blasticidin S

CHEBI:15353 ·resolve ·ANTIFUNGAL ·EXACT REVIEWED

A blasticidin that is an antibiotic obtained from Streptomyces griseochromogene. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

blasticidin CHEBI:22905
antibiotic antifungal agent CHEBI:86478

Chemical structure

Computed structure properties
Molecular formula	C17H26N8O5
Charge	0
Average mass	422.446 Da
Monoisotopic mass	422.20262 Da
Source	ChEBI
InChIKey	CXNPLSGKWMLZPZ-ZNIXKSQXSA-N

SMILES

[H][C@]1(n2ccc(N)nc2=O)C=C[C@H](NC(=O)C[C@@H](N)CCN(C)C(=N)N)[C@@]([H])(C(=O)O)O1

InChI

InChI=1S/C17H26N8O5/c1-24(16(20)21)6-4-9(18)8-12(26)22-10-2-3-13(30-14(10)15(27)28)25-7-5-11(19)23-17(25)29/h2-3,5,7,9-10,13-14H,4,6,8,18H2,1H3,(H3,20,21)(H,22,26)(H,27,28)(H2,19,23,29)/t9-,10-,13+,14-/m0/s1

Also called

4-amino-1-(4-{[(3S)-3-amino-5-(N-methylcarbamimidamido)pentanoyl]amino}-2,3,4-trideoxy-β-D-erythro-hex-2-enopyranuronosyl)pyrimidin-2(1H)-one (EXACT_SYNONYM)— chebi
Blasticidin S (EXACT_SYNONYM)— chebi
Blasticidin-S (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.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

wikipedia.en:Blasticidin_S

Activity roles

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

fungicide CHEBI:24127
nucleoside antibiotic CHEBI:25605
antimicrobial agent CHEBI:33281
antifungal agent CHEBI:35718

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
CHEBI	`CHEBI:15353`	blasticidin S	`antibioticmech:chebi-fc78edf9a1`	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.

70S ribosome P-site tRNA complex RIBOSOMAL_SUBUNIT DIRECT_BINDING_TARGET

A 3.4-A compound-ribosome crystal structure, biochemical assays, and single-molecule FRET showed stabilization of a deformed P-site tRNA conformation. Evidence status: PRIMARY_EVIDENCE. Source: PRIMARY_LITERATURE 2013-07 (retrieved 2026-09-02).

PMID:23824292 (Primary compound-ribosome structure and translation-mechanism study.)

Mechanism summary

Mode of action: PROTEIN_SYNTHESIS_INHIBITION host shared target — CURATOR: PMID:23824292 determined a 3.4-A structure of blasticidin S bound to a 70S-tRNA ribosome complex and used biochemical and single-molecule FRET assays to show stabilization of a deformed P-site tRNA, strongly inhibiting release-factor hydrolysis and more weakly inhibiting peptide-bond formation. The HOST_SHARED_TARGET scope is retained because the paper reports inhibition in bacteria and eukaryotes.

Activity spectrum

Measured or curated activity against specific taxa. A number without a method is not an observation — every row here carries an assay.

2 observations · Browse all observations · Complete record (JSON.gz)

Activity observations
Organism	Activity	MIC	Disk diffusion	Assay	Strain	Sample/genome	Evidence
Escherichia coli NCBITaxon:562	—	60.0 mg/L	—	Liquid-broth dilution in minimal medium; source endpoint below 10% of normalized no-drug culture density	CAG67774	—	Evidence Page data (JSON.gz)
Escherichia coli NCBITaxon:562	—	60.0 mg/L	—	Liquid-broth dilution in minimal medium; source endpoint below 10% of normalized no-drug culture density	CAG67775	—	Evidence Page data (JSON.gz)

Resistance mechanisms

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

ANTIBIOTIC_INACTIVATION 2

ANTIBIOTIC_INACTIVATION
Determinant	ARO ID	Organism	Gene families	Evidence
bsr-associated blasticidin S inactivation in a laboratory E. coli host Heterologous laboratory host; the enzyme donor is Bacillus cereus K55-S1, not a native E. coli gene assignment. Deamination is distinct from chemical isomerization. This is not a species-wide phenotype. Exact experimental allele, protein and genome unresolved; no standardized MIC or clinical category inferred. The claim concerns the blasticidin S moiety, not equivalence of salt forms.	—	Escherichia coli `NCBITaxon:562` strain TK121 bsr	—	DOI:10.7164/antibiotics.40.1791 (Pages 1791-1793 and Figures 1-2: native K55-S1 context and biochemical inactivation; not a host-specific E. coli susceptibility measurement.) DOI:10.1271/bbb1961.55.3155 (Pages 3155-3157 and Figure 2: bsr donor/host provenance and qualitative gene-function evidence. Laboratory host and native donor remain distinct.) https://www.uniprot.org/uniprotkb/P33967/entry (Reference-only UniProtKB:P33967, entry version 95, sequence version 1, release 2026_03; bsr in Bacillus cereus, with K55-S1 in the cited source context. Not an exact experimental allele or host protein accession.) Qualitative resistance and biochemical deaminase evidence
bsr-associated blasticidin S inactivation in the source-reported bacterial isolate Native source isolate identified phenotypically in the historical study, not re-identified genomically. Deamination is distinct from chemical isomerization. This is not a species-wide phenotype. Exact experimental allele, protein and genome unresolved; no standardized MIC or clinical category inferred. The claim concerns the blasticidin S moiety, not equivalence of salt forms.	—	Bacillus cereus `NCBITaxon:1396` strain K55-S1 bsr	—	DOI:10.7164/antibiotics.40.1791 (Pages 1791-1793 and Figures 1-2: native K55-S1 context and biochemical inactivation; not a host-specific E. coli susceptibility measurement.) DOI:10.1271/bbb1961.55.3155 (Pages 3155-3157 and Figure 2: bsr donor/host provenance and qualitative gene-function evidence. Laboratory host and native donor remain distinct.) https://www.uniprot.org/uniprotkb/P33967/entry (Reference-only UniProtKB:P33967, entry version 95, sequence version 1, release 2026_03; bsr in Bacillus cereus, with K55-S1 in the cited source context. Not an exact experimental allele or host protein accession.) Qualitative resistance and biochemical deaminase evidence

REDUCED_PERMEABILITY 2

REDUCED_PERMEABILITY
Determinant	ARO ID	Organism	Gene families	Evidence
oppA loss associated with blasticidin S resistance in laboratory E. coli MG1655-derived laboratory subject. Reduced uptake is an operon-level interpretation, not direct transport measured in this derivative. UniProtKB:P23843 is reference-only, not an experimental protein accession. No clinical category or derivative genome is assigned.	—	Escherichia coli `NCBITaxon:562` strain CAG67774	oppA	PMID:27355376 (Table 2, Table S2 and Figure 4B.) DOI:10.1371/journal.pgen.1006902 (Correction inspected; corrected Figure 3 used. Table 2 and Table S2 are unchanged by the notice.) https://www.uniprot.org/uniprotkb/P23843/entry (Reference-only UniProtKB:P23843 (oppA); UniProtKB reviewed (Swiss-Prot), entry version 171, sequence version 2, release 2026_03; retrieved 2026-10-12. Reference organism NCBITaxon:83333, not an experimental subject assignment. Not an exact tested allele, altered protein, strain or genome identifier, and not independent phenotype or mechanism evidence. A component reference does not assign the effect of a combined genotype to that component. UniProt Consortium, CC BY 4.0.) Liquid-broth dilution MIC assay
oppB loss associated with blasticidin S resistance in laboratory E. coli MG1655-derived laboratory subject. Reduced uptake is an operon-level interpretation, not direct transport measured in this derivative. UniProtKB:P0AFH2 is reference-only, not an experimental protein accession. No clinical category or derivative genome is assigned.	—	Escherichia coli `NCBITaxon:562` strain CAG67775	oppB	PMID:27355376 (Table 2, Table S2 and Figure 4B.) DOI:10.1371/journal.pgen.1006902 (Correction inspected; corrected Figure 3 used. Table 2 and Table S2 are unchanged by the notice.) https://www.uniprot.org/uniprotkb/P0AFH2/entry (Reference-only UniProtKB:P0AFH2 (oppB); UniProtKB reviewed (Swiss-Prot), entry version 126, sequence version 1, release 2026_03; retrieved 2026-10-12. Reference organism NCBITaxon:83333, not an experimental subject assignment. Not an exact tested allele, altered protein, strain or genome identifier, and not independent phenotype or mechanism evidence. A component reference does not assign the effect of a combined genotype to that component. UniProt Consortium, CC BY 4.0.) Liquid-broth dilution MIC assay

Producer organisms

Organisms that biosynthesize this compound. Cluster link evidence is how the upstream source graded the gene cluster, so it is populated only for a source that grades it. An empty cell is not weaker support: a curator-authored producer carries its support in Evidence instead. Where the source entry named several compounds, the evidence is marked inherited, meaning it covers this compound together with the cluster's other products rather than singling it out. Those products need not be related to each other: a cluster can list an intermediate, a precursor and a finished antibiotic side by side.

Producer organisms
Organism	BGC	Cluster link evidence	Source	Quality	Note	Evidence
Streptomyces griseochromogenes NCBITaxon:68214	—	—	PRIMARY_LITERATURE	—	The blasticidin S biosynthesis cluster was cloned from this species and heterologously expressed in Streptomyces lividans.	PMID:12964155 (Primary biosynthetic-cluster and producer study.)

Record-level evidence

PMID:12964155 (Primary biosynthetic-cluster and producer study.)
PMID:23824292 (Primary ribosome structure and translation-mechanism study.)

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (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
REVIEWED 2026-09-02 · codex · LLM-assisted
Verified exact ChEBI identity, structure, antifungal filing class, and activity roles; added the direct 70S-tRNA ribosome target, translation mechanism, natural-product origin, and documented producer.
RESEEDED_FROM_SOURCES 2026-09-10 · seed_from_sources
Re-seeded from updated data/raw/ inventories
CURATED_RESISTANCE_EVIDENCE 2026-10-12 · codex · LLM-assisted
Added two primary-supported Opp subunit deletion resistance claims and two MIC observations for named laboratory derivatives. Normalized ug/mL to mg/L; kept UniProt and MG1655 genome as reference context. Preserved previous curation; no clinical category or experimental genome assigned.
CURATED_RESISTANCE_EVIDENCE 2026-10-13 · codex · LLM-assisted
Added two qualified bsr-associated blasticidin S inactivation claims, separating a source-reported native isolate from a laboratory host. UniProt is reference-only; no exact allele, protein, genome or numeric AST assigned. Preserved existing uptake claims and activities; whole-record review remains open.
GROUNDED_RESISTANCE_REFERENCE_CITATIONS 2026-10-14 · codex · LLM-assisted
Added qualified UniProt evidence citations for reference proteins already verified in the research dossier. Preserved all biological assertions, experimental identity fields, activities and existing evidence. Reference citations are not tested alleles, altered proteins or independent resistance evidence; no strain TaxID, genome, variant or quantitative endpoint added. Whole-record review remains open.

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

Explore across X-Mech: MediaIngredientMech (blasticidin S) · CultureMech · NaturalProductMech · PathwayMech · TraitMech · TaxonMech (Streptomyces griseochromogenes)