Structured Summary
Abstract
An indolizidine alkaloid from the plant Swainsona canescens that is a potent alpha-mannosidase inhibitor. Swainsonine also exhibits antimetastatic, antiproliferative, and immunomodulatory activity.
Chemical Identity
Chemical Information
- Molecular Formula
- C8H15NO3
- Molecular Weight
- 173.21 g/mol
- CAS Registry No.
- 72741-87-8
- IUPAC Name
- (1S,2R,8R,8aR)-1,2,3,5,6,7,8,8a-octahydroindolizine-1,2,8-triol
- InChIKey
- FXUAIOOAOAVCGD-WCTZXXKLSA-N
- SMILES
- C1C[C@H]([C@@H]2[C@@H]([C@@H](CN2C1)O)O)O
- MeSH Unique ID
- D017026
- Source
- PubChem CID 51683
MeSH Record
Classification
Broader headings
Related Concepts
Knowledge Graph
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Drug Class
Pharmacological Action
MeSH Record
Synonyms
5 entry terms
- Swainsonine, (1R-(2 beta,8a alpha))-Isomer
- Swainsonine, (2 beta,8a alpha)-Isomer
- Swainsonine, (8 alpha)-Isomer
- Swainsonine, (8 alpha,8a alpha)-Isomer
- Swainsonine, (8a alpha)-Isomer
MeSH Record
Aspects Covered
25 allowable subheadings
Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.
MeSH Record
History Note
92; was SWAINSONINE (NM) 1981-91
MeSH Record
Previous Indexing
- Alkaloids (1980-1991)
MeSH Hierarchy
Tree Number
AMA Style
References
- National Library of Medicine. Swainsonine. Medical Subject Headings (MeSH). 2026. Unique ID D017026. http://id.nlm.nih.gov/mesh/2026/D017026
- Swainsonine. In: Wikipedia. https://en.wikipedia.org/wiki/Swainsonine
- Swainsonine. In: Wikidata. https://www.wikidata.org/wiki/Q415324
- Swainsonine. In: PubChem Compound. CID 51683. https://pubchem.ncbi.nlm.nih.gov/compound/51683