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.

ARO:0000016 ARO:0000016

Chemical structure

Computed structure properties
Molecular formula	C21H43N5O7
Charge	0
Average mass	477.6 Da
Monoisotopic mass	477.31624873 Da
Source	PubChem · retrieved 2026-08-29
InChIKey	CEAZRRDELHUEMR-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

Cidomycin (EXACT_SYNONYM)— aro
Garamycin (EXACT_SYNONYM)— aro
Gentacycol (EXACT_SYNONYM)— aro
Gentamicins (EXACT_SYNONYM)— aro
Gentamicinum (EXACT_SYNONYM)— aro
Gentavet (EXACT_SYNONYM)— aro

Cross-references

Equivalent identifiers for this same structure in other resources.

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:3007382`	gentamicin	`antibioticmech:aro-b380d64ee1`	2026-08-30

Resistance mechanisms

32 known routes by which microbes resist this compound, grounded in ARO where CARD models them. Grouped by mechanism type — expand a group to see its determinants.

ANTIBIOTIC_INACTIVATION 28

ANTIBIOTIC_INACTIVATION
Determinant	ARO ID	Organism	Gene families	Evidence
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
Determinant	ARO ID	Organism	Gene families	Evidence
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

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO)
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.