4-hydroxy-2-quinolone

CHEBI:75926 EXACT SEEDED toxin

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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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

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.

Mechanism & Biosynthesis Overview

Bioactivities 7

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
A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells.	OTHER 8.1995 uM; NOT_DETERMINED	Not recorded	pubchem.aid:624296 assay A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. evidence reference pubchem.aid:624296 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 624296, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession NP_056979 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 8.1995 units uM
qHTS Assay for Inhibitors of Aldehyde Dehydrogenase 1 (ALDH1A1)	OTHER 5.0119 uM; INACTIVE	Not recorded	pubchem.aid:1030 assay qHTS Assay for Inhibitors of Aldehyde Dehydrogenase 1 (ALDH1A1) evidence reference pubchem.aid:1030 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1030, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession AAP35567 was left ungrounded because PubChem did not provide a UniProtKB accession. call INACTIVE measurement type OTHER value 5.0119 units uM
qHTS Assay for Inhibitors of Histone Lysine Methyltransferase G9a	OTHER 79.4328 uM; NOT_DETERMINED	Not recorded	pubchem.aid:504332 assay qHTS Assay for Inhibitors of Histone Lysine Methyltransferase G9a evidence reference pubchem.aid:504332 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 504332, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession CAQ07474 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 79.4328 units uM
qHTS Assay for Inhibitors of Human Jumonji Domain Containing 2E (JMJD2E)	OTHER 39.8107 uM; NOT_DETERMINED	Not recorded	pubchem.aid:2147 assay qHTS Assay for Inhibitors of Human Jumonji Domain Containing 2E (JMJD2E) evidence reference pubchem.aid:2147 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2147, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession 2W2I_A was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 39.8107 units uM
qHTS Assay for Lipid Storage Modulators in Drosophila S3 Cells	OTHER 0.206 uM; NOT_DETERMINED	Not recorded	pubchem.aid:2685 assay qHTS Assay for Lipid Storage Modulators in Drosophila S3 Cells evidence reference pubchem.aid:2685 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2685, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. call NOT_DETERMINED measurement type OTHER value 0.206 units uM
qHTS for Agonist of gsp, the Etiologic Mutation Responsible for Fibrous Dysplasia/McCune-Albright Syndrome: qHTS	OTHER 3.9811 uM; NOT_DETERMINED	UniProtKB:P63092	pubchem.aid:624287 assay qHTS for Agonist of gsp, the Etiologic Mutation Responsible for Fibrous Dysplasia/McCune-Albright Syndrome: qHTS evidence reference pubchem.aid:624287 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 624287, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. call NOT_DETERMINED measurement type OTHER value 3.9811 units uM target enzyme UniProtKB:P63092
GENE-TOX mutagenicity studies	ACTIVE	Not recorded	pubchem.aid:1259408 assay GENE-TOX mutagenicity studies evidence reference pubchem.aid:1259408 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1259408, deposited by 22071; assay type Other. call ACTIVE activity class TOXIN

Explore across X-Mech

AntibioticMech (4-hydroxy-2-quinolone) ↗ MediaIngredientMech (CHEBI:75926) ↗ TaxonMech: Pseudomonas aeruginosa PAO1 (NCBITaxon:208964) ↗ PathwayMech (mibig:BGC0000922) ↗

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.