butirosin
antibioticmech:aro-63094b52cf
·ANTIBACTERIAL
·MINTED
SEEDED
Butirosin is an aminoglycoside antibiotic used to treat different types of bacterial infections. Butirosin 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. — PMID:10103173
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 | C21H41N5O12 |
|---|
| Charge | 0 |
|---|
| Average mass | 555.6 Da |
|---|
| Monoisotopic mass | 555.27517176 Da |
|---|
| Source | PubChem · retrieved 2026-08-29 |
|---|
| InChIKey | XEQLFNPSYWZPOW-NUOYRARPSA-N |
|---|
SMILES
C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1NC(=O)[C@@H](CCN)O)O)O[C@@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CN)O)O)N)N
InChI
InChI=1S/C21H41N5O12/c22-2-1-8(28)19(34)26-7-3-6(24)17(37-20-11(25)15(32)13(30)9(4-23)35-20)18(12(7)29)38-21-16(33)14(31)10(5-27)36-21/h6-18,20-21,27-33H,1-5,22-25H2,(H,26,34)/t6-,7+,8+,9+,10+,11+,12-,13+,14+,15+,16+,17+,18+,20+,21+/m0/s1
Also called
- ambutyrosin sulfate (EXACT_SYNONYM)— aro
- butirosin sulphate (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:0000024 |
butirosin |
antibioticmech:aro-63094b52cf |
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:0000024 (butirosin); database assertion, not a primary citation.)
Resistance mechanisms
7 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 7
ANTIBIOTIC_INACTIVATION
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|
| APH(3')-IIIa |
ARO:3002647 |
not organism-specific |
— |
- ARO:3002647 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000024 (butirosin); database assertion, not a primary citation.)
|
| APH(3')-IIa |
ARO:3002644 |
not organism-specific |
— |
- ARO:3002644 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000024 (butirosin); database assertion, not a primary citation.)
|
| APH(3')-IIb |
ARO:3002645 |
not organism-specific |
— |
- ARO:3002645 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000024 (butirosin); database assertion, not a primary citation.)
|
| APH(3')-IIc |
ARO:3002646 |
not organism-specific |
— |
- ARO:3002646 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000024 (butirosin); database assertion, not a primary citation.)
|
| APH(3')-IVa |
ARO:3002648 |
not organism-specific |
— |
- ARO:3002648 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000024 (butirosin); database assertion, not a primary citation.)
|
| APH(3')-VIa |
ARO:3002652 |
not organism-specific |
— |
- ARO:3002652 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000024 (butirosin); database assertion, not a primary citation.)
|
| APH(3')-VIb |
ARO:3002653 |
not organism-specific |
— |
- ARO:3002653 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000024 (butirosin); 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.