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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:59:12 UTC

Update Date

2022-03-07 02:56:58 UTC

HMDB ID

HMDB0041318

Secondary Accession Numbers

HMDB41318

Metabolite Identification

Common Name

Cinnamyl isovalerate

Description

Cinnamyl isovalerate belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. Cinnamyl isovalerate is a sweet, apple, and cherry tasting compound. Based on a literature review very few articles have been published on Cinnamyl isovalerate.

Structure

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

HMDB0041318
     RDKit          3D
Cinnamyl isovalerate
 34 34  0  0  0  0  0  0  0  0999 V2000
   -3.2131   -0.7218   -0.8113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2876    0.6002   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6418    1.2713   -0.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1251    0.3668    1.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7832   -0.2761    1.6284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4722   -0.5469    2.8122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9289   -0.5598    0.6084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3727   -1.1815    0.9006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1588   -0.2608    1.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2970    0.2334    1.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1004    0.0051    0.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1341   -1.0770   -0.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9018   -1.0716   -1.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6468    0.0239   -2.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6381    1.1417   -1.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8816    1.1061   -0.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0203   -0.8161   -1.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2950   -1.5504   -0.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2361   -0.7665   -1.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4766    1.2775   -0.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3343    0.4593   -0.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0143    1.7055    0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5633    2.0746   -1.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8786   -0.2904    1.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0516    1.3646    1.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7670   -1.3649   -0.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1245   -2.1452    1.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6904    0.0317    2.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7091    0.9395    2.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6238   -2.0233   -0.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8884   -1.9749   -2.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2511    0.0289   -2.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2374    1.9845   -1.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8989    2.0126    0.4778 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  2  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
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
M  END


  Mrv0541 05061312342D          

 16 16  0  0  0  0            999 V2000
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    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
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    0.7145    3.7125    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
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    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  2  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>
HMDB0041318

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H18O2/c1-12(2)11-14(15)16-10-6-9-13-7-4-3-5-8-13/h3-9,12H,10-11H2,1-2H3/b9-6-

> <INCHI_KEY>
FOCMOGKCPPTERB-TWGQIWQCSA-N

> <FORMULA>
C14H18O2

> <MOLECULAR_WEIGHT>
218.2915

> <EXACT_MASS>
218.13067982

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.392249197274538

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-3-phenylprop-2-en-1-yl 3-methylbutanoate

> <ALOGPS_LOGP>
4.31

> <JCHEM_LOGP>
3.6890607406666662

> <ALOGPS_LOGS>
-4.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.046215117799426

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
66.1205

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-3-phenylprop-2-en-1-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0041318
     RDKit          3D
Cinnamyl isovalerate
 34 34  0  0  0  0  0  0  0  0999 V2000
   -3.2131   -0.7218   -0.8113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2876    0.6002   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6418    1.2713   -0.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1251    0.3668    1.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7832   -0.2761    1.6284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4722   -0.5469    2.8122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9289   -0.5598    0.6084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3727   -1.1815    0.9006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1588   -0.2608    1.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2970    0.2334    1.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1004    0.0051    0.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1341   -1.0770   -0.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9018   -1.0716   -1.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6468    0.0239   -2.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6381    1.1417   -1.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8816    1.1061   -0.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0203   -0.8161   -1.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2950   -1.5504   -0.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2361   -0.7665   -1.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4766    1.2775   -0.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3343    0.4593   -0.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0143    1.7055    0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5633    2.0746   -1.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8786   -0.2904    1.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0516    1.3646    1.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7670   -1.3649   -0.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1245   -2.1452    1.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6904    0.0317    2.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7091    0.9395    2.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6238   -2.0233   -0.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8884   -1.9749   -2.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2511    0.0289   -2.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2374    1.9845   -1.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8989    2.0126    0.4778 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  2  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
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 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       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.001   3.850   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    HMDB0041318
HETATM    1  C1  UNL     1      -3.213  -0.722  -0.811  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.288   0.600  -0.077  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.642   1.271  -0.311  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.125   0.367   1.398  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.783  -0.276   1.628  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.472  -0.547   2.812  1.00  0.00           O  
HETATM    7  O2  UNL     1      -0.929  -0.560   0.608  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.373  -1.181   0.901  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.159  -0.261   1.709  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.297   0.233   1.425  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.100   0.005   0.264  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.134  -1.077  -0.550  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.902  -1.072  -1.716  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.647   0.024  -2.073  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.638   1.142  -1.265  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.882   1.106  -0.141  1.00  0.00           C  
HETATM   17  H1  UNL     1      -4.020  -0.816  -1.570  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.295  -1.550  -0.069  1.00  0.00           H  
HETATM   19  H3  UNL     1      -2.236  -0.766  -1.318  1.00  0.00           H  
HETATM   20  H4  UNL     1      -2.477   1.277  -0.398  1.00  0.00           H  
HETATM   21  H5  UNL     1      -5.334   0.459  -0.621  1.00  0.00           H  
HETATM   22  H6  UNL     1      -5.014   1.705   0.628  1.00  0.00           H  
HETATM   23  H7  UNL     1      -4.563   2.075  -1.053  1.00  0.00           H  
HETATM   24  H8  UNL     1      -3.879  -0.290   1.840  1.00  0.00           H  
HETATM   25  H9  UNL     1      -3.052   1.365   1.892  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.767  -1.365  -0.130  1.00  0.00           H  
HETATM   27  H11 UNL     1       0.124  -2.145   1.339  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.690   0.032   2.696  1.00  0.00           H  
HETATM   29  H13 UNL     1       2.709   0.940   2.222  1.00  0.00           H  
HETATM   30  H14 UNL     1       2.624  -2.023  -0.299  1.00  0.00           H  
HETATM   31  H15 UNL     1       3.888  -1.975  -2.337  1.00  0.00           H  
HETATM   32  H16 UNL     1       5.251   0.029  -2.990  1.00  0.00           H  
HETATM   33  H17 UNL     1       5.237   1.984  -1.580  1.00  0.00           H  
HETATM   34  H18 UNL     1       3.899   2.013   0.478  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   10   28
CONECT   10   11   29
CONECT   11   12   12   16
CONECT   12   13   30
CONECT   13   14   14   31
CONECT   14   15   32
CONECT   15   16   16   33
CONECT   16   34
END

HMDB0041318
     RDKit          3D
Cinnamyl isovalerate
 34 34  0  0  0  0  0  0  0  0999 V2000
   -3.2131   -0.7218   -0.8113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2876    0.6002   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6418    1.2713   -0.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1251    0.3668    1.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7832   -0.2761    1.6284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4722   -0.5469    2.8122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9289   -0.5598    0.6084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3727   -1.1815    0.9006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1588   -0.2608    1.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2970    0.2334    1.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1004    0.0051    0.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1341   -1.0770   -0.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9018   -1.0716   -1.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6468    0.0239   -2.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6381    1.1417   -1.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8816    1.1061   -0.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0203   -0.8161   -1.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2950   -1.5504   -0.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2361   -0.7665   -1.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4766    1.2775   -0.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3343    0.4593   -0.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0143    1.7055    0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5633    2.0746   -1.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8786   -0.2904    1.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0516    1.3646    1.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7670   -1.3649   -0.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1245   -2.1452    1.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6904    0.0317    2.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7091    0.9395    2.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6238   -2.0233   -0.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8884   -1.9749   -2.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2511    0.0289   -2.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2374    1.9845   -1.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8989    2.0126    0.4778 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  2  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
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Cinnamyl isovaleric acid	Generator
(2E)-3-Phenyl-2-propenyl 3-methylbutanoate	HMDB
3-Methylbutanoic acid 3-phenyl-2-propenyl ester	HMDB
3-Phenyl-2-propenyl 3-methylbutanoate	HMDB
3-Phenylallyl 3-methylbutanoate	HMDB
3-Phenylallyl isovalerate	HMDB
Butanoic acid, 3-methyl-, 3-phenyl-2-propen-1-yl ester	HMDB
Butanoic acid, 3-methyl-, 3-phenyl-2-propenyl ester	HMDB
Cinnamyl 3-methyl butyrate	HMDB
Cinnamyl 3-methylbutanoate	HMDB
Cinnamyl isovalerianate	HMDB
FEMA 2302	HMDB
Isovaleric acid, cinnamyl ester	HMDB
Isovaleric acid, cinnamyl ester (6ci,7ci,8ci)	HMDB
trans-Cinnamyl isovalerate	HMDB
(2Z)-3-Phenylprop-2-en-1-yl 3-methylbutanoic acid	Generator
Cinnamyl isovalerate	MeSH

Chemical Formula

C₁₄H₁₈O₂

Average Molecular Weight

218.2915

Monoisotopic Molecular Weight

218.13067982

IUPAC Name

(2Z)-3-phenylprop-2-en-1-yl 3-methylbutanoate

Traditional Name

(2Z)-3-phenylprop-2-en-1-yl 3-methylbutanoate

CAS Registry Number

140-27-2

SMILES

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

InChI Identifier

InChI=1S/C14H18O2/c1-12(2)11-14(15)16-10-6-9-13-7-4-3-5-8-13/h3-9,12H,10-11H2,1-2H3/b9-6-

InChI Key

FOCMOGKCPPTERB-TWGQIWQCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Styrenes

Direct Parent

Styrenes

Alternative Parents

Substituents

Styrene
Fatty acid ester
Fatty acyl
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

Physiological effect

Organoleptic effect

Taste

Sweet

Odor

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041318)
Cell membrane (HMDB: HMDB0041318)

Source

Exogenous

Exogenous (HMDB: HMDB0041318)

Food

Food (HMDB: HMDB0041318)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041318)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	313.00 to 315.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	8.28 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.013 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.015 g/L	ALOGPS
logP	4.31	ALOGPS
logP	3.69	ChemAxon
logS	-4.2	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	6	ChemAxon
Refractivity	66.12 m³·mol⁻¹	ChemAxon
Polarizability	25.39 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]+	154.925	31661259
DarkChem	[M-H]-	154.107	31661259
DeepCCS	[M+H]+	152.567	30932474
DeepCCS	[M-H]-	150.209	30932474
DeepCCS	[M-2H]-	183.874	30932474
DeepCCS	[M+Na]+	159.636	30932474
AllCCS	[M+H]+	150.0	32859911
AllCCS	[M+H-H2O]+	146.2	32859911
AllCCS	[M+NH4]+	153.6	32859911
AllCCS	[M+Na]+	154.6	32859911
AllCCS	[M-H]-	155.6	32859911
AllCCS	[M+Na-2H]-	156.0	32859911
AllCCS	[M+HCOO]-	156.6	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.	9.23 minutes	32390414
Predicted by Siyang on May 30, 2022	18.414 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.03 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	2886.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	625.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	237.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	375.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	393.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	831.3 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	843.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	80.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1628.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	627.4 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	1601.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	500.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	500.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	443.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	501.9 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	9.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cinnamyl isovalerate	CC(C)CC(=O)OC\C=C/C1=CC=CC=C1	2275.2	Standard polar	33892256
Cinnamyl isovalerate	CC(C)CC(=O)OC\C=C/C1=CC=CC=C1	1631.5	Standard non polar	33892256
Cinnamyl isovalerate	CC(C)CC(=O)OC\C=C/C1=CC=CC=C1	1702.7	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 - Cinnamyl isovalerate GC-MS (Non-derivatized) - 70eV, Positive	splash10-066u-9700000000-87741e7968bc7b00fdae	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cinnamyl 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 - Cinnamyl isovalerate 10V, Positive-QTOF	splash10-014i-6690000000-17163ef0ed500897d578	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isovalerate 20V, Positive-QTOF	splash10-014l-9700000000-7369e698cef0f636ecc5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isovalerate 40V, Positive-QTOF	splash10-0a4l-9200000000-faa734c75b65d041ec17	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isovalerate 10V, Negative-QTOF	splash10-0159-7590000000-0f5dd8544385ec8a062b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isovalerate 20V, Negative-QTOF	splash10-0ue9-6910000000-6e6495d90dae38e23fa9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isovalerate 40V, Negative-QTOF	splash10-05o0-9500000000-2e9fc37ab1e00fc89711	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isovalerate 10V, Negative-QTOF	splash10-0gb9-0960000000-535c33edf901e04af362	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isovalerate 20V, Negative-QTOF	splash10-0udi-5900000000-45fc9aa3561efea9daf3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isovalerate 40V, Negative-QTOF	splash10-014u-9000000000-29cc5002577334d598cb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isovalerate 10V, Positive-QTOF	splash10-014i-1900000000-ff72736e25c2e489b8d2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isovalerate 20V, Positive-QTOF	splash10-014l-3900000000-4421a3f5777e1c848b53	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isovalerate 40V, Positive-QTOF	splash10-014l-8900000000-6c8f8104f0f0a5042686	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

FDB021237

KNApSAcK ID

C00036094

Chemspider ID

21427414

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24884265

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1003391

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 Cinnamyl isovalerate (HMDB0041318)

MOL for HMDB0041318 (Cinnamyl isovalerate)

3D MOL for HMDB0041318 (Cinnamyl isovalerate)

3D SDF for HMDB0041318 (Cinnamyl isovalerate)

3D-SDF for HMDB0041318 (Cinnamyl isovalerate)

PDB for HMDB0041318 (Cinnamyl isovalerate)

3D PDB for HMDB0041318 (Cinnamyl isovalerate)

SMILES for HMDB0041318 (Cinnamyl isovalerate)

INCHI for HMDB0041318 (Cinnamyl isovalerate)

Structure for HMDB0041318 (Cinnamyl isovalerate)

3D Structure for HMDB0041318 (Cinnamyl isovalerate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra