Anacardic Acid

Anacardic Acid, extracted from cashew nut shell liquid, is a histone acetyltransferase inhibitor, inhibits HAT activity of p300 and PCAF, with IC50s of ∼8.5 μM and ∼5 μM, respectively.

Product information

CAS Number: 16611-84-0

Molecular Weight: 348.52

Formula: C22H36O3

Synonym:

Hydroginkgolic acid

Ginkgolic Acid C15:0

Chemical Name: 2-hydroxy-6-pentadecylbenzoic acid

Smiles: CCCCCCCCCCCCCCCC1C=CC=C(O)C=1C(O)=O

InChiKey: ADFWQBGTDJIESE-UHFFFAOYSA-N

InChi: InChI=1S/C22H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-17-15-18-20(23)21(19)22(24)25/h15,17-18,23H,2-14,16H2,1H3,(H,24,25)

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: DMSO : 100 mg/mL (286.93 mM; Need ultrasonic).

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Anacardic Acid is a histone acetyltransferase, inhibits HAT activity of p300 and PCAF, with IC50s of ∼8.5 μM and ∼5 μM, respectively. Anacardic Acid (300 μM) inhibits mycelial growth. Anacardic Acid (50 μM) induces apoptosis-like characteristics in M. oryzae, and the effect is caspase independent. Anacardic Acid (1-80 μM) leads to loss of mitochondrial potential. Anacardic Acid (1-60 μM) also exhibits antioxidant activity in M. oryzae.

In Vivo:

Anacardic acid (5 mg/kg, i.p.) attenuates the binding of HATs to the promoter of MEF2A and reverse hyperacetylation of H3K9ac caused by phenylephrine in C57BL/6 mice. Anacardic acid inhibits the level of transcription on MEF2A and cardiac development-related downstream genes, attenuates the protein overexpression of cardiac downstream genes caused by phenylephrine, reverses and attenuates cardiac hypertrophy in the hearts of mice exposed to phenylephrine, and attenuates the left ventricular pressure and improves cardiac function in the cardiac hypertrophy mice.

References:

1. Balasubramanyam K, et al. Small molecule modulators of histone acetyltransferase p300. J Biol Chem. 2003 May 23;278(21):19134-40. Epub 2003 Mar 6.
2. Peng C, et al. Phenylephrine-induced cardiac hypertrophy is attenuated by a histone acetylase inhibitor anacardic acid in mice. Mol Biosyst. 2017 Mar 28;13(4):714-724.
3. Muzaffar S, et al. Anacardic acid induces apoptosis-like cell death in the rice blast fungus Magnaporthe oryzae. Appl Microbiol Biotechnol. 2016 Jan;100(1):323-35.

Products are for research use only. Not for human use.