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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:31:54 UTC

Update Date

2021-09-26 22:58:29 UTC

HMDB ID

HMDB0248285

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ameltolide

Description

Ameltolide belongs to the class of organic compounds known as benzanilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with a benzene ring. They have the general structure RNC(=O)R', where R,R'= benzene. Based on a literature review very few articles have been published on Ameltolide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ameltolide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ameltolide is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0248285
     RDKit          3D
Ameltolide
 34 35  0  0  0  0  0  0  0  0999 V2000
   -1.3315    1.0047   -2.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3431    0.6017   -1.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6755    0.5158   -2.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6216    0.1469   -1.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2411   -0.1254    0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9264   -0.0422    0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5443   -0.3420    1.8998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9630    0.3294   -0.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5897    0.4393   -0.0915 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3257   -0.6252   -0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0494   -1.7596   -0.5953 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7473   -0.4602    0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2559    0.7325    0.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5997    0.8454    0.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4379   -0.2421    0.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8240   -0.1336    1.1894 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9254   -1.4378    0.4000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6016   -1.5414    0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2965    2.1031   -2.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3386    0.5560   -2.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6729    0.5778   -3.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9806    0.7286   -3.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6539    0.0740   -1.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9632   -0.4236    0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2814    0.5728    2.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6852   -1.0504    1.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3867   -0.8471    2.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2699    1.3626    0.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203    1.6269    0.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0036    1.8033    1.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4275   -0.9775    1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1944    0.7840    1.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6139   -2.2944    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2375   -2.5021   -0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  8  2  1  0
 18 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  9 28  1  0
 13 29  1  0
 14 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
M  END


  Mrv1572004221606522D          

 18 19  0  0  0  0            999 V2000
   -2.1434    4.5375    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
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    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
   -4.2868    5.7750    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
   -5.0013    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  1  1  0  0  0  0
 10  4  1  0  0  0  0
 11  2  1  0  0  0  0
 11  5  2  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  2  0  0  0  0
 13  9  1  0  0  0  0
 14 10  2  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248285

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC=CC(C)=C1NC(=O)C1=CC=C(N)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H16N2O/c1-10-4-3-5-11(2)14(10)17-15(18)12-6-8-13(16)9-7-12/h3-9H,16H2,1-2H3,(H,17,18)

> <INCHI_KEY>
HZIWGOAXOBPQGY-UHFFFAOYSA-N

> <FORMULA>
C15H16N2O

> <MOLECULAR_WEIGHT>
240.306

> <EXACT_MASS>
240.126263143

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
26.96059011810202

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-amino-N-(2,6-dimethylphenyl)benzamide

> <ALOGPS_LOGP>
2.13

> <JCHEM_LOGP>
3.2630474463333337

> <ALOGPS_LOGS>
-4.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.999218110791183

> <JCHEM_PKA_STRONGEST_BASIC>
2.95969528077439

> <JCHEM_POLAR_SURFACE_AREA>
55.12

> <JCHEM_REFRACTIVITY>
76.3743

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ameltolide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248285
     RDKit          3D
Ameltolide
 34 35  0  0  0  0  0  0  0  0999 V2000
   -1.3315    1.0047   -2.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3431    0.6017   -1.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6755    0.5158   -2.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6216    0.1469   -1.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2411   -0.1254    0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9264   -0.0422    0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5443   -0.3420    1.8998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9630    0.3294   -0.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5897    0.4393   -0.0915 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3257   -0.6252   -0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0494   -1.7596   -0.5953 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7473   -0.4602    0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2559    0.7325    0.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5997    0.8454    0.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4379   -0.2421    0.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8240   -0.1336    1.1894 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9254   -1.4378    0.4000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6016   -1.5414    0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2965    2.1031   -2.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3386    0.5560   -2.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6729    0.5778   -3.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9806    0.7286   -3.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6539    0.0740   -1.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9632   -0.4236    0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2814    0.5728    2.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6852   -1.0504    1.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3867   -0.8471    2.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2699    1.3626    0.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203    1.6269    0.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0036    1.8033    1.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4275   -0.9775    1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1944    0.7840    1.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6139   -2.2944    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2375   -2.5021   -0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  8  2  1  0
 18 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  9 28  1  0
 13 29  1  0
 14 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.002  10.780   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.336   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.336  11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -10.669   9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.002   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -10.669  10.780   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.668   8.470   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0     -12.003  11.550   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0      -6.668   6.930   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0      -5.335   9.240   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3    4    5                                                       
CONECT    4    3   10                                                       
CONECT    5    3   11                                                       
CONECT    6    8   12                                                       
CONECT    7    9   12                                                       
CONECT    8    6   13                                                       
CONECT    9    7   13                                                       
CONECT   10    1    4   14                                                  
CONECT   11    2    5   14                                                  
CONECT   12    6    7   15                                                  
CONECT   13    8    9   16                                                  
CONECT   14   10   11   17                                                  
CONECT   15   12   17   18                                                  
CONECT   16   13                                                            
CONECT   17   14   15                                                       
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0248285
HETATM    1  C1  UNL     1      -1.332   1.005  -2.749  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.343   0.602  -1.725  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.676   0.516  -2.137  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.622   0.147  -1.210  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.241  -0.125   0.083  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.926  -0.042   0.496  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.544  -0.342   1.900  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.963   0.329  -0.432  1.00  0.00           C  
HETATM    9  N1  UNL     1      -0.590   0.439  -0.092  1.00  0.00           N  
HETATM   10  C9  UNL     1       0.326  -0.625  -0.188  1.00  0.00           C  
HETATM   11  O1  UNL     1      -0.049  -1.760  -0.595  1.00  0.00           O  
HETATM   12  C10 UNL     1       1.747  -0.460   0.178  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.256   0.732   0.623  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.600   0.845   0.957  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.438  -0.242   0.846  1.00  0.00           C  
HETATM   16  N2  UNL     1       5.824  -0.134   1.189  1.00  0.00           N  
HETATM   17  C14 UNL     1       3.925  -1.438   0.400  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.602  -1.541   0.072  1.00  0.00           C  
HETATM   19  H1  UNL     1      -1.297   2.103  -2.746  1.00  0.00           H  
HETATM   20  H2  UNL     1      -0.339   0.556  -2.526  1.00  0.00           H  
HETATM   21  H3  UNL     1      -1.673   0.578  -3.715  1.00  0.00           H  
HETATM   22  H4  UNL     1      -3.981   0.729  -3.153  1.00  0.00           H  
HETATM   23  H5  UNL     1      -5.654   0.074  -1.505  1.00  0.00           H  
HETATM   24  H6  UNL     1      -4.963  -0.424   0.856  1.00  0.00           H  
HETATM   25  H7  UNL     1      -2.281   0.573   2.469  1.00  0.00           H  
HETATM   26  H8  UNL     1      -1.685  -1.050   1.959  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.387  -0.847   2.410  1.00  0.00           H  
HETATM   28  H10 UNL     1      -0.270   1.363   0.243  1.00  0.00           H  
HETATM   29  H11 UNL     1       1.620   1.627   0.726  1.00  0.00           H  
HETATM   30  H12 UNL     1       4.004   1.803   1.313  1.00  0.00           H  
HETATM   31  H13 UNL     1       6.428  -0.977   1.139  1.00  0.00           H  
HETATM   32  H14 UNL     1       6.194   0.784   1.480  1.00  0.00           H  
HETATM   33  H15 UNL     1       4.614  -2.294   0.319  1.00  0.00           H  
HETATM   34  H16 UNL     1       2.238  -2.502  -0.276  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3    8
CONECT    3    4   22
CONECT    4    5    5   23
CONECT    5    6   24
CONECT    6    7    8    8
CONECT    7   25   26   27
CONECT    8    9
CONECT    9   10   28
CONECT   10   11   11   12
CONECT   12   13   13   18
CONECT   13   14   29
CONECT   14   15   15   30
CONECT   15   16   17
CONECT   16   31   32
CONECT   17   18   18   33
CONECT   18   34
END

HMDB0248285
     RDKit          3D
Ameltolide
 34 35  0  0  0  0  0  0  0  0999 V2000
   -1.3315    1.0047   -2.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3431    0.6017   -1.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6755    0.5158   -2.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6216    0.1469   -1.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2411   -0.1254    0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9264   -0.0422    0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5443   -0.3420    1.8998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9630    0.3294   -0.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5897    0.4393   -0.0915 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3257   -0.6252   -0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0494   -1.7596   -0.5953 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7473   -0.4602    0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2559    0.7325    0.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5997    0.8454    0.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4379   -0.2421    0.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8240   -0.1336    1.1894 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9254   -1.4378    0.4000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6016   -1.5414    0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2965    2.1031   -2.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3386    0.5560   -2.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6729    0.5778   -3.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9806    0.7286   -3.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6539    0.0740   -1.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9632   -0.4236    0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2814    0.5728    2.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6852   -1.0504    1.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3867   -0.8471    2.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2699    1.3626    0.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203    1.6269    0.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0036    1.8033    1.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4275   -0.9775    1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1944    0.7840    1.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6139   -2.2944    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2375   -2.5021   -0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  8  2  1  0
 18 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  9 28  1  0
 13 29  1  0
 14 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ameltolide monohydrobromide	HMDB
Ameltolide monohydrochloride	HMDB
Ameltolide sulfate	HMDB
4-Amino-N-(2,6-dimethylphenyl)benzamide	HMDB
Ameltolide	KEGG

Chemical Formula

C₁₅H₁₆N₂O

Average Molecular Weight

240.306

Monoisotopic Molecular Weight

240.126263143

IUPAC Name

4-amino-N-(2,6-dimethylphenyl)benzamide

Traditional Name

ameltolide

CAS Registry Number

Not Available

SMILES

CC1=CC=CC(C)=C1NC(=O)C1=CC=C(N)C=C1

InChI Identifier

InChI=1S/C15H16N2O/c1-10-4-3-5-11(2)14(10)17-15(18)12-6-8-13(16)9-7-12/h3-9H,16H2,1-2H3,(H,17,18)

InChI Key

HZIWGOAXOBPQGY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzanilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with a benzene ring. They have the general structure RNC(=O)R', where R,R'= benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Anilides

Direct Parent

Benzanilides

Alternative Parents

Substituents

Benzanilide
Aminobenzoic acid or derivatives
Benzamide
Benzoic acid or derivatives
Benzoyl
Aniline or substituted anilines
Xylene
M-xylene
Amino acid or derivatives
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Amine
Organopnictogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzamides (CHEBI:6342 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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
logP	2.13	ALOGPS
logP	3.26	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	15	ChemAxon
pKa (Strongest Basic)	2.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	55.12 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	76.37 m³·mol⁻¹	ChemAxon
Polarizability	26.96 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]+	161.795	30932474
DeepCCS	[M-H]-	159.415	30932474
DeepCCS	[M-2H]-	192.329	30932474
DeepCCS	[M+Na]+	167.866	30932474
AllCCS	[M+H]+	156.3	32859911
AllCCS	[M+H-H2O]+	152.4	32859911
AllCCS	[M+NH4]+	160.0	32859911
AllCCS	[M+Na]+	161.0	32859911
AllCCS	[M-H]-	160.7	32859911
AllCCS	[M+Na-2H]-	160.5	32859911
AllCCS	[M+HCOO]-	160.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ameltolide	CC1=CC=CC(C)=C1NC(=O)C1=CC=C(N)C=C1	3358.2	Standard polar	33892256
Ameltolide	CC1=CC=CC(C)=C1NC(=O)C1=CC=C(N)C=C1	2451.8	Standard non polar	33892256
Ameltolide	CC1=CC=CC(C)=C1NC(=O)C1=CC=C(N)C=C1	2526.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ameltolide,1TMS,isomer #1	CC1=CC=CC(C)=C1NC(=O)C1=CC=C(N[Si](C)(C)C)C=C1	2604.1	Semi standard non polar	33892256
Ameltolide,1TMS,isomer #1	CC1=CC=CC(C)=C1NC(=O)C1=CC=C(N[Si](C)(C)C)C=C1	2519.2	Standard non polar	33892256
Ameltolide,1TMS,isomer #1	CC1=CC=CC(C)=C1NC(=O)C1=CC=C(N[Si](C)(C)C)C=C1	2987.8	Standard polar	33892256
Ameltolide,1TMS,isomer #2	CC1=CC=CC(C)=C1N(C(=O)C1=CC=C(N)C=C1)[Si](C)(C)C	2316.0	Semi standard non polar	33892256
Ameltolide,1TMS,isomer #2	CC1=CC=CC(C)=C1N(C(=O)C1=CC=C(N)C=C1)[Si](C)(C)C	2359.5	Standard non polar	33892256
Ameltolide,1TMS,isomer #2	CC1=CC=CC(C)=C1N(C(=O)C1=CC=C(N)C=C1)[Si](C)(C)C	3061.0	Standard polar	33892256
Ameltolide,2TMS,isomer #1	CC1=CC=CC(C)=C1N(C(=O)C1=CC=C(N[Si](C)(C)C)C=C1)[Si](C)(C)C	2427.3	Semi standard non polar	33892256
Ameltolide,2TMS,isomer #1	CC1=CC=CC(C)=C1N(C(=O)C1=CC=C(N[Si](C)(C)C)C=C1)[Si](C)(C)C	2477.4	Standard non polar	33892256
Ameltolide,2TMS,isomer #1	CC1=CC=CC(C)=C1N(C(=O)C1=CC=C(N[Si](C)(C)C)C=C1)[Si](C)(C)C	2696.0	Standard polar	33892256
Ameltolide,2TMS,isomer #2	CC1=CC=CC(C)=C1NC(=O)C1=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C1	2547.0	Semi standard non polar	33892256
Ameltolide,2TMS,isomer #2	CC1=CC=CC(C)=C1NC(=O)C1=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C1	2527.1	Standard non polar	33892256
Ameltolide,2TMS,isomer #2	CC1=CC=CC(C)=C1NC(=O)C1=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C1	2882.3	Standard polar	33892256
Ameltolide,3TMS,isomer #1	CC1=CC=CC(C)=C1N(C(=O)C1=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C1)[Si](C)(C)C	2301.8	Semi standard non polar	33892256
Ameltolide,3TMS,isomer #1	CC1=CC=CC(C)=C1N(C(=O)C1=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C1)[Si](C)(C)C	2513.2	Standard non polar	33892256
Ameltolide,3TMS,isomer #1	CC1=CC=CC(C)=C1N(C(=O)C1=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C1)[Si](C)(C)C	2588.0	Standard polar	33892256
Ameltolide,1TBDMS,isomer #1	CC1=CC=CC(C)=C1NC(=O)C1=CC=C(N[Si](C)(C)C(C)(C)C)C=C1	2862.6	Semi standard non polar	33892256
Ameltolide,1TBDMS,isomer #1	CC1=CC=CC(C)=C1NC(=O)C1=CC=C(N[Si](C)(C)C(C)(C)C)C=C1	2689.3	Standard non polar	33892256
Ameltolide,1TBDMS,isomer #1	CC1=CC=CC(C)=C1NC(=O)C1=CC=C(N[Si](C)(C)C(C)(C)C)C=C1	3077.3	Standard polar	33892256
Ameltolide,1TBDMS,isomer #2	CC1=CC=CC(C)=C1N(C(=O)C1=CC=C(N)C=C1)[Si](C)(C)C(C)(C)C	2573.1	Semi standard non polar	33892256
Ameltolide,1TBDMS,isomer #2	CC1=CC=CC(C)=C1N(C(=O)C1=CC=C(N)C=C1)[Si](C)(C)C(C)(C)C	2554.7	Standard non polar	33892256
Ameltolide,1TBDMS,isomer #2	CC1=CC=CC(C)=C1N(C(=O)C1=CC=C(N)C=C1)[Si](C)(C)C(C)(C)C	3107.4	Standard polar	33892256
Ameltolide,2TBDMS,isomer #1	CC1=CC=CC(C)=C1N(C(=O)C1=CC=C(N[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2906.3	Semi standard non polar	33892256
Ameltolide,2TBDMS,isomer #1	CC1=CC=CC(C)=C1N(C(=O)C1=CC=C(N[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2830.8	Standard non polar	33892256
Ameltolide,2TBDMS,isomer #1	CC1=CC=CC(C)=C1N(C(=O)C1=CC=C(N[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2921.3	Standard polar	33892256
Ameltolide,2TBDMS,isomer #2	CC1=CC=CC(C)=C1NC(=O)C1=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3055.7	Semi standard non polar	33892256
Ameltolide,2TBDMS,isomer #2	CC1=CC=CC(C)=C1NC(=O)C1=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	2918.5	Standard non polar	33892256
Ameltolide,2TBDMS,isomer #2	CC1=CC=CC(C)=C1NC(=O)C1=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3017.4	Standard polar	33892256
Ameltolide,3TBDMS,isomer #1	CC1=CC=CC(C)=C1N(C(=O)C1=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3046.1	Semi standard non polar	33892256
Ameltolide,3TBDMS,isomer #1	CC1=CC=CC(C)=C1N(C(=O)C1=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3052.6	Standard non polar	33892256
Ameltolide,3TBDMS,isomer #1	CC1=CC=CC(C)=C1N(C(=O)C1=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2892.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ameltolide GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-5930000000-0f3f41e8adb324c89407	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ameltolide 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 - Ameltolide 10V, Positive-QTOF	splash10-006x-0290000000-793c40c5ab6af47888ec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ameltolide 20V, Positive-QTOF	splash10-00di-0950000000-6672b8bb06b659dc6893	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ameltolide 40V, Positive-QTOF	splash10-006x-9200000000-2dd9281fe6e39b93210b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ameltolide 10V, Negative-QTOF	splash10-000i-0090000000-034168657abaaf4debd8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ameltolide 20V, Negative-QTOF	splash10-000i-2290000000-49e33184333294a6a7fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ameltolide 40V, Negative-QTOF	splash10-0fkd-5900000000-1a98ac0d6ba2e43f6323	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ameltolide 10V, Positive-QTOF	splash10-00dl-0950000000-ce4bca0e8b222515b762	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ameltolide 20V, Positive-QTOF	splash10-00di-0920000000-bdd7b785a4cf0c74bd09	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ameltolide 40V, Positive-QTOF	splash10-00xr-8910000000-badfba86a2a40e8cfffb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ameltolide 10V, Negative-QTOF	splash10-000i-0090000000-fca5251cbe5d388cb0ae	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ameltolide 20V, Negative-QTOF	splash10-000l-5390000000-7424b32a6c6beaefd542	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ameltolide 40V, Negative-QTOF	splash10-0006-9200000000-8d10d4455617916cc1e6	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

12541

KEGG Compound ID

C11485

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ameltolide

METLIN ID

Not Available

PubChem Compound

13086

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Ameltolide (HMDB0248285)

MOL for HMDB0248285 (Ameltolide)

3D MOL for HMDB0248285 (Ameltolide)

3D SDF for HMDB0248285 (Ameltolide)

3D-SDF for HMDB0248285 (Ameltolide)

PDB for HMDB0248285 (Ameltolide)

3D PDB for HMDB0248285 (Ameltolide)

SMILES for HMDB0248285 (Ameltolide)

INCHI for HMDB0248285 (Ameltolide)

Structure for HMDB0248285 (Ameltolide)

3D Structure for HMDB0248285 (Ameltolide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra