73
T3D0072
2-Oxohexane
2-Oxohexane is a volatile organic compound. 2-Oxohexane is occasionally found as a volatile component of normal human biofluids. 2-Oxohexane is an hexacarbon solvent; the neurotoxicity of hexacarbon solvents has become apparent and an extensive literature has already developed as a result of the clinical and epidemiological implications of the human disease. The main neurological disorders associated with chronic volatile substance are peripheral neuropathy, cerebellar disease, chronic encephalopathy and dementia. Apart from peripheral neuropathy, the clinical features are non-specific, evidence for solvent-related toxicity is in most cases circumstantial and there is no clear dose/response relationship. (A7698, A7699, A7700).
591-78-6
11583
C6H12O
100.088810
Colorless liquid.
-55.5°C
17.5 mg/mL at 20°C
Oral (L176); inhalation (L176) ;dermal (L176)
2-Hexanone's toxicity is believed to be caused by covalent binding of its metabolites, especially 2,5-hexanedione, with axonal components of nerve tissue and inhibition of enzymes associated with the production of energy in this tissue. 2-Hexanone and 2,5-hexanedione may also inhibit sulfhydryl-dependent enzymes such as fructose-6-phosphate kinase and glyceraldehyde-3-phosphate dehydrogenase, as well as certain creatine kinases and adenylate kinases, impairing energy metabolism and subsequently resulting in axon deterioration. In addition, 2,5-hexanedione can covalently cross-links neurofilaments, causing large axonal swellings. (L176, A124, A125)
2-Hexanone is absorbed via ingestion, inhalation, and dermal routes, then distributed widely throughout the body, with the highest levels in the liver and blood. Metabolism is likely similar to that of other aliphatic ketones, proceeding via reduction to the corresponding secondary alcohol, 2-hexanol. An alternate pathway is oxidation to the corresponding alcohol, 5-hydroxy-2-hexanone, followed by further oxidation to the diketone 2,5-hexanedione. 2-Hexanone and its metabolites are excreted via exhalation or in the urine. (L176)
LD50: 2590 mg/kg (Oral, Rat) (T13)
LD50: 4800 mg/kg (Dermal, Rabbit) (T13)
No indication of carcinogenicity to humans (not listed by IARC).
2-Hexanone was used in the past in paint and paint thinner, to make other chemical substances, and to dissolve oils and waxes. Today it is formed as a waste product resulting from industrial activities such as wood pulping, coal gasification, and oil shale operations. (L176)
Breathing 2-hexanone affects the nervous and reproductive systems. This may include pathologies such as peripheral neuropathy and developmental defects. (L176)
Chronic 2-hexanone exposure causes weakness, numbness, tingling in the skin of the hands and feet, irritation to the lungs, and narcosis. (L176)
2009-03-06T18:58:01Z
2014-12-24T20:21:02Z
421633
2K-ADIPATE
D008742
2-Hexanone
1960
true
CCCCC(C)=O
C6H12O
InChI=1S/C6H12O/c1-3-4-5-6(2)7/h3-5H2,1-2H3
InChIKey=QQZOPKMRPOGIEB-UHFFFAOYSA-N
100.1589
100.088815006
Exogenous
Liquid
1.38
HMDB05842
CHEMBL195861
11095