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Geldanamycin (30562-34-6)

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: (C29H40N2O9) 2-Azabicyclo[16.3.1]docosa-4,6,10,18,21-pentaene-3,20,22-trione,9,13-dihydroxy-8,14,19-trimethoxy-4,...
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+% .

Report:

EPA Genetic Toxicology Program.

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