2,5-hexanedione

2,5-hexanedione is a lipid of Fatty Acyls (FA) class.

Cross Reference

There are no associated biomedical information in the current reference collection.

Current reference collection contains 1519 references associated with 2,5-hexanedione in LipidPedia. Due to lack of full text of references or no associated biomedical terms are recognized in our current text-mining method, we cannot extract any biomedical terms related to diseases, pathways, locations, functions, genes, lipids, and animal models from the associated reference collection.

Users can download the reference list at the bottom of this page and read the reference manually to find out biomedical information.


Here are additional resources we collected from PubChem and MeSH for 2,5-hexanedione

Possible diseases from mapped MeSH terms on references

We collected disease MeSH terms mapped to the references associated with 2,5-hexanedione

MeSH term MeSH ID Detail
Adenocarcinoma D000230 166 associated lipids
Colonic Neoplasms D003110 161 associated lipids
Body Weight D001835 333 associated lipids
Testicular Diseases D013733 15 associated lipids
Occupational Diseases D009784 42 associated lipids
Weight Gain D015430 101 associated lipids
Brain Diseases D001927 27 associated lipids
Neuroblastoma D009447 66 associated lipids
Carcinoma, Hepatocellular D006528 140 associated lipids
Demyelinating Diseases D003711 15 associated lipids
Per page 10 20 50 | Total 24

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All references with 2,5-hexanedione

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Authors Title Published Journal PubMed Link
Wang Z et al. 2,5-hexanedione downregulates nerve growth factor and induces neuron apoptosis in the spinal cord of rats via inhibition of the PI3K/Akt signaling pathway. 2017 PLoS ONE pmid:28654704
Li S et al. Taurine inhibits 2,5-hexanedione-induced oxidative stress and mitochondria-dependent apoptosis in PC12 cells. 2017 Ind Health pmid:27840369
Dere E et al. From the Cover: Sperm Molecular Biomarkers Are Sensitive Indicators of Testicular Injury following Subchronic Model Toxicant Exposure. 2016 Toxicol. Sci. pmid:27466211
Liu S et al. 2,5-hexanedione induced apoptosis of rat bone marrow mesenchymal stem cells by reactive oxygen species. 2016 J Occup Health pmid:27010086
Ma SX et al. Impaired expression of neuronal nitric oxide synthase in the gracile nucleus is involved in neuropathic changes in Zucker Diabetic Fatty rats with and without 2,5-hexanedione intoxication. 2016 Neurosci. Res. pmid:26519861
Chen R et al. 2,5-hexanedione induced apoptosis in mesenchymal stem cells from rat bone marrow via mitochondria-dependent caspase-3 pathway. 2015 Ind Health pmid:25739802
LoPachin RM and Gavin T Toxic neuropathies: Mechanistic insights based on a chemical perspective. 2015 Neurosci. Lett. pmid:25218479
Gagnaire F and Boucard S Olfactory mucosal necrosis in rats following acute intraperitoneal administration of 1,2-diethylbenzene, 1,2-diacetylbenzene and 2,5-hexanedione. 2014 Neurotoxicology pmid:24373906
Catlin NR et al. The stage-specific testicular germ cell apoptotic response to low-dose X-irradiation and 2,5-hexanedione combined exposure. I: Validation of the laser capture microdissection method for qRT-PCR array application. 2014 Toxicol Pathol pmid:24717900
Catlin NR et al. The stage-specific testicular germ cell apoptotic response to low-dose radiation and 2,5-hexanedione combined exposure. II: qRT-PCR array analysis reveals dose dependent adaptive alterations in the apoptotic pathway. 2014 Toxicol Pathol pmid:24670816
Zhu MX et al. [Formation of pyrrole adducts in 2,5-hexanedione-containing human serum cultured in vitro]. 2013 Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi pmid:24053965
Yin H et al. Correlation between levels of 2, 5-hexanedione and pyrrole adducts in tissues of rats exposure to n-hexane for 5-days. 2013 PLoS ONE pmid:24098756
Zhang W et al. Apoptosis of rat ovarian granulosa cells by 2,5-hexanedione in vitro and its relevant gene expression. 2013 J Appl Toxicol pmid:22337490
Erdos Z et al. Inhibin B response to testicular toxicants hexachlorophene, ethane dimethane sulfonate, di-(n-butyl)-phthalate, nitrofurazone, DL-ethionine, 17-alpha ethinylestradiol, 2,5-hexanedione, or carbendazim following short-term dosing in male rats. 2013 Birth Defects Res. B Dev. Reprod. Toxicol. pmid:23348767
Pacheco SE et al. Optimization of a filter-lysis protocol to purify rat testicular homogenates for automated spermatid counting. 2012 Sep-Oct J. Androl. pmid:22240558
Giorgio V et al. The effects of idebenone on mitochondrial bioenergetics. 2012 Biochim. Biophys. Acta pmid:22086148
Hanai Y et al. Analysis of volatile organic compounds released from human lung cancer cells and from the urine of tumor-bearing mice. 2012 Cancer Cell Int. pmid:22364569
Sun Y et al. 2,5-Hexanedione induces human ovarian granulosa cell apoptosis through BCL-2, BAX, and CASPASE-3 signaling pathways. 2012 Arch. Toxicol. pmid:21901545
Song F et al. 2,5-hexanedione altered the degradation of low-molecular-weight neurofilament in rat nerve tissues. 2012 Food Chem. Toxicol. pmid:22967723
Pacheco SE et al. Sperm mRNA transcripts are indicators of sub-chronic low dose testicular injury in the Fischer 344 rat. 2012 PLoS ONE pmid:22952946
Liu HF et al. [Studying the damages of mouse retina induced by 2,5-hexanedione]. 2012 Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi pmid:22804983
Campion SN et al. Molecular alterations underlying the enhanced disruption of spermatogenesis by 2,5-hexanedione and carbendazim co-exposure. 2012 Reprod. Toxicol. pmid:22382377
Cheng X et al. Exposure to 2,5-hexanedione can induce neural malformations in chick embryos. 2012 Neurotoxicology pmid:22841600
Lee MY et al. External quality assessment scheme for biological monitoring of occupational exposure to toxic chemicals. 2011 Saf Health Work pmid:22953206
Yan BC et al. The high dosage of earthworm (Eisenia andrei) extract decreases cell proliferation and neuroblast differentiation in the mouse hippocampal dentate gyrus. 2011 Anat Cell Biol pmid:22025974
Viarisio D et al. E6 and E7 from beta HPV38 cooperate with ultraviolet light in the development of actinic keratosis-like lesions and squamous cell carcinoma in mice. 2011 PLoS Pathog. pmid:21779166
Khalil F and Läer S Physiologically based pharmacokinetic modeling: methodology, applications, and limitations with a focus on its role in pediatric drug development. 2011 J. Biomed. Biotechnol. pmid:21716673
Kakati D and Sarma JC Microwave assisted solvent free synthesis of 1,3-diphenylpropenones. 2011 Chem Cent J pmid:21329529
Dulin JN et al. Spinal cord injury causes sustained disruption of the blood-testis barrier in the rat. 2011 PLoS ONE pmid:21298060
Koilkonda RD and Guy J Leber's Hereditary Optic Neuropathy-Gene Therapy: From Benchtop to Bedside. 2011 J Ophthalmol pmid:21253496
Gargouri I et al. A case study on co-exposure to a mixture of organic solvents in a Tunisian adhesive-producing company. 2011 J Occup Med Toxicol pmid:22082240
Yu-Wai-Man P et al. Mitochondrial optic neuropathies - disease mechanisms and therapeutic strategies. 2011 Prog Retin Eye Res pmid:21112411
Wang Q et al. Carboxyl-terminus of Hsc70 interacting protein mediates 2,5-hexanedione-induced neurofilament medium chain degradation. 2011 Biochem. Pharmacol. pmid:21219885
Zhao L et al. The effect of 2,5-hexanedione on myelin protein zero expression, and its mitigation using Ginkgo biloba extract. 2011 Biomed. Environ. Sci. pmid:22108326
Saenko EV et al. Communication: stabilization of radical anions with weakly bound electron in condensed media: a case study of diacetonyl radical anion. 2011 J Chem Phys pmid:21932869
Kang SK and Kim EA Occupational diseases in Korea. 2010 J. Korean Med. Sci. pmid:21258589
Kim EA and Kang SK Occupational neurological disorders in Korea. 2010 J. Korean Med. Sci. pmid:21258587
Rose G et al. Somatic point mutations in mtDNA control region are influenced by genetic background and associated with healthy aging: a GEHA study. 2010 PLoS ONE pmid:20976236
Yu D et al. Mitochondrial DNA sequence variation and haplogroup distribution in Chinese patients with LHON and m.14484T>C. 2010 PLoS ONE pmid:20976138
Santoro A et al. Evidence for sub-haplogroup h5 of mitochondrial DNA as a risk factor for late onset Alzheimer's disease. 2010 PLoS ONE pmid:20700462
Kim Y et al. Occupational neurologic disorders in Korea. 2010 J Clin Neurol pmid:20607045
Bandyopadhyay D et al. Remarkable iodine-catalyzed synthesis of novel pyrrole-bearing N-polyaromatic beta-lactams. 2010 Molecules pmid:20335963
Pacenti M et al. New automated and high-throughput quantitative analysis of urinary ketones by multifiber exchange-solid phase microextraction coupled to fast gas chromatography/negative chemical-electron ionization/mass spectrometry. 2010 J Autom Methods Manag Chem pmid:20628512
Liu Q et al. The effect of 2,5-hexanedione on permeability of blood-nerve barrier in rats. 2010 Hum Exp Toxicol pmid:20051453
Liu QJ et al. [The effect of 2,5-hexanedione on nerve growth factor in sciatic nerve of rats and VSC4.1 cell]. 2010 Zhonghua Yu Fang Yi Xue Za Zhi pmid:20388358
Müller M et al. Highly efficient and stereoselective biosynthesis of (2S,5S)-hexanediol with a dehydrogenase from Saccharomyces cerevisiae. 2010 Org. Biomol. Chem. pmid:20237665
Campion SN et al. 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 Toxicol. Sci. pmid:20616204
Yamasaki H et al. Suppression of radiation-induced testicular germ cell apoptosis by 2,5-hexanedione pretreatment. I. Histopathological analysis reveals stage dependence of attenuated apoptosis. 2010 Toxicol. Sci. pmid:20616207
Campion SN et al. Suppression of radiation-induced testicular germ cell apoptosis by 2,5-hexanedione pretreatment. II. Gene array analysis reveals adaptive changes in cell cycle and cell death pathways. 2010 Toxicol. Sci. pmid:20616210
Liu Q et al. [Effect of 2,5-hexanedione on myelin protein zero in sciatic nerve and its antibody in serum of rats at different time points]. 2010 Wei Sheng Yan Jiu pmid:20568451
Zhang L et al. Gamma-diketone axonopathy: analyses of cytoskeletal motors and highways in CNS myelinated axons. 2010 Toxicol. Sci. pmid:20554699
Katzberg M et al. 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 Int J Mol Sci pmid:20480039
Santos AC et al. 2,2',5,5'-Tetra-methyl-1,1'-(hexane-1,6-di-yl)di-1H-pyrrole. 2009 Acta Crystallogr Sect E Struct Rep Online pmid:21582868
Santos AC et al. 1,5-Bis(2,5-dimethyl-1H-pyrrol-1-yl)naphthalene. 2009 Acta Crystallogr Sect E Struct Rep Online pmid:21578234
Tshala-Katumbay D et al. Probing mechanisms of axonopathy. Part II: Protein targets of 2,5-hexanedione, the neurotoxic metabolite of the aliphatic solvent n-hexane. 2009 Toxicol. Sci. pmid:19033394
Fang F et al. Workplace exposures and the risk of amyotrophic lateral sclerosis. 2009 Environ. Health Perspect. pmid:19750102
DeCaprio AP et al. Comparative covalent protein binding of 2,5-hexanedione and 3-acetyl-2,5-hexanedione in the rat. 2009 J. Toxicol. Environ. Health Part A pmid:19557614
Sari-Minodier I et al. The effect of workload on biological monitoring of occupational exposure to toluene and n-Hexane: contribution of physiologically based toxicokinetic modeling. 2009 J Occup Environ Hyg pmid:19384711
Kim MS et al. Neurotoxic effect of 2,5-hexanedione on neural progenitor cells and hippocampal neurogenesis. 2009 Toxicology pmid:19464574
Tshala-Katumbay D et al. New insights into mechanisms of gamma-diketone-induced axonopathy. 2009 Neurochem. Res. pmid:19404740
Ghelli A et al. The background of mitochondrial DNA haplogroup J increases the sensitivity of Leber's hereditary optic neuropathy cells to 2,5-hexanedione toxicity. 2009 PLoS ONE pmid:19936068
Chakroun R et al. Inhalant abuse detection and evaluation in young Tunisians. 2008 J. Forensic Sci. pmid:18279264
Song FY et al. [Dynamic study of neurofilament contents in rat's spinal cord induced by 2, 5-hexanedione]. 2008 Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi pmid:19272251
Gao XC et al. [Gas chromatography for determination of serum 2, 5-hexanedione in mice]. 2008 Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi pmid:19272267
Gao XC et al. [Effects of garlic oil on 2, 5-HD induced lipid peroxidation damage in rat nerve tissues]. 2008 Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi pmid:19467181
Machielsen R et al. Laboratory evolution of Pyrococcus furiosus alcohol dehydrogenase to improve the production of (2S,5S)-hexanediol at moderate temperatures. 2008 Extremophiles pmid:18452026
Coleman MD et al. A comparison of the apoptotic and cytotoxic effects of hexanedione derivatives on human non-neuronal lines and the neuroblastoma line SH-SY5Y. 2008 Basic Clin. Pharmacol. Toxicol. pmid:17973901
Song F et al. The reversibility of neurofilaments decline induced by 2,5-hexanedione in rat nerve tissues. 2008 Biochem. Pharmacol. pmid:18001694
Wang QS et al. Changes of cytoskeletal proteins in nerve tissues and serum of rats treated with 2,5-hexanedione. 2008 Toxicology pmid:18177991
Wang QS et al. Involvement of cyclin-dependent kinase 5 in 2,5-hexanedione-induced neuropathy. 2008 Toxicology pmid:18423835
Qian Y and Zeng F Re-establishment of spermatogenesis by diethylstilbestrol after 2,5-hexanedione-induced irreversible testicular atrophy in rats. 2008 J. Huazhong Univ. Sci. Technol. Med. Sci. pmid:18480992
Wang QS et al. 2,5-hexanedione (HD) treatment alters calmodulin, Ca2+/calmodulin-dependent protein kinase II, and protein kinase C in rats' nerve tissues. 2008 Toxicol. Appl. Pharmacol. pmid:18582483
Bryant BH et al. Spermatid head retention as a marker of 2,5-hexanedione-induced testicular toxicity in the rat. 2008 Toxicol Pathol pmid:18467684
Jiang YG et al. Resveratrol reestablishes spermatogenesis after testicular injury in rats caused by 2, 5-hexanedione. 2008 Chin. Med. J. pmid:18710639
Prieto-Castelló MJ et al. Activation of soluble guanylate cyclase by nitric oxide is increased in lymphocytes from both rats chronically exposed to 2,5-hexanedione and workers chronically exposed to n-hexane. 2007 Toxicology pmid:17125898
Elci OC et al. Working conditions and related neuropsychiatric problems among shoemakers in Turkey: Do child workers differ from others? 2007 Indian J Occup Environ Med pmid:21957366
Song F et al. Time-dependent alteration of cytoskeletal proteins in cerebral cortex of rat during 2,5-hexanedione-induced neuropathy. 2007 Neurochem. Res. pmid:17447142
Moffit JS et al. Dose-dependent effects of sertoli cell toxicants 2,5-hexanedione, carbendazim, and mono-(2-ethylhexyl) phthalate in adult rat testis. 2007 Toxicol Pathol pmid:17763286
Zhang Y et al. [Effect of nerve growth factor on mitochondrion dysfunction of motor neuron induced by 2,5-hexanedione]. 2007 Wei Sheng Yan Jiu pmid:17712933
Jiang YG et al. [Resveratrol helps restore spermatogenesis after testis injury induced by 2,5-hexanedione]. 2007 Zhonghua Nan Ke Xue pmid:17725299
Carelli V et al. Grand rounds: could occupational exposure to n-hexane and other solvents precipitate visual failure in leber hereditary optic neuropathy? 2007 Environ. Health Perspect. pmid:17366829
Pei W et al. Two new reactive targets of 2,5-hexanedione in vitro - beta-alanine and glycine. 2007 Amino Acids pmid:16733615
Cui N et al. Expression of Bcl-2, Bax and Caspase-3 in nerve tissues of rats chronically exposed to 2,5-hexanedione. 2007 Neurochem. Res. pmid:17492505
Zilz TR et al. Apoptotic and necrotic effects of hexanedione derivatives on the human neuroblastoma line SK-N-SH. 2007 Toxicology pmid:17229511
Tardif R et al. Effect of physical exertion on the biological monitoring of exposure to various solvents following exposure by inhalation in human volunteers: II. n-Hexane. 2007 J Occup Environ Hyg pmid:17503295
Zhang Y et al. Association between metabolic gene polymorphisms and susceptibility to peripheral nerve damage in workers exposed to n-hexane: a preliminary study. 2006 Jan-Feb Biomarkers pmid:16484137
Mishra DP et al. Changes in cytosolic Ca2+ levels regulate Bcl-xS and Bcl-xL expression in spermatogenic cells during apoptotic death. 2006 J. Biol. Chem. pmid:16301318
Zhang YS et al. [Effect of 2, 5-hexanedione on calcium homeostasis of motor neuron]. 2006 Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi pmid:16737585
Huang YY et al. [Combined application of gas and mass chromatography for determination of 2, 5-hexanedione]. 2006 Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi pmid:16737598
Sun LC et al. [Protective effect of mouse 2.5s nerve growth factor on PC12 cells from injury induced by 2, 5-hexanedione]. 2006 Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi pmid:16600135
Kihaile PE et al. Are sperm parameters the best indicator of 2,5-hexanedione reproductive toxicity in male rats? 2005 Nov-Dec Reprod. Toxicol. pmid:15941647
Hamelin G et al. 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 J Occup Environ Hyg pmid:15764529
Yamamoto T et al. Protein expression analysis of rat testes induced testicular toxicity with several reproductive toxicants. 2005 J Toxicol Sci pmid:15928459
Liu Q et al. [Effects of 2,5-hexanedione on NGF expression in motor and sensory neuronal cells of rats]. 2005 Wei Sheng Yan Jiu pmid:16111026
LoPachin RM et al. 2,5-Hexanedione-induced changes in the neurofilament subunit pools of rat peripheral nerve. 2005 Neurotoxicology pmid:15713344
Zhang T et al. 2,5-Hexanedione induced decrease in cytoskeletal proteins of rat sciatic-tibial nerve. 2005 Neurochem. Res. pmid:15895820
Lopachin RM and Decaprio AP Protein adduct formation as a molecular mechanism in neurotoxicity. 2005 Toxicol. Sci. pmid:15901921
Lopachin RM et al. Gamma-Diketone central neuropathy: quantitative analyses of cytoskeletal components in myelinated axons of the rat rubrospinal tract. 2005 Neurotoxicology pmid:15964632
Fukushima T et al. Effects of male reproductive toxicants on gene expression in rat testes. 2005 J Toxicol Sci pmid:16141653
LoPachin RM and DeCaprio AP gamma-Diketone neuropathy: axon atrophy and the role of cytoskeletal protein adduction. 2004 Toxicol. Appl. Pharmacol. pmid:15289087