yingweiwo

N-(3-Oxodecanoyl)-L-homoserine lactone (3-Oxo-C10-HSL)

Cat No.:V58887 Purity: ≥98%
N-(3-Oxodecanoyl)-L-homoserine lactone (3-Oxo-C10-HSL) is an autoinducer molecule of bacterial quorum sensing signals.
N-(3-Oxodecanoyl)-L-homoserine lactone (3-Oxo-C10-HSL)
N-(3-Oxodecanoyl)-L-homoserine lactone (3-Oxo-C10-HSL) Chemical Structure CAS No.: 147795-40-2
Product category: Microorganisms
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10mg
50mg
100mg
500mg
1g
Other Sizes
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text

 

  • Business Relationship with 5000+ Clients Globally
  • Major Universities, Research Institutions, Biotech & Pharma
  • Citations by Top Journals: Nature, Cell, Science, etc.
Top Publications Citing lnvivochem Products
Product Description
N-(3-Oxodecanoyl)-L-homoserine lactone (3-Oxo-C10-HSL) is an autoinducer molecule of bacterial quorum sensing signals.
N-(3-Oxodecanoyl)-L-homoserine lactone (3-Oxo-C10-HSL) is a well-characterized, medium-chain N-acyl-homoserine lactone (AHL) autoinducer that serves as the primary quorum sensing (QS) signal in the Gram-negative bacterium Vibrio anguillarum. With a molecular formula of C₁₄H₂₃NO₄ and a molecular weight of 269.34 g/mol, it is a defined biochemical tool for studying bacterial cell-cell communication, biofilm regulation, and host-pathogen interactions. This molecule is distinguished by its ten-carbon acyl chain bearing a 3-oxo substitution and is available in high purity (≥98%) from chemical suppliers. As a non-antibiotic QS probe, it enables concentration-dependent biofilm modulation and serves as a calibrant for trace-level detection in biosensor systems.
Biological Activity I Assay Protocols (From Reference)
Targets
3-Oxo-C10-HSL functions as a bacterial signaling molecule (autoinducer) that binds to and activates cognate transcriptional regulators, such as the LasR receptor, where it delivers 3.2-fold higher biosensor sensitivity (EC₅₀ 10 nM) than the native 3-oxo-C12-HSL. It acts as a critical high-Km substrate (0.12 mM) for quorum-quenching enzymes like AidB, which degrades AHLs. Beyond bacterial targets, it has anti-inflammatory activity in mammalian systems, suppressing the production of pro-inflammatory cytokines IL-6, IL-1β, and TNF-α, without the confounding pro-inflammatory effects of other AHLs.
ln Vitro
3-Oxo-C10-HSL regulates bacterial gene expression, virulence factor production, biofilm formation, and synchronized group behavior in a concentration-dependent manner. It enables concentration-dependent biofilm modulation, enhancing biofilm formation at 10–20 µM and inhibiting it at 40–100 µM. It also suppresses LPS-induced NF-κB p65 phosphorylation, thereby reducing inflammatory responses in RAW264.7 macrophages. Additionally, genes associated with nitrogen metabolism, the TCA cycle, and glycolysis are more abundant in the 3-oxo-C10-HSL group, indicating strengthened metabolic coupling.
ln Vivo
3-Oxo-C10-HSL serves as a key molecular tool for studying bacterial communication mechanisms, pathogen virulence regulation, and screening anti-infection targets. As a quorum sensing signal, it plays a central role in regulating bacterial gene expression and cellular metabolism, controlling processes such as virulence, infection prevention, and biofilm formation. It has also been studied for its ability to inhibit LPS-induced inflammation in macrophages via the NF-κB signaling pathway, suggesting potential applications in host-pathogen interaction studies and anti-inflammatory research.
Enzyme Assay
Typical non-cell-based assays for 3-Oxo-C10-HSL involve studying its interaction with quorum-quenching enzymes such as AidB, where it serves as a substrate. The Michaelis constant (Km) for 3-oxo-C10-HSL is determined and compared to its unsubstituted counterpart, C10-HSL. Radioligand binding or biosensor-based assays are also employed to measure its affinity for receptors like LasR, using techniques such as fluorescence or luminescence detection. These cell-free systems allow for precise characterization of enzyme kinetics and receptor binding affinity without interference from cellular metabolism.
Cell Assay
Cellular assays for 3-Oxo-C10-HSL typically involve treating mammalian cells, such as RAW264.7 macrophages, with the compound at various concentrations (e.g., 1-100 µM) in the presence or absence of LPS. Inflammatory responses are assessed by measuring NF-κB p65 phosphorylation via Western blot, and cytokine levels (IL-6, IL-1β, TNF-α) are quantified by ELISA. For bacterial studies, cells are treated with the compound and effects on gene expression, biofilm formation, and virulence factor production are monitored. These cell-based systems enable detailed analysis of the compound's immunomodulatory and quorum sensing activities.
Animal Protocol
In vivo animal experiments for 3-Oxo-C10-HSL are not as extensively characterized as for other AHLs. However, it has been used in studies involving host-pathogen interactions, where it may modulate immune responses. Its anti-inflammatory activity, demonstrated by suppressing IL-6, IL-1β, and TNF-α, suggests potential for use in animal models of inflammation. For quorum sensing studies, animal models infected with V. anguillarum or other AHL-producing bacteria could be used to assess the compound's effects on virulence and infection outcomes, though such specific protocols are not widely detailed in the available literature.
ADME/Pharmacokinetics
Pharmacokinetic data for 3-Oxo-C10-HSL are limited. As a small, lipophilic molecule with a molecular weight of 269.34 g/mol and a LogP of 0.96, it would be expected to have moderate oral bioavailability and good tissue distribution. It is likely metabolized by esterases and other enzymes that hydrolyze the lactone ring or degrade the acyl chain. Quorum-quenching enzymes such as AidB can degrade this AHL, suggesting it is susceptible to enzymatic hydrolysis. However, detailed ADME parameters including Cmax, Tmax, half-life, and bioavailability are not available in the consulted sources.
Toxicity/Toxicokinetics
Toxicological data for 3-Oxo-C10-HSL are limited. As a bacterial signaling molecule, it is not intended for human therapeutic use and is classified as a research compound. It is available from suppliers for research use only and is not for human or veterinary use. Standard laboratory safety precautions should be followed when handling the compound. At high concentrations (40–100 µM), it inhibits biofilm formation, which may indicate potential bactericidal or bacteriostatic effects, but comprehensive toxicological studies have not been reported.
References

[1]. Profiling of acylated homoserine lactones of Vibrio anguillarum in vitro and in vivo: Influence of growth conditions and serotype. Syst Appl Microbiol. 2006 Sep;29(6):433-45.

[2]. Quorum sensing in Vibrio anguillarum: characterization of the vanI/vanR locus and identification of the autoinducer N-(3-oxodecanoyl)-L-homoserine lactone. J Bacteriol. 1997 May;179(9):3004-12.

Additional Infomation
N-(3-oxo-decanoyl)-homoserine lactone is an N-acyl amino acid. 3-oxo-N-[(3s)-2-oxotetrahydrofuran-3-Yl]decanoamide has been reported in Aliivibrio fischeri and Azospirillum lipoferum with available data.
3-Oxo-C10-HSL is exclusively a research tool for studying bacterial quorum sensing, biofilm regulation, and host-pathogen interactions. It has no clinical applications or approved drug status. It is supplied as a high-purity (≥98%) compound from commercial vendors for use in mechanistic studies of cell-cell communication and as an optimal calibrant for trace-level detection in LasR biosensor systems. It is also used in studies of bacterial gene expression, virulence regulation, and as a substrate for quorum-quenching enzymology. It is not approved for any clinical indication.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C14H23NO4
Molecular Weight
269.34
Exact Mass
269.162
CAS #
147795-40-2
PubChem CID
10221060
Appearance
White to off-white solid powder
Density
1.1±0.1 g/cm3
Boiling Point
503.2±50.0 °C at 760 mmHg
Flash Point
258.1±30.1 °C
Vapour Pressure
0.0±1.3 mmHg at 25°C
Index of Refraction
1.484
LogP
0.96
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
9
Heavy Atom Count
19
Complexity
327
Defined Atom Stereocenter Count
1
SMILES
CCCCCCCC(=O)CC(=O)NC1CCOC1=O
InChi Key
KYGIKEQVUKTKRR-LBPRGKRZSA-N
InChi Code
InChI=1S/C14H23NO4/c1-2-3-4-5-6-7-11(16)10-13(17)15-12-8-9-19-14(12)18/h12H,2-10H2,1H3,(H,15,17)/t12-/m0/s1
Chemical Name
3-oxo-N-[(3S)-2-oxooxolan-3-yl]decanamide
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

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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
View More

Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
View More

Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.7128 mL 18.5639 mL 37.1278 mL
5 mM 0.7426 mL 3.7128 mL 7.4256 mL
10 mM 0.3713 mL 1.8564 mL 3.7128 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

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
/

Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
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.)
+
+
+

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.

Contact Us