elaiophylin
CHEBI:77879 EXACT SEEDED antifungal
A macrodiolide that is isolated from several bacteria including Streptomyces violaceoniger and other soil actinomycetes.
Structure
| Standard InChIKey | OSERMIPXNLXAPD-MJMYBOKFSA-N |
|---|---|
| SMILES | CC[C@H]1[C@@H](C[C@](O[C@@H]1C)(O)[C@H]([C@H](O)[C@@H]([C@H]2OC(=O)/C=C/C=C/[C@@H]([C@H](OC(=O)/C=C/C=C/[C@@H]2C)[C@H]([C@@H](O)[C@@H]([C@@]3(O[C@@H]([C@H]([C@@H](C3)O[C@@H]4O[C@H]([C@H]([C@H](C4)O)O)C)CC)C)O)C)C)C)C)C)O[C@@H]5O[C@H]([C@H]([C@H](C5)O)O)C |
| Stereochemistry | fully defined |
| Cross-references | pubchem:6444206 |
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 0
None. The compound has a characterized gene cluster whose host NCBI does not name, which for an uncultured symbiont is the honest state — see the discussion below.
Occurrences 25
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/ACS.JNATPROD.0C00339 |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.1021/ACS.JNATPROD.5B00752 |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.1021/JO00040A058 |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.1021/NP9800351 |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.7164/ANTIBIOTICS.43.639 |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.7164/ANTIBIOTICS.46.350 |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.7164/ANTIBIOTICS.52.175 |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.1007/S00044-009-9223-7 |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.1007/S00284-008-9165-1 |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.1021/ACS.JNATPROD.5B00752 |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.1021/JF00046A043 |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.1021/NP4006794 |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.1038/S41598-017-05073-X |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.1099/MIC.0.28194-0 |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.1107/S1744309110048268 |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.3390/MD16060189 |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.3390/MOLECULES21080970 |
| Streptomyces violaceusniger NCBITaxon:68280 |
LOTUS | DOI:10.1007/S00044-009-9223-7 |
| Streptomyces violaceusniger NCBITaxon:68280 |
LOTUS | DOI:10.1007/S00284-008-9165-1 |
| Streptomyces violaceusniger NCBITaxon:68280 |
LOTUS | DOI:10.1021/ACS.JNATPROD.5B00752 |
| Streptomyces violaceusniger NCBITaxon:68280 |
LOTUS | DOI:10.1021/NP4006794 |
| Streptomyces violaceusniger NCBITaxon:68280 |
LOTUS | DOI:10.1038/S41598-017-05073-X |
| Streptomyces violaceusniger NCBITaxon:68280 |
LOTUS | DOI:10.1099/MIC.0.28194-0 |
| Streptomyces violaceusniger NCBITaxon:68280 |
LOTUS | DOI:10.1107/S1744309110048268 |
| Streptomyces violaceusniger NCBITaxon:68280 |
LOTUS | DOI:10.3390/MD16060189 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000053 | not named | CLUSTER_UNSTATED | genbank:GP697151.1 |
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 5
| Assay | Result | Reference |
|---|---|---|
| Diffuse intrinsic pontine glioma (JHH-DIPG-1) cell line screen of MIPE4.0 library: viability qHTS assay using CellTiter-Glo | ACTIVE | pubchem.aid:1347062 |
| Diffuse intrinsic pontine glioma (SU-DIPG-IV) cell line screen of MIPE4.0 library: viability qHTS assay using CellTiter-Glo | ACTIVE | pubchem.aid:1347063 |
| Diffuse intrinsic pontine glioma (SU-DIPG-VI) cell line screen of MIPE4.0 library: viability qHTS assay using CellTiter-Glo | ACTIVE | pubchem.aid:1347066 |
| USP7 deubiquitinase inhibition: Dose-response Confirmation | ACTIVE | pubchem.aid:1645861 |
| USP7 deubiquitinase inhibition: Primary qHTS | ACTIVE | pubchem.aid:1645854 |
Elsewhere in the fleet
- AntibioticMech — CHEBI:77879 (same structure, same inchikey)
Open questions 1
unnamed-producer — No producer claim is written from BGC0000053, which gives NCBITaxon:12908 (NCBI's bin for unclassified sequences), because the taxon names no single organism. The cluster is kept: a characterized locus is an origin assertion whether or not its host has a name, and for a compound from an uncultured symbiont that is the honest state. Name the producer if the primary literature does.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000053 | MIBIG | 5 |
| CHEBI:77879 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/elaiophylin.yaml, which is generated from the committed inventories. Neither is edited by hand.