General
Preferred name
cytisine
Synonyms
(-)-Cytisine ()
Baptitoxine ()
Sophorine ()
Cytisinicline ()
Baphitoxine ()
Cytisine (-) ()
[3H]cytisine ()
Baphitoxine,Sophorine ()
Cytiton ()
NSC-407282 ()
Tabex ()
6039 SOPHARMA ()
Cytisine ()
Ulexine ()
[3H]cytisine ()
P&D ID
PD009400
CAS
485-35-8
3728-36-7
115051-74-6
Tags
drug candidate
natural product
drug
available
Approved by
HPFB
Drug indication
Discovery agent
Tobacco dependence
Drug Status
experimental
investigational
approved
Max Phase
Phase 3
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
PHARMACODYNAMICS Various models have been run where the affinity of nAChR agonists to the receptor subtype are tested to help identify the molecules, groups and steric conformation that are vital to greater affinity. By using a nAChR muscle receptor subtype (α1)2β1δγ model the following results were obtained:; anatoxin > epibatidine > acetylcholine > DMPP >> CYTISINE > pyrantel > nicotine > coniine > tubocurare > lobeline,; where anatoxin had the highest activity efficacy and tubocurare the lowest. Acetylcholine on the other hand induced a much longer opening time of the receptor though anatoxin is more potent. The results suggest that anatoxin derivatives would be helpful in understanding structure-activity relationships (SAR) for muscle nAChRs (Cooper et al., 1996).
TOXICITY The therapeutic index of cytisine is wide.; -Large doses can interfere with breathing and cause death. ; From MSDS:; orl-mus LD50:101 mg/kg ipr-mus LD50:8550 ug/kg ivn-mus LD50:1730 ug/kg scu-rat LD50:8750 ug/kg
DESCRIPTION Highly selective P2X1 antagonist (Tocris Bioactive Compound Library)
DESCRIPTION Potent, selective neuronal nicotinic agonist (Tocriscreen Total)
Cell lines
0
Organisms
1
Compound Sets
24
AdooQ Bioactive Compound Library
A10266
Cayman Chemical Bioactives
26437
ChEMBL Drugs
CHEMBL497939
Concise Guide to Pharmacology 2017/18
3979
Concise Guide to Pharmacology 2019/20
3979
Concise Guide to Pharmacology 2021/22
3979
Concise Guide to Pharmacology 2023/24
3979
Drug Repurposing Hub
DrugBank
DB09028
DrugCentral
5217
DrugCentral Approved Drugs
5217
DrugMAP
DMUF0BJ
DMVLRHW
Enamine BioReference Compounds
EU-OPENSCREEN Bioactive Compound Library
EOS101090
Guide to Pharmacology
5347
3979
Mcule NIBR MoA Box Subset
MCULE-9751273485
MedChem Express Bioactive Compound Library
HY-N0175
Novartis Chemogenetic Library (NIBR MoA Box)
ReFrame library
Selleckchem Bioactive Compound Library
Cytisine(Baphitoxine,-Sophorine)
TargetMol Bioactive Compound Library
T0479
Tocris Bioactive Compound Library
1390
Tocriscreen Total
ZINC Tool Compounds
ZINC000001599730
External IDs
38
Properties
(calculated by RDKit )
Molecular Weight
190.11
Hydrogen Bond Acceptors
3
Hydrogen Bond Donors
1
Rotatable Bonds
0
Ring Count
3
Aromatic Ring Count
1
cLogP
0.55
TPSA
34.03
Fraction CSP3
0.55
Chiral centers
2.0
Largest ring
6.0
QED
0.65
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Pathway
Neuroscience
Membrane Transporter/Ion Channel
Neuronal Signaling
Target
nAChR
CHRNA2, CHRNA3, CHRNA4, CHRNA6, CHRNA7, CHRNB2, CHRNB4
AChR
Primary Target
Nicotinic Receptors (Non-selective)
MOA
Agonist
Nicotinic alpha4beta2 Partial Agonists
acetylcholine receptor agonist
Member status
member
Indication
nicotinism
Source data