tridolgosir
Sign in to saveAlso known as (1S,2R,8R,8AR)-octahydro-1,2,8-indolizinetriol, Swainsonine
Swainsonine is an indolizidine alkaloid. It is a potent inhibitor of Golgi alpha-mannosidase II, an immunomodulator, and a potential chemotherapy drug. As a toxin in locoweed (likely its primary toxin) it also is a significant cause of economic losses in livestock industries, particularly in North America. It was first isolated from Swainsona canescens.
Wikidata facts
- Mass
- 173.105
Show 7 more facts
- subject has role
- immunologic adjuvant
- found in taxon
- Fabaceae
- chemical formula
- C₈H₁₅NO₃
- canonical SMILES
- C1CC(C2C(C(CN2C1)O)O)O
- isomeric SMILES
- C1C[C@H]([C@@H]2[C@@H]([C@@H](CN2C1)O)O)O
- World Health Organisation international non-proprietary name
- tridolgosir
- Commons category
- Swainsonine
via Wikidata · CC0
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Encyclopedic overview
9 sectionsContents
- Pharmacology
- Sources
- Biosynthesis
- Synthesis
- Livestock losses
- Potential uses
- Molecular mechanism
- See also
- References
Swainsonine is an indolizidine alkaloid. It is a potent inhibitor of Golgi alpha-mannosidase II, an immunomodulator, and a potential chemotherapy drug. As a toxin in locoweed (likely its primary toxin) it also is a significant cause of economic losses in livestock industries, particularly in North America. It was first isolated from Swainsona canescens.
==Pharmacology== Swainsonine inhibits glycoside hydrolases, specifically those involved in N-linked glycosylation. Disruption of Golgi alpha-mannosidase II with swainsonine induces hybrid-type glycans. These glycans have a Man5GlcNAc2 core with processing on the 3-arm that resembles so-called complex-type glycans.
Excerpted from Wikipedia’s “tridolgosir” article, available under the CC BY-SA 4.0 licence.