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Ginkgoneolic acid

Alias: 6-n-TDSCA 6-n-Tridecylsalicylic acidAR1E2490 AR-1E2490AR 1E2490HY-N0078 HY N0078HYN0078
Cat No.:V21593 Purity: ≥98%
Ginkgolic Acid C13:0 is a natural anti-caries drug with anti-bacterial effect.
Ginkgoneolic acid
Ginkgoneolic acid Chemical Structure CAS No.: 20261-38-5
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
50mg
100mg
250mg
Other Sizes

Other Forms of Ginkgoneolic acid:

  • Ginkgolic acid
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Ginkgolic Acid C13:0 is a natural anti-caries drug with anti-bacterial effect.
Ginkgoneolic acid (CAS#: 20261-38-5, molecular formula C20H32O3, molecular weight 320.47) is also known as Ginkgolic acid C13:0. It is a PI3Kδ inhibitor with an IC50 of 2.49 μM. It exhibits antibacterial and anti-parasitic activities. It also inhibits mast cell degranulation with an IC50 of 2.40 μM. It is an anti-cariogenic agent.
Biological Activity I Assay Protocols (From Reference)
Targets
Ginkgoneolic acid targets PI3Kδ, a key enzyme in the PI3K/Akt/mTOR signaling pathway. By inhibiting PI3Kδ, it may modulate various cellular processes, including inflammation and cell survival. It also has antibacterial and anti-parasitic targets, though the specific molecular targets are not detailed.
ln Vitro
In vitro, Ginkgoneolic acid inhibits PI3Kδ with an IC50 of 2.49 μM. It also inhibits mast cell degranulation with an IC50 of 2.40 μM. It exhibits antibacterial activity against Streptococcus mutans, inhibiting its growth, acidogenicity, adherence, and biofilm formation. It also shows anti-parasitic activity.
ln Vivo
In vivo, Ginkgoneolic acid has been shown to have antibacterial and anti-parasitic activities. It has been tested for its effects on the growth of Mycobacterium tuberculosis in vivo, but it showed no significant therapeutic effect in mice and guinea pigs. This suggests limited in vivo efficacy for this particular indication.
Enzyme Assay
In vitro enzyme/receptor binding assays for Ginkgoneolic acid involve measuring its inhibition of PI3Kδ enzymatic activity. These assays typically use purified PI3Kδ enzyme and appropriate substrates to determine the IC50 value. Its inhibition of mast cell degranulation is assessed using cell-based functional assays.
Cell Assay
In vitro cell-based assays for Ginkgoneolic acid include studying its effects on mast cell degranulation. Mast cells are treated with the compound, and the release of degranulation markers is measured. Its antibacterial activity is assessed using bacterial cultures, where its effects on growth, acidogenicity, adherence, and biofilm formation are evaluated.
Animal Protocol
In vivo animal experiments for Ginkgoneolic acid have been conducted in mice and guinea pigs to test its efficacy against tuberculosis. The compound was administered to infected animals, and its effect on the course of infection was monitored. However, it showed no significant therapeutic effect in these models.
ADME/Pharmacokinetics
Ginkgoneolic acid has a molecular weight of 320.47 and a molecular formula of C20H32O3. Specific pharmacokinetic data, such as absorption, distribution, metabolism, and excretion, are not detailed in the available sources. Its use in research suggests it is administered via various routes.
Toxicity/Toxicokinetics
Ginkgolic acids, including Ginkgoneolic acid, are known to be the main allergens in Ginkgo biloba extracts. Their structure is similar to urushiol, the sensitizing substance in lacquer. The more double bonds in the hydrocarbon chain, the more sensitizing they are. This indicates a potential for allergic reactions.
References

[1]. Effects of ginkgoneolic acid on the growth, acidogenicity, adherence, and biofilm of Streptococcus mutans in vitro. Folia Microbiol (Praha). 2013 Mar;58(2):147-53.

Additional Infomation
2-Hydroxy-6-tridecylbenzoic acid is a hydroxybenzoic acid whose function is related to that of salicylic acid. It has been reported that 2-hydroxy-6-tridecylbenzoic acid exists in sea anemones (Caulocystis cephalornithos) and ginkgo (Ginkgo biloba), and relevant data are available for reference.
Ginkgoneolic acid is a natural compound found in Ginkgo biloba. It is a PI3Kδ inhibitor with antibacterial and anti-parasitic activities. However, it is also known to be a sensitizing agent and a major allergen in Ginkgo biloba extracts. It has shown limited in vivo efficacy against tuberculosis.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H32O3
Molecular Weight
320.47
Exact Mass
320.235
CAS #
20261-38-5
Related CAS #
Ginkgolic Acid;22910-60-7
PubChem CID
161306
Appearance
White to off-white solid powder
Density
1.0±0.1 g/cm3
Boiling Point
449.5±33.0 °C at 760 mmHg
Melting Point
85 - 86 °C
Flash Point
239.8±21.9 °C
Vapour Pressure
0.0±1.2 mmHg at 25°C
Index of Refraction
1.519
LogP
8.9
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
13
Heavy Atom Count
23
Complexity
303
Defined Atom Stereocenter Count
0
InChi Key
VEPUCZUJLKAVNM-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-14-17-15-13-16-18(21)19(17)20(22)23/h13,15-16,21H,2-12,14H2,1H3,(H,22,23)
Chemical Name
2-hydroxy-6-tridecylbenzoic acid
Synonyms
6-n-TDSCA 6-n-Tridecylsalicylic acidAR1E2490 AR-1E2490AR 1E2490HY-N0078 HY N0078HYN0078
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~312.04 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.80 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.1204 mL 15.6021 mL 31.2042 mL
5 mM 0.6241 mL 3.1204 mL 6.2408 mL
10 mM 0.3120 mL 1.5602 mL 3.1204 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution 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 stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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