CHEBI:66147 - klugine

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ChEBI Name klugine
ChEBI ID CHEBI:66147
Definition An isoquinoline alkaloid that is emetan substituted by methoxy groups at positions 7' and 11 and hydroxy groups at positions 1', 6' and 10'. Isolated from Psychotria klugii, it exhibits antileishmanial and antiplasmodial activities.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H36N2O5
Net Charge 0
Average Mass 468.58510
Monoisotopic Mass 468.26242
InChI InChI=1S/C27H36N2O5/c1-4-16-15-29-8-6-17-10-23(30)25(33-2)12-20(17)22(29)9-19(16)14-27(32)21-13-26(34-3)24(31)11-18(21)5-7-28-27/h10-13,16,19,22,28,30-32H,4-9,14-15H2,1-3H3/t16-,19+,22-,27-/m0/s1
InChIKey IIFHKWNCTVOSKL-OKGGWNPJSA-N
SMILES [H][C@@]12C[C@H](C[C@@]3(O)NCCc4cc(O)c(OC)cc34)[C@@H](CC)CN1CCc1cc(O)c(OC)cc21
Metabolite of Species Details
Psychotria klugii (IPNI:212953-2) Found in whole plant (BTO:0001461). 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.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing klugine (CHEBI:66147) has parent hydride emetan (CHEBI:36380)
klugine (CHEBI:66147) has role antileishmanial agent (CHEBI:70868)
klugine (CHEBI:66147) has role antiplasmodial drug (CHEBI:64915)
klugine (CHEBI:66147) has role metabolite (CHEBI:25212)
klugine (CHEBI:66147) is a isoquinoline alkaloid (CHEBI:24921)
klugine (CHEBI:66147) is a isoquinolinol (CHEBI:24923)
klugine (CHEBI:66147) is a pyridoisoquinoline (CHEBI:61692)
klugine (CHEBI:66147) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
7',11-dimethoxyemetan-1',6',10-triol
Registry Number Type Source
9677142 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12880315 PubMed citation Europe PMC
15974627 PubMed citation Europe PMC
Last Modified
18 March 2013