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dioncophylline C

Go to external page http://purl.obolibrary.org/obo/CHEBI_31505

An isoquinoline alkaloid that is the biaryl resulting from substitution of the hydrogen at the 5-position of (1R,3R)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-8-ol by a 5-hydroxy-4-methoxy-2-methylnaphthalen-1-yl group. It is a naphthylisoquinoline alkaloid isolated from the roots and stem barks of Triphyophyllum peltatum and exhibits antimalarial activity.

Term info

Label

dioncophylline C

Synonyms
  • (1R,3R)-5-(5-hydroxy-4-methoxy-2-methylnaphthalen-1-yl)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-8-ol
  • Dioncophylline C
database cross reference
Subsets

3_STAR

IUPAC NAME
(1R,3R)-5-(5-hydroxy-4-methoxy-2-methylnaphthalen-1-yl)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-8-ol [ IUPAC ]

charge

0

formula

C23H25NO3

has alternative id

CHEBI:66274

has obo namespace

chebi_ontology

id

CHEBI:31505

inchi

InChI=1S/C23H25NO3/c1-12-10-20(27-4)23-16(6-5-7-18(23)25)21(12)15-8-9-19(26)22-14(3)24-13(2)11-17(15)22/h5-10,13-14,24-26H,11H2,1-4H3/t13-,14-/m1/s1

inchikey

NALOMJPIDNQZKW-ZIAGYGMSSA-N

mass

363.44950

monoisotopicmass

363.18344

smiles

COc1cc(C)c(-c2ccc(O)c3[C@@H](C)N[C@H](C)Cc23)c2cccc(O)c12