AntibioticMech

cefbuperazone

CHEBI:135856 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A second-generation cephamycin antibiotic having [(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl and {N-[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]-D-threonyl}amino side groups located at positions 3 and 7β respectively. — ChEBI

Classification

cephalosporinARO:0000032

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:16670 CHEBI:16670
• CHEBI:23066 CHEBI:23066
• ARO:0000032 ARO:0000032

Chemical structure

Computed structure properties

Molecular formula	C22H29N9O9S2
Charge	0
Average mass	627.662 Da
Monoisotopic mass	627.15297 Da
Source	ChEBI
InChIKey	SMSRCGPDNDCXFR-CYWZMYCQSA-N

SMILES

[H][C@](NC(=O)N1CCN(CC)C(=O)C1=O)(C(=O)N[C@]1(OC)C(=O)N2C(C(=O)O)=C(CSc3nnnn3C)CS[C@@]21[H])[C@H](C)O

InChI

InChI=1S/C22H29N9O9S2/c1-5-29-6-7-30(16(35)15(29)34)20(39)23-12(10(2)32)14(33)24-22(40-4)18(38)31-13(17(36)37)11(8-41-19(22)31)9-42-21-25-26-27-28(21)3/h10,12,19,32H,5-9H2,1-4H3,(H,23,39)(H,24,33)(H,36,37)/t10-,12+,19+,22-/m0/s1

Also called

• cefbuperazona (INN)— chebi
• cefbuperazonum (INN)— chebi
• cerbuperazone (INN)— chebi
• (7S)-7-({N-[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]-D-threonyl}amino)-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-3,4-didehydrocepham-4-carboxylic acid (EXACT_SYNONYM)— chebi
• (6R,7S)-7-({N-[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]-D-threonyl}amino)-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (EXACT_SYNONYM)— chebi
• CBPZ (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• ARO:3009117
• cas:76610-84-9
• drugcentral:3072
• kegg.drug:D03423
• wikipedia.en:Cefbuperazone
• chembl:CHEMBL1908372
• pubchem.compound:127527

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
ARO	ARO:3009117	cefbuperazone	antibioticmech:aro-0114fb0b7e	2026-08-30
CHEBI	CHEBI:135856	cefbuperazone	antibioticmech:chebi-5218175f04	2026-08-30

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (ARO, CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. 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.