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gentamicin

antibioticmech:aro-b380d64ee1 ·ANTIBACTERIAL ·MINTED SEEDED

Gentamicin is a commonly used aminoglycoside antibiotic derived from members of the Micromonospora genus of bacteria. It acts by binding the 30S ribosomal subunit, thus inhibiting protein synthesis. Gentamicin is typically used to treat Gram-negative infections of the repiratory and urinary tract, as well as infections of the bone and soft tissue. It also exhibits considerable nephrotoxicity and ototoxicity. Gentamicin is administered as a mixture of gentamicin type C (which makes about around 80% of the complex) and types A, B, and X (distributed in the remaining 20% of the complex). — PMID:28507482

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

aminoglycoside antibioticARO:0000016

Strictly broader compounds or drug classes this molecule belongs to.

Chemical structure

Computed structure properties
Molecular formulaC21H43N5O7
Charge0
Average mass477.6 Da
Monoisotopic mass477.31624873 Da
SourcePubChem · retrieved 2026-08-29
InChIKeyCEAZRRDELHUEMR-UHFFFAOYSA-N

SMILES

CC(C1CCC(C(O1)OC2C(CC(C(C2O)OC3C(C(C(CO3)(C)O)NC)O)N)N)N)NC

InChI

InChI=1S/C21H43N5O7/c1-9(25-3)13-6-5-10(22)19(31-13)32-16-11(23)7-12(24)17(14(16)27)33-20-15(28)18(26-4)21(2,29)8-30-20/h9-20,25-29H,5-8,22-24H2,1-4H3

Also called

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.

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
SourceNative IDLabelMinted CURIEVersion
ARO ARO:3007382 gentamicin antibioticmech:aro-b380d64ee1 2026-08-30

Activity spectrum

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

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

Activity observations
OrganismActivityMICDisk diffusionAssayStrainSample/genomeEvidence
Escherichia coli NCBITaxon:562 — 8.0 mg/L — Broth microdilution gentamicin MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35. 0349 BioSample SAMN11953777
Evidence Page data (JSON.gz)
Acinetobacter baumannii NCBITaxon:470 — >16.0 mg/L — Broth microdilution gentamicin MIC; modal MIC reported; interpreted using CLSI 2024 M100 S34. 0297 BioSample SAMN04901687
Evidence Page data (JSON.gz)
Escherichia coli NCBITaxon:562 — >16.0 mg/L — Broth microdilution gentamicin MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35. 0346 BioSample SAMN11953774
Evidence Page data (JSON.gz)
Escherichia coli NCBITaxon:562 — >16.0 mg/L — Broth microdilution gentamicin MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35. 1305 BioSample SAMN46941623
Evidence Page data (JSON.gz)
Staphylococcus aureus NCBITaxon:1280 — 16.0 mg/L — Broth microdilution gentamicin MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35. 0702 BioSample SAMN11953852
Evidence Page data (JSON.gz)
Staphylococcus epidermidis NCBITaxon:1282 — >32.0 mg/L — Broth microdilution gentamicin MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35. 0726 BioSample SAMN11953876
Evidence Page data (JSON.gz)
Staphylococcus haemolyticus NCBITaxon:1283 — >32.0 mg/L — Broth microdilution gentamicin MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35. 0729 BioSample SAMN11953879
Evidence Page data (JSON.gz)
Staphylococcus haemolyticus NCBITaxon:1283 — >32.0 mg/L — Broth microdilution gentamicin MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35. 0730 BioSample SAMN11953880
Evidence Page data (JSON.gz)
Acinetobacter baumannii NCBITaxon:470 — 16.0 mg/L — Broth microdilution gentamicin MIC; modal MIC reported; CDC/FDA AR Isolate Bank reports an R interpretation without a versioned breakpoint footnote on this isolate page. 0033 BioSample SAMN04014874
Evidence Page data (JSON.gz)
Acinetobacter baumannii NCBITaxon:470 — >16.0 mg/L — Broth microdilution gentamicin MIC; modal MIC reported; interpreted using CLSI 2024 M100 S34 per the CDC/FDA AR Isolate Bank Panel 1227 footnote. 0078 BioSample SAMN04014919
Evidence Page data (JSON.gz)
Acinetobacter baumannii NCBITaxon:470 — >16.0 mg/L — Broth microdilution gentamicin MIC; modal MIC reported; interpreted using CLSI 2020 M100 S30 per the CDC/FDA AR Isolate Bank Panel 1227 footnote. 0083 BioSample SAMN04014924
Evidence Page data (JSON.gz)
Escherichia coli NCBITaxon:562 — 8.0 mg/L — Broth microdilution gentamicin MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35 per the CDC/FDA AR Isolate Bank Panel 10 footnote. 0538 BioSample SAMN11953785
Evidence Page data (JSON.gz)

Resistance mechanisms

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

ANTIBIOTIC_INACTIVATION 28
ANTIBIOTIC_INACTIVATION
DeterminantARO IDOrganismGene familiesEvidence
AAC(2')-Ia ARO:3002523 not organism-specific —
  • ARO:3002523 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(2')-Ib ARO:3002524 not organism-specific —
  • ARO:3002524 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(2')-Ic ARO:3002525 not organism-specific —
  • ARO:3002525 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(2')-Id ARO:3002526 not organism-specific —
  • ARO:3002526 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(2')-Ie ARO:3002527 not organism-specific —
  • ARO:3002527 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(3)-IIIa ARO:3002536 not organism-specific —
  • ARO:3002536 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(3)-IIIb ARO:3002537 not organism-specific —
  • ARO:3002537 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(3)-IIa ARO:3002533 not organism-specific —
  • ARO:3002533 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(3)-IIb ARO:3002534 not organism-specific —
  • ARO:3002534 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(3)-IIc ARO:3002535 not organism-specific —
  • ARO:3002535 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(3)-IId ARO:3004623 not organism-specific —
  • ARO:3004623 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(3)-IIe ARO:3004621 not organism-specific —
  • ARO:3004621 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(3)-IIg ARO:3005085 not organism-specific —
  • ARO:3005085 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(3)-IVa ARO:3002539 not organism-specific —
  • ARO:3002539 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(3)-Ia ARO:3002528 not organism-specific —
  • ARO:3002528 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(3)-Ib ARO:3002530 not organism-specific —
  • ARO:3002530 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(3)-Ib/AAC(6')-Ib3 bifunctional protein ARO:3002600 not organism-specific —
  • ARO:3002600 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(3)-Ic ARO:3002531 not organism-specific —
  • ARO:3002531 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(3)-Id ARO:3002529 not organism-specific —
  • ARO:3002529 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(3)-VIa ARO:3002540 not organism-specific —
  • ARO:3002540 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(6')-31 ARO:3002585 not organism-specific —
  • ARO:3002585 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(6')-32 ARO:3002586 not organism-specific —
  • ARO:3002586 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(6')-IIa ARO:3002594 not organism-specific —
  • ARO:3002594 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(6')-IIb ARO:3002595 not organism-specific —
  • ARO:3002595 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(6')-IIc ARO:3002596 not organism-specific —
  • ARO:3002596 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
AAC(6')-Va ARO:3009655 not organism-specific —
  • ARO:3009655 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
ANT(2'')-Ia ARO:3000230 not organism-specific —
  • ARO:3000230 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
fosA5 ARO:3003209 not organism-specific —
  • ARO:3003209 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
ANTIBIOTIC_EFFLUX 4
ANTIBIOTIC_EFFLUX
DeterminantARO IDOrganismGene familiesEvidence
AcrAD-TolC ARO:3004082 not organism-specific —
  • ARO:3004082 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
CrcB ARO:3005049 not organism-specific —
  • ARO:3005049 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
acrD ARO:3000491 not organism-specific —
  • ARO:3000491 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)
putative nickel/cobalt transporter ARO:3007659 not organism-specific —
  • ARO:3007659 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007382 (gentamicin); database assertion, not a primary citation.)

Curation history

  1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

    Seeded from data/raw/ inventories (ARO)

  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. CURATED_RESISTANT_TAXA 2026-09-12 · codex · LLM-assisted

    Added one stable-URL CDC/FDA AR Isolate Bank gentamicin-resistant Escherichia coli isolate MIC observation.

  5. CURATED_RESISTANT_TAXA 2026-09-12 · codex · LLM-assisted

    Added one stable-URL CDC/FDA AR Isolate Bank gentamicin-resistant Acinetobacter baumannii isolate MIC observation.

  6. 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.

  7. CURATED_RESISTANT_TAXA 2026-09-12 · codex · LLM-assisted

    Added one stable-URL CDC/FDA AR Isolate Bank gentamicin-resistant Escherichia coli MIC observation from isolate 0346.

  8. CURATED_RESISTANT_TAXA 2026-09-12 · codex · LLM-assisted

    Added one stable-URL CDC/FDA AR Isolate Bank gentamicin-resistant Escherichia coli isolate MIC observation for AR-1305.

  9. CURATED_RESISTANT_TAXA 2026-09-13 · codex · LLM-assisted

    Added four stable-URL CDC/FDA AR Isolate Bank Panel 1125 gentamicin-resistant Staphylococcus MIC observations for AR-0702, AR-0726, AR-0729, and AR-0730.

  10. CURATED_RESISTANT_TAXA 2026-09-18 · codex · LLM-assisted

    Added CDC/FDA AR Isolate Bank Panel 1227 isolate 0033 Acinetobacter baumannii gentamicin MIC 16 mg/L with interpretation R; preserved source Unknown, BioSample SAMN04014874, Study ID CarbaNP-02, and MLST ST85(Pasteur)/ST1089(Oxford) in evidence notes.

  11. CURATED_RESISTANT_TAXA 2026-09-18 · codex · LLM-assisted

    Added CDC/FDA AR Isolate Bank isolate 0078 Acinetobacter baumannii gentamicin MIC >16 mg/L resistance observation from Panel 1227.

  12. CURATED_RESISTANT_TAXA 2026-09-19 · codex · LLM-assisted

    Added one stable-URL CDC/FDA AR Isolate Bank Panel 1227 gentamicin-resistant Acinetobacter baumannii MIC observation for AR-0083; preserved source Unknown, BioSample SAMN04014924, Study ID CarbaNP-52, and MLST ST1(Pasteur)/ST231/1604(Oxford) in evidence notes.

  13. CURATED_RESISTANT_TAXA 2026-09-19 · codex · LLM-assisted

    Added one stable-URL CDC/FDA AR Isolate Bank Panel 10 gentamicin-resistant Escherichia coli MIC observation for AR-0538; preserved BioSample SAMN11953785 and Study ID NEW-22 in evidence notes.

  14. STRUCTURED_ACTIVITY_BIOSAMPLE_ACCESSIONS 2026-09-26 · codex · LLM-assisted

    Structured BioSample accessions on 12 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 (gentamicin) · CultureMech · NaturalProductMech · PathwayMech · TraitMech