4-hydroxy-2-quinolone
CHEBI:75926 EXACT SEEDED enzyme inhibitortoxin
A heteroaryl hydroxy compound that is 2-quinolone substituted at position 4 by a hydroxy group.
Structure
| Standard InChIKey | HDHQZCHIXUUSMK-UHFFFAOYSA-N |
|---|---|
| SMILES | OC1=CC(O)=NC2=CC=CC=C12 |
| Stereochemistry | fully defined |
| Cross-references | pubchem:54680871 |
Filing pathway
Alkaloids — 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 |
|---|---|---|---|
| Pseudomonas aeruginosa PAO1 NCBITaxon:208964 |
SOURCE_ASSERTION | mibig:BGC0000922 | DOI:10.1074/jbc.m804555200 |
Occurrences 3
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 |
|---|---|---|
| Haplophyllum bucharicum NCBITaxon:1006069 |
LOTUS | DOI:10.1007/BF02238348 |
| Pseudomonas aeruginosa NCBITaxon:287 |
LOTUS | DOI:10.1002/CBIC.201100014 |
| Penicillium citrinum NCBITaxon:5077 |
LOTUS | DOI:10.1021/NP4001366 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000922 | Pseudomonas aeruginosa PAO1 NCBITaxon:208964 |
CLUSTER_UNSTATED | genbank:AE004091.2 |
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 7
| Assay | Result | Reference |
|---|---|---|
| A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. | 8.1995 uM | pubchem.aid:624296 |
| qHTS Assay for Inhibitors of Aldehyde Dehydrogenase 1 (ALDH1A1) | 5.0119 uM | pubchem.aid:1030 |
| qHTS Assay for Inhibitors of Histone Lysine Methyltransferase G9a | 79.4328 uM | pubchem.aid:504332 |
| qHTS Assay for Inhibitors of Human Jumonji Domain Containing 2E (JMJD2E) | 39.8107 uM | pubchem.aid:2147 |
| qHTS Assay for Lipid Storage Modulators in Drosophila S3 Cells | 0.206 uM | pubchem.aid:2685 |
| qHTS for Agonist of gsp, the Etiologic Mutation Responsible for Fibrous Dysplasia/McCune-Albright Syndrome: qHTS | 3.9811 uM | pubchem.aid:624287 |
| GENE-TOX mutagenicity studies | ACTIVE | pubchem.aid:1259408 |
Open questions 1
name-disagreement — ChEBI calls this structure '4-hydroxy-2-quinolone' and MIBiG calls it '2,4-Quinolinediol'. 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 |
|---|---|---|
| BGC0000922 | MIBIG | 5 |
| CHEBI:75926 | CHEBI | 3-star |
This page is generated from data/natural_products/alkaloids/4-hydroxy-2-quinolone.yaml, which is generated from the committed inventories. Neither is edited by hand.