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553400 Radicicol, Diheterospora chlamydosporia - CAS 12772-57-5 - Calbiochem

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553400
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
12772-57-5C₁₈H₁₇ClO₆

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553400-500UG
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      		 Plastic ampoule 500 μg
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      Description
      OverviewA cell-permeable, ATP-site binding, and irreversible antifungal macrocyclic lactone antibiotic that acts as a protein tyrosine kinase inhibitor. Inhibits p60v-src kinase activity (IC50 = 0.27 nM). Inhibits the expression of COX-2 (IC50 = 27 nM) without affecting COX-1 expression in LPS-stimulated macrophages. Disrupts K-Ras-activated signaling pathways by selectively depleting Raf kinase. Inhibits tyrosine phosphorylation of p53/56lyn in LPS-stimulated macrophages. Suppresses NIH/3T3 cell transformation by diverse oncogenes such as src, ras, and mos in part by blocking the key signal transduction intermediates such as MAP kinase and GAP-associated p62. Also exhibits anti-angiogenic activity in vivo. Inhibits Wnt-5A expression in dermal papilla cells (IC50 = 190 nM).
      Catalogue Number553400
      Brand Family Calbiochem®
      References
      ReferencesShinonaga, H., et al. 2009. Bioorg. Med. Chem. 17, In press.
      Soga, S., et al. 1998. J. Biol. Chem. 273, 822.
      Chanmugam, P., et al. 1995. J. Biol. Chem. 270, 5418.
      Shimada, Y., et al. 1995. J. Antibiot. 48, 824.
      Zhao, J.F., et al. 1995. Oncogene 11, 161.
      Oikawa, T., et al. 1993. Eur. J. Pharmacol. 241, 221.
      Kwon, H.J., et al. 1992. Cancer Res. 52, 6926.
      Product Information
      CAS number12772-57-5
      FormWhite solid
      Hill FormulaC₁₈H₁₇ClO₆
      Chemical formulaC₁₈H₁₇ClO₆
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      Biological Information
      Primary Targetp60v-src kinase activity
      Primary Target IC<sub>50</sub>0.27 nM
      Secondary targetCOX-2 (IC₅₀ = 27 nM)
      Purity≥98% by HPLC
      Physicochemical Information
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      RTECSRR1105000
      Safety Information
      R PhraseR: 20/21/22-36/37/38

      Harmful by inhalation, in contact with skin and if swallowed.
      Irritating to eyes, respiratory system and skin.
      S PhraseS: 26-36

      In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
      Wear suitable protective clothing.
      Product Usage Statements
      Storage and Shipping Information
      Ship Code Ambient Temperature Only
      Toxicity Harmful
      Storage +2°C to +8°C
      Protect from Light Protect from light
      Do not freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.
      Packaging Information
      Packaged under inert gas Packaged under inert gas
      Transport Information
      Supplemental Information
      Specifications
      Global Trade Item Number
      Catalogue Number GTIN
      553400-500UG 04055977193602

      Documentation

      Radicicol, Diheterospora chlamydosporia - CAS 12772-57-5 - Calbiochem SDS

      Title

      Safety Data Sheet (SDS) 

      Radicicol, Diheterospora chlamydosporia - CAS 12772-57-5 - Calbiochem Certificates of Analysis

      TitleLot Number
      553400

      References

      Reference overview
      Shinonaga, H., et al. 2009. Bioorg. Med. Chem. 17, In press.
      Soga, S., et al. 1998. J. Biol. Chem. 273, 822.
      Chanmugam, P., et al. 1995. J. Biol. Chem. 270, 5418.
      Shimada, Y., et al. 1995. J. Antibiot. 48, 824.
      Zhao, J.F., et al. 1995. Oncogene 11, 161.
      Oikawa, T., et al. 1993. Eur. J. Pharmacol. 241, 221.
      Kwon, H.J., et al. 1992. Cancer Res. 52, 6926.
      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.

      Revision10-March-2010 RFH
      DescriptionA cell-permeable, ATP-site binding, and irreversible antifungal macrocyclic lactone antibiotic that acts as a protein tyrosine kinase inhibitor. Inhibits p60v-src kinase activity (IC50 = 0.27 µM). Inhibits the expression of COX-2 (IC50 = 27 nM) without affecting COX-1 expression in LPS-stimulated macrophages. Disrupts k-Ras-activated signaling pathway by selectively depleting Raf kinase. Inhibits tyrosine phosphorylation of p53/56lyn in LPS-stimulated macrophages. Suppresses NIH 3T3 cell transformation by diverse oncogenes, such as src, ras and mos, at least in part by blocking the key signal transduction intermediates, such as MAP kinase and GAP-associated p62. Also exhibits anti-angiogenic activity in vivo. Inhibits Wnt-5A expression in dermal papilla cells (IC50 = 190 nM).
      FormWhite solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number12772-57-5
      RTECSRR1105000
      Chemical formulaC₁₈H₁₇ClO₆
      Structure formulaStructure formula
      Purity≥98% by HPLC
      SolubilityDMSO (10 mg/ml) or methanol
      Storage Protect from light
      +2°C to +8°C
      Do Not Freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.
      Toxicity Harmful
      Merck USA index14, 6253
      ReferencesShinonaga, H., et al. 2009. Bioorg. Med. Chem. 17, In press.
      Soga, S., et al. 1998. J. Biol. Chem. 273, 822.
      Chanmugam, P., et al. 1995. J. Biol. Chem. 270, 5418.
      Shimada, Y., et al. 1995. J. Antibiot. 48, 824.
      Zhao, J.F., et al. 1995. Oncogene 11, 161.
      Oikawa, T., et al. 1993. Eur. J. Pharmacol. 241, 221.
      Kwon, H.J., et al. 1992. Cancer Res. 52, 6926.