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triacsin C

CHEBI:144441 EXACT SEEDED antiparasitic

What these status tags mean

Curation status describes a workflow state. SEEDED means the record entered through the source-seeding workflow; it does not imply that no later curation occurred. PROPOSED marks an addition awaiting review; REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record. These are workflow decisions, not independently verified human review. Agent-assisted contributions may appear in the record history.

Grounding describes the identifier mapping: EXACT uses an ontology identity asserted by the source; MINTED keeps a local identifier when no defensible ontology identity is available; REVIEW_NEEDED flags an exact structure whose ontology identity needs adjudication. The grounding note retains any unresolved alternatives. These tags do not establish the strength of producer or activity evidence.

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 InChIKeyNKTGCVUIESDXPU-YLEPRARLSA-N
SMILESCCC/C=C/C/C=C/C=C/C=N/NN=O
Stereochemistryfully defined
Cross-referencespubchem: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.

TaxonBasisClusterEvidence
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.

TaxonSourceReference
Streptomyces aureofaciens
NCBITaxon:1894
CHEBI PMID:6804425

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
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.

Mechanism & Biosynthesis Overview

PRODUCERS & OCCURRENCE 1 producer (0 causal) 1 cited occurrence BIOSYNTHETIC LOCUS 1 gene cluster 0 curated pathway steps NATURAL PRODUCT triacsin C CHEBI:144441 Fatty acids TARGETS & BIOACTIVITY 0 molecular targets 7 bioactivities · 0 graphs

Bioactivities 7

Entries preserve source qualifiers, targets and evidence. Repeated assay names or values are not independent replications; inspect source detail for differences.

AssayResultTarget enzymeSource detail
Confirmation Concentration-Response Assay for lipid storage modulators: for probe SAROTHER 0.7911 uM; ACTIVENot recorded
pubchem.aid:488913
assay
Confirmation Concentration-Response Assay for lipid storage modulators: for probe SAR
evidence
  • reference
    pubchem.aid:488913
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 488913, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.7911
units
uM
Confirmation Concentration-Response Assay for lipid storage modulators: for probe SAR round 2OTHER 2.807 uM; ACTIVENot recorded
pubchem.aid:504432
assay
Confirmation Concentration-Response Assay for lipid storage modulators: for probe SAR round 2
evidence
  • reference
    pubchem.aid:504432
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 504432, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
2.807
units
uM
Primary qHTS assay for inhibitors of human arachidonate 12S-lipoxygenase (ALOX12): Round 2OTHER 50.1187 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1671190
assay
Primary qHTS assay for inhibitors of human arachidonate 12S-lipoxygenase (ALOX12): Round 2
evidence
  • reference
    pubchem.aid:1671190
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1671190, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
50.1187
units
uM
Primary qHTS assay for inhibitors of human arachidonate 12S-lipoxygenase (ALOX12): Round 2OTHER 50.1187 uM; NOT_DETERMINEDUniProtKB:P18054
pubchem.aid:1671190
assay
Primary qHTS assay for inhibitors of human arachidonate 12S-lipoxygenase (ALOX12): Round 2
evidence
  • reference
    pubchem.aid:1671190
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1671190, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
50.1187
units
uM
target enzyme
UniProtKB:P18054
Secondary Assay for lipid storage modulators: AML12 cell LDSA assay for probe SAROTHER 0.4992 uM; ACTIVENot recorded
pubchem.aid:504434
assay
Secondary Assay for lipid storage modulators: AML12 cell LDSA assay for probe SAR
evidence
  • reference
    pubchem.aid:504434
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 504434, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.4992
units
uM
Secondary Assay for lipid storage modulators: Hela cell LDSA assay for probe SAROTHER 0.0112 uM; ACTIVENot recorded
pubchem.aid:488900
assay
Secondary Assay for lipid storage modulators: Hela cell LDSA assay for probe SAR
evidence
  • reference
    pubchem.aid:488900
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 488900, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.0112
units
uM
Secondary Assay for lipid storage modulators: HepG2 cell LDSA assay for probe SAROTHER 0.3965 uM; ACTIVENot recorded
pubchem.aid:492960
assay
Secondary Assay for lipid storage modulators: HepG2 cell LDSA assay for probe SAR
evidence
  • reference
    pubchem.aid:492960
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 492960, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.3965
units
uM

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Provenance

Source conceptSourceVersion
BGC0001983MIBIG3
CHEBI:144441CHEBI3-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.