CAS No. 919091-63-7

Batch: Purity:98.53
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RA-9 Chemical Structure
Chemical Structure
Check the RA-9 product page for in-depth specifications, including solubility, stock solutions, MOA, and working concentrations.

Chemical Information

IUPAC Name (3E,5E)-3,5-bis[(4-nitrophenyl)methylidene]piperidin-4-one
CAS Number 919091-63-7
Molecular Formula

C19H15N3O5
Molecular Weight (MW) 365.34
SMILES [O-][N+](=O)C1=CC=C(C=C1)\C=C2/CNC\C(=C/C3=CC=C(C=C3)[N+]([O-])=O)C2=O
InChIKey YUYPWAMLWZVHAE-KAVGSWPWSA-N

Biological Activity

RA-9 is a cell-permeable, potent, and selective inhibitor of proteasome-associated deubiquitinating enzymes (DUBs). By targeting proteasomal DUB activity, RA-9 disrupts the ubiquitin-proteasome system, leading to the accumulation of polyubiquitinated proteins and proteotoxic stress. This inhibition triggers endoplasmic reticulum stress and selectively induces apoptosis in ovarian cancer cell lines, demonstrating significant anticancer activity with a favorable toxicity profile. [1][2]

How to Prepare Stock Solution?

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Solubility

Batch:
All in vitro solubility values are batch-tested experimental data (non-literature values).
Solvent Solubility & Note
DMSO 8 mg/mL (21.89 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO. The recommended stock concentration is 10 mM in DMSO.)
Water Insoluble
Ethanol Insoluble
FAQ
Q: Why does a DMSO stock precipitate in media/saline?
A: It is caused by unheated aqueous media (supersaturation), local solvent shock, or incorrect mixing sequence.
How to fix it?
  • Preheat media/saline to 37°C.
  • Mix rapidly (pipette/vortex) upon addition.
  • For complex mixes, always add the aqueous phase last.
  • Re-dissolve minor precipitates with a 37°C water bath and sonication (≤30 min).

Reference

[1] D'Arcy P, et al. Nat Med. 2011;17(12):1636-40.

[2] Lee BH, et al. Nature. 2010;467(7312):179-84.

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Note: Technical data last updated: Sep 1, 2026.