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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:30:39 UTC

Update Date

2022-03-07 02:54:32 UTC

HMDB ID

HMDB0035503

Secondary Accession Numbers

HMDB35503

Metabolite Identification

Common Name

Pseudoisoeugenol 2-methylbutanoate

Description

Pseudoisoeugenol 2-methylbutanoate 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. Pseudoisoeugenol 2-methylbutanoate has been detected, but not quantified in, a few different foods, such as anises (Pimpinella anisum), fats and oils, and herbs and spices. This could make pseudoisoeugenol 2-methylbutanoate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Pseudoisoeugenol 2-methylbutanoate.

Structure

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

HMDB0035503
     RDKit          3D
Pseudoisoeugenol 2-methylbutanoate
 38 38  0  0  0  0  0  0  0  0999 V2000
    1.5538    3.8222   -0.4826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0179    2.4172   -0.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1627    1.4268   -0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4871    0.0197   -0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7637   -0.3782    0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0100   -1.7211    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2939   -2.0987    0.7006 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3061   -1.1564    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0473   -2.6557    0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7859   -2.2351   -0.3139 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4977   -0.9069   -0.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365   -0.5091   -0.8698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7829   -0.2039   -0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6439   -0.2810    1.2160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0578    0.2128   -0.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5503   -0.8916   -1.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0771    0.6518    0.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3503   -0.4987    1.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9651    4.1754    0.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4415    4.4639   -0.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9156    3.8349   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0141    2.2342    0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604    1.6868   -0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5366    0.3228    0.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0778   -0.5103    1.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3711   -0.5165    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2876   -1.6423    1.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2721   -3.6898    0.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0414   -3.0099   -0.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8424    1.0943   -1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9064   -0.8940   -2.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4389   -1.8978   -1.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5855   -0.7305   -1.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7244    1.5060    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0349    0.8944   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7327   -0.3607    2.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1207   -1.4772    0.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4247   -0.4979    1.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 11  4  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  5 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
M  END


  Mrv0541 05061308312D          

 18 18  0  0  0  0            999 V2000
    4.2868   -3.3000    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
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    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
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    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
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   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
    7.8592   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  1  0  0  0  0
 11  3  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12 10  2  0  0  0  0
 13  8  2  0  0  0  0
 13 10  1  0  0  0  0
 14  9  2  0  0  0  0
 14 12  1  0  0  0  0
 15 11  1  0  0  0  0
 16 15  2  0  0  0  0
 17  4  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 18 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035503

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O3/c1-5-7-12-10-13(17-4)8-9-14(12)18-15(16)11(3)6-2/h5,7-11H,6H2,1-4H3/b7-5+

> <INCHI_KEY>
YARRWVYKHJNVHX-FNORWQNLSA-N

> <FORMULA>
C15H20O3

> <MOLECULAR_WEIGHT>
248.3175

> <EXACT_MASS>
248.141244506

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.216389779566512

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-methoxy-2-[(1E)-prop-1-en-1-yl]phenyl 2-methylbutanoate

> <ALOGPS_LOGP>
4.69

> <JCHEM_LOGP>
4.234263377666668

> <ALOGPS_LOGS>
-4.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.817477441970196

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
72.81580000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-methoxy-2-[(1E)-prop-1-en-1-yl]phenyl 2-methylbutanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035503
     RDKit          3D
Pseudoisoeugenol 2-methylbutanoate
 38 38  0  0  0  0  0  0  0  0999 V2000
    1.5538    3.8222   -0.4826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0179    2.4172   -0.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1627    1.4268   -0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4871    0.0197   -0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7637   -0.3782    0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0100   -1.7211    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2939   -2.0987    0.7006 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3061   -1.1564    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0473   -2.6557    0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7859   -2.2351   -0.3139 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4977   -0.9069   -0.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365   -0.5091   -0.8698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7829   -0.2039   -0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6439   -0.2810    1.2160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0578    0.2128   -0.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5503   -0.8916   -1.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0771    0.6518    0.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3503   -0.4987    1.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9651    4.1754    0.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4415    4.4639   -0.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9156    3.8349   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0141    2.2342    0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604    1.6868   -0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5366    0.3228    0.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0778   -0.5103    1.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3711   -0.5165    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2876   -1.6423    1.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2721   -3.6898    0.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0414   -3.0099   -0.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8424    1.0943   -1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9064   -0.8940   -2.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4389   -1.8978   -1.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5855   -0.7305   -1.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7244    1.5060    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0349    0.8944   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7327   -0.3607    2.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1207   -1.4772    0.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4247   -0.4979    1.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 11  4  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  5 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 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       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.337  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003  -3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      14.671  -3.850   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3   11                                                            
CONECT    4   17                                                            
CONECT    5    1    7                                                       
CONECT    6    2   11                                                       
CONECT    7    5   12                                                       
CONECT    8    9   13                                                       
CONECT    9    8   14                                                       
CONECT   10   12   13                                                       
CONECT   11    3    6   15                                                  
CONECT   12    7   10   14                                                  
CONECT   13    8   10   17                                                  
CONECT   14    9   12   18                                                  
CONECT   15   11   16   18                                                  
CONECT   16   15                                                            
CONECT   17    4   13                                                       
CONECT   18   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0035503
HETATM    1  C1  UNL     1       1.554   3.822  -0.483  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.018   2.417  -0.256  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.163   1.427  -0.441  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.487   0.020  -0.255  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.764  -0.378   0.143  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.010  -1.721   0.302  1.00  0.00           C  
HETATM    7  O1  UNL     1       4.294  -2.099   0.701  1.00  0.00           O  
HETATM    8  C7  UNL     1       5.306  -1.156   0.935  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.047  -2.656   0.081  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.786  -2.235  -0.314  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.498  -0.907  -0.484  1.00  0.00           C  
HETATM   12  O2  UNL     1      -0.736  -0.509  -0.870  1.00  0.00           O  
HETATM   13  C11 UNL     1      -1.783  -0.204  -0.017  1.00  0.00           C  
HETATM   14  O3  UNL     1      -1.644  -0.281   1.216  1.00  0.00           O  
HETATM   15  C12 UNL     1      -3.058   0.213  -0.626  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.550  -0.892  -1.503  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.077   0.652   0.397  1.00  0.00           C  
HETATM   18  C15 UNL     1      -4.350  -0.499   1.322  1.00  0.00           C  
HETATM   19  H1  UNL     1       0.965   4.175   0.370  1.00  0.00           H  
HETATM   20  H2  UNL     1       2.442   4.464  -0.632  1.00  0.00           H  
HETATM   21  H3  UNL     1       0.916   3.835  -1.399  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.014   2.234   0.046  1.00  0.00           H  
HETATM   23  H5  UNL     1       0.160   1.687  -0.751  1.00  0.00           H  
HETATM   24  H6  UNL     1       3.537   0.323   0.323  1.00  0.00           H  
HETATM   25  H7  UNL     1       5.078  -0.510   1.805  1.00  0.00           H  
HETATM   26  H8  UNL     1       5.371  -0.516   0.026  1.00  0.00           H  
HETATM   27  H9  UNL     1       6.288  -1.642   1.044  1.00  0.00           H  
HETATM   28  H10 UNL     1       2.272  -3.690   0.214  1.00  0.00           H  
HETATM   29  H11 UNL     1       0.041  -3.010  -0.481  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.842   1.094  -1.276  1.00  0.00           H  
HETATM   31  H13 UNL     1      -2.906  -0.894  -2.422  1.00  0.00           H  
HETATM   32  H14 UNL     1      -3.439  -1.898  -1.052  1.00  0.00           H  
HETATM   33  H15 UNL     1      -4.585  -0.731  -1.878  1.00  0.00           H  
HETATM   34  H16 UNL     1      -3.724   1.506   0.990  1.00  0.00           H  
HETATM   35  H17 UNL     1      -5.035   0.894  -0.124  1.00  0.00           H  
HETATM   36  H18 UNL     1      -3.733  -0.361   2.249  1.00  0.00           H  
HETATM   37  H19 UNL     1      -4.121  -1.477   0.853  1.00  0.00           H  
HETATM   38  H20 UNL     1      -5.425  -0.498   1.577  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3   22
CONECT    3    4   23
CONECT    4    5    5   11
CONECT    5    6   24
CONECT    6    7    9    9
CONECT    7    8
CONECT    8   25   26   27
CONECT    9   10   28
CONECT   10   11   11   29
CONECT   11   12
CONECT   12   13
CONECT   13   14   14   15
CONECT   15   16   17   30
CONECT   16   31   32   33
CONECT   17   18   34   35
CONECT   18   36   37   38
END

HMDB0035503
     RDKit          3D
Pseudoisoeugenol 2-methylbutanoate
 38 38  0  0  0  0  0  0  0  0999 V2000
    1.5538    3.8222   -0.4826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0179    2.4172   -0.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1627    1.4268   -0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4871    0.0197   -0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7637   -0.3782    0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0100   -1.7211    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2939   -2.0987    0.7006 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3061   -1.1564    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0473   -2.6557    0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7859   -2.2351   -0.3139 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4977   -0.9069   -0.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365   -0.5091   -0.8698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7829   -0.2039   -0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6439   -0.2810    1.2160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0578    0.2128   -0.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5503   -0.8916   -1.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0771    0.6518    0.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3503   -0.4987    1.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9651    4.1754    0.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4415    4.4639   -0.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9156    3.8349   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0141    2.2342    0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604    1.6868   -0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5366    0.3228    0.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0778   -0.5103    1.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3711   -0.5165    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2876   -1.6423    1.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2721   -3.6898    0.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0414   -3.0099   -0.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8424    1.0943   -1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9064   -0.8940   -2.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4389   -1.8978   -1.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5855   -0.7305   -1.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7244    1.5060    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0349    0.8944   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7327   -0.3607    2.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1207   -1.4772    0.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4247   -0.4979    1.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 11  4  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  5 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Pseudoisoeugenol 2-methylbutanoic acid	Generator
4-Methoxy-2-(prop-1-en-1-yl)phenyl 2-methylbutanoic acid	HMDB

Chemical Formula

C₁₅H₂₀O₃

Average Molecular Weight

248.3175

Monoisotopic Molecular Weight

248.141244506

IUPAC Name

4-methoxy-2-[(1E)-prop-1-en-1-yl]phenyl 2-methylbutanoate

Traditional Name

4-methoxy-2-[(1E)-prop-1-en-1-yl]phenyl 2-methylbutanoate

CAS Registry Number

58989-20-1

SMILES

CCC(C)C(=O)OC1=CC=C(OC)C=C1\C=C\C

InChI Identifier

InChI=1S/C15H20O3/c1-5-7-12-10-13(17-4)8-9-14(12)18-15(16)11(3)6-2/h5,7-11H,6H2,1-4H3/b7-5+

InChI Key

YARRWVYKHJNVHX-FNORWQNLSA-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
Styrene
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

Not Available

Exogenous (HMDB: HMDB0035503)

Food

Herb and spice

Herb

Anise (FooDB: FOOD00137)

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	4.35 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	4.69	ALOGPS
logP	4.23	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	-4.8	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	6	ChemAxon
Refractivity	72.82 m³·mol⁻¹	ChemAxon
Polarizability	28.22 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]+	163.142	31661259
DarkChem	[M-H]-	160.533	31661259
DeepCCS	[M+H]+	163.097	30932474
DeepCCS	[M-H]-	160.739	30932474
DeepCCS	[M-2H]-	193.624	30932474
DeepCCS	[M+Na]+	169.19	30932474
AllCCS	[M+H]+	159.4	32859911
AllCCS	[M+H-H2O]+	155.7	32859911
AllCCS	[M+NH4]+	162.7	32859911
AllCCS	[M+Na]+	163.7	32859911
AllCCS	[M-H]-	163.3	32859911
AllCCS	[M+Na-2H]-	163.7	32859911
AllCCS	[M+HCOO]-	164.2	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.	9.15 minutes	32390414
Predicted by Siyang on May 30, 2022	18.5344 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.94 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	26.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2629.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	606.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	227.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	332.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	244.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	786.2 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	748.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	95.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1576.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	604.8 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	1492.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	488.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	452.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	411.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	498.1 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	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pseudoisoeugenol 2-methylbutanoate	CCC(C)C(=O)OC1=CC=C(OC)C=C1\C=C\C	2597.0	Standard polar	33892256
Pseudoisoeugenol 2-methylbutanoate	CCC(C)C(=O)OC1=CC=C(OC)C=C1\C=C\C	1850.6	Standard non polar	33892256
Pseudoisoeugenol 2-methylbutanoate	CCC(C)C(=O)OC1=CC=C(OC)C=C1\C=C\C	1843.2	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 - Pseudoisoeugenol 2-methylbutanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-08g0-6910000000-c76d4287ce57eaddf3d3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pseudoisoeugenol 2-methylbutanoate 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 - Pseudoisoeugenol 2-methylbutanoate 10V, Positive-QTOF	splash10-0002-3390000000-c254ee7640a262a67e38	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pseudoisoeugenol 2-methylbutanoate 20V, Positive-QTOF	splash10-0002-9740000000-d5c3a8b6e64c977272b3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pseudoisoeugenol 2-methylbutanoate 40V, Positive-QTOF	splash10-0ap0-9200000000-7925299589962de1f727	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pseudoisoeugenol 2-methylbutanoate 10V, Negative-QTOF	splash10-0002-0290000000-13e6f5194ff6b707e3fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pseudoisoeugenol 2-methylbutanoate 20V, Negative-QTOF	splash10-0002-3790000000-0915b7a23fbe4f21cc6b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pseudoisoeugenol 2-methylbutanoate 40V, Negative-QTOF	splash10-0a4j-3900000000-2b3b747ed264650cb755	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pseudoisoeugenol 2-methylbutanoate 10V, Positive-QTOF	splash10-0002-0190000000-1cc129f796ea6c53d10f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pseudoisoeugenol 2-methylbutanoate 20V, Positive-QTOF	splash10-0002-2950000000-a421122a308a30b74021	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pseudoisoeugenol 2-methylbutanoate 40V, Positive-QTOF	splash10-015a-4900000000-35d7fbbb80f911dccbff	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pseudoisoeugenol 2-methylbutanoate 10V, Negative-QTOF	splash10-0002-9640000000-47935151a8fd2f68ab90	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pseudoisoeugenol 2-methylbutanoate 20V, Negative-QTOF	splash10-0002-2900000000-110464f37b407c52525e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pseudoisoeugenol 2-methylbutanoate 40V, Negative-QTOF	splash10-0a4i-9000000000-413371344a1faf8b0e4f	2021-09-23	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

FDB014192

KNApSAcK ID

C00057460

Chemspider ID

10229612

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14056365

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1623881

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 Pseudoisoeugenol 2-methylbutanoate (HMDB0035503)

MOL for HMDB0035503 (Pseudoisoeugenol 2-methylbutanoate)

3D MOL for HMDB0035503 (Pseudoisoeugenol 2-methylbutanoate)

3D SDF for HMDB0035503 (Pseudoisoeugenol 2-methylbutanoate)

3D-SDF for HMDB0035503 (Pseudoisoeugenol 2-methylbutanoate)

PDB for HMDB0035503 (Pseudoisoeugenol 2-methylbutanoate)

3D PDB for HMDB0035503 (Pseudoisoeugenol 2-methylbutanoate)

SMILES for HMDB0035503 (Pseudoisoeugenol 2-methylbutanoate)

INCHI for HMDB0035503 (Pseudoisoeugenol 2-methylbutanoate)

Structure for HMDB0035503 (Pseudoisoeugenol 2-methylbutanoate)

3D Structure for HMDB0035503 (Pseudoisoeugenol 2-methylbutanoate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra