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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 05:42:05 UTC

Update Date

2021-09-23 05:42:05 UTC

HMDB ID

HMDB0302014

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-Isopentadienyl-3',4,5'-trihydroxystilbene

Description

3-isopentadienyl-3',4,5'-trihydroxystilbene is a member of the class of compounds known as 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. 3-isopentadienyl-3',4,5'-trihydroxystilbene is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 3-isopentadienyl-3',4,5'-trihydroxystilbene can be found in peanut, which makes 3-isopentadienyl-3',4,5'-trihydroxystilbene a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302014
     RDKit          3D
3-Isopentadienyl-3',4,5'-trihydroxystilbene
 40 41  0  0  0  0  0  0  0  0999 V2000
   -5.2941   -1.4287    2.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1700   -0.5915    1.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3787    0.0378    0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8295   -0.3047    0.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6430    0.5262   -0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3508    0.8506   -0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1698    0.3271   -0.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0508    0.6605   -0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2794    0.0532   -0.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4901    0.2792   -0.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7128   -0.3155   -0.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9292    0.0179   -0.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1332   -0.4969   -0.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2924   -0.0923   -1.0737 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1337   -1.3858    0.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9583   -1.7539    1.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9111   -2.6423    2.2781 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7561   -1.2045    0.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0866    1.5494   -1.9192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1025    2.0956   -2.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2986    1.7382   -1.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4956    2.2785   -2.2372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2743   -1.6361    2.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4670   -1.9413    2.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3127   -0.0247   -0.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2810   -0.5185    1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5032    1.0926    1.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9725   -0.7823    1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5599    0.9840   -0.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1545   -0.3698    0.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1910   -0.6402    0.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5789    0.9729   -1.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9316    0.7291   -1.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7984    0.7229   -0.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0583   -1.8101    0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7371   -3.0756    2.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8206   -1.4857    1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0202    1.8510   -2.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1263    2.7972   -3.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4858    2.9365   -3.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
  8 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21  6  1  0
 18 11  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  7 30  1  0
  9 31  1  0
 10 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 22 40  1  0
M  END


  Mrv0541 02241212152D          

 22 23  0  0  0  0            999 V2000
   -3.1821   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8966   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8966   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1821   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4677   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4677   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7532   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0387   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3243   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3902    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3243    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3902   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1047   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1047    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3902    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8191   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6111   -1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1821   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4677   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4677   -3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7532   -4.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1821   -4.3313    0.0000 C   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
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
  3 17  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302014

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H18O3/c1-13(2)3-7-16-9-14(6-8-19(16)22)4-5-15-10-17(20)12-18(21)11-15/h3-12,20-22H,1H2,2H3/b5-4+,7-3+

> <INCHI_KEY>
MNTCXQWBUINPSP-JLVHPEPXSA-N

> <FORMULA>
C19H18O3

> <MOLECULAR_WEIGHT>
294.3444

> <EXACT_MASS>
294.125594442

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.21448795335874

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(E)-2-{4-hydroxy-3-[(1E)-3-methylbuta-1,3-dien-1-yl]phenyl}ethenyl]benzene-1,3-diol

> <ALOGPS_LOGP>
4.21

> <JCHEM_LOGP>
4.909669899333334

> <ALOGPS_LOGS>
-4.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.521043761172633

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.926410751215311

> <JCHEM_PKA_STRONGEST_BASIC>
-5.678025815382324

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
91.7424

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(E)-2-{4-hydroxy-3-[(1E)-3-methylbuta-1,3-dien-1-yl]phenyl}ethenyl]benzene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302014
     RDKit          3D
3-Isopentadienyl-3',4,5'-trihydroxystilbene
 40 41  0  0  0  0  0  0  0  0999 V2000
   -5.2941   -1.4287    2.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1700   -0.5915    1.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3787    0.0378    0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8295   -0.3047    0.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6430    0.5262   -0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3508    0.8506   -0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1698    0.3271   -0.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0508    0.6605   -0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2794    0.0532   -0.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4901    0.2792   -0.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7128   -0.3155   -0.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9292    0.0179   -0.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1332   -0.4969   -0.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2924   -0.0923   -1.0737 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1337   -1.3858    0.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9583   -1.7539    1.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9111   -2.6423    2.2781 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7561   -1.2045    0.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0866    1.5494   -1.9192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1025    2.0956   -2.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2986    1.7382   -1.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4956    2.2785   -2.2372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2743   -1.6361    2.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4670   -1.9413    2.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3127   -0.0247   -0.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2810   -0.5185    1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5032    1.0926    1.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9725   -0.7823    1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5599    0.9840   -0.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1545   -0.3698    0.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1910   -0.6402    0.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5789    0.9729   -1.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9316    0.7291   -1.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7984    0.7229   -0.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0583   -1.8101    0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7371   -3.0756    2.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8206   -1.4857    1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0202    1.8510   -2.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1263    2.7972   -3.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4858    2.9365   -3.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
  8 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21  6  1  0
 18 11  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  7 30  1  0
  9 31  1  0
 10 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 22 40  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -5.940  -0.385   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.274  -1.155   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.274  -2.695   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.940  -3.465   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.606  -2.695   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.606  -1.155   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.273  -0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.939  -1.155   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.605  -0.385   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.728   1.925   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.605   1.155   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.728  -1.155   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.062  -0.385   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.062   1.155   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.728   3.465   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       3.396  -1.155   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -8.607  -3.465   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -5.940  -5.005   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.606  -5.775   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.606  -7.315   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.273  -8.085   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.940  -8.085   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5   18                                                  
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   15                                                  
CONECT   11    9   10                                                       
CONECT   12    9   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   10   13                                                       
CONECT   15   10                                                            
CONECT   16   13                                                            
CONECT   17    3                                                            
CONECT   18    4   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0302014
HETATM    1  C1  UNL     1      -5.294  -1.429   2.386  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.170  -0.592   1.384  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.379   0.038   0.827  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.830  -0.305   0.846  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.643   0.526  -0.157  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.351   0.851  -0.732  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.170   0.327  -0.295  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.051   0.660  -0.870  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.279   0.053  -0.341  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.490   0.279  -0.789  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.713  -0.315  -0.274  1.00  0.00           C  
HETATM   12  C12 UNL     1       4.929   0.018  -0.848  1.00  0.00           C  
HETATM   13  C13 UNL     1       6.133  -0.497  -0.425  1.00  0.00           C  
HETATM   14  O1  UNL     1       7.292  -0.092  -1.074  1.00  0.00           O  
HETATM   15  C14 UNL     1       6.134  -1.386   0.619  1.00  0.00           C  
HETATM   16  C15 UNL     1       4.958  -1.754   1.228  1.00  0.00           C  
HETATM   17  O2  UNL     1       4.911  -2.642   2.278  1.00  0.00           O  
HETATM   18  C16 UNL     1       3.756  -1.204   0.763  1.00  0.00           C  
HETATM   19  C17 UNL     1       0.087   1.549  -1.919  1.00  0.00           C  
HETATM   20  C18 UNL     1      -1.103   2.096  -2.382  1.00  0.00           C  
HETATM   21  C19 UNL     1      -2.299   1.738  -1.783  1.00  0.00           C  
HETATM   22  O3  UNL     1      -3.496   2.279  -2.237  1.00  0.00           O  
HETATM   23  H1  UNL     1      -6.274  -1.636   2.777  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.467  -1.941   2.864  1.00  0.00           H  
HETATM   25  H3  UNL     1      -6.313  -0.025  -0.296  1.00  0.00           H  
HETATM   26  H4  UNL     1      -7.281  -0.519   1.137  1.00  0.00           H  
HETATM   27  H5  UNL     1      -6.503   1.093   1.140  1.00  0.00           H  
HETATM   28  H6  UNL     1      -2.973  -0.782   1.278  1.00  0.00           H  
HETATM   29  H7  UNL     1      -4.560   0.984  -0.557  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.155  -0.370   0.521  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.191  -0.640   0.486  1.00  0.00           H  
HETATM   32  H10 UNL     1       2.579   0.973  -1.616  1.00  0.00           H  
HETATM   33  H11 UNL     1       4.932   0.729  -1.684  1.00  0.00           H  
HETATM   34  H12 UNL     1       7.798   0.723  -0.740  1.00  0.00           H  
HETATM   35  H13 UNL     1       7.058  -1.810   0.979  1.00  0.00           H  
HETATM   36  H14 UNL     1       5.737  -3.076   2.663  1.00  0.00           H  
HETATM   37  H15 UNL     1       2.821  -1.486   1.234  1.00  0.00           H  
HETATM   38  H16 UNL     1       1.020   1.851  -2.414  1.00  0.00           H  
HETATM   39  H17 UNL     1      -1.126   2.797  -3.202  1.00  0.00           H  
HETATM   40  H18 UNL     1      -3.486   2.937  -3.011  1.00  0.00           H  
CONECT    1    2    2   23   24
CONECT    2    3    4
CONECT    3   25   26   27
CONECT    4    5    5   28
CONECT    5    6   29
CONECT    6    7    7   21
CONECT    7    8   30
CONECT    8    9   19   19
CONECT    9   10   10   31
CONECT   10   11   32
CONECT   11   12   12   18
CONECT   12   13   33
CONECT   13   14   15   15
CONECT   14   34
CONECT   15   16   35
CONECT   16   17   18   18
CONECT   17   36
CONECT   18   37
CONECT   19   20   38
CONECT   20   21   21   39
CONECT   21   22
CONECT   22   40
END

HMDB0302014
     RDKit          3D
3-Isopentadienyl-3',4,5'-trihydroxystilbene
 40 41  0  0  0  0  0  0  0  0999 V2000
   -5.2941   -1.4287    2.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1700   -0.5915    1.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3787    0.0378    0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8295   -0.3047    0.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6430    0.5262   -0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3508    0.8506   -0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1698    0.3271   -0.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0508    0.6605   -0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2794    0.0532   -0.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4901    0.2792   -0.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7128   -0.3155   -0.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9292    0.0179   -0.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1332   -0.4969   -0.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2924   -0.0923   -1.0737 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1337   -1.3858    0.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9583   -1.7539    1.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9111   -2.6423    2.2781 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7561   -1.2045    0.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0866    1.5494   -1.9192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1025    2.0956   -2.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2986    1.7382   -1.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4956    2.2785   -2.2372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2743   -1.6361    2.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4670   -1.9413    2.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3127   -0.0247   -0.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2810   -0.5185    1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5032    1.0926    1.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9725   -0.7823    1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5599    0.9840   -0.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1545   -0.3698    0.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1910   -0.6402    0.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5789    0.9729   -1.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9316    0.7291   -1.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7984    0.7229   -0.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0583   -1.8101    0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7371   -3.0756    2.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8206   -1.4857    1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0202    1.8510   -2.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1263    2.7972   -3.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4858    2.9365   -3.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
  8 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21  6  1  0
 18 11  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  7 30  1  0
  9 31  1  0
 10 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 22 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₁₈O₃

Average Molecular Weight

294.3444

Monoisotopic Molecular Weight

294.125594442

IUPAC Name

5-[(E)-2-{4-hydroxy-3-[(1E)-3-methylbuta-1,3-dien-1-yl]phenyl}ethenyl]benzene-1,3-diol

Traditional Name

5-[(E)-2-{4-hydroxy-3-[(1E)-3-methylbuta-1,3-dien-1-yl]phenyl}ethenyl]benzene-1,3-diol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C19H18O3/c1-13(2)3-7-16-9-14(6-8-19(16)22)4-5-15-10-17(20)12-18(21)11-15/h3-12,20-22H,1H2,2H3/b5-4+,7-3+

InChI Key

MNTCXQWBUINPSP-JLVHPEPXSA-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

Not Available

Ontology

Not Available

Peanut (FooDB: FOOD00016)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.21	ALOGPS
logP	4.91	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	8.93	ChemAxon
pKa (Strongest Basic)	-5.7	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	4	ChemAxon
Refractivity	91.74 m³·mol⁻¹	ChemAxon
Polarizability	33.21 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
AllCCS	[M+H]+	170.785	32859911
AllCCS	[M+H-H2O]+	167.057	32859911
AllCCS	[M+Na]+	175.243	32859911
AllCCS	[M+NH4]+	174.247	32859911
AllCCS	[M-H]-	169.2	32859911
AllCCS	[M+Na-2H]-	168.637	32859911
AllCCS	[M+HCOO]-	168.163	32859911
DeepCCS	[M+H]+	176.413	30932474
DeepCCS	[M-H]-	174.055	30932474
DeepCCS	[M-2H]-	208.141	30932474
DeepCCS	[M+Na]+	184.185	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopentadienyl-3',4,5'-trihydroxystilbene 10V, Positive-QTOF	splash10-0002-0190000000-c4d89aa27192ac85fe22	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopentadienyl-3',4,5'-trihydroxystilbene 20V, Positive-QTOF	splash10-007a-1590000000-fe7dccb95d631223661a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopentadienyl-3',4,5'-trihydroxystilbene 40V, Positive-QTOF	splash10-059i-4940000000-14983faeff7045dc27e1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopentadienyl-3',4,5'-trihydroxystilbene 10V, Negative-QTOF	splash10-0006-0090000000-05feffe3aa3388e78472	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopentadienyl-3',4,5'-trihydroxystilbene 20V, Negative-QTOF	splash10-0006-0090000000-15c09c4015466514bd1b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopentadienyl-3',4,5'-trihydroxystilbene 40V, Negative-QTOF	splash10-004i-1390000000-3210625516bb287e1345	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopentadienyl-3',4,5'-trihydroxystilbene 10V, Positive-QTOF	splash10-0002-0090000000-073fad7be8fa36034ed5	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopentadienyl-3',4,5'-trihydroxystilbene 20V, Positive-QTOF	splash10-000l-0290000000-f6d9ab73c586f698f01d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopentadienyl-3',4,5'-trihydroxystilbene 40V, Positive-QTOF	splash10-0673-4790000000-a41a5425962d16f6211b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopentadienyl-3',4,5'-trihydroxystilbene 10V, Negative-QTOF	splash10-0006-0090000000-c2f65e0882e7cf534769	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopentadienyl-3',4,5'-trihydroxystilbene 20V, Negative-QTOF	splash10-0006-0090000000-2e8614881172c5a62d49	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopentadienyl-3',4,5'-trihydroxystilbene 40V, Negative-QTOF	splash10-05rc-2690000000-dde25c8a2ade903cb908	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

Not Available

FooDB ID

FDB001747

KNApSAcK ID

C00015901

Chemspider ID

59696651

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14031069

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 3-Isopentadienyl-3',4,5'-trihydroxystilbene (HMDB0302014)

MOL for HMDB0302014 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)

3D MOL for HMDB0302014 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)

3D SDF for HMDB0302014 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)

3D-SDF for HMDB0302014 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)

PDB for HMDB0302014 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)

3D PDB for HMDB0302014 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)

SMILES for HMDB0302014 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)

INCHI for HMDB0302014 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)

Structure for HMDB0302014 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)

3D Structure for HMDB0302014 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra