2-nonenal (BioDeep_00000866597)

   


代谢物信息卡片


2-Nonenal, (2Z)-

化学式: C9H16O (140.1201086)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCC/C=C\C=O
InChI: InChI=1S/C9H16O/c1-2-3-4-5-6-7-8-9-10/h7-9H,2-6H2,1H3/b8-7-



数据库引用编号

3 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)

2 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

  • Alexander N Kapich, Hideki Suzuki, Kolby C Hirth, Elena Fernández-Fueyo, Angel T Martínez, Carl J Houtman, Kenneth E Hammel. The white rot basidiomycete Gelatoporia subvermispora produces fatty aldehydes that enable fungal manganese peroxidases to degrade recalcitrant lignin structures. Applied and environmental microbiology. 2024 Apr; 90(4):e0204423. doi: 10.1128/aem.02044-23. [PMID: 38483171]
  • Seon Hwa Lee, Kazuyuki Takahashi, Yusuke Hatakawa, Tomoyuki Oe. Lipid peroxidation-derived modification and its effect on the activity of glutathione peroxidase 1. Free radical biology & medicine. 2023 Aug; ?(?):. doi: 10.1016/j.freeradbiomed.2023.08.014. [PMID: 37549755]
  • Paul Guerby, Audrey Swiader, Oriane Tasta, Frédéric Pont, Frédéric Rodriguez, Olivier Parant, Christophe Vayssière, Takahiro Shibata, Koji Uchida, Robert Salvayre, Anne Negre-Salvayre. Modification of endothelial nitric oxide synthase by 4-oxo-2(E)-nonenal(ONE) in preeclamptic placentas. Free radical biology & medicine. 2019 09; 141(?):416-425. doi: 10.1016/j.freeradbiomed.2019.07.015. [PMID: 31323312]
  • Kaimei Lihuang, Zhilin Zhang, Kilnam Kim, Qiuying Huang, Chaoliang Lei. Antennal and behavioral responses of Mythimna separata (Walker) to three plant volatiles. Environmental science and pollution research international. 2017 Nov; 24(32):24953-24964. doi: 10.1007/s11356-017-0140-x. [PMID: 28918497]
  • Joon Hyuk Suh, Yue S Niu, Wei-Lun Hung, Chi-Tang Ho, Yu Wang. Lipidomic analysis for carbonyl species derived from fish oil using liquid chromatography-tandem mass spectrometry. Talanta. 2017 Jun; 168(?):31-42. doi: 10.1016/j.talanta.2017.03.023. [PMID: 28391860]
  • Nupur Sarkar, Amarnath Karmakar, Anandamay Barik. Volatiles of Solena amplexicaulis (Lam.) Gandhi Leaves Influencing Attraction of Two Generalist Insect Herbivores. Journal of chemical ecology. 2016 Oct; 42(10):1004-1015. doi: 10.1007/s10886-016-0757-0. [PMID: 27592244]
  • Igor A Schepetkin, Svetlana V Kushnarenko, Gulmira Özek, Liliya N Kirpotina, Pritam Sinharoy, Gulzhakhan A Utegenova, Karime T Abidkulova, Temel Özek, Kemal Hüsnü Can Başer, Anastasia R Kovrizhina, Andrei I Khlebnikov, Derek S Damron, Mark T Quinn. Modulation of Human Neutrophil Responses by the Essential Oils from Ferula akitschkensis and Their Constituents. Journal of agricultural and food chemistry. 2016 Sep; 64(38):7156-70. doi: 10.1021/acs.jafc.6b03205. [PMID: 27586050]
  • Benjamin M Delory, Pierre Delaplace, Patrick du Jardin, Marie-Laure Fauconnier. Barley (Hordeum distichon L.) roots synthesise volatile aldehydes with a strong age-dependent pattern and release (E)-non-2-enal and (E,Z)-nona-2,6-dienal after mechanical injury. Plant physiology and biochemistry : PPB. 2016 Jul; 104(?):134-45. doi: 10.1016/j.plaphy.2016.03.028. [PMID: 27031425]
  • Timothy D Calamaras, Charlie Lee, Fan Lan, Yasuo Ido, Deborah A Siwik, Wilson S Colucci. The lipid peroxidation product 4-hydroxy-trans-2-nonenal causes protein synthesis in cardiac myocytes via activated mTORC1-p70S6K-RPS6 signaling. Free radical biology & medicine. 2015 May; 82(?):137-46. doi: 10.1016/j.freeradbiomed.2015.01.007. [PMID: 25617592]
  • Heather C Hatcher, Lia Tesfay, Suzy V Torti, Frank M Torti. Cytoprotective Effect of Ferritin H in Renal Ischemia Reperfusion Injury. PloS one. 2015; 10(9):e0138505. doi: 10.1371/journal.pone.0138505. [PMID: 26379029]
  • Jun'ichi Mano, Mitsuaki Nagata, Shoutarou Okamura, Takeshi Shiraya, Toshiaki Mitsui. Identification of oxidatively modified proteins in salt-stressed Arabidopsis: a carbonyl-targeted proteomics approach. Plant & cell physiology. 2014 Jul; 55(7):1233-44. doi: 10.1093/pcp/pcu072. [PMID: 24850833]
  • Atsuhiko Nakamura, Mitsuo Miyazawa. Evaluation of volatiles from Ampelopsis brevipedunculata var. heterophylla using GC-olfactometry, GC-MS and GC-pulsed flame photometric detector. Journal of oleo science. 2013; 62(9):645-55. doi: 10.5650/jos.62.645. [PMID: 24005009]
  • Yan Zhang, Shuntang Guo, Zhisheng Liu, Sam K C Chang. Off-flavor related volatiles in soymilk as affected by soybean variety, grinding, and heat-processing methods. Journal of agricultural and food chemistry. 2012 Aug; 60(30):7457-62. doi: 10.1021/jf3016199. [PMID: 22812487]
  • Ki Mo Kim, Young Sook Kim, Dong Ho Jung, Jun Lee, Jin Sook Kim. Increased glyoxalase I levels inhibit accumulation of oxidative stress and an advanced glycation end product in mouse mesangial cells cultured in high glucose. Experimental cell research. 2012 Jan; 318(2):152-9. doi: 10.1016/j.yexcr.2011.10.013. [PMID: 22036650]
  • I W Liaw, R Evan Miracle, S M Jervis, M A D Listiyani, M A Drake. Comparison of the flavor chemistry and flavor stability of mozzarella and cheddar wheys. Journal of food science. 2011 Oct; 76(8):C1188-94. doi: 10.1111/j.1750-3841.2011.02360.x. [PMID: 22417583]
  • Kousuke Ishino, Chika Wakita, Takahiro Shibata, Shinya Toyokuni, Sachiko Machida, Shun Matsuda, Tomonari Matsuda, Koji Uchida. Lipid peroxidation generates body odor component trans-2-nonenal covalently bound to protein in vivo. The Journal of biological chemistry. 2010 May; 285(20):15302-15313. doi: 10.1074/jbc.m109.068023. [PMID: 20215107]
  • Laura Harispe, Gabriela García, Paula Arbildi, Leticia Pascovich, Cora Chalar, Arnaldo Zaha, Cecilia Fernandez, Veronica Fernandez. Biochemical analysis of a recombinant glutathione transferase from the cestode Echinococcus granulosus. Acta tropica. 2010 Apr; 114(1):31-6. doi: 10.1016/j.actatropica.2009.12.003. [PMID: 20034460]
  • Grace Ellis, Erica Fang, Mukesh Maheshwari, Emily Roltsch, Leigh Holcomb, Danna Zimmer, Daniel Martinez, Ian V J Murray. Lipid oxidation and modification of amyloid-β (Aβ) in vitro and in vivo. Journal of Alzheimer's disease : JAD. 2010; 22(2):593-607. doi: 10.3233/jad-2010-100960. [PMID: 20847409]
  • Sanjay Srivastava, Kota V Ramana, Aruni Bhatnagar, Satish K Srivastava. Synthesis, quantification, characterization, and signaling properties of glutathionyl conjugates of enals. Methods in enzymology. 2010; 474(?):297-313. doi: 10.1016/s0076-6879(10)74018-0. [PMID: 20609918]
  • M Spite, L Summers, T F Porter, S Srivastava, A Bhatnagar, C N Serhan. Resolvin D1 controls inflammation initiated by glutathione-lipid conjugates formed during oxidative stress. British journal of pharmacology. 2009 Oct; 158(4):1062-73. doi: 10.1111/j.1476-5381.2009.00234.x. [PMID: 19422383]
  • János G Filep. Lipid mediator interplay: resolvin D1 attenuates inflammation evoked by glutathione-conjugated lipid peroxidation products. British journal of pharmacology. 2009 Oct; 158(4):1059-61. doi: 10.1111/j.1476-5381.2009.00235.x. [PMID: 19845687]
  • Jun'ichi Mano, Fumitaka Miyatake, Eiji Hiraoka, Masahiro Tamoi. Evaluation of the toxicity of stress-related aldehydes to photosynthesis in chloroplasts. Planta. 2009 Sep; 230(4):639-48. doi: 10.1007/s00425-009-0964-9. [PMID: 19578873]
  • Xiaochun Zhu, Xiaoxia Tang, Vernon E Anderson, Lawrence M Sayre. Mass spectrometric characterization of protein modification by the products of nonenzymatic oxidation of linoleic acid. Chemical research in toxicology. 2009 Aug; 22(8):1386-97. doi: 10.1021/tx9000072. [PMID: 19537826]
  • 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]
  • Angel Hernández-Hernández, María N Garabatos, Marina C Rodríguez, María L Vidal, Abel López-Revuelta, José I Sánchez-Gallego, Marcial Llanillo, Jesús Sánchez-Yagüe. Structural characteristics of a lipid peroxidation product, trans-2-nonenal, that favour inhibition of membrane-associated phosphotyrosine phosphatase activity. Biochimica et biophysica acta. 2005 Nov; 1726(3):317-25. doi: 10.1016/j.bbagen.2005.09.016. [PMID: 16269214]
  • Hisao Kuroda, Hidetoshi Kojima, Hirotaka Kaneda, Masachika Takashio. Characterization of 9-fatty acid hydroperoxide lyase-like activity in germinating barley seeds that transforms 9(S)-hydroperoxy-10(E),12(Z)-octadecadienoic acid into 2(E)-nonenal. Bioscience, biotechnology, and biochemistry. 2005 Sep; 69(9):1661-8. doi: 10.1271/bbb.69.1661. [PMID: 16195582]
  • Werner Siems, Francesco Carluccio, Sonja Radenkovic, Tilman Grune, Hannelore Hampl. Oxidative stress in renal anemia of hemodialysis patients is mitigated by epoetin treatment. Kidney & blood pressure research. 2005; 28(5-6):295-301. doi: 10.1159/000090184. [PMID: 16534224]
  • Estera Szwajcer Dey, Magdalena Staniszewska, Mariola Paściak, Maria Konopacka, Jacek Rogoliński, Andrzej Gamian, Bengt Danielsson. The cytotoxic and genotoxic effects of conjugated trans-2-nonenal (T2N), an off-flavor compound in beer and heat processed food arising from lipid oxidation. Polish journal of microbiology. 2005; 54 Suppl(?):47-52. doi: ". [PMID: 16457380]
  • Elena Chiarpotto, Laura Castello, Gabriella Leonarduzzi, Fiorella Biasi And, Giuseppe Poli. Role of 4-hydroxy-2,3-nonenal in the pathogenesis of fibrosis. BioFactors (Oxford, England). 2005; 24(1-4):229-36. doi: 10.1002/biof.5520240127. [PMID: 16403983]
  • Rosa M F Cardoso, Douglas S Daniels, Christopher M Bruns, John A Tainer. Characterization of the electrophile binding site and substrate binding mode of the 26-kDa glutathione S-transferase from Schistosoma japonicum. Proteins. 2003 Apr; 51(1):137-46. doi: 10.1002/prot.10345. [PMID: 12596270]
  • Catherine Liégeois, Nicolas Meurens, Camille Badot, Sonia Collin. Release of deuterated (E)-2-nonenal during beer aging from labeled precursors synthesized before boiling. Journal of agricultural and food chemistry. 2002 Dec; 50(26):7634-8. doi: 10.1021/jf020617v. [PMID: 12475282]
  • S Haze, Y Gozu, S Nakamura, Y Kohno, K Sawano, H Ohta, K Yamazaki. 2-Nonenal newly found in human body odor tends to increase with aging. The Journal of investigative dermatology. 2001 Apr; 116(4):520-4. doi: 10.1046/j.0022-202x.2001.01287.x. [PMID: 11286617]
  • M A Rossi, C Di Mauro, M U Dianzani. Experimental studies on the mechanism of phospholipase C activation by the lipid peroxidation products 4-hydroxynonenal and 2-nonenal. International journal of tissue reactions. 2001; 23(2):45-50. doi: ". [PMID: 11447772]
  • M A Rossi, M U Dianzani. Action of 2-nonenal and 4-hydroxynonenal on phosphoinositide-specific phosopholipase C in undifferentiated and DMSO-differentiated HL-60 cells. Cell biochemistry and function. 2000 Sep; 18(3):209-14. doi: 10.1002/1099-0844(200009)18:3<209::aid-cbf874>3.0.co;2-k. [PMID: 10965358]
  • G Barrera, S Pizzimenti, A Serra, V M Fazio, R A Canuto, M U Dianzani. Effect of bioactive aldehydes on cell proliferation and c-myc expression in HL-60 human leukemic cells. Cancer detection and prevention. 2000; 24(3):244-51. doi: ". [PMID: 10975286]
  • S Noël, C Liégeois, G Lermusieau, E Bodart, C Badot, S Collin. Release of deuterated nonenal during beer aging from labeled precursors synthesized in the boiling kettle. Journal of agricultural and food chemistry. 1999 Oct; 47(10):4323-6. doi: 10.1021/jf990211r. [PMID: 10552809]
  • T Ogihara, K Hirano, T Morinobu, H S Kim, M Hiroi, H Ogihara, H Tamai. Raised concentrations of aldehyde lipid peroxidation products in premature infants with chronic lung disease. Archives of disease in childhood. Fetal and neonatal edition. 1999 Jan; 80(1):F21-5. doi: 10.1136/fn.80.1.f21. [PMID: 10325806]
  • M Grootveld, M D Atherton, A N Sheerin, J Hawkes, D R Blake, T E Richens, C J Silwood, E Lynch, A W Claxson. In vivo absorption, metabolism, and urinary excretion of alpha,beta-unsaturated aldehydes in experimental animals. Relevance to the development of cardiovascular diseases by the dietary ingestion of thermally stressed polyunsaturate-rich culinary oils. The Journal of clinical investigation. 1998 Mar; 101(6):1210-8. doi: 10.1172/jci1314. [PMID: 9502761]
  • H Chen, M R Juchau. Inhibition of embryonic retinoic acid synthesis by aldehydes of lipid peroxidation and prevention of inhibition by reduced glutathione and glutathione S-transferases. Free radical biology & medicine. 1998 Feb; 24(3):408-17. doi: 10.1016/s0891-5849(97)00272-4. [PMID: 9438553]
  • M Atherton, C Silwood, E Lynch, M Grootveld. In vivo absorption and metabolism of alpha,beta-unsaturated aldehydes generated in polyunsaturate-rich culinary oils during episodes of thermal stressing. Biochemical Society transactions. 1997 Aug; 25(3):494S. doi: 10.1042/bst025494s. [PMID: 9388715]
  • M A Rossi, F Fidale, C Di Mauro, H Esterbauer, M U Dianzani. Effect of 4-hydroxy-2,3-trans-nonenal and related aldehydes on phospholipase C activity of rat neutrophils. International journal of tissue reactions. 1993; 15(5):201-5. doi: NULL. [PMID: 8077089]
  • A Olivero, A Miglietta, E Gadoni, L Gabriel. Aldehyde-induced modifications of the microtubular system in 3T3 fibroblasts. Cell biochemistry and function. 1992 Mar; 10(1):19-26. doi: 10.1002/cbf.290100104. [PMID: 1576726]
  • A Miglietta, A Olivero, E Gadoni, L Gabriel. Effects of some aldehydes on brain microtubular protein. Chemico-biological interactions. 1991; 78(2):183-91. doi: 10.1016/0009-2797(91)90013-w. [PMID: 2040023]
  • R Canonero, A Martelli, U M Marinari, G Brambilla. Mutation induction in Chinese hamster lung V79 cells by five alk-2-enals produced by lipid peroxidation. Mutation research. 1990 Jun; 244(2):153-6. doi: 10.1016/0165-7992(90)90065-r. [PMID: 2355937]
  • D R Spitz, R R Malcolm, R J Roberts. Cytotoxicity and metabolism of 4-hydroxy-2-nonenal and 2-nonenal in H2O2-resistant cell lines. Do aldehydic by-products of lipid peroxidation contribute to oxidative stress?. The Biochemical journal. 1990 Apr; 267(2):453-9. doi: 10.1042/bj2670453. [PMID: 2334404]
  • K Hasegawa, K Fujimoto, T Kaneda, E N Frankel. Characterization of fluorescent products from reaction of methyl linoleate hydroperoxides with adenine in the presence of Fe2+ and ascorbic acid. Biochimica et biophysica acta. 1988 Oct; 962(3):371-6. doi: 10.1016/0005-2760(88)90267-6. [PMID: 3167087]