An anticancer agent
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RA190 (hydrochloride)

Item No. 44010

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[(2S)-2-amino-1-oxo-3-phenylpropyl]-3,5-bis[(3,4-dichlorophenyl)methylene]-4-piperidinone, monohydrochloride
CAS Number
1617495-03-0
Molecular Formula
C28H22Cl4N2O2 • HCl
Formula Weight
596.8
Purity
≥95%
Formulation (Request formulation change)
A solid
SMILES
ClC(C=CC(C=C1CN(CC(C1=O)=CC2=CC(Cl)=C(Cl)C=C2)C([C@H](CC3=CC=CC=C3)N)=O)=C4)=C4Cl.Cl
InChi Code
InChI=1S/C28H22Cl4N2O2.ClH/c29-22-8-6-18(12-24(22)31)10-20-15-34(28(36)26(33)14-17-4-2-1-3-5-17)16-21(27(20)35)11-19-7-9-23(30)25(32)13-19;/h1-13,26H,14-16,33H2;1H/t26-;/m0./s1
InChi Key
UMWXLEVUBFNYIK-SNYZSRNZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    Cayman Chemical
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    Product Description

    RA190 is an anticancer agent that was originally described as an inhibitor of proteasomal ubiquitin receptor ADRM1, also known as regulatory particle non-ATPase 13 (Rpn-13).1 It was found to covalently bind ADRM1 in a cell-free assay and induce the accumulation of polyubiquinated proteins in HeLa cells. However, global proteomics analysis of RA190 in SK-MEL-5 cells indicates that RA190 interacts with 158 proteins but not ADRM1.2 RA190 is cytotoxic to a panel of cancer cell lines (IC50s = 1-10 µM); however, this cytotoxicity is not significantly modified when ADRM1 is knocked out or overexpressed, indicating a potential polypharmacologic mechanism of action.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Anchoori, R.K., Karanam, B., Peng, S., et al. A bis-benzylidine piperidone targeting proteasome ubiquitin receptor RPN13/ADRM1 as a therapy for cancer. Cancer Cell 24(6), 791-805 (2013).

    2. Dickson, P., Abegg, D., Vinogradova, E., et al. Physical and functional analysis of the putative Rpn13 inhibitor RA190. Cell Chem. Biol. 27(11), 1371-1382.e1376 (2020).