monocillin IV
naturalproductmech:mibig-436434b23f MINTED SEEDED enzyme inhibitor
Structure
| Standard InChIKey | WSBASKMWDAUNEI-OGOUPESXSA-N |
|---|---|
| SMILES | C[C@@H]1C/C=C/CCCCC(=O)CC2=CC(=CC(=C2C(=O)O1)O)O |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA003154, pubchem:5275906 |
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 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 |
|---|---|---|---|
| Pochonia chlamydosporia 170 NCBITaxon:1380566 |
SOURCE_ASSERTION | mibig:BGC0002187 | DOI:10.1021/acs.jafc.9b01977 |
Occurrences 4
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 |
|---|---|---|
| Humicola fuscoatra NCBITaxon:112175 |
LOTUS | DOI:10.1128/AEM.64.11.4482-4484.1998 |
| Paecilomyces NCBITaxon:33202 |
LOTUS | DOI:10.1021/ACS.JNATPROD.7B00066 |
| Monocillium nordinii NCBITaxon:3412472 |
LOTUS | DOI:10.1016/S0031-9422(00)81811-7 |
| Monocillium nordinii NCBITaxon:3412472 |
LOTUS | DOI:10.1139/M80-133 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0002187 | Pochonia chlamydosporia 170 NCBITaxon:1380566 |
CLUSTER_UNSTATED | genbank:CM008060.1 |
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.
Causal graph — bioactivity 2 nodes, 1 edges
Monocillin IV inhibits Saccharomyces cerevisiae HSP82.
| Subject | Predicate | Object | Evidence |
|---|---|---|---|
| monocillin IV | inhibits | Saccharomyces cerevisiae ATP-dependent molecular chaperone HSP82 | DOI:10.1016/j.chembiol.2006.09.015 |
Every edge carries its own citation; an uncited edge is refused by the corpus tests.
Bioactivities 4
| Assay | Result | Reference |
|---|---|---|
| FP Assay from Article 10.1016/j.chembiol.2006.09.015: "Inhibition of Hsp90 with synthetic macrolactones: synthesis and structural and biological evaluation of ring and conformational analogs of radicicol." | IC50 0.5 uM | PMID:17114002 |
| FP Assay from Article 10.1016/j.chembiol.2006.09.015: "Inhibition of Hsp90 with synthetic macrolactones: synthesis and structural and biological evaluation of ring and conformational analogs of radicicol." | IC50 0.54 uM | PMID:17114002 |
| Malachite Green Assay from Article 10.1016/j.chembiol.2006.09.015: "Inhibition of Hsp90 with synthetic macrolactones: synthesis and structural and biological evaluation of ring and conformational analogs of radicicol." | IC50 3.2 uM | PMID:17114002 |
| Malachite Green Assay from Article 10.1016/j.chembiol.2006.09.015: "Inhibition of Hsp90 with synthetic macrolactones: synthesis and structural and biological evaluation of ring and conformational analogs of radicicol." | IC50 4 uM | PMID:17114002 |
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0002187 | MIBIG | 3 |
This page is generated from data/natural_products/polyketides/monocillin-iv.yaml, which is generated from the committed inventories. Neither is edited by hand.