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General description
A cell-permeable analog of HNMPA that yields the parent compound upon cleavage by cytosolic esterases. Inhibits insulin receptor tyrosine kinase (IC50 = 100 µM) and insulin-stimulated glucose oxidation in isolated rat adipocytes (IC50 = 10 µM). Also reported to inhibit tyrosine autophosphorylation of the human insulin receptor (IC50 = 200 µM).
A cell-permeable analog of HNMPA. Inhibits insulin receptor tyrosine kinase (IC50 = 100 mM) and insulin-stimulated glucose oxidation in isolated rat adipocytes (IC50 = 10 µM). Also reported to inhibit tyrosine autophosphorylation of the human insulin receptor (IC50 = 200 µM). It has no effect on PKA (at concentrations up to 1 mM) or PKC (at concentrations up to 420 µM).
Biochem/physiol Actions
Cell permeable: yes
Primary Target
tyrosine kinase
Product does not compete with ATP.
Reversible: no
Target IC50: 100 µM and 10 µM against insulin receptor tyrosine kinase and insulin-stimulated glucose oxidation in isolated rat adipocytes, respectively
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Other Notes
Baltensperger, K., et al. 1992. Proc. Natl. Acad. Sci. USA89, 7885.
Saperstein, R., et al. 1989. Biochemistry28, 5694.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
| Quality Segment | 100 |
| assay | ≥98% (TLC) |
| form | oil |
| manufacturer/tradename | Calbiochem® |
| storage condition | OK to freeze |
| color | colorless |
| solubility | DMSO: 20 mg/mL,ethanol: 20 mg/mL |
| shipped in | ambient |
| storage temp. | −20°C |
| SMILES string | [P](=O)(OCOC(=O)C)(OCOC(=O)C)C(OCOC(=O)C)c1cc2c(cc1)cccc2 |
| InChI | 1S/C20H23O10P/c1-14(21)25-11-28-20(19-9-8-17-6-4-5-7-18(17)10-19)31(24,29-12-26-15(2)22)30-13-27-16(3)23/h4-10,20H,11-13H2,1-3H3 |
| InChI key | UQODAZKXEREJLZ-UHFFFAOYSA-N |
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