Drug General Information
Drug ID
D08XPW
Former ID
DNC005608
Drug Name
CYTISINE
Drug Type
Small molecular drug
Indication Discovery agent Investigative [1]
Structure
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2D MOL

3D MOL

Formula
C11H14N2O
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
PubChem Compound ID
PubChem Substance ID
Target and Pathway
Target(s) Neuronal acetylcholinereceptor subunit alpha-2 Target Info Inhibitor [2]
Neuronal acetylcholine receptor protein, alpha-4 chain Target Info Inhibitor [3]
Neuronal acetylcholine receptor protein, beta-4 chain Target Info Inhibitor [4]
Neuronal acetylcholine receptor protein, beta-2 chain Target Info Inhibitor [3]
Neuronal acetylcholine receptor protein, alpha-7 chain Target Info Inhibitor [5]
KEGG Pathway Neuroactive ligand-receptor interactionhsa04080:Neuroactive ligand-receptor interaction
Cholinergic synapse
Nicotine addictionhsa04080:Neuroactive ligand-receptor interaction
Cholinergic synapsehsa04080:Neuroactive ligand-receptor interaction
Nicotine addictionhsa04020:Calcium signaling pathway
Neuroactive ligand-receptor interaction
Nicotine addiction
Chemical carcinogenesis
PANTHER Pathway Nicotinic acetylcholine receptor signaling pathwayP00044:Nicotinic acetylcholine receptor signaling pathway
Nicotine pharmacodynamics pathwayP00044:Nicotinic acetylcholine receptor signaling pathway
Nicotine pharmacodynamics pathwayP00003:Alzheimer disease-amyloid secretase pathway
Nicotinic acetylcholine receptor signaling pathway
Reactome Highly calcium permeable postsynaptic nicotinic acetylcholine receptors
Highly calcium permeable nicotinic acetylcholine receptorsR-HSA-629587:Highly sodium permeable acetylcholine nicotinic receptors
Highly calcium permeable nicotinic acetylcholine receptorsR-HSA-629594:Highly calcium permeable postsynaptic nicotinic acetylcholine receptors
WikiPathways Neurotransmitter Receptor Binding And Downstream Transmission In The Postsynaptic CellWP706:SIDS Susceptibility Pathways
Neurotransmitter Receptor Binding And Downstream Transmission In The Postsynaptic Cell
Nicotine Activity on Dopaminergic NeuronsWP706:SIDS Susceptibility Pathways
Nicotine Activity on Chromaffin CellsWP706:SIDS Susceptibility Pathways
References
REF 1(http://www.guidetopharmacology.org/) Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 5347).
REF 2J Med Chem. 2006 May 4;49(9):2673-6.Synthesis and pharmacological evaluation of novel 9- and 10-substituted cytisine derivatives. Nicotinic ligands of enhanced subtype selectivity.
REF 3Bioorg Med Chem Lett. 2006 Nov 1;16(21):5493-7. Epub 2006 Aug 28.Epibatidine isomers and analogues: structure-activity relationships.
REF 4Bioorg Med Chem Lett. 2008 Apr 1;18(7):2316-9. Epub 2008 Mar 6.Deconstructing cytisine: The syntheses of (+/-)-cyfusine and (+/-)-cyclopropylcyfusine, fused ring analogs of cytisine.
REF 5Bioorg Med Chem Lett. 2005 Nov 15;15(22):4889-97.3,5-Bicyclic aryl piperidines: a novel class of alpha4beta2 neuronal nicotinic receptor partial agonists for smoking cessation.

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