EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:31503 - dioncopeltine A

ChEBI IDCHEBI:31503
ChEBI Namedioncopeltine A
Stars
DefinitionAn isoquinoline alkaloid that is the biaryl resulting from substitution of the hydrogen at the 7-position of (1R,3R)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-8-ol by a 1-hydroxy-6-(hydroxymethyl)-8-methoxynaphthalen-5-yl group. It is a naphthylisoquinoline alkaloid found in Triphyophyllum peltatum.
Secondary ChEBI IDCHEBI:471487
Last Modified21 November 2012
DownloadsMolfile
FormulaC23H25NO4
Net Charge0
Average Mass379.456
Monoisotopic Mass379.17836
SMILESCOc1cc(CO)c(-c2ccc3c(c2O)[C@@H](C)N[C@H](C)C3)c2cccc(O)c12
InChIInChI=1S/C23H25NO4/c1-12-9-14-7-8-17(23(27)20(14)13(2)24-12)21-15(11-25)10-19(28-3)22-16(21)5-4-6-18(22)26/h4-8,10,12-13,24-27H,9,11H2,1-3H3/t12-,13-/m1/s1
InChIKeyZQSUAGVTKAZDJV-CHWSQXEVSA-N
Species of MetaboliteComponentSourceComments
Triphyophyllum peltatum (ncbitaxon:63090)
root (BTO:0001188) PubMed (9371362)
stem (BTO:0001300) PubMed (9371362) Previous component: stem bark;
Roles Classification
Biological Roles:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
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:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
ChEBI Ontology
Outgoing Relation(s)
dioncopeltine A (CHEBI:31503) has role antimalarial (CHEBI:38068)
dioncopeltine A (CHEBI:31503) has role metabolite (CHEBI:25212)
dioncopeltine A (CHEBI:31503) is a isoquinoline alkaloid (CHEBI:24921)
dioncopeltine A (CHEBI:31503) is a isoquinolines (CHEBI:24922)
IUPAC Name 
(1R,3R)-7-[5-hydroxy-2-(hydroxymethyl)-4-methoxynaphthalen-1-yl]-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-8-ol
Synonyms  Source
Dioncopeltine AKEGG COMPOUND
TriphyopeltineKEGG COMPOUND
dioncopeltine AChEMBL
Manual XrefsDatabases
C12339KEGG COMPOUND
Registry NumbersSources
Reaxys:6824459Reaxys
CAS:60158-81-8ChemIDplus
Citations