(1R,9S)-7,11-diazatricyclo[7.3.1.0^{2,7}]trideca-2,4-dien-6-one

• ChemBase ID: 72934
• Molecular Formular: C11H14N2O
• Molecular Mass: 190.24166
• Monoisotopic Mass: 190.11061308
• SMILES: c12n(c(=O)ccc1)C[C@H]1CNC[C@@H]2C1
• Canonical SMILES: O=c1cccc2n1C[C@H]1CNC[C@@H]2C1
• InChI: InChI=1S/C11H14N2O/c14-11-3-1-2-10-9-4-8(5-12-6-9)7-13(10)11/h1-3,8-9,12H,4-7H2/t8-,9+/m0/s1
• InChIKey: ANJTVLIZGCUXLD-DTWKUNHWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,9S)-7,11-diazatricyclo[7.3.1.0^{2,7}]trideca-2,4-dien-6-one; (1S,9R)-7,11-diazatricyclo[7.3.1.0^2,^7]trideca-2,4-dien-6-one
• IUPAC Traditional name: cytisine; (1S,9R)-7,11-diazatricyclo[7.3.1.0^2,^7]trideca-2,4-dien-6-one
• Synonyms: Baphitoxine; Sophorine; Cytisine; (1R,5S)-3,4,5,6-tetrahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocin-8(2H)-one

Database IDs

• CAS Number: 485-35-8
• PubChem SID: 162037854
• PubChem CID: 10235

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -3.4873016
• LogD (pH = 7.4): -2.6434913
• Log P: -0.2798536
• Molar Refractivity: 56.9283 cm^3
• Polarizability: 21.054716 Å^3
• Polar Surface Area: 32.34 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: Free Base
• Classification: Genuine Natural Compounds

DETAILS

Selleck Chemicals - S2287

Research Area: Neurological Disease
Biological Activity:
Cytisine is a nicotinic acetylcholine receptor agonist, and as a pharmaceutical preparation it is available for the treatment of nicotinism. It is a pyridine-like alkaloid that can be toxic in high doses. Pharmacologically it exhibits similar effects to nicotine due to structural similarity of the two molecules. In large doses it can interfere with respiration and become fatal.[1]

REFERENCES

• http://en.wikipedia.org/wiki/Cytisine