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144707-18-6

144707-18-6 structure
144707-18-6 structure
  • Name: 2-D08
  • Chemical Name: 2-(2,3,4-Trihydroxyphenyl)-4H-chromen-4-one
  • CAS Number: 144707-18-6
  • Molecular Formula: C15H10O5
  • Molecular Weight: 270.237
  • Catalog: Signaling Pathways Metabolic Enzyme/Protease E1/E2/E3 Enzyme
  • Create Date: 2018-07-19 08:38:49
  • Modify Date: 2024-01-06 11:15:39
  • 2-D08 is a cell permeable, mechanistically unique inhibitor of protein SUMOylation. 2-D08 also inhibits Axl with an IC50 of 0.49 nM.

Name 2-(2,3,4-Trihydroxyphenyl)-4H-chromen-4-one
Synonyms 4H-1-Benzopyran-4-one, 2-(2,3,4-trihydroxyphenyl)-
2-(2,3,4-Trihydroxyphenyl)-4H-chromen-4-one
MFCD27995567
Description 2-D08 is a cell permeable, mechanistically unique inhibitor of protein SUMOylation. 2-D08 also inhibits Axl with an IC50 of 0.49 nM.
Related Catalog
Target

IC50: 0.49 nM (Axl)[2]

In Vitro 2-D08 inhibits sumoylation by preventing transfer of SUMO from the UBC9-SUMO thioester to the substrate[1]. 2-D08 decreases the ratio of p-Axl to t-Axl in a dose-dependent manner. Suppression of Axl kinase activity by 2D08 disrupts the cytoskeleton and actin filaments with re-organization at cellular junctions[2].
Cell Assay Human lung multi-potent cells at passage 5 are incubated with DMEM+0.5% BSA+penicillin/streptomycin containing either 0.1% DMSO (vehicle) or 2D08 (10 μM) on Permanox culture slides for 6 days. Cells are fixed with 4% PFA for 30 min and then blocked and permeabilized with 10% goat serum and 0.3% Triton-X 100 in PBS for 30 min[2].
Animal Admin Mice[3] Eight- to 10-week-old mice (both male and female) are used for the study. A 5 cm-long glass pipette is buffered with Mineral Oil and then attached to the injection apparatus to take up 10 μL of 2-D08 (30 μM) or NaCl[3].
References

[1]. Kim YS, et al. Synthesis of 2',3',4'-trihydroxyflavone (2-D08), an inhibitor of protein sumoylation. Bioorg Med Chem Lett. 2014 Feb 15;24(4):1094-7.

[2]. Fujino N, et al. Phenotypic screening identifies Axl kinase as a negative regulator of an alveolar epithelial cell phenotype. Lab Invest. 2017 Sep;97(9):1047-1062.

[3]. Ghosh H, et al. Several posttranslational modifications act in concert to regulate gephyrin scaffolding and GABAergic transmission. Nat Commun. 2016 Nov 7;7:13365. doi: 10.1038/ncomms13365.

Density 1.5±0.1 g/cm3
Boiling Point 517.9±50.0 °C at 760 mmHg
Molecular Formula C15H10O5
Molecular Weight 270.237
Flash Point 201.7±23.6 °C
Exact Mass 270.052826
LogP 2.77
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.732
Storage condition -20℃
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
RIDADR NONH for all modes of transport