ChemicalBook--->CAS DataBase List--->179691-97-5

179691-97-5

179691-97-5 Structure

179691-97-5 Structure
IdentificationBack Directory
[Name]

2,5-Dihydroxycinnamic Acid phenethyl ester
[CAS]

179691-97-5
[Synonyms]

2,5-Dihydroxycinnamic Acid phenethyl ester
[Molecular Formula]

C17H16O4
[MOL File]

179691-97-5.mol
[Molecular Weight]

284.31
Chemical PropertiesBack Directory
[Boiling point ]

515.5±50.0 °C(Predicted)
[density ]

1.266±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml
[form ]

A crystalline solid
[pka]

9.85±0.48(Predicted)
[color ]

Off-white to light yellow
Hazard InformationBack Directory
[Description]

2,5-Dihydroxycinnamic acid phenethyl ester is an inhibitor of 5-lipoxygenase (5-LO) with an IC50 value of 0.33 μM for inhibition of 5-LO product synthesis in polymorphonuclear leukocytes (PMNLs) stimulated with the sarcoendoplasmic reticulum calcium ATPase (SERCA) inhibitor thapsigargin .1 It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals (IC50 = 16.41 μM) in a cell-free assay. 2,5-Dihydroxycinnamic acid phenethyl ester selectively decreases viability of RCC4 and 786-O cells lacking the Von Hippel-Lindau (VHL) tumor suppressor gene (IC50s = 8 and 34.8 μM, respectively) over cells homozygously expressing VHL (IC50s = 99.6 and >100 μM, respectively). However, it also decreases viability of RCC10 VHL-/- and RCC10 VHL+/+ cells (IC50s = 5.04 and 0.96 μM, respectively). It increases the levels of pro-caspase-3a, LC3B-I, and LC3B-II in RCC4 VHL-/- cells in a concentration-dependent manner.
[Uses]

5-LOX-IN-2, an inhibitor of 5-lipoxygenase (5-LOX) with an IC50 of 0.33 μM, inhibits 5-LOX in a dose-dependent manner . 5-LOX-IN-2, reduces the cell viability of renal cancer cells and induces apoptosis, can be used for cancer research[1].
[IC 50]

5-LOX: 0.33 μM (IC50)
[storage]

Store at -20°C
[References]

1. Selka, A., Doiron, J.A., Lyons, P.A., et al. Discovery of a novel 2,5-dihydroxycinnamic acid-based 5-lipoxygenase inhibitor that induces apoptosis and may impair autophagic flux in RCC4 renal cancer cells Eur. J. Med. Chem. 179,347-357(2019).
Spectrum DetailBack Directory
[Spectrum Detail]

2,5-Dihydroxycinnamic Acid phenethyl ester(179691-97-5)1HNMR
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