cladoniamide G
CHEBI:65639 EXACT SEEDED
An organic heteropentacyclic compound that is 7,12-dihydro-6H-pyrido[1,2-a:3,4-b']diindole substituted by chloro groups at positions 2 and 9, a hydroxy group at position 7, a methoxy group at position 13, a N-methyl carbamyl group at position 7 and an oxo group at position 6 (the 7R stereoisomer). It is isolated from the culture broth of Streptomyces uncialis and exhibits cytotoxicity against human breast cancer MCF- cells.
Structure
| Standard InChIKey | IHIARQAFKOOAQT-OAQYLSRUSA-N |
|---|---|
| SMILES | CNC(=O)[C@]1(O)C2=C(NC3=C2C=C(Cl)C=C3)C2=C(OC)C3=C(C=CC(Cl)=C3)N2C1=O |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA018144, pubchem:25053150 |
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:65639 | CHEBI | 3-star |
This page is generated from data/natural_products/alkaloids/cladoniamide-g.yaml, which is generated from the committed inventories. Neither is edited by hand.