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475837

Sigma-Aldrich

ISO-1

≥98% (HPLC), solid, MIF antagonist, Calbiochem®

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Synonym(s):
MIF Antagonist, ISO-1, (S,R)-3-(4-Hydroxyphenyl)-4,5-dihydro-5-isoxazole acetic acid, methyl ester, Macrophage Migration Inhibitory Factor Antagonist, ISO-1
Empirical Formula (Hill Notation):
C12H13NO4
CAS Number:
Molecular Weight:
235.24
UNSPSC Code:
12352200
NACRES:
NA.77

product name

MIF Antagonist, ISO-1, The MIF Antagonist, ISO-1, also referenced under CAS 478336-92-4, controls the biological activity of MIF.

Quality Level

Assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

light yellow

solubility

DMSO: 10 mg/mL

shipped in

wet ice

storage temp.

−20°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.
A cell-permeable isoxazoline compound that displays anti-inflammatory properties. Inhibits MIF 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. Also available as a 50 mM solution in DMSO (Cat. No. 505225).

Biochem/physiol Actions

Cell permeable: yes
Primary Target
MIF tautomerize
Product does not compete with ATP.
Reversible: no
Target IC50: 7 µM for D-dopachrome tautomerase

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstituion, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Legal Information

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

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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