3-(1-nitrosopyrrolidin-3-yl)-1-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1λ5-pyridin-1-ylium acetate

• ChemBase ID: 175495
• Molecular Formular: C17H25N3O8
• Molecular Mass: 399.3957
• Monoisotopic Mass: 399.16416478
• SMILES: [n+]1(C2O[C@H]([C@H]([C@@H]([C@@H]2O)O)O)CO)cc(ccc1)C1CN(CC1)N=O.O=C(C)[O-]
• Canonical SMILES: [O-]C(=O)C.OC[C@@H]1OC([n+]2cccc(c2)C2CCN(C2)N=O)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C15H22N3O6.C2H4O2/c19-8-11-12(20)13(21)14(22)15(24-11)17-4-1-2-9(6-17)10-3-5-18(7-10)16-23;1-2(3)4/h1-2,4,6,10-15,19-22H,3,5,7-8H2;1H3,(H,3,4)/q+1;/p-1/t10?,11-,12-,13+,14-,15?;/m1./s1
• InChIKey: LGRFNFXTFMAHEM-ALKVKIPBSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(1-nitrosopyrrolidin-3-yl)-1-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1λ^5-pyridin-1-ylium acetate
• IUPAC Traditional name: 3-(1-nitrosopyrrolidin-3-yl)-1-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1λ^5-pyridin-1-ylium acetate
• Synonyms: NNN-N-D-Glucoside Acetate Salt (Mixture Of Diastereomers); N'-Nitrosonornicotine N-D-Glucoside, Acetate Salt (Mixture Of Diastereomers)

Database IDs

• PubChem SID: 164231405
• PubChem CID: 71751139

CALCULATED PROPERTIES

• Acid pKa: 11.702742
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -5.6322775
• LogD (pH = 7.4): -5.631799
• Log P: -5.631815
• Molar Refractivity: 83.8187 cm^3
• Polarizability: 32.360435 Å^3
• Polar Surface Area: 126.7 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 87-89°C