Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-11-21 17:39:33 UTC
Update Date2022-03-07 03:18:14 UTC
HMDB IDHMDB0240233
Secondary Accession NumbersNone
Metabolite Identification
Common NameMizolastine
DescriptionMizolastine, also known as mizollen or mistalin, belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds). In humans, mizolastine is involved in the mizolastine h1-antihistamine action pathway. Mizolastine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Mizolastine.
Structure
Data?1563892733
Synonyms
ValueSource
MizollenKegg
MistalinMeSH
MistamineMeSH
MizolenMeSH
ZolimMeSH
ZolistanMeSH
MKC 431HMDB
SL 850324HMDB
MizolastineHMDB, MeSH
Galderma brand OF mizolastineMeSH, HMDB
Sanofi synthelabo brand OF mizolastineMeSH, HMDB
Allphar brand OF mizolastineMeSH, HMDB
Novag brand OF mizolastineMeSH, HMDB
Schwarz brand OF mizolastineMeSH, HMDB
Chemical FormulaC24H25FN6O
Average Molecular Weight432.503
Monoisotopic Molecular Weight432.207387612
IUPAC Name2-[(1-{1-[(4-fluorophenyl)methyl]-1H-1,3-benzodiazol-2-yl}piperidin-4-yl)(methyl)amino]pyrimidin-4-ol
Traditional Namezolim
CAS Registry Number108612-45-9
SMILES
CN(C1CCN(CC1)C1=NC2=CC=CC=C2N1CC1=CC=C(F)C=C1)C1=NC=CC(O)=N1
InChI Identifier
InChI=1S/C24H25FN6O/c1-29(23-26-13-10-22(32)28-23)19-11-14-30(15-12-19)24-27-20-4-2-3-5-21(20)31(24)16-17-6-8-18(25)9-7-17/h2-10,13,19H,11-12,14-16H2,1H3,(H,26,28,32)
InChI KeyPVLJETXTTWAYEW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzimidazoles
Sub ClassNot Available
Direct ParentBenzimidazoles
Alternative Parents
Substituents
  • Benzimidazole
  • Dialkylarylamine
  • Aminopyrimidine
  • Fluorobenzene
  • Hydroxypyrimidine
  • Halobenzene
  • Aminoimidazole
  • Aryl fluoride
  • Aryl halide
  • Monocyclic benzene moiety
  • N-substituted imidazole
  • Piperidine
  • Pyrimidine
  • Benzenoid
  • Imidazole
  • Azole
  • Heteroaromatic compound
  • Azacycle
  • Organohalogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organofluoride
  • Organonitrogen compound
  • Organooxygen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
DispositionNot Available
Process
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
logP4.63ALOGPS
logP5.11ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)12.24ChemAxon
pKa (Strongest Basic)5.93ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area70.31 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity123.45 m³·mol⁻¹ChemAxon
Polarizability46.72 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+205.32531661259
AllCCS[M-H]-199.45631661259
DeepCCS[M+H]+197.14730932474
DeepCCS[M-H]-194.78930932474
DeepCCS[M-2H]-228.70630932474
DeepCCS[M+Na]+203.90630932474
AllCCS[M+H]+205.332859911
AllCCS[M+H-H2O]+203.132859911
AllCCS[M+NH4]+207.432859911
AllCCS[M+Na]+207.932859911
AllCCS[M-H]-199.532859911
AllCCS[M+Na-2H]-199.432859911
AllCCS[M+HCOO]-199.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
MizolastineCN(C1CCN(CC1)C1=NC2=CC=CC=C2N1CC1=CC=C(F)C=C1)C1=NC=CC(O)=N14606.5Standard polar33892256
MizolastineCN(C1CCN(CC1)C1=NC2=CC=CC=C2N1CC1=CC=C(F)C=C1)C1=NC=CC(O)=N13676.9Standard non polar33892256
MizolastineCN(C1CCN(CC1)C1=NC2=CC=CC=C2N1CC1=CC=C(F)C=C1)C1=NC=CC(O)=N13716.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Mizolastine,1TMS,isomer #1CN(C1=NC=CC(O[Si](C)(C)C)=N1)C1CCN(C2=NC3=CC=CC=C3N2CC2=CC=C(F)C=C2)CC13758.6Semi standard non polar33892256
Mizolastine,1TBDMS,isomer #1CN(C1=NC=CC(O[Si](C)(C)C(C)(C)C)=N1)C1CCN(C2=NC3=CC=CC=C3N2CC2=CC=C(F)C=C2)CC13924.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Mizolastine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Mizolastine LC-ESI-qTof , Positive-QTOFsplash10-0a4i-0011900000-375df4a855e43dfec5092017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Mizolastine LC-ESI-qTof , Positive-QTOFsplash10-001i-0721900000-53e1c9b1a9ae2a2a816d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Mizolastine , positive-QTOFsplash10-0a4i-0011900000-375df4a855e43dfec5092017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Mizolastine , positive-QTOFsplash10-056s-1924000000-3222d3ee56cb73f003602017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Mizolastine , positive-QTOFsplash10-001i-0721900000-53e1c9b1a9ae2a2a816d2017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mizolastine 10V, Positive-QTOFsplash10-001i-0001900000-0e5d2656f8bcd8e6fa1d2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mizolastine 20V, Positive-QTOFsplash10-001i-0202900000-d6b156878fd68891b0b12016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mizolastine 40V, Positive-QTOFsplash10-004i-6910000000-f017d9c52b7afbdc1c462016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mizolastine 10V, Negative-QTOFsplash10-001i-0000900000-fc483485f696bcdee6462016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mizolastine 20V, Negative-QTOFsplash10-000x-7305900000-bbc66768aebdabf205152016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mizolastine 40V, Negative-QTOFsplash10-006x-9300000000-61079a3121742b38570e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mizolastine 10V, Negative-QTOFsplash10-001i-0000900000-81d17ba50274d8e0b8f62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mizolastine 20V, Negative-QTOFsplash10-001i-1002900000-c509b3df8a551503dcfa2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mizolastine 40V, Negative-QTOFsplash10-01t9-2329600000-fc9cc2eac19fd4b77f442021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mizolastine 10V, Positive-QTOFsplash10-001i-0000900000-4ed9034a988b18f0c28d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mizolastine 20V, Positive-QTOFsplash10-001i-0000900000-aef04151f343101f583a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mizolastine 40V, Positive-QTOFsplash10-0a4i-0329100000-c701769d627b3e3134e92021-09-22Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB12523
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID59315
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMizolastine
METLIN IDNot Available
PubChem Compound65906
PDB IDNot Available
ChEBI IDNot Available
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. Prakash A, Lamb HM: Mizolastine: a review of its use in allergic rhinitis and chronic idiopathic urticaria. BioDrugs. 1998 Jul;10(1):41-63. [PubMed:18020585 ]