monocillin IV

naturalproductmech:mibig-436434b23f MINTED SEEDED enzyme inhibitor

Grounding review: No 3-star ChEBI entry shares this structure, so the record keeps a content-hashed identifier.

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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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.

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.

Mechanism & Biosynthesis Overview

Causal graph — bioactivity 2 nodes, 1 edge

Monocillin IV inhibits Saccharomyces cerevisiae HSP82.

Subject	Predicate	Object	Notes	Evidence
monocillin IV	inhibits	Saccharomyces cerevisiae ATP-dependent molecular chaperone HSP82	PubChem BioAssay AIDs 1799517 and 1799518 map this exact Standard InChIKey to active 0.5, 0.54, 3.2 and 4.0 uM IC50 measurements against Saccharomyces cerevisiae HSP82; P02829 resolves in UniProtKB to the S288c HSP82 gene product.	DOI:10.1016/j.chembiol.2006.09.015 reference DOI:10.1016/j.chembiol.2006.09.015 evidence type PRIMARY_EXPERIMENT notes The source article evaluated synthetic macrolactones as Hsp90 inhibitors; BindingDB-deposited PubChem assays report active monocillin IV inhibition in fluorescence-polarization and Malachite Green assays.

Every edge carries its own citation; an uncited edge is refused by the corpus tests.

Bioactivities 4

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

Assay	Result	Target enzyme	Source detail
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; ACTIVE	UniProtKB:P02829	PMID:17114002 assay 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." evidence reference PMID:17114002 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1799517, deposited by BindingDB; assay type Confirmatory. call ACTIVE measurement type IC50 value 0.5 units uM target enzyme UniProtKB:P02829 activity class ENZYME_INHIBITOR
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; ACTIVE	UniProtKB:P02829	PMID:17114002 assay 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." evidence reference PMID:17114002 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1799517, deposited by BindingDB; assay type Confirmatory. call ACTIVE measurement type IC50 value 0.54 units uM target enzyme UniProtKB:P02829 activity class ENZYME_INHIBITOR
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; ACTIVE	UniProtKB:P02829	PMID:17114002 assay 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." evidence reference PMID:17114002 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1799518, deposited by BindingDB; assay type Confirmatory. call ACTIVE measurement type IC50 value 3.2 units uM target enzyme UniProtKB:P02829 activity class ENZYME_INHIBITOR
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; ACTIVE	UniProtKB:P02829	PMID:17114002 assay 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." evidence reference PMID:17114002 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1799518, deposited by BindingDB; assay type Confirmatory. call ACTIVE measurement type IC50 value 4.0 units uM target enzyme UniProtKB:P02829 activity class ENZYME_INHIBITOR

Explore across X-Mech

AntibioticMech (monocillin IV) ↗ MediaIngredientMech (naturalproductmech:mibig-436434b23f) ↗ TaxonMech: Pochonia chlamydosporia 170 (NCBITaxon:1380566) ↗ PathwayMech (mibig:BGC0002187) ↗

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.