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CHEBI:66529 - strychnogucine B

ChEBI IDCHEBI:66529
ChEBI Namestrychnogucine B
Stars
DefinitionA bisindole alkaloid with a strychnine substructure isolated from the roots of Strychnos icaja and has been shown to exhibit antiplasmodial activity.
Last Modified9 July 2013
DownloadsMolfile
FormulaC42H42N4O4
Net Charge0
Average Mass666.822
Monoisotopic Mass666.32061
SMILES[H][C@]12C=C([C@H]3C[C@@]45c6ccccc6N6C(=O)C[C@]7([H])OCC=C8CN3[C@@]4([H])C[C@]8([H])[C@]7([H])[C@]65[H])C(=O)N3c4ccccc4[C@@]4(CCN5C/C(=C/CO)[C@]1([H])C[C@]54[H])[C@@]32[H]
InChIInChI=1S/C42H42N4O4/c47-13-9-22-20-43-12-11-41-28-5-1-4-8-31(28)46-38(41)26(24(22)16-34(41)43)15-27(40(46)49)32-19-42-29-6-2-3-7-30(29)45-36(48)18-33-37(39(42)45)25-17-35(42)44(32)21-23(25)10-14-50-33/h1-10,15,24-26,32-35,37-39,47H,11-14,16-21H2/b22-9-/t24-,25-,26-,32+,33-,34-,35-,37-,38-,39-,41+,42+/m0/s1
InChIKeyMMKIAHOGFMPKCT-LUNGMMDTSA-N
Species of MetaboliteComponentSourceComments
Strychnos icaja (ncbitaxon:1040889) root (BTO:0001188) PubMed (11170658)
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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
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 Relation(s)
strychnogucine B (CHEBI:66529) has role antiplasmodial drug (CHEBI:64915)
strychnogucine B (CHEBI:66529) has role metabolite (CHEBI:25212)
strychnogucine B (CHEBI:66529) is a bisindole alkaloid (CHEBI:51879)
strychnogucine B (CHEBI:66529) is a primary alcohol (CHEBI:15734)
strychnogucine B (CHEBI:66529) is a ring assembly (CHEBI:36820)
IUPAC Name 
(18α)-18-[(3aR,11aS,11bS,12R,13aS,14E)-14-(2-hydroxyethylidene)-9-oxo-2,3,11a,12,13,13a-hexahydro-9H,11bH-1,12-ethanopyrido[1,2,3-lm]pyrrolo[2,3-d]carbazol-10-yl]strychnidin-10-one
Registry NumbersSources
Reaxys:8820805Reaxys
Citations