Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:36 UTC

Update Date

2023-02-21 17:22:39 UTC

HMDB ID

HMDB0032756

Secondary Accession Numbers

HMDB32756

Metabolite Identification

Common Name

N-Methyl-1H-indole-3-propanamide

Description

N-Methyl-1H-indole-3-propanamide belongs to the class of organic compounds known as tryptamines and derivatives. Tryptamines and derivatives are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring substituted at the 3-position by an ethanamine. N-Methyl-1H-indole-3-propanamide has been detected, but not quantified in, a few different foods, such as common mushrooms (Agaricus bisporus), mushrooms, and oyster mushrooms (Pleurotus ostreatus). This could make N-methyl-1H-indole-3-propanamide a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on N-Methyl-1H-indole-3-propanamide.

Structure

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

HMDB0032756
     RDKit          3D
N-Methyl-1H-indole-3-propanamide
 29 30  0  0  0  0  0  0  0  0999 V2000
    5.0314    0.9495    0.7619 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7580    0.2910    0.9102 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7389    0.4618   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9840    1.1912   -1.0688 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4227   -0.2083    0.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5793    0.1634   -1.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7590   -0.4750   -1.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274   -1.5602   -1.7620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4935   -1.8226   -1.4032 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9093   -0.9371   -0.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0837   -0.7621    0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1890    0.2493    1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1214    1.0830    1.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9486    0.9091    0.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8130   -0.0974   -0.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616    1.6474    1.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8156    0.1510    0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1101    1.4538   -0.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6170   -0.3013    1.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9614    0.0687    1.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6276   -1.2967    0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1214   -0.2095   -2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4717    1.2430   -1.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6160   -2.0829   -2.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0930   -2.5954   -1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9114   -1.4134    0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0903    0.4396    1.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1643    1.9070    2.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0806    1.5532    0.8142 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  7  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
M  END


  Mrv0541 02241211282D          

 15 16  0  0  0  0            999 V2000
    2.3094   -0.8248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4842   -0.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9889   -1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1646   -1.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0831   -0.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4122    0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0831    1.0716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9066   -0.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5673   -0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3094   -0.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3094    0.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5673    1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9066    0.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2830    0.0908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9526    0.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2 14  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  6  7  1  0  0  0  0
  7 13  1  0  0  0  0
  8  9  1  0  0  0  0
  8 13  2  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032756

> <DATABASE_NAME>
hmdb

> <SMILES>
CNC(=O)CCC1=CNC2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C12H14N2O/c1-13-12(15)7-6-9-8-14-11-5-3-2-4-10(9)11/h2-5,8,14H,6-7H2,1H3,(H,13,15)

> <INCHI_KEY>
YRFPBFOOZPGAAH-UHFFFAOYSA-N

> <FORMULA>
C12H14N2O

> <MOLECULAR_WEIGHT>
202.2524

> <EXACT_MASS>
202.11061308

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
22.447774220202383

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(1H-indol-3-yl)-N-methylpropanamide

> <ALOGPS_LOGP>
1.77

> <JCHEM_LOGP>
1.5710582153333328

> <ALOGPS_LOGS>
-2.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.75770265377386

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.934849683199065

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9829182710392156

> <JCHEM_POLAR_SURFACE_AREA>
44.89

> <JCHEM_REFRACTIVITY>
59.772000000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.50e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(1H-indol-3-yl)-N-methylpropanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032756
     RDKit          3D
N-Methyl-1H-indole-3-propanamide
 29 30  0  0  0  0  0  0  0  0999 V2000
    5.0314    0.9495    0.7619 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7580    0.2910    0.9102 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7389    0.4618   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9840    1.1912   -1.0688 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4227   -0.2083    0.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5793    0.1634   -1.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7590   -0.4750   -1.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274   -1.5602   -1.7620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4935   -1.8226   -1.4032 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9093   -0.9371   -0.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0837   -0.7621    0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1890    0.2493    1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1214    1.0830    1.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9486    0.9091    0.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8130   -0.0974   -0.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616    1.6474    1.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8156    0.1510    0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1101    1.4538   -0.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6170   -0.3013    1.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9614    0.0687    1.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6276   -1.2967    0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1214   -0.2095   -2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4717    1.2430   -1.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6160   -2.0829   -2.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0930   -2.5954   -1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9114   -1.4134    0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0903    0.4396    1.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1643    1.9070    2.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0806    1.5532    0.8142 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  7  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  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  O   UNK     0       4.311  -1.540   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.771  -1.232   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.846  -2.309   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.307  -2.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.155  -0.463   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.769   0.769   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -0.155   2.000   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.692  -0.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.926  -0.769   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.311  -0.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.311   1.538   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.926   2.309   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.692   1.538   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.395   0.169   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       3.645   0.890   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6   13                                                       
CONECT    8    5    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13    7    8   12                                                  
CONECT   14    2   15                                                       
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0032756
HETATM    1  C1  UNL     1       5.031   0.950   0.762  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.758   0.291   0.910  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.739   0.462  -0.081  1.00  0.00           C  
HETATM    4  O1  UNL     1       2.984   1.191  -1.069  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.423  -0.208   0.055  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.579   0.163  -1.128  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.759  -0.475  -1.056  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.227  -1.560  -1.762  1.00  0.00           C  
HETATM    9  N2  UNL     1      -2.493  -1.823  -1.403  1.00  0.00           N  
HETATM   10  C7  UNL     1      -2.909  -0.937  -0.460  1.00  0.00           C  
HETATM   11  C8  UNL     1      -4.084  -0.762   0.227  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.189   0.249   1.134  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.121   1.083   1.352  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.949   0.909   0.666  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.813  -0.097  -0.251  1.00  0.00           C  
HETATM   16  H1  UNL     1       5.262   1.647   1.574  1.00  0.00           H  
HETATM   17  H2  UNL     1       5.816   0.151   0.770  1.00  0.00           H  
HETATM   18  H3  UNL     1       5.110   1.454  -0.229  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.617  -0.301   1.752  1.00  0.00           H  
HETATM   20  H5  UNL     1       0.961   0.069   1.023  1.00  0.00           H  
HETATM   21  H6  UNL     1       1.628  -1.297   0.109  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.121  -0.210  -2.036  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.472   1.243  -1.250  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.616  -2.083  -2.487  1.00  0.00           H  
HETATM   25  H10 UNL     1      -3.093  -2.595  -1.784  1.00  0.00           H  
HETATM   26  H11 UNL     1      -4.911  -1.413   0.054  1.00  0.00           H  
HETATM   27  H12 UNL     1      -5.090   0.440   1.710  1.00  0.00           H  
HETATM   28  H13 UNL     1      -3.164   1.907   2.071  1.00  0.00           H  
HETATM   29  H14 UNL     1      -1.081   1.553   0.814  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19
CONECT    3    4    4    5
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8    8   15
CONECT    8    9   24
CONECT    9   10   25
CONECT   10   11   11   15
CONECT   11   12   26
CONECT   12   13   13   27
CONECT   13   14   28
CONECT   14   15   15   29
END

HMDB0032756
     RDKit          3D
N-Methyl-1H-indole-3-propanamide
 29 30  0  0  0  0  0  0  0  0999 V2000
    5.0314    0.9495    0.7619 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7580    0.2910    0.9102 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7389    0.4618   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9840    1.1912   -1.0688 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4227   -0.2083    0.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5793    0.1634   -1.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7590   -0.4750   -1.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274   -1.5602   -1.7620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4935   -1.8226   -1.4032 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9093   -0.9371   -0.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0837   -0.7621    0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1890    0.2493    1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1214    1.0830    1.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9486    0.9091    0.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8130   -0.0974   -0.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616    1.6474    1.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8156    0.1510    0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1101    1.4538   -0.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6170   -0.3013    1.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9614    0.0687    1.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6276   -1.2967    0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1214   -0.2095   -2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4717    1.2430   -1.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6160   -2.0829   -2.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0930   -2.5954   -1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9114   -1.4134    0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0903    0.4396    1.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1643    1.9070    2.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0806    1.5532    0.8142 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  7  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(3-Indolyl)-N-methylpropanamide	HMDB
3-(1H-indol-3-yl)-N-Methylpropanimidate	Generator

Chemical Formula

C₁₂H₁₄N₂O

Average Molecular Weight

202.2524

Monoisotopic Molecular Weight

202.11061308

IUPAC Name

3-(1H-indol-3-yl)-N-methylpropanamide

Traditional Name

3-(1H-indol-3-yl)-N-methylpropanamide

CAS Registry Number

69397-85-9

SMILES

CNC(=O)CCC1=CNC2=C1C=CC=C2

InChI Identifier

InChI=1S/C12H14N2O/c1-13-12(15)7-6-9-8-14-11-5-3-2-4-10(9)11/h2-5,8,14H,6-7H2,1H3,(H,13,15)

InChI Key

YRFPBFOOZPGAAH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tryptamines and derivatives. Tryptamines and derivatives are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring substituted at the 3-position by an ethanamine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Tryptamines and derivatives

Direct Parent

Tryptamines and derivatives

Alternative Parents

Substituents

Triptan
3-alkylindole
Indole
Fatty amide
Substituted pyrrole
Benzenoid
Fatty acyl
Pyrrole
Heteroaromatic compound
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Azacycle
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032756)
Cytoplasm (HMDB: HMDB0032756)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032756)

Source

Exogenous

Food

Food (HMDB: HMDB0032756)

Plant (HMDB: HMDB0032756)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0032756)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	97.5 - 99 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	3794 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.23	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.35 g/L	ALOGPS
logP	1.77	ALOGPS
logP	1.57	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	15.93	ChemAxon
pKa (Strongest Basic)	-0.98	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	44.89 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	59.77 m³·mol⁻¹	ChemAxon
Polarizability	22.45 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
DarkChem	[M+H]+	146.668	31661259
DarkChem	[M-H]-	146.484	31661259
DeepCCS	[M+H]+	141.14	30932474
DeepCCS	[M-H]-	138.67	30932474
DeepCCS	[M-2H]-	174.167	30932474
DeepCCS	[M+Na]+	149.555	30932474
AllCCS	[M+H]+	146.1	32859911
AllCCS	[M+H-H2O]+	141.9	32859911
AllCCS	[M+NH4]+	149.9	32859911
AllCCS	[M+Na]+	151.0	32859911
AllCCS	[M-H]-	149.8	32859911
AllCCS	[M+Na-2H]-	150.0	32859911
AllCCS	[M+HCOO]-	150.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Methyl-1H-indole-3-propanamide	CNC(=O)CCC1=CNC2=C1C=CC=C2	3401.5	Standard polar	33892256
N-Methyl-1H-indole-3-propanamide	CNC(=O)CCC1=CNC2=C1C=CC=C2	2219.7	Standard non polar	33892256
N-Methyl-1H-indole-3-propanamide	CNC(=O)CCC1=CNC2=C1C=CC=C2	2230.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Methyl-1H-indole-3-propanamide,1TMS,isomer #1	CN(C(=O)CCC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C	2188.5	Semi standard non polar	33892256
N-Methyl-1H-indole-3-propanamide,1TMS,isomer #1	CN(C(=O)CCC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C	2154.1	Standard non polar	33892256
N-Methyl-1H-indole-3-propanamide,1TMS,isomer #2	CNC(=O)CCC1=CN([Si](C)(C)C)C2=CC=CC=C12	2144.8	Semi standard non polar	33892256
N-Methyl-1H-indole-3-propanamide,1TMS,isomer #2	CNC(=O)CCC1=CN([Si](C)(C)C)C2=CC=CC=C12	2114.4	Standard non polar	33892256
N-Methyl-1H-indole-3-propanamide,2TMS,isomer #1	CN(C(=O)CCC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C	2231.1	Semi standard non polar	33892256
N-Methyl-1H-indole-3-propanamide,2TMS,isomer #1	CN(C(=O)CCC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C	2223.5	Standard non polar	33892256
N-Methyl-1H-indole-3-propanamide,1TBDMS,isomer #1	CN(C(=O)CCC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	2424.7	Semi standard non polar	33892256
N-Methyl-1H-indole-3-propanamide,1TBDMS,isomer #1	CN(C(=O)CCC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	2380.4	Standard non polar	33892256
N-Methyl-1H-indole-3-propanamide,1TBDMS,isomer #2	CNC(=O)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	2370.3	Semi standard non polar	33892256
N-Methyl-1H-indole-3-propanamide,1TBDMS,isomer #2	CNC(=O)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	2322.0	Standard non polar	33892256
N-Methyl-1H-indole-3-propanamide,2TBDMS,isomer #1	CN(C(=O)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	2652.7	Semi standard non polar	33892256
N-Methyl-1H-indole-3-propanamide,2TBDMS,isomer #1	CN(C(=O)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	2659.1	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-Methyl-1H-indole-3-propanamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-001l-2900000000-bae18f3d99c4cd9ddc67	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Methyl-1H-indole-3-propanamide 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-Methyl-1H-indole-3-propanamide 10V, Negative-QTOF	splash10-0udi-0390000000-771de51710458e1cc74b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methyl-1H-indole-3-propanamide 20V, Negative-QTOF	splash10-0fk9-2930000000-469333c4f23e105d6a6a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methyl-1H-indole-3-propanamide 40V, Negative-QTOF	splash10-0006-9400000000-01334cfa056d7a3685a2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methyl-1H-indole-3-propanamide 10V, Negative-QTOF	splash10-0udl-0970000000-d60bf6a7a15a10e56903	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methyl-1H-indole-3-propanamide 20V, Negative-QTOF	splash10-00kf-9800000000-01d08d4d34f25cab08c5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methyl-1H-indole-3-propanamide 40V, Negative-QTOF	splash10-014i-0900000000-cc04b63f3bcc32d9de24	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methyl-1H-indole-3-propanamide 10V, Positive-QTOF	splash10-0udi-1890000000-0608df2ddefac8cfce3b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methyl-1H-indole-3-propanamide 20V, Positive-QTOF	splash10-0ulc-3920000000-8bdb2084348ca3529d8b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methyl-1H-indole-3-propanamide 40V, Positive-QTOF	splash10-00l6-3900000000-6c416875218889e39c53	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methyl-1H-indole-3-propanamide 10V, Positive-QTOF	splash10-0udi-0690000000-c891a8961117e64a2f0f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methyl-1H-indole-3-propanamide 20V, Positive-QTOF	splash10-001i-0900000000-447dd5852c04b84dcb2f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methyl-1H-indole-3-propanamide 40V, Positive-QTOF	splash10-016u-5900000000-284f3ccd34d5d626d24a	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB010723

KNApSAcK ID

Not Available

Chemspider ID

5975886

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7661699

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1831351

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-Methyl-1H-indole-3-propanamide (HMDB0032756)

MOL for HMDB0032756 (N-Methyl-1H-indole-3-propanamide)

3D MOL for HMDB0032756 (N-Methyl-1H-indole-3-propanamide)

3D SDF for HMDB0032756 (N-Methyl-1H-indole-3-propanamide)

3D-SDF for HMDB0032756 (N-Methyl-1H-indole-3-propanamide)

PDB for HMDB0032756 (N-Methyl-1H-indole-3-propanamide)

3D PDB for HMDB0032756 (N-Methyl-1H-indole-3-propanamide)

SMILES for HMDB0032756 (N-Methyl-1H-indole-3-propanamide)

INCHI for HMDB0032756 (N-Methyl-1H-indole-3-propanamide)

Structure for HMDB0032756 (N-Methyl-1H-indole-3-propanamide)

3D Structure for HMDB0032756 (N-Methyl-1H-indole-3-propanamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra