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Gedunin (CAS 2753-30-2)

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Synonym:(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
Application:An Hsp90 inhibitor
CAS Number:2753-30-2
Purity:>98%
Molecular Weight:482.57
Molecular Formula:C28H34O7
Refer to Certificate of Analysis for lot specific data (including water content).
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Product NameCatalog #UnitPriceQtyAddFavorites
Gedunin sc-203967 10 mg $179
Description
Gedunin is a naturally occurring Hsp90 inhibitor. In vitro, Gedunin induces Hsp90-dependent client protein degradation and displays antiproliferative activity (IC50 values are 3.22, 8.84 and 16.8 μM in SKBr3, MCF-7 and CaCo-2 cancer cell lines respectively). Gedunin exhibits antimalarial activity against P. falciparum (IC50 values are 0.14 and 3.1 μM in parasite development and [3H]-hypoxanthine uptake assays respectively).
Technical Information
Appearance:Crystalline
Physical State:Solid
Solubility:Soluble in DMSO (100 mM), and ethanol (10 mM).
Storage:Store at 4° C
Melting Point:238.57 °C (Predicted)
Boiling Point:594.29 °C at 760 mmHg (Predicted)
Density:1.28 g/cm3 (Predicted)
Refractive Index:n20D 1.58 (Predicted)
Optical Activity:α20/D +60.8º, c = 1 in methanol
IC50:P. falciparum in parasite development : IC50 = 0.14 µM; P. falciparum in [3H]-hypoxanthine uptake assays : IC50 = 3.1 µM; SKBr3: IC50 = 3.22 µM; MCF-7: IC50 = 8.84 µM; CaCo-2 : IC50 = 16.8 µM
Safety and Reference Information
RTECS:LK9275200
PubChem CID:5701985
SMILES:CC(=O)O[C@@H]1CC2[C@](C=CC(=O)C2(C)C)(C3[C@@]1([C@]45[C@H](O4)C(=O)O[C@H]([C @@]5(CC3)C)C6=COC=C6)C)C
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
References
1. Uddin, Shaikh J., et al., 2007. Gedunin, a limonoid from Xylocarpus granatum, inhibits the growth of CaCo-2 colon cancer cell line in vitro. Phytotherapy research : PTR. 21(8): 757-61. PMID: 17450509
2. Lee, Sung-Eun., et al., 2008. Antimalarial activity of anthothecol derived from Khaya anthotheca (Meliaceae). Phytomedicine : international journal of phytotherapy and phytopharmacology. 15(6-7): 533-5. PMID: 17913482
3. Brandt, Gary E L., et al., 2008. Gedunin, a novel hsp90 inhibitor: semisynthesis of derivatives and preliminary structure-activity relationships. Journal of medicinal chemistry. 51(20): 6495-502. PMID: 18816111
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