Columbamine is a chemical with the molecular formula C20H20NO4. It is an organic heterotetracyclic compound and a berberine alkaloid. Columbamine can be also called dehydroisocorypalmine.[1] It has a molecular weight of 338.4 g/mol[1] and its monoisotopic mass is 339.1470581677 daltons.[2] Columbamine is soluble in DMSO[3] and is a solid at room temperature.

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
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Occurrence

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Columbamine has been found in Plumeria rubra.

References

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  1. ^ a b PubChem. "Columbamine". pubchem.ncbi.nlm.nih.gov. Retrieved 2022-04-29.
  2. ^ "MetaCyc columbamine". biocyc.org. Retrieved 2022-04-29.
  3. ^ "Columbamine (CAS 3621-36-1)". www.caymanchem.com. Retrieved 2022-04-29.