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.

Label unavailable CHEBI:24533
peptide antibiotic CHEBI:25903
nonribosomal peptide antibiotics ARO:3009657

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

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.

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

drugcentral:2830

Activity roles

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

antitubercular agent CHEBI:33231
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: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 source-backed resistance determinants or associations, with ARO grounding where reported. Grouped by reported mechanism type.

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
RESEEDED_FROM_SOURCES 2026-09-10 · 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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