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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:36 UTC

HMDB ID

HMDB0014410

Secondary Accession Numbers

HMDB14410

Metabolite Identification

Common Name

Crotamiton

Description

Crotamiton is only found in individuals that have used or taken this drug. It is a scabicidal and antipruritic agent available as a cream or lotion for topical use only. It is a colorless to slightly yellowish oil, having a faint amine-like odor. It is miscible with alcohol and with methanol.Crotamiton is an antiparasitic that is toxic to the scabies mite. Crotamiton also relieves itching by producing what is called a counter-irritation. As crotamiton evaporates from the skin, it produces a cooling effect. This cooling effect helps to divert your body's attention away from the itching.

Structure

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

HMDB0014410
     RDKit          3D
Crotamiton
 32 32  0  0  0  0  0  0  0  0999 V2000
    3.7366    1.6279   -0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6103    0.2112   -0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5424   -0.3987   -0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2575    0.2296    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1780    1.4610   -0.2342 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0902   -0.4673    0.5509 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1819   -1.8384    0.9642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0329   -2.8255   -0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1332    0.2224    0.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6219    0.5837    1.8325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8248    1.2745    1.9975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5073    1.5798    0.8385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0393    1.2296   -0.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8609    0.5575   -0.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3305    0.1718   -1.8390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8402    1.9103   -0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2107    2.3537   -0.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3764    1.8017   -1.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5461   -0.3903   -0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5994   -1.4499    0.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1369   -2.0283    1.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6020   -2.1059    1.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0959   -3.1015   -0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5129   -3.7802    0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3171   -2.3937   -1.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0592    0.3263    2.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2134    1.5610    2.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4358    2.1073    0.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6034    1.4888   -1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3068   -0.1956   -1.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4907    0.9682   -2.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9787   -0.6907   -2.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
M  END

265
  Mrv0541 02231214332D          

 15 15  0  0  0  0            999 V2000
    4.5080    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  7  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  2  0  0  0  0
  4  9  1  0  0  0  0
  5  8  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  7 13  1  0  0  0  0
  8 12  1  0  0  0  0
 11 12  2  0  0  0  0
 13 14  2  3  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014410

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN(C(=O)C=CC)C1=CC=CC=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C13H17NO/c1-4-8-13(15)14(5-2)12-10-7-6-9-11(12)3/h4,6-10H,5H2,1-3H3

> <INCHI_KEY>
DNTGGZPQPQTDQF-UHFFFAOYSA-N

> <FORMULA>
C13H17NO

> <MOLECULAR_WEIGHT>
203.2802

> <EXACT_MASS>
203.131014171

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.071550890834295

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-ethyl-N-(2-methylphenyl)but-2-enamide

> <ALOGPS_LOGP>
2.70

> <JCHEM_LOGP>
3.088179597666667

> <ALOGPS_LOGS>
-2.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.601318679612301

> <JCHEM_POLAR_SURFACE_AREA>
20.310000000000002

> <JCHEM_REFRACTIVITY>
64.1479

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.53e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
eurax

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014410
     RDKit          3D
Crotamiton
 32 32  0  0  0  0  0  0  0  0999 V2000
    3.7366    1.6279   -0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6103    0.2112   -0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5424   -0.3987   -0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2575    0.2296    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1780    1.4610   -0.2342 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0902   -0.4673    0.5509 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1819   -1.8384    0.9642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0329   -2.8255   -0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1332    0.2224    0.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6219    0.5837    1.8325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8248    1.2745    1.9975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5073    1.5798    0.8385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0393    1.2296   -0.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8609    0.5575   -0.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3305    0.1718   -1.8390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8402    1.9103   -0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2107    2.3537   -0.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3764    1.8017   -1.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5461   -0.3903   -0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5994   -1.4499    0.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1369   -2.0283    1.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6020   -2.1059    1.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0959   -3.1015   -0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5129   -3.7802    0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3171   -2.3937   -1.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0592    0.3263    2.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2134    1.5610    2.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4358    2.1073    0.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6034    1.4888   -1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3068   -0.1956   -1.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4907    0.9682   -2.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9787   -0.6907   -2.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 265                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       8.415   0.000   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0       5.748   0.000   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       5.748  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.414  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.081  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.081   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.414  -3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.414   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.080  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.081  -3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.748  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.081   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.415   3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.415   4.620   0.000  0.00  0.00           C+0
CONECT    1    7                                                            
CONECT    2    3    4    7                                                  
CONECT    3    2    5    6                                                  
CONECT    4    2    9                                                       
CONECT    5    3    8   10                                                  
CONECT    6    3   11                                                       
CONECT    7    1    2   13                                                  
CONECT    8    5   12                                                       
CONECT    9    4                                                            
CONECT   10    5                                                            
CONECT   11    6   12                                                       
CONECT   12    8   11                                                       
CONECT   13    7   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0014410
HETATM    1  C1  UNL     1       3.737   1.628  -0.820  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.610   0.211  -0.408  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.542  -0.399  -0.011  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.257   0.230   0.096  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.178   1.461  -0.234  1.00  0.00           O  
HETATM    6  N1  UNL     1       0.090  -0.467   0.551  1.00  0.00           N  
HETATM    7  C5  UNL     1       0.182  -1.838   0.964  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.033  -2.826  -0.165  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.133   0.222   0.598  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.622   0.584   1.832  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.825   1.274   1.997  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.507   1.580   0.839  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.039   1.230  -0.417  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.861   0.558  -0.509  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.330   0.172  -1.839  1.00  0.00           C  
HETATM   16  H1  UNL     1       4.840   1.910  -0.840  1.00  0.00           H  
HETATM   17  H2  UNL     1       3.211   2.354  -0.173  1.00  0.00           H  
HETATM   18  H3  UNL     1       3.376   1.802  -1.868  1.00  0.00           H  
HETATM   19  H4  UNL     1       4.546  -0.390  -0.451  1.00  0.00           H  
HETATM   20  H5  UNL     1       2.599  -1.450   0.259  1.00  0.00           H  
HETATM   21  H6  UNL     1       1.137  -2.028   1.514  1.00  0.00           H  
HETATM   22  H7  UNL     1      -0.602  -2.106   1.728  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.096  -3.101  -0.281  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.513  -3.780   0.068  1.00  0.00           H  
HETATM   25  H10 UNL     1       0.317  -2.394  -1.120  1.00  0.00           H  
HETATM   26  H11 UNL     1      -1.059   0.326   2.710  1.00  0.00           H  
HETATM   27  H12 UNL     1      -3.213   1.561   2.964  1.00  0.00           H  
HETATM   28  H13 UNL     1      -4.436   2.107   0.914  1.00  0.00           H  
HETATM   29  H14 UNL     1      -3.603   1.489  -1.311  1.00  0.00           H  
HETATM   30  H15 UNL     1      -0.307  -0.196  -1.818  1.00  0.00           H  
HETATM   31  H16 UNL     1      -1.491   0.968  -2.600  1.00  0.00           H  
HETATM   32  H17 UNL     1      -1.979  -0.691  -2.171  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3   19
CONECT    3    4   20
CONECT    4    5    5    6
CONECT    6    7    9
CONECT    7    8   21   22
CONECT    8   23   24   25
CONECT    9   10   10   14
CONECT   10   11   26
CONECT   11   12   12   27
CONECT   12   13   28
CONECT   13   14   14   29
CONECT   14   15
CONECT   15   30   31   32
END

HMDB0014410
     RDKit          3D
Crotamiton
 32 32  0  0  0  0  0  0  0  0999 V2000
    3.7366    1.6279   -0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6103    0.2112   -0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5424   -0.3987   -0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2575    0.2296    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1780    1.4610   -0.2342 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0902   -0.4673    0.5509 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1819   -1.8384    0.9642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0329   -2.8255   -0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1332    0.2224    0.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6219    0.5837    1.8325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8248    1.2745    1.9975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5073    1.5798    0.8385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0393    1.2296   -0.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8609    0.5575   -0.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3305    0.1718   -1.8390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8402    1.9103   -0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2107    2.3537   -0.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3764    1.8017   -1.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5461   -0.3903   -0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5994   -1.4499    0.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1369   -2.0283    1.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6020   -2.1059    1.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0959   -3.1015   -0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5129   -3.7802    0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3171   -2.3937   -1.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0592    0.3263    2.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2134    1.5610    2.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4358    2.1073    0.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6034    1.4888   -1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3068   -0.1956   -1.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4907    0.9682   -2.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9787   -0.6907   -2.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Crotalgin	ChEBI
Crotamitone	ChEBI
Crotamitonum	ChEBI
Crotonyl-N-ethyl-O-toluidine	ChEBI
N-Ethyl-O-crotonotoluidide	ChEBI
Crotaglin	HMDB

Chemical Formula

C₁₃H₁₇NO

Average Molecular Weight

203.2802

Monoisotopic Molecular Weight

203.131014171

IUPAC Name

N-ethyl-N-(2-methylphenyl)but-2-enamide

Traditional Name

eurax

CAS Registry Number

483-63-6

SMILES

CCN(C(=O)C=CC)C1=CC=CC=C1C

InChI Identifier

InChI=1S/C13H17NO/c1-4-8-13(15)14(5-2)12-10-7-6-9-11(12)3/h4,6-10H,5H2,1-3H3

InChI Key

DNTGGZPQPQTDQF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anilides. These are organic heterocyclic compounds derived from oxoacids RkE(=O)l(OH)m (l not 0) by replacing an OH group by the NHPh group or derivative formed by ring substitution.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Anilides

Direct Parent

Anilides

Alternative Parents

Substituents

Anilide
Toluene
Tertiary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

enamide (CHEBI:31439 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014410)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	< 25 °C	Not Available
Boiling Point	282.00 to 283.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.35 g/L	Not Available
LogP	2.9	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.35 g/L	ALOGPS
logP	2.7	ALOGPS
logP	3.09	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Basic)	-0.6	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	3	ChemAxon
Refractivity	64.15 m³·mol⁻¹	ChemAxon
Polarizability	23.07 Å³	ChemAxon
Number of Rings	1	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]+	149.459	31661259
DarkChem	[M-H]-	146.666	31661259
DeepCCS	[M+H]+	146.93	30932474
DeepCCS	[M-H]-	144.572	30932474
DeepCCS	[M-2H]-	178.915	30932474
DeepCCS	[M+Na]+	153.64	30932474
AllCCS	[M+H]+	145.9	32859911
AllCCS	[M+H-H2O]+	141.9	32859911
AllCCS	[M+NH4]+	149.7	32859911
AllCCS	[M+Na]+	150.8	32859911
AllCCS	[M-H]-	149.9	32859911
AllCCS	[M+Na-2H]-	150.5	32859911
AllCCS	[M+HCOO]-	151.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Crotamiton	CCN(C(=O)C=CC)C1=CC=CC=C1C	2286.8	Standard polar	33892256
Crotamiton	CCN(C(=O)C=CC)C1=CC=CC=C1C	1549.1	Standard non polar	33892256
Crotamiton	CCN(C(=O)C=CC)C1=CC=CC=C1C	1574.9	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 - Crotamiton GC-MS (Non-derivatized) - 70eV, Positive	splash10-01bl-5900000000-f2f8a0d107e489eb71dd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Crotamiton 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Crotamiton LC-ESI-QFT , positive-QTOF	splash10-0udi-0090000000-70e1ca34f13b9e4b9599	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Crotamiton LC-ESI-QFT , positive-QTOF	splash10-0udi-1190000000-02218095d009d51f0b72	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Crotamiton LC-ESI-QFT , positive-QTOF	splash10-0gb9-9850000000-24da05acdd172bfde5f5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Crotamiton LC-ESI-QFT , positive-QTOF	splash10-014i-9700000000-ae61a473efc6d72b8781	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Crotamiton LC-ESI-QFT , positive-QTOF	splash10-014i-9600000000-6aaa881b4c06e68ed133	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Crotamiton LC-ESI-QFT , positive-QTOF	splash10-014i-9500000000-27cbd5bf3c121b56d6cc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Crotamiton LC-ESI-QFT , positive-QTOF	splash10-066u-9400000000-12ca412deed8c16a0f22	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Crotamiton LC-ESI-QFT , positive-QTOF	splash10-066u-9300000000-427f77529d09e1395f78	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Crotamiton LC-ESI-QFT , positive-QTOF	splash10-066u-9200000000-a03907e2130c0b4a1530	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Crotamiton 90V, Positive-QTOF	splash10-014i-9300000000-0525b5898c1d28deecf8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Crotamiton 30V, Positive-QTOF	splash10-0udi-1190000000-fa6a77b2381b31ef15d4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Crotamiton 15V, Positive-QTOF	splash10-0udi-0090000000-0be9e4200f38f97b043a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Crotamiton 75V, Positive-QTOF	splash10-014i-9500000000-28fad8d7453a88c6e11b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Crotamiton 90V, Positive-QTOF	splash10-014i-9400000000-7e8a2792944657879e6f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Crotamiton 60V, Positive-QTOF	splash10-014i-9600000000-01363ad732d1dc8b0b38	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Crotamiton 45V, Positive-QTOF	splash10-0gb9-9850000000-097983eff18404ea2ba6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Crotamiton 90V, Positive-QTOF	splash10-014i-9300000000-dfe4b394f5773013a6cb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Crotamiton 75V, Positive-QTOF	splash10-014i-9400000000-5f5d5be9b48d6924bf57	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Crotamiton 120V, Positive-QTOF	splash10-066u-9400000000-fcab39711ba6b360fca6	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crotamiton 10V, Positive-QTOF	splash10-0udi-1490000000-00153d7c4df5e973fbf4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crotamiton 20V, Positive-QTOF	splash10-0udr-5940000000-afaa79fe171dc4f62c29	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crotamiton 40V, Positive-QTOF	splash10-052f-8900000000-7379d2bd22a49c6f4d9c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crotamiton 10V, Negative-QTOF	splash10-0udi-0190000000-4eb068c92e31c2951f1e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crotamiton 20V, Negative-QTOF	splash10-0ul0-4930000000-7ea235dd883e82f45391	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crotamiton 40V, Negative-QTOF	splash10-0pwc-6900000000-67fa77a6e735397d1a5d	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00265	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00265	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00265

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2780

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Crotamiton

METLIN ID

Not Available

PubChem Compound

688020

PDB ID

Not Available

ChEBI ID

31439

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1266571

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Buffet M, Dupin N: Current treatments for scabies. Fundam Clin Pharmacol. 2003 Apr;17(2):217-25. [PubMed:12667233 ]

Showing metabocard for Crotamiton (HMDB0014410)

MOL for HMDB0014410 (Crotamiton)

3D MOL for HMDB0014410 (Crotamiton)

3D SDF for HMDB0014410 (Crotamiton)

3D-SDF for HMDB0014410 (Crotamiton)

PDB for HMDB0014410 (Crotamiton)

3D PDB for HMDB0014410 (Crotamiton)

SMILES for HMDB0014410 (Crotamiton)

INCHI for HMDB0014410 (Crotamiton)

Structure for HMDB0014410 (Crotamiton)

3D Structure for HMDB0014410 (Crotamiton)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra