CAS 75747-14-7: Tanespimycin
Description:Tanespimycin, also known as 17-AAG (17-Allylamino-17-demethoxygeldanamycin), is a synthetic derivative of geldanamycin, a natural product with notable antitumor properties. It primarily functions as a heat shock protein 90 (Hsp90) inhibitor, disrupting the chaperone activity of Hsp90, which is crucial for the stability and function of various oncogenic proteins. This mechanism leads to the degradation of client proteins involved in cancer cell proliferation and survival. Tanespimycin exhibits a broad spectrum of activity against various cancer types, including breast, prostate, and lung cancers. Its solubility profile is moderate, and it is typically administered intravenously due to its pharmacokinetic properties. The compound has undergone clinical trials to evaluate its efficacy and safety in cancer treatment, although its use has been limited by issues such as toxicity and the development of resistance. Overall, Tanespimycin represents a significant area of research in targeted cancer therapies, particularly in the context of Hsp90 inhibition.
Formula:C31H43N3O8
InChI:InChI=1/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+,27-,29+/m1/s1
InChI key:InChIKey=AYUNIORJHRXIBJ-TXHRRWQRSA-N
SMILES:O=C(OC1C(=CC(C)C(O)C(OC)CC(C)CC=2C(=O)C(=CC(=O)C2NCC=C)NC(=O)C(=CC=CC1OC)C)C)N
- Synonyms:
- (4Z,6E,10E)-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-19-(prop-2-en-1-ylamino)-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate
- (8R,9R,12R,13S,14R,16R)-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-19-(prop-2-en-1-ylamino)-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate
- (8S,9S,12S,13R,14S,16R)-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-19-(prop-2-en-1-ylamino)-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate
- 17-(Allylamino)-17-demethoxygeldanamycin
- 17-(Allylamino)-17-desmethylgeldanamycin
- 17-(Allylamino)geldanamycin
- 17-Allylaminodemethoxygeldanamycin
- 17-Allylaminogeldanamycin
- 17-Demethoxy-17-(2-propenylamino)geldanamycin
- 17-Demethoxy-17-allylaminogeldanamycin
- See more synonyms
- 17-N-Allylamino-17-demethoxygeldanamycin
- 17Aag
- 2-Azabicyclo[16.3.1]docosane, geldanamycin deriv.
- A 8476
- Bms 722782
- Cp 127374
- Geldanamycin, 17-demethoxy-17-(2-propenylamino)-
- Kos 953
- NSC 330507
- Tanespimycin