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CHEBI:141614 - hapalindole G

Default Structure
ChEBI IDCHEBI:141614
ChEBI Namehapalindole G
Stars
DefinitionA hapalindole that is hapalindole U in which the pro-R hydrogen at position 8 has been replaced by a chlorine. It is produced by the cyanobacterium Fischerella ambigua.
Last Modified20 August 2018
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC21H23ClN2
Net Charge0
Average Mass338.882
Monoisotopic Mass338.15498
SMILES[H][C@@]12c3cnc4cccc(c34)C(C)(C)[C@@]1([H])C[C@@H](Cl)[C@](C)(C=C)[C@@H]2[N+]#[C-]
InChIInChI=1S/C21H23ClN2/c1-6-21(4)16(22)10-14-18(19(21)23-5)12-11-24-15-9-7-8-13(17(12)15)20(14,2)3/h6-9,11,14,16,18-19,24H,1,10H2,2-4H3/t14-,16+,18+,19+,21-/m0/s1
InChIKeyUGBGKUYYYCTXAK-DBKAPMEGSA-N
Species of MetaboliteComponentSourceComments
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.
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 G (CHEBI:141614) is a hapalindole (CHEBI:141617)
hapalindole G (CHEBI:141614) is a isocyanide (CHEBI:35353)
hapalindole G (CHEBI:141614) is a organic heterotetracyclic compound (CHEBI:38163)
hapalindole G (CHEBI:141614) is a organochlorine compound (CHEBI:36683)
IUPAC Name 
(6aS,8R,9R,10R,10aS)-8-chloro-10-isocyano-6,6,9-trimethyl-9-vinyl-2,6,6a,7,8,9,10,10a-octahydronaphtho[1,2,3-cd]indole
UniProt Name  Source
hapalindole GUniProt
Manual XrefsDatabases
CPD-20792MetaCyc
Citations