triacsin C
CHEBI:144441 EXACT SEEDED antiparasiticenzyme inhibitor
A nitroso compound that is N-undecylnitrous hydrazide carrying double bonds at positions 1,2,4, and 7. It is a long-chain fatty acyl CoA synthetase inhibitor and interferes with lipid metabolism by inhibiting the de novo synthesis of glycerolipids and cholesterol esters.
Structure
| Standard InChIKey | NKTGCVUIESDXPU-YLEPRARLSA-N |
|---|---|
| SMILES | CCC/C=C/C/C=C/C=C/C=N/NN=O |
| Stereochemistry | fully defined |
| Cross-references | pubchem:9576787 |
Filing pathway
Fatty acids — 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 |
|---|---|---|---|
| Kitasatospora aureofaciens NCBITaxon:1894 |
SOURCE_ASSERTION | mibig:BGC0001983 | PMID:30589194 |
Occurrences 1
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 aureofaciens NCBITaxon:1894 |
CHEBI | PMID:6804425 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0001983 | Kitasatospora aureofaciens NCBITaxon:1894 |
CLUSTER_UNSTATED | genbank:MK932017.1 |
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.
Bioactivities 7
| Assay | Result | Reference |
|---|---|---|
| Confirmation Concentration-Response Assay for lipid storage modulators: for probe SAR | 0.7911 uM | pubchem.aid:488913 |
| Confirmation Concentration-Response Assay for lipid storage modulators: for probe SAR round 2 | 2.807 uM | pubchem.aid:504432 |
| Primary qHTS assay for inhibitors of human arachidonate 12S-lipoxygenase (ALOX12): Round 2 | 50.1187 uM | pubchem.aid:1671190 |
| Primary qHTS assay for inhibitors of human arachidonate 12S-lipoxygenase (ALOX12): Round 2 | 50.1187 uM | pubchem.aid:1671190 |
| Secondary Assay for lipid storage modulators: AML12 cell LDSA assay for probe SAR | 0.4992 uM | pubchem.aid:504434 |
| Secondary Assay for lipid storage modulators: Hela cell LDSA assay for probe SAR | 0.0112 uM | pubchem.aid:488900 |
| Secondary Assay for lipid storage modulators: HepG2 cell LDSA assay for probe SAR | 0.3965 uM | pubchem.aid:492960 |
Elsewhere in the fleet
- AntibioticMech — CHEBI:144441 (same structure, same inchikey)
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0001983 | MIBIG | 3 |
| CHEBI:144441 | CHEBI | 3-star |
This page is generated from data/natural_products/fatty_acids/triacsin-c.yaml, which is generated from the committed inventories. Neither is edited by hand.