hygromycin B

CHEBI:16976 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

Hygromycin B is an aminoglycoside antibiotic used to treat different types of bacterial infections. Hygromycin B 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. Hygromycin B has also been shown to interact with eukaryotic cells. — 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.

hygromycin CHEBI:24753
Label unavailable CHEBI:71989
aminoglycoside antibiotic ARO:0000016

Chemical structure

Computed structure properties
Molecular formula	C20H37N3O13
Charge	0
Average mass	527.524 Da
Monoisotopic mass	527.23264 Da
Source	ChEBI
InChIKey	GRRNUXAQVGOGFE-NZSRVPFOSA-N

SMILES

CN[C@H]1C[C@@H](N)[C@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@@H]3O[C@]4(O[C@H]23)O[C@H](C(N)CO)[C@H](O)[C@H](O)[C@H]4O)[C@@H]1O

InChI

InChI=1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,21-22H2,1H3/t5-,6?,7+,8-,9+,10-,11+,12-,13+,14-,15-,16+,17+,18-,19+,20-/m1/s1

Also called

(1R,2S,3R,5S,6R)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl O-6-amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1→2-3)-β-D-talopyranoside (EXACT_SYNONYM)— chebi
Antibiotic A-396-II (EXACT_SYNONYM)— chebi
HYGROMYCIN B (EXACT_SYNONYM)— chebi
Hygromycin B (EXACT_SYNONYM)— chebi
O-6-amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1→2-3)-O-β-D-talopyranosyl-(1→5)-2-deoxy-N3-methyl-D-streptamine (EXACT_SYNONYM)— chebi

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.

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

antimicrobial agent CHEBI:33281

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:3000214`	hygromycin B	`antibioticmech:aro-2d8f3852fa`	2026-08-30
CHEBI	`CHEBI:16976`	hygromycin B	`antibioticmech:chebi-2d4d044d3a`	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:3000214 (hygromycin B); database assertion, not a primary citation.)

Resistance mechanisms

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

ANTIBIOTIC_INACTIVATION 3

ANTIBIOTIC_INACTIVATION
Determinant	ARO ID	Organism	Gene families	Evidence
APH(4)-Ia	ARO:3002655	not organism-specific	—	ARO:3002655 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000214 (hygromycin B); database assertion, not a primary citation.)
APH(4)-Ib	ARO:3002656	not organism-specific	—	ARO:3002656 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000214 (hygromycin B); database assertion, not a primary citation.)
APH(7'')-Ia	ARO:3002661	not organism-specific	—	ARO:3002661 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000214 (hygromycin B); database assertion, not a primary citation.)

ANTIBIOTIC_TARGET_ALTERATION 2

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Mycolicibacterium smegmatis 16S rRNA (rrsA) mutation conferring resistance to hygromycin B	ARO:3003539	not organism-specific	—	ARO:3003539 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000214 (hygromycin B); database assertion, not a primary citation.)
Mycolicibacterium smegmatis 16S rRNA (rrsB) mutation conferring resistance to hygromycin B	ARO:3003540	not organism-specific	—	ARO:3003540 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000214 (hygromycin B); 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
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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