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Submit ReviewGedunin
Description: Hsp90 inhibitor; exhibits anticancer and antimalarial activity
Chemical Name: (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
Purity: ≥98% (HPLC)
Biological Activity for Gedunin
Gedunin is a naturally occurring Hsp90 inhibitor. Induces Hsp90-dependent client protein degradation and displays antiproliferative activity in vitro (IC50 values are 3.22, 8.84 and 16.8 μM in SKBr3, MCF-7 and CaCo-2 cancer cell lines respectively). Decreases ovarian cancer cell proliferation in vitro and may enhance cisplatin-induced reduction in proliferation (CAT.No 3387). Also exhibits antimalarial activity against Plasmodium falciparum (IC50 values are 0.14 and 3.1 μM in parasite development and [3H]-hypoxanthine uptake assays respectively).
Technical Data for Gedunin
| M. Wt | 482.57 |
| Formula | C28H34O7 |
| Storage | Store at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 2753-30-2 |
| PubChem ID | 12004512 |
| InChI Key | YJXDGWUNRYLINJ-BHAPSIHVSA-N |
| Smiles | O=C4[C@@H]6[C@]3(O6)[C@]2(C)[C@H](OC(C)=O)C[C@@]1([H])C(C)(C)C(C=C[C@@](C)1[C@]([H])2CC[C@](C)3[C@H]([C@]5=COC=C5)O4)=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for Gedunin
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 48.26 | 100 | |
| ethanol | 4.83 | 10 with gentle warming |
Preparing Stock Solutions for Gedunin
The following data is based on the product molecular weight 482.57. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.07 mL | 10.36 mL | 20.72 mL |
| 5 mM | 0.41 mL | 2.07 mL | 4.14 mL |
| 10 mM | 0.21 mL | 1.04 mL | 2.07 mL |
| 50 mM | 0.04 mL | 0.21 mL | 0.41 mL |
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Product Datasheets for Gedunin
References for Gedunin
References are publications that support the biological activity of the product.
Uddin et al (2007) Gedunin, a limonoid from Xylocarpus granatum, inhibits the growth of CaCo-2 colon cancer cell line in vitro. Phytother.Res. 21 757 PMID: 17450509
Brandt et al (2008) Gedunin, a novel Hsp90 inhibitor: semisynthesis of derivatives and preliminary structure-activity relationships. J.Med.Chem. 51 6495 PMID: 18816111
Lee et al (2008) Antimalarial activity of anthothecol derived from Khaya anthotheca (Meliaceae). Phytomedicine 15 533 PMID: 17913482
Kamath et al (2009) Gedunin, a novel natural substance, inhibits ovarian cancer cell proliferation. Int J Gynecol Cancer. 19 1564 PMID: 19955938
If you know of a relevant reference for Gedunin, please let us know.
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Keywords: Gedunin, Gedunin supplier, Hsp90, inhibitors, inhibits, anticancer, antimalarial, activity, Heat, Shock, Protein, 90, Plasmodium, falciparum, Antimalarials, 3387, Tocris Bioscience
2 Citations for Gedunin
Citations are publications that use Tocris products. Selected citations for Gedunin include:
Rizk et al (2015) Optimization of a Fluorescence-Based Assay for Large-Scale Drug Screening against Babesia and Theileria Parasites. PLoS One 10 e0125276 PMID: 25915529
Yadav et al (2010) Celastrol suppresses invasion of colon and pancreatic cancer cells through the downregulation of expression of CXCR4 chemokine receptor. J Mol Med (Berl) 88 1243 PMID: 20798912
Do you know of a great paper that uses Gedunin from Tocris? Please let us know.
Reviews for Gedunin
Average Rating: 5 (Based on 1 Review.)
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Gedunin used to demonstrate anti-proliferative activity.
By
Rutsha L Phillips on 12/14/2019
Species: Human
Gedunin used to demonstrate anti-proliferative activity against prostate cancer cell line. The depletion of cellular levels of Hsp90-dependent client proteins was scrutinised.
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