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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-12 03:41:54 UTC

Update Date

2022-03-07 02:57:11 UTC

HMDB ID

HMDB0041772

Secondary Accession Numbers

HMDB41772

Metabolite Identification

Common Name

Resveratrol 3-sulfate

Description

Resveratrol 3-sulfate, also known as resveratrol 3-sulphuric acid, is a polyphenol metabolite detected in biological fluids [http://phenol-explorer.eu/] (PMID: 20428313 ). Resveratrol 3-sulfate is classified as a member of the Stilbenes. Stilbenes 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. Resveratrol 3-sulfate can be found in human biolfuids (http://phenol-explorer.eu/). Within a cell, Resveratrol 3-sulfate is primarily located in the cytoplasm and in the extracellular space.

Structure

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

HMDB0041772
     RDKit          3D
Resveratrol 3-sulfate
 33 34  0  0  0  0  0  0  0  0999 V2000
    3.8947   -2.7137   -0.5703 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8157   -1.6946    0.0006 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.3954   -0.8328   -1.0952 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794   -2.4371    0.8047 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0099   -0.6494    1.0959 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1275    0.3273    0.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6006    1.5785    0.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7681    2.5744   -0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2558    3.8335   -0.3634 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4362    2.2706   -0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8983    1.0327    0.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5342    0.7974   -0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1408   -0.3376    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5637   -0.5459   -0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4461    0.4117   -0.4735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8174    0.1500   -0.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3363   -1.0918   -0.3451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6805   -1.3992   -0.4799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4637   -2.0651    0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1213   -1.8032    0.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7695    0.0595    0.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4155   -1.8421    1.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6560    1.7924    0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6639    4.5714   -0.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609    3.0534   -0.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1345    1.6253   -0.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5394   -1.1613    0.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0691    1.4085   -0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4592    0.9312   -0.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3377   -1.2723    0.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8878   -3.0545    0.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4507   -2.5759    0.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4351   -0.9414    0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 11 21  2  0
 21  6  1  0
 20 14  1  0
  4 22  1  0
  7 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 15 28  1  0
 16 29  1  0
 18 30  1  0
 19 31  1  0
 20 32  1  0
 21 33  1  0
M  END


  Mrv0541 02271201282D          

 21 22  0  0  0  0            999 V2000
   -3.5584   -1.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2729   -1.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9873   -1.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9873   -0.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2729    0.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5584   -0.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8439    0.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8439    0.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1295    1.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4150    2.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1295    2.1412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4150    0.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7005    1.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7005    2.1412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7018    0.0787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2729   -2.3963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0140    2.5537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5584   -2.8088    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8439   -3.2213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9709   -3.5233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1459   -2.0944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
 11  9  2  0  0  0  0
  9 12  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  2  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  4 15  1  0  0  0  0
  2 16  1  0  0  0  0
 14 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041772

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(\C=C\C2=CC(O)=CC(OS(O)(=O)=O)=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H12O6S/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(8-11)20-21(17,18)19/h1-9,15-16H,(H,17,18,19)/b2-1+

> <INCHI_KEY>
DULQFFCIVGYOFH-OWOJBTEDSA-N

> <FORMULA>
C14H12O6S

> <MOLECULAR_WEIGHT>
308.306

> <EXACT_MASS>
308.035458806

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
29.985964881760857

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenyl}oxidanesulfonic acid

> <ALOGPS_LOGP>
0.65

> <JCHEM_LOGP>
2.9270775399999995

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.799440684642473

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.126461504194382

> <JCHEM_PKA_STRONGEST_BASIC>
-5.950100726141476

> <JCHEM_POLAR_SURFACE_AREA>
104.05999999999999

> <JCHEM_REFRACTIVITY>
77.4473

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenyl}oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041772
     RDKit          3D
Resveratrol 3-sulfate
 33 34  0  0  0  0  0  0  0  0999 V2000
    3.8947   -2.7137   -0.5703 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8157   -1.6946    0.0006 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.3954   -0.8328   -1.0952 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794   -2.4371    0.8047 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0099   -0.6494    1.0959 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1275    0.3273    0.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6006    1.5785    0.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7681    2.5744   -0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2558    3.8335   -0.3634 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4362    2.2706   -0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8983    1.0327    0.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5342    0.7974   -0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1408   -0.3376    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5637   -0.5459   -0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4461    0.4117   -0.4735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8174    0.1500   -0.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3363   -1.0918   -0.3451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6805   -1.3992   -0.4799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4637   -2.0651    0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1213   -1.8032    0.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7695    0.0595    0.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4155   -1.8421    1.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6560    1.7924    0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6639    4.5714   -0.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609    3.0534   -0.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1345    1.6253   -0.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5394   -1.1613    0.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0691    1.4085   -0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4592    0.9312   -0.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3377   -1.2723    0.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8878   -3.0545    0.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4507   -2.5759    0.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4351   -0.9414    0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 11 21  2  0
 21  6  1  0
 20 14  1  0
  4 22  1  0
  7 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 15 28  1  0
 16 29  1  0
 18 30  1  0
 19 31  1  0
 20 32  1  0
 21 33  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  C   UNK     0      -6.642  -2.163   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.976  -2.933   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.310  -2.163   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.310  -0.623   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.976   0.147   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.642  -0.623   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.309   0.147   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.309   1.687   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.975   2.457   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.641   4.767   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.975   3.997   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.641   1.687   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.308   2.457   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.308   3.997   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0     -10.643   0.147   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -7.976  -4.473   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.026   4.767   0.000  0.00  0.00           O+0
HETATM   18  S   UNK     0      -6.642  -5.243   0.000  0.00  0.00           S+0
HETATM   19  O   UNK     0      -5.309  -6.013   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -7.412  -6.577   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -5.872  -3.910   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   11   12                                                  
CONECT   10   11   14                                                       
CONECT   11    9   10                                                       
CONECT   12    9   13                                                       
CONECT   13   12   14                                                       
CONECT   14   10   13   17                                                  
CONECT   15    4                                                            
CONECT   16    2   18                                                       
CONECT   17   14                                                            
CONECT   18   16   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0041772
HETATM    1  O1  UNL     1       3.895  -2.714  -0.570  1.00  0.00           O  
HETATM    2  S1  UNL     1       4.816  -1.695   0.001  1.00  0.00           S  
HETATM    3  O2  UNL     1       5.395  -0.833  -1.095  1.00  0.00           O  
HETATM    4  O3  UNL     1       6.079  -2.437   0.805  1.00  0.00           O  
HETATM    5  O4  UNL     1       4.010  -0.649   1.096  1.00  0.00           O  
HETATM    6  C1  UNL     1       3.128   0.327   0.657  1.00  0.00           C  
HETATM    7  C2  UNL     1       3.601   1.578   0.365  1.00  0.00           C  
HETATM    8  C3  UNL     1       2.768   2.574  -0.071  1.00  0.00           C  
HETATM    9  O5  UNL     1       3.256   3.834  -0.363  1.00  0.00           O  
HETATM   10  C4  UNL     1       1.436   2.271  -0.205  1.00  0.00           C  
HETATM   11  C5  UNL     1       0.898   1.033   0.072  1.00  0.00           C  
HETATM   12  C6  UNL     1      -0.534   0.797  -0.099  1.00  0.00           C  
HETATM   13  C7  UNL     1      -1.141  -0.338   0.136  1.00  0.00           C  
HETATM   14  C8  UNL     1      -2.564  -0.546  -0.041  1.00  0.00           C  
HETATM   15  C9  UNL     1      -3.446   0.412  -0.473  1.00  0.00           C  
HETATM   16  C10 UNL     1      -4.817   0.150  -0.626  1.00  0.00           C  
HETATM   17  C11 UNL     1      -5.336  -1.092  -0.345  1.00  0.00           C  
HETATM   18  O6  UNL     1      -6.681  -1.399  -0.480  1.00  0.00           O  
HETATM   19  C12 UNL     1      -4.464  -2.065   0.090  1.00  0.00           C  
HETATM   20  C13 UNL     1      -3.121  -1.803   0.238  1.00  0.00           C  
HETATM   21  C14 UNL     1       1.770   0.059   0.508  1.00  0.00           C  
HETATM   22  H1  UNL     1       6.415  -1.842   1.521  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.656   1.792   0.479  1.00  0.00           H  
HETATM   24  H3  UNL     1       2.664   4.571  -0.682  1.00  0.00           H  
HETATM   25  H4  UNL     1       0.761   3.053  -0.551  1.00  0.00           H  
HETATM   26  H5  UNL     1      -1.135   1.625  -0.445  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.539  -1.161   0.482  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.069   1.409  -0.706  1.00  0.00           H  
HETATM   29  H8  UNL     1      -5.459   0.931  -0.966  1.00  0.00           H  
HETATM   30  H9  UNL     1      -7.338  -1.272   0.295  1.00  0.00           H  
HETATM   31  H10 UNL     1      -4.888  -3.054   0.313  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.451  -2.576   0.581  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.435  -0.941   0.749  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3    4    5
CONECT    4   22
CONECT    5    6
CONECT    6    7    7   21
CONECT    7    8   23
CONECT    8    9   10   10
CONECT    9   24
CONECT   10   11   25
CONECT   11   12   21   21
CONECT   12   13   13   26
CONECT   13   14   27
CONECT   14   15   15   20
CONECT   15   16   28
CONECT   16   17   17   29
CONECT   17   18   19
CONECT   18   30
CONECT   19   20   20   31
CONECT   20   32
CONECT   21   33
END

HMDB0041772
     RDKit          3D
Resveratrol 3-sulfate
 33 34  0  0  0  0  0  0  0  0999 V2000
    3.8947   -2.7137   -0.5703 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8157   -1.6946    0.0006 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.3954   -0.8328   -1.0952 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794   -2.4371    0.8047 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0099   -0.6494    1.0959 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1275    0.3273    0.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6006    1.5785    0.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7681    2.5744   -0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2558    3.8335   -0.3634 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4362    2.2706   -0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8983    1.0327    0.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5342    0.7974   -0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1408   -0.3376    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5637   -0.5459   -0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4461    0.4117   -0.4735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8174    0.1500   -0.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3363   -1.0918   -0.3451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6805   -1.3992   -0.4799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4637   -2.0651    0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1213   -1.8032    0.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7695    0.0595    0.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4155   -1.8421    1.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6560    1.7924    0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6639    4.5714   -0.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609    3.0534   -0.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1345    1.6253   -0.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5394   -1.1613    0.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0691    1.4085   -0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4592    0.9312   -0.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3377   -1.2723    0.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8878   -3.0545    0.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4507   -2.5759    0.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4351   -0.9414    0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 11 21  2  0
 21  6  1  0
 20 14  1  0
  4 22  1  0
  7 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 15 28  1  0
 16 29  1  0
 18 30  1  0
 19 31  1  0
 20 32  1  0
 21 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Resveratrol 3-sulfuric acid	Generator
Resveratrol 3-sulphate	Generator
Resveratrol 3-sulphuric acid	Generator
Resveratrol-3-O-sulfuric acid	HMDB
Resveratrol-3-O-sulphate	HMDB
Resveratrol-3-O-sulphuric acid	HMDB
3,5,4'-Trihydroxystilbene	HMDB
Resveratrol-3-sulfate	HMDB
trans-Resveratrol	HMDB
trans-Resveratrol-3-O-sulfate	HMDB
3,4',5-Stilbenetriol	HMDB
Resveratrol	HMDB
SRT 501	HMDB
SRT-501	HMDB
cis-Resveratrol	HMDB
3,4',5-Trihydroxystilbene	HMDB
Resveratrol 3 sulfate	HMDB
trans Resveratrol	HMDB
trans Resveratrol 3 O sulfate	HMDB
cis Resveratrol	HMDB

Chemical Formula

C₁₄H₁₂O₆S

Average Molecular Weight

308.306

Monoisotopic Molecular Weight

308.035458806

IUPAC Name

{3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenyl}oxidanesulfonic acid

Traditional Name

{3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenyl}oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

OC1=CC=C(\C=C\C2=CC(O)=CC(OS(O)(=O)=O)=C2)C=C1

InChI Identifier

InChI=1S/C14H12O6S/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(8-11)20-21(17,18)19/h1-9,15-16H,(H,17,18,19)/b2-1+

InChI Key

DULQFFCIVGYOFH-OWOJBTEDSA-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
Phenylsulfate
Arylsulfate
Phenoxy compound
Styrene
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Monocyclic benzene moiety
Benzenoid
Organic sulfuric acid or derivatives
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organic sulfate (CHEBI:84040 )
stilbenol (CHEBI:84040 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 17170057)

Cellular substructure

Extracellular (HMDB: HMDB0041772)
Cytoplasm (HMDB: HMDB0041772)

Source

Endogenous

Endogenous (HMDB: HMDB0041772)

Plant

Plant (HMDB: HMDB0041772)

Exogenous

Food

Food (HMDB: HMDB0041772)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0041772)

Fruit

Grapes (HMDB: HMDB0041772)

Exogenous (HMDB: HMDB0041772)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041772)

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	0.14 g/L	ALOGPS
logP	0.65	ALOGPS
logP	2.93	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	-2.1	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	77.45 m³·mol⁻¹	ChemAxon
Polarizability	29.99 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	175.582	30932474
DeepCCS	[M-H]-	172.442	30932474
DeepCCS	[M-2H]-	208.108	30932474
DeepCCS	[M+Na]+	184.397	30932474
AllCCS	[M+H]+	169.3	32859911
AllCCS	[M+H-H2O]+	165.7	32859911
AllCCS	[M+NH4]+	172.6	32859911
AllCCS	[M+Na]+	173.5	32859911
AllCCS	[M-H]-	164.4	32859911
AllCCS	[M+Na-2H]-	164.0	32859911
AllCCS	[M+HCOO]-	163.7	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. Predicted by Afia on May 17, 2022.	6.95 minutes	32390414
Predicted by Siyang on May 30, 2022	12.5453 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.21 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1817.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	323.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	151.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	187.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	278.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	584.4 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	524.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	113.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1090.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	420.1 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	1370.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	320.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	336.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	400.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	136.1 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	74.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Resveratrol 3-sulfate	OC1=CC=C(\C=C\C2=CC(O)=CC(OS(O)(=O)=O)=C2)C=C1	5485.8	Standard polar	33892256
Resveratrol 3-sulfate	OC1=CC=C(\C=C\C2=CC(O)=CC(OS(O)(=O)=O)=C2)C=C1	2721.1	Standard non polar	33892256
Resveratrol 3-sulfate	OC1=CC=C(\C=C\C2=CC(O)=CC(OS(O)(=O)=O)=C2)C=C1	3249.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Resveratrol 3-sulfate,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C2=CC(O)=CC(OS(=O)(=O)O)=C2)C=C1	3059.2	Semi standard non polar	33892256
Resveratrol 3-sulfate,1TMS,isomer #2	C[Si](C)(C)OC1=CC(/C=C/C2=CC=C(O)C=C2)=CC(OS(=O)(=O)O)=C1	3077.2	Semi standard non polar	33892256
Resveratrol 3-sulfate,1TMS,isomer #3	C[Si](C)(C)OS(=O)(=O)OC1=CC(O)=CC(/C=C/C2=CC=C(O)C=C2)=C1	3085.6	Semi standard non polar	33892256
Resveratrol 3-sulfate,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C2=CC(O[Si](C)(C)C)=CC(OS(=O)(=O)O)=C2)C=C1	3067.3	Semi standard non polar	33892256
Resveratrol 3-sulfate,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C2=CC(O)=CC(OS(=O)(=O)O[Si](C)(C)C)=C2)C=C1	3081.4	Semi standard non polar	33892256
Resveratrol 3-sulfate,2TMS,isomer #3	C[Si](C)(C)OC1=CC(/C=C/C2=CC=C(O)C=C2)=CC(OS(=O)(=O)O[Si](C)(C)C)=C1	3086.4	Semi standard non polar	33892256
Resveratrol 3-sulfate,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C2=CC(O[Si](C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C)=C2)C=C1	3067.0	Semi standard non polar	33892256
Resveratrol 3-sulfate,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C2=CC(O[Si](C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C)=C2)C=C1	3062.8	Standard non polar	33892256
Resveratrol 3-sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C2=CC(O)=CC(OS(=O)(=O)O)=C2)C=C1	3376.5	Semi standard non polar	33892256
Resveratrol 3-sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(/C=C/C2=CC=C(O)C=C2)=CC(OS(=O)(=O)O)=C1	3372.9	Semi standard non polar	33892256
Resveratrol 3-sulfate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC(O)=CC(/C=C/C2=CC=C(O)C=C2)=C1	3353.4	Semi standard non polar	33892256
Resveratrol 3-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C2=CC(O[Si](C)(C)C(C)(C)C)=CC(OS(=O)(=O)O)=C2)C=C1	3658.8	Semi standard non polar	33892256
Resveratrol 3-sulfate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C2=CC(O)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C2)C=C1	3594.3	Semi standard non polar	33892256
Resveratrol 3-sulfate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(/C=C/C2=CC=C(O)C=C2)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1	3586.2	Semi standard non polar	33892256
Resveratrol 3-sulfate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C2=CC(O[Si](C)(C)C(C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C2)C=C1	3816.8	Semi standard non polar	33892256
Resveratrol 3-sulfate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C2=CC(O[Si](C)(C)C(C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C2)C=C1	3814.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Resveratrol 3-sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-0292000000-92a10a0aec9b23b6cf65	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Resveratrol 3-sulfate GC-MS (2 TMS) - 70eV, Positive	splash10-00dr-4009400000-5159f1c86e90abf61eed	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Resveratrol 3-sulfate 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 - Resveratrol 3-sulfate 10V, Positive-QTOF	splash10-0a4i-0039000000-1b22f0800e403c543520	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Resveratrol 3-sulfate 20V, Positive-QTOF	splash10-06vl-0191000000-794d32f9988c90af2c2f	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Resveratrol 3-sulfate 40V, Positive-QTOF	splash10-02tc-3960000000-fa39b5969c5c9e56b71b	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Resveratrol 3-sulfate 10V, Negative-QTOF	splash10-0a4i-0019000000-f0bc1aab25698fc9a3e2	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Resveratrol 3-sulfate 20V, Negative-QTOF	splash10-056r-0192000000-9be78809843377d9084a	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Resveratrol 3-sulfate 40V, Negative-QTOF	splash10-057i-3490000000-4d51216c94d9b1f4d48e	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Resveratrol 3-sulfate 10V, Positive-QTOF	splash10-0a4i-0019000000-59f57060542ea63acdb2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Resveratrol 3-sulfate 20V, Positive-QTOF	splash10-004i-0491000000-a0d7df2c1d346d19a516	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Resveratrol 3-sulfate 40V, Positive-QTOF	splash10-000w-1930000000-d02f73b39c9bc9fb68fa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Resveratrol 3-sulfate 10V, Negative-QTOF	splash10-0a4i-0009000000-7d00b2c608a324ecaddf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Resveratrol 3-sulfate 20V, Negative-QTOF	splash10-0a4i-2029000000-28685b653f708c92afd2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Resveratrol 3-sulfate 40V, Negative-QTOF	splash10-001j-9520000000-f076775b520f88f6ff27	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Blood
Urine

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	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 1005	17170057	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 1005	18435437	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	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

FDB029944

KNApSAcK ID

Not Available

Chemspider ID

25068507

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25113755

PDB ID

R3S

ChEBI ID

84040

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 ]

Enzymes

Enzyme Details

1. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

Resveratrol 3-sulfate → trans-Resveratrol 3,4'-disulfate	details

Showing metabocard for Resveratrol 3-sulfate (HMDB0041772)

MOL for HMDB0041772 (Resveratrol 3-sulfate)

3D MOL for HMDB0041772 (Resveratrol 3-sulfate)

3D SDF for HMDB0041772 (Resveratrol 3-sulfate)

3D-SDF for HMDB0041772 (Resveratrol 3-sulfate)

PDB for HMDB0041772 (Resveratrol 3-sulfate)

3D PDB for HMDB0041772 (Resveratrol 3-sulfate)

SMILES for HMDB0041772 (Resveratrol 3-sulfate)

INCHI for HMDB0041772 (Resveratrol 3-sulfate)

Structure for HMDB0041772 (Resveratrol 3-sulfate)

3D Structure for HMDB0041772 (Resveratrol 3-sulfate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions