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:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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.
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
C10173KEGG COMPOUND
DB02034DrugBank
SwainsonineWikipedia
C00002075KNApSAcK
SWAPDBeChem
Registry NumbersSources
Reaxys:4175740Reaxys
CAS:72741-87-8KEGG COMPOUND
CAS:72741-87-8ChemIDplus
Citations