Oxprenolol (CED0006856)

Record Information
Version1.0
Creation Date2016-05-25 18:27:53 UTC
Update Date2026-08-19 12:31:17 UTC
Accession NumberCHEM022314
Identification
Common NameOxprenolol
ClassSmall Molecule
Description
Oxprenolol is an organic compound with the formula C15H23NO3 and an average molecular weight of 265.35 g/mol. Oxprenolol belongs to the phenol ethers, a class of benzenoids within the organic compounds. This compound has been identified in ten recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is categorized as a beta blocking agent. Other sources include drinking water and water supply, as well as electrical and electronic equipment, specifically electrodes and electrically stimulated smoking devices. It is also found in household cleaning and consumer products, including perfumes within detergents and soaps, pipe accessories, cigar cigarettes, non electric simulated smoking devices, other smoking requisites, and one additional source. The recorded route of exposure for this substance is oral. Regarding its biological activity, oxprenolol interacts with three recorded protein targets. It functions as an antagonist of the Beta-1 adrenergic receptor (ADRB1), the Beta-2 adrenergic receptor (ADRB2), and the Beta-3 adrenergic receptor (ADRB3).
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
(+)-1-(O-(Allyloxy)phenoxy)-3-(isopropylamino)propan-2-olHMDB
(+-)-OxprenololHMDB
(1)-1-(O-(Allyloxy)phenoxy)-3-(isopropylamino)propan-2-olHMDB
1-(Isopropylamino)-2-hydroxy-3-(O-(allyloxy)phenoxy)propaneHMDB
1-(O-(Allyloxy)phenoxy)-3-(isopropylamino)-2-propanolHMDB
1-[2-(Allyloxy)phenoxy]-3-(isopropylamino)-2-propanolHMDB
DL-OxprenololHMDB
OsprenololoHMDB
CoretalHMDB
Trasicor, slowHMDB
KoretalHMDB
Slow trasicorHMDB
TrasicorHMDB
Oxprenolol hydrochlorideHMDB
Hydrochloride, oxprenololHMDB
TevacorHMDB
Chemical FormulaC15H23NO3
Average Molecular Mass265.348 g/mol
Monoisotopic Mass265.168 g/mol
CAS Registry Number6452-71-7
IUPAC Name1-[2-(prop-2-en-1-yloxy)phenoxy]-3-[(propan-2-yl)amino]propan-2-ol
Traditional Nameoxprenolol
SMILESCC(C)NCC(O)COC1=CC=CC=C1OCC=C
InChI IdentifierInChI=1S/C15H23NO3/c1-4-9-18-14-7-5-6-8-15(14)19-11-13(17)10-16-12(2)3/h4-8,12-13,16-17H,1,9-11H2,2-3H3
InChI KeyCEMAWMOMDPGJMB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol ethers
Sub ClassNot Available
Direct ParentPhenol ethers
Alternative Parents
Substituents
  • Phenoxy compound
  • Phenol ether
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • 1,2-aminoalcohol
  • Secondary alcohol
  • Secondary aliphatic amine
  • Secondary amine
  • Ether
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
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 Solubility0.68 g/LALOGPS
logP2.44ALOGPS
logP2.17ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)14.09ChemAxon
pKa (Strongest Basic)9.67ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area50.72 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity76 m³·mol⁻¹ChemAxon
Polarizability30.31 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0fk9-9830000000-ffc434fb823de100db4dNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-00di-9140000000-20b54606cade12365e82Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot 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 Spectrumsplash10-006t-7920000000-1fed9f62e7ece1c8e951Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-3090000000-9ca7ccd0c0daba3c3040Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-9110000000-b81a2c636a97b7a75df0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-9000000000-996746df1ffa4553b2dbNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05fr-9000000000-cc715f4401a8ea6f3c13Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05fr-9000000000-7a6e78af4d59990c16daNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ab9-9000000000-986953ff107cdee4fc24Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05fr-9000000000-cc715f4401a8ea6f3c13Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-9000000000-969719220e2b72646ef6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-3090000000-9ca7ccd0c0daba3c3040Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-9110000000-b81a2c636a97b7a75df0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-006t-7920000000-d6e482916b84d26317deNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ab9-9000000000-986953ff107cdee4fc24Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05fr-9000000000-7a6e78af4d59990c16daNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-3290000000-5fdffee3a1deff838301Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-006x-9340000000-2ef2cda6debfabf11f4eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-006x-9100000000-fecbd33075dfbb13f4a4Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03dj-1690000000-8d2a9f42673ab60f9f76Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-052b-2910000000-b2d35105403e4589696cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-6900000000-dd301346a7a467bd9fe5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0090000000-10382b62959a33916c82Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00xs-9420000000-0dd0fa79ee520c429047Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ab9-9200000000-189f8288f2e0118715bcNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-2930000000-4a487e5497a932437aeaNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-052f-9800000000-87cac10da57c2b80bf5aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9400000000-de5bfde450635838515fNot 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
540.0Log mg/kg[300:960]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
115Drinking waterDrinking water & water supplyNot Available
293Beta blocking agentsHealthcare, pharmaceuticals & veterinary productsNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
562Pipe AccessoriesHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
Pathways
4 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structure5-hydroxytryptamine receptor 1AP19327Rattus norvegicusPredicted (SEA)7.31783
Beta-1 adrenergic receptor structureClick to view 3D structureBeta-1 adrenergic receptorP08588HumansPredicted (SEA)1.47914
Beta-3 adrenergic receptor structureClick to view 3D structureBeta-3 adrenergic receptorP13945HumansPredicted (SEA)1.40129
5-hydroxytryptamine receptor 1A structureClick to view 3D structure5-hydroxytryptamine receptor 1AP08908HumansPredicted (SEA)15.8034
Click to view 3D structureBeta-2 adrenergic receptorQ8K4Z4Cavia porcellusPredicted (SEA)0.856341
Sigma non-opioid intracellular receptor 1 structureClick to view 3D structureSigma non-opioid intracellular receptor 1Q99720HumansPredicted (SEA)7.08428
Click to view 3D structure5-hydroxytryptamine receptor 1BP28564Rattus norvegicusPredicted (SEA)2.41333
Click to view 3D structureBeta-1 adrenergic receptorB0FL73Cavia porcellusPredicted (SEA)1.32344
Sodium-dependent serotonin transporter structureClick to view 3D structureSodium-dependent serotonin transporterP31645HumansPredicted (SEA)17.3604
Cytochrome P450 2D6 structureClick to view 3D structureCytochrome P450 2D6P10635HumansPredicted (SEA)21.4085
5-hydroxytryptamine receptor 2B structureClick to view 3D structure5-hydroxytryptamine receptor 2BP41595HumansPredicted (SEA)15.5698
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansPredicted (SEA)24.4447
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)34.7986
5-hydroxytryptamine receptor 6 structureClick to view 3D structure5-hydroxytryptamine receptor 6P50406HumansPredicted (SEA)13.7015
Click to view 3D structureBeta-2 adrenergic receptorQ28044Bos taurusPredicted (SEA)0.622794
Click to view 3D structureBeta-1 adrenergic receptorP18090Rattus norvegicusPredicted (SEA)1.32344
5-hydroxytryptamine receptor 1B structureClick to view 3D structure5-hydroxytryptamine receptor 1BP28222HumansPredicted (SEA)20.0072
Click to view 3D structureBeta-2 adrenergic receptorP54833Canis lupus familiarisPredicted (SEA)0.778492
Click to view 3D structureBeta-1 adrenergic receptorP34971Mus musculusPredicted (SEA)1.40129
Click to view 3D structureDNA (cytosine-5)-methyltransferase 1P13864Mus musculusPredicted (SEA)0.544945
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)210.971
D(2) dopamine receptor structureClick to view 3D structureD(2) dopamine receptorP14416HumansPredicted (SEA)182.245
Click to view 3D structureSigma intracellular receptor 2Q5BJF2HumansPredicted (SEA)47.7994
Alpha-2A adrenergic receptor structureClick to view 3D structureAlpha-2A adrenergic receptorP08913HumansPredicted (SEA)86.2569
Beta-2 adrenergic receptor structureClick to view 3D structureBeta-2 adrenergic receptorP07550HumansPredicted (SEA)1.24559
Concentrations
Not Available
External Links
DrugBank IDDB01580
HMDB IDHMDB0015520
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkOxprenolol
Chemspider ID4470
ChEBI ID113756
PubChem Compound ID4631
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. McDevitt DG: Comparison of pharmacokinetic properties of beta-adrenoceptor blocking drugs. Eur Heart J. 1987 Dec;8 Suppl M:9-14.