CHEBI:42936 - (Z)-D-gluconhydroximo-1,5-lactam

ChEBI IDCHEBI:42936
ChEBI Name(Z)-D-gluconhydroximo-1,5-lactam
Stars
ASCII Name(Z)-D-gluconhydroximo-1,5-lactam
DefinitionThe Z-isomer of D-gluconhydroximo-1,5-lactam.
Last Modified18 September 2025
DownloadsMolfile
FormulaC6H12N2O5
Net Charge0
Average Mass192.171
Monoisotopic Mass192.07462
SMILESOC[C@H]1N/C(=N\O)[C@H](O)[C@@H](O)[C@@H]1O
InChIInChI=1S/C6H12N2O5/c9-1-2-3(10)4(11)5(12)6(7-2)8-13/h2-5,9-13H,1H2,(H,7,8)/t2-,3-,4+,5-/m1/s1
InChIKeyVBXHGXTYZGYTQG-SQOUGZDYSA-N
Roles Classification
Biological Role:
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)
(Z)-D-gluconhydroximo-1,5-lactam (CHEBI:42936) has role EC 3.2.1.114 (mannosyl-oligosaccharide 1,3-1,6-α-mannosidase) inhibitor (CHEBI:65239)
(Z)-D-gluconhydroximo-1,5-lactam (CHEBI:42936) is a hydroxypiperidine (CHEBI:48590)
(Z)-D-gluconhydroximo-1,5-lactam (CHEBI:42936) is a ketoxime (CHEBI:24983)
IUPAC Name 
(2Z,3S,4S,5R,6R)-2-(hydroxyimino)-6-(hydroxymethyl)piperidine-3,4,5-triol
Synonyms  Source
(2S,3S,4R,5R)-6-(hydroxyamino)-2-(hydroxymethyl)-2,3,4,5-tetrahydropyridine-3,4,5-triolPDBeChem
(2Z,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)piperidin-2-one oximeChEBI
GOXChEBI
gluco-hydroxyiminolactamChEBI
D-gluconhydroximo-1,5-lactamPDBeChem
GHILChEBI
Manual XrefsDatabases
GOXPDBeChem
DB02376DrugBank
Citations