(6aR,11aS,11bR)-10-acetyl-11-hydroxy-7,7-dimethyl-2,6,6a,7,11a,11b-hexahydro-9H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-9-one
CHEBI:22450 EXACT SEEDED enzyme inhibitor
Structure
| Standard InChIKey | SZINUGQCTHLQAZ-DQYPLSBCSA-N |
|---|---|
| SMILES | CC(=O)C1=C([C@@H]2[C@@H]3[C@@H](CC4=C5C3=CNC5=CC=C4)C(N2C1=O)(C)C)O |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA015449, pubchem:54682463 |
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.
| Taxon | Basis | Cluster | Evidence |
|---|---|---|---|
| Aspergillus oryzae NCBITaxon:5062 |
SOURCE_ASSERTION | mibig:BGC0000977 | DOI:10.1002/cbic.201000672 |
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 |
|---|---|---|
| Penicillium aurantiogriseum NCBITaxon:36655 |
LOTUS | DOI:10.1016/0040-4020(68)88113-X |
| Aspergillus flavus NCBITaxon:5059 |
LOTUS | DOI:10.1002/CBIC.201000672 |
| Penicillium cyclopium NCBITaxon:60167 |
LOTUS | DOI:10.1016/0040-4020(68)88113-X |
| Penicillium vinaceum NCBITaxon:69790 |
LOTUS | DOI:10.1016/J.PHYTOL.2015.05.014 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000977 | Aspergillus oryzae NCBITaxon:5062 |
CLUSTER_UNSTATED | genbank:AB506492.1 |
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 10
| Assay | Result | Reference |
|---|---|---|
| Experimentally measured binding affinity data (Ki) for protein-ligand complexes derived from PDB | KI 0.12 uM | PMID:17259168 |
| Experimentally measured binding affinity data (Ki) for protein-ligand complexes derived from PDB | KI 0.12 uM | PMID:17259168 |
| Experimentally measured binding affinity data derived from PDB | ACTIVE | PMID:17259168 |
| Experimentally measured binding affinity data derived from PDB | ACTIVE | PMID:17259168 |
| Primary Screen for Target Class Profiling of Small Molecule Inhibitors of Methyltransferases | ACTIVE | PMID:36976909 |
| Primary Screen for Target Class Profiling of Small Molecule Inhibitors of Methyltransferases | ACTIVE | PMID:36976909 |
| Primary Screen for Target Class Profiling of Small Molecule Inhibitors of Methyltransferases | ACTIVE | PMID:36976909 |
| Primary Screen for Target Class Profiling of Small Molecule Inhibitors of Methyltransferases | ACTIVE | PMID:36976909 |
| Primary Screen for Target Class Profiling of Small Molecule Inhibitors of Methyltransferases | ACTIVE | PMID:36976909 |
| Primary Screen for Target Class Profiling of Small Molecule Inhibitors of Methyltransferases | ACTIVE | PMID:36976909 |
Open questions 1
name-disagreement — ChEBI calls this structure "(6aR,11aS,11bR)-10-acetyl-11-hydroxy-7,7-dimethyl-2,6,6a,7,11a,11b-hexahydro-9H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-9-one" and MIBiG calls it 'cyclopiazonic acid'. They share a Standard InChIKey, so if the names denote different compounds then one upstream record has the wrong structure. Check which.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000977 | MIBIG | 4 |
| CHEBI:22450 | CHEBI | 3-star |
This page is generated from data/natural_products/unclassified/6ar-11as-11br-10-acetyl-11-hydroxy-7-7-dimethyl-2-6-6a-7-11a-11b-hexahydro-9h-py.yaml, which is generated from the committed inventories. Neither is edited by hand.