oxalic acid (1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(phenylsulfanyl)butanoate

• ChemBase ID: 155530
• Molecular Formular: C20H27NO6S
• Molecular Mass: 409.49648
• Monoisotopic Mass: 409.15590859
• SMILES: CCC(C(=O)O[C@H]1C[C@H]2CC[C@@H](C1)N2C)Sc1ccccc1.C(=O)(C(=O)O)O
• Canonical SMILES: OC(=O)C(=O)O.CCC(C(=O)O[C@@H]1C[C@@H]2CC[C@H](C1)N2C)Sc1ccccc1
• InChI: InChI=1S/C18H25NO2S.C2H2O4/c1-3-17(22-16-7-5-4-6-8-16)18(20)21-15-11-13-9-10-14(12-15)19(13)2;3-1(4)2(5)6/h4-8,13-15,17H,3,9-12H2,1-2H3;(H,3,4)(H,5,6)/t13-,14+,15+,17?
• InChIKey: DBBVWGGNICLTMF-PPUXJDFUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: oxalic acid (1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(phenylsulfanyl)butanoate
• IUPAC Traditional name: oxalic acid (1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(phenylsulfanyl)butanoate
• Synonyms: SM32; Tropine 2-(phenylthio)butanoate oxalate salt

Database IDs

• CAS Number: 155059-55-5
• MDL Number: MFCD00672643
• PubChem SID: 162249668
• PubChem CID: 71312151

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.20608826
• LogD (pH = 7.4): 1.5804458
• Log P: 3.5574307
• Molar Refractivity: 91.1686 cm^3
• Polarizability: 36.309452 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98%
• Empirical Formula (Hill Notation): C18H25NO2S · C2H2O4

DETAILS

Sigma Aldrich - T7556

Biochem/physiol Actions
Potent analgesic. Causes increased release of acetylcholine at central muscarinic synapses.