General
Preferred name
scopolamine
Synonyms
SCOPOLAMINE HYDROBROMIDE ()
(-)-Scopolamine hydrobromide ()
Hyoscine hydrobromide ()
Scopine hydrobromide ()
Hyoscine ()
Scopine (-)-tropate ()
Scopine tropate ()
Scopolamine hydrochloride ()
Scopine hydrobromide(-)-Scopolamine hydrobromide ()
Hyoscine hydrobromide trihydrate ()
Scopolamine HBr ()
LSM-4015,NSC 61806,(-)-Scopolamine hydrobromide, Hyoscine hydrobromide, Scopine hydrobromide ()
Skopolamin ()
Scopolamine (LSM-4015) HBr ()
Scopolamine HBr trihydrate ()
Transderm scop ()
Scopoderm ()
Scopolamine hydrobromide trihydrate ()
Transderm-scop ()
Scopolaminum hydrobromidum ()
Scopolamine hbr, trihydrate ()
Hyoscine hbr ()
Joy-Rides ()
Isopto hyoscine ()
NSC-757314 ()
Kwells Kids ()
Scopoderm TTS ()
Scopolamine hydrobromide hydrate ()
NSC-61806 ()
Kwells ()
Transcop ()
P&D ID
PD009834
CAS
114-49-8
55-16-3
51-34-3
6533-68-2
Tags
available
drug
natural product
drug candidate
Drug Status
approved
investigational
Max Phase
3.0
4.0
Drug indication
Nausea
Pain
First approval
1979
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION There is no exact match in PubChem for the structure that we show here. However, there is activity data listed against CID 3000322, which has different stereochemistry. Our structure and its stereochemistry is in consensus with the entries on the databases linked to above. (GtoPdb)
DESCRIPTION Selective M2 antagonist (Tocris Bioactive Compound Library)
DESCRIPTION Non-selective muscarinic antagonist (Tocriscreen Total)
DESCRIPTION Scopolamine is a belladonna alkaloid with anticholinergic effects indicated for the treatment of nausea and vomiting associated with motion sickness and postoperative nausea and vomiting. Scopolamine is a tropane alkaloid isolated from members of the Solanaceae family of plants. As an acetylcholine analogue, scopolamine can antagonize muscarinic acetylcholine receptors in the central nervous system and throughout the body, inducing several therapeutic and adverse effects related to alteration of parasympathetic nervous system and cholinergic signalling. (Enamine Bioactive Compounds)
Cell lines
0
Organisms
2
Compound Sets
19
Cayman Chemical Bioactives
40307
ChEMBL Approved Drugs
CHEMBL569713
ChEMBL Drugs
CHEMBL569713
CHEMBL2251240
Concise Guide to Pharmacology 2021/22
330
Concise Guide to Pharmacology 2023/24
330
Drug Repurposing Hub
DrugBank
DB00747
DrugBank Approved Drugs
DB00747
Enamine Bioactive Compounds
EBC-15037
Enamine BioReference Compounds
EU-OPENSCREEN Bioactive Compound Library
EOS101136
Guide to Pharmacology
330
NCATS Inxight Approved Drugs
DL48G20X8X
NPC Screening Collection
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
Scopolamine-hydrobromide
scopolamine
scopolamine-hbr-trihydrate
Tocris Bioactive Compound Library
1414
Tocriscreen Total
External IDs
85
Properties
(calculated by RDKit )
Molecular Weight
303.15
Hydrogen Bond Acceptors
5
Hydrogen Bond Donors
1
Rotatable Bonds
4
Ring Count
4
Aromatic Ring Count
1
cLogP
0.92
TPSA
62.3
Fraction CSP3
0.59
Chiral centers
6.0
Largest ring
6.0
QED
0.66
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Pathway
Neuronal Signaling
GPCR/G protein
Neuroscience
Target
mAChR
5-HT Receptor
CHRM1, CHRM2, CHRM3, CHRM4, CHRM5, SI
AChR
Primary Target
Non-selective Muscarinics
MOA
AChR antagonist
Antagonist
acetylcholine receptor antagonist
Indication
motion sickness, vomiting, nausea
Disease Area
neurology/psychiatry, gastroenterology
Source data