Anacardic acid

目录号: GC17284纯度: >98.00%同义词: 漆树酸; Hydroginkgolic acid; Ginkgolic Acid C15

A histone acetyltransferase inhibitor


Anacardic acid
Cas No.: 16611-84-0
规格价格库存数量操作
5mg¥400.00现货
1
10mg¥640.00现货
1
25mg¥1,280.00现货
1
10mM (in 1mL DMSO)¥440.00现货
1

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产品描述 Description

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.

实验参考方法 Experimental Reference Method

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.

产品文档 Product Documents

Purity:>98.00%

化学性质Chemical Properties

CAS 号
16611-84-0
同义词
漆树酸; Hydroginkgolic acid; Ginkgolic Acid C15
化学名
2-hydroxy-6-pentadecylbenzoic acid
SMILES
CCCCCCCCCCCCCCCC1=C(C(=CC=C1)O)C(=O)O
分子式
C22H36O3
分子量
348.52 g/mol
溶解性
≥ 17.45mg/mL in DMSO, ≥ 83.8 mg/mL in EtOH
保存条件
Store at -20°C
General tips
请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液;一旦配成溶液,请分装保存,避免反复冻融造成的产品失效。
储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至 37°C,然后在超声波浴中震荡一段时间。
Shipping Condition
评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备 RT,或根据请求配备蓝冰。

计算工具摩尔浓度 / 稀释 / 分子量 / 单位换算 / 体内配方 / 溶解度

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