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CHEBI:146250 - secodine

ChEBI IDCHEBI:146250
ChEBI Namesecodine
Stars
DefinitionA methyl ester that is 1H-indole substituted by a 3-methoxy-3-oxoprop-1-en-2-yl group at position 2 and a 2-(5-ethyl-3,4-dihydropyridin-1(2H)-yl)ethyl groups at position 3. It is a transient intermediate in the synthesis of indole alkaloids such as vindoline and vincadifformine.
Last Modified10 March 2020
SubmitterAdnan
DownloadsMolfile
FormulaC21H26N2O2
Net Charge0
Average Mass338.451
Monoisotopic Mass338.19943
SMILESC=C(C(=O)OC)c1nc2ccccc2c1CCN1C=C(CC)CCC1
InChIInChI=1S/C21H26N2O2/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/h5-6,9-10,14,22H,2,4,7-8,11-13H2,1,3H3
InChIKeyYQBZNVRQCVYPFC-UHFFFAOYSA-N
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)
secodine (CHEBI:146250) is a enamine (CHEBI:47989)
secodine (CHEBI:146250) is a enoate ester (CHEBI:51702)
secodine (CHEBI:146250) is a methyl ester (CHEBI:25248)
secodine (CHEBI:146250) is a monoterpenoid indole alkaloid (CHEBI:65323)
secodine (CHEBI:146250) is a olefinic compound (CHEBI:78840)
secodine (CHEBI:146250) is a secondary amino compound (CHEBI:50995)
secodine (CHEBI:146250) is a tertiary amino compound (CHEBI:50996)
secodine (CHEBI:146250) is a tetrahydropyridine (CHEBI:26921)
secodine (CHEBI:146250) is conjugate base of secodine(1+) (CHEBI:146231)
Incoming Relation(s)
secodine(1+) (CHEBI:146231) is conjugate acid of secodine (CHEBI:146250)
IUPAC Name 
methyl 2-{3-[2-(5-ethyl-3,4-dihydropyridin-1(2H)-yl)ethyl]-1H-indol-2-yl}prop-2-enoate
Synonym  Source
2-{3-[2-(5-ethyl-3,4-dihydropyridin-1(2H)-yl)ethyl]-1H-indol-2-yl}acrylic acid methyl esterChEBI
Citations