{[(2S,4R,5S)-4-hydroxy-5-methyloxolan-2-yl]methyl}trimethylazanium iodide

• ChemBase ID: 174863
• Molecular Formular: C9H20INO2
• Molecular Mass: 301.16507
• Monoisotopic Mass: 301.05387689
• SMILES: [C@H]1(C[C@H](O[C@H]1C)C[N+](C)(C)C)O.[I-]
• Canonical SMILES: O[C@@H]1C[C@H](O[C@H]1C)C[N+](C)(C)C.[I-]
• InChI: InChI=1S/C9H20NO2.HI/c1-7-9(11)5-8(12-7)6-10(2,3)4;/h7-9,11H,5-6H2,1-4H3;1H/q+1;/p-1/t7-,8-,9+;/m0./s1
• InChIKey: PMFYONXEPDMBPE-CTERPIQNSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,4R,5S)-4-hydroxy-5-methyloxolan-2-yl]methyl}trimethylazanium iodide
• IUPAC Traditional name: (+)-muscarine iodide
• Synonyms: 2,5-Anhydro-1,4,6-trideoxy-6-(trimethylammonio)-D-ribohexitol Iodide; [2S-(2α,4β,5β)]-Tetrahydro-4-hydroxy-N,N,N,5-tetramethyl-2-furanmethanaminium Iodide; L-(+)-Muscarine Iodide; L-Muscarine Iodide; (+)-Muscarine Iodide

Database IDs

• CAS Number: 24570-49-8
• PubChem SID: 164230773
• PubChem CID: 102226

CALCULATED PROPERTIES

• Acid pKa: 14.111784
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -4.284701
• LogD (pH = 7.4): -4.284699
• Log P: -4.284701
• Molar Refractivity: 59.8931 cm^3
• Polarizability: 19.357342 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M814000

A cholinergic receptor involved in the production of gastric acid. Cholinergic.

REFERENCES

• Ohshiba, Y., et al.: Chem. Pharm. Bull., 43, 1067 (1995)
• Chen, S., et al.: J. Pharmacol. Exp. Ther., 313, 765 (1995)
• Nangle, M., et al.: Br. J. Pharmacol., 148, 423 (1995)