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CHEBI:42872 - glucoimidazole

ChEBI IDCHEBI:42872
ChEBI Nameglucoimidazole
Stars
DefinitionA member of the class of imidazopyridines that is 5,6,7,8-tetrahydroimidazo[1,2-a]pyridine substituted by a hydroxymethyl group at position 5 and by hydroxy groups at positions 6, 7, and 8 (the 5R,6R,7S,8S-stereoisomer).
Last Modified25 September 2025
DownloadsMolfile
FormulaC8H12N2O4
Net Charge0
Average Mass200.194
Monoisotopic Mass200.07971
SMILESOC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)c2nccn21
InChIInChI=1S/C8H12N2O4/c11-3-4-5(12)6(13)7(14)8-9-1-2-10(4)8/h1-2,4-7,11-14H,3H2/t4-,5-,6+,7-/m1/s1
InChIKeyRZRDQZQPTISYKY-MVIOUDGNSA-N
Roles Classification
Biological Roles:
EC 3.2.1.21 (beta-glucosidase) inhibitor  An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of β-glucosidase (EC 3.2.1.21).
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)
glucoimidazole (CHEBI:42872) has role EC 3.2.1.114 (mannosyl-oligosaccharide 1,3-1,6-α-mannosidase) inhibitor (CHEBI:65239)
glucoimidazole (CHEBI:42872) has role EC 3.2.1.21 (β-glucosidase) inhibitor (CHEBI:235515)
glucoimidazole (CHEBI:42872) is a imidazopyridine (CHEBI:46908)
glucoimidazole (CHEBI:42872) is a tetrol (CHEBI:33573)
IUPAC Name 
(5R,6R,7S,8S)-5-(hydroxymethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-6,7,8-triol
Manual XrefsDatabases
GIMPDBeChem
Registry NumbersSources
CAS:162491-49-8ChEBI
Citations