475889

MK-886

≥99% (TLC), COX pathway blocker, solid

• Synonyme(s) : MK-886, 3-[1-( p-Chlorobenzyl)-5-(isopropyl)-3- t-butylthioindol-2-yl]-2,2-dimethylpropanoic Acid, Na, COX-1 Inhibitor III, FLAP Inhibitor I, MK886, mPGES-1 Inhibitor I
• Formule empirique (notation de Hill) : C₂₇H₃₃ClNO₂S · Na
• Numéro CAS: 118414-82-7
• Poids moléculaire : 494.06
• MDL number: MFCD00876710
• UNSPSC Code: 51111800
• NACRES: NA.77
• Assay: ≥99% (TLC)
• Form: solid
• Storage condition: OK to freeze

Propriétés

• Nom du produit: MK-886, A cell-permeable, orally active NSAID that blocks cellular Cox pathway PGE2 production by inhibiting COX-1 and mPGES-1, but not COX-2, activity, as well as suppresses cellular 5-LO pathway activation by inhibiting FLAP, rather than 5-LO, activity.
• Quality Segment: 100
• assay: ≥99% (TLC)
• form: solid
• potency: 102 nM IC₅₀
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• color: white
• solubility: DMSO: 25 mg/mL, ethanol: 25 mg/mL
• shipped in: ambient
• storage temp.: 10-30°C
• SMILES string: S(CCCC)c1c2c([n](c1CC(C)(C)C(=O)O)Cc3ccc(cc3)Cl)ccc(c2)C(C)C
• InChI: 1S/C27H34ClNO2S/c1-6-7-14-32-25-22-15-20(18(2)3)10-13-23(22)29(17-19-8-11-21(28)12-9-19)24(25)16-27(4,5)26(30)31/h8-13,15,18H,6-7,14,16-17H2,1-5H3,(H,30,31)
• InChI key: VFMGWQLOCZBFCK-UHFFFAOYSA-N

Description

General description

A cell-permeable, orally active NSAID (nonsteroidal antiinflammatory drug) that blocks cellular Cox pathway PGE2 (prostaglandin E₂) production by inhibiting COX-1 and mPGES-1 (microsomal PGE₂ synthase-1), but not COX-2, activity (IC₅₀ = 8, 2, and 58 M, respectively), as well as suppresses cellular 5-LO (5-Lypoxygenase; Cat. No. 437996) pathway activation by inhibiting FLAP (5-LO-activating protein), rather than 5-LO, activity (<10% by 1 M MK-886). Unlike NSAIDs (nonsteroidal antiinflammatory drugs) that target only COX pathway, MK-886 does not cause gastrointestinal damages when applied in vivo.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
leukotreine biosybthesis

Product does not compete with ATP.

Reversible: no

Other Notes

Koeberle, A., et al. 2009. Eur. J. Pharmacol.608, 84.
Koeberle, A., et al. 2008. J. Pharmacol. Exp. Ther.326, 975.
Fisher, L., et al. 2007. Br. J. Pharmacol.152, 471.
Ford-Hutchinson, A.W., et al. 1993. Can. J. Physiol. Pharmacol. 71, 806.
Ford-Hutchinson, A.W. 1991. Trends Pharmacol.12, 68.
Dixon, R.A., et al. 1990. Nature 343, 282.
Rouzer, C.A., et al. 1990. J. Biol. Chem.265, 1436.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Informations sur la sécurité

• Classe de stockage: 11 - Combustible Solids
• wgk: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable