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Gedunin

Names

[ CAS No. ]:
2753-30-2

[ Name ]:
Gedunin

[Synonym ]:
Gedunin,(1S,3aS,4aR,4bS,5R,6aR,10aR,10bR,12aS)-5-(Acetyloxy)-1-(3-furanyl)-1,5,6,6a,7,10a,10b,11,12,12a,decahydro-4b,7,7,10a,12a,-pentamethyloxireno[c]phenanthro[1,2-d]pyran-3,8(3aH,4bH)-dione
Gedunine

Biological Activity

[Description]:

Gedunin is a limonoid with anti-cancer, anti-viral, anti-inflammatory and insecticidal activities. Gedunin acts as a potent Hsp90 inhibitor and induces the degradation of Hsp90-dependent client proteins. Geduni may obstructs the entry of SARS-CoV-2 virus into human host cells and can be used for COVID-19 research[3].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Metabolic Enzyme/Protease >> HSP
Research Areas >> Infection
Research Areas >> Inflammation/Immunology
Signaling Pathways >> Cell Cycle/DNA Damage >> HSP

[Target]

HSP90


[In Vitro]

Gedunin (0.5-30 μM) inhibits CaCo-2 colon cancer cell proliferationin a dose-dependent manner, and the IC50 value is 16.83 µM[1].

[References]

[1]. Shaikh J Uddin, et al. Gedunin, a limonoid from Xylocarpus granatum, inhibits the growth of CaCo-2 colon cancer cell line in vitro. Phytother Res. 2007 Aug;21(8):757-61.

[2]. Gary E L Brandt, et al. Gedunin, a novel hsp90 inhibitor: semisynthesis of derivatives and preliminary structure-activity relationships. J Med Chem. 2008 Oct 23;51(20):6495-502

[3]. Seshu Vardhan, et al. Virtual screening by targeting proteolytic sites of furin and TMPRSS2 to propose potential compounds obstructing the entry of SARS-CoV-2 virus into human host cells. J Tradit Complement Med. 2021 Apr 12.

Chemical & Physical Properties

[ Density]:
1.28g/cm3

[ Boiling Point ]:
594.3ºC at 760mmHg

[ Molecular Formula ]:
C28H34O7

[ Molecular Weight ]:
482.56500

[ Flash Point ]:
313.2ºC

[ Exact Mass ]:
482.23000

[ PSA ]:
95.34000

[ LogP ]:
4.56070

[ Vapour Pressure ]:
4.31E-14mmHg at 25°C

[ Index of Refraction ]:
1.581

Synthetic Route

Precursor & DownStream


Related Compounds