CHEBI:141617 - hapalindole

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ChEBI Name hapalindole
ChEBI ID CHEBI:141617
Definition Any 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H24N2.C21H24N2
Net Charge 0
Average Mass 608.874
Monoisotopic Mass 608.38790
InChI InChI=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
InChIKey FVQCPVKJJYWROS-UHFFFAOYSA-N
SMILES C12=CC=CC3=C1C(C4C(C2(C)C)CCC(C4[N+]#[C-])(C)C=C)=CN3.C1=CC=CC2=C1C(C3C(C(C)=C)CCC(C3[N+]#[C-])(C)C=C)=CN2
Roles Classification
Biological Role(s): 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.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing hapalindole (CHEBI:141617) has role bacterial metabolite (CHEBI:76969)
hapalindole (CHEBI:141617) is a hapalindole-type alkaloid (CHEBI:141616)
Incoming 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
hapalindoles ChEBI
Citations Waiting for Citations Types Sources
25285689 PubMed citation Europe PMC
26629885 PubMed citation Europe PMC
Last Modified
20 August 2018