EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:191198 - mannostatin B

ChEBI IDCHEBI:191198
ChEBI Namemannostatin B
Stars
DefinitionAn amino cyclitol that is cyclopentane substituted by hydroxy groups at positions 1, 2 and 3, by an amino group at positon 4, and by a methylsulfinyl group at position 5 (the 1R,2R,3R,4S,5R-stereoisomer). It is isolated from the soil bacterium Streptoverticillium verticillium.
Last Modified26 April 2022
SubmitterAdnan
DownloadsMolfile
FormulaC6H13NO4S
Net Charge0
Average Mass195.240
Monoisotopic Mass195.05653
SMILES[H][C@]1([S@@](C)=O)[C@H](O)[C@H](O)[C@H](O)[C@@H]1N
InChIInChI=1S/C6H13NO4S/c1-12(11)6-2(7)3(8)4(9)5(6)10/h2-6,8-10H,7H2,1H3/t2-,3+,4+,5+,6+,12+/m0/s1
InChIKeyZJFKRRRXLLAUHQ-DMRLTRFVSA-N
Species of MetaboliteComponentSourceComments
Streptoverticillium verticillium subsp. quintum (ncbitaxon:1433418) - PubMed (2737947) Strain: ME3-AG3
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
EC 3.2.1.24 (alpha-mannosidase) inhibitor  An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of α-mannosidase (EC 3.2.1.24).
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.
ChEBI Ontology
Outgoing Relation(s)
mannostatin B (CHEBI:191198) has role bacterial metabolite (CHEBI:76969)
mannostatin B (CHEBI:191198) has role EC 3.2.1.114 (mannosyl-oligosaccharide 1,3-1,6-α-mannosidase) inhibitor (CHEBI:65239)
mannostatin B (CHEBI:191198) has role EC 3.2.1.24 (α-mannosidase) inhibitor (CHEBI:191196)
mannostatin B (CHEBI:191198) is a amino cyclitol (CHEBI:61689)
mannostatin B (CHEBI:191198) is a sulfoxide (CHEBI:22063)
mannostatin B (CHEBI:191198) is a triol (CHEBI:27136)
IUPAC Name 
(1R,2R,3R,4S,5R)-4-amino-5-[(R)-methanesulfinyl]cyclopentane-1,2,3-triol
Synonym  Source
(1R,2R,3R,4S,5R)-4-amino-5-[(R)-methylsulfinyl]-1,2,3-cyclopentanetriolChEBI
Manual XrefsDatabases
C00017679KNApSAcK
MZBPDBeChem
7851289ChemSpider
Registry NumbersSources
CAS:102822-66-2ChemIDplus
Citations