An inhibitor of sumoylation
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2-D08

Item No. 20459

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(2,3,4-trihydroxyphenyl)-4H-1-benzopyran-4-one
CAS Number
144707-18-6
Molecular Formula
C15H10O5
Formula Weight
270.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:20): 0.05 mg/mlEthanol: 1 mg/ml
λmax
221, 344 nm
SMILES
O=C1C2=CC=CC=C2OC(C3=CC=C(O)C(O)=C3O)=C1
InChi Code
InChI=1S/C15H10O5/c16-10-6-5-9(14(18)15(10)19)13-7-11(17)8-3-1-2-4-12(8)20-13/h1-7,16,18-19H
InChi Key
JJAXTFSPCLZPIW-UHFFFAOYSA-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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    25 mg

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    Cayman Chemical
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    Product Description

    2-D08 is a synthetic flavone that inhibits sumoylation.1 It completely inhibits sumoylation in microfluidic electrophoretic mobility shift and kinetic assays at a concentration of 30 µM. 2-D08 inhibits sumoylation of topoisomerase I in the breast cancer cell lines ZR-75-1 and BT-474.2 It specifically disrupts the transfer of SUMO from the E2 enzyme (UBC9) thioester conjugate to the substrate. 2-D08 prevents amyloid-β (Aβ) (1-42) aggregation and Aβ-induced toxicity in PC12 cells.3 It also has antioxidant properties.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kim, Y.S., Keyser, S.G., and Schneekloth, J.S., Jr. Synthesis of 2',3',4'-trihydroxyflavone (2-D08), an inhibitor of protein sumoylation. Bioorg. Med. Chem. 24(4), 1094-1097 (2014).

    2. Kim, Y.S., Nagy, K., Keyser, S., et al. An electrophoretic mobility shift assay identifies a mechanistically unique inhibitor of protein sumoylation. Chem. Biol. 20(4), 604-613 (2013).

    3. Marsh, D.T., Das, S., Ridell, J., et al. Structure-activity relationships for flavone interactions with amyloid β reveal a novel anti-aggregatory and neuroprotective effect of 2',3',4'-trihydroxyflavone (2-D08). Bioorg. Med. Chem. 25(14), 3827-3834 (2017).

    4. Cotelle, N., Bernier, J.L., Hénichart, J.P., et al. Scavenger and antioxidant properties of ten synthetic flavones. Free Radic. Biol. Med. 13(3), 211-219 (1992).