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.
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
Equivalent identifiers for this same structure in other resources.
Activity roles
Every antimicrobial role a source asserts for this compound — the
unreduced evidence behind its antimicrobial_class.
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 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 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.