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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2006-05-18 08:31:29 UTC

Update Date

2022-09-22 18:34:16 UTC

HMDB ID

HMDB0001922

Secondary Accession Numbers

HMDB01922

Metabolite Identification

Common Name

Clotrimazole

Description

Clotrimazole is an imidazole derivative with a broad spectrum of antimycotic activity. It inhibits biosynthesis of the sterol ergostol, an important component of fungal cell membranes. Its action leads to increased membrane permeability and apparent disruption of enzyme systems bound to the membrane. -- Pubchem; There is the potential for drug interactions with Clotrimazole if taken orally, as it is a potent, specific inhibitor of cytochrome P450 oxidase enzymes and so may alter the metabolism of other drugs. Clotrimazole is an antifungal medication commonly used in the treatment of fungal infections of both humans and animals such as vaginal yeast infections and ringworm. -- Wikipedia ; An imidazole derivative with a broad spectrum of antimycotic activity. It inhibits biosynthesis of the sterol ergostol, an important component of fungal cell membranes. Its action leads to increased membrane permeability and apparent disruption of enzyme systems bound to the membrane. Clotrimazole is a potent, specific inhibitor of cytochrome P450 oxidase enzymes. Hence, it may alter the metabolism of other drugs particularly if taken orally. -- Wikipedia ; Clotrimazole is an antifungal medication commonly used in the treatment of fungal infections of both humans and animals such as vaginal yeast infections and ringworm. It also used to treat athlete's foot and jock itch.

Structure

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

257
  Mrv1652305271900062D          

 25 28  0  0  0  0            999 V2000
    2.6961   -1.4598    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1251    1.0153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5376    2.2848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251    0.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251   -0.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001    0.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9501    0.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4106   -1.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8396   -1.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876    0.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3626    0.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876   -0.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3626   -0.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4577    1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7925    1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7126    2.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4106   -1.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8396   -1.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1876    0.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1876   -0.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251   -2.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6001    0.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2  4  1  0  0  0  0
  2 14  1  0  0  0  0
  2 15  1  0  0  0  0
  3 15  2  0  0  0  0
  3 16  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  2  0  0  0  0
  6 10  2  0  0  0  0
  6 12  1  0  0  0  0
  7 11  2  0  0  0  0
  7 13  1  0  0  0  0
  8 17  2  0  0  0  0
  9 18  1  0  0  0  0
 10 19  1  0  0  0  0
 11 20  1  0  0  0  0
 12 21  2  0  0  0  0
 13 22  2  0  0  0  0
 14 16  2  0  0  0  0
 17 23  1  0  0  0  0
 18 23  2  0  0  0  0
 19 24  2  0  0  0  0
 20 25  2  0  0  0  0
 21 24  1  0  0  0  0
 22 25  1  0  0  0  0
M  END

HMDB0001922
     RDKit          3D
Clotrimazole
 42 45  0  0  0  0  0  0  0  0999 V2000
   -2.8462    1.1358   -0.6776 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.3849   -0.2021    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3562   -0.8512    1.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355   -1.8980    1.9068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7163   -2.2886    2.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7789   -1.6218    1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0640   -0.5790    0.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0158    0.0810   -0.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0233    1.5012   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3287    2.4823   -0.9953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2599    3.8282   -0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1704    4.1811    0.6162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5269    3.1852    1.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4629    1.8576    1.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2982   -0.5421    0.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9241   -0.0974    1.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000   -0.6749    1.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6602   -1.7278    1.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0365   -2.1969   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8774   -1.5970   -0.5723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1670   -0.3050   -1.8045 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2009   -0.9893   -2.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0062   -1.1830   -3.7012 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -0.6093   -3.9883 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6649   -0.0884   -2.8556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3977   -0.5329    0.9759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7757   -2.4229    2.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4234   -3.1091    2.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551   -1.9777    1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6604    2.2676   -1.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5465    4.5599   -1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161    5.2205    0.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8586    3.5214    2.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7561    1.1318    1.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5600    0.7093    1.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5759   -0.3014    2.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5684   -2.2214    1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4300   -3.0169   -0.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022   -1.9580   -1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0898   -1.3774   -1.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6981   -1.7036   -4.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6228    0.4100   -2.8482 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  8 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  8 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
  7  2  1  0
 14  9  1  0
 20 15  1  0
 25 21  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 22 40  1  0
 23 41  1  0
 25 42  1  0
M  END

257
  Mrv1652305271900062D          

 25 28  0  0  0  0            999 V2000
    2.6961   -1.4598    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1251    1.0153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5376    2.2848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251    0.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251   -0.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001    0.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9501    0.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4106   -1.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8396   -1.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876    0.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3626    0.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876   -0.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3626   -0.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4577    1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7925    1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7126    2.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4106   -1.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8396   -1.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1876    0.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1876   -0.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251   -2.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6001    0.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2  4  1  0  0  0  0
  2 14  1  0  0  0  0
  2 15  1  0  0  0  0
  3 15  2  0  0  0  0
  3 16  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  2  0  0  0  0
  6 10  2  0  0  0  0
  6 12  1  0  0  0  0
  7 11  2  0  0  0  0
  7 13  1  0  0  0  0
  8 17  2  0  0  0  0
  9 18  1  0  0  0  0
 10 19  1  0  0  0  0
 11 20  1  0  0  0  0
 12 21  2  0  0  0  0
 13 22  2  0  0  0  0
 14 16  2  0  0  0  0
 17 23  1  0  0  0  0
 18 23  2  0  0  0  0
 19 24  2  0  0  0  0
 20 25  2  0  0  0  0
 21 24  1  0  0  0  0
 22 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001922

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=CC=CC=C1C(N1C=CN=C1)(C1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H17ClN2/c23-21-14-8-7-13-20(21)22(25-16-15-24-17-25,18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-17H

> <INCHI_KEY>
VNFPBHJOKIVQEB-UHFFFAOYSA-N

> <FORMULA>
C22H17ClN2

> <MOLECULAR_WEIGHT>
344.837

> <EXACT_MASS>
344.108026261

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
36.24884289807099

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2-chlorophenyl)diphenylmethyl]-1H-imidazole

> <ALOGPS_LOGP>
5.48

> <JCHEM_LOGP>
5.8394516706666675

> <ALOGPS_LOGS>
-5.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
6.623921641469917

> <JCHEM_POLAR_SURFACE_AREA>
17.82

> <JCHEM_REFRACTIVITY>
103.76450000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.47e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
clotrimazole

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0001922
     RDKit          3D
Clotrimazole
 42 45  0  0  0  0  0  0  0  0999 V2000
   -2.8462    1.1358   -0.6776 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.3849   -0.2021    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3562   -0.8512    1.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355   -1.8980    1.9068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7163   -2.2886    2.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7789   -1.6218    1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0640   -0.5790    0.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0158    0.0810   -0.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0233    1.5012   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3287    2.4823   -0.9953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2599    3.8282   -0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1704    4.1811    0.6162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5269    3.1852    1.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4629    1.8576    1.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2982   -0.5421    0.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9241   -0.0974    1.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000   -0.6749    1.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6602   -1.7278    1.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0365   -2.1969   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8774   -1.5970   -0.5723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1670   -0.3050   -1.8045 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2009   -0.9893   -2.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0062   -1.1830   -3.7012 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -0.6093   -3.9883 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6649   -0.0884   -2.8556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3977   -0.5329    0.9759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7757   -2.4229    2.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4234   -3.1091    2.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551   -1.9777    1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6604    2.2676   -1.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5465    4.5599   -1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161    5.2205    0.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8586    3.5214    2.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7561    1.1318    1.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5600    0.7093    1.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5759   -0.3014    2.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5684   -2.2214    1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4300   -3.0169   -0.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022   -1.9580   -1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0898   -1.3774   -1.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6981   -1.7036   -4.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6228    0.4100   -2.8482 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  8 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  8 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
  7  2  1  0
 14  9  1  0
 20 15  1  0
 25 21  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 22 40  1  0
 23 41  1  0
 25 42  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 257                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1 Cl   UNK     0       5.033  -2.725   0.000  0.00  0.00          Cl+0
HETATM    2  N   UNK     0       7.700   1.895   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       8.470   4.265   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       7.700   0.355   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.700  -1.185   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.160   0.355   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.240   0.355   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.366  -1.955   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.034  -1.955   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.390   1.689   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.010   1.689   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.390  -0.979   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.010  -0.979   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.454   2.800   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.946   2.800   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.930   4.265   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.366  -3.495   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.034  -3.495   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.850   1.689   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.550   1.689   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.850  -0.979   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.550  -0.979   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.700  -4.265   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.080   0.355   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.320   0.355   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2    4   14   15                                                  
CONECT    3   15   16                                                       
CONECT    4    2    5    6    7                                             
CONECT    5    4    8    9                                                  
CONECT    6    4   10   12                                                  
CONECT    7    4   11   13                                                  
CONECT    8    1    5   17                                                  
CONECT    9    5   18                                                       
CONECT   10    6   19                                                       
CONECT   11    7   20                                                       
CONECT   12    6   21                                                       
CONECT   13    7   22                                                       
CONECT   14    2   16                                                       
CONECT   15    2    3                                                       
CONECT   16    3   14                                                       
CONECT   17    8   23                                                       
CONECT   18    9   23                                                       
CONECT   19   10   24                                                       
CONECT   20   11   25                                                       
CONECT   21   12   24                                                       
CONECT   22   13   25                                                       
CONECT   23   17   18                                                       
CONECT   24   19   21                                                       
CONECT   25   20   22                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0001922
HETATM    1 CL1  UNL     1      -2.846   1.136  -0.678  1.00  0.00          CL  
HETATM    2  C1  UNL     1      -2.385  -0.202   0.318  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.356  -0.851   1.059  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.035  -1.898   1.907  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.716  -2.289   2.002  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.779  -1.622   1.251  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.064  -0.579   0.399  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.016   0.081  -0.429  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.023   1.501  -0.113  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.329   2.482  -0.995  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.260   3.828  -0.643  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.170   4.181   0.616  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.527   3.185   1.507  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.463   1.858   1.171  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.298  -0.542   0.095  1.00  0.00           C  
HETATM   16  C15 UNL     1       1.924  -0.097   1.232  1.00  0.00           C  
HETATM   17  C16 UNL     1       3.100  -0.675   1.712  1.00  0.00           C  
HETATM   18  C17 UNL     1       3.660  -1.728   1.028  1.00  0.00           C  
HETATM   19  C18 UNL     1       3.036  -2.197  -0.136  1.00  0.00           C  
HETATM   20  C19 UNL     1       1.877  -1.597  -0.572  1.00  0.00           C  
HETATM   21  N1  UNL     1      -0.167  -0.305  -1.804  1.00  0.00           N  
HETATM   22  C20 UNL     1      -1.201  -0.989  -2.352  1.00  0.00           C  
HETATM   23  C21 UNL     1      -1.006  -1.183  -3.701  1.00  0.00           C  
HETATM   24  N2  UNL     1       0.168  -0.609  -3.988  1.00  0.00           N  
HETATM   25  C22 UNL     1       0.665  -0.088  -2.856  1.00  0.00           C  
HETATM   26  H1  UNL     1      -4.398  -0.533   0.976  1.00  0.00           H  
HETATM   27  H2  UNL     1      -3.776  -2.423   2.498  1.00  0.00           H  
HETATM   28  H3  UNL     1      -1.423  -3.109   2.660  1.00  0.00           H  
HETATM   29  H4  UNL     1       0.255  -1.978   1.369  1.00  0.00           H  
HETATM   30  H5  UNL     1       0.660   2.268  -1.983  1.00  0.00           H  
HETATM   31  H6  UNL     1       0.546   4.560  -1.367  1.00  0.00           H  
HETATM   32  H7  UNL     1      -0.216   5.221   0.869  1.00  0.00           H  
HETATM   33  H8  UNL     1      -0.859   3.521   2.484  1.00  0.00           H  
HETATM   34  H9  UNL     1      -0.756   1.132   1.891  1.00  0.00           H  
HETATM   35  H10 UNL     1       1.560   0.709   1.814  1.00  0.00           H  
HETATM   36  H11 UNL     1       3.576  -0.301   2.619  1.00  0.00           H  
HETATM   37  H12 UNL     1       4.568  -2.221   1.343  1.00  0.00           H  
HETATM   38  H13 UNL     1       3.430  -3.017  -0.711  1.00  0.00           H  
HETATM   39  H14 UNL     1       1.402  -1.958  -1.460  1.00  0.00           H  
HETATM   40  H15 UNL     1      -2.090  -1.377  -1.828  1.00  0.00           H  
HETATM   41  H16 UNL     1      -1.698  -1.704  -4.356  1.00  0.00           H  
HETATM   42  H17 UNL     1       1.623   0.410  -2.848  1.00  0.00           H  
CONECT    1    2
CONECT    2    3    3    7
CONECT    3    4   26
CONECT    4    5    5   27
CONECT    5    6   28
CONECT    6    7    7   29
CONECT    7    8
CONECT    8    9   15   21
CONECT    9   10   10   14
CONECT   10   11   30
CONECT   11   12   12   31
CONECT   12   13   32
CONECT   13   14   14   33
CONECT   14   34
CONECT   15   16   16   20
CONECT   16   17   35
CONECT   17   18   18   36
CONECT   18   19   37
CONECT   19   20   20   38
CONECT   20   39
CONECT   21   22   25
CONECT   22   23   23   40
CONECT   23   24   41
CONECT   24   25   25
CONECT   25   42
END

HMDB0001922
     RDKit          3D
Clotrimazole
 42 45  0  0  0  0  0  0  0  0999 V2000
   -2.8462    1.1358   -0.6776 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.3849   -0.2021    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3562   -0.8512    1.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355   -1.8980    1.9068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7163   -2.2886    2.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7789   -1.6218    1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0640   -0.5790    0.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0158    0.0810   -0.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0233    1.5012   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3287    2.4823   -0.9953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2599    3.8282   -0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1704    4.1811    0.6162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5269    3.1852    1.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4629    1.8576    1.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2982   -0.5421    0.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9241   -0.0974    1.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000   -0.6749    1.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6602   -1.7278    1.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0365   -2.1969   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8774   -1.5970   -0.5723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1670   -0.3050   -1.8045 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2009   -0.9893   -2.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0062   -1.1830   -3.7012 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -0.6093   -3.9883 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6649   -0.0884   -2.8556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3977   -0.5329    0.9759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7757   -2.4229    2.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4234   -3.1091    2.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551   -1.9777    1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6604    2.2676   -1.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5465    4.5599   -1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161    5.2205    0.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8586    3.5214    2.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7561    1.1318    1.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5600    0.7093    1.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5759   -0.3014    2.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5684   -2.2214    1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4300   -3.0169   -0.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022   -1.9580   -1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0898   -1.3774   -1.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6981   -1.7036   -4.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6228    0.4100   -2.8482 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  8 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  8 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
  7  2  1  0
 14  9  1  0
 20 15  1  0
 25 21  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 22 40  1  0
 23 41  1  0
 25 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-((2-Chlorophenyl)diphenylmethyl)-1H-imidazole	ChEBI
1-(alpha-(2-Chlorophenyl)benzhydryl)imidazole	ChEBI
1-(O-Chloro-alpha,alpha-diphenylbenzyl)imidazole	ChEBI
1-(O-Chlorotrityl)imidazole	ChEBI
Lotrimin	ChEBI
Mycelex	ChEBI
1-(a-(2-Chlorophenyl)benzhydryl)imidazole	Generator
1-(Α-(2-chlorophenyl)benzhydryl)imidazole	Generator
1-(O-Chloro-a,a-diphenylbenzyl)imidazole	Generator
1-(O-Chloro-α,α-diphenylbenzyl)imidazole	Generator
(Chlorotrityl)imidazole	HMDB
Canesten	HMDB
Canesten 1-day cream combi-pak	HMDB
Canesten 1-day therapy	HMDB
Canesten 3-day therapy	HMDB
Canesten 6-day therapy	HMDB
Canesten combi-pak 1-day therapy	HMDB
Canesten combi-pak 3-day therapy	HMDB
Canesten cream	HMDB
Canesten solution	HMDB
Canestine	HMDB
Chlotrimazole	HMDB
Clotrimaderm	HMDB
Clotrimaderm cream	HMDB
Clotrimazol	HMDB
Clotrimazolum	HMDB
Desamix F	HMDB
Empecid	HMDB
Fem care	HMDB
FemCare	HMDB
Gyne lotrimin	HMDB
Gyne-lotrimin	HMDB
Gyne-lotrimin 3	HMDB
Gyne-lotrimin 3 combination pack	HMDB
Gyne-lotrimin combination pack	HMDB
Gyne-lotrimin3	HMDB
Gyne-lotrimin3 combination pack	HMDB
Gynix	HMDB
Lopac-C-6019	HMDB
Lotrimax	HMDB
Lotrimin af	HMDB
Lotrimin af cream	HMDB
Lotrimin af jock-itch cream	HMDB
Lotrimin af lotion	HMDB
Lotrimin af solution	HMDB
Lotrimin cream	HMDB
Lotrimin lotion	HMDB
Lotrimin solution	HMDB
Lotrisone	HMDB
mono-Baycuten	HMDB
Monobaycuten	HMDB
Mycelax	HMDB
Mycelex 7	HMDB
Mycelex cream	HMDB
Mycelex g	HMDB
Mycelex otc	HMDB
Mycelex solution	HMDB
Mycelex troches	HMDB
Mycelex twin pack	HMDB
Mycelex-7	HMDB
Mycelex-7 combination pack	HMDB
Mycelex-g	HMDB
Mycelex: mycosporinrimazole	HMDB
Myclo cream	HMDB
Myclo solution	HMDB
Myclo spray solution	HMDB
Myclo-gyne	HMDB
Mycosporin	HMDB
Mykosporin	HMDB
Neo-zol cream	HMDB
Otomax	HMDB
Pedisafe	HMDB
Prestwick_120	HMDB
Rimazole	HMDB
Tibatin	HMDB
Trimysten	HMDB
Trivagizole 3	HMDB
Veltrim	HMDB
Klotrimazole	HMDB
Schering brand OF clotrimazole	HMDB
Bayer brand 1 OF clotrimazole	HMDB
Bayer brand 2 OF clotrimazole	HMDB
FB b 5097	HMDB
Bay b 5097	HMDB
Clotrimazole schering brand	HMDB
Kanesten	HMDB

Chemical Formula

C₂₂H₁₇ClN₂

Average Molecular Weight

344.837

Monoisotopic Molecular Weight

344.108026261

IUPAC Name

1-[(2-chlorophenyl)diphenylmethyl]-1H-imidazole

Traditional Name

clotrimazole

CAS Registry Number

23593-75-1

SMILES

ClC1=CC=CC=C1C(N1C=CN=C1)(C1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C22H17ClN2/c23-21-14-8-7-13-20(21)22(25-16-15-24-17-25,18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-17H

InChI Key

VNFPBHJOKIVQEB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triphenyl compounds. These are aromatic compounds containing a triphenyl moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Triphenyl compounds

Sub Class

Not Available

Direct Parent

Triphenyl compounds

Alternative Parents

Substituents

Triphenyl compound
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
N-substituted imidazole
Azole
Heteroaromatic compound
Imidazole
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organochloride
Organohalogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

conazole antifungal drug (CHEBI:3764 )
imidazoles (CHEBI:3764 )
imidazole antifungal drug (CHEBI:3764 )
monochlorobenzenes (CHEBI:3764 )
a small molecule (CPD-8926 )

Ontology

Physiological effect

Health effect

Observation

Edema (HMDB: HMDB0001922)
Erythema (HMDB: HMDB0001922)

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0001922)
Cell membrane (HMDB: HMDB0001922)

Tissue

Epithelium

Epidermis (HMDB: HMDB0001922)

Organ

Skin (HMDB: HMDB0001922)

Route of exposure

Parenteral

Dermal (HMDB: HMDB0001922)

Enteral

Ingestion (HMDB: HMDB0001922)

Source

Exogenous

Exogenous (HMDB: HMDB0001922)

Process

Not Available

Role

Industrial application

Antiinfective agent (HMDB: HMDB0001922)

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0001922)

Agriculture

Pesticide

Fungicide (HMDB: HMDB0001922)
Fungicide (HMDB: HMDB0001922)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	148 °C	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
Water Solubility	0.0015 g/L	ALOGPS
logP	5.48	ALOGPS
logP	5.84	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Basic)	6.62	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	103.76 m³·mol⁻¹	ChemAxon
Polarizability	36.25 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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
AllCCS	[M+H]+	180.758	32859911
AllCCS	[M-H]-	179.908	32859911
DeepCCS	[M+H]+	178.545	30932474
DeepCCS	[M-H]-	176.187	30932474
DeepCCS	[M-2H]-	210.216	30932474
DeepCCS	[M+Na]+	185.625	30932474
AllCCS	[M+H]+	180.8	32859911
AllCCS	[M+H-H2O]+	177.5	32859911
AllCCS	[M+NH4]+	183.8	32859911
AllCCS	[M+Na]+	184.7	32859911
AllCCS	[M-H]-	179.9	32859911
AllCCS	[M+Na-2H]-	178.7	32859911
AllCCS	[M+HCOO]-	177.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Clotrimazole	ClC1=CC=CC=C1C(N1C=CN=C1)(C1=CC=CC=C1)C1=CC=CC=C1	3911.2	Standard polar	33892256
Clotrimazole	ClC1=CC=CC=C1C(N1C=CN=C1)(C1=CC=CC=C1)C1=CC=CC=C1	2261.5	Standard non polar	33892256
Clotrimazole	ClC1=CC=CC=C1C(N1C=CN=C1)(C1=CC=CC=C1)C1=CC=CC=C1	2690.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Clotrimazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0059-6090000000-3cccc4c11a7c5a63573d	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clotrimazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-004i-1490000000-442fa75d6a2d80321e36	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clotrimazole Quattro_QQQ 10V, N/A-QTOF (Annotated)	splash10-004i-0090000000-9ac001e37a55e61bc916	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clotrimazole Quattro_QQQ 25V, N/A-QTOF (Annotated)	splash10-004i-0290000000-6285150b307e50af52c7	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clotrimazole Quattro_QQQ 40V, N/A-QTOF (Annotated)	splash10-016u-0690000000-5814802384fae84ca3df	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clotrimazole LC-ESI-ITFT , positive-QTOF	splash10-004i-0090000000-23b69c41217f6b148307	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clotrimazole LC-ESI-ITFT , positive-QTOF	splash10-016r-0960000000-5b3632c056ca1c0fa601	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clotrimazole LC-ESI-ITFT , positive-QTOF	splash10-016r-0950000000-bcb189995c8cdcd62304	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clotrimazole LC-ESI-ITFT , positive-QTOF	splash10-004i-0090000000-f1d5f44ac74388f9bf4f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clotrimazole , positive-QTOF	splash10-004i-1490000000-1ed188e9911ad62a7fc7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clotrimazole , positive-QTOF	splash10-004i-0390000000-c2f0490842646cf25d56	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clotrimazole , positive-QTOF	splash10-014l-3970000000-0cf80068015e539b67c9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clotrimazole LC-ESI-QFT , positive-QTOF	splash10-00or-0391000000-e8d9d4c77703a87fdcd8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clotrimazole 20V, Positive-QTOF	splash10-004i-0090000000-0df2bee4ed15192bc0b6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clotrimazole 10V, Positive-QTOF	splash10-004i-0090000000-f0198e4e7eaad2f34147	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clotrimazole 30V, Positive-QTOF	splash10-00or-0490000000-53d8902c6f7211fc3c50	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clotrimazole 40V, Positive-QTOF	splash10-014i-0950000000-168bf9867190bc3708b3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clotrimazole 50V, Positive-QTOF	splash10-014i-0950000000-c0c372245eb2fe021e2e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clotrimazole 35V, Positive-QTOF	splash10-004i-0090000000-23b69c41217f6b148307	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clotrimazole 35V, Positive-QTOF	splash10-004i-0090000000-f1d5f44ac74388f9bf4f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clotrimazole 45V, Positive-QTOF	splash10-016r-0960000000-5b3632c056ca1c0fa601	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clotrimazole 10V, Positive-QTOF	splash10-0002-0019000000-a5e5b5c85ea879e2f63b	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clotrimazole 20V, Positive-QTOF	splash10-00kb-1039000000-cf9a51f1cb5d717c4169	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clotrimazole 40V, Positive-QTOF	splash10-014i-9280000000-7b57b00ebea4c6a2f864	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clotrimazole 10V, Negative-QTOF	splash10-0006-0009000000-416f1aa58c794269d038	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clotrimazole 20V, Negative-QTOF	splash10-0006-1009000000-25f48116b270c282f477	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clotrimazole 40V, Negative-QTOF	splash10-014i-8192000000-fb089a74161c7e17e5da	2017-07-26	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Epidermis

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

DB00257

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022740

KNApSAcK ID

Not Available

Chemspider ID

2710

KEGG Compound ID

C06922

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Clotrimazole

METLIN ID

1897

PubChem Compound

2812

PDB ID

Not Available

ChEBI ID

3764

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

Schmook FP, Meingassner JG, Billich A: Comparison of human skin or epidermis models with human and animal skin in in-vitro percutaneous absorption. Int J Pharm. 2001 Mar 14;215(1-2):51-6. [PubMed:11250091 ]
Lucker PW, Beubler E, Kukovetz WR, Ritter W: Retention time and concentration in human skin of bifonazole and clotrimazole. Dermatologica. 1984;169 Suppl 1:51-5. [PubMed:6526092 ]
Schmidt A, Ruhl-Horster B: In vitro susceptibility of Malassezia furfur against azole compounds. Mycoses. 1996 Jul-Aug;39(7-8):309-12. [PubMed:9009652 ]

Enzymes

Enzyme Details

1. Cholesterol side-chain cleavage enzyme, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Catalyzes the side-chain cleavage reaction of cholesterol to pregnenolone.
Gene Name:: CYP11A1
Uniprot ID:: P05108
Molecular weight:: 60101.87

Enzyme Details

2. Protein ATP1B4

General function:: Involved in sodium:potassium-exchanging ATPase activity
Specific function:: May act as a transcriptional coregulator during muscle development through its interaction with SNW1. Has lost its ancestral function as a Na,K-ATPase beta-subunit
Gene Name:: ATP1B4
Uniprot ID:: Q9UN42
Molecular weight:: 41597.4

Enzyme Details

3. ATP synthase subunit b, mitochondrial

General function:: Involved in hydrogen ion transmembrane transporter activity
Specific function:: Mitochondrial membrane ATP synthase (F(1)F(0) ATP synthase or Complex V) produces ATP from ADP in the presence of a proton gradient across the membrane which is generated by electron transport complexes of the respiratory chain. F-type ATPases consist of two structural domains, F(1) - containing the extramembraneous catalytic core, and F(0) - containing the membrane proton channel, linked together by a central stalk and a peripheral stalk. During catalysis, ATP synthesis in the catalytic domain of F(1) is coupled via a rotary mechanism of the central stalk subunits to proton translocation. Part of the complex F(0) domain and the peripheric stalk, which acts as a stator to hold the catalytic alpha(3)beta(3) subcomplex and subunit a/ATP6 static relative to the rotary elements
Gene Name:: ATP5F1
Uniprot ID:: P24539
Molecular weight:: 28908.5

Enzyme Details

4. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

Enzyme Details

5. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

Enzyme Details

6. Amyloid beta A4 protein

General function:: Involved in binding
Specific function:: N-APP binds TNFRSF21 triggering caspase activation and degeneration of both neuronal cell bodies (via caspase-3) and axons (via caspase-6)
Gene Name:: APP
Uniprot ID:: P05067
Molecular weight:: 86942.7

Enzyme Details

7. Disintegrin and metalloproteinase domain-containing protein 9

General function:: Involved in metalloendopeptidase activity
Specific function:: Probable zinc protease. May mediate cell-cell or cell- matrix interactions. Isoform 2 displays alpha-secretase activity for APP
Gene Name:: ADAM9
Uniprot ID:: Q13443
Molecular weight:: 90555.3

Enzyme Details

8. ATP synthase subunit epsilon-like protein, mitochondrial

General function:: Involved in hydrogen ion transporting ATP synthase activity, rotational mechanism
Specific function:: Mitochondrial membrane ATP synthase (F(1)F(0) ATP synthase or Complex V) produces ATP from ADP in the presence of a proton gradient across the membrane which is generated by electron transport complexes of the respiratory chain. F-type ATPases consist of two structural domains, F(1) - containing the extramembraneous catalytic core, and F(0) - containing the membrane proton channel, linked together by a central stalk and a peripheral stalk. During catalysis, ATP synthesis in the catalytic domain of F(1) is coupled via a rotary mechanism of the central stalk subunits to proton translocation. Part of the complex F(1) domain and of the central stalk which is part of the complex rotary element. Rotation of the central stalk against the surrounding alpha(3)beta(3) subunits leads to hydrolysis of ATP in three separate catalytic sites on the beta subunits
Gene Name:: ATP5EP2
Uniprot ID:: Q5VTU8
Molecular weight:: 5806.8

Showing metabocard for Clotrimazole (HMDB0001922)

MOL for HMDB0001922 (Clotrimazole)

3D MOL for HMDB0001922 (Clotrimazole)

3D SDF for HMDB0001922 (Clotrimazole)

3D-SDF for HMDB0001922 (Clotrimazole)

PDB for HMDB0001922 (Clotrimazole)

3D PDB for HMDB0001922 (Clotrimazole)

SMILES for HMDB0001922 (Clotrimazole)

INCHI for HMDB0001922 (Clotrimazole)

Structure for HMDB0001922 (Clotrimazole)

3D Structure for HMDB0001922 (Clotrimazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes