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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:57:28 UTC

Update Date

2022-03-07 02:54:19 UTC

HMDB ID

HMDB0035018

Secondary Accession Numbers

HMDB35018

Metabolite Identification

Common Name

2-Phenylethyl 3-phenyl-2-propenoate

Description

2-Phenylethyl 3-phenyl-2-propenoate belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. 2-Phenylethyl 3-phenyl-2-propenoate is a balsam, foliage, and heavy tasting compound. Based on a literature review very few articles have been published on 2-Phenylethyl 3-phenyl-2-propenoate.

Structure

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

HMDB0035018
     RDKit          3D
2-Phenylethyl 3-phenyl-2-propenoate
 35 36  0  0  0  0  0  0  0  0999 V2000
    0.1671    1.2858    1.3993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4567    0.7214    0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9208    0.6913    0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6448    0.1262   -0.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1016    0.0668   -0.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9125    0.6090    0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3076    0.5191    0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9215   -0.1167   -0.6390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1106   -0.6613   -1.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7354   -0.5664   -1.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2897    0.1560   -0.5410 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6770    0.2019   -0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3417   -0.4554    0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8160   -0.3360    0.5254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5288    0.7217    1.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8911    0.8311    0.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6170   -0.1376    0.2940 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9389   -1.2079   -0.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5589   -1.3064   -0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4286    1.1588    1.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0906   -0.3314   -1.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4500    1.1129    1.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9277    0.9503    1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9975   -0.1937   -0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5934   -1.1667   -2.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1321   -1.0023   -2.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0925    1.2295   -0.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0302   -0.3266   -1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0305   -1.5411    0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0578   -0.0448    1.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9520    1.4848    1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4105    1.6927    1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7025   -0.0359    0.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5371   -1.9600   -0.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0918   -2.1690   -0.5699 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  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 10  5  1  0
 19 14  1  0
  3 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 12 28  1  0
 13 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 05061308122D          

 19 20  0  0  0  0            999 V2000
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    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
   -0.7145    2.0625    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
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    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
    5.0013    0.4125    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
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    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
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 12 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15  7  2  0  0  0  0
 15  8  1  0  0  0  0
 15 11  1  0  0  0  0
 16  9  2  0  0  0  0
 16 10  1  0  0  0  0
 16 13  1  0  0  0  0
 17 12  1  0  0  0  0
 18 17  2  0  0  0  0
 19 14  1  0  0  0  0
 19 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035018

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C(OCCC1=CC=CC=C1)\C=C\C1=CC=CC=C1

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

> <INCHI_KEY>
MJQVZIANGRDJBT-VAWYXSNFSA-N

> <FORMULA>
C17H16O2

> <MOLECULAR_WEIGHT>
252.3077

> <EXACT_MASS>
252.115029756

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
28.76084521100862

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-phenylethyl (2E)-3-phenylprop-2-enoate

> <ALOGPS_LOGP>
4.25

> <JCHEM_LOGP>
4.528447971666666

> <ALOGPS_LOGS>
-5.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.809585917778162

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
77.19659999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.52e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-phenylethyl (2E)-3-phenylprop-2-enoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035018
     RDKit          3D
2-Phenylethyl 3-phenyl-2-propenoate
 35 36  0  0  0  0  0  0  0  0999 V2000
    0.1671    1.2858    1.3993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4567    0.7214    0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9208    0.6913    0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6448    0.1262   -0.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1016    0.0668   -0.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9125    0.6090    0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3076    0.5191    0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9215   -0.1167   -0.6390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1106   -0.6613   -1.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7354   -0.5664   -1.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2897    0.1560   -0.5410 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6770    0.2019   -0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3417   -0.4554    0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8160   -0.3360    0.5254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5288    0.7217    1.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8911    0.8311    0.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6170   -0.1376    0.2940 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9389   -1.2079   -0.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5589   -1.3064   -0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4286    1.1588    1.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0906   -0.3314   -1.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4500    1.1129    1.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9277    0.9503    1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9975   -0.1937   -0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5934   -1.1667   -2.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1321   -1.0023   -2.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0925    1.2295   -0.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0302   -0.3266   -1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0305   -1.5411    0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0578   -0.0448    1.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9520    1.4848    1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4105    1.6927    1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7025   -0.0359    0.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5371   -1.9600   -0.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0918   -2.1690   -0.5699 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  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 10  5  1  0
 19 14  1  0
  3 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 12 28  1  0
 13 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      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   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   5.390   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   3.080   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   15                                                       
CONECT    8    4   15                                                       
CONECT    9    5   16                                                       
CONECT   10    6   16                                                       
CONECT   11   12   15                                                       
CONECT   12   11   17                                                       
CONECT   13   14   16                                                       
CONECT   14   13   19                                                       
CONECT   15    7    8   11                                                  
CONECT   16    9   10   13                                                  
CONECT   17   12   18   19                                                  
CONECT   18   17                                                            
CONECT   19   14   17                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0035018
HETATM    1  O1  UNL     1       0.167   1.286   1.399  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.457   0.721   0.465  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.921   0.691   0.488  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.645   0.126  -0.442  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.102   0.067  -0.469  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.912   0.609   0.500  1.00  0.00           C  
HETATM    7  C6  UNL     1      -6.308   0.519   0.418  1.00  0.00           C  
HETATM    8  C7  UNL     1      -6.921  -0.117  -0.639  1.00  0.00           C  
HETATM    9  C8  UNL     1      -6.111  -0.661  -1.613  1.00  0.00           C  
HETATM   10  C9  UNL     1      -4.735  -0.566  -1.521  1.00  0.00           C  
HETATM   11  O2  UNL     1       0.290   0.156  -0.541  1.00  0.00           O  
HETATM   12  C10 UNL     1       1.677   0.202  -0.531  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.342  -0.455   0.638  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.816  -0.336   0.525  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.529   0.722   1.050  1.00  0.00           C  
HETATM   16  C14 UNL     1       5.891   0.831   0.945  1.00  0.00           C  
HETATM   17  C15 UNL     1       6.617  -0.138   0.294  1.00  0.00           C  
HETATM   18  C16 UNL     1       5.939  -1.208  -0.242  1.00  0.00           C  
HETATM   19  C17 UNL     1       4.559  -1.306  -0.128  1.00  0.00           C  
HETATM   20  H1  UNL     1      -2.429   1.159   1.315  1.00  0.00           H  
HETATM   21  H2  UNL     1      -2.091  -0.331  -1.254  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.450   1.113   1.339  1.00  0.00           H  
HETATM   23  H4  UNL     1      -6.928   0.950   1.188  1.00  0.00           H  
HETATM   24  H5  UNL     1      -7.997  -0.194  -0.716  1.00  0.00           H  
HETATM   25  H6  UNL     1      -6.593  -1.167  -2.453  1.00  0.00           H  
HETATM   26  H7  UNL     1      -4.132  -1.002  -2.298  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.092   1.230  -0.611  1.00  0.00           H  
HETATM   28  H9  UNL     1       2.030  -0.327  -1.460  1.00  0.00           H  
HETATM   29  H10 UNL     1       2.031  -1.541   0.630  1.00  0.00           H  
HETATM   30  H11 UNL     1       2.058  -0.045   1.621  1.00  0.00           H  
HETATM   31  H12 UNL     1       3.952   1.485   1.563  1.00  0.00           H  
HETATM   32  H13 UNL     1       6.410   1.693   1.379  1.00  0.00           H  
HETATM   33  H14 UNL     1       7.703  -0.036   0.219  1.00  0.00           H  
HETATM   34  H15 UNL     1       6.537  -1.960  -0.751  1.00  0.00           H  
HETATM   35  H16 UNL     1       4.092  -2.169  -0.570  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4    4   20
CONECT    4    5   21
CONECT    5    6    6   10
CONECT    6    7   22
CONECT    7    8    8   23
CONECT    8    9   24
CONECT    9   10   10   25
CONECT   10   26
CONECT   11   12
CONECT   12   13   27   28
CONECT   13   14   29   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

HMDB0035018
     RDKit          3D
2-Phenylethyl 3-phenyl-2-propenoate
 35 36  0  0  0  0  0  0  0  0999 V2000
    0.1671    1.2858    1.3993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4567    0.7214    0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9208    0.6913    0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6448    0.1262   -0.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1016    0.0668   -0.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9125    0.6090    0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3076    0.5191    0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9215   -0.1167   -0.6390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1106   -0.6613   -1.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7354   -0.5664   -1.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2897    0.1560   -0.5410 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6770    0.2019   -0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3417   -0.4554    0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8160   -0.3360    0.5254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5288    0.7217    1.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8911    0.8311    0.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6170   -0.1376    0.2940 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9389   -1.2079   -0.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5589   -1.3064   -0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4286    1.1588    1.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0906   -0.3314   -1.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4500    1.1129    1.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9277    0.9503    1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9975   -0.1937   -0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5934   -1.1667   -2.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1321   -1.0023   -2.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0925    1.2295   -0.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0302   -0.3266   -1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0305   -1.5411    0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0578   -0.0448    1.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9520    1.4848    1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4105    1.6927    1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7025   -0.0359    0.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5371   -1.9600   -0.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0918   -2.1690   -0.5699 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  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 10  5  1  0
 19 14  1  0
  3 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 12 28  1  0
 13 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
2-Phenylethyl 3-phenyl-2-propenoic acid	Generator
2-Phenylethyl (2E)-3-phenyl-2-propenoate	HMDB
2-Phenylethyl cinnamate	HMDB
2-Propenoic acid, 3-phenyl-, 2-phenylethyl ester	HMDB
Benzylcarbinyl cinnamate	HMDB
beta -Phenethyl cinnamate	HMDB
beta -Phenylethyl cinnamate	HMDB
beta-Phenylethyl cinnamate	HMDB
Cinnamic acid, phenethyl ester	HMDB
Cinnamic acid, phenylethyl ester	HMDB
FEMA 2863	HMDB
Phenethyl cinnamate	HMDB
Phenylethyl cinnamate	HMDB
2-Phenylethyl (2E)-3-phenylprop-2-enoic acid	Generator

Chemical Formula

C₁₇H₁₆O₂

Average Molecular Weight

252.3077

Monoisotopic Molecular Weight

252.115029756

IUPAC Name

2-phenylethyl (2E)-3-phenylprop-2-enoate

Traditional Name

2-phenylethyl (2E)-3-phenylprop-2-enoate

CAS Registry Number

103-53-7

SMILES

O=C(OCCC1=CC=CC=C1)\C=C\C1=CC=CC=C1

InChI Identifier

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

InChI Key

MJQVZIANGRDJBT-VAWYXSNFSA-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: HMDB0035018)
Cell membrane (HMDB: HMDB0035018)

Source

Exogenous

Exogenous (HMDB: HMDB0035018)

Food

Food (HMDB: HMDB0035018)

Endogenous

Plant

Plant (HMDB: HMDB0035018)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0035018)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	57 - 59 °C	Not Available
Boiling Point	300.00 to 301.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	2.95 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.283 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0015 g/L	ALOGPS
logP	4.25	ALOGPS
logP	4.53	ChemAxon
logS	-5.2	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	77.2 m³·mol⁻¹	ChemAxon
Polarizability	28.76 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]+	161.602	31661259
DarkChem	[M-H]-	159.369	31661259
DeepCCS	[M+H]+	159.355	30932474
DeepCCS	[M-H]-	156.997	30932474
DeepCCS	[M-2H]-	189.883	30932474
DeepCCS	[M+Na]+	165.448	30932474
AllCCS	[M+H]+	159.3	32859911
AllCCS	[M+H-H2O]+	155.4	32859911
AllCCS	[M+NH4]+	162.9	32859911
AllCCS	[M+Na]+	163.9	32859911
AllCCS	[M-H]-	164.3	32859911
AllCCS	[M+Na-2H]-	163.8	32859911
AllCCS	[M+HCOO]-	163.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.54 minutes	32390414
Predicted by Siyang on May 30, 2022	18.1267 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.07 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2997.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	603.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	236.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	337.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	418.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	823.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	807.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	90.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1769.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	692.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1594.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	479.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	502.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	431.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	449.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Phenylethyl 3-phenyl-2-propenoate	O=C(OCCC1=CC=CC=C1)\C=C\C1=CC=CC=C1	3100.6	Standard polar	33892256
2-Phenylethyl 3-phenyl-2-propenoate	O=C(OCCC1=CC=CC=C1)\C=C\C1=CC=CC=C1	2043.6	Standard non polar	33892256
2-Phenylethyl 3-phenyl-2-propenoate	O=C(OCCC1=CC=CC=C1)\C=C\C1=CC=CC=C1	2186.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 2-Phenylethyl 3-phenyl-2-propenoate EI-B (Non-derivatized)	splash10-0udi-2900000000-1720b7e3472ad3e02bd8	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Phenylethyl 3-phenyl-2-propenoate EI-B (Non-derivatized)	splash10-0udi-2900000000-1720b7e3472ad3e02bd8	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Phenylethyl 3-phenyl-2-propenoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6x-7910000000-1fd278fe728c653634b1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Phenylethyl 3-phenyl-2-propenoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Phenylethyl 3-phenyl-2-propenoate 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 - 2-Phenylethyl 3-phenyl-2-propenoate 10V, Positive-QTOF	splash10-0udi-0690000000-7f9e998ea1981f3233f3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-phenyl-2-propenoate 20V, Positive-QTOF	splash10-0a59-0900000000-60c3dfef038d335f7d1d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-phenyl-2-propenoate 40V, Positive-QTOF	splash10-0pdl-9800000000-4122139c82dbfabcbc68	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-phenyl-2-propenoate 10V, Negative-QTOF	splash10-0ufr-0980000000-327d7cb7d0acf169e806	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-phenyl-2-propenoate 20V, Negative-QTOF	splash10-0fba-0910000000-e42b0f0471e736512a74	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-phenyl-2-propenoate 40V, Negative-QTOF	splash10-0fb9-3900000000-3c05da19664332ddd850	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-phenyl-2-propenoate 10V, Positive-QTOF	splash10-0zfr-0790000000-68f88d07a981f8954d8a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-phenyl-2-propenoate 20V, Positive-QTOF	splash10-0zgi-0910000000-f18828a496fd9fc5faa0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-phenyl-2-propenoate 40V, Positive-QTOF	splash10-0pb9-2900000000-2dd3e55126834690907c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-phenyl-2-propenoate 10V, Negative-QTOF	splash10-0udi-0190000000-47a12eb97337c1c1ade1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-phenyl-2-propenoate 20V, Negative-QTOF	splash10-0udi-5930000000-f6a6ba8c309e7d2b1fe1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-phenyl-2-propenoate 40V, Negative-QTOF	splash10-0fb9-9700000000-8dc88860c660bde2bd4c	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

FDB013623

KNApSAcK ID

C00056361

Chemspider ID

4520510

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5369459

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1006121

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 2-Phenylethyl 3-phenyl-2-propenoate (HMDB0035018)

MOL for HMDB0035018 (2-Phenylethyl 3-phenyl-2-propenoate)

3D MOL for HMDB0035018 (2-Phenylethyl 3-phenyl-2-propenoate)

3D SDF for HMDB0035018 (2-Phenylethyl 3-phenyl-2-propenoate)

3D-SDF for HMDB0035018 (2-Phenylethyl 3-phenyl-2-propenoate)

PDB for HMDB0035018 (2-Phenylethyl 3-phenyl-2-propenoate)

3D PDB for HMDB0035018 (2-Phenylethyl 3-phenyl-2-propenoate)

SMILES for HMDB0035018 (2-Phenylethyl 3-phenyl-2-propenoate)

INCHI for HMDB0035018 (2-Phenylethyl 3-phenyl-2-propenoate)

Structure for HMDB0035018 (2-Phenylethyl 3-phenyl-2-propenoate)

3D Structure for HMDB0035018 (2-Phenylethyl 3-phenyl-2-propenoate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra