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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 10:18:29 UTC
Update Date2021-09-26 23:04:59 UTC
HMDB IDHMDB0252420
Secondary Accession NumbersNone
Metabolite Identification
Common NameFlutrimazole
DescriptionFlutrimazole belongs to the class of organic compounds known as triphenyl compounds. These are aromatic compounds containing a triphenyl moiety. Flutrimazole is a very strong basic compound (based on its pKa). An imidazole antifungal agent that is imidazole in which the hydrogen attached to the nitrogen is replaced by a 2,4'-difluorotrityl group. This compound has been identified in human blood as reported by (PMID: 31557052 ). Flutrimazole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Flutrimazole 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
Thumb
Synonyms
ValueSource
1-(2,4'-Difluorotrityl)imidazoleChEBI
1-(O-Fluoro-alpha-(p-fluorophenyl)-alpha-phenylbenzyl)imidazoleChEBI
FlutrimazolChEBI
FlutrimazolumChEBI
1-(O-Fluoro-a-(p-fluorophenyl)-a-phenylbenzyl)imidazoleGenerator
1-(O-Fluoro-α-(p-fluorophenyl)-α-phenylbenzyl)imidazoleGenerator
UR-4056flutrimazoleChEMBL
FuncenalMeSH
Uriach brand OF flutrimazoleMeSH
Biohorm brand OF flutrimazoleMeSH
CutimianMeSH
Farma lepori brand OF flutrimazoleMeSH
FlusporanMeSH
Menarini brand OF flutrimazoleMeSH
MicetalMeSH
1-((2-Fluorophenyl)(4-fluorophenyl)phenylmethyl)-1H-imidazoleMeSH
Chemical FormulaC22H16F2N2
Average Molecular Weight346.381
Monoisotopic Molecular Weight346.128154849
IUPAC Name1-[(2-fluorophenyl)(4-fluorophenyl)phenylmethyl]-1H-imidazole
Traditional Nameflutrimazole
CAS Registry NumberNot Available
SMILES
FC1=CC=C(C=C1)C(N1C=CN=C1)(C1=CC=CC=C1)C1=CC=CC=C1F
InChI Identifier
InChI=1S/C22H16F2N2/c23-19-12-10-18(11-13-19)22(26-15-14-25-16-26,17-6-2-1-3-7-17)20-8-4-5-9-21(20)24/h1-16H
InChI KeyQHMWCHQXCUNUAK-UHFFFAOYSA-N
Chemical Taxonomy
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
  • Fluorobenzene
  • Halobenzene
  • Aryl fluoride
  • Aryl halide
  • Monocyclic benzene moiety
  • N-substituted imidazole
  • Azole
  • Heteroaromatic compound
  • Imidazole
  • Azacycle
  • Organoheterocyclic compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organofluoride
  • Organohalogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP4.73ALOGPS
logP5.52ChemAxon
logS-5.6ALOGPS
pKa (Strongest Basic)6.62ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.82 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity99.39 m³·mol⁻¹ChemAxon
Polarizability34.59 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+177.60330932474
DeepCCS[M-H]-175.24530932474
DeepCCS[M-2H]-209.23230932474
DeepCCS[M+Na]+184.4630932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
FlutrimazoleFC1=CC=C(C=C1)C(N1C=CN=C1)(C1=CC=CC=C1)C1=CC=CC=C1F3551.9Standard polar33892256
FlutrimazoleFC1=CC=C(C=C1)C(N1C=CN=C1)(C1=CC=CC=C1)C1=CC=CC=C1F2018.8Standard non polar33892256
FlutrimazoleFC1=CC=C(C=C1)C(N1C=CN=C1)(C1=CC=CC=C1)C1=CC=CC=C1F2498.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Flutrimazole GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ufr-7090000000-61d4a8946db1f8511b442017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Flutrimazole GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flutrimazole 10V, Positive-QTOFsplash10-0002-0019000000-7258ddb462e1f233da962017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flutrimazole 20V, Positive-QTOFsplash10-0002-1039000000-691ea73a1764e2434dec2017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flutrimazole 40V, Positive-QTOFsplash10-0uxr-5090000000-445281695e605a4dbbac2017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flutrimazole 10V, Negative-QTOFsplash10-0002-0009000000-1c3b8552a1d677e81c202017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flutrimazole 20V, Negative-QTOFsplash10-0002-1009000000-a3d5090a7fe73046fa9c2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flutrimazole 40V, Negative-QTOFsplash10-0002-7092000000-55680acd8bfd66cf2e262017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flutrimazole 10V, Positive-QTOFsplash10-004i-0090000000-e8496d61578a48847f552021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flutrimazole 20V, Positive-QTOFsplash10-004i-0090000000-e8496d61578a48847f552021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flutrimazole 40V, Positive-QTOFsplash10-004i-0090000000-4a89e4a690f8841f12662021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flutrimazole 10V, Negative-QTOFsplash10-0002-0009000000-2f19a52863316ead9a982021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flutrimazole 20V, Negative-QTOFsplash10-0002-0009000000-2f19a52863316ead9a982021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flutrimazole 40V, Negative-QTOFsplash10-014j-2297000000-dbd9d552bea4edcb419a2021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB13425
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkFlutrimazole
METLIN IDNot Available
PubChem Compound3401
PDB IDNot Available
ChEBI ID82864
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]