Geldanamycin, Hsp90 inhibitor

Key facts

CAS number

30562-34-6

Purity

>98%

Source

Sterptomyces hygroscopicus

Molecular weight

560.64 g/mol

Molecular formula

C₂₉H₄₀N₂O₉

Nature

Native

Solubility

Soluble in DMSO to 10 mM

Biological description

Selective Hsp90 inhibitor. Binds the ATP site of Hsp90 and inhibits chaperone activity. A benzoquinone ansamycin antibiotic. Also inhibits the Hsp90 paralog GRP94. Exhibits various cellular actions including gene expression, cell proliferation, apoptosis and angiogenesis.

Isomeric smiles

COC(C(C=C1N2)=O)=C(C1=O)C[C@@H](C)C[C@H](OC)[C@H](O)[C@@H](C)/C=C(C)/[C@H](OC(N)=O)[C@@H](OC)/C=C/C=C(C)/C2=O

IUPAC Name

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