streptothricin F

CHEBI:60821 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A streptothricin in which the peptide side-chain consists of a single unit of β-lysine. — 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

nucleoside antibioticARO:3000034

Strictly broader compounds or drug classes this molecule belongs to.

Label unavailable CHEBI:26789
nucleoside antibiotic ARO:3000034

Chemical structure

Computed structure properties
Molecular formula	C19H34N8O8
Charge	0
Average mass	502.529 Da
Monoisotopic mass	502.24996 Da
Source	ChEBI
InChIKey	NRAUADCLPJTGSF-VLSXYIQESA-N

SMILES

[H][C@]12N/C(=N/[C@@H]3O[C@H](CO)[C@H](OC(N)=O)[C@@H](O)[C@H]3NC(=O)C[C@@H](N)CCCN)N[C@]1([H])[C@H](O)CNC2=O

InChI

InChI=1S/C19H34N8O8/c20-3-1-2-7(21)4-10(30)24-13-14(31)15(35-18(22)33)9(6-28)34-17(13)27-19-25-11-8(29)5-23-16(32)12(11)26-19/h7-9,11-15,17,28-29,31H,1-6,20-21H2,(H2,22,33)(H,23,32)(H,24,30)(H2,25,26,27)/t7-,8+,9+,11+,12-,13+,14-,15-,17+/m0/s1

Also called

4-O-carbamoyl-2-deoxy-2-{[(3S)-3,6-diaminohexanoyl]amino}-N-[(3aS,7R,7aS)-7-hydroxy-4-oxooctahydro-2H-imidazo[4,5-c]pyridin-2-ylidene]-β-D-gulopyranosylamine (EXACT_SYNONYM)— chebi
antibiotic S 15-1A (EXACT_SYNONYM)— chebi
racemomycin A (EXACT_SYNONYM)— chebi
streptothricin (EXACT_SYNONYM)— chebi
streptothricin VI (EXACT_SYNONYM)— chebi
yazumycin A (EXACT_SYNONYM)— chebi
nourseothricin (EXACT_SYNONYM)— aro
racemomycin (EXACT_SYNONYM)— aro
yazumycin (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.

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:0000012`	streptothricin	`antibioticmech:aro-ede1146b16`	2026-08-30
CHEBI	`CHEBI:60821`	streptothricin F	`antibioticmech:chebi-c4e9f9eac8`	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:0000012 (streptothricin); 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 5

ANTIBIOTIC_INACTIVATION
Determinant	ARO ID	Organism	Gene families	Evidence
SAT-2	ARO:3002895	not organism-specific	—	ARO:3002895 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000012 (streptothricin); database assertion, not a primary citation.)
SAT-3	ARO:3002898	not organism-specific	—	ARO:3002898 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000012 (streptothricin); database assertion, not a primary citation.)
SAT-4	ARO:3002897	not organism-specific	—	ARO:3002897 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000012 (streptothricin); database assertion, not a primary citation.)
SatA	ARO:3005045	not organism-specific	—	ARO:3005045 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000012 (streptothricin); database assertion, not a primary citation.)
sta	ARO:3004699	not organism-specific	—	ARO:3004699 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000012 (streptothricin); database assertion, not a primary citation.)

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 rochei NCBITaxon:1928 strain NBRC 12908	BGC0000432	Heterologous expression cluster inherited	MIBIG 4.0.1 (entry 6); reviewed	questionable	MIBiG active entry; compound 'streptothricin F' joined by exact Standard InChIKey.	PMID:22820420 (MIBiG's first legacy reference for the entry, inherited rather than attached to the compound. It supports that the entry exists; it is NOT established as evidence for this specific producer/compound link.)

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 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-03 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-08 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-08 · 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).

Explore across X-Mech: MediaIngredientMech (streptothricin F) · CultureMech · NaturalProductMech · PathwayMech · TraitMech · TaxonMech (Streptomyces rochei)