tanespimycin-17-aag

Description: Tanespimycin (formerly NSC-330507; CP-127374; 17-AAG, BAY-579352, KOS-953, 17-AAG, CP-127374), a benzoquinone analog and a derivative of the antibiotic geldanamycin, is an orally bioavailable and small-molecule inhibitor of heat shock protein 90/HSP90 with potential antitumor activity. It inhibits HSP90 with an IC50 of 5 nM in a cell-free assay. Tanespimycin is being studied for the treatment of cancer, specifically in younger patients with certain types of leukemia or solid tumors, especially kidney tumors.

References: Nature. 2003 Sep 25; 425(6956):407-10; Clin Cancer Res. 2002 May; 8(5):986-93.

Chemical Name: (4E, 6E, 8S, 9S, 10E, 12S, 13R, 14S, 16R)-19-(allylamino)-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.

InChi Key: AYUNIORJHRXIBJ-HTLBVUBBSA-N

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+, 27-, 29+/m1/s1

SMILES Code: NC(O[CH](/C(C)=C/[CH](C)[CH](O)[CH](OC)C[CH](C)CC1=C2NCC=C)[CH](OC)/C=C/C=C(C)/C(NC(C1=O)=CC2=O)=O)=O