Isojacareubin

Names

[ Name ]:
Isojacareubin

[Synonym ]:
6,10,11-Trihydroxy-3,3-dimethyl-3H,7H-pyrano[2,3-c]xanthen-7-one
3H,7H-Pyrano[2,3-c]xanthen-7-one, 6,10,11-trihydroxy-3,3-dimethyl-

Biological Activity

[Description]:

Isojacareubin can be isolated from Hypericum japonicum. Isojacareubin covalently inhibits SARS-CoV-2 3CLpro. Isojacareubin also has anti-helicobacter activity. Isojacareubin inhibits PKC, and suppresses hepatocellular carcinoma metastasis and induces apoptosis[1][2][3].

[Related Catalog]:

Signaling Pathways >> Epigenetics >> PKC

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Signaling Pathways >> Anti-infection >> SARS-CoV

Signaling Pathways >> TGF-beta/Smad >> PKC

Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. Kyoko Ishiguro, et al. An isopentenylated flavonol from Hypericum japonicum. Phytochemistry. 1993. 32 (6), 1583-1585.

[2]. Khan A, et al. Discovery of Isojacareubin as a covalent inhibitor of SARS-CoV-2 main protease using structural and experimental approaches. J Med Virol. 2023 Feb;95(2):e28542.

[3]. Yuan X, et al. Inhibition of protein kinase C by isojacareubin suppresses hepatocellular carcinoma metastasis and induces apoptosis in vitro and in vivo. Sci Rep. 2015 Aug 6;5:12889.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
576.8±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₈H₁₄O₆

[ Molecular Weight ]:
326.30

[ Flash Point ]:
216.0±23.6 °C

[ Exact Mass ]:
326.079041

[ PSA ]:
100.13000

[ LogP ]:
3.31

[ Vapour Pressure ]:
0.0±1.7 mmHg at 25°C

[ Index of Refraction ]:
1.694

Safety Information

[ Hazard Codes ]:
Xi