17-DMAG (Alvespimycin) HCl

Description: 17-DMAG (Alvespimycin, NSC-707545, BMS-826476 HCl, KOS-1022) HCl, the hydrochloride salt of 17-DMAG, is a novel and potent HSP90 (heat shock protein 90) inhibitor with potential antineoplastic activity. It inhibits HSP90 with an IC50 of 62 nM in a cell-free assay. 17-DMAG is an analogue of the anticancer benzoquinone antibiotic geldanamycin. 17-DMAG binds to HSP90, subsequently, the function of Hsp90 is inhibited, leading to the degradation and depletion of its client proteins such as kinases and transcription factors involved with cell cycle regulation and signal transduction.

References: J Med Chem. 2006 Jul 27; 49(15):4606-15; Mol Cancer Ther. 2007 Mar; 6(3):1123-32; Cancer Res. 2009 Jun 1; 69(11):4750-9.

Related CAS: 467214-20-6 (free base); 467214-21-7(HCl);

Chemical Name: (4E, 6Z, 8S, 9S, 10E, 12S, 13R, 14S, 16R)-19-(2-(dimethylamino)ethoxy)-13-hydroxy-8, 14-dimethoxy-4, 10, 12, 16-tetramethyl-3, 20, 22-trioxo-2-azabicyclo[16.3.1]docosa-1(21), 4, 6, 10, 18-pentaen-9-yl carbamate hydrochloride

InChi Key: BXRBNELYISPBKT-BJGZLATJSA-N

InChi Code: InChI=1S/C32H47N3O9.ClH/c1-18-14-22-28(38)23(17-24(36)30(22)43-13-12-35(5)6)34-31(39)19(2)10-9-11-25(41-7)29(44-32(33)40)21(4)16-20(3)27(37)26(15-18)42-8; /h9-11, 16-18, 20, 25-27, 29, 37H, 12-15H2, 1-8H3, (H2, 33, 40)(H, 34, 39); 1H/b11-9-, 19-10+, 21-16+; /t18-, 20+, 25+, 26+, 27-, 29+; /m1./s1

SMILES Code: NC(O[CH](/C(C)=C/[CH](C)[CH](O)[CH](OC)C[CH](C)CC1=C2OCCN(C)C)[CH](OC)/C=C\C=C(C)\C(NC(C1=O)=CC2=O)=O)=O.[H]Cl