CHEBI:65406 - ancistrotanzanine A

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name ancistrotanzanine A
ChEBI ID CHEBI:65406
Definition An isoquinoline alkaloid that is (3S)-6,8-dimethoxy-1,3-dimethyl-3,4-dihydroisoquinoline substituted by a 1-hydroxy-8-methoxy-3-methylnaphthalen-2-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
Download Molfile XML SDF
Formula C25H27NO4
Net Charge 0
Average Mass 405.48620
Monoisotopic Mass 405.19401
InChI InChI=1S/C25H27NO4/c1-13-10-16-8-7-9-18(28-4)23(16)25(27)21(13)24-17-11-14(2)26-15(3)22(17)19(29-5)12-20(24)30-6/h7-10,12,14,27H,11H2,1-6H3/t14-/m0/s1
InChIKey QGIHYQPVZRSTNP-AWEZNQCLSA-N
SMILES COc1cc(OC)c(c2C[C@H](C)N=C(C)c12)-c1c(C)cc2cccc(OC)c2c1O
Metabolite of Species Details
Ancistrocladus tanzaniensis (NCBI:txid714107) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Biological Role(s): 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.
trypanocidal drug
A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
Application(s): 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.
trypanocidal drug
A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ancistrotanzanine A (CHEBI:65406) has role antileishmanial agent (CHEBI:70868)
ancistrotanzanine A (CHEBI:65406) has role antiplasmodial drug (CHEBI:64915)
ancistrotanzanine A (CHEBI:65406) has role metabolite (CHEBI:25212)
ancistrotanzanine A (CHEBI:65406) has role trypanocidal drug (CHEBI:36335)
ancistrotanzanine A (CHEBI:65406) is a aromatic ether (CHEBI:35618)
ancistrotanzanine A (CHEBI:65406) is a biaryl (CHEBI:64459)
ancistrotanzanine A (CHEBI:65406) is a isoquinoline alkaloid (CHEBI:24921)
ancistrotanzanine A (CHEBI:65406) is a isoquinolines (CHEBI:24922)
ancistrotanzanine A (CHEBI:65406) is a methoxynaphthalene (CHEBI:48851)
ancistrotanzanine A (CHEBI:65406) is a methylnaphthalenes (CHEBI:25324)
ancistrotanzanine A (CHEBI:65406) is a naphthols (CHEBI:25392)
IUPAC Name
2-[(3S)-6,8-dimethoxy-1,3-dimethyl-3,4-dihydroisoquinolin-5-yl]-8-methoxy-3-methylnaphthalen-1-ol
Registry Number Type Source
9816658 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12889879 PubMed citation Europe PMC
14510589 PubMed citation Europe PMC
15165131 PubMed citation Europe PMC
Last Modified
23 November 2012