gentamycin A

CHEBI:28418 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

Gentamicin A is part of a complex of broad spectrum aminoglycoside antibiotics. Gentamicin inhibits protein synthesis, resulting in bacterial cell death. — PMID:11083623

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.

gentamycin CHEBI:17833
aminoglycoside antibiotic ARO:0000016

Chemical structure

Computed structure properties
Molecular formula	C18H36N4O10
Charge	0
Average mass	468.504 Da
Monoisotopic mass	468.24314 Da
Source	ChEBI
InChIKey	LKKVGKXCMYHKSL-LLZRLKDCSA-N

SMILES

CN[C@H]1[C@H](O)[C@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)[C@@H](N)C[C@H]2N)OC[C@@H]1O

InChI

InChI=1S/C18H36N4O10/c1-22-10-7(24)4-29-18(13(10)27)32-16-6(20)2-5(19)15(14(16)28)31-17-9(21)12(26)11(25)8(3-23)30-17/h5-18,22-28H,2-4,19-21H2,1H3/t5-,6+,7-,8+,9+,10+,11+,12+,13-,14-,15+,16-,17+,18-/m0/s1

Also called

(1R,2S,3S,4R,6S)-4,6-diamino-3-[3-deoxy-3-(methylamino)-α-L-xylopyranosyloxy]-2-hydroxycyclohexyl 2-amino-2-deoxy-α-D-glucopyranoside (EXACT_SYNONYM)— chebi
Gentamicin A (EXACT_SYNONYM)— chebi
Gentamycin A (EXACT_SYNONYM)— chebi
O-2-amino-2-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(3-deoxy-3-(methylamino)-alpha-D-xylopyranosyl-(1-6))-2-deoxy-D-streptamine (EXACT_SYNONYM)— chebi
Garamycin (EXACT_SYNONYM)— aro

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.

Activity roles

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

antimicrobial agent 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:3004015`	gentamicin A	`antibioticmech:aro-8ebdf2fb32`	2026-08-30
CHEBI	`CHEBI:28418`	gentamycin A	`antibioticmech:chebi-029f57251e`	2026-08-30

Resistance mechanisms

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

ANTIBIOTIC_INACTIVATION 10

ANTIBIOTIC_INACTIVATION
Determinant	ARO ID	Organism	Gene families	Evidence
AAC(3)-IIIc	ARO:3002538	not organism-specific	—	ARO:3002538 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004015 (gentamicin A); database assertion, not a primary citation.)
AAC(3)-IVb	ARO:3005061	not organism-specific	—	ARO:3005061 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004015 (gentamicin A); database assertion, not a primary citation.)
AAC(6')-30/AAC(6')-Ib' bifunctional protein	ARO:3002599	not organism-specific	—	ARO:3002599 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004015 (gentamicin A); database assertion, not a primary citation.)
AAC(6')-Ie-APH(2'')-Ia bifunctional protein	ARO:3002597	not organism-specific	—	ARO:3002597 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004015 (gentamicin A); database assertion, not a primary citation.)
ANT(3'')-II-AAC(6')-IId bifunctional protein	ARO:3002598	not organism-specific	—	ARO:3002598 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004015 (gentamicin A); database assertion, not a primary citation.)
APH(2'')-IIIa	ARO:3002636	not organism-specific	—	ARO:3002636 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004015 (gentamicin A); database assertion, not a primary citation.)
APH(2'')-IVa	ARO:3002637	not organism-specific	—	ARO:3002637 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004015 (gentamicin A); database assertion, not a primary citation.)
APH(2'')-Ie	ARO:3002634	not organism-specific	—	ARO:3002634 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004015 (gentamicin A); database assertion, not a primary citation.)
APH(2'')-If	ARO:3004191	not organism-specific	—	ARO:3004191 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004015 (gentamicin A); database assertion, not a primary citation.)
APH(2'')-Ig	ARO:3002669	not organism-specific	—	ARO:3002669 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004015 (gentamicin A); database assertion, not a primary citation.)

ANTIBIOTIC_TARGET_ALTERATION 8

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
npmA	ARO:3002665	not organism-specific	—	ARO:3002665 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004015 (gentamicin A); database assertion, not a primary citation.)
rmtD	ARO:3002667	not organism-specific	—	ARO:3002667 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004015 (gentamicin A); database assertion, not a primary citation.)
rmtD2	ARO:3004677	not organism-specific	—	ARO:3004677 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004015 (gentamicin A); database assertion, not a primary citation.)
rmtE	ARO:3004678	not organism-specific	—	ARO:3004678 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004015 (gentamicin A); database assertion, not a primary citation.)
rmtE2	ARO:3004679	not organism-specific	—	ARO:3004679 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004015 (gentamicin A); database assertion, not a primary citation.)
rmtF	ARO:3002666	not organism-specific	—	ARO:3002666 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004015 (gentamicin A); database assertion, not a primary citation.)
rmtG	ARO:3002668	not organism-specific	—	ARO:3002668 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004015 (gentamicin A); database assertion, not a primary citation.)
rmtH	ARO:3003198	not organism-specific	—	ARO:3003198 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004015 (gentamicin A); database assertion, not a primary citation.)

UNKNOWN 1

UNKNOWN
Determinant	ARO ID	Organism	Gene families	Evidence
PvrR	ARO:3003688	not organism-specific	—	ARO:3003688 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004015 (gentamicin A); 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

Provenance

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

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