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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:59:09 UTC

Update Date

2023-02-21 17:28:38 UTC

HMDB ID

HMDB0041317

Secondary Accession Numbers

HMDB41317

Metabolite Identification

Common Name

Cinnamyl isobutyrate

Description

Cinnamyl isobutyrate belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. Cinnamyl isobutyrate is a sweet, almond, and cinnamyl tasting compound. Based on a literature review a significant number of articles have been published on Cinnamyl isobutyrate.

Structure

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

HMDB0041317
     RDKit          3D
Cinnamyl isobutyrate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -4.2203    1.4841   -0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4052    0.2530   -0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1878   -0.9826   -0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1919    0.3047    0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0174    1.3008    0.8817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2621   -0.7060    0.1472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1047   -0.5343    1.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7326   -1.7298    0.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542   -1.7293    0.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8012   -0.6093    0.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7099    0.6717    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5337    1.6621    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4912    1.4129   -0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6067    0.1240   -1.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7958   -0.8596   -0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7204    1.4143    0.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9326    1.6518   -1.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5375    2.3801   -0.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0719    0.0769   -1.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3685   -0.9706    0.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1649   -1.0007   -0.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6371   -1.8930   -0.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2903    0.4053    0.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5752   -0.5062    2.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2133   -2.7256    1.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4462   -2.7496    0.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0117    0.9110    1.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4019    2.6846    0.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1305    2.2264   -1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3602   -0.0921   -1.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9181   -1.8750   -1.1450 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
M  END


  Mrv0541 05061312342D          

 15 15  0  0  0  0            999 V2000
    3.5724    3.7125    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
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    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
   -1.4289    4.9500    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    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
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    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
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14 13  2  0  0  0  0
 15 10  1  0  0  0  0
 15 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041317

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H16O2/c1-11(2)13(14)15-10-6-9-12-7-4-3-5-8-12/h3-9,11H,10H2,1-2H3/b9-6-

> <INCHI_KEY>
KLKQSZIWHVEARN-TWGQIWQCSA-N

> <FORMULA>
C13H16O2

> <MOLECULAR_WEIGHT>
204.2649

> <EXACT_MASS>
204.115029756

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.576181479882752

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.82

> <JCHEM_LOGP>
3.500459257666666

> <ALOGPS_LOGS>
-3.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.076153580193094

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
61.545400000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.13e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0041317
     RDKit          3D
Cinnamyl isobutyrate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -4.2203    1.4841   -0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4052    0.2530   -0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1878   -0.9826   -0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1919    0.3047    0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0174    1.3008    0.8817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2621   -0.7060    0.1472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1047   -0.5343    1.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7326   -1.7298    0.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542   -1.7293    0.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8012   -0.6093    0.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7099    0.6717    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5337    1.6621    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4912    1.4129   -0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6067    0.1240   -1.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7958   -0.8596   -0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7204    1.4143    0.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9326    1.6518   -1.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5375    2.3801   -0.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0719    0.0769   -1.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3685   -0.9706    0.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1649   -1.0007   -0.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6371   -1.8930   -0.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2903    0.4053    0.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5752   -0.5062    2.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2133   -2.7256    1.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4462   -2.7496    0.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0117    0.9110    1.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4019    2.6846    0.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1305    2.2264   -1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3602   -0.0921   -1.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9181   -1.8750   -1.1450 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  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       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.001   8.470   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3    4    5                                                       
CONECT    4    3    7                                                       
CONECT    5    3    8                                                       
CONECT    6    9   10                                                       
CONECT    7    4   12                                                       
CONECT    8    5   12                                                       
CONECT    9    6   12                                                       
CONECT   10    6   15                                                       
CONECT   11    1    2   13                                                  
CONECT   12    7    8    9                                                  
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   10   13                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0041317
HETATM    1  C1  UNL     1      -4.220   1.484  -0.562  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.405   0.253  -0.764  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.188  -0.983  -0.305  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.192   0.305   0.128  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.017   1.301   0.882  1.00  0.00           O  
HETATM    6  O2  UNL     1      -1.262  -0.706   0.147  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.105  -0.534   1.075  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.733  -1.730   0.912  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.954  -1.729   0.549  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.801  -0.609   0.237  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.710   0.672   0.684  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.534   1.662   0.202  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.491   1.413  -0.751  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.607   0.124  -1.218  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.796  -0.860  -0.747  1.00  0.00           C  
HETATM   16  H1  UNL     1      -4.720   1.414   0.427  1.00  0.00           H  
HETATM   17  H2  UNL     1      -4.933   1.652  -1.397  1.00  0.00           H  
HETATM   18  H3  UNL     1      -3.537   2.380  -0.479  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.072   0.077  -1.787  1.00  0.00           H  
HETATM   20  H5  UNL     1      -4.369  -0.971   0.776  1.00  0.00           H  
HETATM   21  H6  UNL     1      -5.165  -1.001  -0.832  1.00  0.00           H  
HETATM   22  H7  UNL     1      -3.637  -1.893  -0.562  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.290   0.405   0.696  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.575  -0.506   2.073  1.00  0.00           H  
HETATM   25  H10 UNL     1       0.213  -2.726   1.136  1.00  0.00           H  
HETATM   26  H11 UNL     1       2.446  -2.750   0.469  1.00  0.00           H  
HETATM   27  H12 UNL     1       2.012   0.911   1.502  1.00  0.00           H  
HETATM   28  H13 UNL     1       3.402   2.685   0.609  1.00  0.00           H  
HETATM   29  H14 UNL     1       5.130   2.226  -1.113  1.00  0.00           H  
HETATM   30  H15 UNL     1       5.360  -0.092  -1.971  1.00  0.00           H  
HETATM   31  H16 UNL     1       3.918  -1.875  -1.145  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4   19
CONECT    3   20   21   22
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8   23   24
CONECT    8    9    9   25
CONECT    9   10   26
CONECT   10   11   11   15
CONECT   11   12   27
CONECT   12   13   13   28
CONECT   13   14   29
CONECT   14   15   15   30
CONECT   15   31
END

HMDB0041317
     RDKit          3D
Cinnamyl isobutyrate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -4.2203    1.4841   -0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4052    0.2530   -0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1878   -0.9826   -0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1919    0.3047    0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0174    1.3008    0.8817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2621   -0.7060    0.1472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1047   -0.5343    1.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7326   -1.7298    0.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542   -1.7293    0.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8012   -0.6093    0.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7099    0.6717    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5337    1.6621    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4912    1.4129   -0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6067    0.1240   -1.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7958   -0.8596   -0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7204    1.4143    0.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9326    1.6518   -1.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5375    2.3801   -0.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0719    0.0769   -1.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3685   -0.9706    0.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1649   -1.0007   -0.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6371   -1.8930   -0.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2903    0.4053    0.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5752   -0.5062    2.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2133   -2.7256    1.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4462   -2.7496    0.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0117    0.9110    1.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4019    2.6846    0.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1305    2.2264   -1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3602   -0.0921   -1.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9181   -1.8750   -1.1450 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Cinnamyl isobutyric acid	Generator
(2E)-3-Phenyl-2-propenyl 2-methylpropanoate	HMDB
2-Methyl-propanoic acid, 3-phenyl-2-propenyl ester	HMDB
3-Phenyl-2-propen-1-yl 2-methylpropanoate	HMDB
3-Phenyl-2-propen-1-yl isobutyrate	HMDB
Cinnamyl 2-methylpropanoate	HMDB
FEMA 2297	HMDB
Isobutyric acid, cinnamyl ester	HMDB
Propanoic acid, 2-methyl-, 3-phenyl-2-propen-1-yl ester	HMDB
Propanoic acid, 2-methyl-, 3-phenyl-2-propenyl ester	HMDB
(2Z)-3-Phenylprop-2-en-1-yl 2-methylpropanoic acid	Generator

Chemical Formula

C₁₃H₁₆O₂

Average Molecular Weight

204.2649

Monoisotopic Molecular Weight

204.115029756

IUPAC Name

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

Traditional Name

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

CAS Registry Number

103-59-3

SMILES

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

InChI Identifier

InChI=1S/C13H16O2/c1-11(2)13(14)15-10-6-9-12-7-4-3-5-8-12/h3-9,11H,10H2,1-2H3/b9-6-

InChI Key

KLKQSZIWHVEARN-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
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: HMDB0041317)
Cell membrane (HMDB: HMDB0041317)

Source

Exogenous

Exogenous (HMDB: HMDB0041317)

Food

Food (HMDB: HMDB0041317)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041317)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	295.00 to 297.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	25.75 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.504 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.041 g/L	ALOGPS
logP	3.82	ALOGPS
logP	3.5	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Basic)	-7.1	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	5	ChemAxon
Refractivity	61.55 m³·mol⁻¹	ChemAxon
Polarizability	23.58 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]+	147.725	31661259
DarkChem	[M-H]-	148.624	31661259
DeepCCS	[M+H]+	147.227	30932474
DeepCCS	[M-H]-	144.869	30932474
DeepCCS	[M-2H]-	178.607	30932474
DeepCCS	[M+Na]+	153.471	30932474
AllCCS	[M+H]+	145.3	32859911
AllCCS	[M+H-H2O]+	141.3	32859911
AllCCS	[M+NH4]+	149.0	32859911
AllCCS	[M+Na]+	150.1	32859911
AllCCS	[M-H]-	150.1	32859911
AllCCS	[M+Na-2H]-	150.6	32859911
AllCCS	[M+HCOO]-	151.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.87 minutes	32390414
Predicted by Siyang on May 30, 2022	17.2759 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.2 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	26.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2811.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	583.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	216.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	342.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	274.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	762.7 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	857.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	103.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1513.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	606.7 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	1538.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	454.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	500.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	470.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	467.4 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	9.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cinnamyl isobutyrate	CC(C)C(=O)OC\C=C/C1=CC=CC=C1	2260.8	Standard polar	33892256
Cinnamyl isobutyrate	CC(C)C(=O)OC\C=C/C1=CC=CC=C1	1522.6	Standard non polar	33892256
Cinnamyl isobutyrate	CC(C)C(=O)OC\C=C/C1=CC=CC=C1	1605.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cinnamyl isobutyrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kf-9500000000-ba9c43bf47387982f88f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cinnamyl isobutyrate 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 isobutyrate 10V, Positive-QTOF	splash10-0aor-5490000000-b1e2e9653a36e6775c7c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 20V, Positive-QTOF	splash10-014i-6900000000-25b98298481d67971d5d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 40V, Positive-QTOF	splash10-0006-9100000000-cd016d20e62b38984590	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 10V, Negative-QTOF	splash10-0udi-4290000000-4feeb9474006fda9c968	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 20V, Negative-QTOF	splash10-000i-9110000000-65b0928b050ce87ce6da	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 40V, Negative-QTOF	splash10-00kr-9300000000-d6c526fdc985744cb7a5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 10V, Positive-QTOF	splash10-014i-1900000000-9932ca56f5093d6ca406	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 20V, Positive-QTOF	splash10-00kf-8900000000-29e9619c309ec90f5cb7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 40V, Positive-QTOF	splash10-014l-9800000000-108bfb27b1a8f55fc6e8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 10V, Negative-QTOF	splash10-014r-8920000000-d16b0820bce50f1307a9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 20V, Negative-QTOF	splash10-0079-9200000000-9083029e2322720dd324	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 40V, Negative-QTOF	splash10-00di-9000000000-e7e2fe832efae08f3b3a	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX 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

FDB021236

KNApSAcK ID

Not Available

Chemspider ID

21427413

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24884264

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1024251

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 isobutyrate (HMDB0041317)

MOL for HMDB0041317 (Cinnamyl isobutyrate)

3D MOL for HMDB0041317 (Cinnamyl isobutyrate)

3D SDF for HMDB0041317 (Cinnamyl isobutyrate)

3D-SDF for HMDB0041317 (Cinnamyl isobutyrate)

PDB for HMDB0041317 (Cinnamyl isobutyrate)

3D PDB for HMDB0041317 (Cinnamyl isobutyrate)

SMILES for HMDB0041317 (Cinnamyl isobutyrate)

INCHI for HMDB0041317 (Cinnamyl isobutyrate)

Structure for HMDB0041317 (Cinnamyl isobutyrate)

3D Structure for HMDB0041317 (Cinnamyl isobutyrate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra