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Anacardic Acid (CAS 16611-84-0)

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Synonym:6-Pentadecylsalicylic acid
Application:An inhibitor of p300, prostaglandin synthase, tyrosinase, and LO
CAS Number:16611-84-0
Purity:≥95%
Molecular Weight:348.52
Molecular Formula:C22H36O3
Refer to Certificate of Analysis for lot specific data (including water content).
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Product NameCatalog #UnitPriceQtyAddFavorites
Anacardic Acid sc-202463 5 mg $41
Anacardic Acid sc-202463A 25 mg $157
Description
Anacardic Acid is a pentadecane aliphatic chain containing hydroxylcarboxylic acid. The acid is an effective inhibitor of the activities of p300, p300/CBP associated factor histone acetyltransferase, prostaglandin synthase, tyrosinase, and LO (lipoxygenase). Additionally, it has been shown to potently inhibit HAT-dependent transcription and SUMOylation, as well as decrease expression of NF-κB regulated gene products including, invasion, proliferation, inflammation, and cell survival. Research suggests that anacardic acid is a potent activator of ARK-1 (Aurora kinase A) mediated phosphorylation of histone H3 while leaving ARK-2 unaffected in vitro. Anacardic Acid has demonstrated bactericidal activity against methicillin-resistant Staphylococcus aureus (MRSA). Anacardic Acid is an inhibitor of Tyrosinase and Xanthine Oxidase and an activator of ARK-1. Anacardic Acid is an inhibitor of Urease α and Urease β.
Usage
Stock solutions are stable for up to 3 months when stored at -20°C.
Technical Information
Physical State:solid
Derived from:Synthetic
Solubility:Soluble in ether, petroleum ether, DMSO (≥20 mg/mL), DMF (~10 mg/mL), ethanol (~10 mg/mL), a1:1 solution of ethanol:PBS(pH7.2) (~0.5 mg/ml), methanol, dichloromethane, and ethyl acetate.
Storage:Store at 4° C
Melting Point:33.9-37.2 °C
Boiling Point:474.82 °C at 760 mmHg
Density:1.00 g/cm3
Refractive Index:n20D 1.52
IC50:PCAF: IC50 = 8.5 µM; HAT: IC50 = 5 µM; HIV-1(RF) : IC50 = 49.35 µM (CEM-SS ); HIV-1(RF) : EC5050 = >61.69 µM (CEM-SS ); Protein SUMO and modification: IC50 = 2.2 µM
Safety and Reference Information
WGK Germany:1
PubChem CID:167551
Merck Index:14: 621
MDL Number:MFCD07368254
SMILES:CCCCCCCCCCCCCCCC1=C(C(=CC=C1)O)C(=O)O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
References
1. Muroi, H., et 1996. J. Appl. Bacteriol. 80: 387-394. PMID: 8849640
2. Paramashivappa, R., et al. 2002. J. Agric. Food Chem. 50: 7709-7713. PMID: 12475293
3. Balasubramanyam, K., et al. 2003. J. Biol. Chem. 278: 19134-19140. PMID: 12624111
4. Sung, B., et al. 2008. Blood. 111: 4880-4891. PMID: 18349320
5. Kishore, A.H., et al. 2008. J. Med. Chem. 51: 792-797. PMID: 18215015
6. Fukuda, I., et al. 2009. Chem. Biol. 16: 133-140. PMID: 19246003
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