Acetonylacetone (BioDeep_00000358148)

   


代谢物信息卡片


Acetonylacetone

化学式: C6H10O2 (114.068076)
中文名称: 2,5-己二酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=O)CCC(=O)C
InChI: InChI=1S/C6H10O2/c1-5(7)3-4-6(2)8/h3-4H2,1-2H3

描述信息

A diketone that is hexane substituted by oxo groups at positions 2 and 5. It is a toxic metabolite of hexane and of 2-hexanone
D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D002800 - Cholinesterase Inhibitors
D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D003432 - Cross-Linking Reagents
D009676 - Noxae > D009498 - Neurotoxins
D004791 - Enzyme Inhibitors

同义名列表

2 个代谢物同义名

Acetonylacetone; 2,5-HEXANEDIONE



数据库引用编号

8 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

0 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Aliyu Muhammad, David Ebuka Arthur, Sanusi Babangida, Ochuko L Erukainure, Ibrahim Malami, Hadiza Sani, Aliyu Waziri Abdulhamid, Idayat Omoyemi Ajiboye, Ahmed Ariyo Saka, Nafisa Muhammed Hamza, Suleiman Asema, Zaharaddeen Muhammad Ado, Taibat Ishaq Musa. Modulatory role of rutin on 2,5-hexanedione-induced chromosomal and DNA damage in rats: validation of computational predictions. Drug and chemical toxicology. 2020 Mar; 43(2):113-126. doi: 10.1080/01480545.2018.1465948. [PMID: 29745774]
  • Xianjie Li, Qiong Wang, Ming Li, Shuo Wang, Cuiqin Zhang, Keqin Xie. Hair pyrrole adducts serve as biomarkers for peripheral nerve impairment induced by 2,5-hexanedione and n-hexane in rats. PloS one. 2018; 13(12):e0209939. doi: 10.1371/journal.pone.0209939. [PMID: 30596762]
  • Z Ruan, H F Tang, H Wang. [Quality control methods of gas chromatography⁃ion trap mass determine for the 2, 5⁃hexanedione in normal population urinary]. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases. 2017 Apr; 35(4):319-320. doi: 10.3760/cma.j.issn.1001-9391.2017.04.027. [PMID: 28614944]
  • Isaac A Adedara, Amos O Abolaji, Blessing E Odion, Abiola A Omoloja, Isioma J Okwudi, Ebenezer O Farombi. Redox status of the testes and sperm of rats following exposure to 2,5-hexanedione. Redox report : communications in free radical research. 2016 Nov; 21(6):239-47. doi: 10.1080/13510002.2015.1107312. [PMID: 26818104]
  • Edward Dere, Shelby K Wilson, Linnea M Anderson, Kim Boekelheide. From the Cover: Sperm Molecular Biomarkers Are Sensitive Indicators of Testicular Injury following Subchronic Model Toxicant Exposure. Toxicological sciences : an official journal of the Society of Toxicology. 2016 10; 153(2):327-40. doi: 10.1093/toxsci/kfw137. [PMID: 27466211]
  • Pan Xing-Fu, Qian Ya-Ling, Zhao Wei, Tang Hong-Fang, Ruan Zheng, Wu Bang-Hua, Huang Han-Lin, Zheng Yu-Xin, Yan Hui-Fang. Determination of total urinary 2,5-hexanedione in the Chinese general population. Environmental research. 2016 10; 150(?):645-650. doi: 10.1016/j.envres.2016.05.030. [PMID: 27237929]
  • Wei Zou, Mengping Zhang, Haiyan Wei. [Readspace solid-phase microextraction-gas chromatography for determination of 2,5-hexanedione in urine]. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases. 2015 Apr; 33(4):297-8. doi: NULL. [PMID: 26506784]
  • M Edite Torres, A P Marreilha dos Santos, Luísa L Gonçalves, Vanda Andrade, M Camila Batoréu, M Luísa Mateus. Role of N-acetylcysteine in protecting against 2,5-hexanedione neurotoxicity in a rat model: changes in urinary pyrroles levels and motor activity performance. Environmental toxicology and pharmacology. 2014 Nov; 38(3):807-13. doi: 10.1016/j.etap.2014.09.008. [PMID: 25305742]
  • Hong-Yin Yin, Ying Guo, Fu-Yong Song, Tao Zeng, Ke-Qin Xie. Toxicokinetic study of pyrrole adducts and its potential application for biological monitoring of 2,5-hexanedione subacute exposure. International archives of occupational and environmental health. 2014 Aug; 87(6):655-62. doi: 10.1007/s00420-013-0907-4. [PMID: 24078145]
  • M Edite Torres, Luísa L Gonçalves, M Rosário Bronze, A P Marreilha dos Santos, M Camila Batoréu, M Luísa Mateus. Alternative biomarkers of n-hexane exposure: characterization of aminoderived pyrroles and thiol-pyrrole conjugates in urine of rats exposed to 2,5-hexanedione. Toxicology letters. 2014 Jan; 224(1):54-63. doi: . [PMID: 24459702]
  • Ming-xing Zhu, Hong-yin Yin, Ke-qin Xie. [Formation of pyrrole adducts in 2,5-hexanedione-containing human serum cultured in vitro]. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases. 2013 Aug; 31(8):611-4. doi: NULL. [PMID: 24053965]
  • Zoltan Erdos, Kara Pearson, Michael Goedken, Karsten Menzel, Frank D Sistare, Warren E Glaab, Louise Parks Saldutti. 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. Birth defects research. Part B, Developmental and reproductive toxicology. 2013 Feb; 98(1):41-53. doi: 10.1002/bdrb.21035. [PMID: 23348767]
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  • Hai-fang Liu, Ying Chen, Gang Zhou, Xin Cheng, Ba-xiong Wei. [Studying the damages of mouse retina induced by 2,5-hexanedione]. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases. 2012 May; 30(5):331-4. doi: ". [PMID: 22804983]
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  • Lei Zhao, QingJun Liu, Hong Chen, HuaWei Duan, Ping Bin, Qing Liu, Yong Niu, YuFei Dai, YuXin Zheng. The effect of 2,5-hexanedione on myelin protein zero expression, and its mitigation using Ginkgo biloba extract. Biomedical and environmental sciences : BES. 2011 Aug; 24(4):374-82. doi: 10.3967/0895-3988.2011.04.008. [PMID: 22108326]
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  • Juan Yi, Wei Zhou, Jia-xi He, Qing-jun Liu, Xian-qing Huang. [Effects on serum myelin proteins of n-hexane exposure]. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases. 2011 Feb; 29(2):131-3. doi: NULL. [PMID: 21619844]
  • Jie Yan, Hong-yin Yin, Zhong Liu, De-feng Chi, Yang Li, Qiang-qiang Fu, Ke-qin Xie. [Effects of garlic oil, age and sex on n-hexane metabolism in rats]. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases. 2011 Jan; 29(1):49-52. doi: NULL. [PMID: 21619798]
  • Qingjun Liu, Lei Zhao, Huawei Duan, Yufei Dai, Yong Niu, Hong Chen, Qing Liu, Ping Bin, Yuxin Zheng. [Effect of 2,5-hexanedione on myelin protein zero in sciatic nerve and its antibody in serum of rats at different time points]. Wei sheng yan jiu = Journal of hygiene research. 2010 May; 39(3):275-8. doi: NULL. [PMID: 20568451]
  • Eun-Hee Lee, Jaisoo Kim, Kyung-Suk Cho, Yun Gyong Ahn, Geum-Sook Hwang. Degradation of hexane and other recalcitrant hydrocarbons by a novel isolate, Rhodococcus sp. EH831. Environmental science and pollution research international. 2010 Jan; 17(1):64-77. doi: 10.1007/s11356-009-0238-x. [PMID: 19756804]
  • Irène Sari-Minodier, Ginette Truchon, Ginette Charest-Tardif, Anick Bérubé, Robert Tardif. The effect of workload on biological monitoring of occupational exposure to toluene and n-Hexane: contribution of physiologically based toxicokinetic modeling. Journal of occupational and environmental hygiene. 2009 Jul; 6(7):415-32. doi: 10.1080/15459620902928141. [PMID: 19384711]
  • Xu-cong Gao, Hong-yin Yin, Cui-li Zhang, Zhen-ping Zhu, Li-hua Yu, Ke-qin Xie. [Effects of garlic oil on n-hexane metabolized to 2, 5-hexanedione in mice serum]. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases. 2009 May; 27(5):262-5. doi: NULL. [PMID: 19538836]
  • Antônio Felipe F Oliveira, Patrícia P Maia, Maria José N Paiva, Maria Elisa P B Siqueira. Determination of 2,5-hexanedione in urine by headspace solid-phase microextraction and gas chromatography. Journal of analytical toxicology. 2009 May; 33(4):223-8. doi: 10.1093/jat/33.4.223. [PMID: 19470226]
  • Anthony P DeCaprio, Elizabeth A Kinney, Richard M LoPachin. Comparative covalent protein binding of 2,5-hexanedione and 3-acetyl-2,5-hexanedione in the rat. Journal of toxicology and environmental health. Part A. 2009; 72(14):861-9. doi: 10.1080/15287390902959508. [PMID: 19557614]
  • Xu-Cong Gao, Tao Zeng, Qian Wang, Qing-Shan Wang, Ke-Qin Xie. [Effects of garlic oil on 2, 5-HD induced lipid peroxidation damage in rat nerve tissues]. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases. 2008 Nov; 26(11):649-53. doi: ". [PMID: 19467181]
  • Yue Qian, Fuqing Zeng. Re-establishment of spermatogenesis by diethylstilbestrol after 2,5-hexanedione-induced irreversible testicular atrophy in rats. Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban. 2008 Apr; 28(2):179-81. doi: 10.1007/s11596-008-0216-4. [PMID: 18480992]
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  • Radhouane Chakroun, Fayçal Faidi, Abderrazek Hedhili, Kaouther Charbaji, Habib Nouaigui, Mohamed Ben Laiba. Inhalant abuse detection and evaluation in young Tunisians. Journal of forensic sciences. 2008 Jan; 53(1):232-7. doi: 10.1111/j.1556-4029.2007.00623.x. [PMID: 18279264]
  • Satoshi Endo, Toshiyuki Matsunaga, Kenji Horie, Kazuo Tajima, Yasuo Bunai, Vincenzo Carbone, Ossama El-Kabbani, Akira Hara. Enzymatic characteristics of an aldo-keto reductase family protein (AKR1C15) and its localization in rat tissues. Archives of biochemistry and biophysics. 2007 Sep; 465(1):136-47. doi: 10.1016/j.abb.2007.05.008. [PMID: 17574202]
  • Robert Tardif, Véronique Nadeau, Ginette Truchon, Martin Brochu. Effect of physical exertion on the biological monitoring of exposure to various solvents following exposure by inhalation in human volunteers: II. n-Hexane. Journal of occupational and environmental hygiene. 2007 Jul; 4(7):502-8; quiz D68. doi: 10.1080/15459620701401936. [PMID: 17503295]
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  • Ying-yu Huang, Wei-ping Xie, Hui-rong Fu, Gui-lian Hu. [Combined application of gas and mass chromatography for determination of 2, 5-hexanedione]. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases. 2006 May; 24(5):299-300. doi: NULL. [PMID: 16737598]
  • Toshinori Yamamoto, Tamio Fukushima, Rie Kikkawa, Hiroshi Yamada, Ikuo Horii. Protein expression analysis of rat testes induced testicular toxicity with several reproductive toxicants. The Journal of toxicological sciences. 2005 May; 30(2):111-26. doi: 10.2131/jts.30.111. [PMID: 15928459]
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