Columbamine

Columbamine
Names
IUPAC name
3,9,10-Trimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium-2-ol
Other names
Dehydroisocorypalmine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
  • InChI=1S/C20H19NO4/c1-23-18-5-4-12-8-16-14-10-17(22)19(24-2)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,8-11H,6-7H2,1-3H3/p+1
    Key: YYFOFDHQVIODOQ-UHFFFAOYSA-O
  • COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC(=C(C=C4CC3)OC)O)OC
Properties
C20H20NO4+
Molar mass 338.382 g·mol−1
Melting point 280–282 °C (536–540 °F; 553–555 K) (chloride salt)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Columbamine is an isoquinoline alkaloid made up of four rings, two of which contain nitrogen. It is related to berberine but without its methylenedioxy group. Columbamine is also called dehydroisocorypalmine. It has usually been isolated and characterised as its chloride salt.