CHEBI:8426 - probenecid

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ChEBI Name probenecid
ChEBI ID CHEBI:8426
Definition A sulfonamide in which the nitrogen of 4-sulfamoylbenzoic acid is substituted with two propyl groups.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C13H19NO4S
Net Charge 0
Average Mass 285.35900
Monoisotopic Mass 285.10348
InChI InChI=1S/C13H19NO4S/c1-3-9-14(10-4-2)19(17,18)12-7-5-11(6-8-12)13(15)16/h5-8H,3-4,9-10H2,1-2H3,(H,15,16)
InChIKey DBABZHXKTCFAPX-UHFFFAOYSA-N
SMILES CCCN(CCC)S(=O)(=O)c1ccc(cc1)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Application(s): uricosuric drug
A gout suppressant that acts directly on the renal tubule to increase the excretion of uric acid, thus reducing its concentrations in plasma.
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ChEBI Ontology
Outgoing probenecid (CHEBI:8426) has role uricosuric drug (CHEBI:35841)
probenecid (CHEBI:8426) is a benzoic acids (CHEBI:22723)
probenecid (CHEBI:8426) is a sulfonamide (CHEBI:35358)
IUPAC Name
4-(dipropylsulfamoyl)benzoic acid
INNs Sources
probenecid ChemIDplus
probenecida ChemIDplus
probenecide ChemIDplus
probenecidum ChemIDplus
Synonyms Sources
4-((Dipropylamino)sulfonyl)benzoic acid ChemIDplus
4-(Di-n-propylsulfamoyl)benzoesäure ChemIDplus
4-(N,N-Dipropylsulfamoyl)benzoesäure ChemIDplus
p-(Dipropylsulfamoyl)benzoic acid ChemIDplus
Probenecid Acid DrugBank
Manual Xrefs Databases
2268 DrugCentral
C07372 KEGG COMPOUND
D00475 KEGG DRUG
DB01032 DrugBank
LSM-4140 LINCS
Probenecid Wikipedia
US2608507 Patent
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Registry Numbers Types Sources
2815775 Reaxys Registry Number Reaxys
57-66-9 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
21861129 PubMed citation Europe PMC
21938493 PubMed citation Europe PMC
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Last Modified
22 February 2017