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200498 Betulinic Acid - CAS 472-15-1 - Calbiochem

Antitumor and anti-HIV agent.

Betulinic Acid - CAS 472-15-1 - Calbiochem MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: 3β-Hydroxy-20(29)-lupaene-28-oic Acid

Primary Target: Inhibits human melanoma in cell culture and in animal models
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      Overview

      Replacement Information

      Key Spec Table

      CAS #Empirical Formula
      472-15-1C₃₀H₄₈O₃
      Description
      Overview

      This product has been discontinued.



      Antitumor and anti-HIV agent. A pentacyclic triterpene that selectively inhibits human melanoma in cell culture and in animal models. Appears to act specifically on melanoma cells without affecting other types of tumors. The antitumor effects of betulinic acid appear to be associated with the induction of mitochondrial permeability transition pore that triggers apoptosis. Also acts as a potent inhibitor of Hh/Gli signaling pathway inhibitor (IC50 = 32 µM).
      Catalogue Number200498
      Brand Family Calbiochem®
      Synonyms3β-Hydroxy-20(29)-lupaene-28-oic Acid
      References
      ReferencesHollis, A., et al. 2012. ChemBioChem> in press.
      Arai, M.A., et al. 2008. Bioorg. Med. Chem. 18, In press.
      Fulda, S., et al. 1998. J. Biol. Chem. 273, 33942.
      Rieber, M. and Strasberg-Reiber, M., et al. 1998. DNA Cell. Biol. 17, 399.
      Kashiwada, Y., et al. 1996. J. Med. Chem. 39, 1016.
      Pisha, E., et al. 1995. Nat. Med. 1, 1046.
      Recio, M.C., et al. 1995. Planta Med. 61, 9.
      Fujioka, T., et al. 1994. J. Nat. Prod. 57, 243.
      Product Information
      CAS number472-15-1
      ATP CompetitiveN
      FormColorless solid
      Hill FormulaC₃₀H₄₈O₃
      Chemical formulaC₃₀H₄₈O₃
      ReversibleN
      Structure formula ImageStructure formula Image
      Applications
      Biological Information
      Primary TargetInhibits human melanoma in cell culture and in animal models
      Primary Target IC<sub>50</sub>32 µM inhibiting Hh/Gli signaling pathway
      Purity>97% by HPLC
      Physicochemical Information
      Cell permeableN
      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
      Do not freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). DMSO stock solutions are stable for up to 3 months at -20°C.
      Packaging Information
      Transport Information
      Supplemental Information
      Specifications
      Global Trade Item Number
      Catalogue Number GTIN
      200498 0

      Documentation

      Betulinic Acid - CAS 472-15-1 - Calbiochem Certificates of Analysis

      TitleLot Number
      200498

      References

      Reference overview
      Hollis, A., et al. 2012. ChemBioChem> in press.
      Arai, M.A., et al. 2008. Bioorg. Med. Chem. 18, In press.
      Fulda, S., et al. 1998. J. Biol. Chem. 273, 33942.
      Rieber, M. and Strasberg-Reiber, M., et al. 1998. DNA Cell. Biol. 17, 399.
      Kashiwada, Y., et al. 1996. J. Med. Chem. 39, 1016.
      Pisha, E., et al. 1995. Nat. Med. 1, 1046.
      Recio, M.C., et al. 1995. Planta Med. 61, 9.
      Fujioka, T., et al. 1994. J. Nat. Prod. 57, 243.
      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.

      Revision20-January-2012 JSW
      Synonyms3β-Hydroxy-20(29)-lupaene-28-oic Acid
      DescriptionAnti-tumor and anti-HIV agent. A pentacyclic triterpene that has been shown to selectively inhibit human melanoma in cell culture and animal models. Appears to act specifically on melanoma cells without affecting other types of tumors. The anti-tumor activity of betulinic acid appears to be mediated by the induction of apoptosis. Also acts as a potent inhibitor of Hh/Gli signaling pathway inhibitor (IC50 = 32 µM). Selectively inhibits DNA binding of C/EBPs (IC50 = 13.4, 38, 10.8, 10.7 and 8.0 µM against C/EBPα, C/EBPβ, C/EBPγ C/EBPδ and C/EBPε, respectively).
      FormColorless solid
      CAS number472-15-1
      Chemical formulaC₃₀H₄₈O₃
      Structure formulaStructure formula
      Purity>97% by HPLC
      SolubilityDMSO (1 mg/ml)
      Storage +2°C to +8°C
      Do Not Freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). DMSO stock solutions are stable for up to 3 months at -20°C.
      Toxicity Standard Handling
      ReferencesHollis, A., et al. 2012. ChemBioChem> in press.
      Arai, M.A., et al. 2008. Bioorg. Med. Chem. 18, In press.
      Fulda, S., et al. 1998. J. Biol. Chem. 273, 33942.
      Rieber, M. and Strasberg-Reiber, M., et al. 1998. DNA Cell. Biol. 17, 399.
      Kashiwada, Y., et al. 1996. J. Med. Chem. 39, 1016.
      Pisha, E., et al. 1995. Nat. Med. 1, 1046.
      Recio, M.C., et al. 1995. Planta Med. 61, 9.
      Fujioka, T., et al. 1994. J. Nat. Prod. 57, 243.