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Submit ReviewAnacardic acid
Description: Noncompetitive PCAF/p300 inhibitor
Chemical Name: 2-Hydroxy-6-pentadecylbenzoic acid
Purity: ≥97% (HPLC)
Biological Activity for Anacardic acid
Anacardic acid is a noncompetitive inhibitor of PCAF and p300 histone acetyltransferase (HAT) activity (IC50 values are ~5.0 and ~8.5 μM respectively). Inhibits NF-κB activation. Also reported to selectively activate Aurora kinase A-mediated phosphorylation of histone H3 and to inhibit protein SUMOylation. Exhibits antitumor, antimicrobial and antioxidant activity. Also promotes cardiomyocyte differentiation from mESCs.
Technical Data for Anacardic acid
| M. Wt | 348.52 |
| Formula | C22H36O3 |
| Storage | Store at -20°C |
| Purity | ≥97% (HPLC) |
| CAS Number | 16611-84-0 |
| PubChem ID | 167551 |
| InChI Key | ADFWQBGTDJIESE-UHFFFAOYSA-N |
| Smiles | OC1=C(C(O)=O)C(CCCCCCCCCCCCCCC)=CC=C1 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for Anacardic acid
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 34.85 | 100 | |
| ethanol | 17.43 | 50 |
Preparing Stock Solutions for Anacardic acid
The following data is based on the product molecular weight 348.52. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.87 mL | 14.35 mL | 28.69 mL |
| 5 mM | 0.57 mL | 2.87 mL | 5.74 mL |
| 10 mM | 0.29 mL | 1.43 mL | 2.87 mL |
| 50 mM | 0.06 mL | 0.29 mL | 0.57 mL |
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Product Datasheets for Anacardic acid
References for Anacardic acid
References are publications that support the biological activity of the product.
Kishore et al (2008) Specific small molecule activator of aurora kinase A induces autophosphorylation in a cell-free system. J.Med.Chem. 51 792 PMID: 18215015
Sung et al (2008) Anacardic acid (6-nonadecyl salicylic acid), an inhibitor of histone acetyltransferase, suppresses expression of nuclear factor-κB-regulated gene products involved in cell survival, proliferation, invasion, and inflammation through inhibition of the Blood 111 4880 PMID: 18349320
Cui et al (2008) Histone acetyltransferase inhibitor anacardic acid causes changes in global gene expression during in vitro Plasmodium falciparum development. Eurkaryot.Cell 7 1200
Balasubramanyam et al (2003) Small molecule modulators of histone acetyltransferase p300. J.Biol.Chem. 278 19134 PMID: 12624111
Fukuda et al (2009) Ginkgolic acid inhibits protein SUMOylation by blocking formation of the E1-SUMO intermediate. Chem.Biol. 16 133 PMID: 19246003
Re et al (2016) Anacardic acid and thyroid hormone enhance cardiomyocytes production from undifferentiated mouse ES cells along functionally distinct pathways. Endocrine 53 681 PMID: 26547215
If you know of a relevant reference for Anacardic acid, please let us know.
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Keywords: Anacardic acid, Anacardic acid supplier, hat, histone, acetyltransferase, inhibitors, inhibits, nf-kb, nf-kappab, nf-κ, aurora, kinases, A, epigenetics, cardiomyocyte, differentiation, Aurora, Kinases, Histone, Acetyltransferases, Post-translational, Modifications, Other, Ligases, Cardiomyocyte, Stem, Cells, 3084, Tocris Bioscience
1 Citation for Anacardic acid
Citations are publications that use Tocris products. Selected citations for Anacardic acid include:
Bonnaud et al (2015) Borna disease virus phosphoprotein modulates epigenetic signaling in neurons to control viral replication. PLoS One 89 5996 PMID: 25810554
Do you know of a great paper that uses Anacardic acid from Tocris? Please let us know.
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Literature in this Area
Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!
*Please note that Tocris will only send literature to established scientific business / institute addresses.
Epigenetics Scientific Review
Written by Susanne Müller-Knapp and Peter J. Brown, this review gives an overview of the development of chemical probes for epigenetic targets, as well as the impact of these tool compounds being made available to the scientific community. In addition, their biological effects are also discussed. Epigenetic compounds available from Tocris are listed.