EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:141002 - 12-epi-fischerindole G

ChEBI IDCHEBI:141002
ChEBI Name12-epi-fischerindole G
Stars
ASCII Name12-epi-fischerindole G
DefinitionAn organic heterotetracyclic compound that is 5,6,6a,7,8,9,10,10a-octahydroindeno[2,1-b]indole which is substituted at positions 6, 6, and 9 by methyl groups, and at positions 8, 9, and 10 by chlorine, vinyl, and isocyano groups respectively (the 6aS,8R,9S,10R,10aS stereoisomer). It is an indole alkaloid produced by the Stigonematales genus of cyanobacteria.
Last Modified15 August 2018
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC21H23ClN2
Net Charge0
Average Mass338.882
Monoisotopic Mass338.15498
SMILES[H][C@@]12c3c(nc4ccccc34)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)15(22)11-13-17(19(21)23-5)16-12-9-7-8-10-14(12)24-18(16)20(13,2)3/h6-10,13,15,17,19,24H,1,11H2,2-4H3/t13-,15+,17-,19+,21+/m0/s1
InChIKeyADPQVXWEVQETCB-AGPIPWNKSA-N
Species of MetaboliteComponentSourceComments
Hapalosiphon welwitschii UTEX B 1830 (ncbitaxon:1433842) - DOI (DOI: 10.1021/ja00101a015)
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)
12-epi-fischerindole G (CHEBI:141002) has role bacterial metabolite (CHEBI:76969)
12-epi-fischerindole G (CHEBI:141002) is a fischerindole alkaloid (CHEBI:141619)
12-epi-fischerindole G (CHEBI:141002) is a isocyanide (CHEBI:35353)
12-epi-fischerindole G (CHEBI:141002) is a olefinic compound (CHEBI:78840)
12-epi-fischerindole G (CHEBI:141002) is a organic heterotetracyclic compound (CHEBI:38163)
12-epi-fischerindole G (CHEBI:141002) is a organochlorine compound (CHEBI:36683)
IUPAC Name 
(6aS,8R,9S,10R,10aS)-8-chloro-10-isocyano-6,6,9-trimethyl-9-vinyl-5,6,6a,7,8,9,10,10a-octahydroindeno[2,1-b]indole
Synonym  Source
12-epi-fischerindole G isonitrileChEBI
UniProt Name  Source
12-epi-fischerindole GUniProt
Manual XrefsDatabases
CPD-20803MetaCyc
Citations