(1R,2R,3Z,5R)-2,6,6-trimethyl-3-[(pyridin-3-ylmethyl)imino]bicyclo[3.1.1]heptan-2-ol

• ChemBase ID: 177159
• Molecular Formular: C16H22N2O
• Molecular Mass: 258.35868
• Monoisotopic Mass: 258.17321333
• SMILES: C1([C@@H]2C/C(=N/Cc3cccnc3)/[C@@]([C@H]1C2)(O)C)(C)C
• Canonical SMILES: CC1(C)[C@@H]2C/C(=N/Cc3cccnc3)/[C@]([C@H]1C2)(C)O
• InChI: InChI=1S/C16H22N2O/c1-15(2)12-7-13(15)16(3,19)14(8-12)18-10-11-5-4-6-17-9-11/h4-6,9,12-13,19H,7-8,10H2,1-3H3/b18-14-/t12-,13-,16-/m1/s1
• InChIKey: WTPZHVGWFTXKIG-SSDDTNBSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,3Z,5R)-2,6,6-trimethyl-3-[(pyridin-3-ylmethyl)imino]bicyclo[3.1.1]heptan-2-ol
• IUPAC Traditional name: (1R,2R,3Z,5R)-2,6,6-trimethyl-3-[(pyridin-3-ylmethyl)imino]bicyclo[3.1.1]heptan-2-ol
• Synonyms: (1R,2R,5R)-2,6,6-trimethyl-3-[(3-pyridinylmethyl)imino]-bicyclo[3.1.1]heptan-2-ol; Z-3-(3-Pyridinylmethyl)imino-10β-piran-2-ol

Database IDs

• CAS Number: 918625-33-9
• PubChem SID: 164233069
• PubChem CID: 10999753

CALCULATED PROPERTIES

• Acid pKa: 13.674308
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.9351256
• LogD (pH = 7.4): 2.1208699
• Log P: 2.123796
• Molar Refractivity: 75.5031 cm^3
• Polarizability: 29.572634 Å^3
• Polar Surface Area: 45.48 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Tetrahydrofuran; Toluene
• Apperance: Light Yellow Solid

DETAILS

Toronto Research Chemicals - P991680

Used in the preparation of tabacco alkaloids.