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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:09:38 UTC

Update Date

2022-03-07 02:56:17 UTC

HMDB ID

HMDB0039633

Secondary Accession Numbers

HMDB39633

Metabolite Identification

Common Name

N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide

Description

N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide belongs to the class of organic compounds known as cinnamic acid amides. These are amides of cinnamic acids. Cinnamic acid is an aromatic compound containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide has been detected, but not quantified in, fruits. This could make N-[2-ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide.

Structure

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

HMDB0039633
     RDKit          3D
N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide
 47 48  0  0  0  0  0  0  0  0999 V2000
   -3.5277   -0.5826   -4.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3848   -0.7778   -3.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3065    0.3621   -2.8883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3297    0.4151   -1.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2764    1.4284   -2.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7939    1.4952   -1.2057 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6386    0.3786   -0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4244   -0.6900   -1.5388 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7270    0.4331    0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4702   -0.6252    0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -0.5745    1.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9149    0.4915    2.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9675    0.4353    2.9025 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6997   -0.7135    3.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3523   -1.8043    2.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3103   -1.7379    1.4448 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.4526    0.5152    4.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 02241211372D          

 24 25  0  0  0  0            999 V2000
   -3.2151   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3572   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0039633

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H23NO3/c1-3-24-19(17-10-12-18(23-2)13-11-17)15-21-20(22)14-9-16-7-5-4-6-8-16/h4-14,19H,3,15H2,1-2H3,(H,21,22)/b14-9+

> <INCHI_KEY>
LXXLURHVWSXSJP-NTEUORMPSA-N

> <FORMULA>
C20H23NO3

> <MOLECULAR_WEIGHT>
325.4015

> <EXACT_MASS>
325.167793607

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
37.09059677924614

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-N-[2-ethoxy-2-(4-methoxyphenyl)ethyl]-3-phenylprop-2-enamide

> <ALOGPS_LOGP>
3.36

> <JCHEM_LOGP>
3.489221079999999

> <ALOGPS_LOGS>
-5.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.635094903710115

> <JCHEM_PKA_STRONGEST_BASIC>
1.107955232106985

> <JCHEM_POLAR_SURFACE_AREA>
47.56

> <JCHEM_REFRACTIVITY>
96.31690000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.78e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-N-[2-ethoxy-2-(4-methoxyphenyl)ethyl]-3-phenylprop-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039633
     RDKit          3D
N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide
 47 48  0  0  0  0  0  0  0  0999 V2000
   -3.5277   -0.5826   -4.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3848   -0.7778   -3.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3065    0.3621   -2.8883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3297    0.4151   -1.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2764    1.4284   -2.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7939    1.4952   -1.2057 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6386    0.3786   -0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4244   -0.6900   -1.5388 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7270    0.4331    0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4702   -0.6252    0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -0.5745    1.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9149    0.4915    2.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6997   -0.7135    3.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3523   -1.8043    2.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3103   -1.7379    1.4448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0489    0.6926   -0.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0226   -0.1997   -0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7490   -0.0134    0.9659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5473    1.0966    1.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3062    1.2587    2.8789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2691    0.3242    3.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
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 23 46  1  0
 24 47  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      -6.002  -1.155   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.002  -2.695   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.668  -3.465   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.334  -2.695   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.334  -1.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.668  -0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.001  -0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.667  -1.155   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.001   1.155   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       0.667  -0.385   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.001  -1.155   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.334  -0.385   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.001  -2.695   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.668  -1.155   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.002  -0.385   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.335  -1.155   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.669  -0.385   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.669   1.155   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.335   1.925   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.002   1.155   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -7.335  -3.465   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -8.669  -2.695   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.334   1.925   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.334   3.465   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7   10                                                       
CONECT    9    7   23                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11   14                                                       
CONECT   13   11                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21    2   22                                                       
CONECT   22   21                                                            
CONECT   23    9   24                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0039633
HETATM    1  C1  UNL     1      -3.528  -0.583  -4.620  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.385  -0.778  -3.614  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.307   0.362  -2.888  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.330   0.415  -1.900  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.276   1.428  -2.168  1.00  0.00           C  
HETATM    6  N1  UNL     1       0.794   1.495  -1.206  1.00  0.00           N  
HETATM    7  C5  UNL     1       1.639   0.379  -0.918  1.00  0.00           C  
HETATM    8  O2  UNL     1       1.424  -0.690  -1.539  1.00  0.00           O  
HETATM    9  C6  UNL     1       2.727   0.433   0.059  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.470  -0.625   0.282  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.547  -0.574   1.247  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.915   0.492   2.002  1.00  0.00           C  
HETATM   13  C10 UNL     1       5.968   0.435   2.902  1.00  0.00           C  
HETATM   14  C11 UNL     1       6.700  -0.714   3.079  1.00  0.00           C  
HETATM   15  C12 UNL     1       6.352  -1.804   2.332  1.00  0.00           C  
HETATM   16  C13 UNL     1       5.310  -1.738   1.445  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.049   0.693  -0.638  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.023  -0.200  -0.169  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.749  -0.013   0.966  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.547   1.097   1.722  1.00  0.00           C  
HETATM   21  O3  UNL     1      -4.306   1.259   2.879  1.00  0.00           O  
HETATM   22  C18 UNL     1      -5.269   0.324   3.295  1.00  0.00           C  
HETATM   23  C19 UNL     1      -2.607   2.018   1.324  1.00  0.00           C  
HETATM   24  C20 UNL     1      -1.870   1.807   0.151  1.00  0.00           C  
HETATM   25  H1  UNL     1      -3.457  -1.341  -5.433  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.463  -0.737  -4.043  1.00  0.00           H  
HETATM   27  H3  UNL     1      -3.553   0.454  -5.003  1.00  0.00           H  
HETATM   28  H4  UNL     1      -1.455  -1.073  -4.136  1.00  0.00           H  
HETATM   29  H5  UNL     1      -2.678  -1.634  -2.985  1.00  0.00           H  
HETATM   30  H6  UNL     1      -0.840  -0.593  -1.921  1.00  0.00           H  
HETATM   31  H7  UNL     1      -0.730   2.467  -2.181  1.00  0.00           H  
HETATM   32  H8  UNL     1       0.140   1.342  -3.215  1.00  0.00           H  
HETATM   33  H9  UNL     1       1.053   2.365  -0.653  1.00  0.00           H  
HETATM   34  H10 UNL     1       2.928   1.334   0.601  1.00  0.00           H  
HETATM   35  H11 UNL     1       3.295  -1.571  -0.255  1.00  0.00           H  
HETATM   36  H12 UNL     1       4.380   1.418   1.908  1.00  0.00           H  
HETATM   37  H13 UNL     1       6.240   1.297   3.491  1.00  0.00           H  
HETATM   38  H14 UNL     1       7.520  -0.734   3.790  1.00  0.00           H  
HETATM   39  H15 UNL     1       6.907  -2.736   2.441  1.00  0.00           H  
HETATM   40  H16 UNL     1       5.080  -2.627   0.882  1.00  0.00           H  
HETATM   41  H17 UNL     1      -3.200  -1.099  -0.759  1.00  0.00           H  
HETATM   42  H18 UNL     1      -4.484  -0.783   1.230  1.00  0.00           H  
HETATM   43  H19 UNL     1      -4.949  -0.722   3.216  1.00  0.00           H  
HETATM   44  H20 UNL     1      -6.254   0.470   2.798  1.00  0.00           H  
HETATM   45  H21 UNL     1      -5.453   0.515   4.393  1.00  0.00           H  
HETATM   46  H22 UNL     1      -2.468   2.881   1.935  1.00  0.00           H  
HETATM   47  H23 UNL     1      -1.160   2.556  -0.128  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4
CONECT    4    5   17   30
CONECT    5    6   31   32
CONECT    6    7   33
CONECT    7    8    8    9
CONECT    9   10   10   34
CONECT   10   11   35
CONECT   11   12   12   16
CONECT   12   13   36
CONECT   13   14   14   37
CONECT   14   15   38
CONECT   15   16   16   39
CONECT   16   40
CONECT   17   18   18   24
CONECT   18   19   41
CONECT   19   20   20   42
CONECT   20   21   23
CONECT   21   22
CONECT   22   43   44   45
CONECT   23   24   24   46
CONECT   24   47
END

HMDB0039633
     RDKit          3D
N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide
 47 48  0  0  0  0  0  0  0  0999 V2000
   -3.5277   -0.5826   -4.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3848   -0.7778   -3.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3065    0.3621   -2.8883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3297    0.4151   -1.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2764    1.4284   -2.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7939    1.4952   -1.2057 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6386    0.3786   -0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4244   -0.6900   -1.5388 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7270    0.4331    0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4702   -0.6252    0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -0.5745    1.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9149    0.4915    2.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9675    0.4353    2.9025 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6997   -0.7135    3.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3523   -1.8043    2.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3103   -1.7379    1.4448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0489    0.6926   -0.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0226   -0.1997   -0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7490   -0.0134    0.9659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5473    1.0966    1.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3062    1.2587    2.8789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2691    0.3242    3.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6070    2.0178    1.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8699    1.8068    0.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4575   -1.3406   -5.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4628   -0.7367   -4.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5529    0.4537   -5.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4555   -1.0730   -4.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6784   -1.6343   -2.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8397   -0.5929   -1.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7303    2.4670   -2.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1404    1.3423   -3.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0530    2.3653   -0.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    1.3337    0.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2952   -1.5708   -0.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3798    1.4180    1.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2405    1.2973    3.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5195   -0.7337    3.7899 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9068   -2.7358    2.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0801   -2.6272    0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2000   -1.0993   -0.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4841   -0.7834    1.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9490   -0.7219    3.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2538    0.4699    2.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4526    0.5152    4.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4678    2.8806    1.9355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1597    2.5562   -0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  4 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 16 11  1  0
 24 17  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  9 34  1  0
 10 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Aegle marmelos alkaloid b	HMDB
(2E)-N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]-3-phenylprop-2-enimidate	Generator

Chemical Formula

C₂₀H₂₃NO₃

Average Molecular Weight

325.4015

Monoisotopic Molecular Weight

325.167793607

IUPAC Name

(2E)-N-[2-ethoxy-2-(4-methoxyphenyl)ethyl]-3-phenylprop-2-enamide

Traditional Name

(2E)-N-[2-ethoxy-2-(4-methoxyphenyl)ethyl]-3-phenylprop-2-enamide

CAS Registry Number

70546-94-0

SMILES

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

InChI Identifier

InChI=1S/C20H23NO3/c1-3-24-19(17-10-12-18(23-2)13-11-17)15-21-20(22)14-9-16-7-5-4-6-8-16/h4-14,19H,3,15H2,1-2H3,(H,21,22)/b14-9+

InChI Key

LXXLURHVWSXSJP-NTEUORMPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamic acid amides. These are amides of cinnamic acids. Cinnamic acid is an aromatic compound containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Cinnamic acid amides

Direct Parent

Cinnamic acid amides

Alternative Parents

Substituents

Cinnamic acid amide
Benzylether
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Ether
Dialkyl ether
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0039633)

Cellular substructure

Membrane (HMDB: HMDB0039633)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039633)

Source

Exogenous

Food

Food (HMDB: HMDB0039633)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0039633)

Not Available

Nutrient (HMDB: HMDB0039633)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	99 - 100 °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	0.0018 g/L	ALOGPS
logP	3.36	ALOGPS
logP	3.49	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	15.64	ChemAxon
pKa (Strongest Basic)	1.11	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	47.56 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	96.32 m³·mol⁻¹	ChemAxon
Polarizability	37.09 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	182.489	30932474
DeepCCS	[M-H]-	180.131	30932474
DeepCCS	[M-2H]-	213.767	30932474
DeepCCS	[M+Na]+	188.994	30932474
AllCCS	[M+H]+	181.2	32859911
AllCCS	[M+H-H2O]+	177.9	32859911
AllCCS	[M+NH4]+	184.2	32859911
AllCCS	[M+Na]+	185.0	32859911
AllCCS	[M-H]-	183.3	32859911
AllCCS	[M+Na-2H]-	183.3	32859911
AllCCS	[M+HCOO]-	183.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide	CCOC(CNC(=O)\C=C\C1=CC=CC=C1)C1=CC=C(OC)C=C1	3920.1	Standard polar	33892256
N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide	CCOC(CNC(=O)\C=C\C1=CC=CC=C1)C1=CC=C(OC)C=C1	2621.5	Standard non polar	33892256
N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide	CCOC(CNC(=O)\C=C\C1=CC=CC=C1)C1=CC=C(OC)C=C1	2838.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide,1TMS,isomer #1	CCOC(CN(C(=O)/C=C/C1=CC=CC=C1)[Si](C)(C)C)C1=CC=C(OC)C=C1	2832.0	Semi standard non polar	33892256
N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide,1TMS,isomer #1	CCOC(CN(C(=O)/C=C/C1=CC=CC=C1)[Si](C)(C)C)C1=CC=C(OC)C=C1	2518.0	Standard non polar	33892256
N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide,1TBDMS,isomer #1	CCOC(CN(C(=O)/C=C/C1=CC=CC=C1)[Si](C)(C)C(C)(C)C)C1=CC=C(OC)C=C1	3044.3	Semi standard non polar	33892256
N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide,1TBDMS,isomer #1	CCOC(CN(C(=O)/C=C/C1=CC=CC=C1)[Si](C)(C)C(C)(C)C)C1=CC=C(OC)C=C1	2707.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0089-1910000000-06708ad3b2145447dcba	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide 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 - N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide 10V, Positive-QTOF	splash10-002f-0913000000-b5a3b9ae480025562fcc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide 20V, Positive-QTOF	splash10-0006-0900000000-0b03d80bb21e3f8c6629	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide 40V, Positive-QTOF	splash10-0uxs-0900000000-e02c7e852fc166e5ef2a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide 10V, Negative-QTOF	splash10-00di-0319000000-3f9b415c3fbf40773a87	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide 20V, Negative-QTOF	splash10-006t-1943000000-f9dddc9b0f73408f8ff2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide 40V, Negative-QTOF	splash10-01oy-4920000000-a66f390599d0e46c5613	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide 10V, Positive-QTOF	splash10-001i-0961000000-e4e85aea09ed6c1dfcbb	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide 20V, Positive-QTOF	splash10-0fai-0930000000-37e1220081512dee6cee	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide 40V, Positive-QTOF	splash10-0udi-1900000000-958a47232ca585db4d43	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide 10V, Negative-QTOF	splash10-00fs-1597000000-0e6c867417c1040a1808	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide 20V, Negative-QTOF	splash10-0fdo-6921000000-5bdcac5770ae278357c9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide 40V, Negative-QTOF	splash10-0f6x-9510000000-c86480acaec4da09bbf9	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

FDB019261

KNApSAcK ID

Not Available

Chemspider ID

35014842

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101288388

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 N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide (HMDB0039633)

MOL for HMDB0039633 (N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide)

3D MOL for HMDB0039633 (N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide)

3D SDF for HMDB0039633 (N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide)

3D-SDF for HMDB0039633 (N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide)

PDB for HMDB0039633 (N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide)

3D PDB for HMDB0039633 (N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide)

SMILES for HMDB0039633 (N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide)

INCHI for HMDB0039633 (N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide)

Structure for HMDB0039633 (N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide)

3D Structure for HMDB0039633 (N-[2-Ethoxy-2-(4-methoxyphenyl)ethyl]cinnamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra