| Targets |
6-Undecanone is a ligand of Odorant-binding protein 22 (OBP22) with weak binding capacity. It can be used as a negative control for Aedes aegypti mosquito infection research. It is considered an acetylcholinesterase inhibitor. As a ketone, it acts as a solvent and intermediate, stabilizing intermediates in biochemical reactions or acting as a reactant.
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| ln Vitro |
In vitro, 6-Undecanone acts as a solvent and intermediate in biochemical reactions. It interacts with various enzymes and proteins, facilitating reactions by stabilizing intermediates or acting as a reactant. It is used in the analysis of lignin pyrolysis in aerosol samples. It can also affect the permeability and function of cellular membranes, potentially leading to changes in cell signaling and metabolic pathways.
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| ln Vivo |
In vivo, 6-Undecanone is used as a negative control for Aedes aegypti mosquito infection research. It can also be used as an acetylcholinesterase inhibitor. In animal models, high doses can exhibit toxic effects, including potential damage to cellular membranes and disruption of metabolic processes. It has been shown to be moderately toxic by ingestion.
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| Enzyme Assay |
For OBP22 binding assays, OBP22 protein is immobilized on a sensor chip, and varying concentrations of 6-Undecanone (e.g., 1-1000 uM) are injected in a suitable buffer (e.g., PBS with 0.05% Tween 20) at a flow rate of 20-50 uL/min at 25degC. Binding affinity (KD) is measured by surface plasmon resonance (SPR). For enzyme inhibition assays (e.g., AChE), 6-Undecanone (0.1-100 mM) is incubated with AChE in a suitable buffer (e.g., 50 mM Tris-HCl, pH 8.0, with 1 mg/mL BSA) at 25degC for 15 minutes. Acetylthiocholine iodide (1 mM) and DTNB (0.5 mM) are added, and absorbance is read at 412 nm for 10 minutes.
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| Cell Assay |
For cell-based assays, relevant cell lines (e.g., neuronal cells for AChE inhibition studies) are cultured in appropriate medium (e.g., DMEM + 10% FBS) at 37degC, 5% CO2. 6-Undecanone is added at concentrations ranging from 10 uM to 10 mM for 24-48 hours. Cell viability is assessed by MTT or CCK-8 assays. AChE activity in cell lysates is measured as described above. Membrane permeability can be assessed by measuring the uptake of fluorescent dyes.
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| Animal Protocol |
For Aedes aegypti infection studies, mosquitoes are infected with a pathogen (e.g., dengue virus) via blood meal. 6-Undecanone is used as a negative control (e.g., applied to a surface or added to the blood meal). Mosquito survival and infection rates are compared to positive controls (e.g., known repellent or insecticide). For toxicity studies, rats or mice are administered 6-Undecanone orally at doses of 10-500 mg/kg. Animals are observed for signs of toxicity for 7-14 days. For acetylcholinesterase inhibition studies, rats are treated with 6-Undecanone (e.g., 50-200 mg/kg i.p. or p.o.), and brain AChE activity is measured in homogenates after 1-4 hours.
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| ADME/Pharmacokinetics |
6-Undecanone is a small lipophilic ketone (MW 170.29, logP ~3.5) with good membrane permeability. After oral administration, it is rapidly absorbed. It is metabolized in the liver via reduction to secondary alcohol followed by glucuronidation, and by omega/omega-1 oxidation followed by conjugation. The elimination half-life (t1/2) is approximately 1-2 hours. It is excreted primarily in urine as glucuronide conjugates.
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| Toxicity/Toxicokinetics |
6-Undecanone is moderately toxic by ingestion: mouse LD50 (intravenous) 117 mg/kg. It may cause skin irritation (H315). When heated to decomposition, it emits acrid smoke and irritating fumes. May cause respiratory tract irritation. The JECFA (2002, session 59) evaluated it as no safety concern when used as a flavoring agent. Poison by intravenous route.
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| References | |
| Additional Infomation |
6-Undecanone is a ketone compound. It has been reported that osmanthus flowers contain 6-undecanone, and relevant data is available for reference.
6-Undecanone is a naturally occurring ketone found in plants. It is used as a negative control for Aedes aegypti mosquito infection research. It is a ligand of OBP22 and an acetylcholinesterase inhibitor. It is used in the analysis of lignin pyrolysis in aerosol samples and as a membrane liquid in supported liquid membrane techniques for plasma sample pretreatment. Not approved for clinical use. |
| Exact Mass |
170.167
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|---|---|
| CAS # |
927-49-1
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| PubChem CID |
13561
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| Appearance |
Colorless to off-white <14.6°C solid powder,>14.6°C liquid
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| Melting Point |
14 - 15 °C
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| Hydrogen Bond Donor Count |
0
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| Rotatable Bond Count |
8
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| Heavy Atom Count |
12
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| Complexity |
95.6
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| Defined Atom Stereocenter Count |
0
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| InChi Key |
ZPQAKYPOZRXKFA-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C11H22O/c1-3-5-7-9-11(12)10-8-6-4-2/h3-10H2,1-2H3
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| Chemical Name |
undecan-6-one
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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 |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| 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
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| 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
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *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 : PEG300 ：Tween 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)] 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 (Please use freshly prepared in vivo formulations for optimal results.) |
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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