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5.05225

Sigma-Aldrich

ISO-1

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

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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
UNSPSC Code:
51111800
NACRES:
NA.77

Quality Level

100

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

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

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.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
MIF dopachrome tautomerase

Packaging

Packaged under inert gas

Warning

Toxicity: Irritant (B)

Physical form

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

Reconstitution

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

Other Notes

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

Legal Information

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

Storage Class Code

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)

Regulatory Information

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