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CHEBI:47426 - furosemide

Default Structure
ChEBI IDCHEBI:47426
ChEBI Namefurosemide
Stars
DefinitionA chlorobenzoic acid that is 4-chlorobenzoic acid substituted by a (furan-2-ylmethyl)amino and a sulfamoyl group at position 2 and 5 respectively. It is a diuretic used in the treatment of congestive heart failure.
Secondary ChEBI IDsCHEBI:5198, CHEBI:47425
Last Modified22 February 2017
DownloadsMolfile
FormulaC12H11ClN2O5S
Net Charge0
Average Mass330.749
Monoisotopic Mass330.00772
SMILESNS(=O)(=O)c1cc(C(=O)O)c(NCc2ccco2)cc1Cl
InChIInChI=1S/C12H11ClN2O5S/c13-9-5-10(15-6-7-2-1-3-20-7)8(12(16)17)4-11(9)21(14,18)19/h1-5,15H,6H2,(H,16,17)(H2,14,18,19)
InChIKeyZZUFCTLCJUWOSV-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Application:
loop diuretic  A diuretic that acts on the ascending loop of Henle in the kidney.
ChEBI Ontology
Outgoing Relation(s)
furosemide (CHEBI:47426) has role environmental contaminant (CHEBI:78298)
furosemide (CHEBI:47426) has role loop diuretic (CHEBI:77608)
furosemide (CHEBI:47426) has role xenobiotic (CHEBI:35703)
furosemide (CHEBI:47426) is a chlorobenzoic acid (CHEBI:23134)
furosemide (CHEBI:47426) is a furans (CHEBI:24129)
furosemide (CHEBI:47426) is a sulfonamide (CHEBI:35358)
IUPAC Name 
4-chloro-2-{[(furan-2-yl)methyl]amino}-5-sulfamoylbenzoic acid
Synonyms  Source
2-Furfurylamino-4-chloro-5-sulfamoylbenzoic acidChemIDplus
4-Chloro-5-sulfamoyl-N-furfuryl-anthranilic acidChemIDplus
4-Chloro-N-(2-furylmethyl)-5-sulfamoylanthranilic acidChemIDplus
4-Chloro-N-furfuryl-5-sulfamoylanthranilic acidChemIDplus
FrusemideKEGG DRUG
FurosemideKEGG DRUG
Manual XrefsDatabases
1258DrugCentral
1770VSDB
D00331KEGG DRUG
DB00695DrugBank
FurosemideWikipedia
HMDB0001933HMDB
LSM-5847LINCS
Registry NumbersSources
Reaxys:1399731Reaxys
CAS:54-31-9ChemIDplus
CAS:54-31-9KEGG DRUG
Citations