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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:21:05 UTC

Update Date

2021-09-26 22:55:20 UTC

HMDB ID

HMDB0246323

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-

Description

Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 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. Based on a literature review very few articles have been published on Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-. This compound has been identified in human blood as reported by (PMID: 31557052 ). Phenol, 4-[(1z)-2-(3,5-dimethoxyphenyl)ethenyl]- is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0246323
     RDKit          3D
Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-
 35 36  0  0  0  0  0  0  0  0999 V2000
   -4.6312   -0.6541    2.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2398   -0.5474    2.0392 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6322   -0.2935    0.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444   -0.2018    0.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5576    0.0455   -0.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8729    0.1483   -0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6599    0.0072    0.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1030    0.0966    0.4711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8395   -0.0684    1.6174 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2314    0.0087    1.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8720    0.2609    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2770    0.3417    0.4291 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1434    0.4284   -0.7244 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7414    0.3467   -0.7135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3547    0.2070   -1.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7151    0.1178   -1.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4927    0.2802   -2.6275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8847    0.2006   -2.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3810   -0.1325   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9236   -1.1530    3.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0392   -1.2523    1.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1440    0.3343    2.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008   -0.3381    1.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031    0.3471   -1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2431   -0.1983    1.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3929   -0.2705    2.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7945   -0.1239    2.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6541    1.2695    0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6751    0.6232   -1.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2644    0.4906   -1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8410    0.4065   -2.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1745   -0.8559   -2.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2587    0.5282   -3.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3759    0.8067   -1.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4763   -0.1944   -0.3067 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
  6  7  2  3
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  5 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19  3  1  0
 14  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
M  END


  Mrv1533004241503322D          

 19 20  0  0  0  0            999 V2000
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    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   -4.1250    0.0000 O   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
    1.4289   -4.1250    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
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    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
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
  9 19  2  0  0  0  0
  3 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246323

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(C=CC2=CC=C(O)C=C2)=CC(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3

> <INCHI_KEY>
VLEUZFDZJKSGMX-UHFFFAOYSA-N

> <FORMULA>
C16H16O3

> <MOLECULAR_WEIGHT>
256.301

> <EXACT_MASS>
256.109944375

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
28.657514094321602

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[2-(3,5-dimethoxyphenyl)ethenyl]phenol

> <ALOGPS_LOGP>
3.48

> <JCHEM_LOGP>
3.694178998333333

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.496137408896722

> <JCHEM_PKA_STRONGEST_BASIC>
-4.537862421035576

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
76.42010000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3',5'-dimethoxy-4-stilbenol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0246323
     RDKit          3D
Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-
 35 36  0  0  0  0  0  0  0  0999 V2000
   -4.6312   -0.6541    2.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2398   -0.5474    2.0392 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6322   -0.2935    0.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444   -0.2018    0.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5576    0.0455   -0.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8729    0.1483   -0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6599    0.0072    0.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1030    0.0966    0.4711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8395   -0.0684    1.6174 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2314    0.0087    1.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8720    0.2609    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2770    0.3417    0.4291 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1434    0.4284   -0.7244 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7414    0.3467   -0.7135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3547    0.2070   -1.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7151    0.1178   -1.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4927    0.2802   -2.6275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8847    0.2006   -2.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3810   -0.1325   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9236   -1.1530    3.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0392   -1.2523    1.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1440    0.3343    2.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008   -0.3381    1.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031    0.3471   -1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2431   -0.1983    1.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3929   -0.2705    2.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7945   -0.1239    2.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6541    1.2695    0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6751    0.6232   -1.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2644    0.4906   -1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8410    0.4065   -2.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1745   -0.8559   -2.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2587    0.5282   -3.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3759    0.8067   -1.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4763   -0.1944   -0.3067 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
  6  7  2  3
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  5 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19  3  1  0
 14  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.335 -12.320   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10   19                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   12                                                       
CONECT   19    9    3                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0246323
HETATM    1  C1  UNL     1      -4.631  -0.654   2.190  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.240  -0.547   2.039  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.632  -0.294   0.824  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.244  -0.202   0.753  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.558   0.046  -0.400  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.873   0.148  -0.519  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.660   0.007   0.511  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.103   0.097   0.471  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.839  -0.068   1.617  1.00  0.00           C  
HETATM   10  C9  UNL     1       5.231   0.009   1.629  1.00  0.00           C  
HETATM   11  C10 UNL     1       5.872   0.261   0.434  1.00  0.00           C  
HETATM   12  O2  UNL     1       7.277   0.342   0.429  1.00  0.00           O  
HETATM   13  C11 UNL     1       5.143   0.428  -0.724  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.741   0.347  -0.714  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.355   0.207  -1.547  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.715   0.118  -1.482  1.00  0.00           C  
HETATM   17  O3  UNL     1      -3.493   0.280  -2.628  1.00  0.00           O  
HETATM   18  C15 UNL     1      -4.885   0.201  -2.626  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.381  -0.133  -0.305  1.00  0.00           C  
HETATM   20  H1  UNL     1      -4.924  -1.153   3.124  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.039  -1.252   1.343  1.00  0.00           H  
HETATM   22  H3  UNL     1      -5.144   0.334   2.135  1.00  0.00           H  
HETATM   23  H4  UNL     1      -0.701  -0.338   1.680  1.00  0.00           H  
HETATM   24  H5  UNL     1       1.303   0.347  -1.484  1.00  0.00           H  
HETATM   25  H6  UNL     1       1.243  -0.198   1.518  1.00  0.00           H  
HETATM   26  H7  UNL     1       3.393  -0.271   2.596  1.00  0.00           H  
HETATM   27  H8  UNL     1       5.794  -0.124   2.542  1.00  0.00           H  
HETATM   28  H9  UNL     1       7.654   1.269   0.591  1.00  0.00           H  
HETATM   29  H10 UNL     1       5.675   0.623  -1.636  1.00  0.00           H  
HETATM   30  H11 UNL     1       3.264   0.491  -1.662  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.841   0.407  -2.491  1.00  0.00           H  
HETATM   32  H13 UNL     1      -5.175  -0.856  -2.451  1.00  0.00           H  
HETATM   33  H14 UNL     1      -5.259   0.528  -3.614  1.00  0.00           H  
HETATM   34  H15 UNL     1      -5.376   0.807  -1.840  1.00  0.00           H  
HETATM   35  H16 UNL     1      -4.476  -0.194  -0.307  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5   23
CONECT    5    6   15   15
CONECT    6    7    7   24
CONECT    7    8   25
CONECT    8    9    9   14
CONECT    9   10   26
CONECT   10   11   11   27
CONECT   11   12   13
CONECT   12   28
CONECT   13   14   14   29
CONECT   14   30
CONECT   15   16   31
CONECT   16   17   19   19
CONECT   17   18
CONECT   18   32   33   34
CONECT   19   35
END

HMDB0246323
     RDKit          3D
Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-
 35 36  0  0  0  0  0  0  0  0999 V2000
   -4.6312   -0.6541    2.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2398   -0.5474    2.0392 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6322   -0.2935    0.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444   -0.2018    0.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5576    0.0455   -0.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8729    0.1483   -0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6599    0.0072    0.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1030    0.0966    0.4711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8395   -0.0684    1.6174 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2314    0.0087    1.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8720    0.2609    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2770    0.3417    0.4291 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1434    0.4284   -0.7244 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7414    0.3467   -0.7135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3547    0.2070   -1.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7151    0.1178   -1.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4927    0.2802   -2.6275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8847    0.2006   -2.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3810   -0.1325   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9236   -1.1530    3.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0392   -1.2523    1.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1440    0.3343    2.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008   -0.3381    1.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031    0.3471   -1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2431   -0.1983    1.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3929   -0.2705    2.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7945   -0.1239    2.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6541    1.2695    0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6751    0.6232   -1.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2644    0.4906   -1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8410    0.4065   -2.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1745   -0.8559   -2.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2587    0.5282   -3.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3759    0.8067   -1.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4763   -0.1944   -0.3067 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
  6  7  2  3
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  5 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19  3  1  0
 14  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₆O₃

Average Molecular Weight

256.301

Monoisotopic Molecular Weight

256.109944375

IUPAC Name

4-[2-(3,5-dimethoxyphenyl)ethenyl]phenol

Traditional Name

3',5'-dimethoxy-4-stilbenol

CAS Registry Number

Not Available

SMILES

COC1=CC(C=CC2=CC=C(O)C=C2)=CC(OC)=C1

InChI Identifier

InChI=1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3

InChI Key

VLEUZFDZJKSGMX-UHFFFAOYSA-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
Dimethoxybenzene
M-dimethoxybenzene
Anisole
Phenol ether
Phenoxy compound
Styrene
Methoxybenzene
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Ether
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

a small molecule (CPD-6959 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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
logP	3.48	ALOGPS
logP	3.69	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	76.42 m³·mol⁻¹	ChemAxon
Polarizability	28.66 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	166.735	30932474
DeepCCS	[M-H]-	164.377	30932474
DeepCCS	[M-2H]-	197.263	30932474
DeepCCS	[M+Na]+	172.828	30932474
AllCCS	[M+H]+	161.1	32859911
AllCCS	[M+H-H2O]+	157.4	32859911
AllCCS	[M+NH4]+	164.5	32859911
AllCCS	[M+Na]+	165.4	32859911
AllCCS	[M-H]-	163.8	32859911
AllCCS	[M+Na-2H]-	163.3	32859911
AllCCS	[M+HCOO]-	163.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	15.6858 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.84 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2390.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	461.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	204.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	252.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	407.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	771.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	701.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	118.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1520.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	542.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1387.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	471.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	471.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	393.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	247.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-	COC1=CC(C=CC2=CC=C(O)C=C2)=CC(OC)=C1	4115.1	Standard polar	33892256
Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-	COC1=CC(C=CC2=CC=C(O)C=C2)=CC(OC)=C1	2353.6	Standard non polar	33892256
Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-	COC1=CC(C=CC2=CC=C(O)C=C2)=CC(OC)=C1	2601.3	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 - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- GC-MS (Non-derivatized) - 70eV, Positive	splash10-056u-0590000000-831c56b0789dbbf58cf3	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 6V, Positive-QTOF	splash10-0002-0930000000-a26d9bec75f93b38e47c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 6V, Positive-QTOF	splash10-0a4i-0490000000-57d44e25578f4066c2bc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 10V, Negative-QTOF	splash10-0a4i-0190000000-f305ef3e5ab1cff46daa	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 50V, Negative-QTOF	splash10-014j-0900000000-dc7b10ebd0b92991dc47	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 30V, Negative-QTOF	splash10-0002-0930000000-697230aee61ad1b337dd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 10V, Negative-QTOF	splash10-0a4i-0090000000-9ab65c9329014174cf2c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 6V, Positive-QTOF	splash10-0a4i-0490000000-1a9cec1892f7e1410d25	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 10V, Negative-QTOF	splash10-0a4i-0190000000-abe41149da8e6d0ab679	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 10V, Negative-QTOF	splash10-0a4i-0190000000-6c22a62f0e1503edeaa3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 50V, Negative-QTOF	splash10-014i-0900000000-b5a10dd34447532d6e5e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 10V, Negative-QTOF	splash10-0a4i-0090000000-a0d7ecfd343a169ebe65	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 30V, Negative-QTOF	splash10-0002-0930000000-ddfa1a4fdd82d3f914e4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 6V, Positive-QTOF	splash10-0a4i-0190000000-433b9d077a62165d10c1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 10V, Negative-QTOF	splash10-0a4i-0090000000-edfe9dd11a059a5578d6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 30V, Negative-QTOF	splash10-0002-0930000000-53e692ba82785028ec57	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 50V, Negative-QTOF	splash10-014i-0910000000-78dfb7fe8e68a3c64985	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 10V, Positive-QTOF	splash10-0a4i-0090000000-1764cfa47ef5606fd849	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 20V, Positive-QTOF	splash10-0a4i-0790000000-ebf83e0eca3bf6a8379a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 40V, Positive-QTOF	splash10-002g-2960000000-8ec7e5cbccb6e8a32e77	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 10V, Negative-QTOF	splash10-0a4i-0090000000-e382f8a0b4d1e3b6f408	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 20V, Negative-QTOF	splash10-0a4i-0090000000-625eff2e5e4c3d4e88e0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- 40V, Negative-QTOF	splash10-0673-0940000000-c1a3200bf94e6cbace94	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

141052

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

160517

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]- (HMDB0246323)

MOL for HMDB0246323 (Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-)

3D MOL for HMDB0246323 (Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-)

3D SDF for HMDB0246323 (Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-)

3D-SDF for HMDB0246323 (Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-)

PDB for HMDB0246323 (Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-)

3D PDB for HMDB0246323 (Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-)

SMILES for HMDB0246323 (Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-)

INCHI for HMDB0246323 (Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-)

Structure for HMDB0246323 (Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-)

3D Structure for HMDB0246323 (Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra