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CHEBI:44601 - (Z)-PUGNAc

ChEBI IDCHEBI:44601
ChEBI Name(Z)-PUGNAc
Stars
ASCII Name(Z)-PUGNAc
DefinitionThe (Z)-isomer of PUGNAc.
Last Modified4 February 2025
DownloadsMolfile
FormulaC15H19N3O7
Net Charge0
Average Mass353.331
Monoisotopic Mass353.12230
SMILESCC(=O)N[C@H]1/C(=N/OC(=O)Nc2ccccc2)O[C@H](CO)[C@@H](O)[C@@H]1O
InChIInChI=1S/C15H19N3O7/c1-8(20)16-11-13(22)12(21)10(7-19)24-14(11)18-25-15(23)17-9-5-3-2-4-6-9/h2-6,10-13,19,21-22H,7H2,1H3,(H,16,20)(H,17,23)/b18-14-/t10-,11-,12-,13-/m1/s1
InChIKeyPBLNJFVQMUMOJY-JXZOILRNSA-N
Wikipedia
Roles Classification
Biological Role:
EC 3.2.1.52 (beta-N-acetylhexosaminidase) inhibitor  An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of β-N-acetylhexosaminidase (EC 3.2.1.52).
Application:
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
ChEBI Ontology
Outgoing Relation(s)
(Z)-PUGNAc (CHEBI:44601) has role cardioprotective agent (CHEBI:77307)
(Z)-PUGNAc (CHEBI:44601) has role EC 3.2.1.52 (β-N-acetylhexosaminidase) inhibitor (CHEBI:184301)
(Z)-PUGNAc (CHEBI:44601) is a PUGNAc (CHEBI:233425)
IUPAC Name 
N-[(2Z,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-{[(phenylcarbamoyl)oxy]imino}tetrahydro-2H-pyran-3-yl]acetamide
Synonyms  Source
O-(2-acetamido-2-deoxy-D-glucopyranosylidene)amino-N-phenylcarbamatePDBeChem
PUGNAcChEBI
O-(2-acetamido-2-deoxy-D-glucopyranosylidenamino) N-phenylcarbamateChEBI
[(2Z,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-ylidene]amino N-phenylcarbamateChEBI
(Z)-PUGNAcChEBI
N-acetyl-glucosaminono-1,5-lactone O-(phenylcarbamoyl)-(Z)-oximeChEBI
Manual XrefsDatabases
OANPDBeChem
HMDB0256921HMDB
PUGNAcWikipedia
Registry NumbersSources
CAS:132489-69-1ChEBI
Citations