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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

Anacardic Acid

Cayman Chemical Item Number 13144

6-pentadecyl Salicylic Acid (CAS 16611-84-0)

Anacardic Acid (CAS 16611-84-0)

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Description

Anacardic acid, isolated from cashew shells or several other medicinal plants, is the general name given to a family of four different 6-alkyl salicyclic acids having varying degrees of unsaturation in the 15-carbon alkyl chain.1 These compounds are associated with anti-inflammatory, anti-tumor, molluscicidal, and anti-microbial activity. Literature frequently sites and gives the name anacardic acid to the completely-saturated compound (6-pentadecyl salicylic acid). Anacardic acid inhibits the histone acetyltransferase (HAT) activity of the transcription co-activators p300 and p300/CREB-binding protein-associated factor (pCAF) with IC50 values of 8.5 and 5 µM, respectively.2 At 25 µmol/L, anacardic acid suppresses NF-κB activation, inhibits IκB-α phosphorylation, and prohibits p65 nuclear translocation in KBM-5 cells.3

1 Satoh, M., Takeuchi, N., Fujita, T., et al. Synthesis of anacardic acids utilizing an annelation reaction of isoxazoles with ethyl acetoacetate. Chem Pharm Bull 46(10) 1501-1505 (1998).

2 Balasubramanyam, K., Swaminathan, V., Ranganathan, A., et al. Small molecule modulators of histone acetyltransferase p300. J Biol Chem 278(21) 19134-19140 (2003).

3 Sung, B., Pandey, M.K., Ahn, K.S., et al. 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 inhibitory subunit of nuclear factor-κBα kinase, leading to potentiation of apoptosis. Blood 111 4880-4891 (2008).

Synonyms
  • 6-pentadecyl Salicylic Acid
Formal Name 2-​hydroxy-​6-​pentadecyl-​benzoic acid
CAS Number 16611-84-0
Molecular Formula C22H36O3
Formula Weight 348.5
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCCCCCCCCCCCc1cccc(O)​c1C(=O)​O

Background Reading

Satoh, M., Takeuchi, N., Fujita, T., et al. Synthesis of anacardic acids utilizing an annelation reaction of isoxazoles with ethyl acetoacetate. Chem Pharm Bull 46(10) 1501-1505 (1998).

Balasubramanyam, K., Swaminathan, V., Ranganathan, A., et al. Small molecule modulators of histone acetyltransferase p300. J Biol Chem 278(21) 19134-19140 (2003).

Sung, B., Pandey, M.K., Ahn, K.S., et al. 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 inhibitory subunit of nuclear factor-κBα kinase, leading to potentiation of apoptosis. Blood 111 4880-4891 (2008).

Anacardic Acid is available in the following screening library:

Size Price Quantity Subtotal
1 mg $19.00 $0.00
5 mg $86.00 $0.00
10 mg $152.00 $0.00
25 mg $333.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-02-12. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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