Methyl isobutyl ketone (BioDeep_00000405545)

Main id: BioDeep_00000004247

 

natural product


代谢物信息卡片


Methyl isobutyl ketone

化学式: C6H12O (100.0888102)
中文名称: 甲基异丁基甲酮, 甲基异丁基酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=O)CC(C)C
InChI: InChI=1S/C6H12O/c1-5(2)4-6(3)7/h5H,4H2,1-3H3

描述信息

同义名列表

4 个代谢物同义名

Methyl isobutyl ketone; 4-Methyl-2-pentanone; Methyl isobutyl ketone; Methyl isobutyl ketone



数据库引用编号

13 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)

28 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

  • H P Ye, J Shao, S W Tan, Y P Shi, K W Su, L Zhang. [Determination of methyl isobutyl ketone in urine by headspace coupled with gas chromatography-mass spectrometry]. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases. 2022 Jan; 40(1):65-68. doi: 10.3760/cma.j.cn121094-20201130-00658. [PMID: 35255567]
  • Jerin Jose, Ligy Philip. Comparative study of degradation of toluene and methyl isobutyl ketone (MIBK) in aqueous solution by pulsed corona discharge plasma. Journal of environmental sciences (China). 2021 Mar; 101(?):382-396. doi: 10.1016/j.jes.2020.09.003. [PMID: 33334533]
  • Marta Pastor-Belda, Natalia Campillo, Natalia Arroyo-Manzanares, Manuel Hernández-Córdoba, Pilar Viñas. Determination of amphenicol antibiotics and their glucuronide metabolites in urine samples using liquid chromatography with quadrupole time-of-flight mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2020 Jun; 1146(?):122122. doi: 10.1016/j.jchromb.2020.122122. [PMID: 32334391]
  • S J Borghoff, T S Poet, S Green, J Davis, B Hughes, T Mensing, S S Sarang, A M Lynch, G C Hard. Methyl isobutyl ketone exposure-related increases in specific measures of α2u-globulin (α2u) nephropathy in male rats along with in vitro evidence of reversible protein binding. Toxicology. 2015 Jul; 333(?):1-13. doi: 10.1016/j.tox.2015.02.003. [PMID: 25797582]
  • Pawel Mochalski, Karin Krapf, Clemens Ager, Helmut Wiesenhofer, Agapios Agapiou, Milt Statheropoulos, Dietmar Fuchs, Ernst Ellmerer, Boguslaw Buszewski, Anton Amann. Temporal profiling of human urine VOCs and its potential role under the ruins of collapsed buildings. Toxicology mechanisms and methods. 2012 Sep; 22(7):502-11. doi: 10.3109/15376516.2012.682664. [PMID: 22482743]
  • Md Jelas Haron, Hossein Jahangirian, Sidik Silong, Nor Azah Yusof, Anuar Kassim, Roshanak Rafiee-Moghaddam, Behnam Mahdavi, Mazyar Peyda, Yadollah Abdollahi, Jamileh Amin. Benzyl and methyl fatty hydroxamic acids based on palm kernel oil as chelating agent for liquid-liquid iron(III) extraction. International journal of molecular sciences. 2012; 13(2):2148-2159. doi: 10.3390/ijms13022148. [PMID: 22408444]
  • Virginia Celia Resconi, Ana Escudero, José Antonio Beltrán, José Luis Olleta, Carlos Sañudo, María del Mar Campo. Color, lipid oxidation, sensory quality, and aroma compounds of beef steaks displayed under different levels of oxygen in a modified atmosphere package. Journal of food science. 2012 Jan; 77(1):S10-8. doi: 10.1111/j.1750-3841.2011.02506.x. [PMID: 22182210]
  • Minerva Martínez-Alfaro, Yolanda Alcaraz-Contreras, Alfonso Cárabez-Trejo, Guillermo E Leo-Amador. Oxidative stress effects of thinner inhalation. Indian journal of occupational and environmental medicine. 2011 Sep; 15(3):87-92. doi: 10.4103/0019-5278.93195. [PMID: 22412283]
  • Kayoko Minakata, Hideki Nozawa, Kunio Gonmori, Itaru Yamagishi, Masako Suzuki, Koutaro Hasegawa, Kanako Watanabe, Osamu Suzuki. Determination of cyanide in blood by electrospray ionization tandem mass spectrometry after direct injection of dicyanogold. Analytical and bioanalytical chemistry. 2011 Jun; 400(7):1945-51. doi: 10.1007/s00216-011-4824-7. [PMID: 21390565]
  • Toshio Kawai, Kimiaki Sumino, Fumiko Ohashi, Masayuki Ikeda. Use of a holder-vacuum tube device to save on-site hands in preparing urine samples for head-space gas-chromatography, and its application to determine the time allowance for sample sealing. Industrial health. 2011; 49(1):24-9. doi: 10.2486/indhealth.ms1157. [PMID: 20823637]
  • Joanna Rudnicka, Paweł Mochalski, Agapios Agapiou, Milt Statheropoulos, Anton Amann, Bogusław Buszewski. Application of ion mobility spectrometry for the detection of human urine. Analytical and bioanalytical chemistry. 2010 Nov; 398(5):2031-8. doi: 10.1007/s00216-010-4147-0. [PMID: 20820995]
  • Guangming Xu, Bo Chen, Guozhu Liu, Shouzhuo Yao. Rapid analysis of acetone in human plasma by derivatization desorption electrospray ionization. The Analyst. 2010 Sep; 135(9):2415-9. doi: 10.1039/c0an00249f. [PMID: 20648384]
  • Kayoko Minakata, Itaru Yamagishi, Sanae Kanno, Hideki Nozawa, Masako Suzuki, Osamu Suzuki. Determination of iodide in urine using electrospray ionization tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Jun; 878(20):1683-6. doi: 10.1016/j.jchromb.2010.03.022. [PMID: 20382574]
  • Jason Gorman, Teresa Fazio, Feng Wang, Shalom Wind, Eric C Greene. Nanofabricated racks of aligned and anchored DNA substrates for single-molecule imaging. Langmuir : the ACS journal of surfaces and colloids. 2010 Jan; 26(2):1372-9. doi: 10.1021/la902443e. [PMID: 19736980]
  • 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]
  • Kayoko Minakata, Hideki Nozawa, Kunio Gonmori, Masako Suzuki, Osamu Suzuki. Determination of cyanide, in urine and gastric content, by electrospray ionization tandem mass spectrometry after direct flow injection of dicyanogold. Analytica chimica acta. 2009 Sep; 651(1):81-4. doi: 10.1016/j.aca.2009.08.001. [PMID: 19733739]
  • S J Borghoff, G C Hard, N M Berdasco, R Gingell, S M Green, W Gulledge. Methyl isobutyl ketone (MIBK) induction of alpha2u-globulin nephropathy in male, but not female rats. Toxicology. 2009 Apr; 258(2-3):131-8. doi: 10.1016/j.tox.2009.01.018. [PMID: 19428932]
  • Chung-Jung Tsai, Mei-Lien Chen, Keng-Fu Chang, Fu-Kuei Chang, I-Fang Mao. The pollution characteristics of odor, volatile organochlorinated compounds and polycyclic aromatic hydrocarbons emitted from plastic waste recycling plants. Chemosphere. 2009 Feb; 74(8):1104-10. doi: 10.1016/j.chemosphere.2008.10.041. [PMID: 19091382]
  • Kayoko Minakata, Masako Suzuki, Osamu Suzuki. Simple and selective determination of arsenite and arsenate by electrospray ionization mass spectrometry. Analytica chimica acta. 2009 Jan; 631(1):87-90. doi: 10.1016/j.aca.2008.10.016. [PMID: 19046683]
  • You Jin Kim, Sanghee Kwon, Mi Kyung Kim. Effect of Chlorella vulgaris intake on cadmium detoxification in rats fed cadmium. Nutrition research and practice. 2009; 3(2):89-94. doi: 10.4162/nrp.2009.3.2.89. [PMID: 20016707]
  • Marcello Civilini. Identification and characterization of bacteria isolated under selective pressure of volatile organic compounds. Journal of environmental biology. 2009 Jan; 30(1):99-105. doi: ". [PMID: 20112870]
  • Ka Yu Cheng, Jonathan W C Wong. Fate of 14C-Pyrene in soil-plant system amended with pig manure compost and Tween 80: a growth chamber study. Bioresource technology. 2008 Nov; 99(17):8406-12. doi: 10.1016/j.biortech.2008.02.036. [PMID: 18400492]
  • N El-Enany, F Belal, M Rizk. Spectrofluorimetric determination of oxamniquine in dosage forms and spiked human plasma through derivatization with 1-dimethylaminonaphthalene-5-sulphonyl chloride. Journal of fluorescence. 2008 Mar; 18(2):349-55. doi: 10.1007/s10895-007-0274-1. [PMID: 18058206]
  • Jing-jing Zhang, Bei Wen, Xiao-quan Shan. Effect of microbial activity, soil water content and added copper on the temporal distribution patterns of HCB and DDT among different soil organic matter fractions. Environmental pollution (Barking, Essex : 1987). 2008 Mar; 152(1):245-52. doi: 10.1016/j.envpol.2007.04.026. [PMID: 17597272]
  • Matthew D Stout, Ronald A Herbert, Grace E Kissling, Fernando Suarez, Joseph H Roycroft, Rajendra S Chhabra, John R Bucher. Toxicity and carcinogenicity of methyl isobutyl ketone in F344N rats and B6C3F1 mice following 2-year inhalation exposure. Toxicology. 2008 Feb; 244(2-3):209-19. doi: 10.1016/j.tox.2007.11.014. [PMID: 18178301]
  • Jing-Jing Zhang, Bei Wen, Xiao-Quan Shan, Shuzhen Zhang, Shahamat U Khan. Temporal change in the distribution patterns of hexachlorobenzene and dichlorodiphenyltrichloroethane among various soil organic matter fractions. Environmental pollution (Barking, Essex : 1987). 2007 Nov; 150(2):234-42. doi: 10.1016/j.envpol.2007.01.015. [PMID: 17374425]
  • Ryuichi Kubota, Yoko Endo, Akito Takeuchi, Yoshinori Inoue, Hiroko Ogata, Masanori Ogawa, Tomoo Nakagawa, Nobuhiko Onda, Ginji Endo. SPE-GC/FTD determination of N-methyl-2-pyrrolidone and its metabolites in urine. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 Jul; 854(1-2):204-10. doi: 10.1016/j.jchromb.2007.04.022. [PMID: 17485256]
  • . Toxicology and carcinogenesis studies of methyl isobutyl ketone (Cas No. 108-10-1) in F344/N rats and B6C3F1 mice (inhalation studies). National Toxicology Program technical report series. 2007 Feb; ?(538):1-236. doi: . [PMID: 17557116]
  • Hua-lin Xie, Xi-du Nie, Li-bo Li. [Determination of impurity elements in high-purity aluminium using inductively coupled plasma-mass spectrometry after matrix extraction and separation]. Guang pu xue yu guang pu fen xi = Guang pu. 2007 Jan; 27(1):169-72. doi: NULL. [PMID: 17390677]
  • Marcello Civilini. Multiple microbial activities for volatile organic compounds reduction by biofiltration. Journal of the Air & Waste Management Association (1995). 2006 Jul; 56(7):922-30. doi: 10.1080/10473289.2006.10464503. [PMID: 16878585]
  • Tetsuo Maeda, Kazuaki Wagatsuma, Yukio Okamoto. Direct determination of several elements in MIBK extract by high-power nitrogen-oxygen mixed gas microwave-induced plasma optical emission spectrometry. Analytical and bioanalytical chemistry. 2005 Jun; 382(4):1152-8. doi: 10.1007/s00216-005-3216-2. [PMID: 15931498]
  • M Imbriani, S Ghittori. Gases and organic solvents in urine as biomarkers of occupational exposure: a review. International archives of occupational and environmental health. 2005 Feb; 78(1):1-19. doi: 10.1007/s00420-004-0544-z. [PMID: 15592680]
  • Fernando A M Silva, Carmem L Porto da Silveira, Norbert Miekeley, Ivo L Kuechler. Multi-element analysis of saline matrices by inductively coupled plasma mass spectrometry following on-line preconcentration using a knotted reactor. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry. 2004 Sep; 20(9):1295-9. doi: 10.2116/analsci.20.1295. [PMID: 15478339]
  • M D Nemec, J A Pitt, D C Topping, R Gingell, K L Pavkov, E J Rauckman, S B Harris. Inhalation two-generation reproductive toxicity study of methyl isobutyl ketone in rats. International journal of toxicology. 2004 Mar; 23(2):127-43. doi: 10.1080/10915810490436351. [PMID: 15204733]
  • Wilbur Johnson. Safety assessment of MIBK (methyl isobutyl ketone). International journal of toxicology. 2004; 23 Suppl 1(?):29-57. doi: 10.1080/10915810490274298. [PMID: 15162837]
  • Aristidis N Anthemidis, George A Zachariadis, John A Stratis. Gallium trace on-line preconcentration/separation and determination using a polyurethane foam mini-column and flame atomic absorption spectrometry. Application in aluminum alloys, natural waters and urine. Talanta. 2003 Jul; 60(5):929-36. doi: 10.1016/s0039-9140(03)00156-5. [PMID: 18969117]
  • M Noroozifar, M Khorasani-Motlagh. Specific extraction of chromium as tetrabutylammonium-chromate and spectrophotometric determination by diphenylcarbazide: speciation of chromium in effluent streams. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry. 2003 May; 19(5):705-8. doi: 10.2116/analsci.19.705. [PMID: 12769369]
  • T Kawai, Z-W Zhang, A Takeuchi, Y Miyama, K Sakamoto, K Higashikawa, M Ikeda. Methyl isobutyl ketone and methyl ethyl ketone in urine as biological markers of occupational exposure to these solvents at low levels. International archives of occupational and environmental health. 2003 Feb; 76(1):17-23. doi: 10.1007/s00420-002-0374-9. [PMID: 12592578]
  • Ralph Gingell, Jean-François Régnier, Daniel M Wilson, Pierre-Olivier Guillaumat, Terence Appelqvist. Comparative metabolism of methyl isobutyl carbinol and methyl isobutyl ketone in male rats. Toxicology letters. 2003 Jan; 136(3):199-204. doi: 10.1016/s0378-4274(02)00361-2. [PMID: 12505273]
  • A Takeuchi, T Kawai, Z-W Zhang, Y Miyama, K Sakamoto, K Higashikawa, M Ikeda. Toluene, xylenes and xylene isomers in urine as biological indicators of low-level exposure to each solvent; a comparative study. International archives of occupational and environmental health. 2002 Aug; 75(6):387-93. doi: 10.1007/s00420-002-0331-7. [PMID: 12070634]
  • L Zhou, Q Zeng, H Cai, B Zhang. [Determination of cobalt in solidified resin promoter by successive extraction and FAAS]. Guang pu xue yu guang pu fen xi = Guang pu. 2001 Aug; 21(4):565-6. doi: ". [PMID: 12945296]
  • S Debarre, L Karinthi, S Delamanche, C Fuché, P Desforges, J H Calvet. Comparative acute toxicity of o-chlorobenzylidene malononitrile (CS) and oleoresin capsicum (OC) in awake rats. Human & experimental toxicology. 1999 Dec; 18(12):724-30. doi: 10.1191/096032799678839617. [PMID: 10627659]
  • A Duguay, G L Plaa. Altered cholesterol synthesis as a mechanism involved in methyl isobutyl ketone-potentiated experimental cholestasis. Toxicology and applied pharmacology. 1997 Dec; 147(2):281-8. doi: 10.1006/taap.1997.8274. [PMID: 9439723]
  • P Raymond, G L Plaa. Ketone potentiation of haloalkane-induced hepatotoxicity: CCl4 and ketone treatment on hepatic membrane integrity. Journal of toxicology and environmental health. 1996 Oct; 49(3):285-300. doi: 10.1080/00984108.1996.11667602. [PMID: 8876655]
  • P Raymond, G L Plaa. Ketone potentiation of haloalkane-induced hepato- and nephrotoxicity. II. Implication of monooxygenases. Journal of toxicology and environmental health. 1995 Nov; 46(3):317-28. doi: 10.1080/15287399509532038. [PMID: 7473860]
  • P Raymond, G L Plaa. Ketone potentiation of haloalkane-induced hepato- and nephrotoxicity. I. Dose-response relationships. Journal of toxicology and environmental health. 1995 Aug; 45(4):465-80. doi: 10.1080/15287399509532009. [PMID: 7643433]
  • A B Duguay, G L Plaa. Tissue concentrations of methyl isobutyl ketone, methyl n-butyl ketone and their metabolites after oral or inhalation exposure. Toxicology letters. 1995 Jan; 75(1-3):51-8. doi: 10.1016/0378-4274(94)03155-z. [PMID: 7863537]
  • A B Duguay, G L Plaa. Plasma concentrations in methyl isobutyl ketone-potentiated experimental cholestasis after inhalation or oral administration. Fundamental and applied toxicology : official journal of the Society of Toxicology. 1993 Aug; 21(2):222-7. doi: 10.1006/faat.1993.1092. [PMID: 8405785]
  • M López-Artíguez, A Cameán, M Repetto. Preconcentration of heavy metals in urine and quantification by inductively coupled plasma atomic emission spectrometry. Journal of analytical toxicology. 1993 Jan; 17(1):18-22. doi: 10.1093/jat/17.1.18. [PMID: 8429621]
  • J M Espinosa Almendro, C Bosch Ojeda, A Garcia de Torres, J M Cano Pavón. Determination of cadmium in biological samples by inductively coupled plasma atomic emission spectrometry after extraction with 1,5-bis(di-2-pyridylmethylene) thiocarbonohydrazide. The Analyst. 1992 Nov; 117(11):1749-51. doi: 10.1039/an9921701749. [PMID: 1481997]
  • H Ikatsu, T Nakajima, N Murayama, T Korenaga. Flow-injection analysis for malondialdehyde in plasma with the thiobarbituric acid reaction. Clinical chemistry. 1992 Oct; 38(10):2061-5. doi: 10.1093/clinchem/38.10.2061. [PMID: 1394990]
  • K Krishnan, J Brodeur, G L Plaa, M Charbonneau. Modulation of hexachlorobenzene-induced hepatic porphyria by methyl isobutyl ketone in the rat. Toxicology letters. 1992 Jul; 61(2-3):167-74. doi: 10.1016/0378-4274(92)90143-8. [PMID: 1641864]
  • M Vézina, A B Kobusch, P du Souich, E Greselin, G L Plaa. Potentiation of chloroform-induced hepatotoxicity by methyl isobutyl ketone and two metabolites. Canadian journal of physiology and pharmacology. 1990 Aug; 68(8):1055-61. doi: 10.1139/y90-159. [PMID: 2390735]
  • C W Lam, T J Galen, J F Boyd, D L Pierson. Mechanism of transport and distribution of organic solvents in blood. Toxicology and applied pharmacology. 1990 Jun; 104(1):117-29. doi: 10.1016/0041-008x(90)90287-5. [PMID: 2360202]
  • E W Hjelm, M Hagberg, A Iregren, A Löf. Exposure to methyl isobutyl ketone: toxicokinetics and occurrence of irritative and CNS symptoms in man. International archives of occupational and environmental health. 1990; 62(1):19-26. doi: 10.1007/bf00397844. [PMID: 2295519]
  • M T Brondeau, M Ban, P Bonnet, J P Guenier, J de Ceaurriz. Acetone compared to other ketones in modifying the hepatotoxicity of inhaled 1,2-dichlorobenzene in rats and mice. Toxicology letters. 1989 Oct; 49(1):69-78. doi: 10.1016/0378-4274(89)90103-3. [PMID: 2554539]
  • D Pilon, J Brodeur, G L Plaa. Potentiation of CCl4-induced liver injury by ketonic and ketogenic compounds: role of the CCl4 dose. Toxicology and applied pharmacology. 1988 Jun; 94(2):183-90. doi: 10.1016/0041-008x(88)90260-8. [PMID: 3388417]
  • R D Phillips, E J Moran, D E Dodd, E H Fowler, C D Kary, J O'Donoghue. A 14-week vapor inhalation toxicity study of methyl isobutyl ketone. Fundamental and applied toxicology : official journal of the Society of Toxicology. 1987 Oct; 9(3):380-8. doi: 10.1016/0272-0590(87)90020-0. [PMID: 3691997]
  • M Chiba. Determination of tin in biological materials by atomic-absorption spectrometry with a graphite furnace. Journal of analytical toxicology. 1987 May; 11(3):125-30. doi: 10.1093/jat/11.3.125. [PMID: 3599918]
  • R W Tyl, K A France, L C Fisher, I M Pritts, T R Tyler, R D Phillips, E J Moran. Developmental toxicity evaluation of inhaled methyl isobutyl ketone in Fischer 344 rats and CD-1 mice. Fundamental and applied toxicology : official journal of the Society of Toxicology. 1987 Apr; 8(3):310-27. doi: 10.1016/0272-0590(87)90081-9. [PMID: 3569702]
  • M Buratti, O Pellegrino, G Caravelli, G Calzaferri, M Bettinelli, A Colombi, M Maroni. Sensitive determination of urinary vanadium by solvent extraction and atomic absorption spectroscopy. Clinica chimica acta; international journal of clinical chemistry. 1985 Jul; 150(1):53-8. doi: 10.1016/0009-8981(85)90310-9. [PMID: 4042363]
  • E Sekiguchi, K Yamamoto, K Takano, M Tutumi, K Uehara, T Ohno, S Tasaka. [Determination of trace metals in biological materials by iodides extraction and atomic absorption spectrometry]. Sangyo igaku. Japanese journal of industrial health. 1983 Sep; 25(5):415-21. doi: 10.1539/joh1959.25.415. [PMID: 6668727]
  • H Yuki, N Hirano, H Kawasaki, T Yajima. Analysis of serum iron by gel permeation high-performance liquid chromatography. Journal of chromatography. 1980 Dec; 221(2):271-7. doi: 10.1016/s0378-4347(00)84312-1. [PMID: 7217296]