EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:76 - (−)-annonaine

ChEBI IDCHEBI:76
ChEBI Name(−)-annonaine
Stars
ASCII Name(-)-annonaine
DefinitionAn aporphine alkaloid that exhibits anti-cancer, trypanocidal and antiplasmodial activites.
Last Modified4 January 2017
DownloadsMolfile
FormulaC17H15NO2
Net Charge0
Average Mass265.312
Monoisotopic Mass265.11028
SMILES[H][C@@]12Cc3ccccc3-c3c4c(cc(c31)CCN2)OCO4
InChIInChI=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
InChIKeyVZTUKBKUWSHDFM-CYBMUJFWSA-N
Roles Classification
Biological Roles:
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.
trypanocidal drug  A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
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.
trypanocidal drug  A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
(−)-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 Relation(s)
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  Source
(-)-AnnonaineKEGG COMPOUND
AnonaineKEGG COMPOUND
Manual XrefsDatabases
C09339KEGG COMPOUND
HMDB0030348HMDB
C00001807KNApSAcK
C00027281KNApSAcK
Registry NumbersSources
Reaxys:90236Reaxys
CAS:1862-41-5KEGG COMPOUND
Citations