AntibioticMech

ceftizoxime

CHEBI:553473 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A parenteral third-generation cephalosporin, bearing a 2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino group at the 7β-position. — ChEBI

Classification

cephalosporinARO:0000032

Strictly broader compounds or drug classes this molecule belongs to.

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

Chemical structure

Computed structure properties

Molecular formula	C13H13N5O5S2
Charge	0
Average mass	383.411 Da
Monoisotopic mass	383.03581 Da
Source	ChEBI
InChIKey	NNULBSISHYWZJU-LLKWHZGFSA-N

SMILES

[H][C@]12SCC=C(C(=O)O)N1C(=O)[C@H]2NC(=O)/C(=N\OC)c1csc(N)n1

InChI

InChI=1S/C13H13N5O5S2/c1-23-17-7(5-4-25-13(14)15-5)9(19)16-8-10(20)18-6(12(21)22)2-3-24-11(8)18/h2,4,8,11H,3H2,1H3,(H2,14,15)(H,16,19)(H,21,22)/b17-7-/t8-,11-/m1/s1

Also called

• ceftizoxima (INN)— chebi
• ceftizoximum (INN)— chebi
• (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (EXACT_SYNONYM)— chebi
• 7β-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-2,3-didehydropenam-2-carboxylic acid (EXACT_SYNONYM)— chebi
• 7-[2-(2-Amino-thiazol-4-yl)-2-methoxyimino-acetylamino]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (EXACT_SYNONYM)— chebi
• CEFIZOX (EXACT_SYNONYM)— chebi
• CEFTIZOXIME (EXACT_SYNONYM)— chebi
• Ceftizoxime (EXACT_SYNONYM)— chebi
• syn-7-(2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetamido)-3-cephem-4-carboxylic acid (EXACT_SYNONYM)— chebi
• ZOX (EXACT_SYNONYM)— aro

Cross-references

Equivalent identifiers for this same structure in other resources.

• ARO:3004007
• cas:68401-81-0
• drugbank:DB01332
• drugcentral:563
• kegg.compound:C06890
• kegg.drug:D07658
• reaxys:5777502
• wikipedia.en:Ceftizoxime
• chembl:CHEMBL528
• pubchem.compound:6533629

Activity roles

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

• CHEBI:33281 CHEBI:33281
• CHEBI:36047 CHEBI:36047

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:3004007	ceftizoxime	antibioticmech:aro-e5ab38d148	2026-08-30
CHEBI	CHEBI:553473	ceftizoxime	antibioticmech:chebi-b14b41cc36	2026-08-30

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

beta-lactam sensitive penicillin-binding protein PROTEIN DIRECT_BINDING_TARGET

ARO:3000749

CARD/ARO database assertion; target organism, strain, and assay are not specified. Penicillin-binding proteins are asserted as inhibited transpeptidases. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

• ARO:3000749 (CARD/ARO asserts targeted_by_antibiotic ARO:3004007 (ceftizoxime); database assertion, not a primary citation.)

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

4. RESEEDED_FROM_SOURCES 2026-08-31 · 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.