1,6-Dimethoxyhexane
Based on 1 Customer Validation
1,6-Dimethoxyhexane is an aliphatic ether that serves as a PROTAC linker and fuel additive. 1,6-Dimethoxyhexane is an orally active testicular toxicant. It has no direct toxicity on its own, but exerts toxicity after oxidative metabolism by liver/testicular microsomes to produce 2-Methoxyacetic Acid (MAA). 1,6-Dimethoxyhexane induces apoptosis/necrosis of pachytene spermatocytes, downregulates the expression of HSP70.2, HSP60 and ERp60/PDI A3, and causes spermatogenic tubule degeneration, testicular/thymic atrophy, a sharp decline in epididymal sperm density, and other effects. 1,6-Dimethoxyhexane can be used in studies related to testicular toxicity.
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- CAS. Nr.: 13179-98-1
- Formel: C8H18O2
- Molecular Weight:146.23
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Speicherung:
Store at room temperature 3 years.
In solvent -80°C, 2 years , -20°C, 1 year
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Biologische Aktivität
Beschreibung
In Vivo
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Sprague-Dawley (7-week-old male)[1]
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Dosage:200 mg/kg
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Administration:p.o.; 5 days per week; 4 weeks
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Result:Downregulated heat shock-related 70 kDa protein 2 (HSP70.2) spots by 2.1-fold and 4.2-fold.
Downregulated 60 kDa heat shock protein mitochondrial precursor (HSP60) by 2.8-fold.
Downregulated protein disulfide-isomerase A3 precursor (ERp60) by 2.0-fold.
Upregulated an unidentified 47 kDa protein by 2.8-fold.
Downregulated an unidentified 41 kDa protein by 2.3-fold.
Upregulated an unidentified 38 kDa protein by 2.6-fold.
Downregulated an unidentified 37 kDa protein by 3.5-fold.
All significant changes showed greater than two-fold variation relative to controls with p < 0.05.
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Animal Model:Sprague-Dawley (male, 7-week-old, 280 g)[2]
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Dosage:200 mg/kg
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Administration:p.o.; 5 days per week; 4 weeks
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Result:Reduced feed consumption by 20% relative to controls.
Reduced final mean body weight by 17% relative to controls.
Lowered relative thymus weight by 48% relative to controls.
Lowered relative testis weight by 21% relative to controls.
Increased urinary creatine/creatinine molar ratio to 11-fold higher than controls.
Increased hepatic BROD activity to 0.117 nmol/min/mg prot relative to control 0.048 nmol/min/mg prot.
Increased hepatic UDPGT activity to 1.54 nmol/min/mg prot relative to control 1.03 nmol/min/mg prot.
Increased hepatic GST activity to 2.75 μmol/min/mg prot relative to control 1.87 μmol/min/mg prot.
Elevated urinary ascorbic acid levels significantly relative to controls.
Reduced liver thiobarbituric acid-reactive substances (TBARS) to 45% of control levels.
Decreased serum TBARS significantly relative to controls.
Increased urinary 2-methoxyacetic acid (MAA) levels to 6.4 times higher than controls.
Achieved a mean plasma MAA concentration of 0.34 mM.
Induced moderate degeneration of seminiferous tubules, interstitial vacuolation in testes, moderate to severe reduction in sperm density in the epididymis tail, presence of spermatid giant cells and cell debris in the epididymis, reduced cortical and medullary volume in the thymus, mild dyserythropoiesis and dysthrombopoiesis in bone marrow, mild thyroid changes, and mild adaptive histological changes in the liver.
Chemical Information
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CAS. Nr. 13179-98-1
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Appearance Liquid
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Molecular Weight 146.23
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Formel C8H18O2
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SMILES
COCCCCCCOC
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Versand
Room temperature in continental US; may vary elsewhere.
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Speicherung
Store at room temperature 3 years
In solvent -80°C 2 years -20°C 1 year
Lösungsmittel & Löslichkeit
In Vitro:
DMSO : 100 mg/mL (683.85 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
Konzentration (Stammlösung) × Volumen (Stammlösung) = Konzentration (Ziellösung) × Volumen (Ziellösung)
In Vivo:
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.5 mg/mL (17.10 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.5 mg/mL (17.10 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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%+
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+%Tween-80 + +
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%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL.
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Reinheit & Dokumentation
Verweise
[1]. Pelletier G, et al.. Proteomic investigation of 1,6-dimethoxyhexane testicular toxicity. Environmental toxicology and pharmacology. 2007 Sep;24(2):129-33. [Content Brief]
[2]. Poon R, et al.. Short-term oral toxicity of butyl ether, ethyl hexyl ether, methyl heptyl ether and 1,6-dimethoxyhexane in male rats and the role of 2-methoxyacetic acid. Toxicology. 2005 Oct 15;214(1-2):99-112. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 6.8385 mL | 34.1927 mL | 68.3854 mL | 170.9636 mL |
| 5 mM | 1.3677 mL | 6.8385 mL | 13.6771 mL | 34.1927 mL | |
| 10 mM | 0.6839 mL | 3.4193 mL | 6.8385 mL | 17.0964 mL | |
| 15 mM | 0.4559 mL | 2.2795 mL | 4.5590 mL | 11.3976 mL | |
| 20 mM | 0.3419 mL | 1.7096 mL | 3.4193 mL | 8.5482 mL | |
| 25 mM | 0.2735 mL | 1.3677 mL | 2.7354 mL | 6.8385 mL | |
| 30 mM | 0.2280 mL | 1.1398 mL | 2.2795 mL | 5.6988 mL | |
| 40 mM | 0.1710 mL | 0.8548 mL | 1.7096 mL | 4.2741 mL | |
| 50 mM | 0.1368 mL | 0.6839 mL | 1.3677 mL | 3.4193 mL | |
| 60 mM | 0.1140 mL | 0.5699 mL | 1.1398 mL | 2.8494 mL | |
| 80 mM | 0.0855 mL | 0.4274 mL | 0.8548 mL | 2.1370 mL | |
| 100 mM | 0.0684 mL | 0.3419 mL | 0.6839 mL | 1.7096 mL |
Keywords
- 1,6-Dimethoxyhexane
- 13179-98-1
- PROTAC Linkers
- Apoptosis
- HSP
- bone marrow
- rat testis
- protein disulfide isomerase A3 precursor
- epididymal sperm
- 60 kDa heat shock protein mitochondrial precursor
- male Sprague-Dawley rats
- heat shock-related 70 kDa protein 2
- xenobiotic metabolizing enzyme
- thyroid
- seminiferous tubule
- Inhibitor
- inhibitor
- inhibit