CHEBI:140440 - hapalindole H

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ChEBI Name hapalindole H
ChEBI ID CHEBI:140440
Definition A tetracyclic hapalindole alkaloid that is produced by the Stigonematales genus of cyanobacteria.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
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Formula C21H24N2
Net Charge 0
Average Mass 304.429
Monoisotopic Mass 304.19395
InChI InChI=1S/C21H24N2/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/h6-9,12,15,18-19,23H,1,10-11H2,2-4H3/t15-,18+,19-,21+/m1/s1
InChIKey SLUFHMQYBPOTFZ-LKRGOLFISA-N
SMILES C12=CC=CC3=C1C([C@]4([C@@](C2(C)C)([H])CC[C@]([C@@H]4[N+]#[C-])(C)C=C)[H])=CN3
Metabolite of Species Details
Westiellopsis sp. (NCBI:txid1521509) of strain SAG 20.93 See: PubMed
Hapalosiphon delicatulus (NCBI:txid210996) UH isolate IC-13-1 See: PubMed
Fischerella ambigua (NCBI:txid230521) of strain UTEX 1903 See: PubMed
Fischerella muscicola (NCBI:txid83542) of strain UTEX 1829 See: PubMed
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
(via hapalindole )
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 H (CHEBI:140440) has role bacterial metabolite (CHEBI:76969)
hapalindole H (CHEBI:140440) is a hapalindole (CHEBI:141617)
hapalindole H (CHEBI:140440) is a isocyanide (CHEBI:35353)
hapalindole H (CHEBI:140440) is a organic heterotetracyclic compound (CHEBI:38163)
IUPAC Name
(6aR,9R,10R,10aR)-9-ethenyl-10-isocyano-6,6,9-trimethyl-2,2a,6,6a,7,8,9,10,10a,10c-decahydronaphtho[1,2,3-cd]indole
Synonym Source
hapalindole H UniProt
Manual Xrefs Databases
C00027100 KNApSAcK
CPD-20800 MetaCyc
View more database links
Registry Numbers Types Sources
101968-75-6 CAS Registry Number KNApSAcK
5304254 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19371071 PubMed citation Europe PMC
22863526 PubMed citation Europe PMC
28288107 PubMed citation SUBMITTER
29531360 PubMed citation Europe PMC
Last Modified
20 August 2018