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.

aminoglycoside antibiotic ARO:0000016

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

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.

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

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 (YAML).

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