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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:57:56 UTC

Update Date

2022-03-07 02:55:28 UTC

HMDB ID

HMDB0037706

Secondary Accession Numbers

HMDB37706

Metabolite Identification

Common Name

Cyclohexyl cinnamate

Description

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

Structure

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

HMDB0037706
     RDKit          3D
Cyclohexyl cinnamate
 35 36  0  0  0  0  0  0  0  0999 V2000
    0.3973    0.3183   -0.1636 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5483    0.1349    1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6855    0.4177    1.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8132    0.8881    1.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1939    1.2049    0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0393    2.3267   -0.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5833    2.7049   -1.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3333    2.0066   -2.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5153    0.9082   -2.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9551    0.5161   -1.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6044   -0.4411    1.6494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7473   -0.7498    0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0737   -2.2340    0.9390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9814   -2.4859   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273   -1.2431   -0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1459   -0.4009    0.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9853   -0.0275    1.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    0.2304    2.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6014    1.0653    2.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2784    2.9284    0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2360    3.5733   -1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7684    2.3157   -3.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2905    0.3286   -3.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3900   -0.3987   -1.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5896   -0.4750   -0.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1884   -2.8699    0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6769   -2.4488    1.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658   -2.8037   -1.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7274   -3.2837   -0.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6547   -1.5688   -1.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1614   -0.6464   -1.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6192    0.5180    0.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9300   -0.9667    1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    1.0722    1.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2185   -0.4145    2.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 10  5  1  0
 17 12  1  0
  3 18  1  0
  4 19  1  0
  6 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 12 25  1  0
 13 26  1  0
 13 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
M  END

  Mrv0541 05061309582D          

 17 18  0  0  0  0            999 V2000
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 12 11  2  0  0  0  0
 13  7  2  0  0  0  0
 13  8  1  0  0  0  0
 13 11  1  0  0  0  0
 14  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 12  1  0  0  0  0
 16 15  2  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037706

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C(OC1CCCCC1)\C=C/C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O2/c16-15(17-14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1,3-4,7-8,11-12,14H,2,5-6,9-10H2/b12-11-

> <INCHI_KEY>
GCFAUZGWPDYAJN-QXMHVHEDSA-N

> <FORMULA>
C15H18O2

> <MOLECULAR_WEIGHT>
230.3022

> <EXACT_MASS>
230.13067982

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.35232248016704

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.31

> <JCHEM_LOGP>
4.314584181

> <ALOGPS_LOGS>
-4.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.816558741545204

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
68.8432

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.80e-03 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037706
     RDKit          3D
Cyclohexyl cinnamate
 35 36  0  0  0  0  0  0  0  0999 V2000
    0.3973    0.3183   -0.1636 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5483    0.1349    1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6855    0.4177    1.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8132    0.8881    1.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1939    1.2049    0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0393    2.3267   -0.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5833    2.7049   -1.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3333    2.0066   -2.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5153    0.9082   -2.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9551    0.5161   -1.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6044   -0.4411    1.6494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7473   -0.7498    0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0737   -2.2340    0.9390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9814   -2.4859   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273   -1.2431   -0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1459   -0.4009    0.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9853   -0.0275    1.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    0.2304    2.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6014    1.0653    2.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2784    2.9284    0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2360    3.5733   -1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7684    2.3157   -3.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2905    0.3286   -3.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3900   -0.3987   -1.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5896   -0.4750   -0.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1884   -2.8699    0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6769   -2.4488    1.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658   -2.8037   -1.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7274   -3.2837   -0.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6547   -1.5688   -1.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1614   -0.6464   -1.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6192    0.5180    0.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9300   -0.9667    1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    1.0722    1.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2185   -0.4145    2.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 10  5  1  0
 17 12  1  0
  3 18  1  0
  4 19  1  0
  6 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 12 25  1  0
 13 26  1  0
 13 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  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       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1    3    4                                                       
CONECT    2    5    6                                                       
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   13                                                       
CONECT    8    4   13                                                       
CONECT    9    5   14                                                       
CONECT   10    6   14                                                       
CONECT   11   12   13                                                       
CONECT   12   11   15                                                       
CONECT   13    7    8   11                                                  
CONECT   14    9   10   17                                                  
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0037706
HETATM    1  O1  UNL     1       0.397   0.318  -0.164  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.548   0.135   1.051  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.685   0.418   1.885  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.813   0.888   1.456  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.194   1.205   0.113  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.039   2.327  -0.019  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.583   2.705  -1.218  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.333   2.007  -2.366  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.515   0.908  -2.268  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.955   0.516  -1.033  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.604  -0.441   1.649  1.00  0.00           O  
HETATM   12  C10 UNL     1      -1.747  -0.750   0.931  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.074  -2.234   0.939  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.981  -2.486  -0.244  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.727  -1.243  -0.663  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.146  -0.401   0.508  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.985  -0.027   1.405  1.00  0.00           C  
HETATM   18  H1  UNL     1       1.626   0.230   2.984  1.00  0.00           H  
HETATM   19  H2  UNL     1       3.601   1.065   2.268  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.278   2.928   0.865  1.00  0.00           H  
HETATM   21  H4  UNL     1       5.236   3.573  -1.320  1.00  0.00           H  
HETATM   22  H5  UNL     1       4.768   2.316  -3.311  1.00  0.00           H  
HETATM   23  H6  UNL     1       3.291   0.329  -3.142  1.00  0.00           H  
HETATM   24  H7  UNL     1       2.390  -0.399  -1.022  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.590  -0.475  -0.130  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.188  -2.870   0.962  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.677  -2.449   1.849  1.00  0.00           H  
HETATM   28  H11 UNL     1      -2.366  -2.804  -1.113  1.00  0.00           H  
HETATM   29  H12 UNL     1      -3.727  -3.284  -0.046  1.00  0.00           H  
HETATM   30  H13 UNL     1      -4.655  -1.569  -1.178  1.00  0.00           H  
HETATM   31  H14 UNL     1      -3.161  -0.646  -1.419  1.00  0.00           H  
HETATM   32  H15 UNL     1      -4.619   0.518   0.104  1.00  0.00           H  
HETATM   33  H16 UNL     1      -4.930  -0.967   1.058  1.00  0.00           H  
HETATM   34  H17 UNL     1      -2.858   1.072   1.399  1.00  0.00           H  
HETATM   35  H18 UNL     1      -3.218  -0.415   2.418  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4    4   18
CONECT    4    5   19
CONECT    5    6    6   10
CONECT    6    7   20
CONECT    7    8    8   21
CONECT    8    9   22
CONECT    9   10   10   23
CONECT   10   24
CONECT   11   12
CONECT   12   13   17   25
CONECT   13   14   26   27
CONECT   14   15   28   29
CONECT   15   16   30   31
CONECT   16   17   32   33
CONECT   17   34   35
END

HMDB0037706
     RDKit          3D
Cyclohexyl cinnamate
 35 36  0  0  0  0  0  0  0  0999 V2000
    0.3973    0.3183   -0.1636 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5483    0.1349    1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6855    0.4177    1.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8132    0.8881    1.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1939    1.2049    0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0393    2.3267   -0.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5833    2.7049   -1.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3333    2.0066   -2.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5153    0.9082   -2.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9551    0.5161   -1.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6044   -0.4411    1.6494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7473   -0.7498    0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0737   -2.2340    0.9390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9814   -2.4859   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273   -1.2431   -0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1459   -0.4009    0.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9853   -0.0275    1.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    0.2304    2.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6014    1.0653    2.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2784    2.9284    0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2360    3.5733   -1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7684    2.3157   -3.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2905    0.3286   -3.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3900   -0.3987   -1.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5896   -0.4750   -0.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1884   -2.8699    0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6769   -2.4488    1.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658   -2.8037   -1.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7274   -3.2837   -0.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6547   -1.5688   -1.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1614   -0.6464   -1.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6192    0.5180    0.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9300   -0.9667    1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    1.0722    1.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2185   -0.4145    2.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 10  5  1  0
 17 12  1  0
  3 18  1  0
  4 19  1  0
  6 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 12 25  1  0
 13 26  1  0
 13 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Cyclohexyl cinnamic acid	Generator
2-Butenoic acid,3-phenyl, cyclohexyl ester	HMDB
2-Propenoic acid, 3-phenyl-, cyclohexyl ester	HMDB
Cinnamic acid, cyclohexyl ester	HMDB
Cyclohexyl (2E)-3-phenyl-2-propenoate	HMDB
FEMA 2352	HMDB
Cyclohexyl (2Z)-3-phenylprop-2-enoic acid	Generator

Chemical Formula

C₁₅H₁₈O₂

Average Molecular Weight

230.3022

Monoisotopic Molecular Weight

230.13067982

IUPAC Name

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

Traditional Name

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

CAS Registry Number

7779-17-1

SMILES

O=C(OC1CCCCC1)\C=C/C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H18O2/c16-15(17-14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1,3-4,7-8,11-12,14H,2,5-6,9-10H2/b12-11-

InChI Key

GCFAUZGWPDYAJN-QXMHVHEDSA-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

Cellular substructure

Membrane (HMDB: HMDB0037706)
Cell membrane (HMDB: HMDB0037706)

Source

Exogenous

Exogenous (HMDB: HMDB0037706)

Food

Food (HMDB: HMDB0037706)

Endogenous

Plant

Plant (HMDB: HMDB0037706)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0037706)

Biological role

Nutrient (HMDB: HMDB0037706)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	28 °C	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	0.0028 g/L	ALOGPS
logP	4.31	ALOGPS
logP	4.31	ChemAxon
logS	-4.9	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	4	ChemAxon
Refractivity	68.84 m³·mol⁻¹	ChemAxon
Polarizability	26.35 Å³	ChemAxon
Number of Rings	2	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]+	155.031	31661259
DarkChem	[M-H]-	152.179	31661259
DeepCCS	[M+H]+	155.293	30932474
DeepCCS	[M-H]-	152.935	30932474
DeepCCS	[M-2H]-	186.17	30932474
DeepCCS	[M+Na]+	161.387	30932474
AllCCS	[M+H]+	155.6	32859911
AllCCS	[M+H-H2O]+	151.7	32859911
AllCCS	[M+NH4]+	159.3	32859911
AllCCS	[M+Na]+	160.3	32859911
AllCCS	[M-H]-	159.4	32859911
AllCCS	[M+Na-2H]-	159.6	32859911
AllCCS	[M+HCOO]-	159.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cyclohexyl cinnamate	O=C(OC1CCCCC1)\C=C/C1=CC=CC=C1	2685.6	Standard polar	33892256
Cyclohexyl cinnamate	O=C(OC1CCCCC1)\C=C/C1=CC=CC=C1	1903.8	Standard non polar	33892256
Cyclohexyl cinnamate	O=C(OC1CCCCC1)\C=C/C1=CC=CC=C1	1958.5	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 - Cyclohexyl cinnamate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ue9-9700000000-cba26768ab7dbddab441	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclohexyl 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 - Cyclohexyl cinnamate 10V, Positive-QTOF	splash10-001i-3690000000-4e5961c03f1fd3bcbe88	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 20V, Positive-QTOF	splash10-0f89-6910000000-094cb305861db098d7ce	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 40V, Positive-QTOF	splash10-0006-9100000000-b81df763f69c79bd7732	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 10V, Negative-QTOF	splash10-004i-4290000000-58c9193fa5cdddc866e7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 20V, Negative-QTOF	splash10-002b-9430000000-a24aeca0dc64f3885f42	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 40V, Negative-QTOF	splash10-0002-9300000000-df2d64df4cc1f348b319	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 10V, Positive-QTOF	splash10-001i-0930000000-033b4cc53999a779feb3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 20V, Positive-QTOF	splash10-0ue9-0900000000-ef0aaa7c653da930c19b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 40V, Positive-QTOF	splash10-0f89-9400000000-77978b7b4896e9d107b5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 10V, Negative-QTOF	splash10-004i-0390000000-c8e0af18579dba547778	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 20V, Negative-QTOF	splash10-0fb9-2690000000-17d1100c941b024b9a58	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 40V, Negative-QTOF	splash10-004i-9410000000-c720e1bdf3624c2785f0	2021-09-23	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

FDB016834

KNApSAcK ID

Not Available

Chemspider ID

30777199

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14417406

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 Cyclohexyl cinnamate (HMDB0037706)

MOL for HMDB0037706 (Cyclohexyl cinnamate)

3D MOL for HMDB0037706 (Cyclohexyl cinnamate)

3D SDF for HMDB0037706 (Cyclohexyl cinnamate)

3D-SDF for HMDB0037706 (Cyclohexyl cinnamate)

PDB for HMDB0037706 (Cyclohexyl cinnamate)

3D PDB for HMDB0037706 (Cyclohexyl cinnamate)

SMILES for HMDB0037706 (Cyclohexyl cinnamate)

INCHI for HMDB0037706 (Cyclohexyl cinnamate)

Structure for HMDB0037706 (Cyclohexyl cinnamate)

3D Structure for HMDB0037706 (Cyclohexyl cinnamate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra