7-{[(2S)-3-hydroxy-2-phenylpropanoyl]oxy}-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-9-ium nitrate

• ChemBase ID: 131770
• Molecular Formular: C18H24N2O7
• Molecular Mass: 380.39236
• Monoisotopic Mass: 380.15835112
• SMILES: C[N+]1(C2CC(CC1C1C2O1)OC(=O)[C@H](CO)c1ccccc1)C.[N+](=O)([O-])[O-]
• Canonical SMILES: [O-][N+](=O)[O-].OC[C@H](c1ccccc1)C(=O)OC1CC2C3C(C(C1)[N+]2(C)C)O3
• InChI: InChI=1S/C18H24NO4.NO3/c1-19(2)14-8-12(9-15(19)17-16(14)23-17)22-18(21)13(10-20)11-6-4-3-5-7-11;2-1(3)4/h3-7,12-17,20H,8-10H2,1-2H3;/q+1;-1/t12?,13-,14?,15?,16?,17?;/m1./s1
• InChIKey: BSQIVYOSLFLSGE-UXXRHRDBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-{[(2S)-3-hydroxy-2-phenylpropanoyl]oxy}-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0^2,^4]nonan-9-ium nitrate
• IUPAC Traditional name: 7-{[(2S)-3-hydroxy-2-phenylpropanoyl]oxy}-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0^2,^4]nonan-9-ium nitrate
• Synonyms: Hyoscine methyl nitrate; Methscopolamine nitrate; (-)Scopolamine methyl nitrate

Database IDs

• CAS Number: 6106-46-3
• EC Number: 228-065-2
• MDL Number: MFCD00078239
• PubChem SID: 162226047; 24278697
• PubChem CID: 11957694

CALCULATED PROPERTIES

• Acid pKa: 15.14574
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -3.2673843
• LogD (pH = 7.4): -3.2673843
• Log P: -3.2673843
• Molar Refractivity: 95.6349 cm^3
• Polarizability: 33.79425 Å^3
• Polar Surface Area: 59.06 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Highly toxic (T+)
• UN Number: 1544
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 26/27/28
• Safety Statements: 25-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310-H330
• GHS Precautionary statements: P260-P264-P280-P284-P301 + P310-P302 + P350
• RID/ADR: UN 1544 6.1/PG 3

Pharmacology Properties

• Gene Information: human ... CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133)

DETAILS

Sigma Aldrich - S2250

Application
Used to treat motion sickness.
Biochem/physiol Actions
Competitive muscarinic receptor antagonist.