Record Information
Version1.0
Creation date2011-09-21 00:18:53 UTC
Update date2015-10-09 22:31:18 UTC
Primary IDFDB022740
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameClotrimazole
DescriptionClotrimazole 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 Number23593-75-1
Structure
Thumb
Synonyms
SynonymSource
1-((2-Chlorophenyl)diphenylmethyl)-1H-imidazoleChEBI
1-(alpha-(2-Chlorophenyl)benzhydryl)imidazoleChEBI
1-(O-Chloro-alpha,alpha-diphenylbenzyl)imidazoleChEBI
1-(O-Chlorotrityl)imidazoleChEBI
LotriminChEBI
MycelexChEBI
1-(a-(2-Chlorophenyl)benzhydryl)imidazoleGenerator
1-(Α-(2-chlorophenyl)benzhydryl)imidazoleGenerator
1-(O-Chloro-a,a-diphenylbenzyl)imidazoleGenerator
1-(O-Chloro-α,α-diphenylbenzyl)imidazoleGenerator
(Chlorotrityl)imidazoleHMDB
CanestenHMDB
Canesten 1-day cream combi-pakHMDB
Canesten 1-day therapyHMDB
Canesten 3-day therapyHMDB
Canesten 6-day therapyHMDB
Canesten combi-pak 1-day therapyHMDB
Canesten combi-pak 3-day therapyHMDB
Canesten creamHMDB
Canesten solutionHMDB
CanestineHMDB
ChlotrimazoleHMDB
ClotrimadermHMDB
Clotrimaderm creamHMDB
ClotrimazolHMDB
ClotrimazolumHMDB
Desamix FHMDB
EmpecidHMDB
Fem careHMDB
FemCareHMDB
Gyne lotriminHMDB
Gyne-lotriminHMDB
Gyne-lotrimin 3HMDB
Gyne-lotrimin 3 combination packHMDB
Gyne-lotrimin combination packHMDB
Gyne-lotrimin3HMDB
Gyne-lotrimin3 combination packHMDB
GynixHMDB
Lopac-C-6019HMDB
LotrimaxHMDB
Lotrimin afHMDB
Lotrimin af creamHMDB
Lotrimin af jock-itch creamHMDB
Lotrimin af lotionHMDB
Lotrimin af solutionHMDB
Lotrimin creamHMDB
Lotrimin lotionHMDB
Lotrimin solutionHMDB
LotrisoneHMDB
mono-BaycutenHMDB
MonobaycutenHMDB
MycelaxHMDB
Mycelex 7HMDB
Mycelex creamHMDB
Mycelex gHMDB
Mycelex otcHMDB
Mycelex solutionHMDB
Mycelex trochesHMDB
Mycelex twin packHMDB
Mycelex-7HMDB
Mycelex-7 combination packHMDB
Mycelex-gHMDB
Mycelex: mycosporinrimazoleHMDB
Myclo creamHMDB
Myclo solutionHMDB
Myclo spray solutionHMDB
Myclo-gyneHMDB
MycosporinHMDB
MykosporinHMDB
Neo-zol creamHMDB
OtomaxHMDB
PedisafeHMDB
Prestwick_120HMDB
RimazoleHMDB
TibatinHMDB
TrimystenHMDB
Trivagizole 3HMDB
VeltrimHMDB
KlotrimazoleHMDB
Schering brand OF clotrimazoleHMDB
Bayer brand 1 OF clotrimazoleHMDB
Bayer brand 2 OF clotrimazoleHMDB
FB b 5097HMDB
Bay b 5097HMDB
Clotrimazole schering brandHMDB
KanestenHMDB
1-(O-chloro-a,a-Diphenylbenzyl)imidazoleGenerator
1-(O-chloro-alpha,alpha-Diphenylbenzyl)imidazoleChEBI
1-(O-chloro-α,α-diphenylbenzyl)imidazoleGenerator
1-(o-Chlorotrityl)imidazolehmdb
1-(α-(2-chlorophenyl)benzhydryl)imidazoleGenerator
Canesten 1-Day Cream Combi-Pakhmdb
Canesten 1-Day Therapyhmdb
Canesten 3-Day Therapyhmdb
Canesten 6-Day Therapyhmdb
Canesten Combi-Pak 1-Day Therapyhmdb
Canesten Combi-Pak 3-Day Therapyhmdb
Canesten Creamhmdb
Canesten Solutionhmdb
Clotrimaderm Creamhmdb
Clotrimazolehmdb
Fem Carehmdb
Gyne-Lotrimin 3hmdb
Gyne-Lotrimin 3 Combination Packhmdb
Gyne-Lotrimin Combination Packhmdb
Gyne-Lotrimin3hmdb
Gyne-Lotrimin3 Combination Packhmdb
Lotrimin AFhmdb
Lotrimin AF Creamhmdb
Lotrimin AF Jock-Itch Creamhmdb
Lotrimin AF Lotionhmdb
Lotrimin AF Solutionhmdb
Lotrimin Creamhmdb
Lotrimin Lotionhmdb
Lotrimin Solutionhmdb
Mono-baycutenhmdb
Mycelex Creamhmdb
Mycelex Ghmdb
Mycelex OTChmdb
Mycelex Solutionhmdb
Mycelex Trocheshmdb
Mycelex Twin Packhmdb
Mycelex-7 Combination Packhmdb
Mycelex-Ghmdb
Mycelex: MycosporinRimazolehmdb
Myclo Creamhmdb
Myclo Solutionhmdb
Myclo Spray Solutionhmdb
Myclo-Gynehmdb
Neo-Zol Creamhmdb
Predicted Properties
PropertyValueSource
Water Solubility0.0015 g/LALOGPS
logP5.48ALOGPS
logP5.84ChemAxon
logS-5.4ALOGPS
pKa (Strongest Basic)6.62ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.82 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity103.76 m³·mol⁻¹ChemAxon
Polarizability36.25 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC22H17ClN2
IUPAC name1-[(2-chlorophenyl)diphenylmethyl]-1H-imidazole
InChI IdentifierInChI=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 KeyVNFPBHJOKIVQEB-UHFFFAOYSA-N
Isomeric SMILESClC1=CC=CC=C1C(N1C=CN=C1)(C1=CC=CC=C1)C1=CC=CC=C1
Average Molecular Weight344.837
Monoisotopic Molecular Weight344.108026261
Classification
Description Belongs to the class of organic compounds known as triphenyl compounds. These are aromatic compounds containing a triphenyl moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassTriphenyl compounds
Sub ClassNot Available
Direct ParentTriphenyl 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 FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-004i-1490000000-442fa75d6a2d80321e36Spectrum
Predicted GC-MSClotrimazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0059-6090000000-3cccc4c11a7c5a63573dSpectrum
Predicted GC-MSClotrimazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)splash10-004i-0090000000-9ac001e37a55e61bc916Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)splash10-004i-0290000000-6285150b307e50af52c7Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)splash10-016u-0690000000-5814802384fae84ca3dfSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-004i-0090000000-23b69c41217f6b148307Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-016r-0960000000-5b3632c056ca1c0fa601Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-016r-0950000000-bcb189995c8cdcd62304Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-004i-0090000000-f1d5f44ac74388f9bf4fSpectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-004i-1490000000-1ed188e9911ad62a7fc7Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-004i-0390000000-c2f0490842646cf25d56Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-014l-3970000000-0cf80068015e539b67c9Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00or-0391000000-e8d9d4c77703a87fdcd8Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-004i-0090000000-0df2bee4ed15192bc0b6Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-f0198e4e7eaad2f34147Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-00or-0490000000-53d8902c6f7211fc3c50Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-014i-0950000000-168bf9867190bc3708b3Spectrum
MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-014i-0950000000-c0c372245eb2fe021e2eSpectrum
MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-004i-0090000000-23b69c41217f6b148307Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-004i-0090000000-f1d5f44ac74388f9bf4fSpectrum
MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-016r-0960000000-5b3632c056ca1c0fa601Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0019000000-a5e5b5c85ea879e2f63bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kb-1039000000-cf9a51f1cb5d717c4169Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9280000000-7b57b00ebea4c6a2f864Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0009000000-416f1aa58c794269d038Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-1009000000-25f48116b270c282f477Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-8192000000-fb089a74161c7e17e5daSpectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID2710
ChEMBL IDCHEMBL104
KEGG Compound IDC06922
Pubchem Compound ID2812
Pubchem Substance IDNot Available
ChEBI ID3764
Phenol-Explorer IDNot Available
DrugBank IDDB00257
HMDB IDHMDB01922
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDCL6
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDClotrimazole
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
ATP synthase subunit b, mitochondrialATP5F1P24539
Disintegrin and metalloproteinase domain-containing protein 9ADAM9Q13443
ATP synthase subunit epsilon-like protein, mitochondrialATP5EP2Q5VTU8
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference