An orally bioactive proteasome inhibitor
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Salinosporamide A

Item No. 10007311

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,4R,5S)-4-(2-chloroethyl)-1-[(S)-(1S)-2-cyclohexen-1-ylhydroxymethyl]-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione
CAS Number
437742-34-2
Synonyms
  • Marizomib
  • ML-858
  • NPI-0052
Molecular Formula
C15H20ClNO4
Formula Weight
313.8
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
SMILES
O=C1[C@H](CCCl)[C@]([C@@]2([C@@H](O)[C@@]3([H])CCCC=C3)N1)(C)OC2=O
InChi Code
InChI=1S/C15H20ClNO4/c1-14-10(7-8-16)12(19)17-15(14,13(20)21-14)11(18)9-5-3-2-4-6-9/h3,5,9-11,18H,2,4,6-8H2,1H3,(H,17,19)/t9-,10+,11+,14+,15+/m1/s1
InChi Key
NGWSFRIPKNWYAO-SHTIJGAHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 µg

    $183

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    Product Description

    Salinosporamide A is a natural proteasome inhibitor.1 It is a β-lactone-γ-lactam that irreversibly inhibits all three protease activities within the proteasome (IC50s = 3.5, 28, and 430 nM for β5 (chymotrypsin), β2 (macropain), and β1 (C5) subunits, respectively), both in vitro and in vivo.2,3 Salinosporamide A has potential applications in cancer therapy, particularly in combination with other chemotherapeutics.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kubiczkova, L., Pour, L., Sedlarikova, L., et al. Proteasome inhibitors - molecular basis and current perspectives in multiple myeloma. J. Cell. Mol. Med. 18(6), 947-961 (2014).

    2. Chauhan, D., Catley, L., Li, G., et al. A novel orally active proteasome inhibitor induces apoptosis in multiple myeloma cells with mechanisms distinct from bortezomib. Cancer Cell 8(5), 407-419 (2005).

    3. Kale, A.J., and Moore, B.S. Molecular mechanisms of acquired proteasome inhibitor resistance. J. Med. Chem. 55(23), 10317-10327 (2012).