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| Targets |
Ascr#2 targets pheromone signaling pathways in C. elegans. As an ascaroside, it functions as a chemical signal that regulates development and behavior. It effectively induces the formation of the dauer stage (dormant larval stage) with EC₅₀ values of approximately 370 nM at 25°C and 1100 nM at 20°C.
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| ln Vitro |
In vitro, Ascr#2 potently promotes dauer formation in C. elegans with EC₅₀ values of approximately 370 nM at 25°C and 1100 nM at 20°C. It acts as a potent male attractant when combined with Ascr#3 at low concentrations. The compound's activity is typically assessed by measuring dauer formation rates and chemotaxis responses.
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| ln Vivo |
In vivo activity of Ascr#2 has been characterized in C. elegans. The compound effectively induces dauer formation with temperature-dependent potency. It also acts as a male attractant in combination with Ascr#3. These in vivo effects make Ascr#2 a valuable tool for studying nematode development, behavior, and pheromone signaling.
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| Enzyme Assay |
In vitro receptor binding assays for Ascr#2 are not typically performed, as the compound is a pheromone that acts through chemosensory pathways in C. elegans. Instead, behavioral and developmental assays are used to assess its activity as a dauer-inducing factor and male attractant.
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| Cell Assay |
In vitro cellular assays for Ascr#2 are performed using C. elegans worms. Dauer formation assays measure the compound's ability to induce the dauer stage at various concentrations and temperatures. Chemotaxis assays assess the attraction of male worms to the compound, typically in combination with Ascr#3.
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| Animal Protocol |
In vivo animal experiments for Ascr#2 are conducted using C. elegans. Worms are exposed to the compound, and dauer formation is assessed by counting the number of worms entering the dauer stage. Chemotaxis assays measure the attraction of male worms to the compound. These experiments characterize the compound's role in nematode development and communication.
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| ADME/Pharmacokinetics |
Pharmacokinetic properties of Ascr#2 have not been systematically characterized. The compound has a molecular weight of 246.30 and molecular formula C₁₂H₂₂O₅. It is a hydroxy ketone ascaroside. The compound should be stored appropriately to maintain stability. Further PK studies are not applicable as the compound is used in C. elegans research rather than mammalian systems.
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| Toxicity/Toxicokinetics |
Toxicological data for Ascr#2 are not extensively reported. As a research-use compound used in C. elegans studies, its safety profile has not been formally evaluated in mammalian toxicology studies. The compound is intended for research purposes only. Standard laboratory safety precautions should be followed when handling this compound.
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| References | |
| Additional Infomation |
Ascr#2 is a hydroxyketone ascarcinosine formed by the condensation of the hydroxyl group of (5R)-5-hydroxyhexane-2-one with the pyranose (α-isomer) of Ascaris lumbricoides. It is a major component of the diapause pheromone in Caenorhabditis elegans, acting as a population density signal to promote the transition to another larval stage—a highly prolonged and non-feeding diapause. Furthermore, it synergizes with ascr#3, ascr#4, and ascr#8 to attract males. Ascr#2 is both a metabolite and a pheromone in Caenorhabditis elegans. It is a methylketone and hydroxyketone ascarcinosine functionally related to (5R)-5-hydroxyhexane-2-one. Ascarcinosine C6 has been reported to exist in Caenorhabditis elegans, and relevant data are available.
Ascr#2 (Ascaroside C6) is an ascaroside signaling molecule with CAS number 946524-24-9, molecular formula C₁₂H₂₂O₅, and molecular weight 246.30. It potently promotes dauer formation with EC₅₀ values of ~370 nM (25°C) and ~1100 nM (20°C). It acts as a male attractant when combined with Ascr#3. This product is for research use only. |
| Molecular Formula |
C12H22O5
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|---|---|
| Molecular Weight |
246.300084590912
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| Exact Mass |
246.147
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| CAS # |
946524-24-9
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| PubChem CID |
16066475
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| Appearance |
Colorless to light yellow liquid
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| LogP |
0.617
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
5
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| Rotatable Bond Count |
5
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| Heavy Atom Count |
17
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| Complexity |
255
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| Defined Atom Stereocenter Count |
5
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| SMILES |
O1[C@@H](C)[C@@H](C[C@H]([C@@H]1O[C@H](C)CCC(C)=O)O)O
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| InChi Key |
KDIFLHQRDPSWHT-IYKVGLELSA-N
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| InChi Code |
InChI=1S/C12H22O5/c1-7(13)4-5-8(2)16-12-11(15)6-10(14)9(3)17-12/h8-12,14-15H,4-6H2,1-3H3/t8-,9+,10-,11-,12-/m1/s1
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| Chemical Name |
(5R)-5-[(2R,3R,5R,6S)-3,5-dihydroxy-6-methyloxan-2-yl]oxyhexan-2-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 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)
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| Solubility (In Vitro) |
DMSO : ~400 mg/mL (~1624.04 mM)
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| Solubility (In Vivo) |
Solubility in Formulation 1: 10 mg/mL (40.60 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 100.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: 10 mg/mL (40.60 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 100.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. 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. View More
Solubility in Formulation 3: ≥ 10 mg/mL (40.60 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 4.0601 mL | 20.3004 mL | 40.6009 mL | |
| 5 mM | 0.8120 mL | 4.0601 mL | 8.1202 mL | |
| 10 mM | 0.4060 mL | 2.0300 mL | 4.0601 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.
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