EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:146301 - dehydrosecodine

ChEBI IDCHEBI:146301
ChEBI Namedehydrosecodine
Stars
DefinitionA member of the class of indoles that is methyl 2-(1H-indol-2-yl)prop-2-enoate in which the indole moiety has been substituted at position 3 by a 2-(5-ethylpyridin-1(2H)-yl)ethyl group. An intermediate in the biosynthesis of aspidosperma and iboga alkaloids.
Last Modified10 March 2020
SubmitterGareth Owen
DownloadsMolfile
FormulaC21H24N2O2
Net Charge0
Average Mass336.435
Monoisotopic Mass336.18378
SMILESC=C(C(=O)OC)c1nc2ccccc2c1CCN1C=C(CC)C=CC1
InChIInChI=1S/C21H24N2O2/c1-4-16-8-7-12-23(14-16)13-11-18-17-9-5-6-10-19(17)22-20(18)15(2)21(24)25-3/h5-10,14,22H,2,4,11-13H2,1,3H3
InChIKeyFGHJSNGBTCVANJ-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
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)
dehydrosecodine (CHEBI:146301) is a alkaloid ester (CHEBI:38481)
dehydrosecodine (CHEBI:146301) is a dihydropyridine (CHEBI:50075)
dehydrosecodine (CHEBI:146301) is a enamine (CHEBI:47989)
dehydrosecodine (CHEBI:146301) is a indoles (CHEBI:24828)
dehydrosecodine (CHEBI:146301) is a methyl ester (CHEBI:25248)
dehydrosecodine (CHEBI:146301) is a terpenoid indole alkaloid (CHEBI:65321)
dehydrosecodine (CHEBI:146301) is conjugate base of dehydrosecodine(1+) (CHEBI:146237)
Incoming Relation(s)
dehydrosecodine(1+) (CHEBI:146237) is conjugate acid of dehydrosecodine (CHEBI:146301)
IUPAC Name 
methyl 2-{3-[2-(5-ethylpyridin-1(2H)-yl)ethyl]-1H-indol-2-yl}prop-2-enoate
Manual XrefsDatabases
DehydrosecodineWikipedia
CPD-21545MetaCyc