General
Preferred name
Anabasine
Synonyms
(+)-Anabasine hydrochloride ()
Anabasine (hydrochloride) ()
(-)-Anabasine ()
(S)-Anabasine ()
(+)-Anabasine ()
ANABASINE HYDROCHLORIDE ()
Anabasine HCl ()
P&D ID
PD070714
CAS
53912-89-3
494-52-0
15251-47-5
Tags
natural product
available
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION
Benzodiazepine partial inverse agonist
(Tocris Bioactive Compound Library)
DESCRIPTION
Anabasine is a natural, nicotine-related alkaloid, which is first isolated from plants of the genus Nicotiana. Anabasine binds the same receptor as nicotine, the nicotinic acetylcholine α4β2 subtype with Ki of 38 nM and increases nicotine-induced hyperactivity, sensitization, and intravenous self-administration. Anabasine inhibits aromatase and nicotinic acetylcholine receptors (nAChRs) and may produce a depolarizing neuromuscular junction (NMJ) block. Anabasine can also be used as a clinical biomarker for tobacco smoke exposure. Additionally, anabasine is teratogenic and may be used as an insecticide.
(BOC Sciences Bioactive Compounds)
DESCRIPTION
(+)-Anabasine hydrochloride is a nicotine alkaloid present in tobacco products. It is a high affinity neuronal nicotinic ACh receptor partial agonist with Ki values of 0.058, 0.26 and 7.2 μM for rat α7, rat α4β2 and fish skeletal muscle nAChRs respectively. It also stimulates Ca2+-dependent catecholamine release from rat adrenomedullary cells in vitro. It is used as an indicator of smoking or tobacco use.
(BOC Sciences Bioactive Compounds)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Compound Sets
5
BOC Sciences Bioactive Compounds
Enamine BioReference Compounds
EU-OPENSCREEN Bioactive Compound Library
MedChem Express Bioactive Compound Library
Tocris Bioactive Compound Library
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
32
Molecular Weight
162.12
Hydrogen Bond Acceptors
2
Hydrogen Bond Donors
1
Rotatable Bonds
1
Ring Count
2
Aromatic Ring Count
1
cLogP
1.9
TPSA
24.92
Fraction CSP3
0.5
Chiral centers
1.0
Largest ring
6.0
QED
0.68
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Primary Target
Nicotinic Receptors (Non-selective)
MOA
Agonist
Pathway
Membrane Transporter/Ion Channel
Neuronal Signaling
Target
nAChR
Solubility
Soluble in water or alcohol.
Source data
