NaturalProductMech

filipin III

CHEBI:83267 EXACT SEEDED

A macrolide that is the major component of a mixture of four isomeric polyene macrolides isolated from Streptomyces filipinensis.

Structure

Standard InChIKeyIMQSIXYSKPIGPD-YQRUMEKGSA-N
SMILESCCCCC[C@@H](O)[C@@H]1[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@H](O)\C(C)=C\C=C\C=C\C=C\C=C\[C@H](O)[C@@H](C)OC1=O
Stereochemistryfully defined
Cross-referencespubchem:25439, npatlas:NPA032748, pubchem:6433194

Filing pathway

Polyketides — 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 pks, from MIBiG.

Producer organisms 2

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 lavendulae strain YAKB-15
NCBITaxon:1914
BGC_CORRELATED mibig:BGC0002789 DOI:10.1007/s00253-023-12672-4
Streptomyces avermitilis MA-4680 = NBRC 14893
NCBITaxon:227882
SOURCE_ASSERTION mibig:BGC0000059 PMID:23990133

Occurrences 13

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 miharaensis
NCBITaxon:285483
LOTUS DOI:10.1002/JOBM.201100134
Streptomyces avermitilis
NCBITaxon:33903
LOTUS DOI:10.1007/S10295-013-1327-X
Streptomyces avermitilis
NCBITaxon:33903
LOTUS DOI:10.1016/J.JBIOSC.2017.06.014
Streptomyces avermitilis
NCBITaxon:33903
LOTUS DOI:10.1074/JBC.M109.092460
Streptomyces avermitilis
NCBITaxon:33903
LOTUS DOI:10.1099/MIC.0.048371-0
Streptomyces avermitilis
NCBITaxon:33903
LOTUS DOI:10.1111/J.1574-6968.2009.01721.X
Streptomyces avermitilis
NCBITaxon:33903
LOTUS DOI:10.1128/AEM.02843-13
Streptomyces eurythermus
NCBITaxon:42237
LOTUS DOI:10.1038/JA.2015.76
Streptomyces filipinensis
NCBITaxon:66887
LOTUS DOI:10.1186/S12934-015-0307-4
Streptomyces filipinensis
NCBITaxon:66887
LOTUS DOI:10.7164/ANTIBIOTICS.23.414
Streptomyces filipinensis
NCBITaxon:66887
LOTUS DOI:10.7164/ANTIBIOTICS.38.485
Streptomyces filipinensis
NCBITaxon:66887
CHEBI PMID:5453318
Streptomyces lavenduligriseus
NCBITaxon:67315
LOTUS DOI:10.1038/JA.2015.76

Biosynthetic gene clusters 2

AccessionHostLocus evidenceGenome
mibig:BGC0002789 Streptomyces lavendulae strain YAKB-15
NCBITaxon:1914
CLUSTER_CORRELATED genbank:SMSN01000006.1
mibig:BGC0000059 Streptomyces avermitilis MA-4680 = NBRC 14893
NCBITaxon:227882
CLUSTER_UNSTATED genbank:BA000030.3

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.

Open questions 1

shared-structure — This structure is reported by more than one MIBiG entry: BGC0000059, BGC0002789. Confirm they describe the same compound rather than an upstream cross-reference error.

Provenance

Source conceptSourceVersion
BGC0002789MIBIG2
BGC0000059MIBIG5
CHEBI:83267CHEBI3-star

This page is generated from data/natural_products/polyketides/filipin-iii.yaml, which is generated from the committed inventories. Neither is edited by hand.