Ezetimibe (CED0002318)

Record Information
Version1.0
Creation Date2016-05-22 04:43:29 UTC
Update Date2026-08-22 02:55:09 UTC
Accession NumberCHEM017899
Identification
Common NameEzetimibe
ClassSmall Molecule
Description
Ezetimibe is an organic compound with the formula C24H21F2NO3 and an average molecular weight of 409.43 g/mol. Ezetimibe belongs to the beta lactams, a subclass of lactams within the organic compounds. It is classified as an organoheterocyclic compound. This compound acts as a biological drug (PMC3667667). Its protein targets include Aminopeptidase N (ANPEP), Sterol O-acyltransferase 1 (SOAT1), and the NPC1-like intracellular cholesterol transporter 1 (NPC1L1), which it inhibits or otherwise affects. Regarding health effects, ezetimibe has a therapeutic effect on atherosclerosis. Ezetimibe is identified in 17 recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is used as a lipid modifying agent. It is also found in food, food processing, and cookware specifically for the preparation of wine or sparkling wine. Additionally, it is recorded in household cleaning and consumer products, including other smoking requisites and non electric simulated smoking devices. It is also present in electrical and electronic equipment, including antennas, amplifiers, coils, auxiliary devices, adjustable resistors, and eight other items. The recorded route of exposure for this compound is oral.
Contaminant Type
  • Human Neurotoxin
Chemical Structure
SynonymsNot Available
Chemical FormulaC24H21F2NO3
Average Molecular Mass409.425 g/mol
Monoisotopic Mass409.149 g/mol
CAS Registry Number163222-33-1
IUPAC Name(3R,4S)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)azetidin-2-one
Traditional Nameezetimibe
SMILESO[C@@H](CC[C@@H]1[C@H](N(C1=O)C1=CC=C(F)C=C1)C1=CC=C(O)C=C1)C1=CC=C(F)C=C1
InChI IdentifierInChI=1S/C24H21F2NO3/c25-17-5-1-15(2-6-17)22(29)14-13-21-23(16-3-11-20(28)12-4-16)27(24(21)30)19-9-7-18(26)8-10-19/h1-12,21-23,28-29H,13-14H2/t21-,22+,23-/m1/s1
InChI KeyOLNTVTPDXPETLC-XPWALMASSA-N
Chemical Taxonomy
ClassificationNot classified
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological Roles
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0085 g/LALOGPS
logP4.14ALOGPS
logP4.56ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)9.48ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area60.77 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity108.86 m³·mol⁻¹ChemAxon
Polarizability41.64 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-05c6-2945000000-8a37190570bab21d1d02Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0002-1903310000-633b71d71a358012cf6aNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a6r-0692700000-11f020dfbb889ac85e4eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-1910000000-5b24d4adc8cd3de959fcNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001r-0901000000-e8fcc0996c187fba951cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0090000000-cd400e80926d97660b98Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01ox-0149600000-6c8e6056b5e23340ee0eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-02i6-1794200000-9502e8a01ff6f30b9fc1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-072a-2950000000-eed640a1fd606e7a63b4Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0122900000-b96ba99bfc7c99941d6bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-1921100000-e17ecfb5ab2d745ce445Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01pa-4941000000-a0f53760eaaecdb35c3dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0103900000-2a34f2e670639f066936Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01ox-0459200000-423316cd7c679c84feccNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-2944000000-431efb92dd6b4ef8117fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-1002900000-196e25f3fee6b4c0c1b9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4l-3027900000-8bcaac6304f22421df0bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-02tl-9742000000-4a57647def4127013cd1Not AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
2290.0Log mg/kg[1300:4100]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
atherosclerosishas_therapeutic_effect_onNot AvailablePMC13122311
sitosterolemiais_treatment_forNot AvailablePMC10424050 , PMC4097028
Exposure Sources
Source IDSourceSectorReference
298Lipid modifying agentsHealthcare, pharmaceuticals & veterinary productsNot Available
504Adjustable ResistorsElectrical & Electronic EquipmentNot Available
505AmplifiersElectrical & Electronic EquipmentNot Available
506AntennasElectrical & Electronic EquipmentNot Available
507Auxiliary DevicesElectrical & Electronic EquipmentNot Available
508CoilsElectrical & Electronic EquipmentNot Available
513Cores Yokes Or ArmaturesElectrical & Electronic EquipmentNot Available
514Discharge LampsElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
531RelaysElectrical & Electronic EquipmentNot Available
535Superconducting Magnets And Superconducting CoilsElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
539Video GamesElectrical & Electronic EquipmentNot Available
540X Ray TubesElectrical & Electronic EquipmentNot Available
549Preparation Of Wine Or Sparkling WineFood, food processing & cookwareNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
579Manufacture Of Iron Or SteelIndustrial manufacturing & chemical processingNot Available
604Pest AttractantsAgriculture & land managementNot Available
624Merry Go RoundsRecreation & sports surfacesNot Available
630ToysRecreation & sports surfacesNot Available
Pathways
2 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureNPC1-like intracellular cholesterol transporter 1Q6T3U3Rattus norvegicusPredicted (SEA)0.0778492
Click to view 3D structureNPC1-like intracellular cholesterol transporter 1Q6T3U4Mus musculusPredicted (SEA)0.0778492
NPC1-like intracellular cholesterol transporter 1 structureClick to view 3D structureNPC1-like intracellular cholesterol transporter 1Q9UHC9HumansPredicted (SEA)2.02408
Click to view 3D structureNiemann-Pick C1-like 1 proteinA0MJA4Canis lupus familiarisPredicted (SEA)0.155698
Click to view 3D structureNiemann-Pick C1-like 1 proteinA0MJA5Macaca mulattaPredicted (SEA)0.155698
Click to view 3D structureGlutamate (NMDA) receptor subunit zeta 1O19067Sus scrofaPredicted (SEA)6.30579
Click to view 3D structureTyR1H9TVJ1Chilo suppressalisPredicted (SEA)1.24559
Click to view 3D structureSigma non-opioid intracellular receptor 1Q60492Cavia porcellusPredicted (SEA)316.924
D(2) dopamine receptor structureClick to view 3D structureD(2) dopamine receptorP14416HumansPredicted (SEA)803.871
Sigma non-opioid intracellular receptor 1 structureClick to view 3D structureSigma non-opioid intracellular receptor 1Q99720HumansPredicted (SEA)559.969
D(3) dopamine receptor structureClick to view 3D structureD(3) dopamine receptorP35462HumansPredicted (SEA)694.726
Click to view 3D structureD(2) dopamine receptorP61169RatPredicted (SEA)639.609
Click to view 3D structureSodium-dependent dopamine transporterP23977Rattus norvegicusPredicted (SEA)252.854
Prostaglandin E2 receptor EP2 subtype structureClick to view 3D structureProstaglandin E2 receptor EP2 subtypeP43116HumansPredicted (SEA)79.2505
Click to view 3D structureSigma intracellular receptor 2Q5U3Y7Rattus norvegicusPredicted (SEA)357.25
Glutamate receptor ionotropic, NMDA 2B structureClick to view 3D structureGlutamate receptor ionotropic, NMDA 2BQ13224HumansPredicted (SEA)136.859
Sodium-dependent dopamine transporter structureClick to view 3D structureSodium-dependent dopamine transporterQ01959HumansPredicted (SEA)1225.27
Prostaglandin E2 receptor EP4 subtype structureClick to view 3D structureProstaglandin E2 receptor EP4 subtypeP35408HumansPredicted (SEA)223.038
Click to view 3D structureProstaglandin D2 receptorQ13258HumansPredicted (SEA)203.42
Prostaglandin E2 receptor EP3 subtype structureClick to view 3D structureProstaglandin E2 receptor EP3 subtypeP43115HumansPredicted (SEA)258.927
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)4178.17
Click to view 3D structure5-hydroxytryptamine receptor 1AP19327Rattus norvegicusPredicted (SEA)1439.9
Click to view 3D structureSodium-dependent serotonin transporterP31652Rattus norvegicusPredicted (SEA)809.32
Click to view 3D structureD(3) dopamine receptorP19020Rattus norvegicusPredicted (SEA)810.021
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)3017.12
Concentrations
Not Available
External Links
IdentifiersNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available