General
Preferred name
physostigmine
Synonyms
PHYSOSTIGMINE SULFATE ()
PHYSOSTIGMINE SALICYLATE ()
(-)-Physostigmine ()
Eserine sulfate, physostigmine sulfate ()
Eserine hemisulfate salt ()
Physostigmine (salicylate) ()
Eserine (salicylate) ()
Physostigmine hemisulfate ()
Eserinum ()
MCV-4484 ()
Eserin ()
NSC-30782 ()
Eserine ()
Cogmine ()
Physostigmini salicylas ()
Eserine Salicylate ()
Isopto Eserine ()
NSC-757275 ()
Physostigmine monosalicylate ()
Antilirium ()
Physostigmine sulphate ()
Physostigmine sulfate (2:1) ()
Physostigmine sulphate (2:1) ()
Eserine Sulfate ()
(?)-Physostigmine (salicylate) ()
P&D ID
PD001599
CAS
57-47-6
57-64-7
11033-04-8
11036-67-2
50975-37-6
64-47-1
Tags
covalent binder
natural product
drug
available
First approval
1875
Drug Status
investigational
approved
Drug indication
Xerostomia
Cholinergic (ophthalmic)
Max Phase
Phase 4
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION
Physostigmine, originally isolated from the Calabar bean, is a parasympathomimetic alkaloid, acting as a reversible cholinesterase inhibitor (the enzyme responsible for the breakdown of acetylcholine in the synaptic cleft of the neuromuscular junction).
(GtoPdb)
DESCRIPTION
Cholinesterase inhibitor
(LOPAC library)
DESCRIPTION
Physostigmine hemisulfate, a derivative of Physostigmine, is a parasympathomimetic, specifically, a reversible cholinesterase inhibitor.
(BOC Sciences Bioactive Compounds)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Cell lines
0
Organisms
1
Compound Sets
26
BOC Sciences Bioactive Compounds
Cayman Chemical Bioactives
ChEMBL Approved Drugs
ChEMBL Drugs
Concise Guide to Pharmacology 2017/18
Concise Guide to Pharmacology 2019/20
Concise Guide to Pharmacology 2021/22
Concise Guide to Pharmacology 2023/24
CovalentInDB
Drug Repurposing Hub
DrugBank
DrugBank Approved Drugs
DrugCentral
DrugCentral Approved Drugs
DrugMAP
Guide to Pharmacology
LOPAC library
LSP-MoA library (Laboratory of Systems Pharmacology)
MedChem Express Bioactive Compound Library
NPC Screening Collection
Other bioactive compounds
Prestwick Chemical Library
ReFrame library
TargetMol Bioactive Compound Library
The Spectrum Collection
ZINC Tool Compounds
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
87
Properties
(calculated by RDKit )
Molecular Weight
275.16
Hydrogen Bond Acceptors
4
Hydrogen Bond Donors
1
Rotatable Bonds
1
Ring Count
3
Aromatic Ring Count
1
cLogP
1.77
TPSA
44.81
Fraction CSP3
0.53
Chiral centers
2.0
Largest ring
6.0
QED
0.85
Structural alerts
0
No structural alerts detected
Custom attributes
(extracted from source data)
Selectivity
Cholinesterase
Pathway
Neuroscience
Neuronal Signaling
Target
AChR
ACHE, BCHE
Cholinesterase (ChE)
Indication
hypotension, Alzheimer's disease, glaucoma, gastroparesis
Disease Area
cardiology, neurology/psychiatry, ophthalmology, gastroenterology
MOA
acetylcholinesterase inhibitor, cholinesterase inhibitor
Solubility
DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
Source data