9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl 2-phenylprop-2-enoate

• ChemBase ID: 160762
• Molecular Formular: C17H19NO3
• Molecular Mass: 285.33766
• Monoisotopic Mass: 285.13649347
• SMILES: C12OC1C1CC(CC2N1C)OC(=O)C(=C)c1ccccc1
• Canonical SMILES: CN1C2CC(CC1C1C2O1)OC(=O)C(=C)c1ccccc1
• InChI: InChI=1S/C17H19NO3/c1-10(11-6-4-3-5-7-11)17(19)20-12-8-13-15-16(21-15)14(9-12)18(13)2/h3-7,12-16H,1,8-9H2,2H3
• InChIKey: JJNVDCBKBUSUII-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-methyl-3-oxa-9-azatricyclo[3.3.1.0^2,^4]nonan-7-yl 2-phenylprop-2-enoate
• IUPAC Traditional name: 9-methyl-3-oxa-9-azatricyclo[3.3.1.0^2,^4]nonan-7-yl 2-phenylprop-2-enoate
• Synonyms: α-Methylenebenzeneacetic Acid (1α,2β,4β,5α,7β)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl Ester; Apohyoscine; Aposcopolamin; Aposcopolamine

Database IDs

• CAS Number: 535-26-2
• PubChem SID: 162254897
• PubChem CID: 4486617

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.9592965
• LogD (pH = 7.4): 2.3142655
• Log P: 2.4561114
• Molar Refractivity: 77.75 cm^3
• Polarizability: 31.205334 Å^3
• Polar Surface Area: 42.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 96-98°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A729000

A metabolite of Scopolamine.

REFERENCES

• Shutt, L., et al.: Anaesthesia, 34, 476 (1979)
• Hattori, M., et al.: Chem. Pharm. Bull., 33, 3838 (1979)
• Wada, S., et al.: Xenobiotica, 21, 1289 (1979)
• Dogterom, P., et al.: Drug Metab. Dispos., 21, 699 (1979)
• Spyridaki, M., et al.: J. Pharm. Biomed. A