nucleocidin
CHEBI:166872 EXACT SEEDED antibacterial
A nucleoside antibiotic that is 5'-O-sulfamoyladenosine in which the hydrogen atom at position 4' is replaced by a fluorine atom. It is a natural product synthesized by several Streptomyces species. It exhibits broad spectrum antibacterial activity, and also has a strong effect against Trypanosoma brucei, the protozoan parasite responsible for the African sleeping sickness.
Structure
| Standard InChIKey | LTBCQBSAWAZBDF-MLTZYSBQSA-N |
|---|---|
| SMILES | NC1=NC=NC2=C1N=CN2[C@@H]1O[C@](F)(COS(N)(=O)=O)[C@@H](O)[C@H]1O |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA011799, pubchem:72299 |
Filing pathway
Carbohydrates — computed by NPClassifier npclassifier.gnps2.org@2026-09-07, which is why it is pinned rather than recomputed. The gene cluster's asserted class is other, from MIBiG.
Producer organisms 1
A claim that this taxon makes the compound. The basis says what the evidence addressed — a knockout and a database assertion are not the same claim.
| Taxon | Basis | Cluster | Evidence |
|---|---|---|---|
| Streptomyces calvus NCBITaxon:67282 |
SOURCE_ASSERTION | mibig:BGC0001387 | PMID:26374477 |
Occurrences 10
Somebody found the compound in this organism and cited it. That is not a claim that the organism makes it, and nothing here promotes one to the other.
| Taxon | Source | Reference |
|---|---|---|
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.1021/JA01034A046 |
| Streptomyces asterosporus NCBITaxon:67282 |
LOTUS | DOI:10.1002/CBIC.201500402 |
| Streptomyces asterosporus NCBITaxon:67282 |
LOTUS | DOI:10.1016/J.CHEMBIOL.2006.02.014 |
| Streptomyces asterosporus NCBITaxon:67282 |
LOTUS | DOI:10.1016/J.CHEMBIOL.2013.09.006 |
| Streptomyces asterosporus NCBITaxon:67282 |
LOTUS | DOI:10.1016/J.JBIOTEC.2018.12.016 |
| Streptomyces asterosporus NCBITaxon:67282 |
LOTUS | DOI:10.1021/NP400360H |
| Streptomyces asterosporus NCBITaxon:67282 |
LOTUS | DOI:10.1039/C7OB02163A |
| Streptomyces calvus NCBITaxon:67282 |
CHEBI | PMID:26374477 |
| Streptomyces asterosporus NCBITaxon:67282 |
CHEBI | PMID:30641108 |
| Streptomyces calvus NCBITaxon:67282 |
CHEBI | PMID:32110306 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0001387 | Streptomyces calvus NCBITaxon:67282 |
CLUSTER_UNSTATED | genbank:KU881767.1 |
A locus claim and a taxon claim are different questions. Heterologous expression settles the first and leaves the second where the isolation report left it.
Elsewhere in the fleet
- AntibioticMech — CHEBI:166872 (same structure, same inchikey)
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0001387 | MIBIG | 5 |
| CHEBI:166872 | CHEBI | 3-star |
This page is generated from data/natural_products/carbohydrates/nucleocidin.yaml, which is generated from the committed inventories. Neither is edited by hand.