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

• ChemBase ID: 132334
• Molecular Formular: C9H20ClNO2
• Molecular Mass: 209.7136
• Monoisotopic Mass: 209.11825657
• SMILES: C[C@H]1[C@@H](C[C@H](O1)C[N+](C)(C)C)O.[Cl-]
• Canonical SMILES: O[C@@H]1C[C@H](O[C@H]1C)C[N+](C)(C)C.[Cl-]
• InChI: InChI=1S/C9H20NO2.ClH/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: WUFRNEJYZWHXLC-CTERPIQNSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,4R,5S)-4-hydroxy-5-methyloxolan-2-yl]methyl}trimethylazanium chloride
• IUPAC Traditional name: (+)-muscarine chloride
• Synonyms: (+)-Tetrahydro-4β-hydroxy-N,N,N,5α-tetramethyl-2α-furanmethanaminium chloride; (+)-(2S,4R,5S)-Tetrahydro-4-hydroxy-N,N,N,5-tetramethyl-2-furanmethanammonium chloride; (+)-Muscarine chloride

Database IDs

• CAS Number: 2303-35-7
• EC Number: 218-963-2
• MDL Number: MFCD00069312
• PubChem SID: 162226611; 24897094
• PubChem CID: 16817

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

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL
• Apperance: white powder

Safety Information

• RTECS: QG3500000
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 26/27/28
• Safety Statements: 28-36/37-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310-H330
• GHS Precautionary statements: P260-P264-P280-P284-P302 + P350-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2

Product Information

• Purity: ~95% (TLC)

DETAILS

Sigma Aldrich - M6532

Biochem/physiol Actions
Prototype muscarinic acetylcholine receptor agonist; active enantiomer.
Caution
Extremely hygroscopic