hapalindole-type alkaloid

Term ID

CHEBI:141616

Synonyms

hapalindole-type alkaloids

Definition

Any member of a structurally diverse group of hybrid isoprenoid-indole alkaloids, produced solely by members of the Subsection V cyanobacterial strains. The major classes of hapalindole-type molecules include hapalindoles, fischerindoles, welwitindolinones and ambiguines that share a common molecular feature where an indole and an isonitrile group are connected by a carbon-carbon motif (C10-C11) that is appended with a monoterpene unit. Fusion of the exomethylene carbon C-16 with indole backbones in the tricyclic hapalindoles provides tetracyclic hapalindoles and fischerindoles that, on rearrangement, can also lead to the bridged tetracyclic welwitindolinones. Decoration of tetracyclic hapalindoles with a tert-prenyl group at C-2 of the indole ring results in ambiguines, of which many have a fused pentacyclic 6-6-6-5-7 or 6-6-6-5-6 ring system.

References

Ontology

ChEBI ( EBI )

Relationships

is a type of: indole alkaloid

indole alkaloid Show first 5 Terms
has subtype: ambiguine fischerindole alkaloid hapalindole

ambiguine fischerindole alkaloid hapalindole Show first 5 Terms

Phenotype

Phenotype resulting from hapalindole-type alkaloid

Phenotype where environments contain hapalindole-type alkaloid

Phenotype modified by environments containing hapalindole-type alkaloid

Human Disease Model