5.05225

ISO-1

InSolution, ≥95%, 50 mM in DMSO, MIF Antagonist

• Synonym(s): InSolution MIF Antagonist, ISO-1, ( S, R)-3-(4-Hydroxyphenyl)-4,5-dihydro-5-isoxazole acetic acid, methyl ester, Methyl 2-(3-(4-hydroxyphenyl)-4,5-dihydroisoxazol-5-yl)acetate, Macrophage Migration Inhibitory Factor Antagonist, ISO-1, (S,R)-3-(4-Hydroxyphenyl)-4,5-dihydro-5-isoxazole acetic acid, methyl ester, Methyl 2-(3-(4-hydroxyphenyl)-4,5-dihydroisoxazol-5-yl)acetate, Macrophage Migration Inhibitory Factor Antagonist, ISO-1
• Empirical Formula (Hill Notation): C₁₂H₁₃NO₄
• CAS Number: 478336-92-4
• Molecular Weight: 235.24
• MDL number: MFCD00003193
• UNSPSC Code: 51111800
• NACRES: NA.77

Properties

• Product Name: ISO-1, InSolution, ≥95%, 50 mM in DMSO, MIF Antagonist
• InChI: 1S/C12H13NO4/c1-16-12(15)7-10-6-11(13-17-10)8-2-4-9(14)5-3-8/h2-5,10,14H,6-7H2,1H3
• InChI key: AIXMJTYHQHQJLU-UHFFFAOYSA-N
• assay: ≥95% (HPLC)
• form: liquid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; avoid repeated freeze/thaw cycles; desiccated (hygroscopic); protect from light
• storage temp.: −70°C
• Quality Level: 100

Description

Other Notes

Cvetkovic, I., et al. 2005. Endocrinology146, 2942.
Lubetsky, J.B., et al. 2002. J. Biol. Chem.277, 24976.

Packaging

Packaged under inert gas

Physical form

A 50 mM (10 mg/850 µL) sterile-filtered solution of MIF Antagonist, ISO-1 (Cat. No. 475837) in DMSO.

Preparation Note

Following initial thaw, aliquot and freeze (-70°C). Aliquots are stable for up to 1 year at -70°C.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
MIF dopachrome tautomerase

Disclaimer

Toxicity: Irritant (B)

General description

A cell-permeable isoxazoline compound that displays anti-inflammatory properties. Inhibits MIF dopachrome tautomerase activity by binding to its catalytic active site (IC₅₀ = 7 µM for D-dopachrome tautomerase) and suppresses the production of TNFα, PGE₂ and COX-2 in human monocytes and arachidonic acid in RAW 264.7 macrophages. Shown to exhibit antidiabetogenic properties in immunoinflammatory diabetic mouse model.

Legal Information

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

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk: WGK 1
• flash_point_f: 188.6 °F - (refers to pure substance)
• flash_point_c: 87 °C - (refers to pure substance)