NaturalProductMech

rebeccamycin

CHEBI:135511 EXACT SEEDED

An N-glycosyl compound consisting of a heteropolycyclic ring system with a glucosyl group attached to one of the indolic nitrogens.

Structure

Standard InChIKeyQEHOIJJIZXRMAN-QZQSLCQPSA-N
SMILESCO[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O)N2C3=C(C=CC=C3Cl)C4=C5C(=C6C7=C(C(=CC=C7)Cl)NC6=C42)C(=O)NC5=O)CO
Stereochemistryfully defined
Cross-referencesnpatlas:NPA08169, pubchem:73110

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.

TaxonBasisClusterEvidence
Lechevalieria aerocolonigenes
NCBITaxon:68170
SOURCE_ASSERTION mibig:BGC0000821 PMID:15743957

Occurrences 6

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.

TaxonSourceReference
Nocardia
NCBITaxon:1817
LOTUS DOI:10.1016/S0040-4039(00)89280-1
Streptomyces lividans
NCBITaxon:1916
LOTUS DOI:10.1038/JA.2015.31
Streptomyces sanyensis
NCBITaxon:568869
LOTUS DOI:10.3390/MD17100588
Lechevalieria aerocolonigenes
NCBITaxon:68170
LOTUS DOI:10.1021/NP50059A020
Lechevalieria aerocolonigenes
NCBITaxon:68170
LOTUS DOI:10.1128/JB.187.6.2084-2092.2005
Lechevalieria aerocolonigenes
NCBITaxon:68170
LOTUS DOI:10.7164/ANTIBIOTICS.40.668

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0000821 Lechevalieria aerocolonigenes
NCBITaxon:68170
CLUSTER_DEMONSTRATED genbank:AB090952.1

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 conceptSourceVersion
BGC0000821MIBIG5
CHEBI:135511CHEBI3-star

This page is generated from data/natural_products/alkaloids/rebeccamycin.yaml, which is generated from the committed inventories. Neither is edited by hand.