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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:57:50 UTC

Update Date

2022-03-07 02:55:27 UTC

HMDB ID

HMDB0037704

Secondary Accession Numbers

HMDB37704

Metabolite Identification

Common Name

Isoamyl cinnamate

Description

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

Structure

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

HMDB0037704
     RDKit          3D
Isoamyl cinnamate
 34 34  0  0  0  0  0  0  0  0999 V2000
   -5.0536   -0.5241   -0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6312   -0.2145   -0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6151    0.8286    0.8644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9866   -1.4734    0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5756   -1.1210    0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9366   -0.6704   -0.4501 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202   -0.2599   -0.3758 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971   -0.3460    0.7469 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0115    0.1822   -1.5916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2262    0.6460   -1.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2197    0.8550   -0.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0603    1.2022    0.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569    1.2458    1.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4330    0.9391    1.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6187    0.5816   -0.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5390    0.5428   -1.0876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4393   -1.2810    0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6726    0.3676   -0.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0753   -0.9343   -1.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1014    0.1436   -1.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7904    0.3879    1.8628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4589    1.5292    0.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6347    1.3729    0.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279   -2.3222   -0.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5896   -1.7502    1.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0554   -2.0159    1.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5894   -0.3536    1.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4104    0.1347   -2.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014    0.9317   -2.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1147    1.5535    1.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9881    1.5303    2.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2649    0.9797    1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6360    0.3351   -0.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7357    0.2549   -2.1204 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  1  0
  7  8  2  0
  7  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
  5 26  1  0
  5 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 05061309572D          

 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    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
    0.7145    2.0625    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
    2.8579    2.4750    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
    1.4289    2.4750    0.0000 C   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
    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
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  2  0  0  0  0
 11 10  1  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12 10  1  0  0  0  0
 13  6  2  0  0  0  0
 13  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15 14  2  0  0  0  0
 16 11  1  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037704

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
JFHCDEYLWGVZMX-HJWRWDBZSA-N

> <FORMULA>
C14H18O2

> <MOLECULAR_WEIGHT>
218.2915

> <EXACT_MASS>
218.13067982

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.36375732173793

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.36

> <JCHEM_LOGP>
4.126231760333333

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.808969519761592

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
66.25120000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.98e-03 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037704
     RDKit          3D
Isoamyl cinnamate
 34 34  0  0  0  0  0  0  0  0999 V2000
   -5.0536   -0.5241   -0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6312   -0.2145   -0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6151    0.8286    0.8644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9866   -1.4734    0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5756   -1.1210    0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9366   -0.6704   -0.4501 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202   -0.2599   -0.3758 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971   -0.3460    0.7469 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0115    0.1822   -1.5916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2262    0.6460   -1.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2197    0.8550   -0.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0603    1.2022    0.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569    1.2458    1.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4330    0.9391    1.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6187    0.5816   -0.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5390    0.5428   -1.0876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4393   -1.2810    0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6726    0.3676   -0.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0753   -0.9343   -1.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1014    0.1436   -1.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7904    0.3879    1.8628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4589    1.5292    0.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6347    1.3729    0.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279   -2.3222   -0.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5896   -1.7502    1.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0554   -2.0159    1.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5894   -0.3536    1.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4104    0.1347   -2.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014    0.9317   -2.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1147    1.5535    1.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9881    1.5303    2.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2649    0.9797    1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6360    0.3351   -0.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7357    0.2549   -2.1204 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  1  0
  7  8  2  0
  7  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
  5 26  1  0
  5 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   6.930   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       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   4.620   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       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.667   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    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   13                                                       
CONECT    7    5   13                                                       
CONECT    8    9   13                                                       
CONECT    9    8   14                                                       
CONECT   10   11   12                                                       
CONECT   11   10   16                                                       
CONECT   12    1    2   10                                                  
CONECT   13    6    7    8                                                  
CONECT   14    9   15   16                                                  
CONECT   15   14                                                            
CONECT   16   11   14                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0037704
HETATM    1  C1  UNL     1      -5.054  -0.524  -0.639  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.631  -0.215  -0.219  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.615   0.829   0.864  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.987  -1.473   0.340  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.576  -1.121   0.744  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.937  -0.670  -0.450  1.00  0.00           O  
HETATM    7  C6  UNL     1       0.420  -0.260  -0.376  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.897  -0.346   0.747  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.011   0.182  -1.592  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.226   0.646  -1.662  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.220   0.855  -0.671  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.060   1.202   0.607  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.157   1.246   1.486  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.433   0.939   1.071  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.619   0.582  -0.247  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.539   0.543  -1.088  1.00  0.00           C  
HETATM   17  H1  UNL     1      -5.439  -1.281   0.088  1.00  0.00           H  
HETATM   18  H2  UNL     1      -5.673   0.368  -0.524  1.00  0.00           H  
HETATM   19  H3  UNL     1      -5.075  -0.934  -1.671  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.101   0.144  -1.122  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.790   0.388   1.863  1.00  0.00           H  
HETATM   22  H6  UNL     1      -4.459   1.529   0.652  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.635   1.373   0.886  1.00  0.00           H  
HETATM   24  H8  UNL     1      -3.028  -2.322  -0.354  1.00  0.00           H  
HETATM   25  H9  UNL     1      -3.590  -1.750   1.249  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.055  -2.016   1.148  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.589  -0.354   1.531  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.410   0.135  -2.554  1.00  0.00           H  
HETATM   29  H13 UNL     1       2.501   0.932  -2.738  1.00  0.00           H  
HETATM   30  H14 UNL     1       2.115   1.553   1.052  1.00  0.00           H  
HETATM   31  H15 UNL     1       3.988   1.530   2.521  1.00  0.00           H  
HETATM   32  H16 UNL     1       6.265   0.980   1.768  1.00  0.00           H  
HETATM   33  H17 UNL     1       6.636   0.335  -0.591  1.00  0.00           H  
HETATM   34  H18 UNL     1       4.736   0.255  -2.120  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   26   27
CONECT    6    7
CONECT    7    8    8    9
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

HMDB0037704
     RDKit          3D
Isoamyl cinnamate
 34 34  0  0  0  0  0  0  0  0999 V2000
   -5.0536   -0.5241   -0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6312   -0.2145   -0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6151    0.8286    0.8644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9866   -1.4734    0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5756   -1.1210    0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9366   -0.6704   -0.4501 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202   -0.2599   -0.3758 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971   -0.3460    0.7469 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0115    0.1822   -1.5916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2262    0.6460   -1.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2197    0.8550   -0.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0603    1.2022    0.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569    1.2458    1.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4330    0.9391    1.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6187    0.5816   -0.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5390    0.5428   -1.0876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4393   -1.2810    0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6726    0.3676   -0.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0753   -0.9343   -1.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1014    0.1436   -1.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7904    0.3879    1.8628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4589    1.5292    0.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6347    1.3729    0.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279   -2.3222   -0.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5896   -1.7502    1.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0554   -2.0159    1.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5894   -0.3536    1.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4104    0.1347   -2.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014    0.9317   -2.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1147    1.5535    1.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9881    1.5303    2.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2649    0.9797    1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6360    0.3351   -0.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7357    0.2549   -2.1204 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  1  0
  7  8  2  0
  7  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
  5 26  1  0
  5 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
Isoamyl cinnamic acid	Generator
2-Propenoic acid, 3-phenyl-, 3-methylbutyl ester	HMDB
3-Methylbutyl (2E)-3-phenylacrylate	HMDB
3-Methylbutyl 3-phenyl-2-propenoate	HMDB
3-Phenyl-3-methylbutyl ester(e)-2-propenoic acid	HMDB
3-Phenyl-acrylic acid, 3-methyl-butyl ester	HMDB
Cinnamic acid, isopentyl ester	HMDB
Cinnamic acid, isopentyl ester (8ci)	HMDB
FEMA 2063	HMDB
Isoamyl 3-phenyl propenoate	HMDB
Isoamyl beta-phenylacrylate	HMDB
Isopentyl (2E)-3-phenyl-2-propenoate	HMDB
Isopentyl 3-phenylacrylate	HMDB
Isopentyl 3-phenylpropenoate	HMDB
Isopentyl alcohol, cinnamate	HMDB
Isopentyl beta-phenylacrylate	HMDB
Isopentyl cinnamate	HMDB
3-Methylbutyl (2Z)-3-phenylprop-2-enoic acid	Generator

Chemical Formula

C₁₄H₁₈O₂

Average Molecular Weight

218.2915

Monoisotopic Molecular Weight

218.13067982

IUPAC Name

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

Traditional Name

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

CAS Registry Number

7779-65-9

SMILES

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

InChI Identifier

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

InChI Key

JFHCDEYLWGVZMX-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

Cell membrane (HMDB: HMDB0037704)

Cellular substructure

Membrane (HMDB: HMDB0037704)

Source

Exogenous

Food

Food (HMDB: HMDB0037704)

Endogenous

Plant

Plant (HMDB: HMDB0037704)

Not Available

Nutrient (HMDB: HMDB0037704)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0037704)

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	0.007 g/L	ALOGPS
logP	4.36	ALOGPS
logP	4.13	ChemAxon
logS	-4.5	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	6	ChemAxon
Refractivity	66.25 m³·mol⁻¹	ChemAxon
Polarizability	25.36 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]+	154.244	31661259
DarkChem	[M-H]-	152.8	31661259
DeepCCS	[M+H]+	152.304	30932474
DeepCCS	[M-H]-	149.946	30932474
DeepCCS	[M-2H]-	183.669	30932474
DeepCCS	[M+Na]+	159.242	30932474
AllCCS	[M+H]+	150.3	32859911
AllCCS	[M+H-H2O]+	146.5	32859911
AllCCS	[M+NH4]+	153.8	32859911
AllCCS	[M+Na]+	154.9	32859911
AllCCS	[M-H]-	155.8	32859911
AllCCS	[M+Na-2H]-	156.3	32859911
AllCCS	[M+HCOO]-	157.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isoamyl cinnamate	CC(C)CCOC(=O)\C=C/C1=CC=CC=C1	2302.3	Standard polar	33892256
Isoamyl cinnamate	CC(C)CCOC(=O)\C=C/C1=CC=CC=C1	1647.4	Standard non polar	33892256
Isoamyl cinnamate	CC(C)CCOC(=O)\C=C/C1=CC=CC=C1	1750.5	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 - Isoamyl cinnamate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f8c-9800000000-884f510d4e960dfd1938	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoamyl 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 - Isoamyl cinnamate 10V, Positive-QTOF	splash10-014i-4390000000-4bc71b240bdfbcb139c9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl cinnamate 20V, Positive-QTOF	splash10-00e9-9510000000-ce0aab329c8292fca7be	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl cinnamate 40V, Positive-QTOF	splash10-0pi3-9200000000-893bfbccd58675ff778e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl cinnamate 10V, Negative-QTOF	splash10-016r-3790000000-572059e9d9aac67efeb3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl cinnamate 20V, Negative-QTOF	splash10-002b-1910000000-961751ef38f92ff46d54	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl cinnamate 40V, Negative-QTOF	splash10-0fb9-3900000000-e152329507041c2cd4d2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl cinnamate 10V, Negative-QTOF	splash10-0gb9-0590000000-8155de8e7469e25e92ad	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl cinnamate 20V, Negative-QTOF	splash10-0006-9530000000-4f932d941dcc7778fc36	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl cinnamate 40V, Negative-QTOF	splash10-0ufr-7900000000-b237c85e0a3ddcde5ba4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl cinnamate 10V, Positive-QTOF	splash10-00lr-0950000000-ebf97cf963e0b48351b8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl cinnamate 20V, Positive-QTOF	splash10-0ue9-1900000000-94beed13960d146759ed	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl cinnamate 40V, Positive-QTOF	splash10-0udi-8900000000-f55f11794d783260bedc	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

FDB016832

KNApSAcK ID

Not Available

Chemspider ID

21428204

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25021803

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 Isoamyl cinnamate (HMDB0037704)

MOL for HMDB0037704 (Isoamyl cinnamate)

3D MOL for HMDB0037704 (Isoamyl cinnamate)

3D SDF for HMDB0037704 (Isoamyl cinnamate)

3D-SDF for HMDB0037704 (Isoamyl cinnamate)

PDB for HMDB0037704 (Isoamyl cinnamate)

3D PDB for HMDB0037704 (Isoamyl cinnamate)

SMILES for HMDB0037704 (Isoamyl cinnamate)

INCHI for HMDB0037704 (Isoamyl cinnamate)

Structure for HMDB0037704 (Isoamyl cinnamate)

3D Structure for HMDB0037704 (Isoamyl cinnamate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra