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17-AAG

Item № 11039
CAS № 75747-14-7
Purity ≥98%
product image
                (CAS 75747-14-7)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     1 mg $29.00 0.00
     5 mg $73.00 0.00
     10 mg $131.00 0.00

Pricing updated 2019-04-23. Prices are subject to change without notice.

Description
Synonyms
  • BMS 722782
  • CP 127374
  • KOS 953
  • NSC 330507
  • Tanespimycin

17-AAG is an inhibitor of heat shock protein 90 (Hsp90) and a derivative of geldanamycin (Item No. 13355) that selectively inhibits BT474 tumor cell Hsp90 over fibroblast Hsp90 (IC50s = 5 and 943 nM, respectively).1 It inhibits the growth of prostate cancer cell lines (IC50s = 25-45 nM) and promotes the degradation of HER2 and induces growth arrest and apoptosis in breast cancer cells overexpressing HER2 (IC50s = 4-72 nM).2,3 In vivo, 17-AAG (25 mg/kg, i.p.) reduces tumor size in a G-415 gallbladder cancer mouse xenograft model.4

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Technical Information
Formal Name
17-demethoxy-17-(2-propenylamino)-geldanamycin
CAS Number
75747-14-7
Synonyms
  • BMS 722782
  • CP 127374
  • KOS 953
  • NSC 330507
  • Tanespimycin
Molecular Formula
C31H43N3O8
Formula Weight
585.7
Purity
≥98%
Formulation
A crystalline solid
λmax
219, 239, 332, 528 nm
SMILES
C=CCNC(C(C=C1NC2=O)=O)=C(C[C@H](C[C@@H]([C@H](O)[C@@H](C)/C=C(C)/[C@H](OC(N)=O)[C@@H](OC)/C([H])=C(\C=C2/C)[H])OC)C)C1=O
InChI Code
InChI=1S/C31H43N3O8/c1-8-12-33-26-21-13-17(2)14-25(41-7)27(36)19(4)15-20(5)29(42-31(32)39)24(40-6)11-9-10-18(3)30(38)34-22(28(21)37)16-23(26)35/h8-11,15-17,19,24-25,27,29,33,36H,1,12-14H2,2-7H3,(H2,32,39)(H,34,38)/b11-9-,18-10+,20-15+/t17-,19+,24+,25
InChI Key
AYUNIORJHRXIBJ-TXHRRWQRSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
Downloads & Resources
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Additional Information

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References & Product Citations
Product Description References

1. Kamal, A., Thao, L., Sensintaffar, J., et al. A high-affinity conformation of Hsp90 confers tumour selectivity on Hsp90 inhibitors Nature 425(6956), 407-410 (2003).

2. Solit, D.B., Zheng, F.F., Drobnjak, M., et al. 17-allylamino-17-demethoxygeldanamycin induces the degradation of androgen receptor and HER-2/neu and inhibits the growth of prostate cancer xenografts Clin. Cancer Res. 8(5), 986-993 (2002).

3. Münster, P.N., Marchion, D.C., Basso, A.D., et al. Degredation of HER2 by ansamycins induces growth arrest and apoptosis in cells with HER2 overexpression via a HER3, phosphatidylinositol 3'-kinase-AKT-dependent pathway Cancer Research 62(11), 3132-3137 (2002).

4. Weber, H., Valbuena, J.R., Barbhuiya, M.A., et al. Small molecule inhibitor screening identifified HSP90 inhibitor 17-AAG as potential therapeutic agent for gallbladder cancer Oncotarget 8(16), 26169-26184 (2017).

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