MiMeDB: Showing metabocard for 1,2-bis(4-hydroxy-3-methoxyphenyl)ethylene (MMDBc0054130)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 22:54:32 UTC

Update Date

2024-04-30 20:51:34 UTC

Metabolite ID

MMDBc0054130

Metabolite Identification

Common Name

1,2-bis(4-hydroxy-3-methoxyphenyl)ethylene

Description

4-[(e)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2-methoxyphenol is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 4-[(e)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]benzene-1,2-diol. It is generated by Catechol O-methyltransferase (P21964) enzyme via a catechol-O-methylation-pattern2 reaction. This catechol-O-methylation-pattern2 occurs in humans.

Structure

MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652308231917152D          

 22 23  0  0  0  0            999 V2000
   -4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -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
   -2.1434   -0.4125    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
   -2.8579   -1.6500    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   -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
   -1.4289   -1.6500    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
   -2.1434   -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
   -2.1434   -2.8875    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
   -2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
 11  3  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  2  0  0  0  0
 12  4  1  0  0  0  0
 12  6  1  0  0  0  0
 12 10  2  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 15  9  1  0  0  0  0
 15 13  2  0  0  0  0
 16 10  1  0  0  0  0
 16 14  2  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 19  1  1  0  0  0  0
 19 15  1  0  0  0  0
 20  2  1  0  0  0  0
 20 16  1  0  0  0  0
 21  3  1  0  0  0  0
 22  4  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054130

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(=C(\[H])C1=CC(OC)=C(O)C=C1)C1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O4/c1-19-15-9-11(5-7-13(15)17)3-4-12-6-8-14(18)16(10-12)20-2/h3-10,17-18H,1-2H3/b4-3+

> <INCHI_KEY>
KQPXJFAYGYIGRU-ONEGZZNKSA-N

> <FORMULA>
C16H16O4

> <MOLECULAR_WEIGHT>
272.3

> <EXACT_MASS>
272.104858995

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
29.479526469392475

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2-methoxyphenol

> <ALOGPS_LOGP>
3.01

> <JCHEM_LOGP>
3.3906136766666664

> <ALOGPS_LOGS>
-4.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.764828530090707

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.162550924349329

> <JCHEM_PKA_STRONGEST_BASIC>
-4.592831996772736

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
78.40100000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.30e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2-methoxyphenol

> <JCHEM_VEBER_RULE>
0

$$$$

https://cactus.nci.nih.gov/chemical/structure/%5BH%5D%5CC(=C(%5C%5BH%5D)C1=CC...
 OpenBabel09142113533D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:35})
 36 37  0  0  0  0  0  0  0  0999 V2000
   -0.3453   -1.4911    0.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5197   -0.4252    0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5197    0.4253   -0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3453    1.4911   -0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8979   -0.0958   -0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9810    0.7876   -0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2718    0.2932   -0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3280    1.1499   -0.0109 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0297    2.5474   -0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4910   -1.0826   -0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7615   -1.5667   -0.0097 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4164   -1.9600   -0.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1257   -1.4747    0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8979    0.0958   -0.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9810   -0.7876   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2718   -0.2932   -0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3280   -1.1499   -0.0114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297   -2.5474   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4910    1.0826   -0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7615    1.5667   -0.0107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4164    1.9600   -0.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1257    1.4747    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8098    1.8540   -0.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4529    2.7958    0.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9589    3.1172   -0.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4499    2.7953   -0.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1303   -1.7061    0.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5913   -3.0258   -0.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2910   -2.1600    0.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8098   -1.8540   -0.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534   -2.7958    0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9589   -3.1172   -0.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4493   -2.7953   -0.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1308    1.7062    0.8721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5913    3.0258   -0.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2910    2.1601    0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 14  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 13  1  0  0  0  0
  6  7  1  0  0  0  0
  6 23  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  2  0  0  0  0
  8  9  1  0  0  0  0
  9 24  1  0  0  0  0
  9 25  1  0  0  0  0
  9 26  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 27  1  0  0  0  0
 12 13  2  0  0  0  0
 12 28  1  0  0  0  0
 13 29  1  0  0  0  0
 14 15  2  0  0  0  0
 14 22  1  0  0  0  0
 15 16  1  0  0  0  0
 15 30  1  0  0  0  0
 16 17  1  0  0  0  0
 16 19  2  0  0  0  0
 17 18  1  0  0  0  0
 18 31  1  0  0  0  0
 18 32  1  0  0  0  0
 18 33  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 34  1  0  0  0  0
 21 22  2  0  0  0  0
 21 35  1  0  0  0  0
 22 36  1  0  0  0  0
M  END
$$$$

HEADER    PROTEIN                                 23-AUG-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-AUG-19         0                                  
HETATM    1  C   UNK     0      -8.002   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -4.620   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      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.335   6.160   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -8.002   4.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   21  H   UNK     0      -6.668  -0.770   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.667   0.000   0.000  0.00  0.00           H+0
CONECT    1   19                                                            
CONECT    2   20                                                            
CONECT    3    4   11   21                                                  
CONECT    4    3   12   22                                                  
CONECT    5    7   11                                                       
CONECT    6    8   12                                                       
CONECT    7    5   13                                                       
CONECT    8    6   14                                                       
CONECT    9   11   15                                                       
CONECT   10   12   16                                                       
CONECT   11    3    5    9                                                  
CONECT   12    4    6   10                                                  
CONECT   13    7   15   17                                                  
CONECT   14    8   16   18                                                  
CONECT   15    9   13   19                                                  
CONECT   16   10   14   20                                                  
CONECT   17   13                                                            
CONECT   18   14                                                            
CONECT   19    1   15                                                       
CONECT   20    2   16                                                       
CONECT   21    3                                                            
CONECT   22    4                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    https://cactus.nci.nih.gov/chemical/structure/%5BH%5D%5CC(=C(%5C%5BH%5D)C1=CC... 
AUTHOR    GENERATED BY OPEN BABEL 3.1.0
HETATM    1  H   UNL     1      -0.345  -1.491   0.001  1.00  0.00           H  
HETATM    2  C   UNL     1      -0.520  -0.425   0.001  1.00  0.00           C  
HETATM    3  C   UNL     1       0.520   0.425  -0.002  1.00  0.00           C  
HETATM    4  H   UNL     1       0.345   1.491  -0.002  1.00  0.00           H  
HETATM    5  C   UNL     1       1.898  -0.096  -0.004  1.00  0.00           C  
HETATM    6  C   UNL     1       2.981   0.788  -0.007  1.00  0.00           C  
HETATM    7  C   UNL     1       4.272   0.293  -0.009  1.00  0.00           C  
HETATM    8  O   UNL     1       5.328   1.150  -0.011  1.00  0.00           O  
HETATM    9  C   UNL     1       5.030   2.547  -0.011  1.00  0.00           C  
HETATM   10  C   UNL     1       4.491  -1.083  -0.008  1.00  0.00           C  
HETATM   11  O   UNL     1       5.761  -1.567  -0.010  1.00  0.00           O  
HETATM   12  C   UNL     1       3.416  -1.960  -0.006  1.00  0.00           C  
HETATM   13  C   UNL     1       2.126  -1.475   0.002  1.00  0.00           C  
HETATM   14  C   UNL     1      -1.898   0.096  -0.003  1.00  0.00           C  
HETATM   15  C   UNL     1      -2.981  -0.788  -0.006  1.00  0.00           C  
HETATM   16  C   UNL     1      -4.272  -0.293  -0.009  1.00  0.00           C  
HETATM   17  O   UNL     1      -5.328  -1.150  -0.011  1.00  0.00           O  
HETATM   18  C   UNL     1      -5.030  -2.547  -0.011  1.00  0.00           C  
HETATM   19  C   UNL     1      -4.491   1.083  -0.008  1.00  0.00           C  
HETATM   20  O   UNL     1      -5.761   1.567  -0.011  1.00  0.00           O  
HETATM   21  C   UNL     1      -3.416   1.960  -0.005  1.00  0.00           C  
HETATM   22  C   UNL     1      -2.126   1.475   0.003  1.00  0.00           C  
HETATM   23  H   UNL     1       2.810   1.854  -0.008  1.00  0.00           H  
HETATM   24  H   UNL     1       4.453   2.796   0.880  1.00  0.00           H  
HETATM   25  H   UNL     1       5.959   3.117  -0.013  1.00  0.00           H  
HETATM   26  H   UNL     1       4.450   2.795  -0.900  1.00  0.00           H  
HETATM   27  H   UNL     1       6.130  -1.706   0.873  1.00  0.00           H  
HETATM   28  H   UNL     1       3.591  -3.026  -0.005  1.00  0.00           H  
HETATM   29  H   UNL     1       1.291  -2.160   0.004  1.00  0.00           H  
HETATM   30  H   UNL     1      -2.810  -1.854  -0.006  1.00  0.00           H  
HETATM   31  H   UNL     1      -4.453  -2.796   0.880  1.00  0.00           H  
HETATM   32  H   UNL     1      -5.959  -3.117  -0.013  1.00  0.00           H  
HETATM   33  H   UNL     1      -4.449  -2.795  -0.900  1.00  0.00           H  
HETATM   34  H   UNL     1      -6.131   1.706   0.872  1.00  0.00           H  
HETATM   35  H   UNL     1      -3.591   3.026  -0.005  1.00  0.00           H  
HETATM   36  H   UNL     1      -1.291   2.160   0.005  1.00  0.00           H  
CONECT    1    2                                                      
CONECT    2    1    3    3   14                                       
CONECT    3    2    2    4    5                                       
CONECT    4    3                                                      
CONECT    5    3    6    6   13                                       
CONECT    6    5    5    7   23                                       
CONECT    7    6    8   10   10                                       
CONECT    8    7    9                                                 
CONECT    9    8   24   25   26                                       
CONECT   10    7    7   11   12                                       
CONECT   11   10   27                                                 
CONECT   12   10   13   13   28                                       
CONECT   13   12   12    5   29                                       
CONECT   14    2   15   15   22                                       
CONECT   15   14   14   16   30                                       
CONECT   16   15   17   19   19                                       
CONECT   17   16   18                                                 
CONECT   18   17   31   32   33                                       
CONECT   19   16   16   20   21                                       
CONECT   20   19   34                                                 
CONECT   21   19   22   22   35                                       
CONECT   22   21   21   14   36                                       
CONECT   23    6                                                      
CONECT   24    9                                                      
CONECT   25    9                                                      
CONECT   26    9                                                      
CONECT   27   11                                                      
CONECT   28   12                                                      
CONECT   29   13                                                      
CONECT   30   15                                                      
CONECT   31   18                                                      
CONECT   32   18                                                      
CONECT   33   18                                                      
CONECT   34   20                                                      
CONECT   35   21                                                      
CONECT   36   22                                                      
MASTER        0    0    0    0    0    0    0    0   36    0   36    0
END

https://cactus.nci.nih.gov/chemical/structure/%5BH%5D%5CC(=C(%5C%5BH%5D)C1=CC...
 OpenBabel09142113533D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:35})
 36 37  0  0  0  0  0  0  0  0999 V2000
   -0.3453   -1.4911    0.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5197   -0.4252    0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5197    0.4253   -0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3453    1.4911   -0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8979   -0.0958   -0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9810    0.7876   -0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2718    0.2932   -0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3280    1.1499   -0.0109 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0297    2.5474   -0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4910   -1.0826   -0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7615   -1.5667   -0.0097 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4164   -1.9600   -0.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1257   -1.4747    0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8979    0.0958   -0.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9810   -0.7876   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2718   -0.2932   -0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3280   -1.1499   -0.0114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297   -2.5474   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4910    1.0826   -0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7615    1.5667   -0.0107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4164    1.9600   -0.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1257    1.4747    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8098    1.8540   -0.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4529    2.7958    0.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9589    3.1172   -0.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4499    2.7953   -0.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1303   -1.7061    0.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5913   -3.0258   -0.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2910   -2.1600    0.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8098   -1.8540   -0.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534   -2.7958    0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9589   -3.1172   -0.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4493   -2.7953   -0.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1308    1.7062    0.8721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5913    3.0258   -0.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2910    2.1601    0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 14  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 13  1  0  0  0  0
  6  7  1  0  0  0  0
  6 23  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  2  0  0  0  0
  8  9  1  0  0  0  0
  9 24  1  0  0  0  0
  9 25  1  0  0  0  0
  9 26  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 27  1  0  0  0  0
 12 13  2  0  0  0  0
 12 28  1  0  0  0  0
 13 29  1  0  0  0  0
 14 15  2  0  0  0  0
 14 22  1  0  0  0  0
 15 16  1  0  0  0  0
 15 30  1  0  0  0  0
 16 17  1  0  0  0  0
 16 19  2  0  0  0  0
 17 18  1  0  0  0  0
 18 31  1  0  0  0  0
 18 32  1  0  0  0  0
 18 33  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 34  1  0  0  0  0
 21 22  2  0  0  0  0
 21 35  1  0  0  0  0
 22 36  1  0  0  0  0
M  END
$$$$

Synonyms

Value	Source
4,4'-(e)-Ethene-1,2-diylbis(2-methoxyphenol)	ChEBI

Molecular Formula

C₁₆H₁₆O₄

Average Mass

272.3

Monoisotopic Mass

272.104858995

IUPAC Name

4-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2-methoxyphenol

Traditional Name

4-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2-methoxyphenol

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C1=CC(OC)=C(O)C=C1)C1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C16H16O4/c1-19-15-9-11(5-7-13(15)17)3-4-12-6-8-14(18)16(10-12)20-2/h3-10,17-18H,1-2H3/b4-3+

InChI Key

KQPXJFAYGYIGRU-ONEGZZNKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Methoxyphenol
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Styrene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Ether
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

3,3'-dimethoxystilbene-4,4'-diol (CHEBI:36390 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.023 g/L	ALOGPS
logP	3.01	ALOGPS
logP	3.39	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	9.16	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	78.4 m³·mol⁻¹	ChemAxon
Polarizability	29.48 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0uk9-4007900000-cd8b9395ab12ce6817df	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0490000000-fcee2b3f2ad493b6cf42	2017-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0290000000-5373f976f22ad0f28c5e	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0079-0970000000-663edddc95122c30d65c	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052r-2900000000-98e2e5e27d0333f00768	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0090000000-712b7d47d2cc53c6b56d	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0090000000-9e4662e67dad19937312	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004j-1790000000-8145e2205206a2561467	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0090000000-15d5a9ce6c24fc64caaa	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0btl-0490000000-53523e09f1565a224447	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fmr-1960000000-e787238bbb578dbc10df	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0090000000-fa0ebf6f807322562116	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-05g0-0980000000-70693583e015cae8c8db	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-002r-0940000000-b77f63153e0cf04c7269	2021-09-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0136533

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280698

PDB ID

Not Available

ChEBI ID

36390

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]
Djoumbou Feunang, Yannick (2017). Cheminformatics Tools for Enabling Metabolomics, 2017 (PhD thesis). University of Alberta.

Showing metabocard for 1,2-bis(4-hydroxy-3-methoxyphenyl)ethylene (MMDBc0054130)

MOL for #<Metabolite:0x00007f66ebc308f8>

3D MOL for #<Metabolite:0x00007f66ebc308f8>

3D SDF for #<Metabolite:0x00007f66ebc308f8>

3D-SDF for #<Metabolite:0x00007f66ebc308f8>

PDB for #<Metabolite:0x00007f66ebc308f8>

3D PDB for #<Metabolite:0x00007f66ebc308f8>

SMILES for #<Metabolite:0x00007f66ebc308f8>

INCHI for #<Metabolite:0x00007f66ebc308f8>

Structure for #<Metabolite:0x00007f66ebc308f8>

3D Structure for #<Metabolite:0x00007f66ebc308f8>