EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:141617 - hapalindole

ChEBI IDCHEBI:141617
ChEBI Namehapalindole
Stars
DefinitionAny member of large group of hapalindole-type alkaloids that are bioactive metabolites of the Subsection V (formerly order Stigonematales)in the phylum Cyanobacteria which have either a tetracyclic structure based on 10-isocyano-6,6,9-trimethyl-9-vinyl-2,6,6a,7,8,9,10,10a-octahydronaphtho[1,2,3-cd]indole, or a tricyclic structure resulting from the cleavage of the bond linking the indole ring to the dimethyl-substituted carbon.
Last Modified20 August 2018
SubmitterGareth Owen
DownloadsMolfile
Formula2C21H24N2
Net Charge0
Average Mass608.874
Monoisotopic Mass608.38790
SMILES[C-]#[N+]C1C(c2cnc3ccccc23)C(C(=C)C)CCC1(C)C=C.[C-]#[N+]C1C2c3cnc4cccc(c34)C(C)(C)C2CCC1(C)C=C
InChIInChI=1S/2C21H24N2/c1-6-21(4)11-10-15-18(19(21)22-5)13-12-23-16-9-7-8-14(17(13)16)20(15,2)3;1-6-21(4)12-11-15(14(2)3)19(20(21)22-5)17-13-23-18-10-8-7-9-16(17)18/h6-9,12,15,18-19,23H,1,10-11H2,2-4H3;6-10,13,15,19-20,23H,1-2,11-12H2,3-4H3
InChIKeyFVQCPVKJJYWROS-UHFFFAOYSA-N
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
hapalindole (CHEBI:141617) has role bacterial metabolite (CHEBI:76969)
hapalindole (CHEBI:141617) is a hapalindole-type alkaloid (CHEBI:141616)
Incoming Relation(s)
12-epi-hapalindole U (CHEBI:140441) is a hapalindole (CHEBI:141617)
hapalindole G (CHEBI:141614) is a hapalindole (CHEBI:141617)
hapalindole H (CHEBI:140440) is a hapalindole (CHEBI:141617)
hapalindole U (CHEBI:141613) is a hapalindole (CHEBI:141617)
Synonym  Source
hapalindolesChEBI
Citations