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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:31:34 UTC

Update Date

2022-03-07 02:54:54 UTC

HMDB ID

HMDB0036389

Secondary Accession Numbers

HMDB36389

Metabolite Identification

Common Name

3-Phenylpropyl isovalerate

Description

3-Phenylpropyl isovalerate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review a small amount of articles have been published on 3-Phenylpropyl isovalerate.

Structure

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

HMDB0036389
     RDKit          3D
3-Phenylpropyl isovalerate
 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.4377    0.9715    1.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3256    0.8824    0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7974    1.2916   -0.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7510   -0.5195    0.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6643   -0.6194   -0.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3342    0.3675   -1.2073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0211   -1.8165   -0.6742 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0223   -2.0533   -1.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1636   -1.1234   -1.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6698   -1.3534    0.1637 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7842   -0.3904    0.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5607    0.8797    0.9166 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5824    1.7735    1.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8747    1.4196    0.8274 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0947    0.1553    0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0834   -0.7522    0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7020    2.0021    1.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3254    0.3889    1.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0314    0.4725    2.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5446    1.5876    0.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0399    1.9579   -1.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7143    1.9267   -0.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9920    0.4413   -1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5733   -1.2501    0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3736   -0.7277    1.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3720   -1.8767   -2.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3481   -3.0927   -1.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9484   -0.0662   -1.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0130   -1.4163   -1.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0020   -2.3951    0.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8164   -1.1612    0.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5295    1.1179    1.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3659    2.7447    1.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7184    2.0891    0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1345   -0.1151    0.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2880   -1.7406   -0.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  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 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
M  END


  Mrv0541 05061309072D          

 16 16  0  0  0  0            999 V2000
    7.1447    1.6500    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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    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
    3.5724    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
    6.4302    1.2375    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
    5.0013    1.2375    0.0000 C   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
    4.2868    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  6  1  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12 11  1  0  0  0  0
 13  7  2  0  0  0  0
 13  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14 11  1  0  0  0  0
 15 14  2  0  0  0  0
 16 10  1  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036389

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(=O)OCCCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H20O2/c1-12(2)11-14(15)16-10-6-9-13-7-4-3-5-8-13/h3-5,7-8,12H,6,9-11H2,1-2H3

> <INCHI_KEY>
LBNFCOMOXOWXCD-UHFFFAOYSA-N

> <FORMULA>
C14H20O2

> <MOLECULAR_WEIGHT>
220.3074

> <EXACT_MASS>
220.146329884

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.97721922803426

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-phenylpropyl 3-methylbutanoate

> <ALOGPS_LOGP>
4.04

> <JCHEM_LOGP>
3.812374937333333

> <ALOGPS_LOGS>
-4.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.035598705829101

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
65.1579

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.39e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-phenylpropyl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036389
     RDKit          3D
3-Phenylpropyl isovalerate
 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.4377    0.9715    1.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3256    0.8824    0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7974    1.2916   -0.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7510   -0.5195    0.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6643   -0.6194   -0.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3342    0.3675   -1.2073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0211   -1.8165   -0.6742 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0223   -2.0533   -1.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1636   -1.1234   -1.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6698   -1.3534    0.1637 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7842   -0.3904    0.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5607    0.8797    0.9166 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5824    1.7735    1.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8747    1.4196    0.8274 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0947    0.1553    0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0834   -0.7522    0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7020    2.0021    1.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3254    0.3889    1.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0314    0.4725    2.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5446    1.5876    0.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0399    1.9579   -1.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7143    1.9267   -0.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9920    0.4413   -1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5733   -1.2501    0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3736   -0.7277    1.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3720   -1.8767   -2.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3481   -3.0927   -1.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9484   -0.0662   -1.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0130   -1.4163   -1.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0020   -2.3951    0.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8164   -1.1612    0.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5295    1.1179    1.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3659    2.7447    1.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7184    2.0891    0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1345   -0.1151    0.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2880   -1.7406   -0.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  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 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  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      13.337   3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669   3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.336   0.770   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       8.002   3.080   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   12                                                            
CONECT    3    4    5                                                       
CONECT    4    3    7                                                       
CONECT    5    3    8                                                       
CONECT    6    9   10                                                       
CONECT    7    4   13                                                       
CONECT    8    5   13                                                       
CONECT    9    6   13                                                       
CONECT   10    6   16                                                       
CONECT   11   12   14                                                       
CONECT   12    1    2   11                                                  
CONECT   13    7    8    9                                                  
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16   10   14                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0036389
HETATM    1  C1  UNL     1      -4.438   0.971   1.538  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.326   0.882   0.504  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.797   1.292  -0.855  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.751  -0.519   0.490  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.664  -0.619  -0.514  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.334   0.367  -1.207  1.00  0.00           O  
HETATM    7  O2  UNL     1      -1.021  -1.817  -0.674  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.022  -2.053  -1.584  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.164  -1.123  -1.239  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.670  -1.353   0.164  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.784  -0.390   0.394  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.561   0.880   0.917  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.582   1.774   1.132  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.875   1.420   0.827  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.095   0.155   0.307  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.083  -0.752   0.085  1.00  0.00           C  
HETATM   17  H1  UNL     1      -4.702   2.002   1.772  1.00  0.00           H  
HETATM   18  H2  UNL     1      -5.325   0.389   1.248  1.00  0.00           H  
HETATM   19  H3  UNL     1      -4.031   0.473   2.458  1.00  0.00           H  
HETATM   20  H4  UNL     1      -2.545   1.588   0.837  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.040   1.958  -1.313  1.00  0.00           H  
HETATM   22  H6  UNL     1      -4.714   1.927  -0.734  1.00  0.00           H  
HETATM   23  H7  UNL     1      -3.992   0.441  -1.540  1.00  0.00           H  
HETATM   24  H8  UNL     1      -3.573  -1.250   0.286  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.374  -0.728   1.520  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.372  -1.877  -2.594  1.00  0.00           H  
HETATM   27  H11 UNL     1       0.348  -3.093  -1.463  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.948  -0.066  -1.378  1.00  0.00           H  
HETATM   29  H13 UNL     1       2.013  -1.416  -1.922  1.00  0.00           H  
HETATM   30  H14 UNL     1       2.002  -2.395   0.270  1.00  0.00           H  
HETATM   31  H15 UNL     1       0.816  -1.161   0.859  1.00  0.00           H  
HETATM   32  H16 UNL     1       1.529   1.118   1.143  1.00  0.00           H  
HETATM   33  H17 UNL     1       3.366   2.745   1.538  1.00  0.00           H  
HETATM   34  H18 UNL     1       5.718   2.089   0.979  1.00  0.00           H  
HETATM   35  H19 UNL     1       6.135  -0.115   0.068  1.00  0.00           H  
HETATM   36  H20 UNL     1       4.288  -1.741  -0.325  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4   20
CONECT    3   21   22   23
CONECT    4    5   24   25
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   26   27
CONECT    9   10   28   29
CONECT   10   11   30   31
CONECT   11   12   12   16
CONECT   12   13   32
CONECT   13   14   14   33
CONECT   14   15   34
CONECT   15   16   16   35
CONECT   16   36
END

HMDB0036389
     RDKit          3D
3-Phenylpropyl isovalerate
 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.4377    0.9715    1.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3256    0.8824    0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7974    1.2916   -0.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7510   -0.5195    0.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6643   -0.6194   -0.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3342    0.3675   -1.2073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0211   -1.8165   -0.6742 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0223   -2.0533   -1.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1636   -1.1234   -1.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6698   -1.3534    0.1637 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7842   -0.3904    0.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5607    0.8797    0.9166 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5824    1.7735    1.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8747    1.4196    0.8274 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0947    0.1553    0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0834   -0.7522    0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7020    2.0021    1.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3254    0.3889    1.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0314    0.4725    2.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5446    1.5876    0.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0399    1.9579   -1.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7143    1.9267   -0.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9920    0.4413   -1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5733   -1.2501    0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3736   -0.7277    1.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3720   -1.8767   -2.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3481   -3.0927   -1.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9484   -0.0662   -1.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0130   -1.4163   -1.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0020   -2.3951    0.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8164   -1.1612    0.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5295    1.1179    1.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3659    2.7447    1.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7184    2.0891    0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1345   -0.1151    0.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2880   -1.7406   -0.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  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 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Phenylpropyl isovaleric acid	Generator
3-Phenylpropyl isopentanoate	HMDB
3-Phenylpropyl-β-methylbutyrate	HMDB
FEMA 2899	HMDB
Hydrocinnamyl isovalerate	HMDB
Melleril	HMDB
3-Phenylpropyl 3-methylbutanoic acid	Generator

Chemical Formula

C₁₄H₂₀O₂

Average Molecular Weight

220.3074

Monoisotopic Molecular Weight

220.146329884

IUPAC Name

3-phenylpropyl 3-methylbutanoate

Traditional Name

3-phenylpropyl 3-methylbutanoate

CAS Registry Number

5452-07-3

SMILES

CC(C)CC(=O)OCCCC1=CC=CC=C1

InChI Identifier

InChI=1S/C14H20O2/c1-12(2)11-14(15)16-10-6-9-13-7-4-3-5-8-13/h3-5,7-8,12H,6,9-11H2,1-2H3

InChI Key

LBNFCOMOXOWXCD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid ester
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0036389)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036389)

Source

Endogenous

Endogenous (HMDB: HMDB0036389)

Animal

Animal (HMDB: HMDB0036389)

Exogenous

Food

Food (HMDB: HMDB0036389)

Exogenous (HMDB: HMDB0036389)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036389)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036389)

Lipid metabolism pathway (HMDB: HMDB0036389)

Cellular process

Cell signaling (HMDB: HMDB0036389)

Biochemical process

Lipid transport (HMDB: HMDB0036389)

Role

Biological role

Energy source (HMDB: HMDB0036389)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036389)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	280.00 to 285.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0 slightly	The Good Scents Company Information System
LogP	4.219 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0074 g/L	ALOGPS
logP	4.04	ALOGPS
logP	3.81	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	65.16 m³·mol⁻¹	ChemAxon
Polarizability	25.98 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]+	153.091	31661259
DarkChem	[M-H]-	152.127	31661259
DeepCCS	[M+H]+	151.911	30932474
DeepCCS	[M-H]-	149.553	30932474
DeepCCS	[M-2H]-	184.937	30932474
DeepCCS	[M+Na]+	160.476	30932474
AllCCS	[M+H]+	151.8	32859911
AllCCS	[M+H-H2O]+	148.1	32859911
AllCCS	[M+NH4]+	155.2	32859911
AllCCS	[M+Na]+	156.2	32859911
AllCCS	[M-H]-	157.2	32859911
AllCCS	[M+Na-2H]-	157.9	32859911
AllCCS	[M+HCOO]-	158.7	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.	9.12 minutes	32390414
Predicted by Siyang on May 30, 2022	18.0384 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.24 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	25.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2607.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	603.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	225.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	341.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	395.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	821.4 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	823.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	80.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1568.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	608.3 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	1634.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	480.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	453.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	399.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	465.8 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	8.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Phenylpropyl isovalerate	CC(C)CC(=O)OCCCC1=CC=CC=C1	2078.2	Standard polar	33892256
3-Phenylpropyl isovalerate	CC(C)CC(=O)OCCCC1=CC=CC=C1	1519.8	Standard non polar	33892256
3-Phenylpropyl isovalerate	CC(C)CC(=O)OCCCC1=CC=CC=C1	1610.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 3-Phenylpropyl isovalerate EI-B (Non-derivatized)	splash10-014i-8900000000-bd7f39a5199a6656fcc4	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Phenylpropyl isovalerate EI-B (Non-derivatized)	splash10-014i-8900000000-bd7f39a5199a6656fcc4	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Phenylpropyl isovalerate GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9300000000-093393e9c8c081f57977	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Phenylpropyl 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 - 3-Phenylpropyl isovalerate 10V, Positive-QTOF	splash10-00di-6590000000-93405386b4e082722a6a	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropyl isovalerate 20V, Positive-QTOF	splash10-014l-9500000000-1c8b2ca8628e7e084f78	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropyl isovalerate 40V, Positive-QTOF	splash10-052f-9200000000-5171d6a5ab4c055f4442	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropyl isovalerate 10V, Negative-QTOF	splash10-0159-7490000000-e978a42eac52049b3bb1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropyl isovalerate 20V, Negative-QTOF	splash10-100r-9810000000-c98b1a4ef467439e1071	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropyl isovalerate 40V, Negative-QTOF	splash10-053r-9300000000-88e2c7e9efc1686966d7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropyl isovalerate 10V, Negative-QTOF	splash10-014i-0390000000-78b59128023a455f9aaf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropyl isovalerate 20V, Negative-QTOF	splash10-0pvi-3900000000-6e7194280f634a21e56d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropyl isovalerate 40V, Negative-QTOF	splash10-00ko-9000000000-66b071e18a320813e3cb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropyl isovalerate 10V, Positive-QTOF	splash10-00kf-9700000000-53780e3d42985aae4b03	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropyl isovalerate 20V, Positive-QTOF	splash10-00kf-8900000000-97bcfc2abf764fc683fd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropyl isovalerate 40V, Positive-QTOF	splash10-0006-9200000000-63702a8ff4bb29a2b73d	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB015267

KNApSAcK ID

Not Available

Chemspider ID

56340

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

62578

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1032901

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 3-Phenylpropyl isovalerate (HMDB0036389)

MOL for HMDB0036389 (3-Phenylpropyl isovalerate)

3D MOL for HMDB0036389 (3-Phenylpropyl isovalerate)

3D SDF for HMDB0036389 (3-Phenylpropyl isovalerate)

3D-SDF for HMDB0036389 (3-Phenylpropyl isovalerate)

PDB for HMDB0036389 (3-Phenylpropyl isovalerate)

3D PDB for HMDB0036389 (3-Phenylpropyl isovalerate)

SMILES for HMDB0036389 (3-Phenylpropyl isovalerate)

INCHI for HMDB0036389 (3-Phenylpropyl isovalerate)

Structure for HMDB0036389 (3-Phenylpropyl isovalerate)

3D Structure for HMDB0036389 (3-Phenylpropyl isovalerate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra