3-Buten-2-one (BioDeep_00000013615)

 

Secondary id: BioDeep_00000866927, BioDeep_00001868093

human metabolite Volatile Flavor Compounds


代谢物信息卡片


poly(vinyl methyl ketone)

化学式: C4H6O (70.0418626)
中文名称: 聚(乙烯甲基酮), 丁烯酮, 甲基乙烯基酮
谱图信息: 最多检出来源 Viridiplantae(plant) 0.11%

分子结构信息

SMILES: C=CC(C)=O
InChI: InChI=1S/C4H6O/c1-3-4(2)5/h3H,1H2,2H3

描述信息

But-3-en-2-one, also known as 2-butenone or methyl vinyl ketone, is a member of the class of compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR. Thus, but-3-en-2-one is considered to be an oxygenated hydrocarbon lipid molecule. But-3-en-2-one is soluble (in water) and an extremely weak acidic compound (based on its pKa). But-3-en-2-one can be found in a number of food items such as kai-lan, roman camomile, black chokeberry, and orange mint, which makes but-3-en-2-one a potential biomarker for the consumption of these food products. But-3-en-2-one can be found primarily in saliva.
3-Buten-2-one, also called methyl vinyl ketone, is the organic compound with the formula CH3CCH=CH2. It is a reactive compound classified as an enone, in fact the simplest example thereof. It is a colorless, flammable, highly toxic liquid with a pungent odor. It is soluble in water and polar organic solvents. It is a useful intermediate in the synthesis of other compounds.

同义名列表

22 个代谢物同义名

poly(vinyl methyl ketone); gamma-oxo-alpha-Butylene; Methyl ethenyl ketone; METHYL VINYL KETONE; Vinyl methyl ketone; Delta(3)-2-Butenone; Methylvinyl ketone; Methylvinylcetone; Methylene acetone; Γ-oxo-α-butylene; g-oxo-a-Butylene; Methylvinylketon; Δ(3)-2-butenone; Acetyl ethylene; But-3-en-2-one; 1-Buten-3-one; 3-Buten-2-one; 3-Butenone-2; CH2=chcoch3; 2-Butenone; Butenone; Methyl vinyl ketone



数据库引用编号

14 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

代谢反应

287 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(6)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(281)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

4 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

  • Jan Klein, Elisa Horn, Mona Ernst, Tim Leykauf, Tamara Leupold, Maja Dorfner, Laura Wolf, Anastasiia Ignatova, Wolfgang Kreis, Jennifer Munkert. RNAi-mediated gene knockdown of progesterone 5β-reductases in Digitalis lanata reduces 5β-cardenolide content. Plant cell reports. 2021 Sep; 40(9):1631-1646. doi: 10.1007/s00299-021-02707-3. [PMID: 34146141]
  • Menglan Chen, Steven G Carmella, Yupeng Li, Yingchun Zhao, Stephen S Hecht. Resolution and Quantitation of Mercapturic Acids Derived from Crotonaldehyde, Methacrolein, and Methyl Vinyl Ketone in the Urine of Smokers and Nonsmokers. Chemical research in toxicology. 2020 02; 33(2):669-677. doi: 10.1021/acs.chemrestox.9b00491. [PMID: 31957442]
  • Takahiro Horinouchi, Tsunehito Higashi, Yuichi Mazaki, Soichi Miwa. Carbonyl Compounds in the Gas Phase of Cigarette Mainstream Smoke and Their Pharmacological Properties. Biological & pharmaceutical bulletin. 2016; 39(6):909-14. doi: 10.1248/bpb.b16-00025. [PMID: 27251492]
  • Silvano Fares, Elena Paoletti, Francesco Loreto, Federico Brilli. Bidirectional Flux of Methyl Vinyl Ketone and Methacrolein in Trees with Different Isoprenoid Emission under Realistic Ambient Concentrations. Environmental science & technology. 2015 Jul; 49(13):7735-42. doi: 10.1021/acs.est.5b00673. [PMID: 26030832]
  • Yoichi Noya, Koh-Ichi Seki, Hiroshi Asano, Yosuke Mai, Takahiro Horinouchi, Tsunehito Higashi, Koji Terada, Chizuru Hatate, Akimasa Hoshi, Prabha Nepal, Mika Horiguchi, Yuji Kuge, Soichi Miwa. Identification of stable cytotoxic factors in the gas phase extract of cigarette smoke and pharmacological characterization of their cytotoxicity. Toxicology. 2013 Dec; 314(1):1-10. doi: 10.1016/j.tox.2013.08.015. [PMID: 23981515]
  • Bavneet Benipal, Lawrence H Lash. Modulation of mitochondrial glutathione status and cellular energetics in primary cultures of proximal tubular cells from remnant kidney of uninephrectomized rats. Biochemical pharmacology. 2013 May; 85(9):1379-88. doi: 10.1016/j.bcp.2013.02.013. [PMID: 23419872]
  • Hiroomi Kai, Keita Hirashima, Osamu Matsuda, Hidetoshi Ikegami, Traud Winkelmann, Takao Nakahara, Koh Iba. Thermotolerant cyclamen with reduced acrolein and methyl vinyl ketone. Journal of experimental botany. 2012 Jun; 63(11):4143-50. doi: 10.1093/jxb/ers110. [PMID: 22511805]
  • Yosuke Hanai, Ken Shimono, Hiroaki Oka, Yoshinobu Baba, Kunio Yamazaki, Gary K Beauchamp. Analysis of volatile organic compounds released from human lung cancer cells and from the urine of tumor-bearing mice. Cancer cell international. 2012 Feb; 12(1):7. doi: 10.1186/1475-2867-12-7. [PMID: 22364569]
  • Federico Brilli, Taina M Ruuskanen, Ralf Schnitzhofer, Markus Müller, Martin Breitenlechner, Vinzenz Bittner, Georg Wohlfahrt, Francesco Loreto, Armin Hansel. Detection of plant volatiles after leaf wounding and darkening by proton transfer reaction 'time-of-flight' mass spectrometry (PTR-TOF). PloS one. 2011; 6(5):e20419. doi: 10.1371/journal.pone.0020419. [PMID: 21637822]
  • T Karl, P Harley, L Emmons, B Thornton, A Guenther, C Basu, A Turnipseed, K Jardine. Efficient atmospheric cleansing of oxidized organic trace gases by vegetation. Science (New York, N.Y.). 2010 Nov; 330(6005):816-9. doi: 10.1126/science.1192534. [PMID: 20966216]
  • Akira Tani, Seita Tobe, Sachie Shimizu. Uptake of methacrolein and methyl vinyl ketone by tree saplings and implications for forest atmosphere. Environmental science & technology. 2010 Sep; 44(18):7096-101. doi: 10.1021/es1017569. [PMID: 20715865]
  • Qing Zhong, Stanley R Terlecky, Lawrence H Lash. Diabetes increases susceptibility of primary cultures of rat proximal tubular cells to chemically induced injury. Toxicology and applied pharmacology. 2009 Nov; 241(1):1-13. doi: 10.1016/j.taap.2009.08.007. [PMID: 19682476]
  • Kamil Godula, Marissa L Umbel, David Rabuka, Zsofia Botyanszki, Carolyn R Bertozzi, Raghuveer Parthasarathy. Control of the molecular orientation of membrane-anchored biomimetic glycopolymers. Journal of the American Chemical Society. 2009 Jul; 131(29):10263-8. doi: 10.1021/ja903114g. [PMID: 19580278]
  • Shuifang Li, Ruizhi Wen, Dong Zeng, Zhonghai Li. [Extraction and determination of essential oils in Indocalamus latifolius leaves and Indocalamus tessellatus leaves]. Se pu = Chinese journal of chromatography. 2007 Jan; 25(1):53-7. doi: . [PMID: 17432576]
  • Céline Davoine, Olivier Falletti, Thierry Douki, Gilles Iacazio, Najla Ennar, Jean-Luc Montillet, Christian Triantaphylidès. Adducts of oxylipin electrophiles to glutathione reflect a 13 specificity of the downstream lipoxygenase pathway in the tobacco hypersensitive response. Plant physiology. 2006 Apr; 140(4):1484-93. doi: 10.1104/pp.105.074690. [PMID: 16500992]
  • Emmanuelle Alméras, Stéphanie Stolz, Sabine Vollenweider, Philippe Reymond, Laurent Mène-Saffrané, Edward E Farmer. Reactive electrophile species activate defense gene expression in Arabidopsis. The Plant journal : for cell and molecular biology. 2003 Apr; 34(2):205-16. doi: 10.1046/j.1365-313x.2003.01718.x. [PMID: 12694595]
  • Sjofn Gunnarsdottir, Marian Rucki, Adnan A Elfarra. Novel glutathione-dependent thiopurine prodrugs: evidence for enhanced cytotoxicity in tumor cells and for decreased bone marrow toxicity in mice. The Journal of pharmacology and experimental therapeutics. 2002 Apr; 301(1):77-86. doi: 10.1124/jpet.301.1.77. [PMID: 11907160]
  • R A Dick, M K Kwak, T R Sutter, T W Kensler. Antioxidative function and substrate specificity of NAD(P)H-dependent alkenal/one oxidoreductase. A new role for leukotriene B4 12-hydroxydehydrogenase/15-oxoprostaglandin 13-reductase. The Journal of biological chemistry. 2001 Nov; 276(44):40803-10. doi: 10.1074/jbc.m105487200. [PMID: 11524419]
  • L H Lash, D A Putt, S J Horky, R K Zalups. Functional and toxicological characteristics of isolated renal mitochondria: impact of compensatory renal growth. Biochemical pharmacology. 2001 Aug; 62(3):383-95. doi: 10.1016/s0006-2952(01)00673-6. [PMID: 11434913]
  • D L Morgan, H C Price, R W O'Connor, J C Seely, S M Ward, R E Wilson, M C Cunningham. Upper respiratory tract toxicity of inhaled methylvinyl ketone in F344 rats and B6C3F1 mice. Toxicological sciences : an official journal of the Society of Toxicology. 2000 Nov; 58(1):182-94. doi: 10.1093/toxsci/58.1.182. [PMID: 11053555]
  • L H Lash, J J Tokarz, D M Pegouske. Susceptibility of primary cultures of proximal tubular and distal tubular cells from rat kidney to chemically induced toxicity. Toxicology. 1995 Nov; 103(2):85-103. doi: 10.1016/0300-483x(95)03110-2. [PMID: 8545848]
  • M A Sogorb, N Díaz-Alejo, E Vilanova, J L Vicedo, V Carrera. Effect of some metallic cations and organic compounds on the O-hexyl O-2,5-dichlorophenyl phosphoramidate hydrolysing activity in hen plasma. Archives of toxicology. 1993; 67(6):416-21. doi: 10.1007/bf01977403. [PMID: 8215911]
  • L H Lash, E B Woods. Cytotoxicity of alkylating agents in isolated rat kidney proximal tubular and distal tubular cells. Archives of biochemistry and biophysics. 1991 Apr; 286(1):46-56. doi: 10.1016/0003-9861(91)90007-6. [PMID: 1897958]