SML1278

Geldanamycin Ready Made Solution

1 mg/mL, from Streptomyces hygroscopicus

• Synonym(s): 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)
• Empirical Formula (Hill Notation): C₂₉H₄₀N₂O₉
• CAS Number: 30562-34-6
• Molecular Weight: 560.64
• UNSPSC Code: 12352200
• NACRES: NA.77
• Form: DMSO solution
• Storage condition: protect from light

Properties

• biological source: Streptomyces hygroscopicus
• Quality Segment: 200
• form: DMSO solution
• storage condition: protect from light
• concentration: 1 mg/mL
• antibiotic activity spectrum: neoplastics
• mode of action: enzyme | inhibits
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: N1C2=CC(=O)C(=C(C[C@H](C[C@@H]([C@@H]([C@H](\C=C(\[C@@H]([C@H](\C=C/C=C(/C1=O)\C)OC)OC(=O)N)/C)C)O)OC)C)C2=O)OC
• 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
• InChI key: QTQAWLPCGQOSGP-KSRBKZBZSA-N

Description

General description

Chemical structure: benzenoid

Application

Geldanamycin Ready-Made Solution has been used as a heat shock protein 90 (Hsp90) inhibitor to pre-treat proteosome holo-enzyme during proteasome assay to study the role of proteasome on fibril fragmentation.

Biochem/physiol Actions

Geldanamycin is a benzoquinone ansamycin and is a well known tyrosine kinase inhibitor. It possesses anticancer effects and shows therapeutic effects against osteosarcoma.

Geldanamycin is a potent antitumor antibiotic active at nanomolar concentration against 60 cell lines.

Geldanamycin is a potent antitumor antibiotic active at nanomolar concentration against 60 cell lines. Geldanamycin binds specifically to the heat shock protein Hsp90 and to its endoplasmic reticulum homologue GP96, and thus interferes with conformational maturation of proteins and the cellular stress response. In addition, Geldanamycin is a potent inhibitor of the nuclear hormone receptor family.

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk: WGK 1
• flash_point_f: 188.6 °F
• flash_point_c: 87 °C