Ginkgolic acid C15:0HAT inhibitor CAS# 16611-84-0 |
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Quality Control & MSDS
3D structure
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| Cas No. | 16611-84-0 | SDF | Download SDF |
| PubChem ID | 167551 | Appearance | Powder |
| Formula | C22H36O3 | M.Wt | 348.52 |
| Type of Compound | Phenols | Storage | Desiccate at -20°C |
| Solubility | DMSO : 100 mg/mL (286.93 mM; Need ultrasonic) H2O : < 0.1 mg/mL (insoluble) | ||
| Chemical Name | 2-hydroxy-6-pentadecylbenzoic acid | ||
| SMILES | CCCCCCCCCCCCCCCC1=C(C(=CC=C1)O)C(=O)O | ||
| Standard InChIKey | ADFWQBGTDJIESE-UHFFFAOYSA-N | ||
| Standard 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) | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Kinase Assay | Spectroscopic studies on the interaction of bovine serum albumin with ginkgolic acid: Binding characteristics and structural analysis[Reference: WebLink]Journal of Luminescence Volume 132, Issue 5, May 2012, Pages 1207–1214The interaction between Ginkgolic acid C15:0 and bovine serum albumin (BSA) is investigated by several spectroscopic methodologies. |
Ginkgolic acid C15:0 Dilution Calculator
Ginkgolic acid C15:0 Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.8693 mL | 14.3464 mL | 28.6928 mL | 57.3855 mL | 71.7319 mL |
| 5 mM | 0.5739 mL | 2.8693 mL | 5.7386 mL | 11.4771 mL | 14.3464 mL |
| 10 mM | 0.2869 mL | 1.4346 mL | 2.8693 mL | 5.7386 mL | 7.1732 mL |
| 50 mM | 0.0574 mL | 0.2869 mL | 0.5739 mL | 1.1477 mL | 1.4346 mL |
| 100 mM | 0.0287 mL | 0.1435 mL | 0.2869 mL | 0.5739 mL | 0.7173 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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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.
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Spectroscopic studies on the interaction of bovine serum albumin with ginkgolic acid: Binding characteristics and structural analysis
Journal of Luminescence Volume 132, Issue 5, May 2012, Pages 1207–1214
The interaction between Ginkgolic acid C15:0 and bovine serum albumin (BSA) is investigated by several spectroscopic methodologies. At first, the binding characteristics of Ginkgolic acid C15:0 and BSA are determined by fluorescence emission spectra. It is showed that Ginkgolic acid C15:0 quenches the fluorescence of BSA and the static quenching constant KLB is 11.7891×104 L mol−1 s−1 at 297 K. Ginkgolic acid C15:0 and BSA form a 1:1 complex with a binding constant of 9.12×105 L mol−1. Ginkgolic acid C15:0 binds to the Sudlow's drug binding site II in BSA, and the binding distance between them is calculated as 1.63 nm based on the Förster theory. The thermodynamic parameters indicate that the interaction between BSA and Ginkgolic acid C15:0 is driven mainly by hydrophobic forces. On the other hand, structural analysis indicates that Ginkgolic acid C15:0 binding results in an increased hydrophobicity around the tryptophan residues of BSA as revealed by the synchronous fluorescence spectra, and a decrease in α-helix as revealed by the far-UV CD spectra. In addition, ANS, UV–vis and RLS experiments confirmed that Ginkgolic acid C15:0 binding causes a certain structural changes in BSA. These findings provide the binding information between BSA and Ginkgolic acid C15:0), and may be helpful for pharmacokinetics and the design of dosage forms of Ginkgolic acid C15:0.
