Atropine N-oxide (CHEM016573)

Record Information
Version1.0
Creation Date2016-05-22 03:37:24 UTC
Update Date2026-08-19 21:16:36 UTC
Accession NumberCHEM016573
Identification
Common NameAtropine N-oxide
ClassSmall Molecule
DescriptionNot Available
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • PFAS
  • Phytotoxin
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
ApitropinKegg
(1R,3S,5S)-8-Methyl-8-oxo-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoic acidGenerator
(1R,3S,5S)-8-Methyl-8-oxo-8λ⁵-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoic acidGenerator
Chemical FormulaC17H23NO4
Average Molecular Mass305.374 g/mol
Monoisotopic Mass305.163 g/mol
CAS Registry Number4438-22-6
IUPAC Name(1R,3S,5S)-8-methyl-8-oxo-8λ⁵-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate
Traditional Name(1R,3S,5S)-8-methyl-8-oxo-8λ⁵-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate
SMILES[H]C(CO)(C(=O)O[C@]1([H])C[C@]2([H])CC[C@]([H])(C1)N2(C)=O)C1=CC=CC=C1
InChI IdentifierInChI=1S/C17H23NO4/c1-18(21)13-7-8-14(18)10-15(9-13)22-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15+,16?,18?
InChI KeyHGWPFSBHDACWNL-LZYIFBDPSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]Octane.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassTropane alkaloids
Sub ClassNot Available
Direct ParentTropane alkaloids
Alternative Parents
Substituents
  • Tropane alkaloid
  • Beta-hydroxy acid
  • Monocyclic benzene moiety
  • Hydroxy acid
  • Piperidine
  • N-alkylpyrrolidine
  • Benzenoid
  • Trialkyl amine oxide
  • Pyrrolidine
  • Carboxylic acid ester
  • Organoheterocyclic compound
  • Trisubstituted n-oxide
  • Azacycle
  • N-oxide
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organic zwitterion
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Alcohol
  • Primary alcohol
  • Carbonyl group
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.14 g/LALOGPS
logP-0.1ALOGPS
logP0.45ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)15.15ChemAxon
pKa (Strongest Basic)2.54ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area73.41 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity82.86 m³·mol⁻¹ChemAxon
Polarizability32.62 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI IDNot Available
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References