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172050 Anacardic Acid - CAS 16611-84-0 - Calbiochem

Anacardic Acid, CAS 16611-84-0, is a cell-permeable ginkgolic acid analog that targets SUMO-activating enzyme E1 and inhibits protein SUMO modification (IC50 = 2.2 µM) in an ATP-dependent manner.

Anacardic Acid - CAS 16611-84-0 - Calbiochem MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: AA, 2-Hydroxy-6-pentadecylbenzoic Acid, 6-Pentadecylsalicylic Acid, Aurora Kinase A Activator, Histone Acetyltransferase Inhibitor III, SUMOylation Inhibitor II, HAT Inhibitor III, p300/CBP Inhibitor III, PCAF Inhibitor I

Primary Target: HAT
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172050
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
16611-84-0C₂₂H₃₆O₃

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172050-10MG
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      Description
      OverviewA cell-permeable ginkgolic acid (Cat. No. 345887) analog that inhibits protein SUMO (Cat. Nos. 662037, 662039, and 662042) modification (IC50 = 2.2 µM using RanGAP1-C2 as substrate) in an ATP-dependent manner by selectively targeting SUMO-activating enzyme E1 (Cat. Nos. 662073 and 662074) and interfering with E1-SUMO intermediate formation. Both anacardic acid and ginkgolic acid are shown to effectively decrease overall SUMOylation of 293T cellular proteins in a dose-dependent manner, while neither compound is effective in affecting overall cellular protein ubiquitination or histone H4K8 acetylation in 293T cultures, although anacardic acid is shown to inhibit p300 (Cat. No. 506200) and PCAF (Cat. No. 124026) histone acetyltransferase activities in cell-free acetylase assays (by 82% and 86%, respectively, at 10 µM). Also reported to inhibit the activity of prostaglandin synthase, tyrosinase, and lipoxygenase, as well as to enhance Aurora kinase A (Cat. No. 481413), but not Aurora kinase B, autophosphorylation and kinase activity by inducing conformation change and enhancing ATP binding.
      Catalogue Number172050
      Brand Family Calbiochem®
      SynonymsAA, 2-Hydroxy-6-pentadecylbenzoic Acid, 6-Pentadecylsalicylic Acid, Aurora Kinase A Activator, Histone Acetyltransferase Inhibitor III, SUMOylation Inhibitor II, HAT Inhibitor III, p300/CBP Inhibitor III, PCAF Inhibitor I
      References
      ReferencesFukuda, I., et al. 2009. Chem. Biol. 16, 133.
      Kishore, A.H. 2008. J. Med. Chem. 51, 792.
      Balasubramanyam, K., et al. 2003. J. Biol. Chem. 278, 19134.
      Paramashivappa, R., et al. 2002. J. Agric. Food Chem. 50, 7709.
      Product Information
      CAS number16611-84-0
      ATP CompetitiveY
      DeclarationSold under license of U.S. Patent 7,332,629 and related patents.
      FormWhite solid
      Hill FormulaC₂₂H₃₆O₃
      Chemical formulaC₂₂H₃₆O₃
      ReversibleN
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      ApplicationAnacardic Acid, CAS 16611-84-0, is a cell-permeable ginkgolic acid analog that targets SUMO-activating enzyme E1 and inhibits protein SUMO modification (IC50 = 2.2 µM) in an ATP-dependent manner.
      Biological Information
      Primary TargetHAT
      Primary Target IC<sub>50</sub>5 µM against HAT; 8.5 µM against PCAF; 2.2 µM inhibiting protein SUMO modification using RanGAP1-C2 as substrate
      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 and freeze (-20°C). Stock solutions are stable for up to 3 months 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
      172050-10MG 04055977222876

      Documentation

      Anacardic Acid - CAS 16611-84-0 - Calbiochem MSDS

      Title

      Safety Data Sheet (SDS) 

      Anacardic Acid - CAS 16611-84-0 - Calbiochem Certificates of Analysis

      TitleLot Number
      172050

      References

      Reference overview
      Fukuda, I., et al. 2009. Chem. Biol. 16, 133.
      Kishore, A.H. 2008. J. Med. Chem. 51, 792.
      Balasubramanyam, K., et al. 2003. J. Biol. Chem. 278, 19134.
      Paramashivappa, R., et al. 2002. J. Agric. Food Chem. 50, 7709.
      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-May-2010 RFH
      SynonymsAA, 2-Hydroxy-6-pentadecylbenzoic Acid, 6-Pentadecylsalicylic Acid, Aurora Kinase A Activator, Histone Acetyltransferase Inhibitor III, SUMOylation Inhibitor II, HAT Inhibitor III, p300/CBP Inhibitor III, PCAF Inhibitor I
      DescriptionA cell-permeable ginkgolic acid (Cat. No. 345887) analog that inhibits protein SUMO (Cat. Nos. 662037, 662039, and 662042) modification (IC50 = 2.2 µM using RanGAP1-C2 as substrate) in an ATP-dependent manner by selectively targeting SUMO-activating enzyme E1 (Cat. Nos. 662073 and 662074) and interfering with E1-SUMO intermediate formation. Both anacardic acid and ginkgolic acid are shown to effectively decrease overall SUMOylation of 293T cellular proteins in a dose-dependent manner, while neither compound is effective in affecting overall cellular protein ubiquitination or histone H4K8 acetylation in 293T cultures, although anacardic acid is shown to inhibit p300 (Cat. No. 506200) and PCAF (Cat. No. 124026) histone acetyltransferase activities in cell-free acetylase assays (by 82% and 86%, respectively, at 10 µM). Also reported to inhibit the activity of prostaglandin synthase, tyrosinase, and lipoxygenase, as well as to enhance Aurora kinase A (Cat. No. 481413), but not Aurora kinase B, autophosphorylation and kinase activity by inducing conformation change and enhancing ATP binding.
      FormWhite solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number16611-84-0
      Chemical formulaC₂₂H₃₆O₃
      Structure formulaStructure formula
      Purity≥95% by HPLC
      SolubilityDMSO (10 mg/ml), Ethanol (10 mg/ml), or Methanol (10 mg/ml)
      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 3 months at -20°C.
      Toxicity Standard Handling
      ReferencesFukuda, I., et al. 2009. Chem. Biol. 16, 133.
      Kishore, A.H. 2008. J. Med. Chem. 51, 792.
      Balasubramanyam, K., et al. 2003. J. Biol. Chem. 278, 19134.
      Paramashivappa, R., et al. 2002. J. Agric. Food Chem. 50, 7709.