Geldanamycin

Hsp90 inhibitor

Catalog No. SIH-111

5.00 out of 5 based on 1 customer rating
CAS No. 30562-34-6
Molecular Formula C29H40N2O9
SKU: SIH-111 Categories: ,

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SIH-111_Geldanamycin_Chemical_Structure.png
Product Name Geldanamycin
Description

Hsp90 inhibitor

Purity >95%
CAS No. 30562-34-6
Molecular Formula C29H40N2O9
Molecular Weight 560.6
Field of Use Not for use in humans. Not for use in diagnostics or therapeutics. For in vitro research use only.

Properties

Storage Temperature -20ºC
Shipping Temperature Shipped Ambient
Product Type Inhibitor
Solubility Slightly soluble in methanol, chloroform or DMSO (10 mg/ml); insoluble in water
Source Produced by fermentation
Appearance Yellow Solid
SMILES C[C@H]1C[C@@H]([C@@H]([C@H](/C=C(/[C@@H]([C@H](/C=CC=C(C(=O)NC2=CC(=O)C(=C(C1)C2=O)OC)/C)OC)OC(=O)N)C)C)O)OC
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)
InChIKey QTQAWLPCGQOSGP-KSRBKZBZSA-N
Safety Phrases Classification: Harmful. May be harmful if inhaled, swallowed or absorbed through skin.
Safety Phrases:
S22 - Do not breathe dust
S24/25 - Avoid contact with skin and eyes
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection
Risk Phrases:
R68- Possible risk of irreversible effects
Cite This Product Geldanamycin (StressMarq Biosciences Inc., Victoria BC CANADA, Catalog # SIH-111)

Biological Description

Alternative Names (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
Research Areas Cancer, Heat Shock
PubChem ID 5288382
Scientific Background Geldanamycin is a benzoquinone ansamycin antibiotic that targets HSP90, disrupting its chaperone function and leading to the degradation of oncogenic and neurotoxic client proteins. While extensively studied in oncology, geldanamycin has demonstrated neuroprotective effects in models of Parkinson’s disease. It reduces alpha-synuclein toxicity in dopaminergic neurons and destabilizes mutant p53, a protein linked to neuronal apoptosis. Geldanamycin also inhibits c-Jun N-terminal kinase (JNK) signaling and suppresses hypoxia-induced stress responses, both of which are implicated in neurodegeneration. By modulating protein folding, stress signaling, and autophagy, geldanamycin offers a mechanistic framework for targeting neurodegenerative pathways. Despite its therapeutic potential, clinical use is limited by hepatotoxicity and poor solubility, prompting the development of safer analogs such as 17-AAG and 17-DMAG.
References 1. Whitesell L., et al. (1994) Proc. Natl. Acad. Sci. USA 91:8324.
2. Neckers L. (2002) Trends Mol. Med. 8: S55.
3. Mabjeesh N.J., et al. (2002) Cancer Res. 62: 2478.
4. Chavany C., et al. 1996) Amer. Society Biochem Mol Bio. 9: 4974-4977.
5. Villa R., et al. (2003) Carcinogenesis. 24(5): 851-9.
6. Yamaki H., Iguchi-Ariga S.M., and Ariga H. (1989) J Antibiot (Tokyo). 42(4): 604-10.

Product Images

<p>Chemical structure of Geldanamycin (SIH-111), a Hsp90 inhibitor. CAS #: 30562-34-6. Molecular Formula: C29H40N2O9. Molecular Weight: 560.6 g/mol.</p>

Chemical structure of Geldanamycin (SIH-111), a Hsp90 inhibitor. CAS #: 30562-34-6. Molecular Formula: C29H40N2O9. Molecular Weight: 560.6 g/mol.

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