Description
Canthin-6-one, coming from the barks of Ailanthus altissima, is antiproliferative, possibly by interfering with the G2/M transition. Proapoptotic effects might result from this disturbance of the cell cycle.
Synonyms
6H-Indolo(3,2,1-de)(1,5)naphthyridin-6-one
IUPAC Name
1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),6,8,10,12,14-heptaen-2-one
Molecular Formula
C14H8N2O
Canonical SMILES
C1=CC=C2C(=C1)C3=C4N2C(=O)C=CC4=NC=C3
InChI
InChI=1S/C14H8N2O/c17-13-6-5-11-14-10(7-8-15-11)9-3-1-2-4-12(9)16(13)14/h1-8H
InChIKey
ZERVJPYNQLONEK-UHFFFAOYSA-N
Boiling Point
346.5±34.0°C (Predicted)
Melting Point
161-161.5°C
Density
1.40±0.1 g/cm3(Predicted)
Solubility
Chloroform (Slightly), Methanol (Slightly)
Application
Antiproliferative/antimicrobial/antiinflammatory
Definition
ChEBI: An indole alkaloid that is 6H-indolo[3,2,1-de][1,5]naphthyridine substituted by an oxo group at position 6.
Uses
Canthin-6-one is used as an anticancer agent compromising cancer cells showing multi-drug resistance. Also used in the synthesis of β-carbolinium compounds as antimalarial agents.