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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:20 UTC

Update Date

2022-03-07 02:52:38 UTC

HMDB ID

HMDB0030672

Secondary Accession Numbers

HMDB30672

Metabolite Identification

Common Name

Obtustyrene

Description

Obtustyrene belongs to the class of organic compounds known as cinnamylphenols. These are organic compounds containing the 1,3-diphenylpropene moiety with one benzene ring bearing one or more hydroxyl groups. Obtustyrene has been detected, but not quantified in, common peas (Pisum sativum) and pulses. This could make obtustyrene a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Obtustyrene.

Structure

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

HMDB0030672
     RDKit          3D
Obtustyrene
 34 35  0  0  0  0  0  0  0  0999 V2000
   -4.4207   -2.4841   -0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1566   -1.9288    0.0503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8538   -0.5832   -0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8391    0.3567   -0.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5432    1.6977   -0.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4788    2.6821   -0.6356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2361    2.0662   -0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2493    1.1410    0.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -0.2055    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5141   -1.2339    0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7994   -0.5166    0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7754   -0.8366   -0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0669   -0.1947   -0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3447    0.7570    0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6146    1.3537    1.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6178    0.9944    0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3016    0.0318   -0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0771   -0.5685   -0.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8417   -2.2966   -1.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3060   -3.5993   -0.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1273   -2.0893    0.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8599    0.0441   -0.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6230    2.9343   -1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9590    3.1043   -0.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2366    1.4673    0.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4340   -2.0102   -0.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7619   -1.6875    1.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8468    0.1955    1.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6140   -1.5966   -0.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5894    1.0650    1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7725    2.0892    1.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6041    1.4335    0.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0892   -0.2538   -1.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8670   -1.3286   -1.6530 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
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  9  3  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
M  END


  Mrv0541 05061305262D          

 18 19  0  0  0  0            999 V2000
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
 11 10  2  0  0  0  0
 13  6  2  0  0  0  0
 13  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  1  0  0  0  0
 15 12  2  0  0  0  0
 16 12  1  0  0  0  0
 16 14  2  0  0  0  0
 17 15  1  0  0  0  0
 18  1  1  0  0  0  0
 18 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030672

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O2/c1-18-16-12-15(17)11-10-14(16)9-5-8-13-6-3-2-4-7-13/h2-8,10-12,17H,9H2,1H3/b8-5+

> <INCHI_KEY>
ZAGLUIIUOWEVEN-VMPITWQZSA-N

> <FORMULA>
C16H16O2

> <MOLECULAR_WEIGHT>
240.297

> <EXACT_MASS>
240.115029756

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.091940488989003

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methoxy-4-[(2E)-3-phenylprop-2-en-1-yl]phenol

> <ALOGPS_LOGP>
4.09

> <JCHEM_LOGP>
4.213718929

> <ALOGPS_LOGS>
-4.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.457576640881395

> <JCHEM_PKA_STRONGEST_BASIC>
-4.846162206458259

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
74.5579

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.83e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methoxy-4-[(2E)-3-phenylprop-2-en-1-yl]phenol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030672
     RDKit          3D
Obtustyrene
 34 35  0  0  0  0  0  0  0  0999 V2000
   -4.4207   -2.4841   -0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1566   -1.9288    0.0503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8538   -0.5832   -0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8391    0.3567   -0.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5432    1.6977   -0.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4788    2.6821   -0.6356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2361    2.0662   -0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2493    1.1410    0.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -0.2055    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5141   -1.2339    0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7994   -0.5166    0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7754   -0.8366   -0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0669   -0.1947   -0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3447    0.7570    0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6146    1.3537    1.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6178    0.9944    0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3016    0.0318   -0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0771   -0.5685   -0.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8417   -2.2966   -1.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3060   -3.5993   -0.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1273   -2.0893    0.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8599    0.0441   -0.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6230    2.9343   -1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9590    3.1043   -0.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2366    1.4673    0.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4340   -2.0102   -0.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7619   -1.6875    1.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8468    0.1955    1.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6140   -1.5966   -0.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5894    1.0650    1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7725    2.0892    1.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6041    1.4335    0.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0892   -0.2538   -1.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8670   -1.3286   -1.6530 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
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  9  3  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001  13.090   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335  15.400   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.668  16.170   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.002  13.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.335  13.860   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.002  15.400   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.668  13.090   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -9.336  16.170   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -6.668  11.550   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2    3    4                                                       
CONECT    3    2    6                                                       
CONECT    4    2    7                                                       
CONECT    5    8    9                                                       
CONECT    6    3   13                                                       
CONECT    7    4   13                                                       
CONECT    8    5   13                                                       
CONECT    9    5   14                                                       
CONECT   10   11   14                                                       
CONECT   11   10   15                                                       
CONECT   12   15   16                                                       
CONECT   13    6    7    8                                                  
CONECT   14    9   10   16                                                  
CONECT   15   11   12   17                                                  
CONECT   16   12   14   18                                                  
CONECT   17   15                                                            
CONECT   18    1   16                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0030672
HETATM    1  C1  UNL     1      -4.421  -2.484  -0.145  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.157  -1.929   0.050  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.854  -0.583  -0.015  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.839   0.357  -0.295  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.543   1.698  -0.361  1.00  0.00           C  
HETATM    6  O2  UNL     1      -4.479   2.682  -0.636  1.00  0.00           O  
HETATM    7  C5  UNL     1      -2.236   2.066  -0.140  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.249   1.141   0.139  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.540  -0.206   0.207  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.514  -1.234   0.502  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.799  -0.517   0.696  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.775  -0.837  -0.121  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.067  -0.195  -0.002  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.345   0.757   0.940  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.615   1.354   1.018  1.00  0.00           C  
HETATM   16  C14 UNL     1       5.618   0.994   0.144  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.302   0.032  -0.792  1.00  0.00           C  
HETATM   18  C16 UNL     1       4.077  -0.569  -0.895  1.00  0.00           C  
HETATM   19  H1  UNL     1      -4.842  -2.297  -1.154  1.00  0.00           H  
HETATM   20  H2  UNL     1      -4.306  -3.599  -0.023  1.00  0.00           H  
HETATM   21  H3  UNL     1      -5.127  -2.089   0.615  1.00  0.00           H  
HETATM   22  H4  UNL     1      -4.860   0.044  -0.466  1.00  0.00           H  
HETATM   23  H5  UNL     1      -4.623   2.934  -1.617  1.00  0.00           H  
HETATM   24  H6  UNL     1      -1.959   3.104  -0.182  1.00  0.00           H  
HETATM   25  H7  UNL     1      -0.237   1.467   0.306  1.00  0.00           H  
HETATM   26  H8  UNL     1      -0.434  -2.010  -0.279  1.00  0.00           H  
HETATM   27  H9  UNL     1      -0.762  -1.687   1.476  1.00  0.00           H  
HETATM   28  H10 UNL     1       0.847   0.196   1.476  1.00  0.00           H  
HETATM   29  H11 UNL     1       1.614  -1.597  -0.901  1.00  0.00           H  
HETATM   30  H12 UNL     1       2.589   1.065   1.640  1.00  0.00           H  
HETATM   31  H13 UNL     1       4.773   2.089   1.773  1.00  0.00           H  
HETATM   32  H14 UNL     1       6.604   1.434   0.177  1.00  0.00           H  
HETATM   33  H15 UNL     1       6.089  -0.254  -1.482  1.00  0.00           H  
HETATM   34  H16 UNL     1       3.867  -1.329  -1.653  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   22
CONECT    5    6    7    7
CONECT    6   23
CONECT    7    8   24
CONECT    8    9    9   25
CONECT    9   10
CONECT   10   11   26   27
CONECT   11   12   12   28
CONECT   12   13   29
CONECT   13   14   14   18
CONECT   14   15   30
CONECT   15   16   16   31
CONECT   16   17   32
CONECT   17   18   18   33
CONECT   18   34
END

HMDB0030672
     RDKit          3D
Obtustyrene
 34 35  0  0  0  0  0  0  0  0999 V2000
   -4.4207   -2.4841   -0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1566   -1.9288    0.0503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8538   -0.5832   -0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8391    0.3567   -0.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5432    1.6977   -0.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4788    2.6821   -0.6356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2361    2.0662   -0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2493    1.1410    0.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -0.2055    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5141   -1.2339    0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7994   -0.5166    0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7754   -0.8366   -0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0669   -0.1947   -0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3447    0.7570    0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6146    1.3537    1.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6178    0.9944    0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3016    0.0318   -0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0771   -0.5685   -0.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8417   -2.2966   -1.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3060   -3.5993   -0.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1273   -2.0893    0.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8599    0.0441   -0.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6230    2.9343   -1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9590    3.1043   -0.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2366    1.4673    0.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4340   -2.0102   -0.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7619   -1.6875    1.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8468    0.1955    1.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6140   -1.5966   -0.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5894    1.0650    1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7725    2.0892    1.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6041    1.4335    0.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0892   -0.2538   -1.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8670   -1.3286   -1.6530 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
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  9  3  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Methoxy-4-(3-phenyl-2-propenyl)-(e)-phenol	HMDB
3-Methoxy-4-(3-phenyl-2-propenyl)phenol, 9ci	HMDB
4-Cinnamyl-3-methoxyphenol	HMDB

Chemical Formula

C₁₆H₁₆O₂

Average Molecular Weight

240.297

Monoisotopic Molecular Weight

240.115029756

IUPAC Name

3-methoxy-4-[(2E)-3-phenylprop-2-en-1-yl]phenol

Traditional Name

3-methoxy-4-[(2E)-3-phenylprop-2-en-1-yl]phenol

CAS Registry Number

21148-31-2

SMILES

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

InChI Identifier

InChI=1S/C16H16O2/c1-18-16-12-15(17)11-10-14(16)9-5-8-13-6-3-2-4-7-13/h2-8,10-12,17H,9H2,1H3/b8-5+

InChI Key

ZAGLUIIUOWEVEN-VMPITWQZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamylphenols. These are organic compounds containing the 1,3-diphenylpropene moiety with one benzene ring bearing one or more hydroxyl groups.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Cinnamylphenols

Direct Parent

Cinnamylphenols

Alternative Parents

Substituents

Cinnamylphenol
Methoxyphenol
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Styrene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
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

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030672)
Cell membrane (HMDB: HMDB0030672)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030672)

Source

Endogenous

Endogenous (HMDB: HMDB0030672)

Plant

Plant (HMDB: HMDB0030672)
Fabaceae (HMDB: HMDB0030672)

Exogenous

Food

Food (HMDB: HMDB0030672)

Pulse

Pea

Common pea (FooDB: FOOD00141)

Pulses (FooDB: FOOD00867)

Exogenous (HMDB: HMDB0030672)

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
Water Solubility	0.0098 g/L	ALOGPS
logP	4.09	ALOGPS
logP	4.21	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.46	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	74.56 m³·mol⁻¹	ChemAxon
Polarizability	27.09 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
DarkChem	[M+H]+	157.898	31661259
DarkChem	[M-H]-	160.27	31661259
DeepCCS	[M+H]+	161.103	30932474
DeepCCS	[M-H]-	158.745	30932474
DeepCCS	[M-2H]-	191.632	30932474
DeepCCS	[M+Na]+	167.196	30932474
AllCCS	[M+H]+	155.7	32859911
AllCCS	[M+H-H2O]+	151.6	32859911
AllCCS	[M+NH4]+	159.6	32859911
AllCCS	[M+Na]+	160.7	32859911
AllCCS	[M-H]-	158.0	32859911
AllCCS	[M+Na-2H]-	157.6	32859911
AllCCS	[M+HCOO]-	157.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.03 minutes	32390414
Predicted by Siyang on May 30, 2022	17.5349 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.34 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2702.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	557.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	228.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	329.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	444.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	840.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	714.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	88.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1682.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	650.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1497.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	519.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	510.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	432.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	336.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	10.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Obtustyrene	COC1=C(C\C=C\C2=CC=CC=C2)C=CC(O)=C1	3394.9	Standard polar	33892256
Obtustyrene	COC1=C(C\C=C\C2=CC=CC=C2)C=CC(O)=C1	2055.3	Standard non polar	33892256
Obtustyrene	COC1=C(C\C=C\C2=CC=CC=C2)C=CC(O)=C1	2292.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Obtustyrene,1TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=CC=C1C/C=C/C1=CC=CC=C1	2216.4	Semi standard non polar	33892256
Obtustyrene,1TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1C/C=C/C1=CC=CC=C1	2499.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Obtustyrene GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-3890000000-4bf79a4f03de870e4a27	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Obtustyrene GC-MS (1 TMS) - 70eV, Positive	splash10-006t-4290000000-92ede6491faef65fdfcd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Obtustyrene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Obtustyrene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Obtustyrene 10V, Positive-QTOF	splash10-0006-0290000000-f29ad5690d50e789fcb0	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Obtustyrene 20V, Positive-QTOF	splash10-0006-1950000000-e3256f2f5337adb7a3a0	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Obtustyrene 40V, Positive-QTOF	splash10-0gb9-3900000000-7035de889050919c60c6	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Obtustyrene 10V, Negative-QTOF	splash10-000i-0090000000-19d9b2498fa2726c01ff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Obtustyrene 20V, Negative-QTOF	splash10-000i-0190000000-60cc8da152fcc981eb38	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Obtustyrene 40V, Negative-QTOF	splash10-0596-4930000000-8ca5615a658b2385104d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Obtustyrene 10V, Negative-QTOF	splash10-000i-0090000000-542358ca49c8d7c09542	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Obtustyrene 20V, Negative-QTOF	splash10-000i-0290000000-7e8cd86595084ca0256d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Obtustyrene 40V, Negative-QTOF	splash10-000i-2690000000-9c27183c39e2b17b8567	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Obtustyrene 10V, Positive-QTOF	splash10-0006-0890000000-59ae25660311f6c80c4e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Obtustyrene 20V, Positive-QTOF	splash10-05to-3920000000-21ffcb3e83d56e8ff51e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Obtustyrene 40V, Positive-QTOF	splash10-0ftu-6930000000-c7d6e8ffc84a9db0435c	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002586

KNApSAcK ID

C00020663

Chemspider ID

4952855

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6450240

PDB ID

Not Available

ChEBI ID

489746

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Obtustyrene (HMDB0030672)

MOL for HMDB0030672 (Obtustyrene)

3D MOL for HMDB0030672 (Obtustyrene)

3D SDF for HMDB0030672 (Obtustyrene)

3D-SDF for HMDB0030672 (Obtustyrene)

PDB for HMDB0030672 (Obtustyrene)

3D PDB for HMDB0030672 (Obtustyrene)

SMILES for HMDB0030672 (Obtustyrene)

INCHI for HMDB0030672 (Obtustyrene)

Structure for HMDB0030672 (Obtustyrene)

3D Structure for HMDB0030672 (Obtustyrene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra