Oxybutynin (CED0004801)

Record Information
Version1.0
Creation Date2016-05-25 18:24:44 UTC
Update Date2026-08-21 23:00:51 UTC
Accession NumberCHEM022228
Identification
Common NameOxybutynin
ClassSmall Molecule
Description
Oxybutynin is an organic compound with the formula C22H31NO3 and an average molecular weight of 357.49 g/mol. Oxybutynin belongs to the benzene and substituted derivatives, a class of benzenoids within the organic compounds. The compound is recorded as being found in or released from 11 different sources. Within healthcare, pharmaceuticals, and veterinary products, it is used in urologicals. In the category of food, food processing, and cookware, it is used in food preservation. It is also found in household cleaning and consumer products, including perfumes within detergents and soaps, cigar cigarettes, non electric simulated smoking devices, and other smoking requisites. Additionally, it is associated with electrical and electronic equipment, specifically antennas, conductors or conductive bodies characterised by the conductive materials, electrically stimulated smoking devices, hybrid capacitors, and power cables. Recorded routes of exposure for the compound include oral, topical, and transdermal administration. In terms of biological activity, oxybutynin has three recorded protein targets. It acts as an antagonist of the muscarinic acetylcholine receptor M1 (CHRM1), the muscarinic acetylcholine receptor M2 (CHRM2), and the muscarinic acetylcholine receptor M3 (CHRM3).
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
DitropanChEBI
KenteraChEBI
OxibutininaChEBI
OxybutynineChEBI
OxybutyninumChEBI
AnturolKegg
OxytrolKegg
4-(diethylamino)-2-Butynyl alpha-phenylcyclohexaneglycolic acid esterChEBI, HMDB
4-diethylamino-2-Butinyl alpha-cyclohexylmandelatChEBI, HMDB
4-diethylamino-2-Butynyl alpha-phenylcyclohexaneglycolateChEBI, HMDB
Benzeneacetic acid, alpha-cyclohexyl-alpha-hydroxy-, 4-(diethylamino)-2-butynyl esterChEBI, HMDB
Cyclohexaneglycolic acid, alpha-phenyl-, 4-(diethylamino)-2-butynyl esterChEBI, HMDB
4-(diethylamino)-2-Butynyl a-phenylcyclohexaneglycolate esterGenerator, HMDB
4-(diethylamino)-2-Butynyl a-phenylcyclohexaneglycolic acid esterGenerator, HMDB
4-(diethylamino)-2-Butynyl alpha-phenylcyclohexaneglycolate esterGenerator, HMDB
4-(diethylamino)-2-Butynyl α-phenylcyclohexaneglycolate esterGenerator, HMDB
4-(diethylamino)-2-Butynyl α-phenylcyclohexaneglycolic acid esterGenerator, HMDB
4-diethylamino-2-Butinyl a-cyclohexylmandelatGenerator, HMDB
4-diethylamino-2-Butinyl α-cyclohexylmandelatGenerator, HMDB
4-diethylamino-2-Butynyl a-phenylcyclohexaneglycolateGenerator, HMDB
4-diethylamino-2-Butynyl a-phenylcyclohexaneglycolic acidGenerator, HMDB
4-diethylamino-2-Butynyl alpha-phenylcyclohexaneglycolic acidGenerator, HMDB
4-diethylamino-2-Butynyl α-phenylcyclohexaneglycolateGenerator, HMDB
4-diethylamino-2-Butynyl α-phenylcyclohexaneglycolic acidGenerator, HMDB
Benzeneacetate, a-cyclohexyl-a-hydroxy-, 4-(diethylamino)-2-butynyl esterGenerator, HMDB
Benzeneacetate, alpha-cyclohexyl-alpha-hydroxy-, 4-(diethylamino)-2-butynyl esterGenerator, HMDB
Benzeneacetate, α-cyclohexyl-α-hydroxy-, 4-(diethylamino)-2-butynyl esterGenerator, HMDB
Benzeneacetic acid, a-cyclohexyl-a-hydroxy-, 4-(diethylamino)-2-butynyl esterGenerator, HMDB
Benzeneacetic acid, α-cyclohexyl-α-hydroxy-, 4-(diethylamino)-2-butynyl esterGenerator, HMDB
Cyclohexaneglycolate, a-phenyl-, 4-(diethylamino)-2-butynyl esterGenerator, HMDB
Cyclohexaneglycolate, alpha-phenyl-, 4-(diethylamino)-2-butynyl esterGenerator, HMDB
Cyclohexaneglycolate, α-phenyl-, 4-(diethylamino)-2-butynyl esterGenerator, HMDB
Cyclohexaneglycolic acid, a-phenyl-, 4-(diethylamino)-2-butynyl esterGenerator, HMDB
Cyclohexaneglycolic acid, α-phenyl-, 4-(diethylamino)-2-butynyl esterGenerator, HMDB
OxibutyninumHMDB
OxybutininHMDB
Oxybutynin baseHMDB
Oxybutynin chlorideHMDB, MeSH
Oxybutynin hydrochlorideHMDB, MeSH
Oxybutynin topical gelHMDB
Transdermal patchHMDB
Oxyb abzMeSH, HMDB
OxybugammaMeSH, HMDB
Oxybutin holstenMeSH, HMDB
RenamelMeSH, HMDB
RyolMeSH, HMDB
TavorMeSH, HMDB
GelniqueMeSH, HMDB
4-(diethylamino)-2-Butynyl-alpha-cyclohexyl-alpha-hydroxybenzeneacetateMeSH, HMDB
apo-OxybutyninMeSH, HMDB
ContiminMeSH, HMDB
DridaseMeSH, HMDB
DriptaneMeSH, HMDB
OxybutonMeSH, HMDB
Oxybutynin alMeSH, HMDB
Oxybutynin hexalMeSH, HMDB
Oxybutynin-ratiopharmMeSH, HMDB
OxymedinMeSH, HMDB
SpasytMeSH, HMDB
ZaturMeSH, HMDB
CystonormMeSH, HMDB
CystrinMeSH, HMDB
DresplanMeSH, HMDB
novo-OxybutyninMeSH, HMDB
Nu-oxybutynMeSH, HMDB
Oxybutynin azuMeSH, HMDB
Oxybutynin heumannMeSH, HMDB
PMS-OxybutyninMeSH, HMDB
Spasmex oxybutyninMeSH, HMDB
4-(diethylamino)-2-Butynyl-alpha-phenylcyclohexaneglycolateMeSH, HMDB
Gen-oxybutyninMeSH, HMDB
Oxybutynin stadaMeSH, HMDB
Oxybutynin-purenMeSH, HMDB
PollakisuMeSH, HMDB
Oxybutynin von CTMeSH, HMDB
Chemical FormulaC22H31NO3
Average Molecular Mass357.486 g/mol
Monoisotopic Mass357.230 g/mol
CAS Registry Number5633-20-5
IUPAC Name4-(diethylamino)but-2-yn-1-yl 2-cyclohexyl-2-hydroxy-2-phenylacetate
Traditional Nameoxybutynin
SMILESCCN(CC)CC#CCOC(=O)C(O)(C1CCCCC1)C1=CC=CC=C1
InChI IdentifierInChI=1S/C22H31NO3/c1-3-23(4-2)17-11-12-18-26-21(24)22(25,19-13-7-5-8-14-19)20-15-9-6-10-16-20/h5,7-8,13-14,20,25H,3-4,6,9-10,15-18H2,1-2H3
InChI KeyXIQVNETUBQGFHX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNot Available
Direct ParentBenzene and substituted derivatives
Alternative Parents
Substituents
  • Monocyclic benzene moiety
  • Tertiary alcohol
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Tertiary aliphatic amine
  • Tertiary amine
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Aromatic alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Organic nitrogen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
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 Solubility0.01 g/LALOGPS
logP4.36ALOGPS
logP4.44ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)11.53ChemAxon
pKa (Strongest Basic)8.77ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.77 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity105.26 m³·mol⁻¹ChemAxon
Polarizability41.25 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-000i-1900000000-3d4eca43606cc5f825e7Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-03di-1190000000-dc1880f2e5aa9df925deNot 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 Spectrumsplash10-0a4i-0239000000-ae8df1c9b5ec536100ddNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0009000000-ca7fded3c414981568e1Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-6809000000-96b23747cce7288ac89aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0597-9700000000-d3a66f5713202ca9c1a4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0abc-9500000000-71ea5dc94f4b2826c6abNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0abc-9400000000-4fd7390913d44a84a47eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0adi-9200000000-4ee96335c41ac4541fddNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0009000000-1db2750867b2b3a978a6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-1309000000-8015ca27a0f3148e2038Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0596-8900000000-c19752bfc85d658650c9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0abc-9600000000-2ba4db19cf29c878577aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0adl-9300000000-79de4e5ce2d791c91567Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0239000000-ae8df1c9b5ec536100ddNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-1529000000-23d56124ac4d3f859ebeNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-8609000000-b2a50c9ada94fb87686aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-0900000000-0474bdea2894365d87bfNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-1309000000-8015ca27a0f3148e2038Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0009000000-1db2750867b2b3a978a6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-002f-0900000000-bf7c003c8fe01c313402Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0596-8900000000-773be5a6390a3c582cc8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0abc-9600000000-118d7b72dfe95c904409Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-052f-0904000000-675d0510880b58d35fccNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0009000000-6214b097fb5a9f2d4abeNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0adl-9300000000-3c4f58c739ef88f19828Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0009000000-9f7c43330fc36a51ab81Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0596-8900000000-674cc7f193376052b02eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0596-8900000000-c19752bfc85d658650c9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0abc-9600000000-d42acf9d4e59c4d5fbc6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0adl-9300000000-ebf5908a909f30a6410bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0abc-9300000000-ae07a0dbf23b770ed1f9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0597-9700000000-57f47f898a68c87c05deNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0009000000-a15f08e86451d5fab9f2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-5809000000-e2acd4f3b731f60ac34aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0abc-9500000000-8d6f918a02cb1517dbc4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0abc-9600000000-2ba4db19cf29c878577aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0adl-9300000000-79de4e5ce2d791c91567Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-7509000000-62e90376ed42879837c1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ab9-3849000000-789075e065d4549269d7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-8921000000-e395706300d484b02709Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0zgl-9200000000-d420d8190d87b5d1bc0dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-1839000000-0898cef95ae099c05d3bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-05ei-7951000000-fadf9e5d539e081510ffNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00b9-9400000000-f6b2b7b07402da2e131aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-052r-0925000000-812c1fb815db872914d0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0920000000-4570e6c97022b75276d8Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-059i-1900000000-053cdb33175874e9ee82Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0009000000-4574c5c1f77ab61606d1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4r-3489000000-5e1c817ca75712bf0837Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001r-9110000000-5ed3af74f0f7b68350d0Not 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
692.0Log mg/kg[390:1200]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
326UrologicalsHealthcare, pharmaceuticals & veterinary productsNot Available
506AntennasElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
529Power CablesElectrical & Electronic EquipmentNot Available
545Food PreservationFood, food processing & cookwareNot 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
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
616Face Mask CosmeticsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
655Slide FastenersTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
3 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Muscarinic acetylcholine receptor M1 structureClick to view 3D structureMuscarinic acetylcholine receptor M1P11229HumansPredicted (SEA)6.46149
Muscarinic acetylcholine receptor M2 structureClick to view 3D structureMuscarinic acetylcholine receptor M2P08172HumansPredicted (SEA)3.19182
Muscarinic acetylcholine receptor M3 structureClick to view 3D structureMuscarinic acetylcholine receptor M3P20309HumansPredicted (SEA)4.35956
Muscarinic acetylcholine receptor M4 structureClick to view 3D structureMuscarinic acetylcholine receptor M4P08173HumansPredicted (SEA)3.65891
Click to view 3D structureMuscarinic acetylcholine receptor M2P10980Rattus norvegicusPredicted (SEA)3.65891
Click to view 3D structureMuscarinic acetylcholine receptor M1P08482Rattus norvegicusPredicted (SEA)2.88042
Click to view 3D structureMuscarinic acetylcholine receptor M3Q8VH26Cavia porcellusPredicted (SEA)1.55698
Sigma non-opioid intracellular receptor 1 structureClick to view 3D structureSigma non-opioid intracellular receptor 1Q99720HumansPredicted (SEA)36.5113
Click to view 3D structurePancreatic alpha-amylaseP00689Rattus norvegicusPredicted (SEA)0.389246
Muscarinic acetylcholine receptor M5 structureClick to view 3D structureMuscarinic acetylcholine receptor M5P08912HumansPredicted (SEA)8.64126
D(3) dopamine receptor structureClick to view 3D structureD(3) dopamine receptorP35462HumansPredicted (SEA)107.121
Click to view 3D structureMuscarinic acetylcholine receptor M3P08483Rattus norvegicusPredicted (SEA)2.33548
5-hydroxytryptamine receptor 2B structureClick to view 3D structure5-hydroxytryptamine receptor 2BP41595HumansPredicted (SEA)59.4768
Sodium-dependent dopamine transporter structureClick to view 3D structureSodium-dependent dopamine transporterQ01959HumansPredicted (SEA)41.6493
Sodium-dependent noradrenaline transporter structureClick to view 3D structureSodium-dependent noradrenaline transporterP23975HumansPredicted (SEA)42.2721
Click to view 3D structureMuscarinic acetylcholine receptor M1Q8WMX0Bos taurusPredicted (SEA)1.94623
Cytochrome P450 2C19 structureClick to view 3D structureCytochrome P450 2C19P33261HumansPredicted (SEA)95.3653
Click to view 3D structureSodium-dependent dopamine transporterP23977Rattus norvegicusPredicted (SEA)295.516
Click to view 3D structureGlutathione S-transferase theta-1Q01579Rattus norvegicusPredicted (SEA)4.43741
Click to view 3D structureSigma non-opioid intracellular receptor 1Q9R0C9Rattus norvegicusPredicted (SEA)395.163
Click to view 3D structuresn-1-specific diacylglycerol lipase ABHD11Q8NFV4HumansPredicted (SEA)3.34752
Cytochrome P450 2D6 structureClick to view 3D structureCytochrome P450 2D6P10635HumansPredicted (SEA)2633.09
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)1942.03
Cholinesterase structureClick to view 3D structureCholinesteraseP06276HumansPredicted (SEA)679.935
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansPredicted (SEA)1866.2
Concentrations
Not Available
External Links
DrugBank IDDB01062
HMDB IDHMDB0251954
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkOxybutynin
Chemspider ID4473
ChEBI ID7856
PubChem Compound IDNot Available
Kegg Compound IDC07360
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References