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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:23 UTC

Update Date

2022-03-07 02:52:27 UTC

HMDB ID

HMDB0030194

Secondary Accession Numbers

HMDB30194

Metabolite Identification

Common Name

(E,E)-N-4-Methoxystyrylcinnamide

Description

(E,E)-N-4-Methoxystyrylcinnamide belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. Based on a literature review very few articles have been published on (E,E)-N-4-Methoxystyrylcinnamide.

Structure

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

HMDB0030194
     RDKit          3D
(E,E)-N-4-Methoxystyrylcinnamide
 38 39  0  0  0  0  0  0  0  0999 V2000
    6.0899    1.0298   -0.8316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7292    1.2305   -1.0584 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7312    0.6246   -0.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0800   -0.2357    0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1461   -0.8755    1.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7632   -0.6665    1.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8888   -1.3688    2.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3664   -1.5387    1.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1743   -1.1217    0.9360 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1684   -1.6929   -0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2239   -2.7872   -0.2778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8858   -1.5014   -1.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8223   -0.6726   -1.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3969    0.2918   -0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7922    0.5275   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4480    1.4878   -0.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7511    2.2733    0.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3992    2.1019    0.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7623    1.1023    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4124    0.1847    0.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3916    0.8126   -0.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6340    1.4065   -1.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789   -0.0195   -0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4068    1.6097    0.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1287   -0.4313    0.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4937   -1.5418    2.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727   -1.7951    3.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8650   -2.1186    2.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6279   -3.6992   -0.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6066   -2.1573   -2.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2775   -0.6830   -2.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3250   -0.1084   -1.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5228    1.6568   -0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2195    3.0602    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7861    2.6813    1.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7003    1.0704    0.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3787    0.3797    0.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0957    1.4836   -1.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
 10 11  1  0
 10 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
  6 20  1  0
 20 21  2  0
 21  3  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
M  END


  Mrv0541 05061305042D          

 21 22  0  0  0  0            999 V2000
   -8.5737    4.9500    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
   -3.5724   -1.2375    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
   -3.5724   -0.4125    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
   -7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    2.4750    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
   -7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    3.3000    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
   -7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    3.7125    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
   -6.4302    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  2  0  0  0  0
 12  9  2  0  0  0  0
 14 13  2  0  0  0  0
 15  5  2  0  0  0  0
 15  6  1  0  0  0  0
 15  9  1  0  0  0  0
 16  7  2  0  0  0  0
 16  8  1  0  0  0  0
 16 13  1  0  0  0  0
 17 10  2  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19 14  1  0  0  0  0
 19 18  2  0  0  0  0
 20 18  1  0  0  0  0
 21  1  1  0  0  0  0
 21 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030194

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(\C=C/N=C(\O)/C=C\C2=CC=CC=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H17NO2/c1-21-17-10-7-16(8-11-17)13-14-19-18(20)12-9-15-5-3-2-4-6-15/h2-14H,1H3,(H,19,20)/b12-9-,14-13-

> <INCHI_KEY>
ZNOWFEIVNQBQRT-PVFXFQJZSA-N

> <FORMULA>
C18H17NO2

> <MOLECULAR_WEIGHT>
279.3331

> <EXACT_MASS>
279.125928793

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
31.740234031020524

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(Z,2Z)-N-[(Z)-2-(4-methoxyphenyl)ethenyl]-3-phenylpropa-2-enimidic acid

> <ALOGPS_LOGP>
4.17

> <JCHEM_LOGP>
4.322565940666667

> <ALOGPS_LOGS>
-5.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.664323630549587

> <JCHEM_PKA_STRONGEST_BASIC>
5.531731930705568

> <JCHEM_POLAR_SURFACE_AREA>
41.82000000000001

> <JCHEM_REFRACTIVITY>
86.22439999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.94e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(Z,2Z)-N-[(Z)-2-(4-methoxyphenyl)ethenyl]-3-phenylpropa-2-enimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030194
     RDKit          3D
(E,E)-N-4-Methoxystyrylcinnamide
 38 39  0  0  0  0  0  0  0  0999 V2000
    6.0899    1.0298   -0.8316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7292    1.2305   -1.0584 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7312    0.6246   -0.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0800   -0.2357    0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1461   -0.8755    1.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7632   -0.6665    1.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8888   -1.3688    2.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3664   -1.5387    1.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1743   -1.1217    0.9360 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1684   -1.6929   -0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2239   -2.7872   -0.2778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8858   -1.5014   -1.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8223   -0.6726   -1.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3969    0.2918   -0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7922    0.5275   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4480    1.4878   -0.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7511    2.2733    0.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3992    2.1019    0.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7623    1.1023    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4124    0.1847    0.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3916    0.8126   -0.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6340    1.4065   -1.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789   -0.0195   -0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4068    1.6097    0.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1287   -0.4313    0.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4937   -1.5418    2.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727   -1.7951    3.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8650   -2.1186    2.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6279   -3.6992   -0.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6066   -2.1573   -2.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2775   -0.6830   -2.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3250   -0.1084   -1.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5228    1.6568   -0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2195    3.0602    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7861    2.6813    1.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7003    1.0704    0.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3787    0.3797    0.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0957    1.4836   -1.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
 10 11  1  0
 10 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
  6 20  1  0
 20 21  2  0
 21  3  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  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     -16.004   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -13.337   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -16.004   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -13.337   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -16.004   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -14.671   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -13.337   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -14.671   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -14.671   6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -10.669   1.540   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0     -12.003   2.310   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0     -10.669   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0     -14.671   8.470   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3   15                                                       
CONECT    6    4   15                                                       
CONECT    7   10   16                                                       
CONECT    8   11   16                                                       
CONECT    9   12   15                                                       
CONECT   10    7   17                                                       
CONECT   11    8   17                                                       
CONECT   12    9   18                                                       
CONECT   13   14   16                                                       
CONECT   14   13   19                                                       
CONECT   15    5    6    9                                                  
CONECT   16    7    8   13                                                  
CONECT   17   10   11   21                                                  
CONECT   18   12   19   20                                                  
CONECT   19   14   18                                                       
CONECT   20   18                                                            
CONECT   21    1   17                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0030194
HETATM    1  C1  UNL     1       6.090   1.030  -0.832  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.729   1.231  -1.058  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.731   0.625  -0.331  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.080  -0.236   0.687  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.146  -0.876   1.453  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.763  -0.666   1.215  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.889  -1.369   2.122  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.366  -1.539   1.965  1.00  0.00           C  
HETATM    9  N1  UNL     1      -1.174  -1.122   0.936  1.00  0.00           N  
HETATM   10  C8  UNL     1      -1.168  -1.693  -0.207  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.224  -2.787  -0.278  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.886  -1.501  -1.402  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.822  -0.673  -1.641  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.397   0.292  -0.782  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.792   0.528  -0.900  1.00  0.00           C  
HETATM   16  C13 UNL     1      -5.448   1.488  -0.187  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.751   2.273   0.687  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.399   2.102   0.850  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.762   1.102   0.096  1.00  0.00           C  
HETATM   20  C17 UNL     1       1.412   0.185   0.211  1.00  0.00           C  
HETATM   21  C18 UNL     1       2.392   0.813  -0.543  1.00  0.00           C  
HETATM   22  H1  UNL     1       6.634   1.406  -1.741  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.379  -0.019  -0.650  1.00  0.00           H  
HETATM   24  H3  UNL     1       6.407   1.610   0.071  1.00  0.00           H  
HETATM   25  H4  UNL     1       5.129  -0.431   0.909  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.494  -1.542   2.237  1.00  0.00           H  
HETATM   27  H6  UNL     1       1.373  -1.795   3.064  1.00  0.00           H  
HETATM   28  H7  UNL     1      -0.865  -2.119   2.807  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.628  -3.699  -0.477  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.607  -2.157  -2.269  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.278  -0.683  -2.689  1.00  0.00           H  
HETATM   32  H11 UNL     1      -5.325  -0.108  -1.601  1.00  0.00           H  
HETATM   33  H12 UNL     1      -6.523   1.657  -0.283  1.00  0.00           H  
HETATM   34  H13 UNL     1      -5.220   3.060   1.289  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.786   2.681   1.518  1.00  0.00           H  
HETATM   36  H15 UNL     1      -1.700   1.070   0.210  1.00  0.00           H  
HETATM   37  H16 UNL     1       0.379   0.380   0.039  1.00  0.00           H  
HETATM   38  H17 UNL     1       2.096   1.484  -1.336  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   25
CONECT    5    6    6   26
CONECT    6    7   20
CONECT    7    8    8   27
CONECT    8    9   28
CONECT    9   10   10
CONECT   10   11   12
CONECT   11   29
CONECT   12   13   13   30
CONECT   13   14   31
CONECT   14   15   15   19
CONECT   15   16   32
CONECT   16   17   17   33
CONECT   17   18   34
CONECT   18   19   19   35
CONECT   19   36
CONECT   20   21   21   37
CONECT   21   38
END

HMDB0030194
     RDKit          3D
(E,E)-N-4-Methoxystyrylcinnamide
 38 39  0  0  0  0  0  0  0  0999 V2000
    6.0899    1.0298   -0.8316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7292    1.2305   -1.0584 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7312    0.6246   -0.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0800   -0.2357    0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1461   -0.8755    1.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7632   -0.6665    1.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8888   -1.3688    2.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3664   -1.5387    1.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1743   -1.1217    0.9360 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1684   -1.6929   -0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2239   -2.7872   -0.2778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8858   -1.5014   -1.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8223   -0.6726   -1.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3969    0.2918   -0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7922    0.5275   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4480    1.4878   -0.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7511    2.2733    0.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3992    2.1019    0.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7623    1.1023    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4124    0.1847    0.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3916    0.8126   -0.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6340    1.4065   -1.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789   -0.0195   -0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4068    1.6097    0.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1287   -0.4313    0.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4937   -1.5418    2.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727   -1.7951    3.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8650   -2.1186    2.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6279   -3.6992   -0.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6066   -2.1573   -2.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2775   -0.6830   -2.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3250   -0.1084   -1.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5228    1.6568   -0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2195    3.0602    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7861    2.6813    1.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7003    1.0704    0.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3787    0.3797    0.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0957    1.4836   -1.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
 10 11  1  0
 10 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
  6 20  1  0
 20 21  2  0
 21  3  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2Z)-N-[(Z)-2-(4-Methoxyphenyl)ethenyl]-3-phenylprop-2-enimidate	HMDB

Chemical Formula

C₁₈H₁₇NO₂

Average Molecular Weight

279.3331

Monoisotopic Molecular Weight

279.125928793

IUPAC Name

(Z,2Z)-N-[(Z)-2-(4-methoxyphenyl)ethenyl]-3-phenylpropa-2-enimidic acid

Traditional Name

(Z,2Z)-N-[(Z)-2-(4-methoxyphenyl)ethenyl]-3-phenylpropa-2-enimidic acid

CAS Registry Number

87596-53-0

SMILES

COC1=CC=C(\C=C/N=C(\O)/C=C\C2=CC=CC=C2)C=C1

InChI Identifier

InChI=1S/C18H17NO2/c1-21-17-10-7-16(8-11-17)13-14-19-18(20)12-9-15-5-3-2-4-6-15/h2-14H,1H3,(H,19,20)/b12-9-,14-13-

InChI Key

ZNOWFEIVNQBQRT-PVFXFQJZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenoxy compound
Anisole
Styrene
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
Carboximidic acid
Carboximidic acid derivative
Ether
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030194)

Cellular substructure

Membrane (HMDB: HMDB0030194)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030194)

Source

Endogenous

Endogenous (HMDB: HMDB0030194)

Plant

Plant (HMDB: HMDB0030194)

Exogenous

Food

Food (HMDB: HMDB0030194)

Fruit

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	191 °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	0.00059 g/L	ALOGPS
logP	4.17	ALOGPS
logP	4.32	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	7.66	ChemAxon
pKa (Strongest Basic)	5.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	41.82 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	86.22 m³·mol⁻¹	ChemAxon
Polarizability	31.74 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]+	173.324	30932474
DeepCCS	[M-H]-	170.966	30932474
DeepCCS	[M-2H]-	204.259	30932474
DeepCCS	[M+Na]+	179.485	30932474
AllCCS	[M+H]+	168.4	32859911
AllCCS	[M+H-H2O]+	164.7	32859911
AllCCS	[M+NH4]+	171.8	32859911
AllCCS	[M+Na]+	172.8	32859911
AllCCS	[M-H]-	171.9	32859911
AllCCS	[M+Na-2H]-	171.6	32859911
AllCCS	[M+HCOO]-	171.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(E,E)-N-4-Methoxystyrylcinnamide	COC1=CC=C(\C=C/N=C(\O)/C=C\C2=CC=CC=C2)C=C1	4015.1	Standard polar	33892256
(E,E)-N-4-Methoxystyrylcinnamide	COC1=CC=C(\C=C/N=C(\O)/C=C\C2=CC=CC=C2)C=C1	2586.5	Standard non polar	33892256
(E,E)-N-4-Methoxystyrylcinnamide	COC1=CC=C(\C=C/N=C(\O)/C=C\C2=CC=CC=C2)C=C1	2855.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(E,E)-N-4-Methoxystyrylcinnamide,1TMS,isomer #1	COC1=CC=C(/C=C\N=C(\C=C/C2=CC=CC=C2)O[Si](C)(C)C)C=C1	2789.2	Semi standard non polar	33892256
(E,E)-N-4-Methoxystyrylcinnamide,1TBDMS,isomer #1	COC1=CC=C(/C=C\N=C(\C=C/C2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C=C1	3036.1	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 - (E,E)-N-4-Methoxystyrylcinnamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-0930000000-6b6b26b70974768d7da5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E,E)-N-4-Methoxystyrylcinnamide GC-MS (1 TMS) - 70eV, Positive	splash10-000i-5968000000-9ec6a7447656c371bcdf	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E,E)-N-4-Methoxystyrylcinnamide 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 - (E,E)-N-4-Methoxystyrylcinnamide 10V, Positive-QTOF	splash10-000t-0940000000-e8a61679221fa81e9495	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-N-4-Methoxystyrylcinnamide 20V, Positive-QTOF	splash10-0002-0900000000-56d2ddc625209a40e16d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-N-4-Methoxystyrylcinnamide 40V, Positive-QTOF	splash10-0uea-2900000000-38831e0a7a48f3e6db7e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-N-4-Methoxystyrylcinnamide 10V, Negative-QTOF	splash10-004i-0390000000-e3b30ef0d2e4b19d4af8	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-N-4-Methoxystyrylcinnamide 20V, Negative-QTOF	splash10-00ba-0940000000-c6ed53dcf0b598747ec6	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-N-4-Methoxystyrylcinnamide 40V, Negative-QTOF	splash10-000x-5900000000-84f21f5cf2ffb2cf4609	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-N-4-Methoxystyrylcinnamide 10V, Negative-QTOF	splash10-004j-0590000000-90e8487fa6a125f839d8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-N-4-Methoxystyrylcinnamide 20V, Negative-QTOF	splash10-0ufs-1910000000-918d33db2c0b52d6139f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-N-4-Methoxystyrylcinnamide 40V, Negative-QTOF	splash10-0ugi-3930000000-4469e5191a23f3f921a7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-N-4-Methoxystyrylcinnamide 10V, Positive-QTOF	splash10-001i-0390000000-377498f1b0c779b0ac83	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-N-4-Methoxystyrylcinnamide 20V, Positive-QTOF	splash10-001i-0930000000-25deacebb048ef20418d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-N-4-Methoxystyrylcinnamide 40V, Positive-QTOF	splash10-0ue9-1910000000-b85be1493c719d9cd95e	2021-09-22	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

FDB002012

KNApSAcK ID

Not Available

Chemspider ID

30776816

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750979

PDB ID

Not Available

ChEBI ID

173979

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 (E,E)-N-4-Methoxystyrylcinnamide (HMDB0030194)

MOL for HMDB0030194 ((E,E)-N-4-Methoxystyrylcinnamide)

3D MOL for HMDB0030194 ((E,E)-N-4-Methoxystyrylcinnamide)

3D SDF for HMDB0030194 ((E,E)-N-4-Methoxystyrylcinnamide)

3D-SDF for HMDB0030194 ((E,E)-N-4-Methoxystyrylcinnamide)

PDB for HMDB0030194 ((E,E)-N-4-Methoxystyrylcinnamide)

3D PDB for HMDB0030194 ((E,E)-N-4-Methoxystyrylcinnamide)

SMILES for HMDB0030194 ((E,E)-N-4-Methoxystyrylcinnamide)

INCHI for HMDB0030194 ((E,E)-N-4-Methoxystyrylcinnamide)

Structure for HMDB0030194 ((E,E)-N-4-Methoxystyrylcinnamide)

3D Structure for HMDB0030194 ((E,E)-N-4-Methoxystyrylcinnamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra