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17-Allylaminogeldanamycin

17-Allylaminogeldanamycin

Product ID A0025
Cas No. 75747-14-7
Purity ≥97%
Product Unit SizeCostQuantityStock
0.5 mg $58.20 In stock
1 mg $68.10 In stock
5 mg $112.90 In stock
25 mg $286.50 In stock
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  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
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  • Downloads
  • References
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Description

Geldanamycin derivative 17-AAG is an inhibitor of heat shock protein 90 (HSP90) that exhibits anti-inflammatory, anticancer chemotherapeutic, and antiviral activities. In endothelial cells, 17-AAG induces degradation of IκBα, attenuating NF-κB activation. 17-AAG induces Bax-dependent apoptosis in a variety of cancer models, both in vitro as well as in vivo. Additionally, 17-AAG inhibits replication of human cytomegalovirus.

Product Info

Cas No.

75747-14-7

Purity

≥97%

Formula

C31H43N3O8

Formula Wt.

585.69

IUPAC Name

[(3R,5S,6R,7S,8E,10S,11S,12Z,14E)-6-hydroxy-5,11-dimethoxy-3,7,9, 15-tetramethyl-16,20, 22-trioxo-21-(prop-2-enylamino)-17-azabicyclo[16.3.1]docosa-1(21),8,12, 14,18-pentaen-10-yl] carbamate

Synonym

17-(Allylamino)-17-desmethoxy-geldanamycin, allylaminogeldanamycin, 17-AAG, telatinib.

Melting Point

200-205°C

Solubility

Soluble in DMSO or methanol.

Appearance

Purple powder

Shipping and Storage

Store Temp

4°C

Ship Temp

Ambient

Downloads

MSDS

A0025 MSDS PDF

Info Sheet

A0025 Info Sheet PDF

References

Thangjam GS, Dimitropoulou C, Joshi AD, et al. Novel mechanism of attenuation of LPS-induced NF-κB activation by the heat shock protein 90 inhibitor, 17-N-allylamino-17-demethoxygeldanamycin, in human lung microvascular endothelial cells. Am J Respir Cell Mol Biol. 2014 May;50(5):942-52. PMID: 24303801.

Powers MV, Valenti M, Miranda S, et al. Mode of cell death induced by the HSP90 inhibitor 17-AAG (tanespimycin) is dependent on the expression of pro-apoptotic BAX. Oncotarget. 2013 Nov;4(11):1963-75. PMID: 24185264.

Evers DL, Chao CF, Zhang Z, et al. 17-allylamino-17-(demethoxy)geldanamycin (17-AAG) is a potent and effective inhibitor of human cytomegalovirus replication in primary fibroblast cells. Arch Virol. 2012 Oct;157(10):1971-4. PMID: 22711259.

Gloesenkamp C, Nitzsche B, Lim AR, et al. Heat shock protein 90 is a promising target for effective growth inhibition of gastrointestinal neuroendocrine tumors. Int J Oncol. 2012 May;40(5):1659-67. PMID: 22246317.

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