dehydrosecodine (CHEBI:146301)

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ChEBI Name	dehydrosecodine

ChEBI ID	CHEBI:146301

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C21H24N2O2

Net Charge

Average Mass

336.435

Monoisotopic Mass

336.18378

InChI

InChI=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

InChIKey

FGHJSNGBTCVANJ-UHFFFAOYSA-N

SMILES

C1=CC2=C(C=C1)C(CCN3C=C(C=CC3)CC)=C(N2)C(C(OC)=O)=C

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via alkaloid )

ChEBI Ontology
Outgoing	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	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

Last Modified

10 March 2020