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199106-13-3

199106-13-3 Structure

199106-13-3 Structure
IdentificationBack Directory
[Name]

MJ 33
[CAS]

199106-13-3
[Synonyms]

MJ33-OH
Phosphoric acid, mono[1-[(hexadecyloxy)methyl]-2-(2,2,2-trifluoroethoxy)ethyl] mono(hydroxymethyl) ester
[Molecular Formula]

C22H44F3O7P
[MDL Number]

MFCD03787978
[MOL File]

199106-13-3.mol
[Molecular Weight]

508.55
Chemical PropertiesBack Directory
[storage temp. ]

2-8°C
[solubility ]

H2O: ≥5mg/mL (warmed at 60 °C)
[form ]

solid
[color ]

white to beige
[Water Solubility ]

H2O: ≥5mg/mL (warmed at 60 °C)
[InChI]

1S/C22H44F3O6P.Li/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-29-18-21(31-32(26,27)28-2)19-30-20-22(23,24)25;/h21H,3-20H2,1-2H3,(H,26,27);/q;+1/p-1
[InChIKey]

GDLMLQJISATCEL-UHFFFAOYSA-M
[SMILES]

CCCCCCCCCCCCCCCCOCC(COCC(F)(F)F)OP(OC)([O-])=O.[Li+]
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

MJ33 lithium salt has been used as a peroxiredoxin VI (Prdx6) inhibitor:
  • to study its specific Prdx6 peroxidase activity in vitro and in breast cancer cell line (MCF-7) cell lysates
  • to study its effects on a mouse model of acute lung injury associated with exposure to hyperoxia
  • to study its potential use as a therapeutic agent

[Biochem/physiol Actions]

MJ33 acts as a non-toxic and potent inhibitor of agonist-induced activation of nicotinamide adenine dinucleotide phosphate (NADPH) oxidase type 2 (NOX2). It also prevents lung injuries associated with lung inflammation in mice. MJ33 is a fluorinated lipid analog, which blocks the enzyme by mimicking the transition state of the substrate.
[in vivo]

MJ33 (0.5 μM/kg; by tail vein, at 24 h before MCAO) significantly blocks the increase IL-1β, IL-17 and IL-23 in rats stimulated by Prdx6 siRNA treatment[2].
Compared with the Prdx6 siRNA group, combined exposure to Prdx6 siRNA and MJ33 significantly downregulates the mRNA and protein expression of NF-κB, iNOS and COX-2[2].

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