6-Hydroxybenzbromarone

Names

[ Name ]:
6-Hydroxybenzbromarone

[Synonym ]:
6-hydroxy-benzbromarone
(3,5-dibromo-4-hydroxyphenyl)(2-ethyl-6-hydroxy-benzofuran-3-yl)methanone
2-ethyl-3-(3,5-dibromo-4-hydroxybenzoyl)-6-hydroxybenzofuran
6-hydroxybenzbromarone
6-OH benzbromarone
2-ethyl-6-hydroxy-3-(3',5'-dibromo-4'-hydroxy-benzoyl)-benzofuran

Biological Activity

[Description]:

6-Hydroxybenzbromarone is the major metabolite of Benzbromarone with a longer half-life and greater pharmacological potency than the parent compound. 6-Hydroxybenzbromarone is a protein Eyes Absent 3 (EYA3) inhibitor with an IC50 value of 21.5 μM. 6-Hydroxybenzbromarone is an angiogenic agent, has strong inhibitory effects on cell migration, tubulogenesis, and angiogenic sprouting[1].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Metabolic Enzyme/Protease >> Phosphatase

[Target]

IC50: 21.5 μM (EYA3); metabolite[1]

[In Vitro]

6-Hydroxybenzbromarone (7.5 μM; 72 hours) shows over 50% reduction in cell proliferation. Meanwhile, treatment with BBR and BZ also reduces cell viability, but none of the other compounds tested has a negative impact on cell viability or proliferation[1]. 6-Hydroxybenzbromarone (7.5 μM; 1-20 hours) has inhibitory affects EC migration tubulogenesis of HUVECs. However, the effect of 6OH-BBR on tube formation is attenuated in the presence of high concentrations of fetal bovine serum (FBS), likely reflecting non-specific protein binding[1]. Cell Proliferation Assay[1] Cell Line: HUVEC cells Concentration: 7.5 μM Incubation Time: 72 hours Result: Inhibited HUVEC cells proliferation.

[References]

[1]. Pandey RN, et al. Structure-activity relationships of benzbromarone metabolites and derivatives as EYA inhibitory anti-angiogenic agents.PLoS One. 2013 Dec 18;8(12):e84582.

Chemical & Physical Properties

[ Molecular Formula ]:
C₁₇H₁₂Br₂O₄

[ Molecular Weight ]:
440.08300

[ Exact Mass ]:
437.91000

[ PSA ]:
70.67000

[ LogP ]:
5.16240

Related Compounds

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