CHEBI:140440 - hapalindole H

ChEBI IDCHEBI:140440
ChEBI Namehapalindole H
Stars
DefinitionA tetracyclic hapalindole alkaloid that is produced by the Stigonematales genus of cyanobacteria.
Last Modified20 August 2018
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC21H24N2
Net Charge0
Average Mass304.437
Monoisotopic Mass304.19395
SMILES[H][C@@]12CC[C@](C)(C=C)[C@H]([N+]#[C-])[C@@]1([H])c1cnc3cccc(c13)C2(C)C
InChIInChI=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
InChIKeySLUFHMQYBPOTFZ-LKRGOLFISA-N
Species of MetaboliteComponentSourceComments
Fischerella ambigua (ncbitaxon:230521) - PubMed (19371071) Strain: UTEX 1903
Fischerella muscicola (ncbitaxon:83542) - PubMed (22863526) Strain: UTEX 1829
Westiellopsis sp. (ncbitaxon:1521509) - PubMed (22863526) Strain: SAG 20.93
Hapalosiphon delicatulus (ncbitaxon:210996) - PubMed (9784177) UH isolate IC-13-1
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
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.
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 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
UniProt Name  Source
hapalindole HUniProt
Manual XrefsDatabases
CPD-20800MetaCyc
C00027100KNApSAcK
Registry NumbersSources
Reaxys:5304254Reaxys
CAS:101968-75-6KNApSAcK
Citations