CHEBI:27999 - tolbutamide

ChEBI IDCHEBI:27999
ChEBI Nametolbutamide
Stars
DefinitionAn N-sulfonylurea that consists of 1-butylurea having a tosyl group attached at the 3-position.
Secondary ChEBI IDsCHEBI:9616, CHEBI:27019
Last Modified22 February 2017
DownloadsMolfile
FormulaC12H18N2O3S
Net Charge0
Average Mass270.354
Monoisotopic Mass270.10381
SMILESCCCCNC(=O)NS(=O)(=O)c1ccc(C)cc1
InChIInChI=1S/C12H18N2O3S/c1-3-4-9-13-12(15)14-18(16,17)11-7-5-10(2)6-8-11/h5-8H,3-4,9H2,1-2H3,(H2,13,14,15)
InChIKeyJLRGJRBPOGGCBT-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Roles Classification
Biological Roles:
insulin secretagogue  A secretagogue that causes the secretion of insulin.
potassium channel blocker  An agent that inhibits cell membrane glycoproteins that are selectively permeable to potassium ions.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Application:
hypoglycemic agent  A drug which lowers the blood glucose level.
ChEBI Ontology
Outgoing Relation(s)
tolbutamide (CHEBI:27999) has role human metabolite (CHEBI:77746)
tolbutamide (CHEBI:27999) has role hypoglycemic agent (CHEBI:35526)
tolbutamide (CHEBI:27999) has role insulin secretagogue (CHEBI:90415)
tolbutamide (CHEBI:27999) has role potassium channel blocker (CHEBI:50509)
tolbutamide (CHEBI:27999) is a N-sulfonylurea (CHEBI:76983)
IUPAC Name 
N-[(butylamino)carbonyl]-4-methylbenzenesulfonamide
INNs  Source
tolbutamidaChemIDplus
tolbutamideChemIDplus
tolbutamidumChemIDplus
Synonyms  Source
1-Butyl-3-(p-methylphenylsulfonyl)ureaChemIDplus
1-Butyl-3-(p-tolylsulfonyl)ureaChemIDplus
1-Butyl-3-tosylureaChemIDplus
1-p-Toluenesulfonyl-3-butylureaChemIDplus
3-(p-Tolyl-4-sulfonyl)-1-butylureaChemIDplus
N-(4-Methylbenzenesulfonyl)-N'-butylureaChemIDplus
Manual XrefsDatabases
2696DrugCentral
C07148KEGG COMPOUND
D00380KEGG DRUG
DB01124DrugBank
DE1066575Patent
GB808071Patent
LSM-3907LINCS
TolbutamideWikipedia
US2968158Patent
Registry NumbersSources
Reaxys:1984428Reaxys
CAS:64-77-7ChemIDplus
CAS:64-77-7KEGG COMPOUND
CAS:64-77-7NIST Chemistry WebBook
Citations