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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:50 UTC

HMDB ID

HMDB0015047

Secondary Accession Numbers

HMDB15047

Metabolite Identification

Common Name

Tinidazole

Description

Tinidazole is only found in individuals that have used or taken this drug. It is a nitroimidazole antitrichomonal agent effective against Trichomonas vaginalis, Entamoeba histolytica, and Giardia lamblia infections. [PubChem]Tinidazole is a prodrug and antiprotozoal agent. The nitro group of tinidazole is reduced in Trichomonas by a ferredoxin-mediated electron transport system. The free nitro radical generated as a result of this reduction is believed to be responsible for the antiprotozoal activity. It is suggested that the toxic free radicals covalently bind to DNA, causing DNA damage and leading to cell death. The mechanism by which tinidazole exhibits activity against Giardia and Entamoeba species is not known, though it is probably similar.

Structure

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

HMDB0015047
     RDKit          3D
Tinidazole
 29 29  0  0  0  0  0  0  0  0999 V2000
    3.5669    0.8503    0.4616 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795   -0.4338   -0.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9823   -0.4024   -1.2878 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.9805    0.7677   -2.2068 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8202   -1.7099   -2.0218 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5844   -0.2640   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6948   -0.2370   -1.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149   -0.1232   -0.0640 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4564   -1.1626    0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2211   -2.5569    0.3142 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.3183   -2.9842   -0.4276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9810   -3.4986    0.9608 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.4391   -0.5974    1.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3276    0.7372    1.1865 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3361    1.0586    0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8543    2.4101   -0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6932    1.6715   -0.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4694    0.8626    1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6463    1.0840    1.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3592   -0.4960   -0.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4188   -1.2664    0.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5871   -1.1056    0.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7138    0.6678    0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6422    0.7184   -1.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7863   -1.0939   -1.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1411   -1.1866    1.8942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0091    2.5766   -1.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7796    2.5496    0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4994    3.1641    0.4497 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  2  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 13 26  1  0
 16 27  1  0
 16 28  1  0
 16 29  1  0
M  CHG  2  10   1  12  -1
M  END

911
  Mrv0541 02231215062D          

 16 16  0  0  0  0            999 V2000
    2.4751   -1.0473    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001   -1.0473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.0473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2547    1.7973    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.8132    0.4383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.0153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.2848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6417    1.2452    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.4751   -0.2223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.1903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751   -1.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5221    1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8570    1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606   -2.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6021    2.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7375    1.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  2  0  0  0  0
  1  9  1  0  0  0  0
  1 11  1  0  0  0  0
  4  8  1  0  0  0  0
  5  8  2  0  0  0  0
  6 10  1  0  0  0  0
  6 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7 12  2  0  0  0  0
  7 15  1  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
 11 14  1  0  0  0  0
 12 16  1  0  0  0  0
 13 15  2  0  0  0  0
M  CHG  2   4  -1   8   1
M  END
> <DATABASE_ID>
HMDB0015047

> <DATABASE_NAME>
hmdb

> <SMILES>
CCS(=O)(=O)CCN1C(C)=NC=C1[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H13N3O4S/c1-3-16(14,15)5-4-10-7(2)9-6-8(10)11(12)13/h6H,3-5H2,1-2H3

> <INCHI_KEY>
HJLSLZFTEKNLFI-UHFFFAOYSA-N

> <FORMULA>
C8H13N3O4S

> <MOLECULAR_WEIGHT>
247.272

> <EXACT_MASS>
247.062676609

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
23.273092348842823

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[2-(ethanesulfonyl)ethyl]-2-methyl-5-nitro-1H-imidazole

> <ALOGPS_LOGP>
-0.41

> <JCHEM_LOGP>
-0.5805185093333334

> <ALOGPS_LOGS>
-1.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.095304298826952

> <JCHEM_POLAR_SURFACE_AREA>
97.78

> <JCHEM_REFRACTIVITY>
57.6612

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.03e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tinidazole

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015047
     RDKit          3D
Tinidazole
 29 29  0  0  0  0  0  0  0  0999 V2000
    3.5669    0.8503    0.4616 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795   -0.4338   -0.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9823   -0.4024   -1.2878 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.9805    0.7677   -2.2068 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8202   -1.7099   -2.0218 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5844   -0.2640   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6948   -0.2370   -1.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149   -0.1232   -0.0640 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4564   -1.1626    0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2211   -2.5569    0.3142 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.3183   -2.9842   -0.4276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9810   -3.4986    0.9608 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.4391   -0.5974    1.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3276    0.7372    1.1865 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3361    1.0586    0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8543    2.4101   -0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6932    1.6715   -0.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4694    0.8626    1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6463    1.0840    1.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3592   -0.4960   -0.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4188   -1.2664    0.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5871   -1.1056    0.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7138    0.6678    0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6422    0.7184   -1.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7863   -1.0939   -1.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1411   -1.1866    1.8942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0091    2.5766   -1.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7796    2.5496    0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4994    3.1641    0.4497 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  2  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 13 26  1  0
 16 27  1  0
 16 28  1  0
 16 29  1  0
M  CHG  2  10   1  12  -1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 911                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       4.620  -1.955   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0       6.160  -1.955   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.080  -1.955   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       9.809   3.355   0.000  0.00  0.00           O-1
HETATM    5  O   UNK     0       8.985   0.818   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       5.954   1.895   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       5.184   4.265   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       8.665   2.324   0.000  0.00  0.00           N+1
HETATM    9  C   UNK     0       4.620  -0.415   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.954   0.355   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.620  -3.495   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.708   2.800   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.200   2.800   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.286  -4.265   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.724   4.265   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.243   2.324   0.000  0.00  0.00           C+0
CONECT    1    2    3    9   11                                             
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    8                                                            
CONECT    5    8                                                            
CONECT    6   10   12   13                                                  
CONECT    7   12   15                                                       
CONECT    8    4    5   13                                                  
CONECT    9    1   10                                                       
CONECT   10    6    9                                                       
CONECT   11    1   14                                                       
CONECT   12    6    7   16                                                  
CONECT   13    6    8   15                                                  
CONECT   14   11                                                            
CONECT   15    7   13                                                       
CONECT   16   12                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0015047
HETATM    1  C1  UNL     1       3.567   0.850   0.462  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.479  -0.434  -0.331  1.00  0.00           C  
HETATM    3  S1  UNL     1       1.982  -0.402  -1.288  1.00  0.00           S  
HETATM    4  O1  UNL     1       1.981   0.768  -2.207  1.00  0.00           O  
HETATM    5  O2  UNL     1       1.820  -1.710  -2.022  1.00  0.00           O  
HETATM    6  C3  UNL     1       0.584  -0.264  -0.187  1.00  0.00           C  
HETATM    7  C4  UNL     1      -0.695  -0.237  -1.000  1.00  0.00           C  
HETATM    8  N1  UNL     1      -1.815  -0.123  -0.064  1.00  0.00           N  
HETATM    9  C5  UNL     1      -2.456  -1.163   0.487  1.00  0.00           C  
HETATM   10  N2  UNL     1      -2.221  -2.557   0.314  1.00  0.00           N1+
HETATM   11  O3  UNL     1      -1.318  -2.984  -0.428  1.00  0.00           O  
HETATM   12  O4  UNL     1      -2.981  -3.499   0.961  1.00  0.00           O1-
HETATM   13  C6  UNL     1      -3.439  -0.597   1.299  1.00  0.00           C  
HETATM   14  N3  UNL     1      -3.328   0.737   1.186  1.00  0.00           N  
HETATM   15  C7  UNL     1      -2.336   1.059   0.354  1.00  0.00           C  
HETATM   16  C8  UNL     1      -1.854   2.410  -0.069  1.00  0.00           C  
HETATM   17  H1  UNL     1       3.693   1.672  -0.304  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.469   0.863   1.089  1.00  0.00           H  
HETATM   19  H3  UNL     1       2.646   1.084   1.015  1.00  0.00           H  
HETATM   20  H4  UNL     1       4.359  -0.496  -0.978  1.00  0.00           H  
HETATM   21  H5  UNL     1       3.419  -1.266   0.412  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.587  -1.106   0.551  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.714   0.668   0.373  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.642   0.718  -1.596  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.786  -1.094  -1.666  1.00  0.00           H  
HETATM   26  H10 UNL     1      -4.141  -1.187   1.894  1.00  0.00           H  
HETATM   27  H11 UNL     1      -2.009   2.577  -1.156  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.780   2.550   0.204  1.00  0.00           H  
HETATM   29  H13 UNL     1      -2.499   3.164   0.450  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4    4    5    5
CONECT    3    6
CONECT    6    7   22   23
CONECT    7    8   24   25
CONECT    8    9   15
CONECT    9   10   13   13
CONECT   10   11   11   12
CONECT   13   14   26
CONECT   14   15   15
CONECT   15   16
CONECT   16   27   28   29
END

HMDB0015047
     RDKit          3D
Tinidazole
 29 29  0  0  0  0  0  0  0  0999 V2000
    3.5669    0.8503    0.4616 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795   -0.4338   -0.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9823   -0.4024   -1.2878 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.9805    0.7677   -2.2068 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8202   -1.7099   -2.0218 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5844   -0.2640   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6948   -0.2370   -1.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149   -0.1232   -0.0640 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4564   -1.1626    0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2211   -2.5569    0.3142 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.3183   -2.9842   -0.4276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9810   -3.4986    0.9608 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.4391   -0.5974    1.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3276    0.7372    1.1865 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3361    1.0586    0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8543    2.4101   -0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6932    1.6715   -0.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4694    0.8626    1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6463    1.0840    1.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3592   -0.4960   -0.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4188   -1.2664    0.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5871   -1.1056    0.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7138    0.6678    0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6422    0.7184   -1.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7863   -1.0939   -1.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1411   -1.1866    1.8942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0091    2.5766   -1.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7796    2.5496    0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4994    3.1641    0.4497 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  2  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 13 26  1  0
 16 27  1  0
 16 28  1  0
 16 29  1  0
M  CHG  2  10   1  12  -1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Timidazole	ChEBI
Haisigyn	Kegg
Tindamax	Kegg
Pierre fabre brand OF tinidazole	HMDB
Simplotan	HMDB
Teofarma brand OF tinidazole	HMDB
Farmasierra brand OF tinidazole	HMDB
Fasigyne	HMDB
Pfizer brand OF tinidazole	HMDB
Bioshik	HMDB
Fasigin	HMDB
Fasygin	HMDB
Tricolam	HMDB
Fasigyn	HMDB

Chemical Formula

C₈H₁₃N₃O₄S

Average Molecular Weight

247.272

Monoisotopic Molecular Weight

247.062676609

IUPAC Name

1-[2-(ethanesulfonyl)ethyl]-2-methyl-5-nitro-1H-imidazole

Traditional Name

tinidazole

CAS Registry Number

19387-91-8

SMILES

CCS(=O)(=O)CCN1C(C)=NC=C1[N+]([O-])=O

InChI Identifier

InChI=1S/C8H13N3O4S/c1-3-16(14,15)5-4-10-7(2)9-6-8(10)11(12)13/h6H,3-5H2,1-2H3

InChI Key

HJLSLZFTEKNLFI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitroimidazoles. Nitroimidazoles are compounds containing an imidazole ring which bears a nitro group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Imidazoles

Direct Parent

Nitroimidazoles

Alternative Parents

Substituents

1,2,5-trisubstituted-imidazole
Nitroaromatic compound
Nitroimidazole
Trisubstituted imidazole
N-substituted imidazole
Sulfone
Heteroaromatic compound
Sulfonyl
C-nitro compound
Organic nitro compound
Organic oxoazanium
Azacycle
Organic 1,3-dipolar compound
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organosulfur compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

imidazoles (CHEBI:63627 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0015047)
Membrane (HMDB: HMDB0015047)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	127 - 128 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	3.03 g/L	Not Available
LogP	0.7	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.03 g/L	ALOGPS
logP	-0.41	ALOGPS
logP	-0.58	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Basic)	3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	97.78 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	57.66 m³·mol⁻¹	ChemAxon
Polarizability	23.27 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	154.883	31661259
DarkChem	[M-H]-	154.777	31661259
DeepCCS	[M+H]+	138.672	30932474
DeepCCS	[M-H]-	135.41	30932474
DeepCCS	[M-2H]-	170.847	30932474
DeepCCS	[M+Na]+	147.03	30932474
AllCCS	[M+H]+	153.2	32859911
AllCCS	[M+H-H2O]+	149.7	32859911
AllCCS	[M+NH4]+	156.4	32859911
AllCCS	[M+Na]+	157.3	32859911
AllCCS	[M-H]-	149.5	32859911
AllCCS	[M+Na-2H]-	150.1	32859911
AllCCS	[M+HCOO]-	150.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tinidazole	CCS(=O)(=O)CCN1C(C)=NC=C1[N+]([O-])=O	3327.4	Standard polar	33892256
Tinidazole	CCS(=O)(=O)CCN1C(C)=NC=C1[N+]([O-])=O	1957.9	Standard non polar	33892256
Tinidazole	CCS(=O)(=O)CCN1C(C)=NC=C1[N+]([O-])=O	2136.4	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 - Tinidazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fb9-9810000000-354c2d3adb67449ebc17	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinidazole 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 - Tinidazole LC-ESI-qTof , Positive-QTOF	splash10-004i-4910000000-8c46b903514b344ac47c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tinidazole , positive-QTOF	splash10-0002-0290000000-6e567c97c2cf4ca3fd01	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tinidazole , positive-QTOF	splash10-0002-0390000000-28e470db2eb20392a17a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tinidazole , positive-QTOF	splash10-004i-4910000000-8c46b903514b344ac47c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tinidazole 35V, Positive-QTOF	splash10-00fs-3940000000-b4498df58e0ce5275d60	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tinidazole 10V, Positive-QTOF	splash10-0002-0090000000-49cf52076ccfb3b25895	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tinidazole 20V, Positive-QTOF	splash10-006x-0090000000-da3fd95a7532428a5726	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tinidazole 40V, Positive-QTOF	splash10-056v-9230000000-93e746c9cb99b3a385b3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tinidazole 10V, Negative-QTOF	splash10-0002-0090000000-43812f7131b453b9807f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tinidazole 20V, Negative-QTOF	splash10-0002-9380000000-f2bc3f5e5a79df21ed11	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tinidazole 40V, Negative-QTOF	splash10-0ftg-9210000000-7de9903c49d10753fac8	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

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 DB00911	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00911	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00911

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5279

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tinidazole

METLIN ID

Not Available

PubChem Compound

5479

PDB ID

Not Available

ChEBI ID

63627

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)

Download (PDF)

General References

Fung HB, Doan TL: Tinidazole: a nitroimidazole antiprotozoal agent. Clin Ther. 2005 Dec;27(12):1859-84. [PubMed:16507373 ]
Lopez Nigro MM, Carballo MA: Genotoxicity and cell death induced by tinidazole (TNZ). Toxicol Lett. 2008 Jul 30;180(1):46-52. doi: 10.1016/j.toxlet.2008.05.017. Epub 2008 Jun 5. [PubMed:18582545 ]
MedlinePlus [Link]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Showing metabocard for Tinidazole (HMDB0015047)

MOL for HMDB0015047 (Tinidazole)

3D MOL for HMDB0015047 (Tinidazole)

3D SDF for HMDB0015047 (Tinidazole)

3D-SDF for HMDB0015047 (Tinidazole)

PDB for HMDB0015047 (Tinidazole)

3D PDB for HMDB0015047 (Tinidazole)

SMILES for HMDB0015047 (Tinidazole)

INCHI for HMDB0015047 (Tinidazole)

Structure for HMDB0015047 (Tinidazole)

3D Structure for HMDB0015047 (Tinidazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References