viomycin
CHEBI:15782
·resolve ·ANTIMYCOBACTERIAL
·EXACT
SEEDED
A cyclic peptide antibiotic produced by the actinomycete Streptomyces puniceus, used in the treatment of tuberculosis. — ChEBI
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
nonribosomal peptide antibioticsARO:3009657
Strictly broader compounds or drug classes this molecule belongs to.
Chemical structure
Computed structure properties
| Molecular formula | C25H43N13O10 |
|---|
| Charge | 0 |
|---|
| Average mass | 685.7 Da |
|---|
| Monoisotopic mass | 685.32558 Da |
|---|
| Source | ChEBI |
|---|
| InChIKey | GXFAIFRPOKBQRV-GHXCTMGLSA-N |
|---|
SMILES
[H][C@]1([C@]2([H])NC(=O)/C(=C/NC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)C[C@@H](N)CCCN)CNC2=O)C[C@H](O)NC(=N)N1
InChI
InChI=1S/C25H43N13O10/c26-3-1-2-10(27)4-16(41)32-12-6-30-23(47)18(11-5-17(42)37-24(28)36-11)38-20(44)13(7-31-25(29)48)33-21(45)14(8-39)35-22(46)15(9-40)34-19(12)43/h7,10-12,14-15,17-18,39-40,42H,1-6,8-9,26-27H2,(H,30,47)(H,32,41)(H,33,45)(H,34,43)(H,35,46)(H,38,44)(H3,28,36,37)(H3,29,31,48)/b13-7-/t10-,11+,12-,14-,15-,17-,18-/m0/s1
Also called
- viomicina (INN)— chebi
- viomycine (INN)— chebi
- viomycinum (INN)— chebi
- (3S)-3,6-diamino-N-[(3S,6Z,9S,12S,15S)-6-[(carbamoylamino)methylene]-3-[(4R,6S)-6-hydroxy-2-iminohexahydropyrimidin-4-yl]-9,12-bis(hydroxymethyl)-2,5,8,11,14-pentaoxo-1,4,7,10,13-pentaazacyclohexadecan-15-yl]hexanamide (EXACT_SYNONYM)— chebi
- Viomycin (EXACT_SYNONYM)— chebi
- Celiomycin (EXACT_SYNONYM)— aro
- Florimycin (EXACT_SYNONYM)— aro
- Tuberactinomycin B (EXACT_SYNONYM)— aro
- Viocin (EXACT_SYNONYM)— aro
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:0000018 |
viomycin |
antibioticmech:aro-624179df89 |
2026-08-30 |
| CHEBI |
CHEBI:15782 |
viomycin |
antibioticmech:chebi-7a13922640 |
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.
ribosomal complex PROTEIN_COMPLEX DIRECT_BINDING_TARGET
ARO:3000729
CARD/ARO database assertion; target organism, strain, and assay are not specified. ARO asserts stabilization of the ribosomal complex by antibiotics. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).
- ARO:3000729 (CARD/ARO asserts targeted_by_antibiotic ARO:0000018 (viomycin); database assertion, not a primary citation.)
RNA guanosine binding site NUCLEIC_ACID DIRECT_BINDING_TARGET
ARO:3000739
CARD/ARO database assertion; target organism, strain, and assay are not specified. ARO asserts competition at the RNA guanosine-binding site. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).
- ARO:3000739 (CARD/ARO asserts targeted_by_antibiotic ARO:0000018 (viomycin); database assertion, not a primary citation.)
Resistance mechanisms
4 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_TARGET_ALTERATION 3
ANTIBIOTIC_TARGET_ALTERATION
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|
| Mycobacterium tuberculosis 16S rRNA mutation conferring resistance to viomycin |
ARO:3003437 |
not organism-specific |
— |
- ARO:3003437 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000018 (viomycin); database assertion, not a primary citation.)
|
| Mycolicibacterium smegmatis 16S rRNA (rrsA) mutation conferring resistance to viomycin |
ARO:3003546 |
not organism-specific |
— |
- ARO:3003546 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000018 (viomycin); database assertion, not a primary citation.)
|
| Mycolicibacterium smegmatis 16S rRNA (rrsB) mutation conferring resistance to viomycin |
ARO:3003547 |
not organism-specific |
— |
- ARO:3003547 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000018 (viomycin); database assertion, not a primary citation.)
|
ANTIBIOTIC_INACTIVATION 1
ANTIBIOTIC_INACTIVATION
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|
| vph |
ARO:3003061 |
not organism-specific |
— |
- ARO:3003061 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000018 (viomycin); 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.