CAS 30562-34-6: Geldanamycin
Description:Geldanamycin is a benzoquinone ansamycin antibiotic that is primarily known for its ability to inhibit the heat shock protein 90 (Hsp90), a molecular chaperone involved in the stabilization and function of numerous client proteins, including many involved in cancer progression. Its chemical structure features a complex bicyclic core with a quinone moiety, contributing to its biological activity. Geldanamycin exhibits a range of pharmacological effects, particularly in cancer therapy, as it can induce apoptosis in tumor cells by disrupting the function of oncogenic proteins. Additionally, it has shown potential in targeting various signaling pathways, making it a subject of interest in drug development. However, its clinical use is limited by toxicity and solubility issues, leading to the development of analogs with improved properties. As a natural product derived from the bacterium *Streptomyces hygroscopicus*, Geldanamycin serves as a valuable tool in both research and therapeutic contexts, particularly in the study of cancer biology and the development of Hsp90 inhibitors.
Formula:C29H40N2O9
InChI:InChI=1/C29H40N2O9/c1-15-11-19-25(34)20(14-21(32)27(19)39-7)31-28(35)16(2)9-8-10-22(37-5)26(40-29(30)36)18(4)13-17(3)24(33)23(12-15)38-6/h8-10,13-15,17,22-24,26,33H,11-12H2,1-7H3,(H2,30,36)(H,31,35)/b10-8-,16-9+,18-13+/t15-,17+,22+,23+,24-,26+/m1/s1
InChI key:InChIKey=QTQAWLPCGQOSGP-KSRBKZBZSA-N
SMILES:O=C(OC1C(=CC(C)C(O)C(OC)CC(C)CC=2C(=O)C(=CC(=O)C2OC)NC(=O)C(=CC=CC1OC)C)C)N
- Synonyms:
- (4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-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
- (8S,9S,12S,13R,14S,16R)-13-Hydroxy-8,14,19-trimethoxy-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
- 2-Azabicyclo[16.3.1]docosa-4,6,10,18,21-pentaene-3,20,22-trione, 9,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-, 9-carbamate
- 2-Azabicyclo[16.3.1]docosa-4,6,10,18,21-pentaene-3,20,22-trione, 9-[(aminocarbonyl)oxy]-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-, [8S-(4E,6Z,8R*,9R*,10E,12R*,13S*,14R*,16S*)]-
- 2-Azabicyclo[16.3.1]docosane, geldanamycin deriv.
- Brn 1633093
- NSC 212518
- Nsc 122750
- U-29135
- [8S-(4E,6Z,8R*,9R*,10E,12R*,13S*,14R*,16S*)]-9-[(Aminocarbonyl)oxy]-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-4,6,10,18,21-pentaene-3,20,22-trione
- See more synonyms
- Geldanamycin