17-AAG

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Cat.No. 1515 - 17-AAG | C31H43N3O8 | CAS No. 75747-14-7
Description: Selective Hsp90 inhibitor
Alternative Names: NSC 330507, 17-(Allylamino)-17-demethoxygeldanamycin, Tanespimycin
Chemical Name: 17-Demethoxy-17-(2-propenylamino)geldanamycin
Purity: ≥98% (HPLC)
Datasheet
Citations (1)
Literature

Biological Activity

Inhibitor of heat shock protein 90 (Hsp90) chaperone activity, and an analog of geldanamycin (Cat. No. 1368). Subsequently inhibits the activity of oncogenic proteins such as p185erbB-2 (IC50 = 31 nM), N-ras, Ki-ras and c-Akt. Antitumor in vivo. Also protects neuroprogenitor cells against stress-induced apoptosis at low concentrations (10 nM) in vitro.

Technical Data

M. Wt 585.7
Formula C31H43N3O8
Storage Desiccate at -20°C
Purity ≥98% (HPLC)
CAS Number 75747-14-7
PubChem ID 6440175
InChI Key AYUNIORJHRXIBJ-HTLBVUBBSA-N
Smiles O=C1C(NCC=C)=C(C[C@@H](C)C[C@H](OC)[C@H](O)[C@@H](C)/C=C(C)/[C@H](OC(N)=O)[C@@H](OC)/C=C/C=C(C)/C2=O)C(C(N2)=C1)=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 58.57 100

Preparing Stock Solutions

The following data is based on the product molecular weight 585.7. 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.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.71 mL 8.54 mL 17.07 mL
5 mM 0.34 mL 1.71 mL 3.41 mL
10 mM 0.17 mL 0.85 mL 1.71 mL
50 mM 0.03 mL 0.17 mL 0.34 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.

Hostein et al (2001) Inhibition of signal transduction by the Hsp90 inhibitor 17-allylamino-17-demethoxygeldanamycin results in cytostasis and apoptosis. Cancer Res. 61 4003 PMID: 11358818

Schnur et al (1995) Inhibition of the oncogene product p185erbB-2 in vitro and in vivo by geldanamycin and dihydrogeldanamycin derivatives. J.Med.Chem. 38 3806 PMID: 7562911

Yang et al (2001) Disruption of the EF-2 kinase/Hsp90 protein complex: a possible mechanism to inhibit glioblastoma by geldanamycin. Cancer Res. 61 4010 PMID: 11358819

Wang et al (2011) Protection of murine neural progenitor cells by the Hsp90 inhibitor 17-allylamino-17-demethoxygeldanamycin in the low nanomolar concentration range. J.Neurochem. 117 703 PMID: 21395580


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1 Citation for 17-AAG

Citations are publications that use Tocris products. Selected citations for 17-AAG include:

Hughes et al (2012) Pertuzumab Increases 17-AAG-Induced Degradation of ErbB2, and This Effect Is Further Increased by Combining Pertuzumab with Trastuzumab. Pharmaceuticals (Basel) 5 674 PMID: 24281706


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