sulbactam pivoxil

CHEBI:135467 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

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. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:136685 CHEBI:136685
CHEBI:51212 CHEBI:51212

Chemical structure

Computed structure properties
Molecular formula	C14H21NO7S
Charge	0
Average mass	347.389 Da
Monoisotopic mass	347.10387 Da
Source	ChEBI
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

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

Also called

[(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 (EXACT_SYNONYM)— chebi
(pivaloyloxy)methyl penicillanate S,S-dioxide (EXACT_SYNONYM)— chebi
CP 47904 (EXACT_SYNONYM)— chebi
CP-47,904 (EXACT_SYNONYM)— chebi
CP-47904 (EXACT_SYNONYM)— chebi
sulbactam pivoxyl (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:69388-79-0
drugbank:DB15761
drugcentral:2493
patent:CN101317843
reaxys:8173402

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:33281 CHEBI:33281

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:135467`	sulbactam pivoxil	`antibioticmech:chebi-e004c334db`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.