CHEBI:5383 - glimepiride

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name glimepiride
ChEBI ID CHEBI:5383
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C24H34N4O5S
Net Charge 0
Average Mass 490.61600
Monoisotopic Mass 490.225
InChI InChI=1S/C24H34N4O5S/c1-4-21-17(3)15-28(22(21)29)24(31)25-14-13-18-7-11-20(12-8-18)34(32,33)27-23(30)26-19-9-5-16(2)6-10-19/h7-8,11-12,16,19H,4-6,9-10,13-15H2,1-3H3,(H,25,31)(H2,26,27,30)/t16-,19-
InChIKey WIGIZIANZCJQQY-RUCARUNLSA-N
SMILES CCC1=C(C)CN(C(=O)NCCc2ccc(cc2)S(=O)(=O)NC(=O)N[C@H]2CC[C@H](C)CC2)C1=O
Roles Classification
Biological Role(s): insulin secretagogue
A secretagogue that causes the secretion of insulin.
Application(s): hypoglycemic agent
A drug which lowers the blood glucose level.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing glimepiride (CHEBI:5383) has role hypoglycemic agent (CHEBI:35526)
glimepiride (CHEBI:5383) has role insulin secretagogue (CHEBI:90415)
glimepiride (CHEBI:5383) is a N-acylurea (CHEBI:74266)
glimepiride (CHEBI:5383) is a N-sulfonylurea (CHEBI:76983)
glimepiride (CHEBI:5383) is a sulfonamide (CHEBI:35358)
IUPAC Name
3-ethyl-4-methyl-N-[2-(4-{[(trans-4-methylcyclohexyl)carbamoyl]sulfamoyl}phenyl)ethyl]-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamide
INNs Sources
gimepiride KEGG DRUG
glimepirida WHO MedNet
glimépiride WHO MedNet
glimepiridum WHO MedNet
Synonyms Sources
1-((p-(2-(3-Ethyl-4-methyl-2-oxo-3-pyrroline-1-carboxamido)ethyl)phenyl)sulfonyl)-3-(trans-4-methylcyclohexyl)urea ChemIDplus
1-{[4-(2-{[(3-ethyl-4-methyl-2-oxo-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]amino}ethyl)phenyl]sulfonyl}-3-(trans-4-methylcyclohexyl)urea IUPAC
Brand Name Source
Amaryl KEGG DRUG
Manual Xrefs Databases
1300 DrugCentral
C07669 KEGG COMPOUND
D00593 KEGG DRUG
DB00222 DrugBank
HMDB0014367 HMDB
View more database links
Registry Numbers Types Sources
7731873 Reaxys Registry Number Reaxys
93479-97-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11199230 PubMed citation Europe PMC
12369756 PubMed citation Europe PMC
12852703 PubMed citation Europe PMC
22469262 PubMed citation Europe PMC
23305037 PubMed citation Europe PMC
8141820 PubMed citation Europe PMC
Last Modified
22 February 2017