Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
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
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
Formula
C24H34N4O5S
Net Charge
0
Average Mass
490.61600
Monoisotopic Mass
490.22499
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-
1
H
-
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-
1
H
-
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
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