CHEBI:76 - (−)-annonaine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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 0
Average Mass 265.30650
Monoisotopic Mass 265.110
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.
View more via ChEBI Ontology
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
Synonyms Sources
(-)-Annonaine KEGG COMPOUND
Anonaine KEGG COMPOUND
Manual Xrefs Databases
C00001807 KNApSAcK
C00027281 KNApSAcK
C09339 KEGG COMPOUND
HMDB0030348 HMDB
View more database links
Registry Numbers Types Sources
1862-41-5 CAS Registry Number KEGG COMPOUND
90236 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
18305432 PubMed citation Europe PMC
20826204 PubMed citation Europe PMC
21361287 PubMed citation Europe PMC
22101086 PubMed citation Europe PMC
Last Modified
04 January 2017