CHEBI:141616 - hapalindole-type alkaloid

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ChEBI Name hapalindole-type alkaloid
ChEBI ID CHEBI:141616
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.
Stars This entity has been manually annotated by the ChEBI Team.
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing hapalindole-type alkaloid (CHEBI:141616) is a indole alkaloid (CHEBI:38958)
Incoming ambiguine (CHEBI:141618) is a hapalindole-type alkaloid (CHEBI:141616)
fischerindole alkaloid (CHEBI:141619) is a hapalindole-type alkaloid (CHEBI:141616)
hapalindole (CHEBI:141617) is a hapalindole-type alkaloid (CHEBI:141616)
Synonym Source
hapalindole-type alkaloids ChEBI
Citations Waiting for Citations Types Sources
28225144 PubMed citation Europe PMC
28626997 PubMed citation Europe PMC
29229390 PubMed citation Europe PMC
29861925 PubMed citation Europe PMC
Last Modified
15 August 2018