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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:02 UTC

HMDB ID

HMDB0015583

Secondary Accession Numbers

HMDB15583

Metabolite Identification

Common Name

Bifonazole

Description

Bifonazole is only found in individuals that have used or taken this drug. It is an azole antifungal drug. [Wikipedia ]Bifonazole works by inhibiting the production of a substance called ergosterol, which is an essential component of fungal cell membranes.It acts to destabilize the fungal cyctochrome p450 51 enzyme (also known as Lanosterol 14-alpha demethylase). This is vital in the cell membrance structure of the fungus. Its inhibition leads to cell lysis. The disruption in production of ergosterol disrupts the cell membrane and causes holes to appear. The cell membranes of fungi are vital for their survival. They keep unwanted substances from entering the cells and stop the contents of the cells from leaking out. As bifonazole causes holes to appear in the cell membranes, essential constituents of the fungal cells can leak out. This kills the fungi.

Structure

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

HMDB0015583
     RDKit          3D
Bifonazole
 42 45  0  0  0  0  0  0  0  0999 V2000
    6.4430   -0.6042    0.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5679   -1.6619    0.5702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1998   -1.4687    0.5743 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6710   -0.2057    0.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296    0.0057    0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3580   -0.7683    1.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0045   -0.5097    1.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5440    0.5203    0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9744    0.8172    0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8431   -0.3476    0.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2217   -0.7884    1.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0506   -1.8938    1.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5080   -2.5694    0.7583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1454   -2.1505   -0.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3157   -1.0423   -0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2506    1.5462   -0.9359 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0056    2.6407   -1.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0237    3.0117   -2.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2723    2.1309   -3.0368 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992    1.2337   -2.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3354    1.2987   -0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6973    1.0374   -0.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5528    0.8386    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9292    0.6562    0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5194   -0.7176    0.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0011   -2.6610    0.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5757   -2.3553    0.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7547   -1.5768    1.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7165   -1.1198    1.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1718    1.5530    1.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8915   -0.2952    2.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3413   -2.2289    2.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1524   -3.4271    0.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5101   -2.6894   -1.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0786   -0.7766   -1.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5219    3.1566   -0.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5540    3.8741   -2.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1526    0.3939   -2.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0566    2.1409   -0.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982    1.6563   -0.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1672    1.8367    0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5835    1.5092    0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  8 21  1  0
 21 22  2  0
  4 23  1  0
 23 24  2  0
 24  1  1  0
 22  5  1  0
 15 10  1  0
 20 16  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
 24 42  1  0
M  END

  Mrv0541 02231217552D          

 24 27  0  0  1  0            999 V2000
    4.5080    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137    2.3401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5942    2.8830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616    1.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4012    3.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  1 13  1  0  0  0  0
  1 14  1  0  0  0  0
  2 14  2  0  0  0  0
  2 18  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  2  0  0  0  0
  4  7  1  0  0  0  0
  5  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  7 12  2  0  0  0  0
  8 11  2  0  0  0  0
  8 12  1  0  0  0  0
  8 15  1  0  0  0  0
  9 16  1  0  0  0  0
 10 17  2  0  0  0  0
 13 18  2  0  0  0  0
 15 20  2  0  0  0  0
 15 21  1  0  0  0  0
 16 19  2  0  0  0  0
 17 19  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  2  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015583

> <DATABASE_NAME>
hmdb

> <SMILES>
C1=CN(C=N1)C(C1=CC=CC=C1)C1=CC=C(C=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H18N2/c1-3-7-18(8-4-1)19-11-13-21(14-12-19)22(24-16-15-23-17-24)20-9-5-2-6-10-20/h1-17,22H

> <INCHI_KEY>
OCAPBUJLXMYKEJ-UHFFFAOYSA-N

> <FORMULA>
C22H18N2

> <MOLECULAR_WEIGHT>
310.3917

> <EXACT_MASS>
310.146998586

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
35.40575524517509

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[phenyl(4-phenylphenyl)methyl]-1H-imidazole

> <ALOGPS_LOGP>
4.92

> <JCHEM_LOGP>
5.234390525333334

> <ALOGPS_LOGS>
-5.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
6.6853126840627946

> <JCHEM_POLAR_SURFACE_AREA>
17.82

> <JCHEM_REFRACTIVITY>
97.94110000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.45e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bifonazole

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0015583
     RDKit          3D
Bifonazole
 42 45  0  0  0  0  0  0  0  0999 V2000
    6.4430   -0.6042    0.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5679   -1.6619    0.5702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1998   -1.4687    0.5743 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6710   -0.2057    0.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296    0.0057    0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3580   -0.7683    1.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0045   -0.5097    1.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5440    0.5203    0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9744    0.8172    0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8431   -0.3476    0.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2217   -0.7884    1.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0506   -1.8938    1.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5080   -2.5694    0.7583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1454   -2.1505   -0.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3157   -1.0423   -0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2506    1.5462   -0.9359 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0056    2.6407   -1.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0237    3.0117   -2.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2723    2.1309   -3.0368 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992    1.2337   -2.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3354    1.2987   -0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6973    1.0374   -0.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5528    0.8386    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9292    0.6562    0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5194   -0.7176    0.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0011   -2.6610    0.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5757   -2.3553    0.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7547   -1.5768    1.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7165   -1.1198    1.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1718    1.5530    1.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8915   -0.2952    2.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3413   -2.2289    2.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1524   -3.4271    0.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5101   -2.6894   -1.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0786   -0.7766   -1.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5219    3.1566   -0.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5540    3.8741   -2.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1526    0.3939   -2.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0566    2.1409   -0.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982    1.6563   -0.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1672    1.8367    0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5835    1.5092    0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  8 21  1  0
 21 22  2  0
  4 23  1  0
 23 24  2  0
 24  1  1  0
 22  5  1  0
 15 10  1  0
 20 16  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
 24 42  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0       8.415   3.850   0.000  0.00  0.00           N+0
HETATM    2  N   UNK     0      10.852   4.368   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       7.081   3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.081   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.748   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.748   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.415   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.081  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.414   3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.748   5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.748  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.415  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.576   5.382   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.822   3.224   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.081  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.080   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.414   6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.082   5.702   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.080   5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.748  -3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.415  -3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.748  -5.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.415  -5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.081  -6.160   0.000  0.00  0.00           C+0
CONECT    1    3   13   14                                                  
CONECT    2   14   18                                                       
CONECT    3    1    4    5                                                  
CONECT    4    3    6    7                                                  
CONECT    5    3    9   10                                                  
CONECT    6    4   11                                                       
CONECT    7    4   12                                                       
CONECT    8   11   12   15                                                  
CONECT    9    5   16                                                       
CONECT   10    5   17                                                       
CONECT   11    6    8                                                       
CONECT   12    7    8                                                       
CONECT   13    1   18                                                       
CONECT   14    1    2                                                       
CONECT   15    8   20   21                                                  
CONECT   16    9   19                                                       
CONECT   17   10   19                                                       
CONECT   18    2   13                                                       
CONECT   19   16   17                                                       
CONECT   20   15   22                                                       
CONECT   21   15   23                                                       
CONECT   22   20   24                                                       
CONECT   23   21   24                                                       
CONECT   24   22   23                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0015583
HETATM    1  C1  UNL     1       6.443  -0.604   0.436  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.568  -1.662   0.570  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.200  -1.469   0.574  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.671  -0.206   0.444  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.230   0.006   0.446  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.358  -0.768   1.151  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.005  -0.510   1.105  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.544   0.520   0.364  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.974   0.817   0.319  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.843  -0.348   0.443  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.222  -0.788   1.693  1.00  0.00           C  
HETATM   12  C12 UNL     1      -4.051  -1.894   1.864  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.508  -2.569   0.758  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.145  -2.150  -0.500  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.316  -1.042  -0.641  1.00  0.00           C  
HETATM   16  N1  UNL     1      -2.251   1.546  -0.936  1.00  0.00           N  
HETATM   17  C16 UNL     1      -3.006   2.641  -1.054  1.00  0.00           C  
HETATM   18  C17 UNL     1      -3.024   3.012  -2.364  1.00  0.00           C  
HETATM   19  N2  UNL     1      -2.272   2.131  -3.037  1.00  0.00           N  
HETATM   20  C18 UNL     1      -1.799   1.234  -2.160  1.00  0.00           C  
HETATM   21  C19 UNL     1       0.335   1.299  -0.345  1.00  0.00           C  
HETATM   22  C20 UNL     1       1.697   1.037  -0.298  1.00  0.00           C  
HETATM   23  C21 UNL     1       4.553   0.839   0.311  1.00  0.00           C  
HETATM   24  C22 UNL     1       5.929   0.656   0.305  1.00  0.00           C  
HETATM   25  H1  UNL     1       7.519  -0.718   0.428  1.00  0.00           H  
HETATM   26  H2  UNL     1       6.001  -2.661   0.674  1.00  0.00           H  
HETATM   27  H3  UNL     1       3.576  -2.355   0.685  1.00  0.00           H  
HETATM   28  H4  UNL     1       1.755  -1.577   1.736  1.00  0.00           H  
HETATM   29  H5  UNL     1      -0.716  -1.120   1.664  1.00  0.00           H  
HETATM   30  H6  UNL     1      -2.172   1.553   1.154  1.00  0.00           H  
HETATM   31  H7  UNL     1      -2.892  -0.295   2.595  1.00  0.00           H  
HETATM   32  H8  UNL     1      -4.341  -2.229   2.873  1.00  0.00           H  
HETATM   33  H9  UNL     1      -5.152  -3.427   0.925  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.510  -2.689  -1.375  1.00  0.00           H  
HETATM   35  H11 UNL     1      -3.079  -0.777  -1.650  1.00  0.00           H  
HETATM   36  H12 UNL     1      -3.522   3.157  -0.255  1.00  0.00           H  
HETATM   37  H13 UNL     1      -3.554   3.874  -2.803  1.00  0.00           H  
HETATM   38  H14 UNL     1      -1.153   0.394  -2.405  1.00  0.00           H  
HETATM   39  H15 UNL     1       0.057   2.141  -0.957  1.00  0.00           H  
HETATM   40  H16 UNL     1       2.398   1.656  -0.861  1.00  0.00           H  
HETATM   41  H17 UNL     1       4.167   1.837   0.207  1.00  0.00           H  
HETATM   42  H18 UNL     1       6.584   1.509   0.198  1.00  0.00           H  
CONECT    1    2    2   24   25
CONECT    2    3   26
CONECT    3    4    4   27
CONECT    4    5   23
CONECT    5    6    6   22
CONECT    6    7   28
CONECT    7    8    8   29
CONECT    8    9   21
CONECT    9   10   16   30
CONECT   10   11   11   15
CONECT   11   12   31
CONECT   12   13   13   32
CONECT   13   14   33
CONECT   14   15   15   34
CONECT   15   35
CONECT   16   17   20
CONECT   17   18   18   36
CONECT   18   19   37
CONECT   19   20   20
CONECT   20   38
CONECT   21   22   22   39
CONECT   22   40
CONECT   23   24   24   41
CONECT   24   42
END

HMDB0015583
     RDKit          3D
Bifonazole
 42 45  0  0  0  0  0  0  0  0999 V2000
    6.4430   -0.6042    0.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5679   -1.6619    0.5702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1998   -1.4687    0.5743 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6710   -0.2057    0.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296    0.0057    0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3580   -0.7683    1.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0045   -0.5097    1.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5440    0.5203    0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9744    0.8172    0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8431   -0.3476    0.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2217   -0.7884    1.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0506   -1.8938    1.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5080   -2.5694    0.7583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1454   -2.1505   -0.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3157   -1.0423   -0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2506    1.5462   -0.9359 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0056    2.6407   -1.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0237    3.0117   -2.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2723    2.1309   -3.0368 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992    1.2337   -2.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3354    1.2987   -0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6973    1.0374   -0.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5528    0.8386    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9292    0.6562    0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5194   -0.7176    0.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0011   -2.6610    0.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5757   -2.3553    0.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7547   -1.5768    1.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7165   -1.1198    1.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1718    1.5530    1.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8915   -0.2952    2.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3413   -2.2289    2.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1524   -3.4271    0.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5101   -2.6894   -1.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0786   -0.7766   -1.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5219    3.1566   -0.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5540    3.8741   -2.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1526    0.3939   -2.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0566    2.1409   -0.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982    1.6563   -0.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1672    1.8367    0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5835    1.5092    0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  8 21  1  0
 21 22  2  0
  4 23  1  0
 23 24  2  0
 24  1  1  0
 22  5  1  0
 15 10  1  0
 20 16  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
 24 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Mycospor	Kegg
(+-)-1-(p,alpha-Diphenylbenzyl)imidazole	HMDB
(+-)1-([1,1'-Biphenyl]-4-ylphenylmethyl)-1H-imidazole	HMDB
1-((4-Biphenylyl)phenylmethyl)-1H-imidazole	HMDB
1-(alpha-(4-Biphenylyl)benzyl)imidazole	HMDB
1-(p,alpha-Diphenylbenzyl)imidazole	HMDB
Bay H 4502	HMDB
Trifonazole	HMDB
Bay H-4502	HMDB
Bifomyk	HMDB
Canesten brand OF bifonazole	HMDB
Moldina	HMDB
Bifokey	HMDB
Amycor	HMDB
Bifon	HMDB
1-((4-Biphenylyl)-phenylmethyl)-1H-imidazole	HMDB
Bifonazole	MeSH

Chemical Formula

C₂₂H₁₈N₂

Average Molecular Weight

310.3917

Monoisotopic Molecular Weight

310.146998586

IUPAC Name

1-[phenyl(4-phenylphenyl)methyl]-1H-imidazole

Traditional Name

bifonazole

CAS Registry Number

60628-96-8

SMILES

C1=CN(C=N1)C(C1=CC=CC=C1)C1=CC=C(C=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C22H18N2/c1-3-7-18(8-4-1)19-11-13-21(14-12-19)22(24-16-15-23-17-24)20-9-5-2-6-10-20/h1-17,22H

InChI Key

OCAPBUJLXMYKEJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Biphenyl
N-substituted imidazole
Heteroaromatic compound
Imidazole
Azole
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

imidazoles (CHEBI:78692 )
biphenyls (CHEBI:78692 )

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

Membrane (HMDB: HMDB0015583)

Source

Exogenous

Exogenous (HMDB: HMDB0015583)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0024 g/L	Not Available
LogP	4.77	BIOBYTE (1995)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	184.84	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001519

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0024 g/L	ALOGPS
logP	4.92	ALOGPS
logP	5.23	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Basic)	6.69	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.82 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	97.94 m³·mol⁻¹	ChemAxon
Polarizability	35.41 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	173.29	31661259
DarkChem	[M-H]-	174.836	31661259
DeepCCS	[M+H]+	175.064	30932474
DeepCCS	[M-H]-	172.706	30932474
DeepCCS	[M-2H]-	206.973	30932474
DeepCCS	[M+Na]+	182.2	30932474
AllCCS	[M+H]+	179.2	32859911
AllCCS	[M+H-H2O]+	175.6	32859911
AllCCS	[M+NH4]+	182.6	32859911
AllCCS	[M+Na]+	183.5	32859911
AllCCS	[M-H]-	180.3	32859911
AllCCS	[M+Na-2H]-	179.4	32859911
AllCCS	[M+HCOO]-	178.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bifonazole	C1=CN(C=N1)C(C1=CC=CC=C1)C1=CC=C(C=C1)C1=CC=CC=C1	4223.3	Standard polar	33892256
Bifonazole	C1=CN(C=N1)C(C1=CC=CC=C1)C1=CC=C(C=C1)C1=CC=CC=C1	2686.8	Standard non polar	33892256
Bifonazole	C1=CN(C=N1)C(C1=CC=CC=C1)C1=CC=C(C=C1)C1=CC=CC=C1	3017.2	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 - Bifonazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-5390000000-e4c2cc6cae56617537f4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bifonazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bifonazole 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 - Bifonazole , positive-QTOF	splash10-0006-1390000000-1be085eadfe1ca8da91f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bifonazole , positive-QTOF	splash10-0006-0290000000-77357a487121e6eca52c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bifonazole , positive-QTOF	splash10-00kf-2690000000-8eaa22839544d8c21308	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bifonazole LC-ESI-QFT , positive-QTOF	splash10-0006-0190000000-e6d6c0b5fe503dddd253	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bifonazole 35V, Positive-QTOF	splash10-0006-0190000000-3ae9b59e92f240780dcb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bifonazole 40V, Positive-QTOF	splash10-00mo-0390000000-a51627890f5ee3d59fc0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bifonazole 50V, Positive-QTOF	splash10-016u-0690000000-638b9db2c62befa6ae39	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bifonazole 20V, Positive-QTOF	splash10-0006-0090000000-ab281a1f489d2fb34aaf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bifonazole 30V, Positive-QTOF	splash10-0006-0090000000-3ea4ea8a9498b1d690fc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bifonazole 10V, Positive-QTOF	splash10-0006-0090000000-ce3b2b6c33d8ebaf02d2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bifonazole 35V, Positive-QTOF	splash10-0006-0290000000-8ce42fb55e9371cbabbe	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bifonazole 40V, Positive-QTOF	splash10-00mo-0390000000-a681909daa0ba795fdf8	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifonazole 10V, Positive-QTOF	splash10-03di-0019000000-1ed155ca50070bf808d1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifonazole 20V, Positive-QTOF	splash10-03e9-1196000000-3148221e700083a79d60	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifonazole 40V, Positive-QTOF	splash10-00l6-7790000000-068a718f79a135af2528	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifonazole 10V, Negative-QTOF	splash10-0a4i-0009000000-7b71bb6cd9d86013bec1	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifonazole 20V, Negative-QTOF	splash10-0a4i-4019000000-cbec756c0fe555fa04c8	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifonazole 40V, Negative-QTOF	splash10-014l-9110000000-d53ec0384758bd1f58ab	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifonazole 10V, Positive-QTOF	splash10-0006-0092000000-53df45db97da177a0edd	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifonazole 20V, Positive-QTOF	splash10-0006-0090000000-62885933425afe021f27	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifonazole 40V, Positive-QTOF	splash10-0006-0190000000-fd7b7facc44de5c2a9bb	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifonazole 10V, Negative-QTOF	splash10-0a4i-0009000000-cb9e8f680fb5a0bbf97e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifonazole 20V, Negative-QTOF	splash10-0a4i-0009000000-cb9e8f680fb5a0bbf97e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifonazole 40V, Negative-QTOF	splash10-0a59-0090000000-825e0e35cb7e4395ba15	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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 DB04794	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB04794	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB04794

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2287

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bifonazole

METLIN ID

Not Available

PubChem Compound

2378

PDB ID

Not Available

ChEBI ID

78692

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

Berg D, Regel E, Harenberg HE, Plempel M: Bifonazole and clotrimazole. Their mode of action and the possible reason for the fungicidal behaviour of bifonazole. Arzneimittelforschung. 1984;34(2):139-46. [PubMed:6372801 ]
Tanuma H, Doi M, Sato N, Nishiyama S, Abe M, Kume H, Katsuoka K: Bifonazole (Mycospor cream) in the treatment of moccasin-type tinea pedis. Comparison between combination therapy of bifonazole cream + 10% urea ointment (Urepearl) and occlusive dressing therapy with the same agents. Mycoses. 2000;43(3-4):129-37. [PubMed:10907343 ]
Cho KJ, Su W, Chen WC, Law YP, Fang HC, Liu CP, Cheng JS, Lee KC, Lo YK, Chang HT, Huang JK, Jan CR: Mechanism of bifonazole-induced [Ca2+]i increases in MDCK renal tubular cells. Chin J Physiol. 2001 Sep 30;44(3):97-101. [PubMed:11767287 ]
Watanabe S, Takahashi H, Nishikawa T, Takiuchi I, Higashi N, Nishimoto K, Kagawa S, Yamaguchi H, Ogawa H: A comparative clinical study between 2 weeks of luliconazole 1% cream treatment and 4 weeks of bifonazole 1% cream treatment for tinea pedis. Mycoses. 2006 May;49(3):236-41. [PubMed:16681817 ]

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 ]

Enzyme Details

2. 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

3. 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

4. Cytochrome P450 2B6

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. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:: CYP2B6
Uniprot ID:: P20813
Molecular weight:: 56277.81

References

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

5. 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 ]

Showing metabocard for Bifonazole (HMDB0015583)

MOL for HMDB0015583 (Bifonazole)

3D MOL for HMDB0015583 (Bifonazole)

3D SDF for HMDB0015583 (Bifonazole)

3D-SDF for HMDB0015583 (Bifonazole)

PDB for HMDB0015583 (Bifonazole)

3D PDB for HMDB0015583 (Bifonazole)

SMILES for HMDB0015583 (Bifonazole)

INCHI for HMDB0015583 (Bifonazole)

Structure for HMDB0015583 (Bifonazole)

3D Structure for HMDB0015583 (Bifonazole)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References