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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (8) Show 8 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:52 UTC

HMDB ID

HMDB0015142

Secondary Accession Numbers

HMDB15142

Metabolite Identification

Common Name

Tioconazole

Description

Tioconazole, also known as vagistat-1 or gyno-trosyd, belongs to the class of organic compounds known as benzylethers. These are aromatic ethers with the general formula ROCR' (R = alkyl, aryl; R'=benzene). They are available in one day doses, as opposed to the 7-day treatments more common in use in the past. Tioconazole is an antifungal medication of the imidazole class used to treat infections caused by a fungus or yeast. Tioconazole topical (skin) preparations are also available for ringworm, jock itch, athlete's foot, and tinea versicolor or "sun fungus". These side effects may be only temporary, and do not normally interfere with the patient's comfort enough to outweigh the end result. Tioconazole is a drug which is used for the local treatment of vulvovaginal candidiasis (moniliasis). Side effects (for the women's formulas) may include temporary burning/irritation of the vaginal area, moderate drowsiness, headache similar to a sinus headache, hives, and upper respiratory infection. Tioconazole is a very strong basic compound (based on its pKa). Tioconazole is a potentially toxic compound. It was patented in 1975 and approved for medical use in 1982. It is marketed under the brand names Trosyd and Gyno-Trosyd (Pfizer, now Johnson & Johnson). A displacement reaction between 1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethanol and 2-chloro-3-(chloromethyl)thiophene is performed. Tioconazole ointments serve to treat women's vaginal yeast infections. Antimycotic imidazole derivative.

Structure

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

HMDB0015142
     RDKit          3D
Tioconazole
 36 38  0  0  0  0  0  0  0  0999 V2000
    5.1291    3.8527   -0.2825 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8650    2.6678   -0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6033    1.7664   -1.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6107    0.8068   -0.9347 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8419    0.7139    0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7777   -0.3097    0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9799   -1.2939   -0.8630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0054   -2.3631   -0.8483 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1242   -3.5396   -0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9857   -4.3233   -0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7800   -3.5819   -1.2242 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841   -2.4033   -1.4756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4527    0.3136    0.1358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4233    0.0425    1.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7062    0.7956    0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8276    1.6041   -0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394    2.2197   -0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9667    1.6458    0.7687 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8060    0.6495    1.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9512   -0.3447    2.9767 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1095    1.6160    1.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611    1.6174    2.7478 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1114    2.5888    1.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1943    1.8069   -1.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5053    0.1443   -1.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8233   -0.8734    1.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0232   -1.6139   -0.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7858   -0.6492   -1.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9541   -3.8913    0.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1863   -5.3235   -0.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6089   -1.5999   -2.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6765   -1.0600    0.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1297    0.3098    2.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9975    1.7951   -1.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2981    2.9133   -1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3145    3.3006    1.8918 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
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  5 21  1  0
 21 22  1  0
 21 23  2  0
 23  2  1  0
 12  8  1  0
 19 15  2  0
  3 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 16 34  1  0
 17 35  1  0
 23 36  1  0
M  END

1007
  Mrv0541 02231215102D          

 23 25  0  0  1  0            999 V2000
    2.9557   -0.6862    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3846   -3.1613    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4826    3.1613    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.7808    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6702    0.5513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    1.3763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5117    2.6458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3846    0.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    0.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3846   -0.6862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6702    1.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6702   -1.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992   -1.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4317    1.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9557    1.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7666    1.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6702   -1.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992   -1.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3846   -2.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6867    2.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2020    1.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8694    2.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0  0  0  0
  2 19  1  0  0  0  0
  3 22  1  0  0  0  0
  4 22  1  0  0  0  0
  4 23  1  0  0  0  0
  5  8  1  0  0  0  0
  5 11  1  0  0  0  0
  6  9  1  0  0  0  0
  6 14  1  0  0  0  0
  6 16  1  0  0  0  0
  7 16  2  0  0  0  0
  7 20  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 12  2  0  0  0  0
 10 13  1  0  0  0  0
 11 15  1  0  0  0  0
 12 17  1  0  0  0  0
 13 18  2  0  0  0  0
 14 20  2  0  0  0  0
 15 21  1  0  0  0  0
 15 22  2  0  0  0  0
 17 19  2  0  0  0  0
 18 19  1  0  0  0  0
 21 23  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015142

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=C(COC(CN2C=CN=C2)C2=C(Cl)C=C(Cl)C=C2)C=CS1

> <INCHI_IDENTIFIER>
InChI=1S/C16H13Cl3N2OS/c17-12-1-2-13(14(18)7-12)15(8-21-5-4-20-10-21)22-9-11-3-6-23-16(11)19/h1-7,10,15H,8-9H2

> <INCHI_KEY>
QXHHHPZILQDDPS-UHFFFAOYSA-N

> <FORMULA>
C16H13Cl3N2OS

> <MOLECULAR_WEIGHT>
387.711

> <EXACT_MASS>
385.981416859

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
36.83729826565817

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{2-[(2-chlorothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole

> <ALOGPS_LOGP>
4.86

> <JCHEM_LOGP>
5.298761608666666

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
6.767291901447468

> <JCHEM_POLAR_SURFACE_AREA>
27.05

> <JCHEM_REFRACTIVITY>
94.52850000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tioconazole

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0015142
     RDKit          3D
Tioconazole
 36 38  0  0  0  0  0  0  0  0999 V2000
    5.1291    3.8527   -0.2825 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8650    2.6678   -0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6033    1.7664   -1.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6107    0.8068   -0.9347 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8419    0.7139    0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7777   -0.3097    0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9799   -1.2939   -0.8630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0054   -2.3631   -0.8483 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1242   -3.5396   -0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9857   -4.3233   -0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7800   -3.5819   -1.2242 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841   -2.4033   -1.4756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4527    0.3136    0.1358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4233    0.0425    1.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7062    0.7956    0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8276    1.6041   -0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394    2.2197   -0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9667    1.6458    0.7687 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8060    0.6495    1.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9512   -0.3447    2.9767 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1095    1.6160    1.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611    1.6174    2.7478 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1114    2.5888    1.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1943    1.8069   -1.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5053    0.1443   -1.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8233   -0.8734    1.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0232   -1.6139   -0.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7858   -0.6492   -1.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9541   -3.8913    0.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1863   -5.3235   -0.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6089   -1.5999   -2.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6765   -1.0600    0.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1297    0.3098    2.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9975    1.7951   -1.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2981    2.9133   -1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3145    3.3006    1.8918 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
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  5 21  1  0
 21 22  1  0
 21 23  2  0
 23  2  1  0
 12  8  1  0
 19 15  2  0
  3 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 16 34  1  0
 17 35  1  0
 23 36  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1007                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       5.517  -1.281   0.000  0.00  0.00          Cl+0
HETATM    2 Cl   UNK     0       8.185  -5.901   0.000  0.00  0.00          Cl+0
HETATM    3 Cl   UNK     0       6.501   5.901   0.000  0.00  0.00          Cl+0
HETATM    4  S   UNK     0       3.850   5.191   0.000  0.00  0.00           S+0
HETATM    5  O   UNK     0       6.851   1.029   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       9.519   2.569   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      10.289   4.939   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       8.185   0.259   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.519   1.029   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.185  -1.281   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.851   2.569   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.851  -2.051   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.519  -2.051   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.273   3.474   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.517   3.339   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.764   3.474   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.851  -3.591   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.519  -3.591   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.185  -4.361   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.749   4.939   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.110   2.713   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.356   4.871   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.080   3.857   0.000  0.00  0.00           C+0
CONECT    1   12                                                            
CONECT    2   19                                                            
CONECT    3   22                                                            
CONECT    4   22   23                                                       
CONECT    5    8   11                                                       
CONECT    6    9   14   16                                                  
CONECT    7   16   20                                                       
CONECT    8    5    9   10                                                  
CONECT    9    6    8                                                       
CONECT   10    8   12   13                                                  
CONECT   11    5   15                                                       
CONECT   12    1   10   17                                                  
CONECT   13   10   18                                                       
CONECT   14    6   20                                                       
CONECT   15   11   21   22                                                  
CONECT   16    6    7                                                       
CONECT   17   12   19                                                       
CONECT   18   13   19                                                       
CONECT   19    2   17   18                                                  
CONECT   20    7   14                                                       
CONECT   21   15   23                                                       
CONECT   22    3    4   15                                                  
CONECT   23    4   21                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0015142
HETATM    1 CL1  UNL     1       5.129   3.853  -0.282  1.00  0.00          CL  
HETATM    2  C1  UNL     1       3.865   2.668  -0.055  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.603   1.766  -1.064  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.611   0.807  -0.935  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.842   0.714   0.210  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.778  -0.310   0.317  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.980  -1.294  -0.863  1.00  0.00           C  
HETATM    8  N1  UNL     1       0.005  -2.363  -0.848  1.00  0.00           N  
HETATM    9  C7  UNL     1       0.124  -3.540  -0.209  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.986  -4.323  -0.430  1.00  0.00           C  
HETATM   11  N2  UNL     1      -1.780  -3.582  -1.224  1.00  0.00           N  
HETATM   12  C9  UNL     1      -1.184  -2.403  -1.476  1.00  0.00           C  
HETATM   13  O1  UNL     1      -0.453   0.314   0.136  1.00  0.00           O  
HETATM   14  C10 UNL     1      -1.423   0.042   1.048  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.706   0.796   0.707  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.828   1.604  -0.350  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.039   2.220  -0.539  1.00  0.00           C  
HETATM   18  S1  UNL     1      -4.967   1.646   0.769  1.00  0.00           S  
HETATM   19  C14 UNL     1      -3.806   0.650   1.515  1.00  0.00           C  
HETATM   20 CL2  UNL     1      -3.951  -0.345   2.977  1.00  0.00          CL  
HETATM   21  C15 UNL     1       2.109   1.616   1.213  1.00  0.00           C  
HETATM   22 CL3  UNL     1       1.261   1.617   2.748  1.00  0.00          CL  
HETATM   23  C16 UNL     1       3.111   2.589   1.089  1.00  0.00           C  
HETATM   24  H1  UNL     1       4.194   1.807  -1.995  1.00  0.00           H  
HETATM   25  H2  UNL     1       2.505   0.144  -1.798  1.00  0.00           H  
HETATM   26  H3  UNL     1       0.823  -0.873   1.249  1.00  0.00           H  
HETATM   27  H4  UNL     1       2.023  -1.614  -0.890  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.786  -0.649  -1.771  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.954  -3.891   0.414  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.186  -5.323  -0.051  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.609  -1.600  -2.099  1.00  0.00           H  
HETATM   32  H9  UNL     1      -1.676  -1.060   0.975  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.130   0.310   2.056  1.00  0.00           H  
HETATM   34  H11 UNL     1      -1.997   1.795  -1.072  1.00  0.00           H  
HETATM   35  H12 UNL     1      -4.298   2.913  -1.361  1.00  0.00           H  
HETATM   36  H13 UNL     1       3.314   3.301   1.892  1.00  0.00           H  
CONECT    1    2
CONECT    2    3    3   23
CONECT    3    4   24
CONECT    4    5    5   25
CONECT    5    6   21
CONECT    6    7   13   26
CONECT    7    8   27   28
CONECT    8    9   12
CONECT    9   10   10   29
CONECT   10   11   30
CONECT   11   12   12
CONECT   12   31
CONECT   13   14
CONECT   14   15   32   33
CONECT   15   16   19   19
CONECT   16   17   17   34
CONECT   17   18   35
CONECT   18   19
CONECT   19   20
CONECT   21   22   23   23
CONECT   23   36
END

HMDB0015142
     RDKit          3D
Tioconazole
 36 38  0  0  0  0  0  0  0  0999 V2000
    5.1291    3.8527   -0.2825 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8650    2.6678   -0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6033    1.7664   -1.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6107    0.8068   -0.9347 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8419    0.7139    0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7777   -0.3097    0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9799   -1.2939   -0.8630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0054   -2.3631   -0.8483 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1242   -3.5396   -0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9857   -4.3233   -0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7800   -3.5819   -1.2242 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841   -2.4033   -1.4756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4527    0.3136    0.1358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4233    0.0425    1.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7062    0.7956    0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8276    1.6041   -0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394    2.2197   -0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9667    1.6458    0.7687 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8060    0.6495    1.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9512   -0.3447    2.9767 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1095    1.6160    1.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611    1.6174    2.7478 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1114    2.5888    1.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1943    1.8069   -1.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5053    0.1443   -1.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8233   -0.8734    1.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0232   -1.6139   -0.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7858   -0.6492   -1.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9541   -3.8913    0.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1863   -5.3235   -0.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6089   -1.5999   -2.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6765   -1.0600    0.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1297    0.3098    2.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9975    1.7951   -1.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2981    2.9133   -1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3145    3.3006    1.8918 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
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  5 21  1  0
 21 22  1  0
 21 23  2  0
 23  2  1  0
 12  8  1  0
 19 15  2  0
  3 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 16 34  1  0
 17 35  1  0
 23 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Vagistat-1	Kegg
Monistat 1-day	HMDB
Trosyl	HMDB
Gyno-trosyd	HMDB
Trosyd	HMDB
Mykontral	HMDB
Trosderm	HMDB
Trosid	HMDB
Vagistat	HMDB
Tioconazole	MeSH

Chemical Formula

C₁₆H₁₃Cl₃N₂OS

Average Molecular Weight

387.711

Monoisotopic Molecular Weight

385.981416859

IUPAC Name

1-{2-[(2-chlorothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole

Traditional Name

tioconazole

CAS Registry Number

65899-73-2

SMILES

ClC1=C(COC(CN2C=CN=C2)C2=C(Cl)C=C(Cl)C=C2)C=CS1

InChI Identifier

InChI=1S/C16H13Cl3N2OS/c17-12-1-2-13(14(18)7-12)15(8-21-5-4-20-10-21)22-9-11-3-6-23-16(11)19/h1-7,10,15H,8-9H2

InChI Key

QXHHHPZILQDDPS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzylethers. These are aromatic ethers with the general formula ROCR' (R = alkyl, aryl; R'=benzene).

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzylethers

Direct Parent

Benzylethers

Alternative Parents

Substituents

Benzylether
1,3-dichlorobenzene
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
N-substituted imidazole
Azole
Heteroaromatic compound
Thiophene
Imidazole
Azacycle
Dialkyl ether
Organoheterocyclic compound
Ether
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

imidazoles (CHEBI:77898 )
thiophenes (CHEBI:77898 )
ether (CHEBI:77898 )
dichlorobenzene (CHEBI:77898 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0015142)
Membrane (HMDB: HMDB0015142)

Source

Exogenous

Exogenous (HMDB: HMDB0015142)

Process

Not Available

Role

Industrial application

Antifungal agent (HMDB: HMDB0015142)
Antiinfective agent (HMDB: HMDB0015142)

Biological role

Modulator

Inhibitor

EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor (HMDB: HMDB0015142)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.016 g/L	Not Available
LogP	4.4	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	180.725	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000850

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.016 g/L	ALOGPS
logP	4.86	ALOGPS
logP	5.3	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	6.77	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	27.05 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	94.53 m³·mol⁻¹	ChemAxon
Polarizability	36.84 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	178.474	30932474
DeepCCS	[M-H]-	176.116	30932474
DeepCCS	[M-2H]-	209.77	30932474
DeepCCS	[M+Na]+	184.997	30932474
AllCCS	[M+H]+	180.2	32859911
AllCCS	[M+H-H2O]+	177.4	32859911
AllCCS	[M+NH4]+	182.9	32859911
AllCCS	[M+Na]+	183.6	32859911
AllCCS	[M-H]-	173.9	32859911
AllCCS	[M+Na-2H]-	173.4	32859911
AllCCS	[M+HCOO]-	172.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.84 minutes	32390414
Predicted by Siyang on May 30, 2022	14.6951 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.1 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	34.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2458.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	430.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	168.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	264.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	293.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	583.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	602.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	73.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1361.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	524.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1449.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	455.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	398.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	301.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	31.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tioconazole	ClC1=C(COC(CN2C=CN=C2)C2=C(Cl)C=C(Cl)C=C2)C=CS1	4066.0	Standard polar	33892256
Tioconazole	ClC1=C(COC(CN2C=CN=C2)C2=C(Cl)C=C(Cl)C=C2)C=CS1	2830.5	Standard non polar	33892256
Tioconazole	ClC1=C(COC(CN2C=CN=C2)C2=C(Cl)C=C(Cl)C=C2)C=CS1	2801.9	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 - Tioconazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9322000000-f6f11c3dd1abefdb5472	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tioconazole 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 - Tioconazole LC-ESI-QQ , positive-QTOF	splash10-000i-0009000000-2827a77fbda828e7453e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tioconazole LC-ESI-QQ , positive-QTOF	splash10-000i-0009000000-27b855fca59ed08acb85	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tioconazole LC-ESI-QQ , positive-QTOF	splash10-001i-0903000000-30ef91f27453208dd584	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tioconazole LC-ESI-QQ , positive-QTOF	splash10-001i-0900000000-2ed7f788cac071d871e4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tioconazole LC-ESI-QQ , positive-QTOF	splash10-001i-0900000000-94a2a2533441e3179663	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tioconazole LC-ESI-IT , positive-QTOF	splash10-001i-0900000000-fa59d0317db7f93d6c2a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tioconazole , positive-QTOF	splash10-0019-1619000000-7bfbe2de2c4aa4e6cd39	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tioconazole 10V, Positive-QTOF	splash10-000i-0019000000-9710e360ac903a19e761	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tioconazole 20V, Positive-QTOF	splash10-00kr-4059000000-11184eccc1c4190d1d56	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tioconazole 40V, Positive-QTOF	splash10-014i-9220000000-92260c4a2b938613c391	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tioconazole 10V, Negative-QTOF	splash10-001i-2009000000-694e0b1bbedf8c9a518a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tioconazole 20V, Negative-QTOF	splash10-014i-9002000000-892ee7d55153e17c3fb5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tioconazole 40V, Negative-QTOF	splash10-014l-9110000000-a6e3b216a6c36e5201db	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tioconazole 10V, Positive-QTOF	splash10-000i-0009000000-46e7ef27c173cdeac926	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tioconazole 20V, Positive-QTOF	splash10-000i-0009000000-55ff8b5cd7b6cb6c4a94	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tioconazole 40V, Positive-QTOF	splash10-014i-9620000000-6425beede3614c6e9d8f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tioconazole 10V, Negative-QTOF	splash10-001r-2089000000-ebf536df5e672f10ce98	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tioconazole 20V, Negative-QTOF	splash10-001i-9420000000-122db257637508515ef4	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tioconazole 40V, Negative-QTOF	splash10-00lr-9010000000-fb107803b0fd9576864e	2021-10-11	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 DB01007	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01007	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01007

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5282

KEGG Compound ID

C08082

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tioconazole

METLIN ID

Not Available

PubChem Compound

5482

PDB ID

Not Available

ChEBI ID

77898

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

Not Available

Enzymes

Enzyme Details

1. Lanosterol 14-alpha demethylase

General function:: Involved in monooxygenase activity
Specific function:: Catalyzes C14-demethylation of lanosterol; it transforms lanosterol into 4,4'-dimethyl cholesta-8,14,24-triene-3-beta-ol.
Gene Name:: CYP51A1
Uniprot ID:: Q16850
Molecular weight:: 57277.81

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Fliri AF, Loging WT, Thadeio PF, Volkmann RA: Biological spectra analysis: Linking biological activity profiles to molecular structure. Proc Natl Acad Sci U S A. 2005 Jan 11;102(2):261-6. Epub 2004 Dec 29. [PubMed:15625110 ]
Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Enzyme Details

2. 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 ]

Enzyme Details

3. Cytochrome P450 2C9

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 oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

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 ]

Enzyme Details

4. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

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 ]

Enzyme Details

5. Cytochrome P450 2E1

General function:: Involved in monooxygenase activity
Specific function:: Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:: CYP2E1
Uniprot ID:: P05181
Molecular weight:: 56848.42

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 ]

Enzyme Details

6. Cytochrome P450 1A2

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 oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

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 ]

Enzyme Details

7. Cytochrome P450 19A1

General function:: Involved in monooxygenase activity
Specific function:: Catalyzes the formation of aromatic C18 estrogens from C19 androgens.
Gene Name:: CYP19A1
Uniprot ID:: P11511
Molecular weight:: 57882.48

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 ]

Enzyme Details

8. Cytochrome P450 2C8

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 oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:: CYP2C8
Uniprot ID:: P10632
Molecular weight:: 55824.275

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 Tioconazole (HMDB0015142)

MOL for HMDB0015142 (Tioconazole)

3D MOL for HMDB0015142 (Tioconazole)

3D SDF for HMDB0015142 (Tioconazole)

3D-SDF for HMDB0015142 (Tioconazole)

PDB for HMDB0015142 (Tioconazole)

3D PDB for HMDB0015142 (Tioconazole)

SMILES for HMDB0015142 (Tioconazole)

INCHI for HMDB0015142 (Tioconazole)

Structure for HMDB0015142 (Tioconazole)

3D Structure for HMDB0015142 (Tioconazole)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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