File:L-Scopolamin.svg · Wikimedia Commons · See Wikimedia Commons
L-scopolamine
Sign in to saveAlso known as hyoscine, levo-duboisine, (1S,3S,5R,6R,7S)-6,7-epoxytropan-3-yl (2S)-3-hydroxy-2-phenylpropanoate, scopine (-)-tropate, (-)-hyoscine, (-)-scopolamine, 6,7-epoxytropine tropate, epoxytropine tropate
Scopolamine, also known as hyoscine, or '''Devil's Breath''', is a medication used to treat motion sickness and postoperative nausea and vomiting. It is also sometimes used before surgery to decrease saliva. When used by injection, effects begin after about 20 minutes and last for up to 8 hours. It may also be used orally and as a transdermal patch since it has been long known to have transdermal bioavailability.
OverviewAI-generated
L-scopolamine is a chemical compound with the formula C₁₇H₂₁NO₄. Its molecular mass is listed as 303.1471, while its weight is recorded as 303.35. The substance has a defined daily dose of 0.9.
Chemical properties include an xlogp of 0.9 and a topological polar surface area (tpsa) of 62.3. The molecule contains one hydrogen bond donor and five hydrogen bond acceptors, with a charge of 0. It is associated with eleven PubMed entries and is referenced by 1,458 other encyclopedia articles.
Synthesized by Vinony from 18 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Key facts
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 464387972
- Drug.image
- L-Scopolamin.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 200
- Drug.image2
- Scopolamine structure.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Transderm Scop, others
- Drug.MedlinePlus
- a682509
- Drug.DailyMedID
- Scopolamine
- Drug.pregnancy_AU
- B2
- Drug.routes_of_administration
- By mouth, transdermal, ophthalmic, subcutaneous, intravenous, sublingual, rectal, buccal, transmucosal, intramuscular
- Drug.ATC_prefix
- A04
- Drug.ATC_suffix
- AD01
- Drug.ATC_supplemental
- ,
- Drug.legal_AU
- S4
- Drug.legal_AU_comment
- / S2
via Wikipedia infobox
Chemical data
- Formula
- C17H21NO4
- Molecular weight
- 303.35 g/mol
- IUPAC name
- [(1R,5S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-3-hydroxy-2-phenylpropanoate
- SMILES
- CN1[C@@H]2CC(C[C@H]1C3C2O3)OC(=O)[C@H](CO)C4=CC=CC=C4
- InChIKey
- STECJAGHUSJQJN-MKXJHAPZSA-N
- XLogP
- 0.9
- Polar surface area
- 62.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Research
11 papers- Pharmacokinetics and pharmacodynamics in clinical use of scopolamine.Therapeutic drug monitoring · 2005
- The Induction of Disease Resistance by Scopolamine and the Application of Datura Extract Against Potato (Solanum tuberosum L.) Late Blight.International journal of molecular sciences · 2024
- Detection of scopolamine in urine and hair in a drug-facilitated sexual assault.Forensic science international · 2023
- Presynaptic effects of scopolamine, oxotremorine, noradrenaline and morphine on [3H]acetylcholine release from the myenteric plexus at different stimulation frequencies and calcium concentrations.Naunyn-Schmiedeberg's archives of pharmacology · 1987
- Intra- and inter-laboratory validation of a dipstick immunoassay for the detection of tropane alkaloids hyoscyamine and scopolamine in animal feed.Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment · 2014
via PubMed
~16 min read
Encyclopedic overview
20 sectionsContents
- Medical uses
- Breastfeeding
- Adverse effects
- Overdose
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Chemistry
- Biosynthesis in plants
- History
- Society and culture
- Names
- Australian bush medicine
- Recreational and religious use
- Interrogation
- Use in crime
- Research
- See also
- References
- External links
Scopolamine, also known as hyoscine, or '''Devil's Breath', is a medication used to treat motion sickness and postoperative nausea and vomiting. It is also sometimes used before surgery to decrease saliva. When used by injection, effects begin after about 20 minutes and last for up to 8 hours. It may also be used orally and as a transdermal patch since it has been long known to have transdermal bioavailability.
Scopolamine is in the antimuscarinic family of drugs and works by blocking some of the effects of acetylcholine within the nervous system.
Excerpted from Wikipedia’s “L-scopolamine” article, available under the CC BY-SA 4.0 licence.