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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:25:18 UTC

Update Date

2021-09-26 23:06:58 UTC

HMDB ID

HMDB0253623

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Isoconazole

Description

Isoconazole belongs to the class of organic compounds known as benzylethers. These are aromatic ethers with the general formula ROCR' (R = alkyl, aryl; R'=benzene). Isoconazole is a very strong basic compound (based on its pKa). Isoconazole is an azole antifungal drug that has similar effectiveness to clotrimazole in the treatment of foot and vaginal infections. This compound has been identified in human blood as reported by (PMID: 31557052 ). Isoconazole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Isoconazole is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0253623
     RDKit          3D
Isoconazole
 39 41  0  0  0  0  0  0  0  0999 V2000
   -2.3906    5.9290    0.5607 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0726    4.2218    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5457    3.2642    1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2655    1.9145    0.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5320    1.5527   -0.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2118    0.0895   -0.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1977   -0.7284    0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0186   -2.1578    0.1180 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6213   -2.8670   -0.8591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2240   -4.1938   -0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4033   -4.2535    0.2688 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2796   -3.0172    0.7952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0704   -0.0418    0.1000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0642   -0.4810   -0.7081 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4247   -0.4296   -0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9077    0.7300    0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8515    2.1025    0.5991 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2078    0.8152    0.9094 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0596   -0.2525    0.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5898   -1.4261    0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2694   -1.4938   -0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8000   -3.0557   -0.8680 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0572    2.5297   -1.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719    2.1144   -2.5387 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3337    3.8684   -0.8392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1114    3.5014    2.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6738    1.1826    1.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3170   -0.1403   -1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2160   -0.3968    0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9975   -0.5384    1.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3071   -2.5200   -1.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5363   -5.0182   -1.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6342   -2.8161    1.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709   -0.2077   -1.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8717   -1.6634   -0.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5356    1.7584    1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0726   -0.1938    1.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2598   -2.2679    0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9372    4.5863   -1.5425 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  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  5 23  1  0
 23 24  1  0
 23 25  2  0
 25  2  1  0
 12  8  1  0
 21 15  1  0
  3 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  9 31  1  0
 10 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 25 39  1  0
M  END


  Mrv0541 05261415392D          

 25 27  0  0  0  0            999 V2000
    5.7157    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5357   -2.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3427   -2.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6752   -1.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1232   -1.9275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  7  6  2  0  0  0  0
 12  4  1  0  0  0  0
 12  8  2  0  0  0  0
 13  5  1  0  0  0  0
 14 10  1  0  0  0  0
 15  2  1  0  0  0  0
 15 14  2  0  0  0  0
 16  3  2  0  0  0  0
 16 14  1  0  0  0  0
 17  8  1  0  0  0  0
 17 13  2  0  0  0  0
 18  9  1  0  0  0  0
 18 13  1  0  0  0  0
 19 12  1  0  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  1  0  0  0  0
 23  6  1  0  0  0  0
 23 11  2  0  0  0  0
 24  7  1  0  0  0  0
 24  9  1  0  0  0  0
 24 11  1  0  0  0  0
 25 10  1  0  0  0  0
 25 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253623

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=CC(Cl)=C(C=C1)C(CN1C=CN=C1)OCC1=C(Cl)C=CC=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C18H14Cl4N2O/c19-12-4-5-13(17(22)8-12)18(9-24-7-6-23-11-24)25-10-14-15(20)2-1-3-16(14)21/h1-8,11,18H,9-10H2

> <INCHI_KEY>
MPIPASJGOJYODL-UHFFFAOYSA-N

> <FORMULA>
C18H14Cl4N2O

> <MOLECULAR_WEIGHT>
416.129

> <EXACT_MASS>
413.986023908

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
39.30732375881153

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[2-(2,4-dichlorophenyl)-2-[(2,6-dichlorophenyl)methoxy]ethyl]-1H-imidazole

> <ALOGPS_LOGP>
5.23

> <JCHEM_LOGP>
5.956368360333332

> <ALOGPS_LOGS>
-5.70

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
6.7672919013557715

> <JCHEM_POLAR_SURFACE_AREA>
27.05

> <JCHEM_REFRACTIVITY>
103.06759999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.25e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isoconazole

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0253623
     RDKit          3D
Isoconazole
 39 41  0  0  0  0  0  0  0  0999 V2000
   -2.3906    5.9290    0.5607 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0726    4.2218    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5457    3.2642    1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2655    1.9145    0.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5320    1.5527   -0.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2118    0.0895   -0.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1977   -0.7284    0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0186   -2.1578    0.1180 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6213   -2.8670   -0.8591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2240   -4.1938   -0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4033   -4.2535    0.2688 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2796   -3.0172    0.7952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0704   -0.0418    0.1000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0642   -0.4810   -0.7081 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4247   -0.4296   -0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9077    0.7300    0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8515    2.1025    0.5991 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2078    0.8152    0.9094 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0596   -0.2525    0.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5898   -1.4261    0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2694   -1.4938   -0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8000   -3.0557   -0.8680 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0572    2.5297   -1.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719    2.1144   -2.5387 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3337    3.8684   -0.8392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1114    3.5014    2.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6738    1.1826    1.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3170   -0.1403   -1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2160   -0.3968    0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9975   -0.5384    1.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3071   -2.5200   -1.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5363   -5.0182   -1.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6342   -2.8161    1.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709   -0.2077   -1.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8717   -1.6634   -0.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5356    1.7584    1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0726   -0.1938    1.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2598   -2.2679    0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9372    4.5863   -1.5425 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  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  5 23  1  0
 23 24  1  0
 23 25  2  0
 25  2  1  0
 12  8  1  0
 21 15  1  0
  3 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  9 31  1  0
 10 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 25 39  1  0
M  END

HEADER    PROTEIN                                 26-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-14         0                                  
HETATM    1  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.000  -4.932   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.506  -4.611   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.260  -2.454   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   19 Cl   UNK     0      -1.334   2.310   0.000  0.00  0.00          Cl+0
HETATM   20 Cl   UNK     0       6.668   2.310   0.000  0.00  0.00          Cl+0
HETATM   21 Cl   UNK     0       9.336  -2.310   0.000  0.00  0.00          Cl+0
HETATM   22 Cl   UNK     0       4.001   2.310   0.000  0.00  0.00          Cl+0
HETATM   23  N   UNK     0       0.230  -3.598   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1   15                                                       
CONECT    3    1   16                                                       
CONECT    4    5   12                                                       
CONECT    5    4   13                                                       
CONECT    6    7   23                                                       
CONECT    7    6   24                                                       
CONECT    8   12   17                                                       
CONECT    9   18   24                                                       
CONECT   10   14   25                                                       
CONECT   11   23   24                                                       
CONECT   12    4    8   19                                                  
CONECT   13    5   17   18                                                  
CONECT   14   10   15   16                                                  
CONECT   15    2   14   20                                                  
CONECT   16    3   14   21                                                  
CONECT   17    8   13   22                                                  
CONECT   18    9   13   25                                                  
CONECT   19   12                                                            
CONECT   20   15                                                            
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23    6   11                                                       
CONECT   24    7    9   11                                                  
CONECT   25   10   18                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0253623
HETATM    1 CL1  UNL     1      -2.391   5.929   0.561  1.00  0.00          CL  
HETATM    2  C1  UNL     1      -2.073   4.222   0.274  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.546   3.264   1.135  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.266   1.914   0.861  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.532   1.553  -0.240  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.212   0.089  -0.448  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.198  -0.728   0.358  1.00  0.00           C  
HETATM    8  N1  UNL     1      -2.019  -2.158   0.118  1.00  0.00           N  
HETATM    9  C7  UNL     1      -2.621  -2.867  -0.859  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.224  -4.194  -0.755  1.00  0.00           C  
HETATM   11  N2  UNL     1      -1.403  -4.254   0.269  1.00  0.00           N  
HETATM   12  C9  UNL     1      -1.280  -3.017   0.795  1.00  0.00           C  
HETATM   13  O1  UNL     1       0.070  -0.042   0.100  1.00  0.00           O  
HETATM   14  C10 UNL     1       1.064  -0.481  -0.708  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.425  -0.430  -0.106  1.00  0.00           C  
HETATM   16  C12 UNL     1       2.908   0.730   0.445  1.00  0.00           C  
HETATM   17 CL2  UNL     1       1.852   2.102   0.599  1.00  0.00          CL  
HETATM   18  C13 UNL     1       4.208   0.815   0.909  1.00  0.00           C  
HETATM   19  C14 UNL     1       5.060  -0.252   0.838  1.00  0.00           C  
HETATM   20  C15 UNL     1       4.590  -1.426   0.289  1.00  0.00           C  
HETATM   21  C16 UNL     1       3.269  -1.494  -0.177  1.00  0.00           C  
HETATM   22 CL3  UNL     1       2.800  -3.056  -0.868  1.00  0.00          CL  
HETATM   23  C17 UNL     1      -1.057   2.530  -1.105  1.00  0.00           C  
HETATM   24 CL4  UNL     1      -0.172   2.114  -2.539  1.00  0.00          CL  
HETATM   25  C18 UNL     1      -1.334   3.868  -0.839  1.00  0.00           C  
HETATM   26  H1  UNL     1      -3.111   3.501   2.009  1.00  0.00           H  
HETATM   27  H2  UNL     1      -2.674   1.183   1.562  1.00  0.00           H  
HETATM   28  H3  UNL     1      -1.317  -0.140  -1.493  1.00  0.00           H  
HETATM   29  H4  UNL     1      -3.216  -0.397   0.154  1.00  0.00           H  
HETATM   30  H5  UNL     1      -1.998  -0.538   1.453  1.00  0.00           H  
HETATM   31  H6  UNL     1      -3.307  -2.520  -1.618  1.00  0.00           H  
HETATM   32  H7  UNL     1      -2.536  -5.018  -1.399  1.00  0.00           H  
HETATM   33  H8  UNL     1      -0.634  -2.816   1.668  1.00  0.00           H  
HETATM   34  H9  UNL     1       1.071  -0.208  -1.761  1.00  0.00           H  
HETATM   35  H10 UNL     1       0.872  -1.663  -0.714  1.00  0.00           H  
HETATM   36  H11 UNL     1       4.536   1.758   1.342  1.00  0.00           H  
HETATM   37  H12 UNL     1       6.073  -0.194   1.201  1.00  0.00           H  
HETATM   38  H13 UNL     1       5.260  -2.268   0.231  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.937   4.586  -1.542  1.00  0.00           H  
CONECT    1    2
CONECT    2    3    3   25
CONECT    3    4   26
CONECT    4    5    5   27
CONECT    5    6   23
CONECT    6    7   13   28
CONECT    7    8   29   30
CONECT    8    9   12
CONECT    9   10   10   31
CONECT   10   11   32
CONECT   11   12   12
CONECT   12   33
CONECT   13   14
CONECT   14   15   34   35
CONECT   15   16   16   21
CONECT   16   17   18
CONECT   18   19   19   36
CONECT   19   20   37
CONECT   20   21   21   38
CONECT   21   22
CONECT   23   24   25   25
CONECT   25   39
END

HMDB0253623
     RDKit          3D
Isoconazole
 39 41  0  0  0  0  0  0  0  0999 V2000
   -2.3906    5.9290    0.5607 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0726    4.2218    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5457    3.2642    1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2655    1.9145    0.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5320    1.5527   -0.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2118    0.0895   -0.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1977   -0.7284    0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0186   -2.1578    0.1180 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6213   -2.8670   -0.8591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2240   -4.1938   -0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4033   -4.2535    0.2688 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2796   -3.0172    0.7952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0704   -0.0418    0.1000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0642   -0.4810   -0.7081 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4247   -0.4296   -0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9077    0.7300    0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8515    2.1025    0.5991 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2078    0.8152    0.9094 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0596   -0.2525    0.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5898   -1.4261    0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2694   -1.4938   -0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8000   -3.0557   -0.8680 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0572    2.5297   -1.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719    2.1144   -2.5387 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3337    3.8684   -0.8392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1114    3.5014    2.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6738    1.1826    1.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3170   -0.1403   -1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2160   -0.3968    0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9975   -0.5384    1.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3071   -2.5200   -1.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5363   -5.0182   -1.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6342   -2.8161    1.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709   -0.2077   -1.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8717   -1.6634   -0.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5356    1.7584    1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0726   -0.1938    1.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2598   -2.2679    0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9372    4.5863   -1.5425 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  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  5 23  1  0
 23 24  1  0
 23 25  2  0
 25  2  1  0
 12  8  1  0
 21 15  1  0
  3 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  9 31  1  0
 10 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 25 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
ISOCONAZOLE nitrATE	ChEMBL, MeSH
R-15454	ChEMBL
ISOCONAZOLE nitric acid	Generator
Fazol	MeSH
Icaden	MeSH
Travogyn	MeSH
1-(2,4-dichloro beta-(2,6-Dichlorobenzyloxy)phenethyl) imidazole	MeSH
gyno Icaden	MeSH
gyno-Travogen	MeSH

Chemical Formula

C₁₈H₁₄Cl₄N₂O

Average Molecular Weight

416.129

Monoisotopic Molecular Weight

413.986023908

IUPAC Name

1-[2-(2,4-dichlorophenyl)-2-[(2,6-dichlorophenyl)methoxy]ethyl]-1H-imidazole

Traditional Name

isoconazole

CAS Registry Number

Not Available

SMILES

ClC1=CC(Cl)=C(C=C1)C(CN1C=CN=C1)OCC1=C(Cl)C=CC=C1Cl

InChI Identifier

InChI=1S/C18H14Cl4N2O/c19-12-4-5-13(17(22)8-12)18(9-24-7-6-23-11-24)25-10-14-15(20)2-1-3-16(14)21/h1-8,11,18H,9-10H2

InChI Key

MPIPASJGOJYODL-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
Imidazole
Azole
Heteroaromatic compound
Ether
Dialkyl ether
Organoheterocyclic compound
Azacycle
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

imidazoles (CHEBI:83667 )
ether (CHEBI:83667 )
dichlorobenzene (CHEBI:83667 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.23	ALOGPS
logP	5.96	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Basic)	6.77	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	27.05 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	103.07 m³·mol⁻¹	ChemAxon
Polarizability	39.31 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	181.385	30932474
DeepCCS	[M-H]-	179.027	30932474
DeepCCS	[M-2H]-	213.079	30932474
DeepCCS	[M+Na]+	188.306	30932474
AllCCS	[M+H]+	185.6	32859911
AllCCS	[M+H-H2O]+	182.9	32859911
AllCCS	[M+NH4]+	188.0	32859911
AllCCS	[M+Na]+	188.7	32859911
AllCCS	[M-H]-	170.5	32859911
AllCCS	[M+Na-2H]-	169.6	32859911
AllCCS	[M+HCOO]-	168.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isoconazole	ClC1=CC(Cl)=C(C=C1)C(CN1C=CN=C1)OCC1=C(Cl)C=CC=C1Cl	4157.5	Standard polar	33892256
Isoconazole	ClC1=CC(Cl)=C(C=C1)C(CN1C=CN=C1)OCC1=C(Cl)C=CC=C1Cl	2930.4	Standard non polar	33892256
Isoconazole	ClC1=CC(Cl)=C(C=C1)C(CN1C=CN=C1)OCC1=C(Cl)C=CC=C1Cl	2978.1	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 - Isoconazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bu3-8931000000-445edcae4bccfc7c5caa	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoconazole 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 - Isoconazole LC-ESI-qTof , Positive-QTOF	splash10-01ot-2900000000-8ec386ee7fc11165aa32	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isoconazole , positive-QTOF	splash10-08fr-2900100000-a923b8a33f9c5abc906e	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoconazole 10V, Positive-QTOF	splash10-03di-0421900000-eaf877da89ac017a428c	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoconazole 20V, Positive-QTOF	splash10-0cdr-7985500000-6e37434a08fb4cf15135	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoconazole 40V, Positive-QTOF	splash10-0a4i-4900000000-14e5e647707aec1226c8	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoconazole 10V, Negative-QTOF	splash10-03di-2140900000-cd6d639605662d7b32d7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoconazole 20V, Negative-QTOF	splash10-014i-9010000000-c74eff261ac687509d07	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoconazole 40V, Negative-QTOF	splash10-014l-9310000000-4b6efdd53586357e3ca3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoconazole 10V, Positive-QTOF	splash10-03di-0100900000-aaa8624a7c03bb547cca	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoconazole 20V, Positive-QTOF	splash10-0bt9-1900400000-07e54ca7682ca7af237b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoconazole 40V, Positive-QTOF	splash10-0aor-7900000000-beb695a9a9e5aa2d7f71	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoconazole 10V, Negative-QTOF	splash10-03dr-1071900000-461b401ab89f2d1b44a1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoconazole 20V, Negative-QTOF	splash10-001i-9200000000-73b0fcb9e505561aa9e6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoconazole 40V, Negative-QTOF	splash10-00lr-9020000000-d60b063ba02c0d304d6f	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB08943

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Isoconazole

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

83667

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Isoconazole (HMDB0253623)

MOL for HMDB0253623 (Isoconazole)

3D MOL for HMDB0253623 (Isoconazole)

3D SDF for HMDB0253623 (Isoconazole)

3D-SDF for HMDB0253623 (Isoconazole)

PDB for HMDB0253623 (Isoconazole)

3D PDB for HMDB0253623 (Isoconazole)

SMILES for HMDB0253623 (Isoconazole)

INCHI for HMDB0253623 (Isoconazole)

Structure for HMDB0253623 (Isoconazole)

3D Structure for HMDB0253623 (Isoconazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra