cladoniamide B
CHEBI:84367 EXACT SEEDED
8a,13-dihydrobenzo[2,3]pyrrolo[3',4':5,6]indolizino[8,7-b]indole-6,8(5aH,7H)-dione which is substituted by chlorines at positions 2 and 10, hydroxy groups at positions 5a and 8a, a methoxy group at position 14, and a methyl group at position 7 (the 5aR,8aS diastereoisomer). It has been isolated from the culture broth of Streptomyces uncialis.
Structure
| Standard InChIKey | BCFVHVKRKHBTGK-YADHBBJMSA-N |
|---|---|
| SMILES | COC1=C2N(C3=C1C=C(Cl)C=C3)[C@]1(O)C(=O)N(C)C(=O)[C@]1(O)C1=C2NC2=C1C=C(Cl)C=C2 |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA03322, pubchem:25053151 |
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 other, 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 |
|---|---|---|---|
| Streptomyces uncialis NCBITaxon:1048205 |
BGC_CORRELATED | mibig:BGC0001334 | PMID:21876764 |
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 |
|---|---|---|
| Streptomyces uncialis NCBITaxon:1048205 |
LOTUS | DOI:10.1021/OL801274C |
| Streptomyces uncialis NCBITaxon:1048205 |
CHEBI | PMID:18646774 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0001334 | Streptomyces uncialis NCBITaxon:1048205 |
CLUSTER_DEMONSTRATED | genbank:JN165773.1 |
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 |
|---|---|---|
| BGC0001334 | MIBIG | 5 |
| CHEBI:84367 | CHEBI | 3-star |
This page is generated from data/natural_products/alkaloids/cladoniamide-b.yaml, which is generated from the committed inventories. Neither is edited by hand.