aculene D
CHEBI:155910 EXACT SEEDED
A sesquiterpenoid that is (3aR)-4,7,8,8a-tetrahydroazulen-1(3aH)-one substituted by an ethyl, methyl, hydroxy and methyl groups at positions 3, 6, 8S, and 8aR, respectively. It is a fungal metabolite isolated from Penicillium sp. SCS-KFD08 and Aspergillus aculeatus.
Structure
| Standard InChIKey | IIQOUDJDCRTCJY-MBNYWOFBSA-N |
|---|---|
| SMILES | CCC1=CC(=O)[C@@]2([C@@H]1CC=C(C[C@@H]2O)C)C |
| Stereochemistry | fully defined |
| Cross-references | pubchem:146672910 |
Filing pathway
Terpenoids — 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 terpene, 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 aculeatus ATCC 16872 NCBITaxon:690307 |
BGC_CHARACTERIZED | mibig:BGC0002225 | PMID:31618514 |
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 |
|---|---|---|
| Penicillium sp. SCS-KFD08 NCBITaxon:1808020 |
CHEBI | PMID:27709333 |
| Aspergillus aculeatus NCBITaxon:5053 |
LOTUS | DOI:10.3390/MOLECULES190810898 |
| Aspergillus aculeatus NCBITaxon:5053 |
CHEBI | PMID:25068785 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0002225 | Aspergillus aculeatus ATCC 16872 NCBITaxon:690307 |
CLUSTER_DEMONSTRATED | genbank:KV878977.1 |
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 |
|---|---|---|
| BGC0002225 | MIBIG | 3 |
| CHEBI:155910 | CHEBI | 3-star |
This page is generated from data/natural_products/terpenoids/aculene-d.yaml, which is generated from the committed inventories. Neither is edited by hand.