CHEBI:9367 - swainsonine

ChEBI IDCHEBI:9367
ChEBI Nameswainsonine
Stars
DefinitionAn indolizidine alkaloid isolated from the plant Swainsona canescens with three hydroxy substituents at positions 1, 2 and 8.
Last Modified28 July 2014
DownloadsMolfile
FormulaC8H15NO3
Net Charge0
Average Mass173.212
Monoisotopic Mass173.10519
SMILES[H][C@]12[C@H](O)CCCN1C[C@@H](O)[C@H]2O
InChIInChI=1S/C8H15NO3/c10-5-2-1-3-9-4-6(11)8(12)7(5)9/h5-8,10-12H,1-4H2/t5-,6-,7-,8-/m1/s1
InChIKeyFXUAIOOAOAVCGD-WCTZXXKLSA-N
Wikipedia
Roles Classification
Biological Roles:
EC 3.2.1.114 (mannosyl-oligosaccharide 1,3-1,6-alpha-mannosidase) inhibitor  An enzyme inhibitor that interferes with the action of mannosyl-oligosaccharide 1,3-1,6-α-mannosidase (EC 3.2.1.114), a key enzyme target in the development of anti-cancer therapies.
immunological adjuvant  A substance that augments, stimulates, activates, potentiates, or modulates the immune response at either the cellular or humoral level. A classical agent (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contains bacterial antigens. It could also be endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Its mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy is related to its antigen-specific immunoadjuvanticity.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
immunological adjuvant  A substance that augments, stimulates, activates, potentiates, or modulates the immune response at either the cellular or humoral level. A classical agent (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contains bacterial antigens. It could also be endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Its mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy is related to its antigen-specific immunoadjuvanticity.
ChEBI Ontology
Outgoing Relation(s)
swainsonine (CHEBI:9367) has role antineoplastic agent (CHEBI:35610)
swainsonine (CHEBI:9367) has role EC 3.2.1.114 (mannosyl-oligosaccharide 1,3-1,6-α-mannosidase) inhibitor (CHEBI:65239)
swainsonine (CHEBI:9367) has role immunological adjuvant (CHEBI:50847)
swainsonine (CHEBI:9367) has role plant metabolite (CHEBI:76924)
swainsonine (CHEBI:9367) is a indolizidine alkaloid (CHEBI:38511)
INN  Source
tridolgosirChemIDplus
Synonym  Source
SwainsonineKEGG COMPOUND
Manual XrefsDatabases
C00002075KNApSAcK
C10173KEGG COMPOUND
DB02034DrugBank
SWAPDBeChem
SwainsonineWikipedia
Registry NumbersSources
Reaxys:4175740Reaxys
CAS:72741-87-8KEGG COMPOUND
CAS:72741-87-8ChemIDplus
Citations