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RA190 is a dibenzalpiperidine, a potent, selective and orally active proteasome ubiquitin receptor RPN13/ADRM1 inhibitor with anticancer activity. RA190 can trigger endoplasmic reticulum stress response, p53/p21 signaling axis and autophagy in multiple myeloma cells.
Brand: BCM
Target: Proteasome
Signaling Pathways: Proteases/Proteasome; Ubiquitination
In Vitro: Multiple myeloma (MM) lines, even those resistant to bortezomib, are sensitive to RA190 via endoplasmic reticulum stress-related apoptosis. RA190 stabilizes targets of human papillomavirus (HPV) E6 oncoprotein, and preferentially kills HPV-transformed cells.
Solubility: Soluble in DMSO; Soluble in Ethanol. Insoluble in Water.
GHS: GHS07
Isomeric SMILES: C\1N(C/C(=C/C2=CC(=C(C=C2)Cl)Cl)/C(=O)/C1=C\C3=CC(=C(C=C3)Cl)Cl)C(=O)[C@@H](N)CC4=CC=CC=C4.Cl
InChIKey: UMWXLEVUBFNYIK-VCCJZKHWSA-N
InChI: 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/b20-10-,21-11-;/t26-;/m0./s1
Attribute [Chem Name] (3Z,5Z)-1-[(2S)-2-amino-3-phenylpropanoyl]-3,5-bis[(3,4-dichlorophenyl)methylidene]piperidin-4-one;hydrochloride [Synonym] RA-190; RA190 [CAS No.] 1617495-03-0 [MDL No.] MFCD30738021 [Formula] C28H23Cl5N2O2 [Molecular] 596.75 [Form] Solid Powder [Storage] Inert atmosphere. Room Temperature
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