5'-methyl-4-azaspiro[bicyclo[2.2.2]octane-2,2'-[1,4]oxathiolan]-4-ium-4-olate

• ChemBase ID: 163879
• Molecular Formular: C10H17NO2S
• Molecular Mass: 215.31248
• Monoisotopic Mass: 215.09799979
• SMILES: C1CC2CC[N+]1(CC12OC(SC1)C)[O-]
• Canonical SMILES: CC1SCC2(O1)C[N+]1([O-])CCC2CC1
• InChI: InChI=1S/C10H17NO2S/c1-8-13-10(7-14-8)6-11(12)4-2-9(10)3-5-11/h8-9H,2-7H2,1H3
• InChIKey: DWWHPWWQQISZCA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5'-methyl-4-azaspiro[bicyclo[2.2.2]octane-2,2'-[1,4]oxathiolan]-4-ium-4-olate
• IUPAC Traditional name: 5'-methyl-4-azaspiro[bicyclo[2.2.2]octane-2,2'-[1,4]oxathiolan]-4-ium-4-olate
• Synonyms: (2'R,3R)-rel-2'-Methylspiro[1-azabicyclo[2.2.2]octane-3,5'-oxathiolane] 1-Oxide; Cevimeline N-Oxide

Database IDs

• CAS Number: 469890-14-0
• PubChem SID: 162258014
• PubChem CID: 71314589

CALCULATED PROPERTIES

• Acid pKa: 17.285763
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.1279951
• LogD (pH = 7.4): -0.1279692
• Log P: -0.12796888
• Molar Refractivity: 57.967 cm^3
• Polarizability: 22.408514 Å^3
• Polar Surface Area: 36.11 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 149-154°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C283510

A metabolite of Cevimeline (C283500).

REFERENCES

• Wrighton, S., et al.: Biochemistry, 24, 2171 (1985)
• Ziegler, D., et al.: Drug Metab. Rev., 19, 1 (1985)
• Waxman, D., et al.: Biochem. J., 281, 577 (1985)