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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:55:09 UTC

Update Date

2022-03-07 02:53:59 UTC

HMDB ID

HMDB0034123

Secondary Accession Numbers

HMDB34123

Metabolite Identification

Common Name

Eugenyl isovalerate

Description

Eugenyl isovalerate belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. Eugenyl isovalerate is a clove and fruity tasting compound. Based on a literature review very few articles have been published on Eugenyl isovalerate.

Structure

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

HMDB0034123
     RDKit          3D
Eugenyl isovalerate
 38 38  0  0  0  0  0  0  0  0999 V2000
    6.0391    1.8161    0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2740    0.7419    0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3347    0.4364    1.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9516    0.3580    0.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2096    1.5229    0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9296    1.4699    0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3391    0.3178   -0.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9746    0.3161   -0.8771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0408    0.0774   -0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7679   -0.1311    1.1801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4443    0.0551   -0.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3564   -0.2334    0.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1828    0.8322    1.7553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7946   -0.2643    0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0988   -0.8399   -0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5250   -2.0158   -0.8118 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2994   -3.1977   -0.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3996   -0.8170    0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0311    2.5476    0.8209 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7041    1.9830   -0.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3078    0.0242   -0.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3534    1.2018    1.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6337   -0.5806    1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6552    2.4497    0.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683    2.3862    0.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6397   -0.6809   -1.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7443    1.0522   -0.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394   -1.1888    1.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5102    0.5271    2.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1698    1.1486    2.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7247    1.7131    1.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9010   -0.7554   -0.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3692   -0.7887    1.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2101    0.7546    0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -3.4920    0.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2782   -3.0358   -1.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135   -3.9839   -1.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9738   -1.7265    0.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  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
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  7 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18  4  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
M  END

  Mrv0541 05061307362D          

 18 18  0  0  0  0            999 V2000
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0  0  0  0
  6  5  1  0  0  0  0
  8  7  2  0  0  0  0
 11  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  9  1  0  0  0  0
 12  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12 10  2  0  0  0  0
 13  8  1  0  0  0  0
 14 10  1  0  0  0  0
 14 13  2  0  0  0  0
 15  9  1  0  0  0  0
 16 15  2  0  0  0  0
 17  4  1  0  0  0  0
 17 14  1  0  0  0  0
 18 13  1  0  0  0  0
 18 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034123

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O3/c1-5-6-12-7-8-13(14(10-12)17-4)18-15(16)9-11(2)3/h5,7-8,10-11H,1,6,9H2,2-4H3

> <INCHI_KEY>
PLUVLWUSXQCTNH-UHFFFAOYSA-N

> <FORMULA>
C15H20O3

> <MOLECULAR_WEIGHT>
248.3175

> <EXACT_MASS>
248.141244506

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.812740551114082

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methoxy-4-(prop-2-en-1-yl)phenyl 3-methylbutanoate

> <ALOGPS_LOGP>
4.36

> <JCHEM_LOGP>
3.9535298659999993

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.901945443212535

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
71.71740000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.35e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methoxy-4-(prop-2-en-1-yl)phenyl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0034123
     RDKit          3D
Eugenyl isovalerate
 38 38  0  0  0  0  0  0  0  0999 V2000
    6.0391    1.8161    0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2740    0.7419    0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3347    0.4364    1.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9516    0.3580    0.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2096    1.5229    0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9296    1.4699    0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3391    0.3178   -0.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9746    0.3161   -0.8771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0408    0.0774   -0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7679   -0.1311    1.1801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4443    0.0551   -0.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3564   -0.2334    0.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1828    0.8322    1.7553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7946   -0.2643    0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0988   -0.8399   -0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5250   -2.0158   -0.8118 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2994   -3.1977   -0.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3996   -0.8170    0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0311    2.5476    0.8209 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7041    1.9830   -0.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3078    0.0242   -0.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3534    1.2018    1.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6337   -0.5806    1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6552    2.4497    0.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683    2.3862    0.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6397   -0.6809   -1.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7443    1.0522   -0.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394   -1.1888    1.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5102    0.5271    2.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1698    1.1486    2.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7247    1.7131    1.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9010   -0.7554   -0.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3692   -0.7887    1.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2101    0.7546    0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -3.4920    0.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2782   -3.0358   -1.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135   -3.9839   -1.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9738   -1.7265    0.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  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
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  7 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18  4  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  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      16.004   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.671  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   11                                                            
CONECT    3   11                                                            
CONECT    4   17                                                            
CONECT    5    1    6                                                       
CONECT    6    5   12                                                       
CONECT    7    8   12                                                       
CONECT    8    7   13                                                       
CONECT    9   11   15                                                       
CONECT   10   12   14                                                       
CONECT   11    2    3    9                                                  
CONECT   12    6    7   10                                                  
CONECT   13    8   14   18                                                  
CONECT   14   10   13   17                                                  
CONECT   15    9   16   18                                                  
CONECT   16   15                                                            
CONECT   17    4   14                                                       
CONECT   18   13   15                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0034123
HETATM    1  C1  UNL     1       6.039   1.816   0.033  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.274   0.742   0.063  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.335   0.436   1.174  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.952   0.358   0.630  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.210   1.523   0.600  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.930   1.470   0.100  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.339   0.318  -0.376  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.975   0.316  -0.877  1.00  0.00           O  
HETATM    9  C8  UNL     1      -2.041   0.077  -0.029  1.00  0.00           C  
HETATM   10  O2  UNL     1      -1.768  -0.131   1.180  1.00  0.00           O  
HETATM   11  C9  UNL     1      -3.444   0.055  -0.456  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.356  -0.233   0.716  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.183   0.832   1.755  1.00  0.00           C  
HETATM   14  C12 UNL     1      -5.795  -0.264   0.250  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.099  -0.840  -0.337  1.00  0.00           C  
HETATM   16  O3  UNL     1       0.525  -2.016  -0.812  1.00  0.00           O  
HETATM   17  C14 UNL     1       1.299  -3.198  -0.773  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.400  -0.817   0.164  1.00  0.00           C  
HETATM   19  H1  UNL     1       6.031   2.548   0.821  1.00  0.00           H  
HETATM   20  H2  UNL     1       6.704   1.983  -0.806  1.00  0.00           H  
HETATM   21  H3  UNL     1       5.308   0.024  -0.749  1.00  0.00           H  
HETATM   22  H4  UNL     1       4.353   1.202   1.973  1.00  0.00           H  
HETATM   23  H5  UNL     1       4.634  -0.581   1.558  1.00  0.00           H  
HETATM   24  H6  UNL     1       2.655   2.450   0.971  1.00  0.00           H  
HETATM   25  H7  UNL     1       0.368   2.386   0.085  1.00  0.00           H  
HETATM   26  H8  UNL     1      -3.640  -0.681  -1.278  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.744   1.052  -0.874  1.00  0.00           H  
HETATM   28  H10 UNL     1      -4.039  -1.189   1.149  1.00  0.00           H  
HETATM   29  H11 UNL     1      -3.510   0.527   2.593  1.00  0.00           H  
HETATM   30  H12 UNL     1      -5.170   1.149   2.180  1.00  0.00           H  
HETATM   31  H13 UNL     1      -3.725   1.713   1.284  1.00  0.00           H  
HETATM   32  H14 UNL     1      -5.901  -0.755  -0.733  1.00  0.00           H  
HETATM   33  H15 UNL     1      -6.369  -0.789   1.055  1.00  0.00           H  
HETATM   34  H16 UNL     1      -6.210   0.755   0.162  1.00  0.00           H  
HETATM   35  H17 UNL     1       1.450  -3.492   0.296  1.00  0.00           H  
HETATM   36  H18 UNL     1       2.278  -3.036  -1.272  1.00  0.00           H  
HETATM   37  H19 UNL     1       0.713  -3.984  -1.301  1.00  0.00           H  
HETATM   38  H20 UNL     1       2.974  -1.726   0.185  1.00  0.00           H  
CONECT    1    2    2   19   20
CONECT    2    3   21
CONECT    3    4   22   23
CONECT    4    5    5   18
CONECT    5    6   24
CONECT    6    7    7   25
CONECT    7    8   15
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   26   27
CONECT   12   13   14   28
CONECT   13   29   30   31
CONECT   14   32   33   34
CONECT   15   16   18   18
CONECT   16   17
CONECT   17   35   36   37
CONECT   18   38
END

HMDB0034123
     RDKit          3D
Eugenyl isovalerate
 38 38  0  0  0  0  0  0  0  0999 V2000
    6.0391    1.8161    0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2740    0.7419    0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3347    0.4364    1.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9516    0.3580    0.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2096    1.5229    0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9296    1.4699    0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3391    0.3178   -0.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9746    0.3161   -0.8771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0408    0.0774   -0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7679   -0.1311    1.1801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4443    0.0551   -0.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3564   -0.2334    0.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1828    0.8322    1.7553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7946   -0.2643    0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0988   -0.8399   -0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5250   -2.0158   -0.8118 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2994   -3.1977   -0.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3996   -0.8170    0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0311    2.5476    0.8209 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7041    1.9830   -0.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3078    0.0242   -0.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3534    1.2018    1.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6337   -0.5806    1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6552    2.4497    0.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683    2.3862    0.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6397   -0.6809   -1.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7443    1.0522   -0.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394   -1.1888    1.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5102    0.5271    2.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1698    1.1486    2.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7247    1.7131    1.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9010   -0.7554   -0.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3692   -0.7887    1.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2101    0.7546    0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -3.4920    0.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2782   -3.0358   -1.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135   -3.9839   -1.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9738   -1.7265    0.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  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
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  7 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18  4  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Eugenyl isovaleric acid	Generator
4-Allyl-2-methoxyphenyl isovalerate	HMDB
S-(3-Methylbutanoyl)-dihydrolipoamide	HMDB
2-Methoxy-4-(prop-2-en-1-yl)phenyl 3-methylbutanoic acid	Generator

Chemical Formula

C₁₅H₂₀O₃

Average Molecular Weight

248.3175

Monoisotopic Molecular Weight

248.141244506

IUPAC Name

2-methoxy-4-(prop-2-en-1-yl)phenyl 3-methylbutanoate

Traditional Name

2-methoxy-4-(prop-2-en-1-yl)phenyl 3-methylbutanoate

CAS Registry Number

61114-24-7

SMILES

COC1=C(OC(=O)CC(C)C)C=CC(CC=C)=C1

InChI Identifier

InChI=1S/C15H20O3/c1-5-6-12-7-8-13(14(10-12)17-4)18-15(16)9-11(2)3/h5,7-8,10-11H,1,6,9H2,2-4H3

InChI Key

PLUVLWUSXQCTNH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol esters

Sub Class

Not Available

Direct Parent

Phenol esters

Alternative Parents

Substituents

Phenol ester
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Carboxylic acid ester
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0034123)
Cell membrane (HMDB: HMDB0034123)

Source

Exogenous

Exogenous (HMDB: HMDB0034123)

Food

Food (HMDB: HMDB0034123)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034123)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	85.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	221.00 to 223.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	3.73 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.082 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0094 g/L	ALOGPS
logP	4.36	ALOGPS
logP	3.95	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	71.72 m³·mol⁻¹	ChemAxon
Polarizability	27.81 Å³	ChemAxon
Number of Rings	1	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]+	160.263	31661259
DarkChem	[M-H]-	158.529	31661259
DeepCCS	[M+H]+	164.447	30932474
DeepCCS	[M-H]-	162.089	30932474
DeepCCS	[M-2H]-	194.975	30932474
DeepCCS	[M+Na]+	170.54	30932474
AllCCS	[M+H]+	159.2	32859911
AllCCS	[M+H-H2O]+	155.6	32859911
AllCCS	[M+NH4]+	162.5	32859911
AllCCS	[M+Na]+	163.5	32859911
AllCCS	[M-H]-	163.2	32859911
AllCCS	[M+Na-2H]-	163.5	32859911
AllCCS	[M+HCOO]-	163.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Eugenyl isovalerate	COC1=C(OC(=O)CC(C)C)C=CC(CC=C)=C1	2454.6	Standard polar	33892256
Eugenyl isovalerate	COC1=C(OC(=O)CC(C)C)C=CC(CC=C)=C1	1731.7	Standard non polar	33892256
Eugenyl isovalerate	COC1=C(OC(=O)CC(C)C)C=CC(CC=C)=C1	1755.8	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 - Eugenyl isovalerate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0btl-9720000000-f019ade62755df2b486c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eugenyl isovalerate 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 - Eugenyl isovalerate 10V, Positive-QTOF	splash10-0002-5590000000-baf2a3270b9b7611dbe4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eugenyl isovalerate 20V, Positive-QTOF	splash10-00kk-9720000000-b7e3c3d538c62c6abb8b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eugenyl isovalerate 40V, Positive-QTOF	splash10-052g-9500000000-fcbfd064f121625fc92d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eugenyl isovalerate 10V, Negative-QTOF	splash10-0002-2590000000-e5ee175213a6bd28b1e3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eugenyl isovalerate 20V, Negative-QTOF	splash10-01pk-2930000000-0894d38bdfcf0eda9817	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eugenyl isovalerate 40V, Negative-QTOF	splash10-001j-5900000000-bb6510a8fa65e06c9b73	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eugenyl isovalerate 10V, Positive-QTOF	splash10-0002-1490000000-981f056a9adf136263ac	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eugenyl isovalerate 20V, Positive-QTOF	splash10-000x-8900000000-0e146cf34dd70bc96d05	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eugenyl isovalerate 40V, Positive-QTOF	splash10-0006-8900000000-679127fa8130ff59e392	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eugenyl isovalerate 10V, Negative-QTOF	splash10-0002-0590000000-d8bdb8b9686ee3e1639c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eugenyl isovalerate 20V, Negative-QTOF	splash10-000t-5940000000-d9024515e4dd66957f3d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eugenyl isovalerate 40V, Negative-QTOF	splash10-00ke-9330000000-48bfea82425204509263	2021-09-25	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

FDB012394

KNApSAcK ID

Not Available

Chemspider ID

2342161

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3085213

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1476571

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 Eugenyl isovalerate (HMDB0034123)

MOL for HMDB0034123 (Eugenyl isovalerate)

3D MOL for HMDB0034123 (Eugenyl isovalerate)

3D SDF for HMDB0034123 (Eugenyl isovalerate)

3D-SDF for HMDB0034123 (Eugenyl isovalerate)

PDB for HMDB0034123 (Eugenyl isovalerate)

3D PDB for HMDB0034123 (Eugenyl isovalerate)

SMILES for HMDB0034123 (Eugenyl isovalerate)

INCHI for HMDB0034123 (Eugenyl isovalerate)

Structure for HMDB0034123 (Eugenyl isovalerate)

3D Structure for HMDB0034123 (Eugenyl isovalerate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra