aztreonam

CHEBI:161680 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A synthetic monocyclic β-lactam antibiotic (monobactam), used primarily to treat infections caused by Gram-negative bacteria. It inhibits mucopeptide synthesis in the bacterial cell wall, thereby blocking peptidoglycan crosslinking. — 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

monobactamARO:0000004

Strictly broader compounds or drug classes this molecule belongs to.

monobactam CHEBI:50695
β-lactam antibiotic allergen CHEBI:88225
monobactam ARO:0000004

Chemical structure

Computed structure properties
Molecular formula	C13H17N5O8S2
Charge	0
Average mass	435.44 Da
Monoisotopic mass	435.05185 Da
Source	ChEBI
InChIKey	WZPBZJONDBGPKJ-VEHQQRBSSA-N

SMILES

C[C@H]1[C@H](NC(=O)/C(=N\OC(C)(C)C(=O)O)c2csc([NH3+])n2)C(=O)N1S(=O)(=O)[O-]

InChI

InChI=1S/C13H17N5O8S2/c1-5-7(10(20)18(5)28(23,24)25)16-9(19)8(6-4-27-12(14)15-6)17-26-13(2,3)11(21)22/h4-5,7H,1-3H3,(H2,14,15)(H,16,19)(H,21,22)(H,23,24,25)/b17-8-/t5-,7-/m0/s1

Also called

Azactam (BRAND_NAME)— chebi
Primbactam (BRAND_NAME)— chebi
aztreonamum (INN)— chebi
aztréonam (INN)— chebi
(2S,3S)-3-{(2Z)-2-(2-ammonio-1,3-thiazol-4-yl)-2-[(2-carboxypropan-2-yloxy)imino]acetamido}-2-methyl-4-oxoazetidine-1-sulfonate (EXACT_SYNONYM)— chebi
(Z,)-2-((((2-Amino-4-thiazolyl)(((2S,3S,)-2-methyl-4-oxo-1-sulfo-3-azetidinyl)carbamoyl)methylene)amino)oxy)-2-methylpropionic acid (EXACT_SYNONYM)— chebi
AZT (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

Activity roles

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

antimicrobial agent CHEBI:33281
antibacterial drug 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:3000550`	aztreonam	`antibioticmech:aro-51d3653044`	2026-08-30
CHEBI	`CHEBI:161680`	aztreonam	`antibioticmech:chebi-2c259cb7a2`	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:3000550 (aztreonam); database assertion, not a primary citation.)

Mechanism summary

Clinical status: APPROVED

Activity spectrum

Measured or curated activity against specific taxa. A number without a method is not an observation — every row here carries an assay.

26 observations · Browse all observations · Complete record (JSON.gz)

Activity observations
Organism	Activity	MIC	Disk diffusion	Assay	Strain	Sample/genome	Evidence
Escherichia coli NCBITaxon:562	—	64.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	0349	BioSample SAMN11953777	Evidence Page data (JSON.gz)
Klebsiella pneumoniae NCBITaxon:573	—	>64.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	0497	BioSample SAMN11953783	Evidence Page data (JSON.gz)
Escherichia coli NCBITaxon:562	—	>64.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	0346	BioSample SAMN11953774	Evidence Page data (JSON.gz)
Escherichia coli NCBITaxon:562	—	>32.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1305	BioSample SAMN46941623	Evidence Page data (JSON.gz)
Klebsiella pneumoniae NCBITaxon:573	—	>64.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1149	BioSample SAMN34111336	Evidence Page data (JSON.gz)
Enterobacter cloacae complex NCBITaxon:354276	—	64.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1150	BioSample SAMN34111337	Evidence Page data (JSON.gz)
Enterobacter cloacae complex NCBITaxon:354276	—	>64.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1151	BioSample SAMN34111338	Evidence Page data (JSON.gz)
Enterobacter cloacae complex NCBITaxon:354276	—	>64.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1152	BioSample SAMN34111339	Evidence Page data (JSON.gz)
Klebsiella pneumoniae NCBITaxon:573	—	>64.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1153	BioSample SAMN34111340	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>64.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1155	BioSample SAMN34111341	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>64.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1156	BioSample SAMN34111342	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>64.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1157	BioSample SAMN34111343	Evidence Page data (JSON.gz)
Enterobacter cloacae complex NCBITaxon:354276	—	>64.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1160	BioSample SAMN34111346	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	32.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1161	BioSample SAMN34111347	Evidence Page data (JSON.gz)
Escherichia coli NCBITaxon:562	—	>64.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1162	BioSample SAMN34111348	Evidence Page data (JSON.gz)
Klebsiella pneumoniae NCBITaxon:573	—	>32.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1163	BioSample SAMN34111349	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>32.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1268	BioSample SAMN33435241	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>32.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1269	BioSample SAMN33435242	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>32.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1270	BioSample SAMN33435243	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>64.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1328	BioSample SAMN50502207	Evidence Page data (JSON.gz)
Enterobacter cloacae complex NCBITaxon:354276	—	>32.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1329	BioSample SAMN50502208	Evidence Page data (JSON.gz)
Escherichia coli NCBITaxon:562	—	>64.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	0495	BioSample SAMN11953781	Evidence Page data (JSON.gz)
Salmonella enterica subsp. enterica serovar Typhimurium NCBITaxon:90371	—	>64.0 mg/L	—	Broth microdilution aztreonam MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35 per the CDC/FDA AR Isolate Bank Panel 10 footnote.	0539	BioSample SAMN07688908	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>32.0 mg/L	—	CDC/FDA AR Isolate Bank aztreonam MIC; interpreted using CLSI 2026 M100 Ed36 per the Panel 1394 footnote.	1332	—	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>32.0 mg/L	—	CDC/FDA AR Isolate Bank aztreonam MIC; interpreted using CLSI 2026 M100 Ed36 per the Panel 1394 footnote.	1333	—	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	32.0 mg/L	—	CDC/FDA AR Isolate Bank aztreonam MIC; interpreted using CLSI 2026 M100 S36 per the Panel 1394 footnote.	1334	—	Evidence Page data (JSON.gz)

Resistance mechanisms

7 source-backed resistance determinants or associations, with ARO grounding where reported. Grouped by reported mechanism type.

ANTIBIOTIC_INACTIVATION 4

ANTIBIOTIC_INACTIVATION
Determinant	ARO ID	Organism	Gene families	Evidence
ACC-1	ARO:3001815	not organism-specific	—	ARO:3001815 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000550 (aztreonam); database assertion, not a primary citation.)
ACC-4	ARO:3001818	not organism-specific	—	ARO:3001818 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000550 (aztreonam); database assertion, not a primary citation.)
TEM-61	ARO:3000930	not organism-specific	—	ARO:3000930 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000550 (aztreonam); database assertion, not a primary citation.)
VCC-1	ARO:3003713	not organism-specific	—	ARO:3003713 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000550 (aztreonam); database assertion, not a primary citation.)

ANTIBIOTIC_EFFLUX 2

ANTIBIOTIC_EFFLUX
Determinant	ARO ID	Organism	Gene families	Evidence
MexAB-OprM	ARO:3000386	not organism-specific	—	ARO:3000386 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000550 (aztreonam); database assertion, not a primary citation.)
MuxABC-OpmB	ARO:3004076	not organism-specific	—	ARO:3004076 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000550 (aztreonam); database assertion, not a primary citation.)

ANTIBIOTIC_TARGET_ALTERATION 1

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Pseudomonas aeruginosa ampR with mutation conferring resistance to aztreonam	ARO:3007491	not organism-specific	—	ARO:3007491 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000550 (aztreonam); database assertion, not a primary citation.)

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, 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
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-10 · seed_from_sources
Re-seeded from updated data/raw/ inventories
CURATED_RESISTANT_TAXA 2026-09-12 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank aztreonam-resistant Escherichia coli isolate MIC observation.
CURATED_RESISTANT_TAXA 2026-09-12 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank aztreonam-resistant Klebsiella pneumoniae isolate MIC observation.
CURATED_RESISTANT_TAXA 2026-09-12 · codex · LLM-assisted
Corrected the CDC/FDA AR Isolate Bank 0349 breakpoint context from CLSI 2024 M100 S34 to CLSI 2025 M100 S35.
CURATED_RESISTANT_TAXA 2026-09-12 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank aztreonam-resistant Escherichia coli MIC observation from isolate 0346.
CURATED_RESISTANT_TAXA 2026-09-12 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank aztreonam-resistant Escherichia coli isolate MIC observation for AR-1305.
CURATED_RESISTANT_TAXA 2026-09-12 · codex · LLM-assisted
Added 12 stable-URL CDC/FDA AR Isolate Bank aztreonam-resistant Multi-Mechanism panel MIC observations for AR-1149, AR-1150, AR-1151, AR-1152, AR-1153, AR-1155, AR-1156, AR-1157, AR-1160, AR-1161, AR-1162, and AR-1163.
CURATED_RESISTANT_TAXA 2026-09-15 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 10 aztreonam-resistant Pseudomonas aeruginosa MIC observation for AR-1268.
CURATED_RESISTANT_TAXA 2026-09-16 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 10 aztreonam-resistant Pseudomonas aeruginosa MIC observation for AR-1269.
CURATED_RESISTANT_TAXA 2026-09-16 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 10 aztreonam-resistant Pseudomonas aeruginosa MIC observation for AR-1270.
CURATED_RESISTANT_TAXA 2026-09-16 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 10 aztreonam-resistant Pseudomonas aeruginosa MIC observation for AR-1328.
CURATED_RESISTANT_TAXA 2026-09-17 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 10 aztreonam-resistant Enterobacter cloacae complex MIC observation for AR-1329.
CURATED_RESISTANT_TAXA 2026-09-17 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 10 aztreonam-resistant Escherichia coli MIC observation for AR-0495.
CURATED_RESISTANT_TAXA 2026-09-19 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 10 aztreonam-resistant Salmonella Typhimurium MIC observation for AR-0539; preserved source Stool, BioSample SAMN07688908, and Study ID NEW-23 in evidence notes.
CURATED_RESISTANT_TAXA 2026-09-20 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 1394 aztreonam-resistant Pseudomonas aeruginosa MIC observation for AR-1332; preserved source Urine, Study ID IMP-10, unavailable BioSample accession, and MLST ST357(Pasteur) in evidence notes.
CURATED_RESISTANT_TAXA 2026-09-20 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 1394 aztreonam-resistant Pseudomonas aeruginosa MIC observation for AR-1333; preserved source Urine, Study ID IMP-11, unavailable BioSample accession, and MLST ST2731(Pasteur) in evidence notes.
CURATED_RESISTANT_TAXA 2026-09-20 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 1394 aztreonam-resistant Pseudomonas aeruginosa MIC observation for AR-1334; preserved source P-trap water, Study ID IMP-12, unavailable BioSample accession, and MLST ST235(Pasteur) in evidence notes.
STRUCTURED_ACTIVITY_BIOSAMPLE_ACCESSIONS 2026-09-26 · codex · LLM-assisted
Structured BioSample accessions on 23 activity_spectrum observation(s) where evidence notes already named exactly one accession.

Provenance

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

Explore across X-Mech: MediaIngredientMech (aztreonam) · CultureMech · NaturalProductMech · PathwayMech · TraitMech