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:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
potassium channel blocker  An agent that inhibits cell membrane glycoproteins that are selectively permeable to potassium ions.
insulin secretagogue  A secretagogue that causes the secretion of insulin.
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
tolbutamidumChemIDplus
tolbutamideChemIDplus
tolbutamidaChemIDplus
Synonyms  Source
TolbutamideKEGG COMPOUND
1-Butyl-3-(p-methylphenylsulfonyl)ureaChemIDplus
1-Butyl-3-(p-tolylsulfonyl)ureaChemIDplus
1-Butyl-3-tosylureaChemIDplus
N-(4-Methylphenylsulfonyl)-N'-butylureaChemIDplus
N-Butyl-N'-(4-methylphenylsulfonyl)ureaChemIDplus
Manual XrefsDatabases
C07148KEGG COMPOUND
D00380KEGG DRUG
TolbutamideWikipedia
DB01124DrugBank
GB808071Patent
DE1066575Patent
US2968158Patent
LSM-3907LINCS
2696DrugCentral
Registry NumbersSources
Reaxys:1984428Reaxys
CAS:64-77-7KEGG COMPOUND
CAS:64-77-7ChemIDplus
CAS:64-77-7NIST Chemistry WebBook
Citations