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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

Products

Catalogue NumberPackaging Qty/Pack
172050-10MG Plastic ampoule 10 mg
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 SDS

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.