3-[(Z)-2-isocyanovinyl]indole
CHEBI:140434 EXACT SEEDED antibacterial
What these status tags mean
Curation status describes a workflow state. SEEDED means the record entered through the source-seeding workflow; it does not imply that no later curation occurred. PROPOSED marks an addition awaiting review; REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record. These are workflow decisions, not independently verified human review. Agent-assisted contributions may appear in the record history.
Grounding describes the identifier mapping: EXACT uses an ontology identity asserted by the source; MINTED keeps a local identifier when no defensible ontology identity is available; REVIEW_NEEDED flags an exact structure whose ontology identity needs adjudication. The grounding note retains any unresolved alternatives. These tags do not establish the strength of producer or activity evidence.
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 InChIKey | JQMYMZZLIOIXEO-SREVYHEPSA-N |
|---|---|
| SMILES | [C-]#[N+]/C=C\C1=CNC2=CC=CC=C21 |
| Stereochemistry | fully 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.
| Taxon | Basis | Cluster | Evidence |
|---|---|---|---|
| Hapalosiphon welwitschii UTEX B 1830 NCBITaxon:1433842 |
SOURCE_ASSERTION | mibig:BGC0000668 | DOI:10.1002/cbic.201300794 |
Occurrences 0
None cited.
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| 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.
Mechanism & Biosynthesis Overview
Elsewhere in the fleet
- AntibioticMech — CHEBI:140434 (same structure, same inchikey)
Explore across X-Mech
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 concept | Source | Version |
|---|---|---|
| BGC0000668 | MIBIG | 5 |
| CHEBI:140434 | CHEBI | 3-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.