3-(1-methylpyrrolidin-2-yl)-1-[(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]-1λ5-pyridin-1-ylium bromide hydrobromide

• ChemBase ID: 175118
• Molecular Formular: C24H34Br2N2O9
• Molecular Mass: 654.34276
• Monoisotopic Mass: 652.06310468
• SMILES: c1c[n+](cc(c1)C1N(CCC1)C)[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C.[Br-].Br
• Canonical SMILES: CC(=O)OC[C@@H]1O[C@@H]([n+]2cccc(c2)C2CCCN2C)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C.Br.[Br-]
• InChI: InChI=1S/C24H33N2O9.2BrH/c1-14(27)31-13-20-21(32-15(2)28)22(33-16(3)29)23(34-17(4)30)24(35-20)26-11-6-8-18(12-26)19-9-7-10-25(19)5;;/h6,8,11-12,19-24H,7,9-10,13H2,1-5H3;2*1H/q+1;;/p-1/t19?,20-,21-,22+,23-,24-;;/m1../s1
• InChIKey: JSNZRJUVDFGAIP-UTYWQRFRSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(1-methylpyrrolidin-2-yl)-1-[(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]-1λ^5-pyridin-1-ylium bromide hydrobromide
• IUPAC Traditional name: 3-(1-methylpyrrolidin-2-yl)-1-[(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]-1λ^5-pyridin-1-ylium bromide hydrobromide
• Synonyms: 1-(Glucosyl Tetraacetate)-3-(1-methyl-2-pyrrolidinyl)pyridinium Bromide Hydrobromide; Nicotine N-D-Glucoside 2,3,4,6-Tetraacetate Bromide Hydrobromide

Database IDs

• PubChem SID: 164231028
• PubChem CID: 71751011

CALCULATED PROPERTIES

• Acid pKa: 18.296282
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -5.34244
• LogD (pH = 7.4): -3.7403388
• Log P: -3.4302943
• Molar Refractivity: 120.0785 cm^3
• Polarizability: 48.62659 Å^3
• Polar Surface Area: 121.55 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Brown Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - N424570

Glucosides of Nicotine (N412420).