Home>>Signaling Pathways>> Chromatin/Epigenetics>> Epigenetic Reader Domain>>Anacardic acid

Anacardic acid (Synonyms: Hydroginkgolic acid; Ginkgolic Acid C15)

Catalog No.GC17284

A histone acetyltransferase inhibitor

Products are for research use only. Not for human use. We do not sell to patients.

Anacardic acid Chemical Structure

Cas No.: 16611-84-0

Size Price Stock Qty
5mg
$40.00
In stock
10mM (in 1mL DMSO)
$44.00
In stock
10mg
$64.00
In stock
25mg
$128.00
In stock

Tel:(909) 407-4943 Email: sales@glpbio.com

Customer Reviews

Based on customer reviews.

  • GlpBio Citations

    GlpBio Citations
  • Bioactive Compounds Premium Provider

    Bioactive Compounds Premium Provider

Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

View current batch:

Protocol

Cell experiment [1]:

Cell lines

LNCaP cells

Preparation method

The solubility of this compound in DMSO is >17.5 mg/mL. General tips for obtaining a higher concentration: Please warm the tube at 37 ℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months.

Reacting condition

25 and 125 μmol/L

Applications

In LNCaP cells, Anacardic acid (AA) significantly inhibited cell proliferation. Anacardic acid induced G1/S cell cycle arrest of LNCaP cells. Cells at G0 /G1 stages sharply increased after treating LNCaP cells with 125 μmol/L Anacardic acid for 24 hours. The proportion of late apoptotic cells at 24 hours following Anacardic acid incubation increased significantly. Anacardic acid down-regulated AR through supressing p300. Anacardic acid up-regulated p53 through phosphorylation of p53 on Ser15.

Animal experiment [2]:

Animal models

BALB/c mice with diesel exhaust particle- (DEP-) induced lung inflammation

Dosage form

Oral administration, 50, 150, or 250 mg/kg, 30 days

Application

In a mice model of diesel exhaust particle- (DEP-) induced lung inflammation, pretreatment with 50, 150, or 250 mg/kg of anacardic acids (p.o.) for 30 days ameliorated antioxidant enzyme activities and decreased vascular adhesion molecule in vessels. Animals that received 50 mg/kg of anacardic acids showed decreased levels of neutrophils and tumor necrosis factor in the lungs and BALF, respectively.

Other notes

Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal.

References:

[1]. Tan J, Chen B, He L, et al. Anacardic acid (6-pentadecylsalicylic acid) induces apoptosis of prostate cancer cells through inhibition of androgen receptor and activation of p53 signaling[J]. Chinese Journal of Cancer Research, 2012, 24(4): 275-283.

[2]. Carvalho A L N, Annoni R, Torres L H L, et al. Anacardic acids from cashew nuts ameliorate lung damage induced by exposure to diesel exhaust particles in mice[J]. Evidence-Based Complementary and Alternative Medicine, 2013, 2013.

Background

IC50: Noncompetitively inhibit histone acetyltransferase (HAT) activity in prostate cancer with an IC50 value of about 5.0 M.

Anacardic acid (AA) is commonly regarded as a non-specific HAT inhibitor of p300. Meanwhile, it regulates the activity and expression of several other crucial enzymes including NFκB kinase, lipoxygenase (LOX-1), xanthine oxidase, tyrosinase and ureases. Therefore, this compound exerts anti-oxidation, anti-inflammation and anti-tumor activities in vitro and in vivo. [1]

In vitro: LNCaP, a classical metastatic prostate adenocarcinoma cell line, was adopted to study the effect of AA on cell growth, cycles and apoptosis. It was found that 125 M AA significantly inhibited LNCaP cell proliferation. In addition, the G1/S cell cycles arrest and the apoptosis of LNCaP cell was induced. Further mechanistic study suggested that AA induced cell apoptosis via suppressing p300. [1]

In vivo: Diesel exhaust particle- (DEP-) induced lung inflammation model was established to study the effect of AA on inflammation in mice. Ten days before DEP-instillation stimulation, mice were orally pretreated with 50, 150, or 250 mg/kg of AA for thirty days. All doses of AA ameliorated activities of oxidative enzymes. Moreover, 50 mg/kg of AA significantly decreased the expression level of tumor necrosis factor in lung. [2]

Clinical trial: So far, no clinical study has been conducted yet.

References:
[1] Tan J, Chen B, He L, Tang Y, Jiang Z, Yin G, Wang J, Jiang X.  Anacardic acid (6-pentadecylsalicylic acid) induces apoptosis of prostate cancer cells through inhibition of androgen receptor and activation of p53 signaling. Chin J Cancer Rea. 2012 Dec; 24(4): 275–83.
[2] Carvalho A, Annoni R, Torres L, Durao A, Shimada A, Almeida F, Hebeda C, Lopes F, Dolhnikoff F, Martins M, Silva L, Farsky S, Saldiva P, Ulrich C, Owen R, Marcourakis T, Trevisan M, Mauad T.  Anacardic acid from Cashew nuts ameliorate lung damage induced by exposure to exhaust particles in mice. Evid-Based Compl Alt. 2013 Jan. DOI: org/10.1155/2013/549879.

Chemical Properties

Cas No. 16611-84-0 SDF
Synonyms Hydroginkgolic acid; Ginkgolic Acid C15
Chemical Name 2-hydroxy-6-pentadecylbenzoic acid
Canonical SMILES CCCCCCCCCCCCCCCC1=C(C(=CC=C1)O)C(=O)O
Formula C22H36O3 M.Wt 348.52
Solubility ≥ 17.45mg/mL in DMSO, ≥ 83.8 mg/mL in EtOH Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 2.8693 mL 14.3464 mL 28.6928 mL
5 mM 0.5739 mL 2.8693 mL 5.7386 mL
10 mM 0.2869 mL 1.4346 mL 2.8693 mL
  • Molarity Calculator

  • Dilution Calculator

Mass
=
Concentration
x
Volume
x
MW*
 
 
 
**When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and MSDS / CoA (available online).

Calculate

In vivo Formulation Calculator (Clear solution)

Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)

mg/kg g μL

Step 2: Enter the in vivo formulation (This is only the calculator, not formulation. Please contact us first if there is no in vivo formulation at the solubility Section.)

% DMSO % % Tween 80 % ddH2O
%DMSO %

Calculation results:

Working concentration: mg/ml;

Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.

Reviews

Review for Anacardic acid

Average Rating: 5 ★★★★★ (Based on Reviews and 30 reference(s) in Google Scholar.)

5 Star
100%
4 Star
0%
3 Star
0%
2 Star
0%
1 Star
0%
Review for Anacardic acid

GLPBIO products are for RESEARCH USE ONLY. Please make sure your review or question is research based.

Required fields are marked with *

You may receive emails regarding this submission. Any emails will include the ability to opt-out of future communications.