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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:57:59 UTC

Update Date

2022-03-07 02:55:28 UTC

HMDB ID

HMDB0037707

Secondary Accession Numbers

HMDB37707

Metabolite Identification

Common Name

Cinnamyl phenylacetate

Description

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

Structure

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

HMDB0037707
     RDKit          3D
Cinnamyl phenylacetate
 35 36  0  0  0  0  0  0  0  0999 V2000
   -1.6048   -1.0771   -0.0934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3503   -0.2132    0.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4123    0.7001    1.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7056    0.4706    0.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6168   -0.4050    1.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8492   -0.6516    0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1836    0.0033   -0.6261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2732    0.8774   -1.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0451    1.1185   -0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0904   -0.1025    1.2905 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0070   -0.9822    0.8790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2570   -0.8367   -0.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3913   -0.4673   -1.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6304   -0.1407   -0.4448 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4732    0.7572   -1.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7315    1.0773   -0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2279    0.5064    0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4243   -0.3895    1.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1273   -0.7117    0.6854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5809    0.6162    2.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1100    1.7740    1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3853   -0.9316    2.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5401   -1.3432    1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1463   -0.1851   -1.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5659    1.3739   -2.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3308    1.7972   -1.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6980   -1.9945    1.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563   -0.6299    1.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4242   -1.0553   -1.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3908   -0.4006   -2.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1258    1.2291   -1.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3699    1.7769   -1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2132    0.7550    0.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8036   -0.8416    2.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6389   -1.4738    1.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  9  4  1  0
 19 14  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END


  Mrv0541 05061309582D          

 19 20  0  0  0  0            999 V2000
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    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
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    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
    2.1434    4.5375    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
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    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
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    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  2  0  0  0  0
  6  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  2  0  0  0  0
 10  5  1  0  0  0  0
 11  6  2  0  0  0  0
 12  7  2  0  0  0  0
 13  7  1  0  0  0  0
 15  8  2  0  0  0  0
 15  9  1  0  0  0  0
 15 12  1  0  0  0  0
 16 10  2  0  0  0  0
 16 11  1  0  0  0  0
 16 14  1  0  0  0  0
 17 14  1  0  0  0  0
 18 17  2  0  0  0  0
 19 13  1  0  0  0  0
 19 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037707

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C(CC1=CC=CC=C1)OC\C=C/C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O2/c18-17(14-16-10-5-2-6-11-16)19-13-7-12-15-8-3-1-4-9-15/h1-12H,13-14H2/b12-7-

> <INCHI_KEY>
SFXQCOMMEMBETJ-GHXNOFRVSA-N

> <FORMULA>
C17H16O2

> <MOLECULAR_WEIGHT>
252.3077

> <EXACT_MASS>
252.115029756

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
28.41463248747155

> <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-phenylacetate

> <ALOGPS_LOGP>
4.25

> <JCHEM_LOGP>
4.091276952000001

> <ALOGPS_LOGS>
-5.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.096859594038657

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
77.0659

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.07e-03 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037707
     RDKit          3D
Cinnamyl phenylacetate
 35 36  0  0  0  0  0  0  0  0999 V2000
   -1.6048   -1.0771   -0.0934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3503   -0.2132    0.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4123    0.7001    1.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7056    0.4706    0.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6168   -0.4050    1.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8492   -0.6516    0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1836    0.0033   -0.6261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2732    0.8774   -1.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0451    1.1185   -0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0904   -0.1025    1.2905 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0070   -0.9822    0.8790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2570   -0.8367   -0.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3913   -0.4673   -1.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6304   -0.1407   -0.4448 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4732    0.7572   -1.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7315    1.0773   -0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2279    0.5064    0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4243   -0.3895    1.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1273   -0.7117    0.6854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5809    0.6162    2.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1100    1.7740    1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3853   -0.9316    2.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5401   -1.3432    1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1463   -0.1851   -1.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5659    1.3739   -2.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3308    1.7972   -1.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6980   -1.9945    1.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563   -0.6299    1.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4242   -1.0553   -1.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3908   -0.4006   -2.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1258    1.2291   -1.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3699    1.7769   -1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2132    0.7550    0.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8036   -0.8416    2.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6389   -1.4738    1.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  9  4  1  0
 19 14  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 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       6.668   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
CONECT    1    3    4                                                       
CONECT    2    5    6                                                       
CONECT    3    1    8                                                       
CONECT    4    1    9                                                       
CONECT    5    2   10                                                       
CONECT    6    2   11                                                       
CONECT    7   12   13                                                       
CONECT    8    3   15                                                       
CONECT    9    4   15                                                       
CONECT   10    5   16                                                       
CONECT   11    6   16                                                       
CONECT   12    7   15                                                       
CONECT   13    7   19                                                       
CONECT   14   16   17                                                       
CONECT   15    8    9   12                                                  
CONECT   16   10   11   14                                                  
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   13   17                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0037707
HETATM    1  O1  UNL     1      -1.605  -1.077  -0.093  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.350  -0.213   0.763  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.412   0.700   1.215  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.706   0.471   0.570  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.617  -0.405   1.122  1.00  0.00           C  
HETATM    6  C5  UNL     1      -5.849  -0.652   0.547  1.00  0.00           C  
HETATM    7  C6  UNL     1      -6.184   0.003  -0.626  1.00  0.00           C  
HETATM    8  C7  UNL     1      -5.273   0.877  -1.176  1.00  0.00           C  
HETATM    9  C8  UNL     1      -4.045   1.118  -0.596  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.090  -0.103   1.290  1.00  0.00           O  
HETATM   11  C9  UNL     1       1.007  -0.982   0.879  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.257  -0.837  -0.530  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.391  -0.467  -1.050  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.630  -0.141  -0.445  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.473   0.757  -1.095  1.00  0.00           C  
HETATM   16  C14 UNL     1       5.732   1.077  -0.656  1.00  0.00           C  
HETATM   17  C15 UNL     1       6.228   0.506   0.479  1.00  0.00           C  
HETATM   18  C16 UNL     1       5.424  -0.389   1.151  1.00  0.00           C  
HETATM   19  C17 UNL     1       4.127  -0.712   0.685  1.00  0.00           C  
HETATM   20  H1  UNL     1      -2.581   0.616   2.329  1.00  0.00           H  
HETATM   21  H2  UNL     1      -2.110   1.774   1.059  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.385  -0.932   2.036  1.00  0.00           H  
HETATM   23  H4  UNL     1      -6.540  -1.343   1.004  1.00  0.00           H  
HETATM   24  H5  UNL     1      -7.146  -0.185  -1.081  1.00  0.00           H  
HETATM   25  H6  UNL     1      -5.566   1.374  -2.094  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.331   1.797  -1.017  1.00  0.00           H  
HETATM   27  H8  UNL     1       0.698  -1.994   1.148  1.00  0.00           H  
HETATM   28  H9  UNL     1       1.856  -0.630   1.493  1.00  0.00           H  
HETATM   29  H10 UNL     1       0.424  -1.055  -1.228  1.00  0.00           H  
HETATM   30  H11 UNL     1       2.391  -0.401  -2.174  1.00  0.00           H  
HETATM   31  H12 UNL     1       4.126   1.229  -1.990  1.00  0.00           H  
HETATM   32  H13 UNL     1       6.370   1.777  -1.170  1.00  0.00           H  
HETATM   33  H14 UNL     1       7.213   0.755   0.827  1.00  0.00           H  
HETATM   34  H15 UNL     1       5.804  -0.842   2.040  1.00  0.00           H  
HETATM   35  H16 UNL     1       3.639  -1.474   1.279  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   10
CONECT    3    4   20   21
CONECT    4    5    5    9
CONECT    5    6   22
CONECT    6    7    7   23
CONECT    7    8   24
CONECT    8    9    9   25
CONECT    9   26
CONECT   10   11
CONECT   11   12   27   28
CONECT   12   13   13   29
CONECT   13   14   30
CONECT   14   15   15   19
CONECT   15   16   31
CONECT   16   17   17   32
CONECT   17   18   33
CONECT   18   19   19   34
CONECT   19   35
END

HMDB0037707
     RDKit          3D
Cinnamyl phenylacetate
 35 36  0  0  0  0  0  0  0  0999 V2000
   -1.6048   -1.0771   -0.0934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3503   -0.2132    0.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4123    0.7001    1.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7056    0.4706    0.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6168   -0.4050    1.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8492   -0.6516    0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1836    0.0033   -0.6261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2732    0.8774   -1.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0451    1.1185   -0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0904   -0.1025    1.2905 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0070   -0.9822    0.8790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2570   -0.8367   -0.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3913   -0.4673   -1.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6304   -0.1407   -0.4448 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4732    0.7572   -1.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7315    1.0773   -0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2279    0.5064    0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4243   -0.3895    1.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1273   -0.7117    0.6854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5809    0.6162    2.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1100    1.7740    1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3853   -0.9316    2.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5401   -1.3432    1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1463   -0.1851   -1.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5659    1.3739   -2.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3308    1.7972   -1.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6980   -1.9945    1.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563   -0.6299    1.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4242   -1.0553   -1.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3908   -0.4006   -2.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1258    1.2291   -1.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3699    1.7769   -1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2132    0.7550    0.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8036   -0.8416    2.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6389   -1.4738    1.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  9  4  1  0
 19 14  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Cinnamyl phenylacetic acid	Generator
(2E)-3-Phenyl-2-propenyl phenylacetate	HMDB
3-Phenyl-2-propen-1-yl phenylacetate	HMDB
3-Phenyl-2-propenyl benzeneacetate	HMDB
3-Phenylallyl phenylacetate	HMDB
Acetic acid, phenyl-, cinnamyl ester	HMDB
Benzeneacetic acid, 3-phenyl-2-propenyl ester	HMDB
Benzeneacetic acid, 3-phenyl-2-propyl ester	HMDB
Cinnamyl 2-phenylacetate	HMDB
Cinnamyl alpha-toluate	HMDB
FEMA 2300	HMDB
(2Z)-3-Phenylprop-2-en-1-yl 2-phenylacetic acid	Generator

Chemical Formula

C₁₇H₁₆O₂

Average Molecular Weight

252.3077

Monoisotopic Molecular Weight

252.115029756

IUPAC Name

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

Traditional Name

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

CAS Registry Number

7492-65-1

SMILES

O=C(CC1=CC=CC=C1)OC\C=C/C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H16O2/c18-17(14-16-10-5-2-6-11-16)19-13-7-12-15-8-3-1-4-9-15/h1-12H,13-14H2/b12-7-

InChI Key

SFXQCOMMEMBETJ-GHXNOFRVSA-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

Cell membrane (HMDB: HMDB0037707)

Cellular substructure

Membrane (HMDB: HMDB0037707)

Source

Exogenous

Food

Food (HMDB: HMDB0037707)

Not Available

Nutrient (HMDB: HMDB0037707)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0037707)

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	0.0021 g/L	ALOGPS
logP	4.25	ALOGPS
logP	4.09	ChemAxon
logS	-5.1	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	6	ChemAxon
Refractivity	77.07 m³·mol⁻¹	ChemAxon
Polarizability	28.41 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]+	160.477	31661259
DarkChem	[M-H]-	157.304	31661259
DeepCCS	[M+H]+	158.728	30932474
DeepCCS	[M-H]-	156.37	30932474
DeepCCS	[M-2H]-	189.256	30932474
DeepCCS	[M+Na]+	164.821	30932474
AllCCS	[M+H]+	159.4	32859911
AllCCS	[M+H-H2O]+	155.5	32859911
AllCCS	[M+NH4]+	162.9	32859911
AllCCS	[M+Na]+	164.0	32859911
AllCCS	[M-H]-	164.4	32859911
AllCCS	[M+Na-2H]-	164.0	32859911
AllCCS	[M+HCOO]-	163.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cinnamyl phenylacetate	O=C(CC1=CC=CC=C1)OC\C=C/C1=CC=CC=C1	3050.9	Standard polar	33892256
Cinnamyl phenylacetate	O=C(CC1=CC=CC=C1)OC\C=C/C1=CC=CC=C1	1985.2	Standard non polar	33892256
Cinnamyl phenylacetate	O=C(CC1=CC=CC=C1)OC\C=C/C1=CC=CC=C1	2149.3	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 phenylacetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9300000000-9de9e92d90fa53c8930a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cinnamyl phenylacetate 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 phenylacetate 10V, Positive-QTOF	splash10-0uxr-1890000000-dddcea0f9dd1e412a7f7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl phenylacetate 20V, Positive-QTOF	splash10-014i-1900000000-bcea9262a52e832793c7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl phenylacetate 40V, Positive-QTOF	splash10-0006-9500000000-8daa37dc097da2627fdb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl phenylacetate 10V, Negative-QTOF	splash10-0uxr-1960000000-866256eb828a68a1aaa1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl phenylacetate 20V, Negative-QTOF	splash10-014r-1900000000-0d1f713c97ab92469117	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl phenylacetate 40V, Negative-QTOF	splash10-014l-4900000000-23947b673e5c1f1f1a98	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl phenylacetate 10V, Positive-QTOF	splash10-014r-2910000000-3495a241f9c1a704b8ea	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl phenylacetate 20V, Positive-QTOF	splash10-00kf-7910000000-1e84ae340de17a225158	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl phenylacetate 40V, Positive-QTOF	splash10-00kf-9500000000-b204915b92c2c8bbc5bb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl phenylacetate 10V, Negative-QTOF	splash10-0udi-1190000000-0cbb5c69af336aede2e2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl phenylacetate 20V, Negative-QTOF	splash10-0006-9310000000-f8c90b525d99470a3ba2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl phenylacetate 40V, Negative-QTOF	splash10-0006-9200000000-d2a3671327024f2ef05c	2021-09-24	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

FDB016835

KNApSAcK ID

Not Available

Chemspider ID

30777200

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92468421

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 Cinnamyl phenylacetate (HMDB0037707)

MOL for HMDB0037707 (Cinnamyl phenylacetate)

3D MOL for HMDB0037707 (Cinnamyl phenylacetate)

3D SDF for HMDB0037707 (Cinnamyl phenylacetate)

3D-SDF for HMDB0037707 (Cinnamyl phenylacetate)

PDB for HMDB0037707 (Cinnamyl phenylacetate)

3D PDB for HMDB0037707 (Cinnamyl phenylacetate)

SMILES for HMDB0037707 (Cinnamyl phenylacetate)

INCHI for HMDB0037707 (Cinnamyl phenylacetate)

Structure for HMDB0037707 (Cinnamyl phenylacetate)

3D Structure for HMDB0037707 (Cinnamyl phenylacetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra