CHEBI:191198 - mannostatin B

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ChEBI Name mannostatin B
ChEBI ID CHEBI:191198
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C6H13NO4S
Net Charge 0
Average Mass 195.230
Monoisotopic Mass 195.05653
InChI InChI=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
InChIKey ZJFKRRRXLLAUHQ-DMRLTRFVSA-N
SMILES [H][C@]1([C@@H](N)[C@@H](O)[C@@H](O)[C@H]1O)[S@@](C)=O
Metabolite of Species Details
Streptoverticillium verticillium subsp. quintum (NCBI:txid1433418) of strain ME3-AG3 See: PubMed
Roles Classification
Biological Role(s): 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-alpha-mannosidase (EC 3.2.1.114), a key enzyme target in the development of anti-cancer therapies.
EC 3.2.1.24 (alpha-mannosidase) inhibitor
An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of alpha-mannosidase (EC 3.2.1.24).
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
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ChEBI Ontology
Outgoing 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-cyclopentanetriol ChEBI
Manual Xrefs Databases
7851289 ChemSpider
C00017679 KNApSAcK
MZB PDBeChem
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Registry Number Type Source
102822-66-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
19101978 PubMed citation Europe PMC
2737945 PubMed citation Europe PMC
2737947 PubMed citation Europe PMC
7582971 PubMed citation Europe PMC
Last Modified
26 April 2022