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Safety Information

SML1206

Sigma-Aldrich

RA-9

≥98% (HPLC)

Synonym(s):

(3E,5E)-3,5-Bis[(4-Nitrophenyl)methylene]-4-piperidinone

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About This Item

Empirical Formula (Hill Notation):
C19H15N3O5
CAS Number:
919091-63-7
Molecular Weight:
365.34
UNSPSC Code:
12352200
PubChem Substance ID:
329825718
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

O=C(/C(CNC/1)=C/C2=CC=C([N+]([O-])=O)C=C2)C1=C\C3=CC=C([N+]([O-])=O)C=C3

InChI

1S/C19H15N3O5/c23-19-15(9-13-1-5-17(6-2-13)21(24)25)11-20-12-16(19)10-14-3-7-18(8-4-14)22(26)27/h1-10,20H,11-12H2/b15-9+,16-10+

InChI key

YUYPWAMLWZVHAE-KAVGSWPWSA-N

Biochem/physiol Actions

RA-9 is a cell permeable and potent inhibitor of the ubiquitin-proteasome system (UPS) that targets deubiquitinating enzymes (DUB) without affecting 20S proteasome catalytic-core activity. RA-9 directly inhibits activity of following DUB UCH-L1, UCH-L3, USP2, USP5 and USP8 deubiquitinating enzymes, which results in rapid accumulation of poly-ubiquitinated proteins leading to cell cycle checkpoint arrest and tumor cell apoptosis.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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