NaturalProductMech

3-[(Z)-2-isocyanovinyl]indole

CHEBI:140434 EXACT SEEDED antibacterial

A 3-(2-isocyanovinyl)indole in which the double bond of the isocyanovinyl group has Z (cis-) configuration. An antibacterial agent isolated from a species of Pseudomonas.

Structure

Standard InChIKeyJQMYMZZLIOIXEO-SREVYHEPSA-N
SMILES[C-]#[N+]/C=C\C1=CNC2=CC=CC=C21
Stereochemistryfully defined

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 terpene, 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
Hapalosiphon welwitschii UTEX B 1830
NCBITaxon:1433842
SOURCE_ASSERTION mibig:BGC0000668 DOI:10.1002/cbic.201300794

Occurrences 0

None cited.

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0000668 Hapalosiphon welwitschii UTEX B 1830
NCBITaxon:1433842
CLUSTER_DEMONSTRATED genbank:KF811479.1

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.

Elsewhere in the fleet

Open questions 1

name-disagreement — ChEBI calls this structure '3-[(Z)-2-isocyanovinyl]indole' and MIBiG calls it "3-(Z-2'-isocyanoethenyl)-indole". They share a Standard InChIKey, so if the names denote different compounds then one upstream record has the wrong structure. Check which.

Provenance

Source conceptSourceVersion
BGC0000668MIBIG5
CHEBI:140434CHEBI3-star

This page is generated from data/natural_products/alkaloids/3-z-2-isocyanovinyl-indole.yaml, which is generated from the committed inventories. Neither is edited by hand.