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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:35:59 UTC

Update Date

2022-03-07 02:57:08 UTC

HMDB ID

HMDB0041680

Secondary Accession Numbers

HMDB41680

Metabolite Identification

Common Name

4-Hydroxy-3,5,4'-trimethoxystilbene

Description

4-Hydroxy-3,5,4'-trimethoxystilbene 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 4-Hydroxy-3,5,4'-trimethoxystilbene.

Structure

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

HMDB0041680
     RDKit          3D
4-Hydroxy-3,5,4'-trimethoxystilbene
 39 40  0  0  0  0  0  0  0  0999 V2000
    6.9013   -0.7096   -0.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3178    0.4537   -0.3321 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9353    0.4855   -0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3032    1.5952    0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9258    1.6122    0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1279    0.5582    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6817    0.6995    0.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1867   -0.2418   -0.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6299   -0.1263   -0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2475    0.9857    0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6218    1.0000    0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2826    2.0979    1.1518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5235    3.2033    1.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3861   -0.0715    0.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7582   -0.0927    0.2831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7499   -1.1856   -0.3452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4986   -2.2802   -0.7785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8095   -3.3830   -1.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4007   -1.1987   -0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7522   -0.5314   -0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1176   -0.5523   -0.6228 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408   -1.6389   -0.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0231   -0.6585   -0.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6532   -0.7911   -1.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9123    2.4379    0.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495    2.5059    0.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2663    1.5983    0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2050   -1.1531   -0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6730    1.8184    0.8422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1707    4.0384    1.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8223    3.5326    0.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9313    2.8503    2.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2605   -0.9014   -0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3780   -3.1012   -2.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5924   -4.1564   -1.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0551   -3.8072   -0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9301   -2.0965   -0.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1806   -1.3713   -0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6147   -1.4244   -1.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
  6 20  1  0
 20 21  2  0
 21  3  1  0
 19  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
M  END


  Mrv0541 02271201322D          

 21 22  0  0  0  0            999 V2000
    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
    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
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    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   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  8  5  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  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
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
  7 18  1  0  0  0  0
  3 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041680

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H18O4/c1-19-14-8-6-12(7-9-14)4-5-13-10-15(20-2)17(18)16(11-13)21-3/h4-11,18H,1-3H3/b5-4+

> <INCHI_KEY>
KRJGXNAUJLJILU-SNAWJCMRSA-N

> <FORMULA>
C17H18O4

> <MOLECULAR_WEIGHT>
286.3224

> <EXACT_MASS>
286.120509064

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
31.700529958493767

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6-dimethoxy-4-[(E)-2-(4-methoxyphenyl)ethenyl]phenol

> <ALOGPS_LOGP>
3.40

> <JCHEM_LOGP>
3.5365077326666663

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.387026961523434

> <JCHEM_PKA_STRONGEST_BASIC>
-4.399199461167955

> <JCHEM_POLAR_SURFACE_AREA>
47.92

> <JCHEM_REFRACTIVITY>
82.88329999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.14e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,6-dimethoxy-4-[(E)-2-(4-methoxyphenyl)ethenyl]phenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041680
     RDKit          3D
4-Hydroxy-3,5,4'-trimethoxystilbene
 39 40  0  0  0  0  0  0  0  0999 V2000
    6.9013   -0.7096   -0.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3178    0.4537   -0.3321 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9353    0.4855   -0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3032    1.5952    0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9258    1.6122    0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1279    0.5582    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6817    0.6995    0.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1867   -0.2418   -0.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6299   -0.1263   -0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2475    0.9857    0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6218    1.0000    0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2826    2.0979    1.1518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5235    3.2033    1.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3861   -0.0715    0.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7582   -0.0927    0.2831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7499   -1.1856   -0.3452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4986   -2.2802   -0.7785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8095   -3.3830   -1.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4007   -1.1987   -0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7522   -0.5314   -0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1176   -0.5523   -0.6228 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408   -1.6389   -0.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0231   -0.6585   -0.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6532   -0.7911   -1.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9123    2.4379    0.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495    2.5059    0.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2663    1.5983    0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2050   -1.1531   -0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6730    1.8184    0.8422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1707    4.0384    1.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8223    3.5326    0.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9313    2.8503    2.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2605   -0.9014   -0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3780   -3.1012   -2.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5924   -4.1564   -1.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0551   -3.8072   -0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9301   -2.0965   -0.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1806   -1.3713   -0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6147   -1.4244   -1.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
  6 20  1  0
 20 21  2  0
 21  3  1  0
 19  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
M  END

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.001 -16.170   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.667 -16.940   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2   18                                                  
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   13   17                                                       
CONECT   17   16                                                            
CONECT   18    7   20                                                       
CONECT   19    3   21                                                       
CONECT   20   18                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0041680
HETATM    1  C1  UNL     1       6.901  -0.710  -0.890  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.318   0.454  -0.332  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.935   0.486  -0.220  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.303   1.595   0.318  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.926   1.612   0.424  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.128   0.558   0.012  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.682   0.700   0.178  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.187  -0.242  -0.179  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.630  -0.126  -0.025  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.247   0.986   0.513  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.622   1.000   0.617  1.00  0.00           C  
HETATM   12  O2  UNL     1      -4.283   2.098   1.152  1.00  0.00           O  
HETATM   13  C11 UNL     1      -3.524   3.203   1.589  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.386  -0.071   0.195  1.00  0.00           C  
HETATM   15  O3  UNL     1      -5.758  -0.093   0.283  1.00  0.00           O  
HETATM   16  C13 UNL     1      -3.750  -1.186  -0.345  1.00  0.00           C  
HETATM   17  O4  UNL     1      -4.499  -2.280  -0.779  1.00  0.00           O  
HETATM   18  C14 UNL     1      -3.809  -3.383  -1.318  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.401  -1.199  -0.447  1.00  0.00           C  
HETATM   20  C16 UNL     1       2.752  -0.531  -0.517  1.00  0.00           C  
HETATM   21  C17 UNL     1       4.118  -0.552  -0.623  1.00  0.00           C  
HETATM   22  H1  UNL     1       6.541  -1.639  -0.409  1.00  0.00           H  
HETATM   23  H2  UNL     1       8.023  -0.658  -0.822  1.00  0.00           H  
HETATM   24  H3  UNL     1       6.653  -0.791  -1.972  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.912   2.438   0.649  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.449   2.506   0.855  1.00  0.00           H  
HETATM   27  H6  UNL     1       0.266   1.598   0.606  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.205  -1.153  -0.612  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.673   1.818   0.842  1.00  0.00           H  
HETATM   30  H9  UNL     1      -4.171   4.038   1.910  1.00  0.00           H  
HETATM   31  H10 UNL     1      -2.822   3.533   0.783  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.931   2.850   2.478  1.00  0.00           H  
HETATM   33  H12 UNL     1      -6.260  -0.901  -0.041  1.00  0.00           H  
HETATM   34  H13 UNL     1      -3.378  -3.101  -2.323  1.00  0.00           H  
HETATM   35  H14 UNL     1      -4.592  -4.156  -1.556  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.055  -3.807  -0.642  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.930  -2.096  -0.879  1.00  0.00           H  
HETATM   38  H17 UNL     1       2.181  -1.371  -0.849  1.00  0.00           H  
HETATM   39  H18 UNL     1       4.615  -1.424  -1.046  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   25
CONECT    5    6    6   26
CONECT    6    7   20
CONECT    7    8    8   27
CONECT    8    9   28
CONECT    9   10   10   19
CONECT   10   11   29
CONECT   11   12   14   14
CONECT   12   13
CONECT   13   30   31   32
CONECT   14   15   16
CONECT   15   33
CONECT   16   17   19   19
CONECT   17   18
CONECT   18   34   35   36
CONECT   19   37
CONECT   20   21   21   38
CONECT   21   39
END

HMDB0041680
     RDKit          3D
4-Hydroxy-3,5,4'-trimethoxystilbene
 39 40  0  0  0  0  0  0  0  0999 V2000
    6.9013   -0.7096   -0.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3178    0.4537   -0.3321 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9353    0.4855   -0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3032    1.5952    0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9258    1.6122    0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1279    0.5582    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6817    0.6995    0.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1867   -0.2418   -0.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6299   -0.1263   -0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2475    0.9857    0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6218    1.0000    0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2826    2.0979    1.1518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5235    3.2033    1.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3861   -0.0715    0.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7582   -0.0927    0.2831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7499   -1.1856   -0.3452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4986   -2.2802   -0.7785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8095   -3.3830   -1.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4007   -1.1987   -0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7522   -0.5314   -0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1176   -0.5523   -0.6228 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408   -1.6389   -0.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0231   -0.6585   -0.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6532   -0.7911   -1.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9123    2.4379    0.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495    2.5059    0.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2663    1.5983    0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2050   -1.1531   -0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6730    1.8184    0.8422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1707    4.0384    1.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8223    3.5326    0.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9313    2.8503    2.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2605   -0.9014   -0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3780   -3.1012   -2.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5924   -4.1564   -1.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0551   -3.8072   -0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9301   -2.0965   -0.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1806   -1.3713   -0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6147   -1.4244   -1.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
  6 20  1  0
 20 21  2  0
 21  3  1  0
 19  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₈O₄

Average Molecular Weight

286.3224

Monoisotopic Molecular Weight

286.120509064

IUPAC Name

2,6-dimethoxy-4-[(E)-2-(4-methoxyphenyl)ethenyl]phenol

Traditional Name

2,6-dimethoxy-4-[(E)-2-(4-methoxyphenyl)ethenyl]phenol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C17H18O4/c1-19-14-8-6-12(7-9-14)4-5-13-10-15(20-2)17(18)16(11-13)21-3/h4-11,18H,1-3H3/b5-4+

InChI Key

KRJGXNAUJLJILU-SNAWJCMRSA-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
Dimethoxybenzene
M-dimethoxybenzene
Anisole
Styrene
Phenoxy compound
Phenol ether
Methoxybenzene
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041680)
Cell membrane (HMDB: HMDB0041680)

Source

Exogenous

Exogenous (HMDB: HMDB0041680)

Food

Food (HMDB: HMDB0041680)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041680)

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
Water Solubility	0.0081 g/L	ALOGPS
logP	3.4	ALOGPS
logP	3.54	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.39	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	47.92 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	82.88 m³·mol⁻¹	ChemAxon
Polarizability	31.7 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
DarkChem	[M+H]+	170.272	31661259
DarkChem	[M-H]-	173.971	31661259
DeepCCS	[M+H]+	171.198	30932474
DeepCCS	[M-H]-	168.84	30932474
DeepCCS	[M-2H]-	202.156	30932474
DeepCCS	[M+Na]+	177.383	30932474
AllCCS	[M+H]+	167.4	32859911
AllCCS	[M+H-H2O]+	163.7	32859911
AllCCS	[M+NH4]+	170.9	32859911
AllCCS	[M+Na]+	171.9	32859911
AllCCS	[M-H]-	170.6	32859911
AllCCS	[M+Na-2H]-	170.3	32859911
AllCCS	[M+HCOO]-	170.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	8.33 minutes	32390414
Predicted by Siyang on May 30, 2022	14.5388 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.03 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	24.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2446.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	375.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	193.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	204.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	266.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	709.3 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	638.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	125.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1461.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	502.2 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	1306.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	424.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	477.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	334.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	321.6 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	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxy-3,5,4'-trimethoxystilbene	COC1=CC=C(\C=C\C2=CC(OC)=C(O)C(OC)=C2)C=C1	4490.8	Standard polar	33892256
4-Hydroxy-3,5,4'-trimethoxystilbene	COC1=CC=C(\C=C\C2=CC(OC)=C(O)C(OC)=C2)C=C1	2572.2	Standard non polar	33892256
4-Hydroxy-3,5,4'-trimethoxystilbene	COC1=CC=C(\C=C\C2=CC(OC)=C(O)C(OC)=C2)C=C1	2748.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxy-3,5,4'-trimethoxystilbene,1TMS,isomer #1	COC1=CC=C(/C=C/C2=CC(OC)=C(O[Si](C)(C)C)C(OC)=C2)C=C1	2702.2	Semi standard non polar	33892256
4-Hydroxy-3,5,4'-trimethoxystilbene,1TBDMS,isomer #1	COC1=CC=C(/C=C/C2=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)C=C1	2976.9	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-Hydroxy-3,5,4'-trimethoxystilbene GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0390000000-2170f074e22dc462845b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxy-3,5,4'-trimethoxystilbene GC-MS (1 TMS) - 70eV, Positive	splash10-0006-3049000000-3dc2e56ffe20ac55d8ce	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxy-3,5,4'-trimethoxystilbene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxy-3,5,4'-trimethoxystilbene 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-Hydroxy-3,5,4'-trimethoxystilbene 10V, Positive-QTOF	splash10-000i-0290000000-0c64f971c7e317bc0f90	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3,5,4'-trimethoxystilbene 20V, Positive-QTOF	splash10-0670-0960000000-7a1542183f92d33e4696	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3,5,4'-trimethoxystilbene 40V, Positive-QTOF	splash10-0670-3910000000-17a134b34730fe0765a5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3,5,4'-trimethoxystilbene 10V, Negative-QTOF	splash10-000i-0090000000-2e9f0d051763529b5597	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3,5,4'-trimethoxystilbene 20V, Negative-QTOF	splash10-000i-0090000000-cd9bb0bc9723c546ce6c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3,5,4'-trimethoxystilbene 40V, Negative-QTOF	splash10-03y4-0490000000-d739be40ef4b17cc542b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3,5,4'-trimethoxystilbene 10V, Positive-QTOF	splash10-0a4r-0090000000-c33485b5175708da86f7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3,5,4'-trimethoxystilbene 20V, Positive-QTOF	splash10-000i-0490000000-7e60434472073ad70c5a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3,5,4'-trimethoxystilbene 40V, Positive-QTOF	splash10-0a4i-1970000000-44dad193873d7982b7ff	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3,5,4'-trimethoxystilbene 10V, Negative-QTOF	splash10-000i-0090000000-c59baab3803f14be8c48	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3,5,4'-trimethoxystilbene 20V, Negative-QTOF	splash10-0f79-0090000000-ca366b4d346f420ffe79	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3,5,4'-trimethoxystilbene 40V, Negative-QTOF	splash10-0a4i-2950000000-54353d2dbc27efe10a65	2021-09-25	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

994

FooDB ID

FDB029841

KNApSAcK ID

Not Available

Chemspider ID

28481156

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44243661

PDB ID

Not Available

ChEBI ID

174743

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

Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]

Showing metabocard for 4-Hydroxy-3,5,4'-trimethoxystilbene (HMDB0041680)

MOL for HMDB0041680 (4-Hydroxy-3,5,4'-trimethoxystilbene)

3D MOL for HMDB0041680 (4-Hydroxy-3,5,4'-trimethoxystilbene)

3D SDF for HMDB0041680 (4-Hydroxy-3,5,4'-trimethoxystilbene)

3D-SDF for HMDB0041680 (4-Hydroxy-3,5,4'-trimethoxystilbene)

PDB for HMDB0041680 (4-Hydroxy-3,5,4'-trimethoxystilbene)

3D PDB for HMDB0041680 (4-Hydroxy-3,5,4'-trimethoxystilbene)

SMILES for HMDB0041680 (4-Hydroxy-3,5,4'-trimethoxystilbene)

INCHI for HMDB0041680 (4-Hydroxy-3,5,4'-trimethoxystilbene)

Structure for HMDB0041680 (4-Hydroxy-3,5,4'-trimethoxystilbene)

3D Structure for HMDB0041680 (4-Hydroxy-3,5,4'-trimethoxystilbene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra