An inhibitor of MIF
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MIF Antagonist

Item No. 14929

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4,5-dihydro-3-(4-hydroxyphenyl)-5-isoxazoleacetic acid, methyl ester
CAS Number
478336-92-4
Synonyms
  • ISO-1
  • Macrophage Migration Inhibitory Factor
Molecular Formula
C12H13NO4
Formula Weight
235.2
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 14 mg/mlEthanol: 5 mg/ml
λmax
215, 273 nm
SMILES
OC1=CC=C(C2=NOC(CC(OC)=O)C2)C=C1
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $128

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    Cayman Chemical
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    Product Description

    MIF antagonist, also known as ISO-1, is an inhibitor of the dopachrome tautomerase activity of MIF in vitro (IC50 = 7 µM) and in cells (IC50 = 25 µM).1,2 It blocks the activation of NF-κB and TNF-α secretion from LPS-treated macrophages and improves the survival of mice following sepsis.2 MIF antagonist also demonstrates protective effects in airway and gastrointestinal inflammation in mice.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lubetsky, J.B., Dios, A., Han, J., et al. The tautomerase active site of macrophage migration inhibitory factor is a potential target for discovery of novel anti-inflammatory agents. The Journal of Biological Chemisty 277(28), 24976-24982 (2002).

    2. Al-Abed, Y., Dabideen, D., Aljabari, B., et al. ISO-1 binding to the tautomerase active site of MIF inhibits its pro-inflammatory activity and increases survival in severe sepsis. The Journal of Biological Chemisty 280(44), 36541-36544 (2005).

    3. Dagia, N.M., Kamath, D.V., Bhatt, P., et al. A fluorinated analog of ISO-1 blocks the recognition and biological function of MIF and is orally efficacious in a murine model of colitis. Eur. J. Pharmacol. 607(1-3), 201-212 (2009).

    4. Chen, P.F., Luo, Y.l., Wang, W., et al. ISO-1, a macrophage migration inhibitory factor antagonist, inhibits airway remodeling in a murine model of chronic asthma. Mol. Med. 16(9-10), 400-408 (2010).