Showing Compound Clotrimazole (FDB022740)

Record Information

Version

1.0

Creation date

2011-09-21 00:18:53 UTC

Update date

2015-10-09 22:31:18 UTC

Primary ID

FDB022740

Secondary Accession Numbers

Not Available

Chemical Information

FooDB 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. [HMDB]

CAS Number

23593-75-1

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

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Synonym	Source
(Chlorotrityl)imidazole	HMDB
1-((2-Chlorophenyl)diphenylmethyl)-1H-imidazole	ChEBI
1-(a-(2-Chlorophenyl)benzhydryl)imidazole	Generator
1-(alpha-(2-Chlorophenyl)benzhydryl)imidazole	ChEBI
1-(O-Chloro-a,a-diphenylbenzyl)imidazole	Generator
1-(O-chloro-a,a-Diphenylbenzyl)imidazole	Generator
1-(O-Chloro-alpha,alpha-diphenylbenzyl)imidazole	ChEBI
1-(O-chloro-alpha,alpha-Diphenylbenzyl)imidazole	ChEBI
1-(O-Chloro-α,α-diphenylbenzyl)imidazole	Generator
1-(O-chloro-α,α-diphenylbenzyl)imidazole	Generator

Showing 1 to 10 of 130 entries

Predicted 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

Chemical Formula

C22H17ClN2

IUPAC name

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

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

Isomeric SMILES

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

Average Molecular Weight

344.837

Monoisotopic Molecular Weight

344.108026261

Classification

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:

Health condition:

Skin and subcutaneous tissue disorders:

Erythema

Observation:

Edema

Disposition

Route of exposure:

Parenteral:

Dermal

Enteral:

Ingestion

Biological location:

Subcellular:

Organ and components:

Skin

Role

Industrial application:

Drug

Household products:

Pesticide:

Fungicide

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-004i-1490000000-442fa75d6a2d80321e36	2014-09-20	View Spectrum
Predicted GC-MS	Clotrimazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0059-6090000000-3cccc4c11a7c5a63573d	Spectrum
Predicted GC-MS	Clotrimazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

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

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, experimental)		Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)		Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

3764

Phenol-Explorer ID

Not Available

DrugBank ID

DB00257

HMDB ID

HMDB01922

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

CL6

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Clotrimazole

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

No data available in table

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Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

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Name	Gene Name	UniProt ID
ATP synthase subunit b, mitochondrial	ATP5F1	P24539
ATP synthase subunit epsilon-like protein, mitochondrial	ATP5EP2	Q5VTU8
Disintegrin and metalloproteinase domain-containing protein 9	ADAM9	Q13443