CHEBI:65407 - ancistrotanzanine B

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ChEBI Name ancistrotanzanine B
ChEBI ID CHEBI:65407
Definition An isoquinoline alkaloid that is (3S)-6,8-dimethoxy-1,3-dimethyl-3,4-dihydroisoquinoline substituted by a 4,5-dimethoxy-7-methylnaphthalen-1-yl group at position 5. It is isolated from the leaves of Ancistrocladus tanzaniensis and exhibits antiplasmodial, antileishmanial and antitrypanocidal activities.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C26H29NO4
Net Charge 0
Average Mass 419.51280
Monoisotopic Mass 419.20966
InChI InChI=1S/C26H29NO4/c1-14-10-18-17(8-9-20(28-4)26(18)21(11-14)29-5)25-19-12-15(2)27-16(3)24(19)22(30-6)13-23(25)31-7/h8-11,13,15H,12H2,1-7H3/t15-/m0/s1
InChIKey MIMNIDIHOQDTFD-HNNXBMFYSA-N
SMILES COc1cc(OC)c(c2C[C@H](C)N=C(C)c12)-c1ccc(OC)c2c(OC)cc(C)cc12
Metabolite of Species Details
Ancistrocladus tanzaniensis (NCBI:txid714107) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Biological Role(s): 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.
(via alkaloid )
antileishmanial agent
An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
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.
Application(s): trypanocidal drug
A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
antileishmanial agent
An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
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 ancistrotanzanine B (CHEBI:65407) has role antileishmanial agent (CHEBI:70868)
ancistrotanzanine B (CHEBI:65407) has role antiplasmodial drug (CHEBI:64915)
ancistrotanzanine B (CHEBI:65407) has role metabolite (CHEBI:25212)
ancistrotanzanine B (CHEBI:65407) has role trypanocidal drug (CHEBI:36335)
ancistrotanzanine B (CHEBI:65407) is a aromatic ether (CHEBI:35618)
ancistrotanzanine B (CHEBI:65407) is a biaryl (CHEBI:64459)
ancistrotanzanine B (CHEBI:65407) is a isoquinoline alkaloid (CHEBI:24921)
ancistrotanzanine B (CHEBI:65407) is a isoquinolines (CHEBI:24922)
ancistrotanzanine B (CHEBI:65407) is a methoxynaphthalene (CHEBI:48851)
ancistrotanzanine B (CHEBI:65407) is a methylnaphthalenes (CHEBI:25324)
IUPAC Name
(3S)-5-(4,5-dimethoxy-7-methylnaphthalen-1-yl)-6,8-dimethoxy-1,3-dimethyl-3,4-dihydroisoquinoline
Manual Xref Database
10208482 ChemSpider
View more database links
Registry Number Type Source
8729671 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12889879 PubMed citation Europe PMC
14510589 PubMed citation Europe PMC
Last Modified
23 November 2012