| Identification | Back Directory | [Name]
5-Hydroxy-4-methoxy-6H-indolo[3,2,1-de][1,5]naphthyridin-6-one | [CAS]
18110-86-6 | [Synonyms]
Nigakinone
1-carbomehoxy-carboline
5-Hydroxy-4-methoxycanthin-6-one
4-Methoxy-5-hydroxycanthin-6-one
5-Hydroxy-4-methoxy-6H-indolo[3,2,1-de][1,5]naphthyridin-6-one
5-HYDROXY-4-METHOXY-6H-INDOLO[3,2,1-IJ][1,5]NAPHTHYRIDIN-6-ONE
6H-Indolo[3,2,1-de][1,5]naphthyridin-6-one, 5-hydroxy-4-methoxy- | [EINECS(EC#)]
200-258-5 | [Molecular Formula]
C15H10N2O3 | [MDL Number]
MFCD17214776 | [MOL File]
18110-86-6.mol | [Molecular Weight]
266.25 |
| Chemical Properties | Back Directory | [Melting point ]
224-225 °C | [Boiling point ]
442.7±45.0 °C(Predicted) | [density ]
1.51±0.1 g/cm3(Predicted) | [solubility ]
Methanol: Soluble | [form ]
Solid | [pka]
2.42±0.20(Predicted) | [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 |
| Hazard Information | Back Directory | [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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