Ginkgolic Acid C15:1 (Synonyms: Anacardic Acid 15:1,Ginkgolic Acid I) |
| Katalog-Nr.GC10134 |
GinkgolsÄure C15:1 ist eine natÜrliche Verbindung, die die SUMOylierung mit einem IC50 von 3,0 μM in einem In-vitro-Assay hemmt.
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Cas No.: 22910-60-7
Sample solution is provided at 25 µL, 10mM.
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Ginkgolic acid is an alkylphenol derivative that causes allergic skin inflammation. IC50 values of ginkgolic acid against the SUMOylation of RanGAP1-C2 are 3.0 μM. Ginkgolic Acid, a Major Component of Ginkgo biloba Extract, inhibited SUMOylation in vitro and in vivo [1].
The cytotoxicity of ginkgolic acid (15:1) in primary rat hepatocytes was lower than in HepG2 cells. Ginkgolic acid (15:1) was demonstrated less cytotoxicity in four-day-cultured primary rat hepatocytes than in 20-h cultured ones. Co-incubation with selective CYP inhibitors, α-naphthoflavone and ketoconazole, could decrease the cytotoxicity of ginkgolic acid (15:1) in primary rat hepatocytes. In agreement, pretreatment with selective CYP inducers, β-naphthoflavone and rifampin, could increase the cytotoxicity of ginkgolic acid (15:1) in HepG2 cells [2]. Ginkgolic acid inhibited the growth of tumorogenic cell lines in a dose- and time-dependent manner. Tumor cells were treated with GA for 72 h, 70.53 ± 4.54% Hep-2 and 63.5 ± 7.2% Tca8113 cells were retarded at GO/G1 phase, and the percentage of apoptosis was 40.4 ± 1.58 and 38.4 ± 1.7%, respectively [3]. In 293T cells expressing Flag-tagged SUMO, ginkgolic Acid Inhibited SUMOylation. Ginkgolic acid impaired SUMOylation by blocking the formation of an E1-SUMO thioester complex, by directly binding to E1 [1].
References:
[1] Fukuda I, Ito A, Hirai G, et al. Ginkgolic acid inhibits protein SUMOylation by blocking formation of the E1-SUMO intermediate[J]. Chemistry & biology, 2009, 16(2): 133-140.
[2] Liu Z H, Zeng S. Cytotoxicity of ginkgolic acid in HepG2 cells and primary rat hepatocytes[J]. Toxicology letters, 2009, 187(3): 131-136.
[3] Zhou C, Li X, Du W, et al. Antitumor effects of ginkgolic acid in human cancer cell occur via cell cycle arrest and decrease the Bcl-2/Bax ratio to induce apoptosis[J]. Chemotherapy, 2010, 56(5): 393-402.
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Cell experiment: |
Jurkat cells (106 cells/mL) are cultured in the RPMI medium with or without different concentrations of ginkgolic acid for 48 hours to test the cytotoxicity of ginkgolic acid. The cytotoxicity of ginkgolic acid is determined using a tetrazolium compound (MTS) and an electron coupling reagent (PMS). MTS is chemically reduced by cells into formazan, which is soluble in the tissue culture medium. The measurement of the absorbance of the formazan can be carried out using 96 well microplates at 492 nm. Since the production of formazan is proportional to the number of living cells, the intensity of the produced color is a good indication of the viability of the cells. |
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References: [1]. Fukuda I, et al. Ginkgolic acid inhibits protein SUMOylation by blocking formation of the E1-SUMO intermediate. Chem Biol. 2009 Feb 27;16(2):133-40. |
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| Cas No. | 22910-60-7 | SDF | |
| Überlieferungen | Anacardic Acid 15:1,Ginkgolic Acid I | ||
| Chemical Name | 2-hydroxy-6-(8Z)-8-pentadecenyl-benzoic acid | ||
| Canonical SMILES | OC1=CC=CC(CCCCCCC/C=C\CCCCCC)=C1C(O)=O | ||
| Formula | C22H34O3 | M.Wt | 346.5 |
| Löslichkeit | ≤50mg/ml in ethanol;30mg/ml in DMSO;50mg/ml in dimethyl formamide | Storage | Store at -20°C,protect from light |
| 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. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 2.886 mL | 14.43 mL | 28.86 mL |
| 5 mM | 577.2 μL | 2.886 mL | 5.772 mL |
| 10 mM | 288.6 μL | 1.443 mL | 2.886 mL |
Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)
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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.
Quality Control & SDS
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- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
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