gentamicin C
Gentamicin C is a mixture of gentamicin C1, gentamicin C1a, and gentamicin C2 (these differ in substituents at position C6'). Gentamicin works by binding to the bacterial 30S ribosomal subunit, causing misreading of mRNA and leaving the bacterium unable to synthesize proteins vital to its growth.
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
- aminoglycoside antibiotic
ARO:0000016
Chemical structure
| Molecular formula | C19H39N5O7 |
|---|---|
| Charge | 0 |
| Average mass | 449.5 Da |
| Monoisotopic mass | 449.2849486 Da |
| Source | PubChem · retrieved 2026-08-29 |
| InChIKey | VEGXETMJINRLTH-ALRICIOSSA-N |
C[C@@]1(CO[C@@H]([C@H]([C@H]1NC)O)O[C@H]2[C@@H](C[C@@H]([C@H]([C@H]2O)O[C@@H]3[C@@H](CC[C@H](O3)CN)N)N)N)O
InChI=1S/C19H39N5O7/c1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17/h8-18,24-27H,3-7,20-23H2,1-2H3/t8-,9+,10-,11+,12+,13-,14+,15-,16+,17+,18+,19-/m0/s1
Also called
- Cidomycin
- Garamycin
- Gentacycol
- Gentamicins
- Gentamycinum
- Gentavet
- Gentocin
- Refobacin
- Uromycine
Cross-references
- gentamicin C
ARO:0000014 - cas:11097-82-8
- gentamicin C(5+)
CHEBI:75616 - chembl:CHEMBL384124
- pubchem.compound:3084091
Source concepts
| Source | Native ID | Label | Minted CURIE | Version |
|---|---|---|---|---|
| ARO | ARO:0000014 |
gentamicin C | antibioticmech:aro-6407ce57f1 |
2026-08-30 |
Molecular targets
antibiotic sensitive 16S rRNA NUCLEIC_ACID DIRECT_BINDING_TARGET
Resistance mechanisms
ANTIBIOTIC_TARGET_ALTERATION 9
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|---|---|---|---|
| Borreliella burgdorferi 16S rRNA mutation conferring resistance to gentamicin | ARO:3003504 | — | ||
| Escherichia coli 16S rRNA (rrsB) mutation conferring resistance to gentamicin C | ARO:3003396 | — | ||
| Mycobacteroides abscessus 16S rRNA mutation conferring resistance to gentamicin | ARO:3003240 | — | ||
| Mycobacteroides chelonae 16S rRNA mutation conferring resistance to gentamicin C | ARO:3003517 | — | ||
| armA | ARO:3000858 | — | ||
| rmtA | ARO:3000859 | — | ||
| rmtB | ARO:3000860 | — | ||
| rmtC | ARO:3000861 | — | ||
| sgm | ARO:3000862 | — |
ANTIBIOTIC_EFFLUX 5
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|---|---|---|---|
| Klebsiella pneumoniae KpnGH-TolC | ARO:3004598 | — | ||
| MexCD-OprJ | ARO:3000797 | — | ||
| MexXY-OprA | ARO:3003038 | — | ||
| MexXY-OprM | ARO:3003032 | — | ||
| Pseudomonas aeruginosa emrE | ARO:3004038 | — |
Curation history
-
SEEDED_FROM_SOURCES
Seeded from data/raw/ inventories (ARO)
-
RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories