CHEBI:31503 - dioncopeltine A

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ChEBI Name dioncopeltine A
ChEBI ID CHEBI:31503
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:471487
Supplier Information
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Formula C23H25NO4
Net Charge 0
Average Mass 379.44890
Monoisotopic Mass 379.17836
InChI InChI=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
InChIKey ZQSUAGVTKAZDJV-CHWSQXEVSA-N
SMILES COc1cc(CO)c(-c2ccc3C[C@@H](C)N[C@H](C)c3c2O)c2cccc(O)c12
Metabolite of Species Details
Triphyophyllum peltatum (NCBI:txid63090) Found in stem (BTO:0001300). Previous component: stem bark; See: PubMed
Triphyophyllum peltatum (NCBI:txid63090) Found in root (BTO:0001188). 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 )
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.
Application(s): 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.
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ChEBI Ontology
Outgoing 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 Sources
dioncopeltine A ChEMBL
Dioncopeltine A KEGG COMPOUND
Triphyopeltine KEGG COMPOUND
Manual Xref Database
C12339 KEGG COMPOUND
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Registry Numbers Types Sources
60158-81-8 CAS Registry Number ChemIDplus
6824459 Beilstein Registry Number Beilstein
6824459 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17088484 PubMed citation ChEMBL
9371362 PubMed citation Europe PMC
Last Modified
21 November 2012