monascin
CHEBI:82621 EXACT SEEDED
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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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.
An organic heterotricyclic compound that is 3a,4,8,9a-tetrahydro-2H-furo[3,2-g][2]benzopyran-2,9(3H)-dione that is substituted at positions 3, 6, and 9a by hexanoyl, (1E)-prop-1-en-1-yl and methyl groups, respectively (the 3S,3aR,9aR diastereoisomer). One of the azaphilonoid pigments in extracts of Monascus pilosus-fermented rice (red-mould rice), it is a potent inhibitor of carcinogenesis measured against chemical- or UV-initiated, phorbol-promoted mouse skin tumours.
Structure
| Standard InChIKey | XXKNHBAFFJINCK-RVEJDSBJSA-N |
|---|---|
| SMILES | [H]\C(C)=C(\[H])C1=CC2=C(CO1)C(=O)[C@]1(C)OC(=O)[C@H](C(=O)CCCCC)[C@@]1([H])C2 |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA09686, pubchem:12118082 |
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 |
|---|---|---|---|
| Monascus pilosus NCBITaxon:89488 |
SOURCE_ASSERTION | mibig:BGC0000027 | DOI:10.1021/jf040199p |
Occurrences 7
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 |
|---|---|---|
| Monascus kaoliang NCBITaxon:180403 |
LOTUS | DOI:10.1002/CHIN.200508186 |
| Monascus kaoliang NCBITaxon:180403 |
LOTUS | DOI:10.1016/J.PHYTOCHEM.2004.08.032 |
| Monascus NCBITaxon:5097 |
LOTUS | DOI:10.1039/JR9610004579 |
| Monascus purpureus NCBITaxon:5098 |
LOTUS | DOI:10.1016/J.PHYTOL.2011.08.003 |
| Monascus purpureus NCBITaxon:5098 |
LOTUS | DOI:10.1021/JF020023S |
| Monascus pilosus NCBITaxon:89488 |
LOTUS | DOI:10.1016/J.PHYTOL.2011.09.008 |
| Monascus pilosus NCBITaxon:89488 |
LOTUS | DOI:10.1021/JF040199P |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000027 | Monascus pilosus NCBITaxon:89488 |
CLUSTER_UNSTATED | genbank:KC148521.1 |
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
Explore across X-Mech
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000027 | MIBIG | 4 |
| CHEBI:82621 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/monascin.yaml, which is generated from the committed inventories. Neither is edited by hand.