Gedunin

Names

[ 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

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.