Gedunin

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Cat.No. 3387 - Gedunin | C28H34O7 | CAS No. 2753-30-2
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)
Datasheet
Citations (2)
Literature

Biological Activity

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 P. falciparum (IC50 values are 0.14 and 3.1 μM in parasite development and [3H]-hypoxanthine uptake assays respectively).

Technical Data

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.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 48.26 100
ethanol 4.83 10mM with gentle warming

Preparing Stock Solutions

The following data is based on the product molecular weight 482.57. Batch specific molecular weights may vary from batch to batch due to solvent 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

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

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


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Keywords: Gedunin, supplier, Hsp90, inhibitors, inhibits, anticancer, antimalarial, activity, Heat, Shock, Protein, 90, Hsp90, Hsp90, Tocris Bioscience

2 Citations for Gedunin

Citations are publications that use Tocris products. Selected citations for Gedunin include:

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

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


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