| Size | Price | Stock | Qty |
|---|---|---|---|
| 5mg |
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| 10mg |
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| Other Sizes |
| Targets |
rhizobacterial[1]
Bacterial quorum sensing receptors. N-3-Oxo-tetradecanoyl-L-homoserine lactone interacts with specific receptor proteins in bacterial systems, modulating gene expression in response to cell density. It is a type of acyl-homoserine lactone (AHL) autoinducer. |
|---|---|
| ln Vitro |
Rhizobacterial inducer: N-3-Oxo-tetradecanoyl-L-homoserine lactone. A better first line of defense against nematodes is provided by N-3-Oxo-tetradecanoyl-L-homoserine[1].
In vitro, N-3-Oxo-tetradecanoyl-L-homoserine lactone acts as a signaling molecule in bacterial quorum sensing. It modulates gene expression in response to increasing cell density. It can improve basic defense against nematodes. |
| ln Vivo |
In vivo activity data for N-3-Oxo-tetradecanoyl-L-homoserine lactone is not extensively detailed. As a quorum sensing molecule, it plays a role in bacterial colonization and pathogenesis in animal models. It has been shown to improve defense against nematodes.
|
| Enzyme Assay |
In vitro assays for quorum sensing activity are performed using reporter strains of bacteria. The reporter strain contains a quorum sensing-controlled promoter fused to a reporter gene (e.g., lacZ or luciferase). The compound is added, and the reporter signal is measured.
|
| Cell Assay |
In vitro cell-based assays are not typically performed for this compound. Its activity is assessed in bacterial cultures. For studying its effect on nematode defense, the compound is applied to plants or soil, and nematode infection is monitored.
|
| Animal Protocol |
In vivo studies are performed in plant or animal models. For nematode defense, plants are treated with the compound, and nematode infection is assessed. For bacterial studies, animals are infected with quorum sensing-deficient or -proficient bacteria, and the compound's effect on infection is evaluated.
|
| ADME/Pharmacokinetics |
N-3-Oxo-tetradecanoyl-L-homoserine lactone has a molecular weight of 325.44 and a molecular formula of C18H31NO4. It is soluble in DMSO. It is typically stored at -20°C. Detailed pharmacokinetic parameters are not applicable for this signaling molecule.
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| Toxicity/Toxicokinetics |
Detailed toxicological profiles of N-3-Oxo-tetradecanoyl-L-homoserine lactone are not extensively reported. As a naturally occurring bacterial signaling molecule, it is considered to have low toxicity. At high concentrations, it may affect host cells, but this is not well-characterized.
|
| References | |
| Additional Infomation |
3-Oxo-N-[(3S)-2-oxotetrahydrofuran-3-yl]tetradecanoamide is a monocarboxylic acid amide, formed by replacing the 3-position of tetradecanoamide with an oxo group and the nitrogen atom with (3S)-2-oxotetrahydrofuran-3-yl. It is a γ-lactone, belonging to the furan class of compounds, and is also a monocarboxylic acid amide.
N-3-Oxo-tetradecanoyl-L-homoserine lactone is a research-grade compound. It is used as a tool to study bacterial quorum sensing and host-pathogen interactions. It is not approved for clinical use. Its molecular formula is C18H31NO4 and its molecular weight is 325.44. |
| Molecular Formula |
C18H31NO4
|
|---|---|
| Molecular Weight |
325.44
|
| Exact Mass |
325.225
|
| CAS # |
177158-19-9
|
| PubChem CID |
9883786
|
| Appearance |
White to off-white solid powder
|
| Density |
1.0±0.1 g/cm3
|
| Boiling Point |
537.3±50.0 °C at 760 mmHg
|
| Flash Point |
278.7±30.1 °C
|
| Vapour Pressure |
0.0±1.4 mmHg at 25°C
|
| Index of Refraction |
1.484
|
| LogP |
3.08
|
| Hydrogen Bond Donor Count |
1
|
| Hydrogen Bond Acceptor Count |
4
|
| Rotatable Bond Count |
13
|
| Heavy Atom Count |
23
|
| Complexity |
381
|
| Defined Atom Stereocenter Count |
1
|
| SMILES |
O1C([C@]([H])(C([H])([H])C1([H])[H])N([H])C(C([H])([H])C(C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])=O)=O)=O
|
| InChi Key |
YQFJJDSGBAAUPW-INIZCTEOSA-N
|
| InChi Code |
InChI=1S/C18H31NO4/c1-2-3-4-5-6-7-8-9-10-11-15(20)14-17(21)19-16-12-13-23-18(16)22/h16H,2-14H2,1H3,(H,19,21)/t16-/m0/s1
|
| Chemical Name |
3-oxo-N-[(3S)-2-oxooxolan-3-yl]tetradecanamide
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| HS Tariff Code |
2934.99.9001
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| 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 (In Vitro) |
DMSO : 100 mg/mL (307.28 mM)
|
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.68 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 | 3.0728 mL | 15.3638 mL | 30.7276 mL | |
| 5 mM | 0.6146 mL | 3.0728 mL | 6.1455 mL | |
| 10 mM | 0.3073 mL | 1.5364 mL | 3.0728 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.
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.