3-(1-methylpyrrolidin-2-yl)-1-[(4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1λ5-pyridin-1-ylium bromide hydrobromide

• ChemBase ID: 175117
• Molecular Formular: C16H26Br2N2O5
• Molecular Mass: 486.19604
• Monoisotopic Mass: 484.02084594
• SMILES: c1c[n+](cc(c1)C1N(CCC1)C)C1OC([C@H]([C@@H](C1O)O)O)CO.[Br-].Br
• Canonical SMILES: OCC1OC([n+]2cccc(c2)C2CCCN2C)C([C@H]([C@@H]1O)O)O.Br.[Br-]
• InChI: InChI=1S/C16H25N2O5.2BrH/c1-17-6-3-5-11(17)10-4-2-7-18(8-10)16-15(22)14(21)13(20)12(9-19)23-16;;/h2,4,7-8,11-16,19-22H,3,5-6,9H2,1H3;2*1H/q+1;;/p-1/t11?,12?,13-,14+,15?,16?;;/m1../s1
• InChIKey: YXGGZCUQRMRPED-CMBGKVADSA-M

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164231027
• PubChem CID: 71751009

CALCULATED PROPERTIES

• Log P: -5.1947956
• Molar Refractivity: 83.4725 cm^3
• Polarizability: 33.214108 Å^3
• Polar Surface Area: 97.27 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 11.702763
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -7.1069746
• LogD (pH = 7.4): -5.504836

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Tan Solid
• Melting Point: >110°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - N424565

Glucosides of Nicotine (N412420). A representative lot was a 1:1 mixture of alpha and beta.