Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C6H10O2 |
| Molecular Weight | 114.1424 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(=O)CCC(C)=O
InChI
InChIKey=OJVAMHKKJGICOG-UHFFFAOYSA-N
InChI=1S/C6H10O2/c1-5(7)3-4-6(2)8/h3-4H2,1-2H3
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| The same chemicals induce different neurotoxicity when administered in high doses for short term or low doses for long term to rats and dogs. | 1992 Feb-Apr |
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| Rat epididymal sperm motion changes induced by ethylene glycol monoethyl ether, sulfasalazine, and 2,5-hexandione. | 2000 Jan-Feb |
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| Overview of studies on rat sperm motion analysis using a Hamilton-Thorne Sperm Analyzer--collaborative working study. | 2001 Dec |
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| Changes in n-hexane toxicokinetics in short-term single exposure due to co-exposure to methyl ethyl ketone in volunteers. | 2002 Aug |
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| Toxicokinetic interaction of 2,5-hexanedione and methyl ethyl ketone. | 2002 Jan |
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| Partial conduction blocks in N-hexane neuropathy. | 2002 Jul |
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| Early spatial memory deficit induced by 2,5-hexanedione in the rat. | 2002 Mar 10 |
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| Behavioral and electrophysiological responses of natural enemies to synomones from tea shoots and kairomones from tea aphids, Toxoptera aurantii. | 2002 Nov |
|
| Evaluation of 2,5-hexanedione in urine of workers exposed to n-hexane in Brazilian shoe factories. | 2002 Oct 5 |
|
| 2,5-hexanedione-induced testicular injury. | 2003 |
|
| Free and total 2,5-hexanedione in biological monitoring of workers exposed to n-hexane in the shoe industry. | 2003 Dec 10 |
|
| gamma-Diketone neuropathy: axon atrophy and the role of cytoskeletal protein adduction. | 2004 Aug 15 |
|
| 2,5-Hexanedione inhibits rat brain acetylcholinesterase activity in vitro. | 2004 Feb 2 |
|
| 2,5-Hexanedione-induced changes in the monomeric neurofilament protein content of rat spinal cord fractions. | 2004 Jul 1 |
|
| Pyridoxamine: an extremely potent scavenger of 1,4-dicarbonyls. | 2004 Mar |
|
| Protein adduct formation as a molecular mechanism in neurotoxicity. | 2005 Aug |
|
| 2,5-Hexanedione induced decrease in cytoskeletal proteins of rat sciatic-tibial nerve. | 2005 Feb |
|
| Physiologically based modeling of n-hexane kinetics in humans following inhalation exposure at rest and under physical exertion: impact on free 2,5-hexanedione in urine and on n-hexane in alveolar air. | 2005 Feb |
|
| [Effects of 2,5-hexanedione on NGF expression in motor and sensory neuronal cells of rats]. | 2005 May |
|
| Protein expression analysis of rat testes induced testicular toxicity with several reproductive toxicants. | 2005 May |
|
| Changes in cytosolic Ca2+ levels regulate Bcl-xS and Bcl-xL expression in spermatogenic cells during apoptotic death. | 2006 Jan 27 |
|
| [Effect of 2, 5-hexanedione on calcium homeostasis of motor neuron]. | 2006 May |
|
| Two new reactive targets of 2,5-hexanedione in vitro - beta-alanine and glycine. | 2007 Feb |
|
| Grand rounds: could occupational exposure to n-hexane and other solvents precipitate visual failure in leber hereditary optic neuropathy? | 2007 Jan |
|
| Apoptotic and necrotic effects of hexanedione derivatives on the human neuroblastoma line SK-N-SH. | 2007 Mar 7 |
|
| [Effect of nerve growth factor on mitochondrion dysfunction of motor neuron induced by 2,5-hexanedione]. | 2007 May |
|
| Expression of Bcl-2, Bax and Caspase-3 in nerve tissues of rats chronically exposed to 2,5-hexanedione. | 2007 Sep |
|
| Enzymatic characteristics of an aldo-keto reductase family protein (AKR1C15) and its localization in rat tissues. | 2007 Sep 1 |
|
| Re-establishment of spermatogenesis by diethylstilbestrol after 2,5-hexanedione-induced irreversible testicular atrophy in rats. | 2008 Apr |
|
| Inhalant abuse detection and evaluation in young Tunisians. | 2008 Jan |
|
| A comparison of the apoptotic and cytotoxic effects of hexanedione derivatives on human non-neuronal lines and the neuroblastoma line SH-SY5Y. | 2008 Jan |
|
| Laboratory evolution of Pyrococcus furiosus alcohol dehydrogenase to improve the production of (2S,5S)-hexanediol at moderate temperatures. | 2008 Jul |
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| Resveratrol reestablishes spermatogenesis after testicular injury in rats caused by 2, 5-hexanedione. | 2008 Jul 5 |
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| Involvement of cyclin-dependent kinase 5 in 2,5-hexanedione-induced neuropathy. | 2008 Jun 3 |
|
| [Effects of garlic oil on 2, 5-HD induced lipid peroxidation damage in rat nerve tissues]. | 2008 Nov |
|
| [Dynamic study of neurofilament contents in rat's spinal cord induced by 2, 5-hexanedione]. | 2008 Oct |
|
| Probing mechanisms of axonopathy. Part II: Protein targets of 2,5-hexanedione, the neurotoxic metabolite of the aliphatic solvent n-hexane. | 2009 Feb |
|
| The effect of workload on biological monitoring of occupational exposure to toluene and n-Hexane: contribution of physiologically based toxicokinetic modeling. | 2009 Jul |
|
| [Effects of garlic oil on n-hexane metabolized to 2, 5-hexanedione in mice serum]. | 2009 May |
|
| New insights into mechanisms of gamma-diketone-induced axonopathy. | 2009 Nov |
|
| Engineering cofactor preference of ketone reducing biocatalysts: A mutagenesis study on a γ-diketone reductase from the yeast Saccharomyces cerevisiae serving as an example. | 2010 Apr 14 |
|
| Degradation of hexane and other recalcitrant hydrocarbons by a novel isolate, Rhodococcus sp. EH831. | 2010 Jan |
|
| Occupational neurologic disorders in Korea. | 2010 Jun |
|
| [Effect of 2,5-hexanedione on myelin protein zero in sciatic nerve and its antibody in serum of rats at different time points]. | 2010 May |
|
| Suppression of radiation-induced testicular germ cell apoptosis by 2,5-hexanedione pretreatment. III. Candidate gene analysis identifies a role for fas in the attenuation of X-ray-induced apoptosis. | 2010 Oct |
|
| Gamma-diketone axonopathy: analyses of cytoskeletal motors and highways in CNS myelinated axons. | 2010 Sep |
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7621
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2,5-Hexanedione
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C0Z8884J3P
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m1340
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203-738-3
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DTXSID8030138
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110-13-4
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8035
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85014
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PARENT (METABOLITE)
SUBSTANCE RECORD
