isepamicin
antibioticmech:aro-3116ad4253
·ANTIBACTERIAL
·MINTED
SEEDED
A semi-synthetic derivative of gentamicin B (hydroxyamino propionyl genamicin B). It is modified to combat microbial inactivation and has a slightly larger spectrum of activity compared to other aminoglycosides, including Ser marcescens, Enterobacteria, and K pneumoniae. — PMID:8622111
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 | C22H43N5O12 |
|---|
| Charge | 0 |
|---|
| Average mass | 569.6 Da |
|---|
| Monoisotopic mass | 569.29082182 Da |
|---|
| Source | PubChem · retrieved 2026-08-29 |
|---|
| InChIKey | UDIIBEDMEYAVNG-ZKFPOVNWSA-N |
|---|
SMILES
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]([C@H]([C@@H]([C@H](O3)CN)O)O)O)N)NC(=O)[C@H](CN)O)O
InChI
InChI=1S/C22H43N5O12/c1-22(35)6-36-20(15(33)18(22)26-2)39-17-8(27-19(34)9(28)4-23)3-7(25)16(14(17)32)38-21-13(31)12(30)11(29)10(5-24)37-21/h7-18,20-21,26,28-33,35H,3-6,23-25H2,1-2H3,(H,27,34)/t7-,8+,9-,10+,11+,12-,13+,14-,15+,16+,17-,18+,20+,21+,22-/m0/s1
Also called
- isepamicine (EXACT_SYNONYM)— aro
- isepamicinum (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:3000652 |
isepamicin |
antibioticmech:aro-3116ad4253 |
2026-08-30 |
Molecular targets
The molecular entity or process this compound acts on. Each target
carries evidence — this is a mechanistic claim, not a classification.
antibiotic sensitive 16S rRNA NUCLEIC_ACID DIRECT_BINDING_TARGET
ARO:3000755
CARD/ARO database assertion; target organism, strain, and assay are not specified. 16S rRNA is asserted as the target. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).
- ARO:3000755 (CARD/ARO asserts targeted_by_antibiotic ARO:3000652 (isepamicin); database assertion, not a primary citation.)
Resistance mechanisms
15 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(6')-29a |
ARO:3002583 |
not organism-specific |
— |
- ARO:3002583 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000652 (isepamicin); database assertion, not a primary citation.)
|
| AAC(6')-29b |
ARO:3002584 |
not organism-specific |
— |
- ARO:3002584 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000652 (isepamicin); database assertion, not a primary citation.)
|
| AAC(6')-31 |
ARO:3002585 |
not organism-specific |
— |
- ARO:3002585 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000652 (isepamicin); database assertion, not a primary citation.)
|
| ANT(4')-IIa |
ARO:3002624 |
not organism-specific |
— |
- ARO:3002624 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000652 (isepamicin); database assertion, not a primary citation.)
|
| ANT(4')-IIb |
ARO:3002625 |
not organism-specific |
— |
- ARO:3002625 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000652 (isepamicin); database assertion, not a primary citation.)
|
| ANT(4')-Ia |
ARO:3002623 |
not organism-specific |
— |
- ARO:3002623 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000652 (isepamicin); database assertion, not a primary citation.)
|
| ANT(4')-Ib |
ARO:3003905 |
not organism-specific |
— |
- ARO:3003905 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000652 (isepamicin); database assertion, not a primary citation.)
|
| APH(3')-IIIa |
ARO:3002647 |
not organism-specific |
— |
- ARO:3002647 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000652 (isepamicin); database assertion, not a primary citation.)
|
| APH(3')-VIa |
ARO:3002652 |
not organism-specific |
— |
- ARO:3002652 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000652 (isepamicin); database assertion, not a primary citation.)
|
| APH(3')-VIb |
ARO:3002653 |
not organism-specific |
— |
- ARO:3002653 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000652 (isepamicin); database assertion, not a primary citation.)
|
ANTIBIOTIC_TARGET_ALTERATION 5
ANTIBIOTIC_TARGET_ALTERATION
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|
| armA |
ARO:3000858 |
not organism-specific |
— |
- ARO:3000858 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000652 (isepamicin); database assertion, not a primary citation.)
|
| rmtA |
ARO:3000859 |
not organism-specific |
— |
- ARO:3000859 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000652 (isepamicin); database assertion, not a primary citation.)
|
| rmtB |
ARO:3000860 |
not organism-specific |
— |
- ARO:3000860 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000652 (isepamicin); database assertion, not a primary citation.)
|
| rmtC |
ARO:3000861 |
not organism-specific |
— |
- ARO:3000861 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000652 (isepamicin); database assertion, not a primary citation.)
|
| sgm |
ARO:3000862 |
not organism-specific |
— |
- ARO:3000862 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000652 (isepamicin); 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
-
RESEEDED_FROM_SOURCES
2026-08-31 · 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.