CHEBI:141002 - 12-epi-fischerindole G

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ChEBI Name 12-epi-fischerindole G
ChEBI ID CHEBI:141002
ChEBI ASCII Name 12-epi-fischerindole G
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C21H23ClN2
Net Charge 0
Average Mass 338.874
Monoisotopic Mass 338.15498
InChI InChI=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
InChIKey ADPQVXWEVQETCB-AGPIPWNKSA-N
SMILES C12=CC=CC=C1NC3=C2[C@]4([C@H]([C@]([C@@H](C[C@@]4(C3(C)C)[H])Cl)(C)C=C)[N+]#[C-])[H]
Metabolite of Species Details
Hapalosiphon welwitschii UTEX B 1830 (NCBI:txid1433842) See: DOI
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 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
Synonyms Sources
12-epi-fischerindole G UniProt
12-epi-fischerindole G isonitrile ChEBI
Manual Xref Database
CPD-20803 MetaCyc
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Citations Waiting for Citations Types Sources
19035635 PubMed citation Europe PMC
25218740 PubMed citation SUBMITTER
26749394 PubMed citation SUBMITTER
27027281 PubMed citation SUBMITTER
Last Modified
15 August 2018