Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (6)transporters (1) Show 7 proteins XML

enzymes (6)transporters (1) Show 7 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:35 UTC

HMDB ID

HMDB0014342

Secondary Accession Numbers

HMDB14342

Metabolite Identification

Common Name

Fluconazole

Description

Fluconazole is only found in individuals that have used or taken this drug. It is a triazole antifungal agent that is used to treat oropharyngeal candidiasis and cryptococcal meningitis in AIDS. [PubChem]Fluconazole interacts with 14-α demethylase, a cytochrome P-450 enzyme necessary to convert lanosterol to ergosterol. As ergosterol is an essential component of the fungal cell membrane, inhibition of its synthesis results in increased cellular permeability causing leakage of cellular contents. Fluconazole may also inhibit endogenous respiration, interact with membrane phospholipids, inhibit the transformation of yeasts to mycelial forms, inhibit purine uptake, and impair triglyceride and/or phospholipid biosynthesis.

Structure

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

HMDB0014342
     RDKit          3D
Fluconazole
 34 36  0  0  0  0  0  0  0  0999 V2000
   -0.0245   -0.4179    1.5362 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2802   -0.1426    0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4164   -0.9912   -0.7967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8279   -1.0623   -0.8594 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6766   -1.8601   -0.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9132   -1.6517   -0.5543 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8744   -0.7399   -1.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6107   -0.4019   -1.6881 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1971    1.3346    0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0283    1.9824    0.4443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0133    2.3598   -0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9882    2.9204    0.3794 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6133    2.8965    1.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4088    2.3161    1.6686 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7751   -0.4480    0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7083    0.4674   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0765    0.1354   -0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632   -1.1338    0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7935   -1.4755    0.0912 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5321   -2.0751    0.4928 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1890   -1.6994    0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2793   -2.6074    0.8909 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9700   -0.2777    1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0893   -0.6294   -1.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0017   -2.0572   -0.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3829   -2.5385    0.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7407   -0.3615   -2.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9860    1.7122    0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5145    1.6334   -0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1057    2.2819   -1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1229    3.2506    2.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4175    1.4647   -0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7697    0.8987   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8265   -3.0831    0.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
  8  4  1  0
 14 10  1  0
 21 15  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  7 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 13 31  1  0
 16 32  1  0
 17 33  1  0
 20 34  1  0
M  END

196
  Mrv0541 02231214302D          

 22 24  0  0  0  0            999 V2000
    1.6500   -0.2897    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -2.7647    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.2540    0.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.7728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    0.1228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5471    1.4371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3721    0.4583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6867    2.7647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5117   -0.8693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    1.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9040    0.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.2897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644   -0.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934   -0.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644   -1.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934   -1.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8796    2.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7046   -0.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    2.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9242   -0.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
  2 20  1  0  0  0  0
  3 10  1  0  0  0  0
  4  6  1  0  0  0  0
  4 11  1  0  0  0  0
  4 18  1  0  0  0  0
  5  7  1  0  0  0  0
  5 12  1  0  0  0  0
  5 19  1  0  0  0  0
  6 21  2  0  0  0  0
  7 22  2  0  0  0  0
  8 18  2  0  0  0  0
  8 21  1  0  0  0  0
  9 19  2  0  0  0  0
  9 22  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  2  0  0  0  0
 16 20  2  0  0  0  0
 17 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014342

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(CN1C=NC=N1)(CN1C=NC=N1)C1=C(F)C=C(F)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H12F2N6O/c14-10-1-2-11(12(15)3-10)13(22,4-20-8-16-6-18-20)5-21-9-17-7-19-21/h1-3,6-9,22H,4-5H2

> <INCHI_KEY>
RFHAOTPXVQNOHP-UHFFFAOYSA-N

> <FORMULA>
C13H12F2N6O

> <MOLECULAR_WEIGHT>
306.2708

> <EXACT_MASS>
306.104065446

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
26.521181986617826

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2,4-difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)propan-2-ol

> <ALOGPS_LOGP>
0.58

> <JCHEM_LOGP>
0.5609582823333339

> <ALOGPS_LOGS>
-2.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.707208218459204

> <JCHEM_PKA_STRONGEST_BASIC>
2.563235647156804

> <JCHEM_POLAR_SURFACE_AREA>
81.65

> <JCHEM_REFRACTIVITY>
97.1995

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fluconazole

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014342
     RDKit          3D
Fluconazole
 34 36  0  0  0  0  0  0  0  0999 V2000
   -0.0245   -0.4179    1.5362 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2802   -0.1426    0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4164   -0.9912   -0.7967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8279   -1.0623   -0.8594 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6766   -1.8601   -0.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9132   -1.6517   -0.5543 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8744   -0.7399   -1.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6107   -0.4019   -1.6881 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1971    1.3346    0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0283    1.9824    0.4443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0133    2.3598   -0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9882    2.9204    0.3794 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6133    2.8965    1.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4088    2.3161    1.6686 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7751   -0.4480    0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7083    0.4674   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0765    0.1354   -0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632   -1.1338    0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7935   -1.4755    0.0912 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5321   -2.0751    0.4928 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1890   -1.6994    0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2793   -2.6074    0.8909 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9700   -0.2777    1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0893   -0.6294   -1.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0017   -2.0572   -0.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3829   -2.5385    0.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7407   -0.3615   -2.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9860    1.7122    0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5145    1.6334   -0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1057    2.2819   -1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1229    3.2506    2.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4175    1.4647   -0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7697    0.8987   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8265   -3.0831    0.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
  8  4  1  0
 14 10  1  0
 21 15  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  7 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 13 31  1  0
 16 32  1  0
 17 33  1  0
 20 34  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 196                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0       3.080  -0.541   0.000  0.00  0.00           F+0
HETATM    2  F   UNK     0       5.747  -5.161   0.000  0.00  0.00           F+0
HETATM    3  O   UNK     0       4.207   0.999   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       7.081   3.309   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       8.621   0.229   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       8.488   2.683   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      10.028   0.855   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       8.749   5.161   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      10.289  -1.623   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       5.747   0.999   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.747   2.539   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.287   0.999   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.747  -0.541   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414  -1.311   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.081  -1.311   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.414  -2.851   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.081  -2.851   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.242   4.841   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.782  -1.302   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.747  -3.621   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.519   3.827   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.059  -0.289   0.000  0.00  0.00           C+0
CONECT    1   14                                                            
CONECT    2   20                                                            
CONECT    3   10                                                            
CONECT    4    6   11   18                                                  
CONECT    5    7   12   19                                                  
CONECT    6    4   21                                                       
CONECT    7    5   22                                                       
CONECT    8   18   21                                                       
CONECT    9   19   22                                                       
CONECT   10    3   11   12   13                                             
CONECT   11    4   10                                                       
CONECT   12    5   10                                                       
CONECT   13   10   14   15                                                  
CONECT   14    1   13   16                                                  
CONECT   15   13   17                                                       
CONECT   16   14   20                                                       
CONECT   17   15   20                                                       
CONECT   18    4    8                                                       
CONECT   19    5    9                                                       
CONECT   20    2   16   17                                                  
CONECT   21    6    8                                                       
CONECT   22    7    9                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0014342
HETATM    1  O1  UNL     1      -0.024  -0.418   1.536  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.280  -0.143   0.157  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.416  -0.991  -0.797  1.00  0.00           C  
HETATM    4  N1  UNL     1      -1.828  -1.062  -0.859  1.00  0.00           N  
HETATM    5  C3  UNL     1      -2.677  -1.860  -0.138  1.00  0.00           C  
HETATM    6  N2  UNL     1      -3.913  -1.652  -0.554  1.00  0.00           N  
HETATM    7  C4  UNL     1      -3.874  -0.740  -1.524  1.00  0.00           C  
HETATM    8  N3  UNL     1      -2.611  -0.402  -1.688  1.00  0.00           N  
HETATM    9  C5  UNL     1       0.197   1.335   0.083  1.00  0.00           C  
HETATM   10  N4  UNL     1      -1.028   1.982   0.444  1.00  0.00           N  
HETATM   11  C6  UNL     1      -2.013   2.360  -0.359  1.00  0.00           C  
HETATM   12  N5  UNL     1      -2.988   2.920   0.379  1.00  0.00           N  
HETATM   13  C7  UNL     1      -2.613   2.896   1.662  1.00  0.00           C  
HETATM   14  N6  UNL     1      -1.409   2.316   1.669  1.00  0.00           N  
HETATM   15  C8  UNL     1       1.775  -0.448   0.141  1.00  0.00           C  
HETATM   16  C9  UNL     1       2.708   0.467  -0.237  1.00  0.00           C  
HETATM   17  C10 UNL     1       4.077   0.135  -0.259  1.00  0.00           C  
HETATM   18  C11 UNL     1       4.463  -1.134   0.107  1.00  0.00           C  
HETATM   19  F1  UNL     1       5.793  -1.475   0.091  1.00  0.00           F  
HETATM   20  C12 UNL     1       3.532  -2.075   0.493  1.00  0.00           C  
HETATM   21  C13 UNL     1       2.189  -1.699   0.499  1.00  0.00           C  
HETATM   22  F2  UNL     1       1.279  -2.607   0.891  1.00  0.00           F  
HETATM   23  H1  UNL     1      -0.970  -0.278   1.708  1.00  0.00           H  
HETATM   24  H2  UNL     1      -0.089  -0.629  -1.840  1.00  0.00           H  
HETATM   25  H3  UNL     1      -0.002  -2.057  -0.837  1.00  0.00           H  
HETATM   26  H4  UNL     1      -2.383  -2.539   0.633  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.741  -0.362  -2.064  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.986   1.712   0.820  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.514   1.633  -0.953  1.00  0.00           H  
HETATM   30  H8  UNL     1      -2.106   2.282  -1.442  1.00  0.00           H  
HETATM   31  H9  UNL     1      -3.123   3.251   2.546  1.00  0.00           H  
HETATM   32  H10 UNL     1       2.417   1.465  -0.529  1.00  0.00           H  
HETATM   33  H11 UNL     1       4.770   0.899  -0.566  1.00  0.00           H  
HETATM   34  H12 UNL     1       3.827  -3.083   0.785  1.00  0.00           H  
CONECT    1    2   23
CONECT    2    3    9   15
CONECT    3    4   24   25
CONECT    4    5    8
CONECT    5    6    6   26
CONECT    6    7
CONECT    7    8    8   27
CONECT    9   10   28   29
CONECT   10   11   14
CONECT   11   12   12   30
CONECT   12   13
CONECT   13   14   14   31
CONECT   15   16   16   21
CONECT   16   17   32
CONECT   17   18   18   33
CONECT   18   19   20
CONECT   20   21   21   34
CONECT   21   22
END

HMDB0014342
     RDKit          3D
Fluconazole
 34 36  0  0  0  0  0  0  0  0999 V2000
   -0.0245   -0.4179    1.5362 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2802   -0.1426    0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4164   -0.9912   -0.7967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8279   -1.0623   -0.8594 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6766   -1.8601   -0.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9132   -1.6517   -0.5543 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8744   -0.7399   -1.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6107   -0.4019   -1.6881 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1971    1.3346    0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0283    1.9824    0.4443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0133    2.3598   -0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9882    2.9204    0.3794 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6133    2.8965    1.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4088    2.3161    1.6686 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7751   -0.4480    0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7083    0.4674   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0765    0.1354   -0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632   -1.1338    0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7935   -1.4755    0.0912 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5321   -2.0751    0.4928 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1890   -1.6994    0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2793   -2.6074    0.8909 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9700   -0.2777    1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0893   -0.6294   -1.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0017   -2.0572   -0.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3829   -2.5385    0.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7407   -0.3615   -2.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9860    1.7122    0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5145    1.6334   -0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1057    2.2819   -1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1229    3.2506    2.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4175    1.4647   -0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7697    0.8987   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8265   -3.0831    0.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
  8  4  1  0
 14 10  1  0
 21 15  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  7 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 13 31  1  0
 16 32  1  0
 17 33  1  0
 20 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,4-Difluoro-alpha,alpha-bis(1H-1,2,4-triazol-1-ylmethyl)benzyl alcohol	ChEBI
2-(2,4-DIFLUOROPHENYL)-1,3-di(1H-1,2,4-triazol-1-yl)propan-2-ol	ChEBI
Biozole	ChEBI
Diflucan	ChEBI
Elazor	ChEBI
Fluconazol	ChEBI
Fluconazolum	ChEBI
Triflucan	ChEBI
2,4-Difluoro-a,a-bis(1H-1,2,4-triazol-1-ylmethyl)benzyl alcohol	Generator
2,4-Difluoro-α,α-bis(1H-1,2,4-triazol-1-ylmethyl)benzyl alcohol	Generator
Alpharma brand OF fluconazole	HMDB
Armstrong brand OF fluconazole	HMDB
Effik brand OF fluconazole	HMDB
Flucobeta	HMDB
Fungata	HMDB
Lavisa	HMDB
Lichtenstein brand OF fluconazole	HMDB
Mack brand OF fluconazole	HMDB
Oxifungol	HMDB
Silanes brand OF fluconazole	HMDB
Betapharm brand OF fluconazole	HMDB
CT Arzneimittel brand OF fluconazole	HMDB
CT-Arzneimittel brand OF fluconazole	HMDB
Béagyne	HMDB
Chemia brand OF fluconazole	HMDB
Fluc hexal	HMDB
Fluconazol al	HMDB
Fluconazol abz	HMDB
Fluconazol ratiopharm	HMDB
Fluconazol von CT	HMDB
Fluconazol-isis	HMDB
Fluconazol-ratiopharm	HMDB
Neofomiral	HMDB
Pfleger brand OF fluconazole	HMDB
SAT brand OF fluconazole	HMDB
Solacap	HMDB
Ratiopharm brand OF fluconazole	HMDB
Fluconazol isis	HMDB
Fluconazol stada	HMDB
Flunazul	HMDB
Hexal brand OF fluconazole	HMDB
Loitin	HMDB
Pfizer brand OF fluconazole	HMDB
Vita brand OF fluconazole	HMDB
Zonal	HMDB
AbZ brand OF fluconazole	HMDB
Aliud brand OF fluconazole	HMDB
Apo fluconazole	HMDB
Apo-fluconazole	HMDB
Apotex brand OF fluconazole	HMDB
FlucoLich	HMDB
Lesvi brand OF fluconazole	HMDB
Stada brand OF fluconazole	HMDB
Fluconazole capsules	HMDB

Chemical Formula

C₁₃H₁₂F₂N₆O

Average Molecular Weight

306.2708

Monoisotopic Molecular Weight

306.104065446

IUPAC Name

2-(2,4-difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)propan-2-ol

Traditional Name

fluconazole

CAS Registry Number

86386-73-4

SMILES

OC(CN1C=NC=N1)(CN1C=NC=N1)C1=C(F)C=C(F)C=C1

InChI Identifier

InChI=1S/C13H12F2N6O/c14-10-1-2-11(12(15)3-10)13(22,4-20-8-16-6-18-20)5-21-9-17-7-19-21/h1-3,6-9,22H,4-5H2

InChI Key

RFHAOTPXVQNOHP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fluorobenzenes. Fluorobenzenes are compounds containing one or more fluorine atoms attached to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Halobenzenes

Direct Parent

Fluorobenzenes

Alternative Parents

Substituents

Fluorobenzene
Aryl fluoride
Aryl halide
Azole
Tertiary alcohol
1,2,4-triazole
Heteroaromatic compound
Organoheterocyclic compound
Azacycle
Aromatic alcohol
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Organopnictogen compound
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

tertiary alcohol (CHEBI:46081 )
triazole antifungal drug (CHEBI:46081 )
conazole antifungal drug (CHEBI:46081 )
difluorobenzene (CHEBI:46081 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

antifungal agent (HMDB: HMDB0014342)

Biological role

antifungal agent (HMDB: HMDB0014342)

Modulator

Inhibitor

Enzyme inhibitor

P450 inhibitor (HMDB: HMDB0014342)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	138 - 140 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.39 g/L	Not Available
LogP	0.4	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	163.9	30932474
[M+H]+	Not Available	163.378	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000733

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.39 g/L	ALOGPS
logP	0.58	ALOGPS
logP	0.56	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	12.71	ChemAxon
pKa (Strongest Basic)	2.56	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	81.65 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	97.2 m³·mol⁻¹	ChemAxon
Polarizability	26.52 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	166.881	30932474
DeepCCS	[M-H]-	164.523	30932474
DeepCCS	[M-2H]-	197.574	30932474
DeepCCS	[M+Na]+	172.974	30932474
AllCCS	[M+H]+	168.8	32859911
AllCCS	[M+H-H2O]+	165.3	32859911
AllCCS	[M+NH4]+	172.1	32859911
AllCCS	[M+Na]+	173.0	32859911
AllCCS	[M-H]-	167.2	32859911
AllCCS	[M+Na-2H]-	166.6	32859911
AllCCS	[M+HCOO]-	166.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fluconazole	OC(CN1C=NC=N1)(CN1C=NC=N1)C1=C(F)C=C(F)C=C1	3140.7	Standard polar	33892256
Fluconazole	OC(CN1C=NC=N1)(CN1C=NC=N1)C1=C(F)C=C(F)C=C1	2279.9	Standard non polar	33892256
Fluconazole	OC(CN1C=NC=N1)(CN1C=NC=N1)C1=C(F)C=C(F)C=C1	2114.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Fluconazole,1TMS,isomer #1	C[Si](C)(C)OC(CN1C=NC=N1)(CN1C=NC=N1)C1=CC=C(F)C=C1F	2439.3	Semi standard non polar	33892256
Fluconazole,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CN1C=NC=N1)(CN1C=NC=N1)C1=CC=C(F)C=C1F	2668.0	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 - Fluconazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-05bf-7950000000-e40a22ece3de9aec6341	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluconazole GC-MS (1 TMS) - 70eV, Positive	splash10-003s-7190000000-b0fd755fce78f1747bdd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluconazole 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 - Fluconazole LC-ESI-qTof , Positive-QTOF	splash10-0g70-2920000000-a8a6188f5a32495c6efa	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluconazole LC-ESI-ITFT , negative-QTOF	splash10-0006-0900000000-339ec0708a6a6299e4d1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluconazole LC-ESI-ITFT , negative-QTOF	splash10-0006-0900000000-ea278fc262275613a1fe	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluconazole LC-ESI-ITFT , negative-QTOF	splash10-0006-0900000000-bbdadb624a7360b26fa3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluconazole LC-ESI-ITFT , negative-QTOF	splash10-00kf-6900000000-0316b801589bae74a3f9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluconazole LC-ESI-ITFT , negative-QTOF	splash10-014i-9100000000-d7b76913f55978a00d10	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluconazole LC-ESI-ITFT , negative-QTOF	splash10-014i-9000000000-45cd8f87d45358745d5b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluconazole LC-ESI-ITFT , negative-QTOF	splash10-014i-9000000000-2f3230e2968762340fb0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluconazole LC-ESI-ITFT , negative-QTOF	splash10-0006-0900000000-ea0bdd0dd4905f7ca2a7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluconazole LC-ESI-ITFT , negative-QTOF	splash10-0006-0900000000-643df112c60eecdd6f26	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluconazole LC-ESI-ITFT , negative-QTOF	splash10-00kf-6900000000-636d53fe2393f25b4cc4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluconazole LC-ESI-ITFT , negative-QTOF	splash10-014i-9100000000-2d05579f16a7ce194afb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluconazole LC-ESI-ITFT , negative-QTOF	splash10-014i-9000000000-bb834fc848ba7398b278	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluconazole LC-ESI-ITFT , negative-QTOF	splash10-014i-9000000000-e3f46745a82b72dc28b0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluconazole LC-ESI-ITFT , negative-QTOF	splash10-0006-0900000000-565636d9f9e684b11429	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluconazole LC-ESI-QFT , negative-QTOF	splash10-0006-0900000000-224c620bb2943c3558aa	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluconazole LC-ESI-ITFT , positive-QTOF	splash10-000i-0090000000-d00a2d66aa1d04145279	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluconazole LC-ESI-ITFT , positive-QTOF	splash10-0a4i-0019000000-9ddd55ba2decdc6d3007	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluconazole LC-ESI-ITFT , positive-QTOF	splash10-0079-0091000000-5501d6ab39e3fb2e3676	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluconazole 10V, Positive-QTOF	splash10-0a4i-0019000000-476f05b29d87ff403349	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluconazole 20V, Positive-QTOF	splash10-0r09-0093000000-61a1882c6efca9aa9bdb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluconazole 40V, Positive-QTOF	splash10-00di-7690000000-8c3dcc7b7469b99a5ee8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluconazole 10V, Negative-QTOF	splash10-052f-0905000000-e49e8ab1264fe8c94232	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluconazole 20V, Negative-QTOF	splash10-0a4i-2469000000-a1df61d9dd20cf349f79	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluconazole 40V, Negative-QTOF	splash10-014i-9340000000-a2819b76c4147ab6396d	2016-08-04	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 DB00196	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00196	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

DB00196

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3248

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fluconazole

METLIN ID

Not Available

PubChem Compound

3365

PDB ID

TPF

ChEBI ID

46081

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

Not Available

Enzymes

Enzyme Details

1. Cytochrome P450 11B1, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Has steroid 11-beta-hydroxylase activity. In addition to this activity, the 18 or 19-hydroxylation of steroids and the aromatization of androstendione to estrone have also been ascribed to cytochrome P450 XIB.
Gene Name:: CYP11B1
Uniprot ID:: P15538
Molecular weight:: 57572.44

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 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

Niwa T, Shiraga T, Takagi A: Effect of antifungal drugs on cytochrome P450 (CYP) 2C9, CYP2C19, and CYP3A4 activities in human liver microsomes. Biol Pharm Bull. 2005 Sep;28(9):1805-8. [PubMed:16141567 ]
Kunze KL, Wienkers LC, Thummel KE, Trager WF: Warfarin-fluconazole. I. Inhibition of the human cytochrome P450-dependent metabolism of warfarin by fluconazole: in vitro studies. Drug Metab Dispos. 1996 Apr;24(4):414-21. [PubMed:8801056 ]
Sakaeda T, Iwaki K, Kakumoto M, Nishikawa M, Niwa T, Jin JS, Nakamura T, Nishiguchi K, Okamura N, Okumura K: Effect of micafungin on cytochrome P450 3A4 and multidrug resistance protein 1 activities, and its comparison with azole antifungal drugs. J Pharm Pharmacol. 2005 Jun;57(6):759-64. [PubMed:15969931 ]
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

Niwa T, Shiraga T, Takagi A: Effect of antifungal drugs on cytochrome P450 (CYP) 2C9, CYP2C19, and CYP3A4 activities in human liver microsomes. Biol Pharm Bull. 2005 Sep;28(9):1805-8. [PubMed:16141567 ]
Kunze KL, Wienkers LC, Thummel KE, Trager WF: Warfarin-fluconazole. I. Inhibition of the human cytochrome P450-dependent metabolism of warfarin by fluconazole: in vitro studies. Drug Metab Dispos. 1996 Apr;24(4):414-21. [PubMed:8801056 ]
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

Niwa T, Shiraga T, Takagi A: Effect of antifungal drugs on cytochrome P450 (CYP) 2C9, CYP2C19, and CYP3A4 activities in human liver microsomes. Biol Pharm Bull. 2005 Sep;28(9):1805-8. [PubMed:16141567 ]
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 3A5

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.
Gene Name:: CYP3A5
Uniprot ID:: P20815
Molecular weight:: 57108.065

Enzyme Details

6. Cytochrome P450 3A7

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.
Gene Name:: CYP3A7
Uniprot ID:: P24462
Molecular weight:: 57525.03

Transporters

Enzyme Details

1. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Wang EJ, Lew K, Casciano CN, Clement RP, Johnson WW: Interaction of common azole antifungals with P glycoprotein. Antimicrob Agents Chemother. 2002 Jan;46(1):160-5. [PubMed:11751127 ]
Ekins S, Kim RB, Leake BF, Dantzig AH, Schuetz EG, Lan LB, Yasuda K, Shepard RL, Winter MA, Schuetz JD, Wikel JH, Wrighton SA: Three-dimensional quantitative structure-activity relationships of inhibitors of P-glycoprotein. Mol Pharmacol. 2002 May;61(5):964-73. [PubMed:11961113 ]
Yasuda K, Lan LB, Sanglard D, Furuya K, Schuetz JD, Schuetz EG: Interaction of cytochrome P450 3A inhibitors with P-glycoprotein. J Pharmacol Exp Ther. 2002 Oct;303(1):323-32. [PubMed:12235267 ]

Showing metabocard for Fluconazole (HMDB0014342)

MOL for HMDB0014342 (Fluconazole)

3D MOL for HMDB0014342 (Fluconazole)

3D SDF for HMDB0014342 (Fluconazole)

3D-SDF for HMDB0014342 (Fluconazole)

PDB for HMDB0014342 (Fluconazole)

3D PDB for HMDB0014342 (Fluconazole)

SMILES for HMDB0014342 (Fluconazole)

INCHI for HMDB0014342 (Fluconazole)

Structure for HMDB0014342 (Fluconazole)

3D Structure for HMDB0014342 (Fluconazole)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

Transporters

References