Chemical Name: 4,5-Dihydro-3-(4-hydroxyphenyl)-5-isoxazoleacetic acid methyl ester
Purity: ≥98% (HPLC)
Biological Activity
Technical Data
Solubility
Calculators
Datasheets
References
Biological Activity
Macrophage migration inhibitory factor (MIF) inhibitor (IC50 = 7 μM); inhibits MIF tautomerase activity in vitro and in vivo. Protective against mouse models of streptozotocin-induced diabetes mellitus; blocks anti-inflammatory response following LPS exposure and increases survival. Inhibits airway remodeling in a mouse model of chronic asthma. Cell permeable; orally bioavailable.
Compound Libraries
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Technical Data
M. Wt
235.24
Formula
C12H13NO4
Storage
Store at +4°C
Purity
≥98% (HPLC)
CAS Number
478336-92-4
PubChem ID
6098948
InChI Key
CLVQGFPQFNASJH-UHFFFAOYSA-N
Smiles
OC(C=C2)=CC=C2C1=NOC(CC(OC)=O)C1
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.
Solubility Data
Solvent
Max Conc. mg/mL
Max Conc. mM
Solubility
DMSO
23.52
100
ethanol
23.52
100
Preparing Stock Solutions
The following data is based on the product molecular weight 235.24. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass
1 mg
5 mg
10 mg
1 mM
4.25 mL
21.25 mL
42.51 mL
5 mM
0.85 mL
4.25 mL
8.5 mL
10 mM
0.43 mL
2.13 mL
4.25 mL
50 mM
0.09 mL
0.43 mL
0.85 mL
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Product Datasheets
Certificate of Analysis / Product Datasheet
Safety Datasheet
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References
References are publications that support the products' biological activity.
Al-Abedet al (2005) ISO-1 binding to the tautomerase active site of MIF inhibits its pro-inflammatory activity and increases survival in severe sepsis. J.Biol.Chem. 280 36541 PMID: 16115897
Cvetkovicet al (2005) Critical role of macrophage migration inhibitory factor activity in experimental autoimmune diabetes. Endocrinology 146 2942 PMID: 15790730
Chenet al (2010) ISO-1, a macrophage migration inhibitory factor antagonist, inhibits airway remodeling in a murine model of chronic asthma. Mol.Med. 16 400 PMID: 20485865
Lubetskyet al (2002) The tautomerase active site of macrophage migration inhibitory factor is a potential target for discovery of novel anti-inflammatory agents. J.Biol.Chem. 277 24976 PMID: 11997397