CHEBI:28052 - acetohexamide

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ChEBI Name acetohexamide
ChEBI ID CHEBI:28052
Definition An N-sulfonylurea that is urea in which a hydrogen attached to one of the nitrogens is replaced by a p-acetylphenylsulfonyl group, while a hydrogen attached to the other nitrogen is replaced by a cyclohexyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:22175, CHEBI:2395
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Formula C15H20N2O4S
Net Charge 0
Average Mass 324.39500
Monoisotopic Mass 324.114
InChI InChI=1S/C15H20N2O4S/c1-11(18)12-7-9-14(10-8-12)22(20,21)17-15(19)16-13-5-3-2-4-6-13/h7-10,13H,2-6H2,1H3,(H2,16,17,19)
InChIKey VGZSUPCWNCWDAN-UHFFFAOYSA-N
SMILES CC(=O)c1ccc(cc1)S(=O)(=O)NC(=O)NC1CCCCC1
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.
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ChEBI Ontology
Outgoing acetohexamide (CHEBI:28052) has role hypoglycemic agent (CHEBI:35526)
acetohexamide (CHEBI:28052) has role insulin secretagogue (CHEBI:90415)
acetohexamide (CHEBI:28052) is a N-sulfonylurea (CHEBI:76983)
acetohexamide (CHEBI:28052) is a acetophenones (CHEBI:22187)
IUPAC Name
4-acetyl-N-(cyclohexylcarbamoyl)benzene-1-sulfonamide
INNs Sources
acetohexamida WHO MedNet
acetohexamide WHO MedNet
acétohexamide WHO MedNet
acetohexamidum WHO MedNet
Synonyms Sources
1-((p-Acetylphenyl)sulfonyl)-3-cyclohexylurea ChemIDplus
4-Acetyl-N-((cyclohexylamino)carbonyl)benzenesulfonamide ChemIDplus
Dymelor ChemIDplus
N-(p-Acetylphenylsulfonyl)-N'-cyclohexylurea ChemIDplus
Brand Name Source
Dymelor KEGG DRUG
Manual Xrefs Databases
57 DrugCentral
Acetohexamide Wikipedia
C06806 KEGG COMPOUND
D00219 KEGG DRUG
DB00414 DrugBank
HMDB0014558 HMDB
LSM-5638 LINCS
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Registry Numbers Types Sources
2225115 Beilstein Registry Number Beilstein
2225115 Reaxys Registry Number Reaxys
968-81-0 CAS Registry Number KEGG COMPOUND
968-81-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
13945057 PubMed citation Europe PMC
2699749 PubMed citation Europe PMC
8070312 PubMed citation Europe PMC
910864 PubMed citation Europe PMC
Last Modified
22 February 2017