CHEBI:135467 - sulbactam pivoxil

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ChEBI Name sulbactam pivoxil
ChEBI ID CHEBI:135467
Definition A penicillanic acid ester that results from the formal condensation of the carboxy group of sulbactam with the hydroxy group of hydroxymethyl 2,2-dimethylpropanoate. It is a prodrug of the β-lactamase inhibitor sulbactam.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C14H21NO7S
Net Charge 0
Average Mass 347.380
Monoisotopic Mass 347.10387
InChI InChI=1S/C14H21NO7S/c1-13(2,3)12(18)22-7-21-11(17)10-14(4,5)23(19,20)9-6-8(16)15(9)10/h9-10H,6-7H2,1-5H3/t9-,10+/m1/s1
InChIKey OHPVYKXTRACOSQ-ZJUUUORDSA-N
SMILES [H][C@@]12CC(=O)N1[C@@H](C(=O)OCOC(=O)C(C)(C)C)C(C)(C)S2(=O)=O
Roles Classification
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via heterocyclic antibiotic )
Application(s): prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sulbactam pivoxil (CHEBI:135467) has role prodrug (CHEBI:50266)
sulbactam pivoxil (CHEBI:135467) is a penicillanic acid ester (CHEBI:51212)
sulbactam pivoxil (CHEBI:135467) is a pivaloyloxymethyl ester (CHEBI:136685)
IUPAC Name
[(2,2-dimethylpropanoyl)oxy]methyl (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide
Synonyms Sources
(pivaloyloxy)methyl penicillanate S,S-dioxide ChEBI
CP 47904 DrugBank
CP-47,904 DrugBank
CP-47904 DrugBank
sulbactam pivoxyl ChEBI
Manual Xrefs Databases
2493 DrugCentral
CN101317843 Patent
DB15761 DrugBank
View more database links
Registry Numbers Types Sources
69388-79-0 CAS Registry Number DrugBank
8173402 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10782385 PubMed citation Europe PMC
21680260 PubMed citation Europe PMC
2296030 PubMed citation Europe PMC
3547627 PubMed citation Europe PMC
563952 Chinese Abstracts citation Europe PMC
6294045 PubMed citation Europe PMC
Last Modified
06 February 2024