1,2-dehydrogeissoschizoline (CHEBI:65736)

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ChEBI Name	1,2-dehydrogeissoschizoline

ChEBI ID	CHEBI:65736

Definition	An indole alkaloid that is the 1,2-dehydro derivative of geissoschizoline. Isolated from Geissospermum sericeum, it exhibits antiplasmodial activity.

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

Supplier Information

Download	Molfile XML SDF

Formula

C19H24N2O

Net Charge

Average Mass

296.40670

Monoisotopic Mass

296.18886

InChI

InChI=1S/C19H24N2O/c1-2-12-10-21-8-7-19-15-5-3-4-6-16(15)20-18(19)14(11-22)13(12)9-17(19)21/h3-6,12-14,17,22H,2,7-11H2,1H3/t12-,13+,14+,17+,19-/m1/s1

InChIKey

XJEKUKWZYMNSDW-XTXPVBGVSA-N

SMILES

[H][C@@]12C[C@]3([H])N(CC[C@]33C(=Nc4ccccc34)[C@H]1CO)C[C@H]2CC

Metabolite of Species	Details
Geissospermum sericeum (IPNI:317676-2)	Found in bark (BTO:0001301). See: PubMed

Roles Classification
Biological Role(s):	antiplasmodial drug An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via alkaloid )

Application(s):	antiplasmodial drug An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.

ChEBI Ontology
Outgoing	1,2-dehydrogeissoschizoline (CHEBI:65736) has role antiplasmodial drug (CHEBI:64915) 1,2-dehydrogeissoschizoline (CHEBI:65736) has role metabolite (CHEBI:25212) 1,2-dehydrogeissoschizoline (CHEBI:65736) is a indole alkaloid (CHEBI:38958) 1,2-dehydrogeissoschizoline (CHEBI:65736) is a organic heteropentacyclic compound (CHEBI:38164) 1,2-dehydrogeissoschizoline (CHEBI:65736) is a primary alcohol (CHEBI:15734)

IUPAC Name

(15β,16α)-1,2-didehydrocuran-17-ol

Registry Number	Type	Source
9080520	Reaxys Registry Number	Reaxys

Citation	Type	Source
11809075	PubMed citation	Europe PMC

Last Modified

01 August 2013