EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:66147 - klugine

Default Structure
ChEBI IDCHEBI:66147
ChEBI Nameklugine
Stars
DefinitionAn 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.
Last Modified18 March 2013
DownloadsMolfile
FormulaC27H36N2O5
Net Charge0
Average Mass468.594
Monoisotopic Mass468.26242
SMILES[H][C@@]12C[C@H](C[C@@]3(O)NCCc4cc(O)c(OC)cc43)[C@@H](CC)CN1CCc1cc(O)c(OC)cc12
InChIInChI=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
InChIKeyIIFHKWNCTVOSKL-OKGGWNPJSA-N
Species of MetaboliteComponentSourceComments
Psychotria klugii (IPNI:212953-2) whole plant (BTO:0001461) PubMed (12880315)
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.
antileishmanial agent  An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
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.
antileishmanial agent  An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
ChEBI Ontology
Outgoing Relation(s)
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 NumbersSources
Reaxys:9677142Reaxys
Citations