CC(OC)=C1C(=O)\C=C\C1=CC=C(O)C=C1	2822.6	Standard non polar	33892256
4,4'-Dihydroxy-2',6'-dimethoxychalcone	COC1=CC(O)=CC(OC)=C1C(=O)\C=C\C1=CC=C(O)C=C1	3133.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4,4'-Dihydroxy-2',6'-dimethoxychalcone,1TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=CC(OC)=C1C(=O)/C=C/C1=CC=C(O)C=C1	2878.5	Semi standard non polar	33892256
4,4'-Dihydroxy-2',6'-dimethoxychalcone,1TMS,isomer #2	COC1=CC(O)=CC(OC)=C1C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1	2870.2	Semi standard non polar	33892256
4,4'-Dihydroxy-2',6'-dimethoxychalcone,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=CC(OC)=C1C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1	2884.9	Semi standard non polar	33892256
4,4'-Dihydroxy-2',6'-dimethoxychalcone,1TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=CC(OC)=C1C(=O)/C=C/C1=CC=C(O)C=C1	3154.1	Semi standard non polar	33892256
4,4'-Dihydroxy-2',6'-dimethoxychalcone,1TBDMS,isomer #2	COC1=CC(O)=CC(OC)=C1C(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3179.1	Semi standard non polar	33892256
4,4'-Dihydroxy-2',6'-dimethoxychalcone,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=CC(OC)=C1C(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3463.9	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 - 4,4'-Dihydroxy-2',6'-dimethoxychalcone GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-0951000000-ec731014612478ee457e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4'-Dihydroxy-2',6'-dimethoxychalcone GC-MS (2 TMS) - 70eV, Positive	splash10-00vi-2465900000-90e00586107f4ca35559	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4'-Dihydroxy-2',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 - 4,4'-Dihydroxy-2',6'-dimethoxychalcone 10V, Positive-QTOF	splash10-0udi-0139000000-0ddf06ff8588624b175c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Dihydroxy-2',6'-dimethoxychalcone 20V, Positive-QTOF	splash10-0f89-0954000000-044ba8f674446ef4b6ed	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Dihydroxy-2',6'-dimethoxychalcone 40V, Positive-QTOF	splash10-0fsi-3920000000-b5a6e058c54c6ffa4eb8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Dihydroxy-2',6'-dimethoxychalcone 10V, Negative-QTOF	splash10-0002-0390000000-b2d65b6f12cf5033fb56	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Dihydroxy-2',6'-dimethoxychalcone 20V, Negative-QTOF	splash10-0f6t-0950000000-432f7b0a8f828d3ee7a2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Dihydroxy-2',6'-dimethoxychalcone 40V, Negative-QTOF	splash10-0q2a-3920000000-fe9ddc298e367aad7f04	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Dihydroxy-2',6'-dimethoxychalcone 10V, Positive-QTOF	splash10-0udi-0009000000-7fd5921050e52686aed7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Dihydroxy-2',6'-dimethoxychalcone 20V, Positive-QTOF	splash10-001i-0900000000-19396e050b5d550cab00	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Dihydroxy-2',6'-dimethoxychalcone 40V, Positive-QTOF	splash10-0159-3910000000-6ce1992bf3414954f918	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Dihydroxy-2',6'-dimethoxychalcone 10V, Negative-QTOF	splash10-0002-0190000000-04749d326a574e2bc5fe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Dihydroxy-2',6'-dimethoxychalcone 20V, Negative-QTOF	splash10-00kb-0890000000-5953fd2ee99fee4d8e41	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Dihydroxy-2',6'-dimethoxychalcone 40V, Negative-QTOF	splash10-014i-1950000000-ee7b6abde4a513e6af3e	2021-09-22	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

FDB018238

KNApSAcK ID

C00006956

Chemspider ID

9198142

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11022960

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 4,4'-Dihydroxy-2',6'-dimethoxychalcone (HMDB0038812)

MOL for HMDB0038812 (4,4'-Dihydroxy-2',6'-dimethoxychalcone)

3D MOL for HMDB0038812 (4,4'-Dihydroxy-2',6'-dimethoxychalcone)

3D SDF for HMDB0038812 (4,4'-Dihydroxy-2',6'-dimethoxychalcone)

3D-SDF for HMDB0038812 (4,4'-Dihydroxy-2',6'-dimethoxychalcone)

PDB for HMDB0038812 (4,4'-Dihydroxy-2',6'-dimethoxychalcone)

3D PDB for HMDB0038812 (4,4'-Dihydroxy-2',6'-dimethoxychalcone)

SMILES for HMDB0038812 (4,4'-Dihydroxy-2',6'-dimethoxychalcone)

INCHI for HMDB0038812 (4,4'-Dihydroxy-2',6'-dimethoxychalcone)

Structure for HMDB0038812 (4,4'-Dihydroxy-2',6'-dimethoxychalcone)

3D Structure for HMDB0038812 (4,4'-Dihydroxy-2',6'-dimethoxychalcone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra