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 285.103
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 Beilstein Registry Number ChemIDplus
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
22321288 PubMed citation Europe PMC
22561103 PubMed citation Europe PMC
22582566 PubMed citation Europe PMC
22681402 PubMed citation Europe PMC
22854641 PubMed citation Europe PMC
23129053 PubMed citation Europe PMC
509935 PubMed citation Europe PMC
Last Modified
22 February 2017