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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:11:11 UTC

Update Date

2022-03-07 02:55:56 UTC

HMDB ID

HMDB0038838

Secondary Accession Numbers

HMDB38838

Metabolite Identification

Common Name

Lansiumamide C

Description

Lansiumamide C belongs to the class of organic compounds known as cinnamic acids and derivatives. These are organic aromatic compounds containing a benzene and a carboxylic acid group (or a derivative thereof) forming 3-phenylprop-2-enoic acid. Lansiumamide C has been detected, but not quantified in, fruits. This could make lansiumamide C a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Lansiumamide C.

Structure

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

HMDB0038838
     RDKit          3D
Lansiumamide C
 39 40  0  0  0  0  0  0  0  0999 V2000
   -0.0909   -0.9637    2.9061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1206   -0.3181    1.6268 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2842    0.3752    1.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2211   -0.5285    0.3827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4146    0.2188   -0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5702    0.3153    0.6824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6588    1.0251    0.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6431    1.6386   -1.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5014    1.5545   -1.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4303    0.8521   -1.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0442   -0.3607    0.7846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9292    0.2212   -0.2990 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1750   -1.0647    1.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3301   -1.1685    0.7438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7421   -0.5944   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6266   -1.3957   -1.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2108   -0.9631   -2.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9520    0.3071   -2.8845 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1036    1.0962   -2.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4970    0.6630   -0.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7558   -0.5836    3.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0003   -0.7784    3.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1039   -2.0540    2.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9180    1.2132    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8379    0.8517    1.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4782   -1.4380    0.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6453   -0.8653   -0.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5850   -0.1711    1.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5390    1.0810    0.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4977    2.1822   -1.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5311    2.0527   -2.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5508    0.7976   -1.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0339   -1.5843    2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1053   -1.7927    1.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8435   -2.3960   -0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8862   -1.5583   -3.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4069    0.6698   -3.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8693    2.1054   -2.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9032    1.3586   -0.3987 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 10  5  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
M  END


  Mrv0541 05061310412D          

 20 21  0  0  0  0            999 V2000
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    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    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.1250    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
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    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
    5.0013    2.0625    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    2.8875    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
    2.8579    1.6500    0.0000 N   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
  4  2  2  0  0  0  0
  5  2  1  0  0  0  0
  6  3  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  2  0  0  0  0
 13 12  2  0  0  0  0
 15 14  1  0  0  0  0
 16  8  2  0  0  0  0
 16  9  1  0  0  0  0
 16 12  1  0  0  0  0
 17 10  2  0  0  0  0
 17 11  1  0  0  0  0
 17 14  1  0  0  0  0
 18 13  1  0  0  0  0
 19  1  1  0  0  0  0
 19 15  1  0  0  0  0
 19 18  1  0  0  0  0
 20 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038838

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(CCC1=CC=CC=C1)C(=O)\C=C/C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H19NO/c1-19(15-14-17-10-6-3-7-11-17)18(20)13-12-16-8-4-2-5-9-16/h2-13H,14-15H2,1H3/b13-12-

> <INCHI_KEY>
FXOMVQIRHBIDBI-SEYXRHQNSA-N

> <FORMULA>
C18H19NO

> <MOLECULAR_WEIGHT>
265.3496

> <EXACT_MASS>
265.146664235

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
30.520795587343848

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-N-methyl-3-phenyl-N-(2-phenylethyl)prop-2-enamide

> <ALOGPS_LOGP>
3.66

> <JCHEM_LOGP>
3.7896300999999997

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
1.4489276461396419

> <JCHEM_POLAR_SURFACE_AREA>
20.310000000000002

> <JCHEM_REFRACTIVITY>
84.04309999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-N-methyl-3-phenyl-N-(2-phenylethyl)prop-2-enamide

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038838
     RDKit          3D
Lansiumamide C
 39 40  0  0  0  0  0  0  0  0999 V2000
   -0.0909   -0.9637    2.9061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1206   -0.3181    1.6268 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2842    0.3752    1.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2211   -0.5285    0.3827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4146    0.2188   -0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5702    0.3153    0.6824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6588    1.0251    0.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6431    1.6386   -1.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5014    1.5545   -1.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4303    0.8521   -1.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0442   -0.3607    0.7846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9292    0.2212   -0.2990 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1750   -1.0647    1.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3301   -1.1685    0.7438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7421   -0.5944   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6266   -1.3957   -1.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2108   -0.9631   -2.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9520    0.3071   -2.8845 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1036    1.0962   -2.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4970    0.6630   -0.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7558   -0.5836    3.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0003   -0.7784    3.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1039   -2.0540    2.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9180    1.2132    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8379    0.8517    1.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4782   -1.4380    0.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6453   -0.8653   -0.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5850   -0.1711    1.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5390    1.0810    0.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4977    2.1822   -1.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5311    2.0527   -2.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5508    0.7976   -1.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0339   -1.5843    2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1053   -1.7927    1.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8435   -2.3960   -0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8862   -1.5583   -3.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4069    0.6698   -3.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8693    2.1054   -2.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9032    1.3586   -0.3987 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 10  5  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  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       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336   5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       5.335   3.080   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       6.668   5.390   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2    4    5                                                       
CONECT    3    6    7                                                       
CONECT    4    2    8                                                       
CONECT    5    2    9                                                       
CONECT    6    3   10                                                       
CONECT    7    3   11                                                       
CONECT    8    4   16                                                       
CONECT    9    5   16                                                       
CONECT   10    6   17                                                       
CONECT   11    7   17                                                       
CONECT   12   13   16                                                       
CONECT   13   12   18                                                       
CONECT   14   15   17                                                       
CONECT   15   14   19                                                       
CONECT   16    8    9   12                                                  
CONECT   17   10   11   14                                                  
CONECT   18   13   19   20                                                  
CONECT   19    1   15   18                                                  
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0038838
HETATM    1  C1  UNL     1      -0.091  -0.964   2.906  1.00  0.00           C  
HETATM    2  N1  UNL     1      -0.121  -0.318   1.627  1.00  0.00           N  
HETATM    3  C2  UNL     1      -1.284   0.375   1.157  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.221  -0.529   0.383  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.415   0.219  -0.089  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.570   0.315   0.682  1.00  0.00           C  
HETATM    7  C6  UNL     1      -5.659   1.025   0.197  1.00  0.00           C  
HETATM    8  C7  UNL     1      -5.643   1.639  -1.018  1.00  0.00           C  
HETATM    9  C8  UNL     1      -4.501   1.554  -1.802  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.430   0.852  -1.317  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.044  -0.361   0.785  1.00  0.00           C  
HETATM   12  O1  UNL     1       0.929   0.221  -0.299  1.00  0.00           O  
HETATM   13  C11 UNL     1       2.175  -1.065   1.306  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.330  -1.168   0.744  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.742  -0.594  -0.496  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.627  -1.396  -1.268  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.211  -0.963  -2.419  1.00  0.00           C  
HETATM   18  C16 UNL     1       4.952   0.307  -2.884  1.00  0.00           C  
HETATM   19  C17 UNL     1       4.104   1.096  -2.154  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.497   0.663  -0.965  1.00  0.00           C  
HETATM   21  H1  UNL     1       0.756  -0.584   3.549  1.00  0.00           H  
HETATM   22  H2  UNL     1      -1.000  -0.778   3.509  1.00  0.00           H  
HETATM   23  H3  UNL     1       0.104  -2.054   2.774  1.00  0.00           H  
HETATM   24  H4  UNL     1      -0.918   1.213   0.497  1.00  0.00           H  
HETATM   25  H5  UNL     1      -1.838   0.852   1.963  1.00  0.00           H  
HETATM   26  H6  UNL     1      -2.478  -1.438   0.927  1.00  0.00           H  
HETATM   27  H7  UNL     1      -1.645  -0.865  -0.529  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.585  -0.171   1.648  1.00  0.00           H  
HETATM   29  H9  UNL     1      -6.539   1.081   0.819  1.00  0.00           H  
HETATM   30  H10 UNL     1      -6.498   2.182  -1.373  1.00  0.00           H  
HETATM   31  H11 UNL     1      -4.531   2.053  -2.754  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.551   0.798  -1.941  1.00  0.00           H  
HETATM   33  H13 UNL     1       2.034  -1.584   2.319  1.00  0.00           H  
HETATM   34  H14 UNL     1       4.105  -1.793   1.316  1.00  0.00           H  
HETATM   35  H15 UNL     1       4.844  -2.396  -0.922  1.00  0.00           H  
HETATM   36  H16 UNL     1       5.886  -1.558  -3.021  1.00  0.00           H  
HETATM   37  H17 UNL     1       5.407   0.670  -3.801  1.00  0.00           H  
HETATM   38  H18 UNL     1       3.869   2.105  -2.480  1.00  0.00           H  
HETATM   39  H19 UNL     1       2.903   1.359  -0.399  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   11
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6    6   10
CONECT    6    7   28
CONECT    7    8    8   29
CONECT    8    9   30
CONECT    9   10   10   31
CONECT   10   32
CONECT   11   12   12   13
CONECT   13   14   14   33
CONECT   14   15   34
CONECT   15   16   16   20
CONECT   16   17   35
CONECT   17   18   18   36
CONECT   18   19   37
CONECT   19   20   20   38
CONECT   20   39
END

HMDB0038838
     RDKit          3D
Lansiumamide C
 39 40  0  0  0  0  0  0  0  0999 V2000
   -0.0909   -0.9637    2.9061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1206   -0.3181    1.6268 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2842    0.3752    1.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2211   -0.5285    0.3827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4146    0.2188   -0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5702    0.3153    0.6824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6588    1.0251    0.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6431    1.6386   -1.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5014    1.5545   -1.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4303    0.8521   -1.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0442   -0.3607    0.7846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9292    0.2212   -0.2990 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1750   -1.0647    1.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3301   -1.1685    0.7438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7421   -0.5944   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6266   -1.3957   -1.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2108   -0.9631   -2.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9520    0.3071   -2.8845 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1036    1.0962   -2.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4970    0.6630   -0.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7558   -0.5836    3.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0003   -0.7784    3.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1039   -2.0540    2.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9180    1.2132    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8379    0.8517    1.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4782   -1.4380    0.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6453   -0.8653   -0.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5850   -0.1711    1.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5390    1.0810    0.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4977    2.1822   -1.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5311    2.0527   -2.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5508    0.7976   -1.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0339   -1.5843    2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1053   -1.7927    1.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8435   -2.3960   -0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8862   -1.5583   -3.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4069    0.6698   -3.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8693    2.1054   -2.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9032    1.3586   -0.3987 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 10  5  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-Methyl-N-phenylethylcinnamamide	HMDB

Chemical Formula

C₁₈H₁₉NO

Average Molecular Weight

265.3496

Monoisotopic Molecular Weight

265.146664235

IUPAC Name

(2Z)-N-methyl-3-phenyl-N-(2-phenylethyl)prop-2-enamide

Traditional Name

(2Z)-N-methyl-3-phenyl-N-(2-phenylethyl)prop-2-enamide

CAS Registry Number

121817-38-7

SMILES

CN(CCC1=CC=CC=C1)C(=O)\C=C/C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H19NO/c1-19(15-14-17-10-6-3-7-11-17)18(20)13-12-16-8-4-2-5-9-16/h2-13H,14-15H2,1H3/b13-12-

InChI Key

FXOMVQIRHBIDBI-SEYXRHQNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamic acids and derivatives. These are organic aromatic compounds containing a benzene and a carboxylic acid group (or a derivative thereof) forming 3-phenylprop-2-enoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Not Available

Direct Parent

Cinnamic acids and derivatives

Alternative Parents

Substituents

Cinnamic acid or derivatives
Styrene
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0038838)

Cellular substructure

Membrane (HMDB: HMDB0038838)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038838)

Source

Exogenous

Food

Food (HMDB: HMDB0038838)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0038838)

Not Available

Nutrient (HMDB: HMDB0038838)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	58 - 59 °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	0.01 g/L	ALOGPS
logP	3.66	ALOGPS
logP	3.79	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	1.45	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	20.31 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	84.04 m³·mol⁻¹	ChemAxon
Polarizability	30.52 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]+	163.186	31661259
DarkChem	[M-H]-	160.831	31661259
DeepCCS	[M+H]+	162.559	30932474
DeepCCS	[M-H]-	160.201	30932474
DeepCCS	[M-2H]-	193.087	30932474
DeepCCS	[M+Na]+	168.653	30932474
AllCCS	[M+H]+	164.6	32859911
AllCCS	[M+H-H2O]+	160.8	32859911
AllCCS	[M+NH4]+	168.1	32859911
AllCCS	[M+Na]+	169.1	32859911
AllCCS	[M-H]-	169.9	32859911
AllCCS	[M+Na-2H]-	169.7	32859911
AllCCS	[M+HCOO]-	169.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lansiumamide C	CN(CCC1=CC=CC=C1)C(=O)\C=C/C1=CC=CC=C1	3428.6	Standard polar	33892256
Lansiumamide C	CN(CCC1=CC=CC=C1)C(=O)\C=C/C1=CC=CC=C1	2138.5	Standard non polar	33892256
Lansiumamide C	CN(CCC1=CC=CC=C1)C(=O)\C=C/C1=CC=CC=C1	2444.1	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 - Lansiumamide C GC-MS (Non-derivatized) - 70eV, Positive	splash10-001l-3910000000-f46ca37281749e5ace16	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lansiumamide C GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lansiumamide C 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 - Lansiumamide C 10V, Positive-QTOF	splash10-014i-0690000000-3d8441ed84aebfa3dace	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansiumamide C 20V, Positive-QTOF	splash10-0080-0910000000-ea2cc665358ec9496805	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansiumamide C 40V, Positive-QTOF	splash10-0pbc-3900000000-936b373b93c85901086a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansiumamide C 10V, Negative-QTOF	splash10-03di-0190000000-f8a09ef1b9f42e7a95e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansiumamide C 20V, Negative-QTOF	splash10-03di-1950000000-e79b80ba6d7d45f02373	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansiumamide C 40V, Negative-QTOF	splash10-05bf-4900000000-32575fd1a591ae6404a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansiumamide C 10V, Positive-QTOF	splash10-014i-0390000000-ac2f4e5a516b4ff89820	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansiumamide C 20V, Positive-QTOF	splash10-05o3-2920000000-f6fd29e9f77620ddaf84	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansiumamide C 40V, Positive-QTOF	splash10-0k96-5900000000-ffedecdec8890e3a2ef2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansiumamide C 10V, Negative-QTOF	splash10-03di-0090000000-1f4e1c77bccde6d52d61	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansiumamide C 20V, Negative-QTOF	splash10-03di-3790000000-87c773899ebb3922b34e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansiumamide C 40V, Negative-QTOF	splash10-0ke9-9440000000-97217e33527c17b80b36	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

FDB018273

KNApSAcK ID

C00056658

Chemspider ID

30777294

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752476

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 Lansiumamide C (HMDB0038838)

MOL for HMDB0038838 (Lansiumamide C)

3D MOL for HMDB0038838 (Lansiumamide C)

3D SDF for HMDB0038838 (Lansiumamide C)

3D-SDF for HMDB0038838 (Lansiumamide C)

PDB for HMDB0038838 (Lansiumamide C)

3D PDB for HMDB0038838 (Lansiumamide C)

SMILES for HMDB0038838 (Lansiumamide C)

INCHI for HMDB0038838 (Lansiumamide C)

Structure for HMDB0038838 (Lansiumamide C)

3D Structure for HMDB0038838 (Lansiumamide C)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra