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CHEBI:5441 - glyburide

ChEBI IDCHEBI:5441
ChEBI Nameglyburide
Stars
DefinitionAn N-sulfonylurea that is acetohexamide in which the acetyl group is replaced by a 2-(5-chloro-2-methoxybenzamido)ethyl group.
Last Modified22 February 2017
DownloadsMolfile
FormulaC23H28ClN3O5S
Net Charge0
Average Mass494.013
Monoisotopic Mass493.14382
SMILESCOc1ccc(Cl)cc1C(=O)NCCc1ccc(S(=O)(=O)NC(=O)NC2CCCCC2)cc1
InChIInChI=1S/C23H28ClN3O5S/c1-32-21-12-9-17(24)15-20(21)22(28)25-14-13-16-7-10-19(11-8-16)33(30,31)27-23(29)26-18-5-3-2-4-6-18/h7-12,15,18H,2-6,13-14H2,1H3,(H,25,28)(H2,26,27,29)
InChIKeyZNNLBTZKUZBEKO-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
EC 3.6.3.49 (channel-conductance-controlling ATPase) inhibitor  A EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of channel-conductance-controlling ATPase (EC 3.6.3.49, also known as cystic fibrosis conductance regulator, CFCR).
EC 2.7.1.33 (pantothenate kinase) inhibitor  An EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitor that interferes with the action of pantothenate kinase (EC 2.7.1.33).
Applications:
hypoglycemic agent  A drug which lowers the blood glucose level.
anti-arrhythmia drug  A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.
ChEBI Ontology
Outgoing Relation(s)
glyburide (CHEBI:5441) has role anti-arrhythmia drug (CHEBI:38070)
glyburide (CHEBI:5441) has role EC 2.7.1.33 (pantothenate kinase) inhibitor (CHEBI:77194)
glyburide (CHEBI:5441) has role EC 3.6.3.49 (channel-conductance-controlling ATPase) inhibitor (CHEBI:131770)
glyburide (CHEBI:5441) has role hypoglycemic agent (CHEBI:35526)
glyburide (CHEBI:5441) is a N-sulfonylurea (CHEBI:76983)
glyburide (CHEBI:5441) is a monochlorobenzenes (CHEBI:83403)
IUPAC Name 
5-chloro-N-(2-{4-[N-(N-cyclohexylcarbamoyl)sulfamoyl]phenyl}ethyl)-2-methoxybenzamide
INNs  Source
glibenclamidumDrugBank
glibenclamidaDrugBank
glibenclamideKEGG DRUG
glibenclamideWHO MedNet
Synonyms  Source
GlyburideKEGG COMPOUND
1-((p-(2-(5-chloro-o-anisamido)ethyl)phenyl)sulfonyl)-3-cyclohexylureaChemIDplus
1-(p-(2-(5-chloro-2-methoxybenzamido)ethyl)benzenesulfonyl)-3-cyclohexylureaChemIDplus
5-chloro-N-(2-(4-((((cyclohexylamino)carbonyl)amino)sulfonyl)phenyl)ethyl)-2-methoxybenzamideChemIDplus
Brand Names  Source
DiabetaKEGG DRUG
GlynaseKEGG DRUG
MicronaseKEGG DRUG
Manual XrefsDatabases
C07022KEGG COMPOUND
DB01016DrugBank
D00336KEGG DRUG
NL6603398Patent
NL6610580Patent
US3454635Patent
GlibenclamideWikipedia
LSM-2811LINCS
1314DrugCentral
Registry NumbersSources
Beilstein:2230085Beilstein
CAS:10238-21-8KEGG COMPOUND
CAS:10238-21-8ChemIDplus
Citations