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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:57:47 UTC

Update Date

2023-02-21 17:25:58 UTC

HMDB ID

HMDB0037703

Secondary Accession Numbers

HMDB37703

Metabolite Identification

Common Name

Isobutyl cinnamate

Description

Isobutyl cinnamate belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. Isobutyl cinnamate is a sweet, balsam, and fruity tasting compound. Based on a literature review very few articles have been published on Isobutyl cinnamate.

Structure

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

HMDB0037703
     RDKit          3D
Isobutyl cinnamate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.3002   -0.3378   -1.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8828    0.5826   -0.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0314    1.5513   -0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6472   -0.2832    0.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6506   -1.2388    0.7238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2966   -0.8978    0.4434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135    0.3292    0.3999 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -1.9969    0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8548   -1.9191    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6237   -0.7102    0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6911   -0.6974   -0.9272 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6008    0.3038   -1.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4804    1.3859   -0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4641    1.3971    0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5253    0.3688    0.8563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8900   -1.1804   -1.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3638   -0.7224   -1.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9071    0.2558   -2.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0075    1.1976   -0.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4269    1.7978   -1.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6844    2.5241    0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8639    1.1081    0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3170    0.3463    1.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5664   -0.8354    1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1291   -3.0426    0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4322   -2.8895   -0.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7904   -1.5478   -1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4147    0.3054   -1.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1998    2.2022   -0.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3619    2.2351    1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7973    0.4083    1.6515 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  1  0
  6  7  2  0
  6  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
  4 23  1  0
  4 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 05061309572D          

 15 15  0  0  0  0            999 V2000
   -0.7145    3.7125    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    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
    4.2868    2.4750    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
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    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    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    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    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    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
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  2  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11 10  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  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>
HMDB0037703

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
IQZUZPKOFSOVET-HJWRWDBZSA-N

> <FORMULA>
C13H16O2

> <MOLECULAR_WEIGHT>
204.2649

> <EXACT_MASS>
204.115029756

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.640968755358976

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methylpropyl (2Z)-3-phenylprop-2-enoate

> <ALOGPS_LOGP>
3.76

> <JCHEM_LOGP>
3.759616825333333

> <ALOGPS_LOGS>
-3.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.809451972007504

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
61.57320000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methylpropyl (2Z)-3-phenylprop-2-enoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037703
     RDKit          3D
Isobutyl cinnamate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.3002   -0.3378   -1.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8828    0.5826   -0.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0314    1.5513   -0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6472   -0.2832    0.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6506   -1.2388    0.7238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2966   -0.8978    0.4434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135    0.3292    0.3999 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -1.9969    0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8548   -1.9191    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6237   -0.7102    0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6911   -0.6974   -0.9272 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6008    0.3038   -1.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4804    1.3859   -0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4641    1.3971    0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5253    0.3688    0.8563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8900   -1.1804   -1.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3638   -0.7224   -1.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9071    0.2558   -2.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0075    1.1976   -0.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4269    1.7978   -1.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6844    2.5241    0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8639    1.1081    0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3170    0.3463    1.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5664   -0.8354    1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1291   -3.0426    0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4322   -2.8895   -0.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7904   -1.5478   -1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4147    0.3054   -1.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1998    2.2022   -0.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3619    2.2351    1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7973    0.4083    1.6515 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  1  0
  6  7  2  0
  6  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
  4 23  1  0
  4 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      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   7.700   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       0.000   7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   5.390   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   5.390   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       2.667   7.700   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   12                                                       
CONECT    7    5   12                                                       
CONECT    8    9   12                                                       
CONECT    9    8   13                                                       
CONECT   10   11   15                                                       
CONECT   11    1    2   10                                                  
CONECT   12    6    7    8                                                  
CONECT   13    9   14   15                                                  
CONECT   14   13                                                            
CONECT   15   10   13                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0037703
HETATM    1  C1  UNL     1      -3.300  -0.338  -1.422  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.883   0.583  -0.269  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.031   1.551  -0.065  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.647  -0.283   0.921  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.651  -1.239   0.724  1.00  0.00           O  
HETATM    6  C5  UNL     1      -0.297  -0.898   0.443  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.113   0.329   0.400  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.584  -1.997   0.269  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.855  -1.919   0.071  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.624  -0.710   0.014  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.691  -0.697  -0.927  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.601   0.304  -1.042  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.480   1.386  -0.184  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.464   1.397   0.732  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.525   0.369   0.856  1.00  0.00           C  
HETATM   16  H1  UNL     1      -3.890  -1.180  -1.004  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.364  -0.722  -1.873  1.00  0.00           H  
HETATM   18  H3  UNL     1      -3.907   0.256  -2.105  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.007   1.198  -0.532  1.00  0.00           H  
HETATM   20  H5  UNL     1      -4.427   1.798  -1.076  1.00  0.00           H  
HETATM   21  H6  UNL     1      -3.684   2.524   0.369  1.00  0.00           H  
HETATM   22  H7  UNL     1      -4.864   1.108   0.513  1.00  0.00           H  
HETATM   23  H8  UNL     1      -2.317   0.346   1.781  1.00  0.00           H  
HETATM   24  H9  UNL     1      -3.566  -0.835   1.184  1.00  0.00           H  
HETATM   25  H10 UNL     1       0.129  -3.043   0.304  1.00  0.00           H  
HETATM   26  H11 UNL     1       2.432  -2.889  -0.070  1.00  0.00           H  
HETATM   27  H12 UNL     1       3.790  -1.548  -1.606  1.00  0.00           H  
HETATM   28  H13 UNL     1       5.415   0.305  -1.765  1.00  0.00           H  
HETATM   29  H14 UNL     1       5.200   2.202  -0.260  1.00  0.00           H  
HETATM   30  H15 UNL     1       3.362   2.235   1.404  1.00  0.00           H  
HETATM   31  H16 UNL     1       1.797   0.408   1.652  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4   19
CONECT    3   20   21   22
CONECT    4    5   23   24
CONECT    5    6
CONECT    6    7    7    8
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

HMDB0037703
     RDKit          3D
Isobutyl cinnamate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.3002   -0.3378   -1.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8828    0.5826   -0.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0314    1.5513   -0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6472   -0.2832    0.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6506   -1.2388    0.7238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2966   -0.8978    0.4434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135    0.3292    0.3999 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -1.9969    0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8548   -1.9191    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6237   -0.7102    0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6911   -0.6974   -0.9272 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6008    0.3038   -1.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4804    1.3859   -0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4641    1.3971    0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5253    0.3688    0.8563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8900   -1.1804   -1.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3638   -0.7224   -1.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9071    0.2558   -2.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0075    1.1976   -0.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4269    1.7978   -1.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6844    2.5241    0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8639    1.1081    0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3170    0.3463    1.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5664   -0.8354    1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1291   -3.0426    0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4322   -2.8895   -0.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7904   -1.5478   -1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4147    0.3054   -1.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1998    2.2022   -0.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3619    2.2351    1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7973    0.4083    1.6515 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  1  0
  6  7  2  0
  6  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
  4 23  1  0
  4 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
Isobutyl cinnamic acid	Generator
2-Methylpropyl (2E)-3-phenylprop-2-enoate	HMDB
2-Methylpropyl 3-phenyl-2-propenoate	HMDB
2-Methylpropyl 3-phenylpropenoate	HMDB
2-Methylpropyl beta-phenylacrylate	HMDB
2-Methylpropyl cinnamate	HMDB
2-Propenoic acid, 3-phenyl-, 2-methylpropyl ester	HMDB
Cinnamic acid, isobutyl ester	HMDB
FEMA 2193	HMDB
Isobutyl (2E)-3-phenyl-2-propenoate	HMDB
Isobutyl 3-phenylpropenoate	HMDB
Isobutyl beta-phenylacrylate	HMDB
Isobutyl cinammate	HMDB
Labdanol	HMDB
2-Methylpropyl (2Z)-3-phenylprop-2-enoic acid	Generator

Chemical Formula

C₁₃H₁₆O₂

Average Molecular Weight

204.2649

Monoisotopic Molecular Weight

204.115029756

IUPAC Name

2-methylpropyl (2Z)-3-phenylprop-2-enoate

Traditional Name

2-methylpropyl (2Z)-3-phenylprop-2-enoate

CAS Registry Number

122-67-8

SMILES

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

InChI Identifier

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

InChI Key

IQZUZPKOFSOVET-HJWRWDBZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Cinnamic acid esters

Direct Parent

Cinnamic acid esters

Alternative Parents

Substituents

Cinnamic acid ester
Styrene
Fatty acid ester
Monocyclic benzene moiety
Benzenoid
Fatty acyl
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen 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: HMDB0037703)
Cell membrane (HMDB: HMDB0037703)

Source

Exogenous

Food

Food (HMDB: HMDB0037703)

Endogenous

Plant

Plant (HMDB: HMDB0037703)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037703)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0037703)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.024 g/L	ALOGPS
logP	3.76	ALOGPS
logP	3.76	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	-6.8	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	61.57 m³·mol⁻¹	ChemAxon
Polarizability	23.64 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]+	148.257	31661259
DarkChem	[M-H]-	149.067	31661259
DeepCCS	[M+H]+	146.751	30932474
DeepCCS	[M-H]-	144.393	30932474
DeepCCS	[M-2H]-	178.211	30932474
DeepCCS	[M+Na]+	153.08	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]-	150.4	32859911
AllCCS	[M+Na-2H]-	150.9	32859911
AllCCS	[M+HCOO]-	151.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isobutyl cinnamate	CC(C)COC(=O)\C=C/C1=CC=CC=C1	2233.3	Standard polar	33892256
Isobutyl cinnamate	CC(C)COC(=O)\C=C/C1=CC=CC=C1	1555.9	Standard non polar	33892256
Isobutyl cinnamate	CC(C)COC(=O)\C=C/C1=CC=CC=C1	1643.4	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 - Isobutyl cinnamate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0kal-6900000000-9cae211ce75418f614aa	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isobutyl cinnamate 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 - Isobutyl cinnamate 10V, Negative-QTOF	splash10-0ufr-2790000000-549bc54903e61ffca63c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl cinnamate 20V, Negative-QTOF	splash10-0fba-2920000000-cee39e15987fad1dc4f4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl cinnamate 40V, Negative-QTOF	splash10-0fb9-3900000000-68dc3ff41a2d9f169d41	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl cinnamate 10V, Negative-QTOF	splash10-0udi-0190000000-d8e847c45050a7352c86	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl cinnamate 20V, Negative-QTOF	splash10-0udi-3930000000-164d361ba715f8ce9613	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl cinnamate 40V, Negative-QTOF	splash10-0fb9-9800000000-a13ba6c2e0d7be73c23c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl cinnamate 10V, Positive-QTOF	splash10-0a4i-9470000000-1e4a99ea35c45b8e0053	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl cinnamate 20V, Positive-QTOF	splash10-0a4i-9300000000-fa99a6e5cb3c741fba60	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl cinnamate 40V, Positive-QTOF	splash10-0a4i-9100000000-d24b9d2a323987edfdbc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl cinnamate 10V, Positive-QTOF	splash10-053r-0910000000-a14957ec39570400c46f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl cinnamate 20V, Positive-QTOF	splash10-0ue9-3900000000-bf2e585638a67a2707aa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl cinnamate 40V, Positive-QTOF	splash10-0udi-5900000000-c8a913c27cb30dbd0f97	2021-09-22	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

FDB016831

KNApSAcK ID

Not Available

Chemspider ID

21428207

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1712057

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 Isobutyl cinnamate (HMDB0037703)

MOL for HMDB0037703 (Isobutyl cinnamate)

3D MOL for HMDB0037703 (Isobutyl cinnamate)

3D SDF for HMDB0037703 (Isobutyl cinnamate)

3D-SDF for HMDB0037703 (Isobutyl cinnamate)

PDB for HMDB0037703 (Isobutyl cinnamate)

3D PDB for HMDB0037703 (Isobutyl cinnamate)

SMILES for HMDB0037703 (Isobutyl cinnamate)

INCHI for HMDB0037703 (Isobutyl cinnamate)

Structure for HMDB0037703 (Isobutyl cinnamate)

3D Structure for HMDB0037703 (Isobutyl cinnamate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra