1,6-Dimethoxyhexane
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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.
For research use only. We do not sell to patients.
- CAS No.: 13179-98-1
- Formula: C8H18O2
- Molecular Weight:146.23
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Storage:
Store at room temperature 3 years.
In solvent -80°C, 2 years , -20°C, 1 year
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Biological Activity
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Chemical Information
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- References
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Biological Activity
1,6-Dimethoxyhexane (200 mg/kg; p.o.; 5 days per week; 4 weeks) induces significant testicular toxicity and thymic toxicity, alongside adaptive hepatic, thyroid, and bone marrow changes, with elevated plasma and urinary MAA levels correlating with toxic severity in male Sprague-Dawley rats[2].
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 No. 13179-98-1
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Appearance Liquid
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Molecular Weight 146.23
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Formula C8H18O2
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SMILES
COCCCCCCOC
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Store at room temperature 3 years
In solvent -80°C 2 years -20°C 1 year
Purity & Documentation
References
[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]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
1,6-Dimethoxyhexane Related Classifications
HY-W275882 Related Classifications
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- 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