Identification |
Name: | Geldanamycin |
Synonyms: | 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 (8CI);(+)-Geldanamycin;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*)]-;NSC 122750;NSC 212518;[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; |
CAS: | 30562-34-6 |
Molecular Formula: | C29H40N2O9 |
Molecular Weight: | 560.6359 |
InChI: | InChI=1S/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 |
Molecular Structure: |
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Properties |
Melting Point: | 265 - 268 C |
Density: | 1.23 g/cm3 |
Refractive index: | 1.559 |
Water Solubility: | DMSO: soluble |
Solubility: | DMSO: soluble |
Appearance: | yellow to orange powder |
Specification: |
The chemical synonyms of (3R,5S,6R,7S,8E,10S,11S,12Z,14E)-6-Hydroxy-5,11,21-trimethoxy-3,7,9,
15-tetramethyl-16,20,22-trioxo-17-azabicyclo[16.3.1]docosa-1(21),8,12,14,18-pentaen-10-yl] carbamate (30562-34-6) are Nsc122750 ; Geldanamycin ; Geldanamycin, streptomyces hygroscopicus ; 9,13-Dihydroxy-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,9-carbamate ; Geldanamycin (gdm) ; Geldanamycin from streptomyces*hygroscop icus ; Geldanamycin, 99+% .
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Report: |
EPA Genetic Toxicology Program.
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Biological Activity: | Selectively inhibits heat shock protein 90 (Hsp90). Binds to the ATP site of Hsp90 (K d = 1.2 μ M) and inhibits its chaperone activity. Consequently inhibits activities of oncogenic kinases (e.g. src, Raf), p53 and steroid receptors. |
Storage Temperature: | −20°C |
Color: | yellow to orange |
Usage: | Geldanamycin is a potent antitumor antibiotic active at nanomolar concentration against 60 cell lines.
It binds specifically to the heat shock protein Hsp90 and to its endoplasmic reticulum homologue GP96, and thus interferes with conformational ma |
Safety Data |
Hazard Symbols |
T: Toxic
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