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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 01:27:15 UTC

Update Date

2021-09-24 01:27:16 UTC

HMDB ID

HMDB0303379

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Pterostilbene

Description

Pterostilbene 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. Pterostilbene is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Pterostilbene can be found in common grape and grape wine, which makes pterostilbene a potential biomarker for the consumption of these food products. Pterostilbene is a stilbenoid chemically related to resveratrol. In plants, it serves a defensive phytoalexin role .

Structure

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

HMDB0303379
     RDKit          3D
Pterostilbene
 35 36  0  0  0  0  0  0  0  0999 V2000
    2.1047    2.3651    2.7048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1659    2.0219    1.7333 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4147    1.1341    0.7066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4284    0.8414   -0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6392   -0.0262   -1.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3202   -0.4689   -2.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6082   -0.5900   -2.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3900   -0.3303   -0.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6818    0.1776   -1.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5447    0.3263   -0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1916   -0.0169    1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0571    0.1300    2.3603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9294   -0.5204    1.4753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0525   -0.6699    0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8979   -0.6085   -1.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8891   -0.3331   -0.4001 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1383   -0.9260   -0.4865 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4795   -1.8464   -1.5050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6523    0.5534    0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6935    3.1716    3.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0807    2.6444    2.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3024    1.4869    3.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5019    1.3806   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0534   -0.7623   -3.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1411   -0.9371   -3.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9950    0.4571   -2.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5438    0.7215   -0.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6950   -0.5988    2.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5864   -0.8103    2.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0925   -1.1187    0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1061   -1.2965   -2.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6005   -1.8599   -1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1705   -2.8787   -1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0887   -1.5851   -2.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4255    0.7719    1.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  5 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19  3  1  0
 14  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
M  END


  Mrv0541 02241214392D          

 19 20  0  0  0  0            999 V2000
   -0.4538    1.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2886    1.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2886    2.3117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3712    2.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143    2.3117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1969    1.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8575    1.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8575    0.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143   -0.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143   -1.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4538   -1.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3712   -1.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3712   -0.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3712    0.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0318    2.7246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0318    0.1656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8575    0.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4538   -2.3117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2886   -2.7246    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
  3 15  1  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
  9 10  2  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 18  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303379

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3/b4-3-

> <INCHI_KEY>
VLEUZFDZJKSGMX-ARJAWSKDSA-N

> <FORMULA>
C16H16O3

> <MOLECULAR_WEIGHT>
256.2964

> <EXACT_MASS>
256.109944378

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
27.698475918334296

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.48

> <JCHEM_LOGP>
3.694178998333333

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.496137408896722

> <JCHEM_PKA_STRONGEST_BASIC>
-4.537862421035576

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
76.42009999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.10e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0303379
     RDKit          3D
Pterostilbene
 35 36  0  0  0  0  0  0  0  0999 V2000
    2.1047    2.3651    2.7048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1659    2.0219    1.7333 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4147    1.1341    0.7066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4284    0.8414   -0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6392   -0.0262   -1.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3202   -0.4689   -2.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6082   -0.5900   -2.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3900   -0.3303   -0.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6818    0.1776   -1.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5447    0.3263   -0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1916   -0.0169    1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0571    0.1300    2.3603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9294   -0.5204    1.4753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0525   -0.6699    0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8979   -0.6085   -1.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8891   -0.3331   -0.4001 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1383   -0.9260   -0.4865 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4795   -1.8464   -1.5050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6523    0.5534    0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6935    3.1716    3.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0807    2.6444    2.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3024    1.4869    3.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5019    1.3806   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0534   -0.7623   -3.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1411   -0.9371   -3.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9950    0.4571   -2.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5438    0.7215   -0.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6950   -0.5988    2.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5864   -0.8103    2.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0925   -1.1187    0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1061   -1.2965   -2.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6005   -1.8599   -1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1705   -2.8787   -1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0887   -1.5851   -2.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4255    0.7719    1.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  5 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19  3  1  0
 14  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
M  END

HEADER    PROTEIN                                 24-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      -0.847   2.157   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.539   2.774   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.539   4.315   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.693   5.086   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.080   4.315   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.234   2.774   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.467   2.003   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.467   0.463   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.080  -0.462   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.080  -2.003   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.847  -2.774   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.693  -2.003   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.693  -0.462   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.693   0.155   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.926   5.086   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.926   0.309   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.467   0.309   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.847  -4.315   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.539  -5.086   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14    9   13                                                       
CONECT   15    3                                                            
CONECT   16   13   17                                                       
CONECT   17   16                                                            
CONECT   18   11   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0303379
HETATM    1  C1  UNL     1       2.105   2.365   2.705  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.166   2.022   1.733  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.415   1.134   0.707  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.428   0.841  -0.225  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.639  -0.026  -1.242  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.320  -0.469  -2.207  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.608  -0.590  -2.074  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.390  -0.330  -0.894  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.682   0.178  -1.055  1.00  0.00           C  
HETATM   10  C9  UNL     1      -4.545   0.326  -0.003  1.00  0.00           C  
HETATM   11  C10 UNL     1      -4.192  -0.017   1.283  1.00  0.00           C  
HETATM   12  O2  UNL     1      -5.057   0.130   2.360  1.00  0.00           O  
HETATM   13  C11 UNL     1      -2.929  -0.520   1.475  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.053  -0.670   0.390  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.898  -0.608  -1.310  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.889  -0.333  -0.400  1.00  0.00           C  
HETATM   17  O3  UNL     1       4.138  -0.926  -0.487  1.00  0.00           O  
HETATM   18  C15 UNL     1       4.479  -1.846  -1.505  1.00  0.00           C  
HETATM   19  C16 UNL     1       2.652   0.553   0.632  1.00  0.00           C  
HETATM   20  H1  UNL     1       1.693   3.172   3.323  1.00  0.00           H  
HETATM   21  H2  UNL     1       3.081   2.644   2.259  1.00  0.00           H  
HETATM   22  H3  UNL     1       2.302   1.487   3.379  1.00  0.00           H  
HETATM   23  H4  UNL     1      -0.502   1.381  -0.124  1.00  0.00           H  
HETATM   24  H5  UNL     1       0.053  -0.762  -3.241  1.00  0.00           H  
HETATM   25  H6  UNL     1      -2.141  -0.937  -3.002  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.995   0.457  -2.048  1.00  0.00           H  
HETATM   27  H8  UNL     1      -5.544   0.722  -0.125  1.00  0.00           H  
HETATM   28  H9  UNL     1      -5.695  -0.599   2.659  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.586  -0.810   2.459  1.00  0.00           H  
HETATM   30  H11 UNL     1      -1.092  -1.119   0.587  1.00  0.00           H  
HETATM   31  H12 UNL     1       2.106  -1.296  -2.098  1.00  0.00           H  
HETATM   32  H13 UNL     1       5.600  -1.860  -1.594  1.00  0.00           H  
HETATM   33  H14 UNL     1       4.171  -2.879  -1.175  1.00  0.00           H  
HETATM   34  H15 UNL     1       4.089  -1.585  -2.489  1.00  0.00           H  
HETATM   35  H16 UNL     1       3.425   0.772   1.348  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5   23
CONECT    5    6   15   15
CONECT    6    7    7   24
CONECT    7    8   25
CONECT    8    9    9   14
CONECT    9   10   26
CONECT   10   11   11   27
CONECT   11   12   13
CONECT   12   28
CONECT   13   14   14   29
CONECT   14   30
CONECT   15   16   31
CONECT   16   17   19   19
CONECT   17   18
CONECT   18   32   33   34
CONECT   19   35
END

HMDB0303379
     RDKit          3D
Pterostilbene
 35 36  0  0  0  0  0  0  0  0999 V2000
    2.1047    2.3651    2.7048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1659    2.0219    1.7333 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4147    1.1341    0.7066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4284    0.8414   -0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6392   -0.0262   -1.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3202   -0.4689   -2.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6082   -0.5900   -2.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3900   -0.3303   -0.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6818    0.1776   -1.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5447    0.3263   -0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1916   -0.0169    1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0571    0.1300    2.3603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9294   -0.5204    1.4753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0525   -0.6699    0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8979   -0.6085   -1.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8891   -0.3331   -0.4001 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1383   -0.9260   -0.4865 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4795   -1.8464   -1.5050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6523    0.5534    0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6935    3.1716    3.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0807    2.6444    2.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3024    1.4869    3.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5019    1.3806   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0534   -0.7623   -3.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1411   -0.9371   -3.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9950    0.4571   -2.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5438    0.7215   -0.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6950   -0.5988    2.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5864   -0.8103    2.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0925   -1.1187    0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1061   -1.2965   -2.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6005   -1.8599   -1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1705   -2.8787   -1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0887   -1.5851   -2.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4255    0.7719    1.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  5 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19  3  1  0
 14  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₆O₃

Average Molecular Weight

256.2964

Monoisotopic Molecular Weight

256.109944378

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3/b4-3-

InChI Key

VLEUZFDZJKSGMX-ARJAWSKDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Coffee and coffee product

Coffee

Beverage

Other beverage

Fruit juice (FooDB: FOOD00763)

Fermented beverage

Alcoholic beverage

Red champagne (FooDB: FOOD00924)
White champagne (FooDB: FOOD00926)

Fruit

Berry

Common grape (FooDB: FOOD00204)
Deerberry (FooDB: FOOD00218)

Tea

Green tea (FooDB: FOOD00908)

Not Available

cyclooxygenase 1 inhibitor (HMDB: HMDB0303379)
cyclooxygenase 2 inhibitor (HMDB: HMDB0303379)
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (HMDB: HMDB0303379)
cyclooxygenase inhibitor (HMDB: HMDB0303379)

Indirect biological role

antioxidant (HMDB: HMDB0303379)

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

antineoplastic agent (HMDB: HMDB0303379)
fungicide (HMDB: HMDB0303379)
hyperglycemic agent (HMDB: HMDB0303379)
hypoglycemic agent (HMDB: HMDB0303379)

Agriculture

Pesticide

Insecticide

insecticide (HMDB: HMDB0303379)
pesticide (HMDB: HMDB0303379)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.48	ALOGPS
logP	3.69	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	76.42 m³·mol⁻¹	ChemAxon
Polarizability	27.7 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	158.947	32859911
AllCCS	[M+H-H2O]+	154.911	32859911
AllCCS	[M+Na]+	163.781	32859911
AllCCS	[M+NH4]+	162.7	32859911
AllCCS	[M-H]-	162.062	32859911
AllCCS	[M+Na-2H]-	161.7	32859911
AllCCS	[M+HCOO]-	161.427	32859911
DeepCCS	[M+H]+	169.855	30932474
DeepCCS	[M-H]-	167.497	30932474
DeepCCS	[M-2H]-	200.383	30932474
DeepCCS	[M+Na]+	175.948	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 - Pterostilbene 10V, Positive-QTOF	splash10-0a4i-0090000000-3a2fab1dd228c459973f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterostilbene 20V, Positive-QTOF	splash10-0a4i-0390000000-b2e9352c3040f6ff3d27	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterostilbene 40V, Positive-QTOF	splash10-02td-3940000000-b2538ca0173aeb0463fe	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterostilbene 10V, Negative-QTOF	splash10-0a4i-0090000000-05f710a9426addead5af	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterostilbene 20V, Negative-QTOF	splash10-0a4i-0190000000-d66fb7d2d9cfbdd45416	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterostilbene 40V, Negative-QTOF	splash10-0a4r-3690000000-308cf11c76a28c844c2a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterostilbene 10V, Positive-QTOF	splash10-0a4i-0090000000-1764cfa47ef5606fd849	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterostilbene 20V, Positive-QTOF	splash10-0a4i-0790000000-ebf83e0eca3bf6a8379a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterostilbene 40V, Positive-QTOF	splash10-002g-2960000000-8ec7e5cbccb6e8a32e77	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterostilbene 10V, Negative-QTOF	splash10-0a4i-0090000000-e382f8a0b4d1e3b6f408	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterostilbene 20V, Negative-QTOF	splash10-0a4i-0090000000-625eff2e5e4c3d4e88e0	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterostilbene 40V, Negative-QTOF	splash10-0673-0940000000-c1a3200bf94e6cbace94	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

FDB012375

KNApSAcK ID

Not Available

Chemspider ID

4478774

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5320791

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 Pterostilbene (HMDB0303379)

MOL for HMDB0303379 (Pterostilbene)

3D MOL for HMDB0303379 (Pterostilbene)

3D SDF for HMDB0303379 (Pterostilbene)

3D-SDF for HMDB0303379 (Pterostilbene)

PDB for HMDB0303379 (Pterostilbene)

3D PDB for HMDB0303379 (Pterostilbene)

SMILES for HMDB0303379 (Pterostilbene)

INCHI for HMDB0303379 (Pterostilbene)

Structure for HMDB0303379 (Pterostilbene)

3D Structure for HMDB0303379 (Pterostilbene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra