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.
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
Equivalent identifiers for this same structure in other resources.
Activity roles
Every antimicrobial role a source asserts for this compound — the
unreduced evidence behind its antimicrobial_class.
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 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 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.