NaturalProductMech

ikarugamycin

CHEBI:75276 EXACT SEEDED antiparasitic

A polyketide macrolactam containing a tetramic acid (pyrrolidine-2,4-dione) ring system. It is isolated from Streptomyces as an antibiotic with antiprotozoal and cytotoxic activities.

Structure

Standard InChIKeyWSUGGLXIPUHOSG-QOMLVTEJSA-N
SMILES[H][C@]12C[C@@H](C)[C@@H](CC)[C@]1([H])C=C[C@]1([H])[C@H]3C\C=C/C(=O)NCCC[C@@H]4NC(=O)C(=C4O)C(=O)\C=C\[C@@H]3C[C@]21[H]
Stereochemistryfully defined
Cross-referencesnpatlas:NPA03249, pubchem:101647494

Filing pathway

Unclassified — 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 nrps, pks, 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
Streptomyces sp. ZJ306
NCBITaxon:1469403
SOURCE_ASSERTION mibig:BGC0001435 PMID:24519911

Occurrences 2

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 phaeochromogenes
NCBITaxon:1923
CHEBI PMID:4625358
Streptomyces sp. MDG-04-17-069
NCBITaxon:698778
CHEBI PMID:19968258

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0001435 Streptomyces sp. ZJ306
NCBITaxon:1469403
CLUSTER_DEMONSTRATED genbank:KF954512.1

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

Provenance

Source conceptSourceVersion
BGC0001435MIBIG4
CHEBI:75276CHEBI3-star

This page is generated from data/natural_products/unclassified/ikarugamycin.yaml, which is generated from the committed inventories. Neither is edited by hand.