(-)-annonaine (CHEBI:76)

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ChEBI Name	(−)-annonaine

ChEBI ID	CHEBI:76

ChEBI ASCII Name	(-)-annonaine

Definition	An aporphine alkaloid that exhibits anti-cancer, trypanocidal and antiplasmodial activites.

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

Supplier Information

Download	Molfile XML SDF

Formula

C17H15NO2

Net Charge

Average Mass

265.30650

Monoisotopic Mass

265.11028

InChI

InChI=1S/C17H15NO2/c1-2-4-12-10(3-1)7-13-15-11(5-6-18-13)8-14-17(16(12)15)20-9-19-14/h1-4,8,13,18H,5-7,9H2/t13-/m1/s1

InChIKey

VZTUKBKUWSHDFM-CYBMUJFWSA-N

SMILES

[H][C@]12Cc3ccccc3-c3c4OCOc4cc(CCN1)c23

Roles Classification
Biological Role(s):	trypanocidal drug A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida. 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):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. trypanocidal drug A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida. 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	(−)-annonaine (CHEBI:76) has parent hydride aporphine (CHEBI:35643) (−)-annonaine (CHEBI:76) has role antineoplastic agent (CHEBI:35610) (−)-annonaine (CHEBI:76) has role antiplasmodial drug (CHEBI:64915) (−)-annonaine (CHEBI:76) has role trypanocidal drug (CHEBI:36335) (−)-annonaine (CHEBI:76) is a aporphine alkaloid (CHEBI:134209) (−)-annonaine (CHEBI:76) is a organic heteropentacyclic compound (CHEBI:38164) (−)-annonaine (CHEBI:76) is a oxacycle (CHEBI:38104)

Incoming	bidebiline C (CHEBI:65492) has functional parent (−)-annonaine (CHEBI:76) bidebiline D (CHEBI:65493) has functional parent (−)-annonaine (CHEBI:76)

IUPAC Name

(7aR)-6,7,7a,8-tetrahydro-5H-[1,3]benzodioxolo[6,5,4-de]benzo[g]quinoline

Last Modified

04 January 2017