527948 Piceatannol - CAS 10083-24-6 - Calbiochem

527948
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      Overview

      Replacement Information

      Key Spec Table

      Empirical FormulaCAS #
      C₁₄H₁₂O₄10083-24-6

      Pricing & Availability

      Catalogue NumberAvailability Packaging Qty/Pack Price Quantity
      527948-1MG
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          Plastic ampoule 1 mg
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          Description
          OverviewA cell-permeable, substrate competitive and reversible plant metabolite that inhibits the activity of rat liver protein kinase A catalytic subunit (IC50 = 3 µM), PKC (IC50 = 8 µM), MLCK (IC50 = 12 µM). In RBL-2H3 cells, the selective inhibition of Syk by piceatannol results in inhibition of FceR1-mediated signaling. Also inhibits wheat embryo Ca2+-dependent protein kinase (CDPK) (IC50 = 19 µM), and p72syk (IC50 = 10 µM), a non-receptor tyrosine kinase, relative to Lyn in isolated enzyme preparations. Also possesses anti-leukemic properties. Reported to activate sirtuins and promote the survival of eukaryotic cells.
          Catalogue Number527948
          Brand Family Calbiochem®
          Synonymstrans-3,3ʹ,4,5ʹ-Tetrahydroxystilbene
          References
          ReferencesHowitz, K.T., et al. 2003. Nature 425, 191.
          Wang, B.H., et al. 1998. Planta Med. 64, 195.
          Keely, P.J., and Parise, L.V. 1996. J. Biol. Chem. 271, 26668.
          Oliver, J.M., et al. 1994. J. Biol. Chem. 269, 29697.
          Thakkar, K., et al. 1993. J. Med. Chem. 36, 2950.
          Geahlen, R.L., et al. 1989. Biochem. Biophys. Res. Commun. 165, 241.
          Product Information
          CAS number10083-24-6
          ATP CompetitiveY
          FormOff-white crystalline solid
          Hill FormulaC₁₄H₁₂O₄
          Chemical formulaC₁₄H₁₂O₄
          ReversibleY
          Structure formula ImageStructure formula Image
          Applications
          Biological Information
          Primary TargetActivity of rat liver protein kinase A catalytic subunit
          Primary Target IC<sub>50</sub>3 µM, 8 µM, and 12 µM against the activity of rat liver protein kinase A catalytic subunit, PKC, and MLCK, respectively
          Purity≥95% by HPLC
          Physicochemical Information
          Cell permeableY
          Dimensions
          Materials Information
          Toxicological Information
          Safety Information according to GHS
          Safety Information
          Product Usage Statements
          Storage and Shipping Information
          Ship Code Ambient Temperature Only
          Toxicity Standard Handling
          Storage +2°C to +8°C
          Protect from Light Protect from light
          Do not freeze Ok to freeze
          Special InstructionsFollowing reconstitution, aliquot, flush with an inert gas, and freeze (-20°C). Stock solutions are stable for up to 2 weeks at -20°C.
          Packaging Information
          Packaged under inert gas Packaged under inert gas
          Transport Information
          Supplemental Information
          Specifications

          Documentation

          SDS

          Title

          Safety Data Sheet (SDS) 

          Certificates of Analysis

          TitleLot Number
          527948

          References

          Reference overview
          Howitz, K.T., et al. 2003. Nature 425, 191.
          Wang, B.H., et al. 1998. Planta Med. 64, 195.
          Keely, P.J., and Parise, L.V. 1996. J. Biol. Chem. 271, 26668.
          Oliver, J.M., et al. 1994. J. Biol. Chem. 269, 29697.
          Thakkar, K., et al. 1993. J. Med. Chem. 36, 2950.
          Geahlen, R.L., et al. 1989. Biochem. Biophys. Res. Commun. 165, 241.
          Data Sheet

          Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

          Revision05-March-2010
          Synonymstrans-3,3ʹ,4,5ʹ-Tetrahydroxystilbene
          DescriptionA cell-permeable, substrate competitive, and reversible plant metabolite that inhibits the activity of rat liver protein kinase A catalytic subunit (IC50 = 3 µM), PKC (IC50 = 8 µM), MLCK (IC50 = 12 µM). In RBL-2H3 cells, the selective inhibition of Syk by piceatannol results in inhibition of FceR1-mediated signaling. Also inhibits wheat embryo Ca2+-dependent protein kinase (CDPK) (IC50 = 19 µM), and p72syk (IC50 = 10 µM), a non-receptor tyrosine kinase, relative to Lyn in isolated enzyme preparations. Also possesses anti-leukemic properties. Reported to activate sirtuins and promote the survival of eukaryotic cells.
          FormOff-white crystalline solid
          Intert gas (Yes/No) Packaged under inert gas
          CAS number10083-24-6
          Chemical formulaC₁₄H₁₂O₄
          Structure formulaStructure formula
          Purity≥95% by HPLC
          SolubilityDMSO (10 mg/ml) or Ethanol (10 mg/ml)
          Storage +2°C to +8°C
          Protect from light
          Do Not Freeze Ok to freeze
          Special InstructionsFollowing reconstitution, aliquot, flush with an inert gas, and freeze (-20°C). Stock solutions are stable for up to 2 weeks at -20°C.
          Toxicity Standard Handling
          ReferencesHowitz, K.T., et al. 2003. Nature 425, 191.
          Wang, B.H., et al. 1998. Planta Med. 64, 195.
          Keely, P.J., and Parise, L.V. 1996. J. Biol. Chem. 271, 26668.
          Oliver, J.M., et al. 1994. J. Biol. Chem. 269, 29697.
          Thakkar, K., et al. 1993. J. Med. Chem. 36, 2950.
          Geahlen, R.L., et al. 1989. Biochem. Biophys. Res. Commun. 165, 241.

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          Categories

          Life Science Research > Inhibitors and Biochemicals > Small Molecules & Inhibitors > Protein Phosphorylation / Dephosphorylation > Protein Tyrosine Kinase (PTK) Inhibitors
          Life Science Research > Inhibitors and Biochemicals > Small Molecules & Inhibitors > Protein Phosphorylation / Dephosphorylation > Myosin Light Chain Kinase (MLCK) Inhibitors
          Life Science Research > Inhibitors and Biochemicals > Small Molecules & Inhibitors > Protein Phosphorylation / Dephosphorylation > Protein Kinase A (PKA; cAMP-Dependent Protein Kinase) Inhibitors
          Life Science Research > Inhibitors and Biochemicals > Small Molecules & Inhibitors > Protein Phosphorylation / Dephosphorylation > Protein Kinase C (PKC) Inhibitors