EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:140441 - 12-epi-hapalindole U

ChEBI IDCHEBI:140441
ChEBI Name12-epi-hapalindole U
Stars
ASCII Name12-epi-hapalindole U
DefinitionA tetracyclic hapalindole that is hapalindole U in which the carbon bearing the vinyl group has S configuration instead of R. It 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@@]12c3cnc4cccc(c34)C(C)(C)[C@@]1([H])CC[C@@](C)(C=C)[C@@H]2[N+]#[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+/m0/s1
InChIKeySLUFHMQYBPOTFZ-BQBKMSKFSA-N
Species of MetaboliteComponentSourceComments
Fischerella ambigua (ncbitaxon:230521) - PubMed (26629885) Strain: UTEX 1903
Hapalosiphon welwitschii (ncbitaxon:1433842) - PubMed (28225144) Strain: UTEX B1830
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)
12-epi-hapalindole U (CHEBI:140441) has role bacterial metabolite (CHEBI:76969)
12-epi-hapalindole U (CHEBI:140441) is a hapalindole (CHEBI:141617)
12-epi-hapalindole U (CHEBI:140441) is a isocyanide (CHEBI:35353)
12-epi-hapalindole U (CHEBI:140441) is a organic heterotetracyclic compound (CHEBI:38163)
IUPAC Name 
(6aS,9S,10R,10aS)-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
12-epi-hapalindole UUniProt
Manual XrefsDatabases
CPD-20794MetaCyc
Registry NumbersSources
Reaxys:28957191Reaxys
Citations