terrequinone A
CHEBI:64534 EXACT SEEDED
A bisindole alkaloid that is quinone bearing a hydroxy substituent at position 2, a 3,3-dimethylallyl group at position 5 and two indol-3-yl groups at positions 3 and 6, one of which is carrying a 1,1-dimethylallyl group at position 2.
Structure
| Standard InChIKey | HBMHEGGZNWXZRA-UHFFFAOYSA-N |
|---|---|
| SMILES | CC(C)=CCC1=C(C2=CNC3=C2C=CC=C3)C(=O)C(O)=C(C2=C(NC3=C2C=CC=C3)C(C)(C)C=C)C1=O |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA05272 |
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 nrps, 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 nidulans FGSC A4 NCBITaxon:227321 |
BGC_CHARACTERIZED | mibig:BGC0000442 | PMID:16426969 |
Occurrences 2
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 |
|---|---|---|
| Aspergillus terreus NCBITaxon:33178 |
LOTUS | DOI:10.1021/NP040139D |
| Aspergillus NCBITaxon:5052 |
LOTUS | DOI:10.1021/NP040139D |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000442 | Aspergillus nidulans FGSC A4 NCBITaxon:227321 |
CLUSTER_DEMONSTRATED | genbank:BN001305.1 |
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 |
|---|---|---|
| BGC0000442 | MIBIG | 5 |
| CHEBI:64534 | CHEBI | 3-star |
This page is generated from data/natural_products/alkaloids/terrequinone-a.yaml, which is generated from the committed inventories. Neither is edited by hand.