A PROTAC that drives sEH degradation
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Soluble Epoxide Hydrolase PROTAC 1a

Item No. 38876

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(1-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)oxy)-2-oxo-6,9,12,15-tetraoxa-3-azaheptadecan-17-yl)-4-(((1r,4r)-4-(3-(4-(trifluoromethoxy)phenyl)ureido)cyclohexyl)oxy)benzamide
Synonyms
  • sEH PROTAC 1a
  • sEH Proteolysis-targeting Chimera 1a
  • Soluble Epoxide Hydrolase Proteolysis-targeting Chimera 1a
Molecular Formula
C46H53F3N6O14
Formula Weight
971.0
Purity
≥95%
Formulation (Request formulation change)
A solid
λmax
245 nm
SMILES
O=C(N(C1C(NC(CC1)=O)=O)C2=O)C(C2=CC=C3)=C3OCC(NCCOCCOCCOCCOCCNC(C4=CC=C(O[C@H]5CC[C@H](NC(NC6=CC=C(OC(F)(F)F)C=C6)=O)CC5)C=C4)=O)=O
InChi Code
InChI=1S/C46H53F3N6O14/c47-46(48,49)69-34-14-8-31(9-15-34)53-45(62)52-30-6-12-33(13-7-30)68-32-10-4-29(5-11-32)41(58)51-19-21-64-23-25-66-27-26-65-24-22-63-20-18-50-39(57)28-67-37-3-1-2-35-40(37)44(61)55(43(35)60)36-16-17-38(56)54-42(36)59/h1-5,8-11,14-15,30,33,36H,6-7,12-13,16-28H2,(H,50,57)(H,51,58)(H2,52,53,62)(H,54,56,59)/t30-,33-,36?
InChi Key
STGMSTZSBJPAMZ-YRLQYNNYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Soluble epoxide hydrolase (sEH) PROTAC 1a is a proteolysis-targeting chimera (PROTAC) that contains cereblon ligand 1 (Item No. 21589) connected to the sEH inhibitor t-TUCB (Item No. 36384) by a linker region.1 It drives sEH degradation and selectively inhibits the hydrolase activity of sEH (IC50 = 0.8 nM) over its phosphatase activity (IC50 = >10,000 nM). sEH PROTAC 1a is also selective for the degradation of cytosolic over peroxisomal sEH and drives its degradation via the lysosome rather than the proteasome. It reduces thapsigargin-induced increases in phosphorylated inositol-requiring enzyme 1α (IRE1α) levels and X-box binding protein 1 (XBP1) splicing in HepG2 and 293T cells, indicating a reduction in ER stress.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wang, Y., Morisseau, C., Takamura, A., et al. PROTAC-Mediated selective degradation of cytosolic soluble epoxide hydrolase enhances ER stress reduction. ACS Chem. Biol. 18(4), 884-896 (2023).