A selective inhibitor of SCFMET30 ubiquitin E3 ligase
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SMER3

Item No. 15324

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9H-indeno[1,2-e][1,2,5]oxadiazolo[3,4-b]pyrazin-9-one
CAS Number
67200-34-4
Synonyms
  • SCFMET30 Inhibitor
  • MET30 Antagonist
Molecular Formula
C11H4N4O2
Formula Weight
224.2
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 5 mg/mlDMSO:PBS(pH 7.2) (1:2): 0.25 mg/ml
λmax
218, 241, 289, 357 nm
SMILES
O=C1C2=NC3=NON=C3N=C2C4=C1C=CC=C4
InChi Code
InChI=1S/C11H4N4O2/c16-9-6-4-2-1-3-5(6)7-8(9)13-11-10(12-7)14-17-15-11/h1-4H
InChi Key
SFSSAKVWCKFRHE-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $90

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    10 mg

    $132

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    25 mg

    $219

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    50 mg

    $470

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    Product Description

    SMER3 is a selective inhibitor of Skp1-Cullin-F-box (SCF)MET30 ubiquitin ligase, an E3 ligase that regulates transcription, cell-cycle control, and immune response.1,2 It is a small molecule enhancer of rapamycin (Item No. 13346), in that it enhances yeast cell lethality in response to rapamycin.1 SMER3, at 5 μM, upregulates a set of methionine biosynthesis genes by altering the SCFMET30 complex, preventing ubiquitination of target proteins, including Met4.1 As ubiquitin E3 ligases are involved in tumorigenesis, SMER3 has potential applications in cancer research.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Aghajan, M., Jonai, N., Flick, K., et al. Chemical genetics screen for enhancers of rapamycin identifies a specific inhibitor of an SCF family E3 ubiquitin ligase. Nat. Biotechnol. 28(7), 738-742 (2010).

    2. Petroski, M.D., and Deshaies, R.J. Function and regulation of cullin-RING ubiquitin ligases. Nat. Rev. Mol. Cell Biol. 6(1), 9-20 (2005).

    3. Nalepa, G., Rolfe, M., and Harper, J.W. Drug discovery in the ubiquitin-proteasome system. Nat. Rev. Drug Discov. 5(7), 596-613 (2006).