An inhibitor of the ubiquitin-proteasome system
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RA-375

Item No. 41541

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S)-2-[(3E,5E)-3,5-bis[(4-nitrophenyl)methylene]-4-oxo-1-piperidinyl]-2-oxo-1-(phenylmethyl)ethyl]-2-chloro-acetamide
CAS Number
2649154-57-2
Molecular Formula
C30H25ClN4O7
Formula Weight
589.0
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Slightly soluble: 0.1-1 mg/mlDMSO: Sparingly soluble: 1-10 mg/ml
SMILES
O=C(/C(C1)=C/C2=CC=C(C=C2)[N+]([O-])=O)/C(CN1C([C@H](CC3=CC=CC=C3)NC(CCl)=O)=O)=C/C4=CC=C(C=C4)[N+]([O-])=O
InChi Code
InChI=1S/C30H25ClN4O7/c31-17-28(36)32-27(16-20-4-2-1-3-5-20)30(38)33-18-23(14-21-6-10-25(11-7-21)34(39)40)29(37)24(19-33)15-22-8-12-26(13-9-22)35(41)42/h1-15,27H,16-19H2,(H,32,36)/b23-14+,24-15+/t27-/m1/s1
InChi Key
REFAVUFYPFWJGH-WHLDOWETSA-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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    Cayman Chemical
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    Product Description

    RA-375 is an inhibitor of the ubiquitin-proteasome system.1 It inhibits the degradation of a polyubiquitinated reporter protein in a reporter assay using HEK293T cells when used at concentrations of 0.3125 or 0.625 µM. RA-375 (1 µM) increases levels of mRNA encoding DNA damage-inducible transcript 3 (DDIT3), also known as C/EBP homologous protein (CHOP), and X-box binding protein 1 (XBP1), both of which are endoplasmic reticulum (ER) stress markers, in ES-2 ovarian cancer cells. It also increases levels of reactive oxygen species (ROS) and induces apoptosis in ES-2 cells when used at a concentration of 1 µM. In vivo, RA-375 reduces tumor growth in an ES-2 mouse xenograft model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Anchoori, R.K., Tan, M., Tseng, S.H., et al. Structure-function analyses of candidate small molecule RPN13 inhibitors with antitumor properties. PLoS One 15(1), e0227727 (2020).