5-Hydroxy-4-methoxy-6H-indolo[3,2,1-de][1,5]naphthyridin-6-one Chemical Properties

Melting point:

224-225 °C

Boiling point:

442.7±45.0 °C(Predicted)

Density 

1.51±0.1 g/cm3(Predicted)

solubility 

Methanol: Soluble

pka

2.42±0.20(Predicted)

form 

Solid

color 

Light yellow to yellow

InChI

InChI=1S/C15H10N2O3/c1-20-14-11-12-9(6-7-16-11)8-4-2-3-5-10(8)17(12)15(19)13(14)18/h2-7,18H,1H3

InChIKey

PGFKZUOYIFDMQJ-UHFFFAOYSA-N

SMILES

N1C2=C3N(C4=C(C3=CC=1)C=CC=C4)C(=O)C(O)=C2OC

5-Hydroxy-4-methoxy-6H-indolo[3,2,1-de][1,5]naphthyridin-6-one Usage And Synthesis

Chemical Properties

Yellow crystals, soluble in methanol, ethanol, DMSO and other organic solvents, derived from bitter wood.

Uses

5-Hydroxy-4-methoxycanthin-7-one has the antibacterial effect.

Definition

ChEBI: Nigakinone is a member of beta-carbolines.

Biological Activity

Nigakinone is one of the most abundant alkaloids in bitter wood with important pharmacological activity.

References

[1] HUAYING FAN . In vitro and in vivo anti-inflammatory effects of 4-methoxy-5- hydroxycanthin-6-one, a natural alkaloid from Picrasma quassioides[J]. Phytomedicine, 2013, 20 3: Pages 319-323. DOI: 10.1016/j.phymed.2012.11.016
[2] FANGLE LIU. Nigakinone alleviates DSS-induced experimental colitis via regulating bile acid profile and FXR/NLRP3 signaling pathways.[J]. Phytotherapy Research, 2023, 37 1: 15-34. DOI: 10.1002/ptr.7588

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