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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:32:08 UTC

Update Date

2022-03-07 02:52:15 UTC

HMDB ID

HMDB0029700

Secondary Accession Numbers

HMDB29700

Metabolite Identification

Common Name

Cinnamyl benzoate

Description

Cinnamyl benzoate belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Based on a literature review very few articles have been published on Cinnamyl benzoate.

Structure

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

HMDB0029700
     RDKit          3D
Cinnamyl benzoate
 32 33  0  0  0  0  0  0  0  0999 V2000
   -0.8515   -0.6926    1.0910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7319    0.1691    0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4248    1.4908    1.1290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1881    1.8226    1.6769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9596    1.4281    0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8882    0.5912    1.1804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0245    0.1665    0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9471   -0.7233    0.8880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0443   -1.1585    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2597   -0.7100   -1.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3465    0.1787   -1.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2419    0.6119   -0.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0166   -0.2222    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2743   -1.5437   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4920   -1.9427   -0.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4441   -0.9785   -0.8257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2123    0.3479   -0.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9853    0.7141   -0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1416    2.9458    1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0203    1.4578    2.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0175    1.8456   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7816    0.1976    2.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7692   -1.0770    1.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7438   -1.8615    0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1162   -1.0498   -1.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5078    0.5395   -2.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5750    1.2965   -1.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5641   -2.3401    0.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6803   -2.9810   -0.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3834   -1.3332   -1.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9879    1.0606   -0.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8244    1.7499    0.1785 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12  7  1  0
 18 13  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
M  END

  Mrv0541 02241219332D          

 18 19  0  0  0  0            999 V2000
    1.7638    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0421    0.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4747    0.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1927   -0.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9071    0.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1927    0.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9071   -1.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6216   -0.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6216    0.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3312   -0.0185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3868    0.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3939    1.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121    0.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -0.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -0.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -1.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977   -0.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977   -0.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  3  6  1  0  0  0  0
  6  4  2  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  5  9  2  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 18  1  0  0  0  0
 11 12  2  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029700

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O2/c17-16(15-11-5-2-6-12-15)18-13-7-10-14-8-3-1-4-9-14/h1-12H,13H2/b10-7+

> <INCHI_KEY>
UARVBDPGNUHYQT-JXMROGBWSA-N

> <FORMULA>
C16H14O2

> <MOLECULAR_WEIGHT>
238.2812

> <EXACT_MASS>
238.099379692

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.566622138119918

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-phenylprop-2-en-1-yl benzoate

> <ALOGPS_LOGP>
4.09

> <JCHEM_LOGP>
4.311111570666667

> <ALOGPS_LOGS>
-4.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.899832990459676

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
73.01450000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.93e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-phenylprop-2-en-1-yl benzoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0029700
     RDKit          3D
Cinnamyl benzoate
 32 33  0  0  0  0  0  0  0  0999 V2000
   -0.8515   -0.6926    1.0910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7319    0.1691    0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4248    1.4908    1.1290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1881    1.8226    1.6769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9596    1.4281    0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8882    0.5912    1.1804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0245    0.1665    0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9471   -0.7233    0.8880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0443   -1.1585    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2597   -0.7100   -1.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3465    0.1787   -1.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2419    0.6119   -0.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0166   -0.2222    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2743   -1.5437   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4920   -1.9427   -0.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4441   -0.9785   -0.8257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2123    0.3479   -0.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9853    0.7141   -0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1416    2.9458    1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0203    1.4578    2.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0175    1.8456   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7816    0.1976    2.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7692   -1.0770    1.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7438   -1.8615    0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1162   -1.0498   -1.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5078    0.5395   -2.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5750    1.2965   -1.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5641   -2.3401    0.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6803   -2.9810   -0.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3834   -1.3332   -1.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9879    1.0606   -0.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8244    1.7499    0.1785 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12  7  1  0
 18 13  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       3.292   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.945   0.747   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.619   0.782   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.960  -1.517   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.293   0.793   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.960   0.023   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.293  -2.287   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.627  -1.517   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.627   0.023   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.618  -0.035   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.722   0.724   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.735   2.264   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.383   0.713   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.716  -0.057   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.716  -1.597   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.383  -2.367   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.049  -1.597   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.049  -0.057   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1   10                                                       
CONECT    3    1    6                                                       
CONECT    4    6    7                                                       
CONECT    5    6    9                                                       
CONECT    6    3    4    5                                                  
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    5                                                       
CONECT   10    2   11                                                       
CONECT   11   10   18   12                                                  
CONECT   12   11                                                            
CONECT   13   14   18                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   11   17   13                                                  
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0029700
HETATM    1  O1  UNL     1      -0.851  -0.693   1.091  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.732   0.169   0.838  1.00  0.00           C  
HETATM    3  O2  UNL     1      -1.425   1.491   1.129  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.188   1.823   1.677  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.960   1.428   0.789  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.888   0.591   1.180  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.024   0.167   0.374  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.947  -0.723   0.888  1.00  0.00           C  
HETATM    9  C7  UNL     1       5.044  -1.159   0.164  1.00  0.00           C  
HETATM   10  C8  UNL     1       5.260  -0.710  -1.123  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.346   0.179  -1.649  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.242   0.612  -0.909  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.017  -0.222   0.263  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.274  -1.544  -0.008  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.492  -1.943  -0.556  1.00  0.00           C  
HETATM   16  C14 UNL     1      -5.444  -0.979  -0.826  1.00  0.00           C  
HETATM   17  C15 UNL     1      -5.212   0.348  -0.565  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.985   0.714  -0.017  1.00  0.00           C  
HETATM   19  H1  UNL     1      -0.142   2.946   1.731  1.00  0.00           H  
HETATM   20  H2  UNL     1      -0.020   1.458   2.692  1.00  0.00           H  
HETATM   21  H3  UNL     1       1.017   1.846  -0.194  1.00  0.00           H  
HETATM   22  H4  UNL     1       1.782   0.198   2.186  1.00  0.00           H  
HETATM   23  H5  UNL     1       3.769  -1.077   1.915  1.00  0.00           H  
HETATM   24  H6  UNL     1       5.744  -1.861   0.614  1.00  0.00           H  
HETATM   25  H7  UNL     1       6.116  -1.050  -1.689  1.00  0.00           H  
HETATM   26  H8  UNL     1       4.508   0.539  -2.666  1.00  0.00           H  
HETATM   27  H9  UNL     1       2.575   1.296  -1.369  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.564  -2.340   0.184  1.00  0.00           H  
HETATM   29  H11 UNL     1      -4.680  -2.981  -0.763  1.00  0.00           H  
HETATM   30  H12 UNL     1      -6.383  -1.333  -1.255  1.00  0.00           H  
HETATM   31  H13 UNL     1      -5.988   1.061  -0.794  1.00  0.00           H  
HETATM   32  H14 UNL     1      -3.824   1.750   0.178  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   13
CONECT    3    4
CONECT    4    5   19   20
CONECT    5    6    6   21
CONECT    6    7   22
CONECT    7    8    8   12
CONECT    8    9   23
CONECT    9   10   10   24
CONECT   10   11   25
CONECT   11   12   12   26
CONECT   12   27
CONECT   13   14   14   18
CONECT   14   15   28
CONECT   15   16   16   29
CONECT   16   17   30
CONECT   17   18   18   31
CONECT   18   32
END

HMDB0029700
     RDKit          3D
Cinnamyl benzoate
 32 33  0  0  0  0  0  0  0  0999 V2000
   -0.8515   -0.6926    1.0910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7319    0.1691    0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4248    1.4908    1.1290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1881    1.8226    1.6769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9596    1.4281    0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8882    0.5912    1.1804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0245    0.1665    0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9471   -0.7233    0.8880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0443   -1.1585    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2597   -0.7100   -1.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3465    0.1787   -1.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2419    0.6119   -0.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0166   -0.2222    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2743   -1.5437   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4920   -1.9427   -0.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4441   -0.9785   -0.8257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2123    0.3479   -0.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9853    0.7141   -0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1416    2.9458    1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0203    1.4578    2.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0175    1.8456   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7816    0.1976    2.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7692   -1.0770    1.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7438   -1.8615    0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1162   -1.0498   -1.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5078    0.5395   -2.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5750    1.2965   -1.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5641   -2.3401    0.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6803   -2.9810   -0.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3834   -1.3332   -1.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9879    1.0606   -0.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8244    1.7499    0.1785 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12  7  1  0
 18 13  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Cinnamyl benzoic acid	Generator
(e)-Cinnamyl benzoate	HMDB
(e)-Cinnamyl benzoic acid	HMDB
trans-Cinnamyl benzoate	HMDB
(2E)-3-Phenylprop-2-en-1-yl benzoic acid	HMDB
trans-Cinnamyl benzoic acid	HMDB
Cinnamyl benzoate	MeSH

Chemical Formula

C₁₆H₁₄O₂

Average Molecular Weight

238.2812

Monoisotopic Molecular Weight

238.099379692

IUPAC Name

(2E)-3-phenylprop-2-en-1-yl benzoate

Traditional Name

(2E)-3-phenylprop-2-en-1-yl benzoate

CAS Registry Number

50555-04-9

SMILES

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

InChI Identifier

InChI=1S/C16H14O2/c17-16(15-11-5-2-6-12-15)18-13-7-10-14-8-3-1-4-9-14/h1-12H,13H2/b10-7+

InChI Key

UARVBDPGNUHYQT-JXMROGBWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Benzoate ester
Styrene
Benzoyl
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0029700)

Source

Exogenous

Exogenous (HMDB: HMDB0029700)

Endogenous

Endogenous (HMDB: HMDB0029700)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	38.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	5.8 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0039 g/L	ALOGPS
logP	4.09	ALOGPS
logP	4.31	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Basic)	-6.9	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	73.01 m³·mol⁻¹	ChemAxon
Polarizability	26.57 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]+	157.035	31661259
DarkChem	[M-H]-	157.383	31661259
DeepCCS	[M+H]+	155.126	30932474
DeepCCS	[M-H]-	152.73	30932474
DeepCCS	[M-2H]-	185.756	30932474
DeepCCS	[M+Na]+	161.122	30932474
AllCCS	[M+H]+	155.0	32859911
AllCCS	[M+H-H2O]+	150.9	32859911
AllCCS	[M+NH4]+	158.7	32859911
AllCCS	[M+Na]+	159.8	32859911
AllCCS	[M-H]-	159.2	32859911
AllCCS	[M+Na-2H]-	158.8	32859911
AllCCS	[M+HCOO]-	158.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cinnamyl benzoate	O=C(OC\C=C\C1=CC=CC=C1)C1=CC=CC=C1	2935.1	Standard polar	33892256
Cinnamyl benzoate	O=C(OC\C=C\C1=CC=CC=C1)C1=CC=CC=C1	2041.2	Standard non polar	33892256
Cinnamyl benzoate	O=C(OC\C=C\C1=CC=CC=C1)C1=CC=CC=C1	2082.3	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 benzoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aor-5900000000-62317c4a7f63fc4157c9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cinnamyl benzoate 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 benzoate 10V, Negative-QTOF	splash10-000i-0690000000-8e818c9b0f1f29fc6491	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl benzoate 20V, Negative-QTOF	splash10-00di-2910000000-b078eb5d463c89da1e2b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl benzoate 40V, Negative-QTOF	splash10-0fi0-7900000000-cc0fa1ccd90cc1224cfb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl benzoate 10V, Negative-QTOF	splash10-01bi-0920000000-4b5ac138aee24d6f0079	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl benzoate 20V, Negative-QTOF	splash10-004i-9300000000-d3b281bdf9ece59510bd	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl benzoate 40V, Negative-QTOF	splash10-004i-9000000000-5be041d30718e0479cdc	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl benzoate 10V, Positive-QTOF	splash10-00kr-1970000000-f826f51f1ffe23f884dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl benzoate 20V, Positive-QTOF	splash10-014i-0900000000-13a40009c12280ae6b99	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl benzoate 40V, Positive-QTOF	splash10-0a4i-5900000000-a5c8165b70dd84fee9df	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl benzoate 10V, Positive-QTOF	splash10-014i-0910000000-413c5f1fd225fa73e226	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl benzoate 20V, Positive-QTOF	splash10-014l-6900000000-50807cfee9ad73c0a56d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinnamyl benzoate 40V, Positive-QTOF	splash10-066u-9600000000-e8c4afc4052894081c4a	2021-09-25	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

FDB009180

KNApSAcK ID

Not Available

Chemspider ID

4644769

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5705112

PDB ID

Not Available

ChEBI ID

724725

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1081401

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for Cinnamyl benzoate (HMDB0029700)

MOL for HMDB0029700 (Cinnamyl benzoate)

3D MOL for HMDB0029700 (Cinnamyl benzoate)

3D SDF for HMDB0029700 (Cinnamyl benzoate)

3D-SDF for HMDB0029700 (Cinnamyl benzoate)

PDB for HMDB0029700 (Cinnamyl benzoate)

3D PDB for HMDB0029700 (Cinnamyl benzoate)

SMILES for HMDB0029700 (Cinnamyl benzoate)

INCHI for HMDB0029700 (Cinnamyl benzoate)

Structure for HMDB0029700 (Cinnamyl benzoate)

3D Structure for HMDB0029700 (Cinnamyl benzoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra