| Size | Price | Stock | Qty |
|---|---|---|---|
| 1mg |
|
||
| 5mg |
|
||
| Other Sizes |
| Targets |
(E)-9-Oxodec-2-enoic acid has a well-defined biological target in the honeybee, the antenna receptor neurons, but no known target in humans. As the queen bee's primary pheromone, it elicits a series of key behavioral and physiological responses from worker bees, including retinue formation (attendance to the queen), inhibition of worker ovarian development (maintaining reproductive monopoly), and regulation of colony reproductive behaviors such as swarming and queen rearing.
|
|---|---|
| ln Vitro |
In non-cell assays, (E)-9-Oxodec-2-enoic acid is used as a standard in analytical chemistry for the identification of queen pheromones in bee samples by GC-MS. It has no direct activity in non-cell enzyme or receptor binding assays. Its activity is defined by its ability to elicit measurable behavioral responses in bees. Its purity and concentration can be assessed via standard chemical analysis.
|
| ln Vivo |
In cell-based assays, the activity of (E)-9-Oxodec-2-enoic acid can be studied using insect cell cultures, such as primary cultures of bee antennal cells. The binding of the pheromone to its receptor on the cell surface can be measured by monitoring intracellular calcium or using a fluorescent membrane potential-sensitive dye. However, such assays are specialized and not standard in mammalian research. No specific data is available from these specialized bioassays.
|
| Enzyme Assay |
For a non-cell analytical assay, (E)-9-Oxodec-2-enoic acid is analyzed by GC-MS. A sample is dissolved in an organic solvent like hexane or dichloromethane (0.1-1 mg/mL). The sample is injected onto a non-polar capillary column (e.g., DB-5). A temperature program is applied (e.g., 60degC to 280degC). The compound is identified by its characteristic retention time and mass spectrum. This confirms the identity and purity of the compound.
|
| Cell Assay |
No traditional cell-based assays are performed with (E)-9-Oxodec-2-enoic acid. The bioactivity is assessed at the organism level. For example, the synthetic pheromone is presented to honeybees in a laboratory setting. The number of workers that exhibit the stereotypical retinue behavior (touching the source with their antennae) is recorded. The potency of the synthetic compound can be compared to the naturally occurring pheromone extracted from queen mandibular glands.
|
| Animal Protocol |
The in vivo activity of (E)-9-Oxodec-2-enoic acid is demonstrated in the classic honeybee bioassay. In a standard protocol, a synthetic source of the pheromone (e.g., absorbed on a filter paper) is placed inside a small cage containing 10-20 worker bees. The number of worker bees that contact the source with their antennae (retinue behavior) is counted for 5-10 minutes. The percentage of bees exhibiting the response is compared to a control. In a queenless colony, the addition of the pheromone can inhibit the workers from developing their ovaries.
|
| ADME/Pharmacokinetics |
Pharmacokinetic data is not relevant for (E)-9-Oxodec-2-enoic acid. It is a volatile semiochemical, not a drug. For research use, it is stored as a solid at -20degC in a sealed, dry container. As it is volatile, it should be handled quickly to avoid loss. It is soluble in organic solvents like ethanol, hexane, and DMSO.
|
| Toxicity/Toxicokinetics |
(E)-9-Oxodec-2-enoic acid is not considered a hazardous chemical in small research quantities. It is a natural product. However, it should be handled with standard laboratory precautions, including the use of PPE (gloves, lab coat). It is not intended for human consumption.
|
| Additional Infomation |
9-Oxo-2-decenoic acid, (2E)- is a medium-chain fatty acid.
(E)-9-Oxodec-2-enoic acid is a research-grade chemical and is not an FDA-approved drug. It has no clinical applications in human medicine. It is a key pheromone for controlling honeybee reproduction and behavior. Its primary research value is in studying social insect biology, including caste determination, aggression, and colony organization. It is also used by beekeepers for monitoring colony health and queen status. |
| Molecular Formula |
C10H16O3
|
|---|---|
| Molecular Weight |
184.23
|
| Exact Mass |
184.11
|
| CAS # |
334-20-3
|
| PubChem CID |
1713086
|
| Appearance |
Solid Powder
|
| LogP |
2.167
|
| Hydrogen Bond Donor Count |
1
|
| Hydrogen Bond Acceptor Count |
3
|
| Rotatable Bond Count |
7
|
| Heavy Atom Count |
13
|
| Complexity |
194
|
| Defined Atom Stereocenter Count |
0
|
| SMILES |
CC(=O)CCCCC\C=C\C(O)=O
|
| InChi Key |
INJRDZMWIAYEMM-SOFGYWHQSA-N
|
| InChi Code |
InChI=1S/C10H16O3/c1-9(11)7-5-3-2-4-6-8-10(12)13/h6,8H,2-5,7H2,1H3,(H,12,13)/b8-6+
|
| Chemical Name |
(E)-9-oxodec-2-enoic acid
|
| Synonyms |
Queen substance
|
| 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 (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
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.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 5.4280 mL | 27.1400 mL | 54.2800 mL | |
| 5 mM | 1.0856 mL | 5.4280 mL | 10.8560 mL | |
| 10 mM | 0.5428 mL | 2.7140 mL | 5.4280 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.
Products are for research use only; We do not sell to patients
Copyright 2020 InvivoChem LLC | All Rights Reserved
