MiMeDB: Showing metabocard for Resveratrol (MMDBc0033709)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:59:53 UTC

Update Date

2024-09-27 18:58:14 UTC

Metabolite ID

MMDBc0033709

Metabolite Identification

Common Name

Resveratrol

Description

Resveratrol is a polyphenolic phytoalexin. It is also classified as a stilbenoid, a derivate of stilbene, and is produced in plants with the help of the enzyme stilbene synthase. The levels of resveratrol found in food vary greatly. Red wine contains between 0.2 and 5.8 mg/L depending on the grape variety, while white wine has much less. The reason for this difference is that red wine is fermented with grape skins, allowing the wine to absorb the resveratrol, whereas white wine is fermented after the skin has been removed. Resveratrol is also sold as a nutritional supplement. A number of beneficial health effects, such as anti-cancer, antiviral, neuroprotective, anti-aging, anti-inflammatory, and life-prolonging effects have been reported for resveratrol. The fact that resveratrol is found in the skin of red grapes and as a constituent of red wine may explain the "French paradox". This paradox is based on the observation that the incidence of coronary heart disease is relatively low in southern France despite high dietary intake of saturated fats. Resveratrol is thought to achieve these cardioprotective effects by a number of different routes: (1) inhibition of vascular cell adhesion molecule expression; (2) inhibition of vascular smooth muscle cell proliferation; (3) stimulation of endothelial nitric oxide synthase (eNOS) activity; (4) inhibition of platelet aggregation; and (5) inhibition of LDL peroxidation (PMID: 17875315 , 14676260 , 9678525 ). Resveratrol is a biomarker for the consumption of grapes and raisins.

Structure

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

HMDB0003747
     RDKit          3D
Resveratrol
 29 30  0  0  0  0  0  0  0  0999 V2000
    6.1252    0.0633    0.2742 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7326   -0.0398    0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1691   -1.2324   -0.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8005   -1.3778   -0.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9456   -0.3246   -0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5130   -0.5035   -0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3968    0.4138    0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8391    0.2148   -0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6598    1.2759    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0241    1.2449    0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7711    2.3615    0.5887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6014    0.0646   -0.1740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8011   -1.0076   -0.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4297   -2.1722   -0.9164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4158   -0.9564   -0.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5036    0.8472    0.3855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8964    1.0012    0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6884    0.3824   -0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8088   -2.0698   -0.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3699   -2.3220   -0.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1285   -1.4816   -0.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0080    1.3744    0.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2113    2.2254    0.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3050    3.2013    0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6953    0.0179   -0.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9553   -3.0065   -1.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8107   -1.8120   -0.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9010    1.6926    0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3418    1.9248    0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
  5 16  1  0
 16 17  2  0
 17  2  1  0
 15  8  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  9 23  1  0
 11 24  1  0
 12 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
M  END


  Mrv1652309272007372D          

 17 18  0  0  0  0            999 V2000
 9998.233410000.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.092110000.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.805710000.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.664410002.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6623 9998.3509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.662110000.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.947710000.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9477 9999.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6621 9999.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3766 9999.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.376610000.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.949510001.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.235110002.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.520610001.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.520510000.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.235010000.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.949610000.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0  0  0  0
  6  7  2  0  0  0  0
  7  8  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  6  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
 16 17  2  0  0  0  0
 17 12  1  0  0  0  0
  3 15  1  0  0  0  0
 12  4  1  0  0  0  0
  1  7  1  0  0  0  0
 11  2  1  0  0  0  0
  9  5  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033709

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1+

> <INCHI_KEY>
LUKBXSAWLPMMSZ-OWOJBTEDSA-N

> <FORMULA>
C14H12O3

> <MOLECULAR_WEIGHT>
228.247

> <EXACT_MASS>
228.078644246

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
24.551069139354443

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(E)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol

> <ALOGPS_LOGP>
2.57

> <JCHEM_LOGP>
3.4023908863333325

> <ALOGPS_LOGS>
-3.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.12809455952825

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.493489164415605

> <JCHEM_PKA_STRONGEST_BASIC>
-6.178025720766969

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
67.4555

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.88e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
resveratrol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003747
     RDKit          3D
Resveratrol
 29 30  0  0  0  0  0  0  0  0999 V2000
    6.1252    0.0633    0.2742 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7326   -0.0398    0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1691   -1.2324   -0.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8005   -1.3778   -0.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9456   -0.3246   -0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5130   -0.5035   -0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3968    0.4138    0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8391    0.2148   -0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6598    1.2759    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0241    1.2449    0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7711    2.3615    0.5887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6014    0.0646   -0.1740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8011   -1.0076   -0.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4297   -2.1722   -0.9164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4158   -0.9564   -0.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5036    0.8472    0.3855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8964    1.0012    0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6884    0.3824   -0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8088   -2.0698   -0.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3699   -2.3220   -0.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1285   -1.4816   -0.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0080    1.3744    0.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2113    2.2254    0.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3050    3.2013    0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6953    0.0179   -0.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9553   -3.0065   -1.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8107   -1.8120   -0.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9010    1.6926    0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3418    1.9248    0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
  5 16  1  0
 16 17  2  0
 17  2  1  0
 15  8  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  9 23  1  0
 11 24  1  0
 12 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  O   UNK     0    8663.3698668.207   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    8668.7058668.207   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8670.0378667.437   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8675.3748670.517   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8666.0368663.588   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8666.0368668.207   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8664.7028667.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8664.7028665.897   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8666.0368665.127   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8667.3708665.897   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8667.3708667.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8674.0398669.747   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8672.7068670.517   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8671.3728669.746   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8671.3728668.207   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8672.7058667.437   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8674.0398668.207   0.000  0.00  0.00           C+0
CONECT    1    7                                                            
CONECT    2    3   11                                                       
CONECT    3    2   15                                                       
CONECT    4   12                                                            
CONECT    5    9                                                            
CONECT    6    7   11                                                       
CONECT    7    6    8    1                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10    5                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6    2                                                  
CONECT   12   13   17    4                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16    3                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0003747
HETATM    1  O1  UNL     1       6.125   0.063   0.274  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.733  -0.040   0.181  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.169  -1.232  -0.242  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.800  -1.378  -0.348  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.946  -0.325  -0.031  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.513  -0.503  -0.150  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.397   0.414   0.119  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.839   0.215  -0.008  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.660   1.276   0.313  1.00  0.00           C  
HETATM   10  C9  UNL     1      -4.024   1.245   0.246  1.00  0.00           C  
HETATM   11  O2  UNL     1      -4.771   2.361   0.589  1.00  0.00           O  
HETATM   12  C10 UNL     1      -4.601   0.065  -0.174  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.801  -1.008  -0.500  1.00  0.00           C  
HETATM   14  O3  UNL     1      -4.430  -2.172  -0.916  1.00  0.00           O  
HETATM   15  C12 UNL     1      -2.416  -0.956  -0.425  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.504   0.847   0.385  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.896   1.001   0.495  1.00  0.00           C  
HETATM   18  H1  UNL     1       6.688   0.382  -0.526  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.809  -2.070  -0.496  1.00  0.00           H  
HETATM   20  H3  UNL     1       2.370  -2.322  -0.682  1.00  0.00           H  
HETATM   21  H4  UNL     1       0.129  -1.482  -0.494  1.00  0.00           H  
HETATM   22  H5  UNL     1      -0.008   1.374   0.457  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.211   2.225   0.650  1.00  0.00           H  
HETATM   24  H7  UNL     1      -4.305   3.201   0.890  1.00  0.00           H  
HETATM   25  H8  UNL     1      -5.695   0.018  -0.235  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.955  -3.007  -1.176  1.00  0.00           H  
HETATM   27  H10 UNL     1      -1.811  -1.812  -0.686  1.00  0.00           H  
HETATM   28  H11 UNL     1       1.901   1.693   0.644  1.00  0.00           H  
HETATM   29  H12 UNL     1       4.342   1.925   0.824  1.00  0.00           H  
CONECT    1    2   18
CONECT    2    3    3   17
CONECT    3    4   19
CONECT    4    5    5   20
CONECT    5    6   16
CONECT    6    7    7   21
CONECT    7    8   22
CONECT    8    9    9   15
CONECT    9   10   23
CONECT   10   11   12   12
CONECT   11   24
CONECT   12   13   25
CONECT   13   14   15   15
CONECT   14   26
CONECT   15   27
CONECT   16   17   17   28
CONECT   17   29
END

HMDB0003747
     RDKit          3D
Resveratrol
 29 30  0  0  0  0  0  0  0  0999 V2000
    6.1252    0.0633    0.2742 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7326   -0.0398    0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1691   -1.2324   -0.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8005   -1.3778   -0.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9456   -0.3246   -0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5130   -0.5035   -0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3968    0.4138    0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8391    0.2148   -0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6598    1.2759    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0241    1.2449    0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7711    2.3615    0.5887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6014    0.0646   -0.1740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8011   -1.0076   -0.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4297   -2.1722   -0.9164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4158   -0.9564   -0.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5036    0.8472    0.3855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8964    1.0012    0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6884    0.3824   -0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8088   -2.0698   -0.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3699   -2.3220   -0.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1285   -1.4816   -0.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0080    1.3744    0.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2113    2.2254    0.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3050    3.2013    0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6953    0.0179   -0.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9553   -3.0065   -1.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8107   -1.8120   -0.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9010    1.6926    0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3418    1.9248    0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
  5 16  1  0
 16 17  2  0
 17  2  1  0
 15  8  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  9 23  1  0
 11 24  1  0
 12 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
M  END

Synonyms

Value	Source
(e)-5-(2-(4-Hydroxyphenyl)ethenyl)-1,3-benzenediol	ChEBI
(e)-Resveratrol	ChEBI
3,4',5-Stilbenetriol	ChEBI
3,4',5-Trihydroxy-trans-stilbene	ChEBI
3,4',5-Trihydroxystilbene	ChEBI
3,5,4'-Trihydroxystilbene	ChEBI
5-[(e)-2-(4-Hydroxyphenyl)vinyl]benzene-1,3-diol	ChEBI
trans-Resveratrol	Kegg
SRT-501	MeSH
trans Resveratrol	MeSH
SRT 501	MeSH
trans-3,4',5 - Trihydroxystilbene	HMDB
(E)-2-(3,5-Dihydroxyphenyl)-1-(4-hydroxyphenyl)ethene	HMDB
(E)-3,4',5-Trihydroxystilbene	HMDB
(E)-3,4’,5-Trihydroxystilbene	HMDB
(E)-5-(p-Hydroxystyryl)resorcinol	HMDB
3,4’,5-Stilbenetriol	HMDB
3,4’,5-Trihydroxy-trans-stilbene	HMDB
3,4’,5-Trihydroxystilbene	HMDB
5-[(1E)-2-(4-Hydroxyphenyl)ethenyl]-1,3-benzenediol	HMDB
Resveratrol	HMDB
trans-3,5,4'-Trihydroxystilbene	HMDB
trans-3,5,4’-Trihydroxystilbene	HMDB
(E)-5-[2-(4-Hydroxyphenyl)ethenyl]-1,3-benzenediol	PhytoBank

Molecular Formula

C₁₄H₁₂O₃

Average Mass

228.247

Monoisotopic Mass

228.078644246

IUPAC Name

5-[(E)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol

Traditional Name

resveratrol

CAS Registry Number

501-36-0

SMILES

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

InChI Identifier

InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1+

InChI Key

LUKBXSAWLPMMSZ-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
Styrene
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

resveratrol (CHEBI:45713 )
Diphenyl ethers, biphenyls, dibenzyls and stilbenes (C03582 )
Stilbenes (C03582 )
Diphenyl ethers, biphenyls, dibenzyls and stilbenes (LMPK13090005 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.069 g/L	ALOGPS
logP	2.57	ALOGPS
logP	3.4	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	8.49	ChemAxon
pKa (Strongest Basic)	-6.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	67.46 m³·mol⁻¹	ChemAxon
Polarizability	24.55 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-0006-1853900000-4919511a11ec24935434	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0006-1853900000-4919511a11ec24935434	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-0790000000-615dafbde185688e8755	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-00fr-8009800000-8b40ad68f231308861d4	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF , Negative	splash10-004i-0090000000-f9ff90d98488d6d05587	2017-08-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 50V, Negative	splash10-004i-0090000000-f9ff90d98488d6d05587	2017-08-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 60V, Negative	splash10-004i-0090000000-f9ff90d98488d6d05587	2017-08-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 20V, Negative	splash10-004i-0590000000-4a9b53d6aad6ed8189d2	2017-08-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 40V, Negative	splash10-004i-0590000000-4a9b53d6aad6ed8189d2	2017-08-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF , Negative	splash10-004i-0090000000-f9ff90d98488d6d05587	2017-09-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 50V, Negative	splash10-014i-0900000000-79bf3bfcbb7bcdd0ffd2	2017-09-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 60V, Negative	splash10-014i-0900000000-9340e3fe04d435cf8475	2017-09-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 20V, Negative	splash10-004i-0590000000-4a9b53d6aad6ed8189d2	2017-09-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 40V, Negative	splash10-00kf-0900000000-b0f6bf3388d96335d77e	2017-09-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-004i-1890000000-5a90c0c5508894cb16af	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-014i-2910000000-e0183692948660939c19	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-004i-0090000000-d9def7cee71fb7a40786	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-004r-0970000000-f8c7ca07f27bfc1b8bda	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-0006-0900000000-b1333b06db343c38f529	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-014l-0900000000-c856c7fa9653868e5785	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004r-0950000000-8e44b9aa58ac75282058	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-000f-0900000000-2b750fcfd933ce8809f2	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-TOF , negative	splash10-014i-0900000000-79bf3bfcbb7bcdd0ffd2	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0090000000-655581acb694e423a693	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0690000000-37f13318e23ebae81b00	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014u-3910000000-e87807281eb836a65eb0	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0090000000-0d55e176d88ed31cd1cd	2016-08-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0190000000-cfdf20e77b23e0cc49e2	2016-08-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a73-3930000000-243d9e319d0fee123dee	2016-08-04	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Brain
Epidermis
Fibroblasts
Intestine
Kidney
Liver
Neuron
Pancreas
Placenta
Platelet
Prostate
Skeletal Muscle
Spleen
Urine

Tissue Locations

Brain
Epidermis
Fibroblasts
Intestine
Kidney
Liver
Neuron
Pancreas
Placenta
Platelet
Prostate
Skeletal Muscle
Spleen

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192140	UDP-glucuronosyltransferase 1-1	Enzyme	P22309	Homo sapiens
MMDBp0195641	NAD-dependent protein deacetylase sirtuin-1	Unknown	Q96EB6	Homo sapiens
MMDBp0197061	Sulfotransferase 1A3	Enzyme	P0DMM9	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Animal		Chondrus crispus	FooDB	31437929
Animal		Laminaria	FooDB	31437929
Animal		Haliotis	FooDB	31437929
Animal		Strombidae	FooDB	31437929
Animal		Clupea harengus harengus	FooDB	31437929
Animal		Undaria pinnatifida	FooDB	31437929
Animal		Peprilus triacanthus	FooDB	31437929
Animal		Rhodophyta	FooDB	31437929
Animal		Myoxocephalus	FooDB	31437929
Animal		Eucheuma	FooDB	31437929
Animal		Saccharina japonica	FooDB	31437929
Animal		Spirulina	FooDB	31437929
Animal		Lota lota	FooDB	31437929
Animal		Porphyra umbilicalis	FooDB	31437929
Food			FooDB	31437929
Food	Cocoa products	Theobroma cacao	FooDB	31437929
Plant		Sinapis alba	FooDB	31437929
Plant		Cantharellus cibarius	FooDB	31437929
Plant		Apium graveolens var. secalinum	FooDB	31437929
Plant		Mentha spicata	FooDB	31437929
Plant		Brassica ruvo	FooDB	31437929
Plant		Zingiber officinale	FooDB	31437929
Plant		Abelmoschus esculentus	FooDB	31437929
Plant		Morus nigra	FooDB	31437929
Plant		Moringa oleifera	FooDB	31437929
Plant		Helianthus annuus	FooDB	31437929
Plant		Vigna angularis	FooDB	31437929
Plant		Pinus edulis	FooDB	31437929
Plant		Passiflora edulis	FooDB	31437929
Plant		Ribes nigrum	FooDB	31437929
Plant		Pisum sativum	FooDB	31437929
Plant		Opuntia macrorhiza	FooDB	31437929
Plant		Sambucus nigra	FooDB	31437929
Plant		Cucurbita pepo var. clypeata	FooDB	31437929
Plant		Petroselinum crispum	FooDB	31437929
Plant		Manilkara zapota	FooDB	31437929
Plant		Laurus nobilis	FooDB	31437929
Plant		Corylus	FooDB	31437929
Plant		Malus	FooDB	31437929
Plant		Mangifera indica	FooDB	31437929
Plant	Fruit	Vaccinium macrocarpon	FooDB	31437929
Plant		Juglans	FooDB	31437929
Plant	Sprout seedling	Arachis hypogaea	FooDB	31437929
Plant		Allium cepa	FooDB	31437929
Plant		Illicium verum	FooDB	31437929
Plant		Chamaemelum nobile	FooDB	31437929
Plant			FooDB	31437929
Plant		Auricularia auricula-judae	FooDB	31437929
Plant		Melissa officinalis	FooDB	31437929
Plant		Attalea speciosa	FooDB	31437929
Plant		Hippophae rhamnoides	FooDB	31437929
Plant		Spinacia oleracea	FooDB	31437929
Plant		Juglans ailanthifolia	FooDB	31437929
Plant		Carica papaya	FooDB	31437929
Plant		Polygonum alpinum	FooDB	31437929
Plant		Thymus vulgaris	FooDB	31437929
Plant		Actinidia chinensis	FooDB	31437929
Plant		Brassica juncea	FooDB	31437929
Plant		Pinus	FooDB	31437929
Plant		Pediomelum esculentum	FooDB	31437929
Plant		Vaccinium vitis-idaea	FooDB	31437929
Plant		Auricularia polytricha	FooDB	31437929
Plant			FooDB	31437929
Plant		Pimenta dioica	FooDB	31437929
Plant		Camellia oleifera	FooDB	31437929
Plant		Chrysanthemum coronarium	FooDB	31437929
Plant		Eleocharis dulcis	FooDB	31437929
Plant		Medicago sativa	FooDB	31437929
Plant		Vigna mungo	FooDB	31437929
Plant		Hibiscus sabdariffa	FooDB	31437929
Plant		Rubus arcticus	FooDB	31437929
Plant		Origanum majorana	FooDB	31437929
Plant		Agaricus bisporus	FooDB	31437929
Plant		Armoracia rusticana	FooDB	31437929
Plant		Prunus persica	FooDB	31437929
Plant		Foeniculum vulgare	FooDB	31437929
Plant		Brassica oleracea var. gongylodes	FooDB	31437929
Plant		Cajanus cajan	FooDB	31437929
Plant		Rumex articus	FooDB	31437929
Plant		Brassica oleracea var. gemmifera	FooDB	31437929
Plant		Benincasa hispida	FooDB	31437929
Plant		Cucurbita pepo var. cylindrica	FooDB	31437929
Plant		Canarium ovatum	FooDB	31437929
Plant		Ribes aureum var. villosum	FooDB	31437929
Plant		Prunus cerasus	FooDB	31437929
Plant		Rosmarinus officinalis	FooDB	31437929
Plant		Arctium lappa	FooDB	31437929
Plant		Juglans cinerea	FooDB	31437929
Plant			FooDB	31437929
Plant		Citrus x paradisi	FooDB	31437929
Plant		Ficus carica	FooDB	31437929
Plant		Artocarpus altilis	FooDB	31437929
Plant		Eruca vesicaria ssp. sativa	FooDB	31437929
Plant		Cynara scolymus	FooDB	31437929
Plant		Psidium cattleianum	FooDB	31437929
Plant		Beta vulgaris var. rubra	FooDB	31437929
Plant		Vigna unguiculata	FooDB	31437929
Plant		Lentinus edodes	FooDB	31437929
Plant		Cyathea	FooDB	31437929
Plant		Metroxylon sagu	FooDB	31437929
Plant		Vitis rotundifolia	FooDB	31437929
Plant		Brosimum alicastrum	FooDB	31437929
Plant		Lepidium sativum	FooDB	31437929
Plant		Castanea mollissima	FooDB	31437929
Plant		Helianthus tuberosus	FooDB	31437929
Plant		Grifola frondosa	FooDB	31437929
Plant		Phytolacca americana	FooDB	31437929
Plant		Vitis labrusca	FooDB	31437929
Plant		Arachis hypogaea	FooDB	31437929
Plant		Artemisia vulgaris	FooDB	31437929
Plant		Corylus avellana	FooDB	31437929
Plant		Tetragonia tetragonioides	FooDB	31437929
Plant		Juglans regia	FooDB	31437929
Plant		Cucumis metuliferus	FooDB	31437929
Plant		Nephelium lappaceum	FooDB	31437929
Plant		Myrica	FooDB	31437929
Plant		Castanea crenata	FooDB	31437929
Plant		Litchi chinensis	FooDB	31437929
Plant		Solanum lycopersicum	FooDB	31437929
Plant		Vaccinium angustifolium	FooDB	31437929
Plant		Quercus	FooDB	31437929
Plant		Trigonella foenum-graecum	FooDB	31437929
Plant		Brassica oleracea var. sabauda	FooDB	31437929
Plant			FooDB	31437929
Plant		Brassica napus	FooDB	31437929
Plant		Physalis	FooDB	31437929
Plant		Malpighia emarginata	FooDB	31437929
Plant		Levisticum officinale	FooDB	31437929
Plant		Citrus aurantiifolia	FooDB	31437929
Plant		Artemisia dracunculus	FooDB	31437929
Plant		Thelesperma	FooDB	31437929
Plant		Malus pumila	FooDB	31437929
Plant		Asparagus officinalis	FooDB	31437929
Plant		Mitchella repens	FooDB	31437929
Plant		Lactuca sativa	FooDB	31437929
Plant		Pimpinella anisum	FooDB	31437929
Plant		Chamerion angustifolium	FooDB	31437929
Plant		Matricaria recutita	FooDB	31437929
Plant		Eragrostis tef	FooDB	31437929
Plant		Vaccinium elliottii	FooDB	31437929
Plant		Ziziphus zizyphus	FooDB	31437929
Plant		Pistacia vera	FooDB	31437929
Plant		Punica granatum	FooDB	31437929
Plant		Dimocarpus longan	FooDB	31437929
Plant		Salvia hispanica	FooDB	31437929
Plant		Vitellaria paradoxa	FooDB	31437929
Plant		Pangium edule	FooDB	31437929
Plant		Cynara cardunculus	FooDB	31437929
Plant		Allium	FooDB	31437929
Plant	Fruit	Morus	FooDB	31437929
Plant		Gossypium	FooDB	31437929
Plant		Brassica oleracea var. viridis	FooDB	31437929
Plant		Morus	FooDB	31437929
Plant		Agave	FooDB	31437929
Plant		Cucumis sativus	FooDB	31437929
Plant		Diospyros	FooDB	31437929
Plant		Hedysarum alpinum	FooDB	31437929
Plant		Vigna aconitifolia	FooDB	31437929
Plant		Amaranthus	FooDB	31437929
Plant		Apium graveolens var. dulce	FooDB	31437929
Plant		Beta vulgaris	FooDB	31437929
Plant		Mammea americana	FooDB	31437929
Plant		Annona squamosa	FooDB	31437929
Plant		Brassica alboglabra	FooDB	31437929
Plant		Vitis	FooDB	31437929
Plant		Carya illinoinensis	FooDB	31437929
Plant		Xanthosoma sagittifolium	FooDB	31437929
Plant		Basella alba	FooDB	31437929
Plant		Citrus latifolia	FooDB	31437929
Plant		Cinnamomum aromaticum	FooDB	31437929
Plant		Capsicum baccatum var. baccatum	FooDB	31437929
Plant		Ribes rubrum	FooDB	31437929
Plant		Solanum lycopersicum var. cerasiforme	FooDB	31437929
Plant		Byrsonima crassifolia	FooDB	31437929
Plant		Mentha arvensis	FooDB	31437929
Plant		Brassica rapa var. chinensis	FooDB	31437929
Plant		Portulaca oleracea	FooDB	31437929
Plant		Capsicum pubescens	FooDB	31437929
Plant		Pastinaca sativa	FooDB	31437929
Plant		Crateva religiosa	FooDB	31437929
Plant			FooDB	31437929
Plant		Ipomoea batatas	FooDB	31437929
Plant		Vitis aestivalis	FooDB	31437929
Plant		Cucurbita maxima	FooDB	31437929
Plant		Eugenia javanica	FooDB	31437929
Plant		Chenopodium album	FooDB	31437929
Plant		Brassica oleracea	FooDB	31437929
Plant		Psophocarpus tetragonolobus	FooDB	31437929
Plant		Vaccinium stamineum	FooDB	31437929
Plant		Allium ampeloprasum	FooDB	31437929
Plant		Sechium edule	FooDB	31437929
Plant		Lactuca sativa l. var. longifolia	FooDB	31437929
Plant		Grataegosorbus mitschurinii	FooDB	31437929
Plant		Diospyros virginiana	FooDB	31437929
Plant		Vaccinium macrocarpon	FooDB	31437929
Plant		Origanum x majoricum	FooDB	31437929
Plant		Phoenix dactylifera	FooDB	31437929
Plant		Ananas comosus	FooDB	31437929
Plant		Rubus x loganobaccus	FooDB	31437929
Plant		Taraxacum officinale	FooDB	31437929
Plant		Rubus chamaemorus	FooDB	31437929
Plant		Tragopogon porrifolius	FooDB	31437929
Plant		Elettaria cardamomum	FooDB	31437929
Plant		Curcuma longa	FooDB	31437929
Plant		Persea americana	FooDB	31437929
Plant		Rumex	FooDB	31437929
Plant		Allium ascalonicum	FooDB	31437929
Plant		Eugenia uniflora	FooDB	31437929
Plant		Citrullus lanatus var. fistulosus	FooDB	31437929
Plant		Amelanchier alnifolia	FooDB	31437929
Plant		Chenopodium quinoa	FooDB	31437929
Plant		Annona reticulata	FooDB	31437929
Plant		Cichorium intybus	FooDB	31437929
Plant		Brassica oleracea var. botrytis	FooDB	31437929
Plant		Cinnamomum verum	FooDB	31437929
Plant		Cucumis melo	FooDB	31437929
Plant		Glycine max	FooDB	31437929
Plant		Sesbania bispinosa	FooDB	31437929
Plant		Juglans nigra	FooDB	31437929
Plant		Ribes x nidigrolaria	FooDB	31437929
Plant		Ocimum basilicum	FooDB	31437929
Plant		Garcinia mangostana	FooDB	31437929
Plant		Allium tuberosum	FooDB	31437929
Plant		Corchorus olitorius	FooDB	31437929
Plant		Dioscorea pentaphylla	FooDB	31437929
Plant		Lathyrus sativus	FooDB	31437929
Plant		Petasites japonicus	FooDB	31437929
Plant		Citrus limon	FooDB	31437929
Plant	Tea		FooDB	31437929
Plant		Mentha x piperita	FooDB	31437929
Plant		Gaylussacia baccata	FooDB	31437929
Plant		Vaccinium stamineum	FooDB	31437929
Plant		Prunus tomentosa	FooDB	31437929
Plant		Maranta arundinacea	FooDB	31437929
Plant		Tilia	FooDB	31437929
Plant		Capsicum annuum var. annuum	FooDB	31437929
Plant		Macadamia	FooDB	31437929
Plant		Matteuccia struthiopteris	FooDB	31437929
Plant		Cucurbita moschata	FooDB	31437929
Plant		Sesamum orientale	FooDB	31437929
Plant		Apium graveolens var. rapaceum	FooDB	31437929
Plant		Citrus sinensis	FooDB	31437929
Plant		Papaver	FooDB	31437929
Plant		Vaccinium myrtilloides	FooDB	31437929
Plant		Rosa	FooDB	31437929
Plant		Brassica oleracea var. conica	FooDB	31437929
Plant		Nelumbo	FooDB	31437929
Plant		Annona cherimola	FooDB	31437929
Plant		Brassica rapa var. pekinensis	FooDB	31437929
Plant		Brassica rapa	FooDB	31437929
Plant		Pistacia vera	FooDB	31437929
Plant		Lippia graveolens	FooDB	31437929
Plant		Prunus	FooDB	31437929
Plant		Capparis spinosa	FooDB	31437929
Plant	Fruit	Vitis vinifera	FooDB	31437929
Plant	Tea		FooDB	31437929
Plant		Citrullus lanatus	FooDB	31437929
Plant		Lens culinaris	FooDB	31437929
Plant		Vaccinium deliciosum	FooDB	31437929
Plant		Phaseolus lunatus	FooDB	31437929
Plant		Linum usitatissimum	FooDB	31437929
Plant		Musa acuminata	FooDB	31437929
Plant		Artocarpus heterophyllus	FooDB	31437929
Plant		Prunus armeniaca	FooDB	31437929
Plant		Prunus virginiana	FooDB	31437929
Plant		Citrus reticulata	FooDB	31437929
Plant		Prunus domestica	FooDB	31437929
Plant		Carum carvi	FooDB	31437929
Plant		Macadamia tetraphylla	FooDB	31437929
Plant		Vigna unguiculata ssp. unguiculata	FooDB	31437929
Plant		Anethum graveolens	FooDB	31437929
Plant		Allium schoenoprasum	FooDB	31437929
Plant		Phyllostachys edulis	FooDB	31437929
Plant		Lagenaria siceraria	FooDB	31437929
Plant		Brassica rapa var. rapa	FooDB	31437929
Plant		Averrhoa carambola	FooDB	31437929
Plant		Satureja hortensis	FooDB	31437929
Plant		Camellia sinensis	FooDB	31437929
Plant		Carissa macrocarpa	FooDB	31437929
Plant		Coriandrum sativum	FooDB	31437929
Plant		Sorbus aucuparia	FooDB	31437929
Plant		Bertholletia excelsa	FooDB	31437929
Plant		Nelumbo nucifera	FooDB	31437929
Plant		Cymbopogon citratus	FooDB	31437929
Plant		Solanum lycopersicum var. lycopersicum	FooDB	31437929
Plant	Leaves	Vitis vinifera	FooDB	31437929
Plant		Brassica oleracea var. costata	FooDB	31437929
Plant		Ceratonia siliqua	FooDB	31437929
Plant		Panax	FooDB	31437929
Plant		Anacardium occidentale	FooDB	31437929
Plant		Carthamus tinctorius	FooDB	31437929
Plant		Rubus occidentalis	FooDB	31437929
Plant		Luffa aegyptiaca	FooDB	31437929
Plant		Cicer arietinum	FooDB	31437929
Plant		Vigna umbellata	FooDB	31437929
Plant		Allium fistulosum	FooDB	31437929
Plant		Capsicum	FooDB	31437929
Plant		Vaccinium alaskaense	FooDB	31437929
Plant		Eriobotrya japonica	FooDB	31437929
Plant		Lupinus	FooDB	31437929
Plant		Tilia cordata	FooDB	31437929
Plant		Prunus persica var. nucipersica	FooDB	31437929
Plant		Daucus carota ssp. sativus	FooDB	31437929
Plant		Phaseolus vulgaris	FooDB	31437929
Plant		Durio zibethinus	FooDB	31437929
Plant		Oenothera biennis	FooDB	31437929
Plant		Vaccinium myrtillus	FooDB	31437929
Plant		Brassica napus var. pabularia	FooDB	31437929
Plant		Theobroma cacao	FooDB	31437929
Plant		Syzygium aromaticum	FooDB	31437929
Plant		Diospyros kaki	FooDB	31437929
Plant		Ribes glandulosum	FooDB	31437929
Plant		Vaccinium oxycoccos	FooDB	31437929
Plant		Virola surinamensis	FooDB	31437929
Plant		Verbena officinalis	FooDB	31437929
Plant		Rumex acetosa	FooDB	31437929
Plant		Brassica oleracea var. capitata	FooDB	31437929
Plant		Vicia faba	FooDB	31437929
Plant		Vaccinium parvifolium	FooDB	31437929
Plant		Pyrus pyrifolia	FooDB	31437929
Plant		Aloysia triphylla	FooDB	31437929
Plant		Capsicum annuum	FooDB	31437929
Plant		Ginkgo biloba	FooDB	31437929
Plant		Capsicum chinense	FooDB	31437929
Plant		Theobroma grandiflorum	FooDB	31437929
Plant		Vaccinium reticulatum	FooDB	31437929
Plant		Solanum quitoense	FooDB	31437929
Plant		Satureja montana	FooDB	31437929
Plant		Vigna unguiculata ssp. cylindrica	FooDB	31437929
Plant		Flammulina velutipes	FooDB	31437929
Plant		Prunus avium	FooDB	31437929
Plant		Citrus japonica	FooDB	31437929
Plant			FooDB	31437929
Plant		Perideridia oregana	FooDB	31437929
Plant		Piper nigrum	FooDB	31437929
Plant		Origanum onites	FooDB	31437929
Plant		Origanum vulgare	FooDB	31437929
Plant		Vaccinium arboreum	FooDB	31437929
Plant		Pouteria sapota	FooDB	31437929
Plant		Wasabia japonica	FooDB	31437929
Plant		Brassica oleracea var. italica	FooDB	31437929
Plant		Viburnum edule	FooDB	31437929
Plant		Dioscorea	FooDB	31437929
Plant		Momordica charantia	FooDB	31437929
Plant		Vaccinium uliginosum	FooDB	31437929
Plant		Solanum melongena	FooDB	31437929
Plant		Myristica fragrans	FooDB	31437929
Plant		Castanea	FooDB	31437929
Plant		Apium graveolens	FooDB	31437929
Plant		Vaccinium oxycoccos	FooDB	31437929
Plant		Rubus ursinus x idaeus	FooDB	31437929
Plant		Cirsium	FooDB	31437929
Plant		Raphanus sativus var. sativus	FooDB	31437929
Plant		Prunus persica var. persica	FooDB	31437929
Plant		Pleurotus ostreatus	FooDB	31437929
Plant		Opuntia	FooDB	31437929
Plant		Anthriscus cerefolium	FooDB	31437929
Plant		Colocasia esculenta	FooDB	31437929
Plant		Nuphar lutea	FooDB	31437929
Plant		Lupinus albus	FooDB	31437929
Plant		Pachyrhizus erosus	FooDB	31437929
Plant		Cichorium endivia	FooDB	31437929
Plant		Ribes uva-crispa	FooDB	31437929
Plant		Cinnamomum	FooDB	31437929
Plant		Elaeis	FooDB	31437929
Plant		Raphanus sativus var. niger	FooDB	31437929
Plant		Crocus sativus	FooDB	31437929
Plant		Photinia melanocarpa	FooDB	31437929
Plant		Salvia officinalis	FooDB	31437929
Plant		Feijoa sellowiana	FooDB	31437929
Plant		Dysphania ambrosioides	FooDB	31437929
Plant		Rheum rhabarbarum	FooDB	31437929
Plant		Vaccinium	FooDB	31437929
Plant		Citrus maxima	FooDB	31437929
Plant		Vaccinium arboreum	FooDB	31437929
Plant		Lablab purpureus	FooDB	31437929
Plant		Cydonia oblonga	FooDB	31437929
Plant		Cucurbita	FooDB	31437929
Plant		Castanea sativa	FooDB	31437929
Plant		Syzygium jambos	FooDB	31437929
Plant		Annona muricata	FooDB	31437929
Plant		Salix pulchra	FooDB	31437929
Plant		Fagus	FooDB	31437929
Plant		Tamarindus indica	FooDB	31437929
Plant		Vaccinium ovatum	FooDB	31437929
Plant		Opuntia cochenillifera	FooDB	31437929
Plant		Solanum tuberosum	FooDB	31437929
Plant		Cocos nucifera	FooDB	31437929
Plant		Phaseolus coccineus	FooDB	31437929
Plant		Thymus pulegioides	FooDB	31437929
Plant		Psidium guajava	FooDB	31437929
Plant		Mespilus germanica	FooDB	31437929
Plant		Mentha aquatica	FooDB	31437929
Plant		Cucurbita pepo var. cylindrica	FooDB	31437929
Plant		Brassica rapa var. perviridis	FooDB	31437929
Plant		Olea europaea	FooDB	31437929
Plant		Mentha	FooDB	31437929
Plant		Salvia elegans	FooDB	31437929
Plant		Daucus carota	FooDB	31437929
Plant		Sagittaria latifolia	FooDB	31437929
Plant		Sambucus	FooDB	31437929
Plant		Syzygium cumini	FooDB	31437929
Plant		Vaccinium vitis-idaea	FooDB	31437929
Plant		Tilia tomentosa	FooDB	31437929
Plant		Vaccinium myrtillus	FooDB	31437929
Plant		Empetrum nigrum	FooDB	31437929
Plant		Typha angustifolia	FooDB	31437929
Plant		Brassica oleracea l. var. capitata l. f. alba dc.	FooDB	31437929
Plant		Valerianella locusta	FooDB	31437929
Plant		Myrica rubra	FooDB	31437929
Plant		Vaccinium angustifolium x vaccinium corymbosum	FooDB	31437929
Plant		Prunus dulcis	FooDB	31437929
Plant		Sisymbrium	FooDB	31437929
Plant		Vanilla	FooDB	31437929
Plant		Borago officinalis	FooDB	31437929
Plant		Raphanus sativus	FooDB	31437929
Plant		Vigna radiata	FooDB	31437929
Plant		Hyssopus officinalis	FooDB	31437929
Plant	Fruit	Vaccinium corymbosum	FooDB	31437929
Plant		Carya	FooDB	31437929
Plant		Beta vulgaris ssp. cicla	FooDB	31437929
Plant		Manihot esculenta	FooDB	31437929
Plant		Physalis philadelphica var. immaculata	FooDB	31437929
Plant	Fruit	Vitis vinifera	FooDB	31437929
Plant	Tea	Camellia sinensis	FooDB	31437929
Plant		Scorzonera hispanica	FooDB	31437929
Plant		Angelica keiskei	FooDB	31437929
Plant		Musa x paradisiaca	FooDB	31437929
Plant		Vigna unguiculata ssp. sesquipedalis	FooDB	31437929
Plant		Rubus idaeus	FooDB	31437929
Plant		Ipomoea aquatica	FooDB	31437929
Plant		Cuminum cyminum	FooDB	31437929
Plant		Rubus spectabilis	FooDB	31437929
Plant		Pyrus communis	FooDB	31437929
Plant		Fragaria x ananassa	FooDB	31437929
Plant		Allium sativum	FooDB	31437929
Plant		Solanum lycopersicum	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Units	Age	Sex	Health Condition	Data Source	Reference
Human Urine	Detected and Quantified	0.006		umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	27273479
Human Urine	Detected and Quantified	0.0156	0.0280	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	26814424
Human Brain	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Epidermis	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Fibroblasts	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Intestine	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Kidney	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Neuron	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Pancreas	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Platelet	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Prostate	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Skeletal muscle	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Spleen	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Urine	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0003747

DrugBank ID

DB02709

Phenol Explorer Compound ID

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Resveratrol

METLIN ID

Not Available

PubChem Compound

445154

PDB ID

Not Available

ChEBI ID

45713

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bertelli AA, Giovannini L, Bernini W, Migliori M, Fregoni M, Bavaresco L, Bertelli A: Antiplatelet activity of cis-resveratrol. Drugs Exp Clin Res. 1996;22(2):61-3. [PubMed:8998912 ]
Gehm BD, McAndrews JM, Chien PY, Jameson JL: Resveratrol, a polyphenolic compound found in grapes and wine, is an agonist for the estrogen receptor. Proc Natl Acad Sci U S A. 1997 Dec 9;94(25):14138-43. doi: 10.1073/pnas.94.25.14138. [PubMed:9391166 ]
Kopp P: Resveratrol, a phytoestrogen found in red wine. A possible explanation for the conundrum of the 'French paradox'? Eur J Endocrinol. 1998 Jun;138(6):619-20. doi: 10.1530/eje.0.1380619. [PubMed:9678525 ]
Chun YJ, Kim MY, Guengerich FP: Resveratrol is a selective human cytochrome P450 1A1 inhibitor. Biochem Biophys Res Commun. 1999 Aug 19;262(1):20-4. doi: 10.1006/bbrc.1999.1152. [PubMed:10448061 ]
Olas B, Zbikowska HM, Wachowicz B, Krajewski T, Buczynski A, Magnuszewska A: Inhibitory effect of resveratrol on free radical generation in blood platelets. Acta Biochim Pol. 1999;46(4):961-6. [PubMed:10824865 ]
Kirk RI, Deitch JA, Wu JM, Lerea KM: Resveratrol decreases early signaling events in washed platelets but has little effect on platelet in whole blood. Blood Cells Mol Dis. 2000 Apr;26(2):144-50. doi: 10.1006/bcmd.2000.0289. [PubMed:11001623 ]
Kimura Y, Okuda H: Resveratrol isolated from Polygonum cuspidatum root prevents tumor growth and metastasis to lung and tumor-induced neovascularization in Lewis lung carcinoma-bearing mice. J Nutr. 2001 Jun;131(6):1844-9. doi: 10.1093/jn/131.6.1844. [PubMed:11385077 ]
Zhuang H, Kim YS, Koehler RC, Dore S: Potential mechanism by which resveratrol, a red wine constituent, protects neurons. Ann N Y Acad Sci. 2003 May;993:276-86; discussion 287-8. doi: 10.1111/j.1749-6632.2003.tb07534.x. [PubMed:12853318 ]
Delmas D, Rebe C, Lacour S, Filomenko R, Athias A, Gambert P, Cherkaoui-Malki M, Jannin B, Dubrez-Daloz L, Latruffe N, Solary E: Resveratrol-induced apoptosis is associated with Fas redistribution in the rafts and the formation of a death-inducing signaling complex in colon cancer cells. J Biol Chem. 2003 Oct 17;278(42):41482-90. doi: 10.1074/jbc.M304896200. Epub 2003 Aug 5. [PubMed:12902349 ]
Ferrieres J: The French paradox: lessons for other countries. Heart. 2004 Jan;90(1):107-11. doi: 10.1136/heart.90.1.107. [PubMed:14676260 ]
Fulda S, Debatin KM: Sensitization for tumor necrosis factor-related apoptosis-inducing ligand-induced apoptosis by the chemopreventive agent resveratrol. Cancer Res. 2004 Jan 1;64(1):337-46. doi: 10.1158/0008-5472.can-03-1656. [PubMed:14729643 ]
Aggarwal BB, Bhardwaj A, Aggarwal RS, Seeram NP, Shishodia S, Takada Y: Role of resveratrol in prevention and therapy of cancer: preclinical and clinical studies. Anticancer Res. 2004 Sep-Oct;24(5A):2783-840. [PubMed:15517885 ]
Olas B, Nowak P, Wachowicz B: Resveratrol protects against peroxynitrite-induced thiol oxidation in blood platelets. Cell Mol Biol Lett. 2004;9(4A):577-87. [PubMed:15647782 ]
Olas B, Wachowicz B, Majsterek I, Blasiak J: Resveratrol may reduce oxidative stress induced by platinum compounds in human plasma, blood platelets and lymphocytes. Anticancer Drugs. 2005 Jul;16(6):659-65. doi: 10.1097/00001813-200507000-00011. [PubMed:15930895 ]
Gester S, Wuest F, Pawelke B, Bergmann R, Pietzsch J: Synthesis and biodistribution of an 18F-labelled resveratrol derivative for small animal positron emission tomography. Amino Acids. 2005 Dec;29(4):415-28. doi: 10.1007/s00726-005-0205-x. Epub 2005 Jul 8. [PubMed:15997411 ]
Vilar S, Quezada E, Santana L, Uriarte E, Yanez M, Fraiz N, Alcaide C, Cano E, Orallo F: Design, synthesis, and vasorelaxant and platelet antiaggregatory activities of coumarin-resveratrol hybrids. Bioorg Med Chem Lett. 2006 Jan 15;16(2):257-61. doi: 10.1016/j.bmcl.2005.10.013. Epub 2005 Nov 3. [PubMed:16275073 ]
Lee B, Moon SK: Resveratrol inhibits TNF-alpha-induced proliferation and matrix metalloproteinase expression in human vascular smooth muscle cells. J Nutr. 2005 Dec;135(12):2767-73. doi: 10.1093/jn/135.12.2767. [PubMed:16317118 ]
Miksits M, Maier-Salamon A, Aust S, Thalhammer T, Reznicek G, Kunert O, Haslinger E, Szekeres T, Jaeger W: Sulfation of resveratrol in human liver: evidence of a major role for the sulfotransferases SULT1A1 and SULT1E1. Xenobiotica. 2005 Dec;35(12):1101-19. doi: 10.1080/00498250500354253. [PubMed:16418064 ]
Yanez M, Fraiz N, Cano E, Orallo F: Inhibitory effects of cis- and trans-resveratrol on noradrenaline and 5-hydroxytryptamine uptake and on monoamine oxidase activity. Biochem Biophys Res Commun. 2006 Jun 2;344(2):688-95. doi: 10.1016/j.bbrc.2006.03.190. Epub 2006 Apr 17. [PubMed:16631124 ]
Aziz MH, Nihal M, Fu VX, Jarrard DF, Ahmad N: Resveratrol-caused apoptosis of human prostate carcinoma LNCaP cells is mediated via modulation of phosphatidylinositol 3'-kinase/Akt pathway and Bcl-2 family proteins. Mol Cancer Ther. 2006 May;5(5):1335-41. doi: 10.1158/1535-7163.MCT-05-0526. [PubMed:16731767 ]
Anekonda TS: Resveratrol--a boon for treating Alzheimer's disease? Brain Res Rev. 2006 Sep;52(2):316-26. doi: 10.1016/j.brainresrev.2006.04.004. [PubMed:16766037 ]
Niles RM, Cook CP, Meadows GG, Fu YM, McLaughlin JL, Rankin GO: Resveratrol is rapidly metabolized in athymic (nu/nu) mice and does not inhibit human melanoma xenograft tumor growth. J Nutr. 2006 Oct;136(10):2542-6. doi: 10.1093/jn/136.10.2542. [PubMed:16988123 ]
Bass TM, Weinkove D, Houthoofd K, Gems D, Partridge L: Effects of resveratrol on lifespan in Drosophila melanogaster and Caenorhabditis elegans. Mech Ageing Dev. 2007 Oct;128(10):546-52. doi: 10.1016/j.mad.2007.07.007. Epub 2007 Aug 14. [PubMed:17875315 ]

Showing metabocard for Resveratrol (MMDBc0033709)

MOL for #<Metabolite:0x00007f4695299ef0>

3D MOL for #<Metabolite:0x00007f4695299ef0>

3D SDF for #<Metabolite:0x00007f4695299ef0>

3D-SDF for #<Metabolite:0x00007f4695299ef0>

PDB for #<Metabolite:0x00007f4695299ef0>

3D PDB for #<Metabolite:0x00007f4695299ef0>

SMILES for #<Metabolite:0x00007f4695299ef0>

INCHI for #<Metabolite:0x00007f4695299ef0>

Structure for #<Metabolite:0x00007f4695299ef0>

3D Structure for #<Metabolite:0x00007f4695299ef0>