andrastin A
CHEBI:142842 EXACT SEEDED
A 19-oxo steroid that is that is andrastin B in which the hydroxy group at position 19 has been oxidised to give the corresponding aldehyde. A farnesyltransferase inhibitor produced by Penicillium roqueforti, a filamentous fungus involved in the ripening of several kinds of blue cheeses.
Structure
| Standard InChIKey | SNSSSENJBPCLPM-OXILWVMOSA-N |
|---|---|
| SMILES | [H][C@]12CC[C@@]3(C)[C@@]([H])(C=C(C)[C@@]4(C)C(=O)C(C)=C(O)[C@@]34C(=O)OC)[C@@]1(CC[C@H](OC(C)=O)C2(C)C)C=O |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA013834 |
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 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 |
|---|---|---|---|
| Penicillium roqueforti NCBITaxon:5082 |
SOURCE_ASSERTION | mibig:BGC0001508 | PMID:28529508 |
Occurrences 8
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 camponotum NCBITaxon:2072477 |
CHEBI | PMID:27616792 |
| Penicillium cataractarum NCBITaxon:2100454 |
CHEBI | PMID:27616792 |
| Penicillium costaricense NCBITaxon:2100456 |
CHEBI | PMID:27616792 |
| Penicillium simplicissimum NCBITaxon:69488 |
CHEBI | PMID:8682716 |
| Penicillium albocoremium NCBITaxon:74831 |
CHEBI | PMID:16279417 |
| Penicillium roqueforti NCBITaxon:5082 |
LOTUS | DOI:10.3389/FMICB.2017.00813 |
| Penicillium roqueforti NCBITaxon:5082 |
CHEBI | PMID:15826038 |
| Penicillium roqueforti NCBITaxon:5082 |
CHEBI | PMID:19837474 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0001508 | Penicillium roqueforti NCBITaxon:5082 |
CLUSTER_UNSTATED | genbank:KY349137.1 |
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.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0001508 | MIBIG | 3 |
| CHEBI:142842 | CHEBI | 3-star |
This page is generated from data/natural_products/unclassified/andrastin-a.yaml, which is generated from the committed inventories. Neither is edited by hand.