(E)-2-octenal (BioDeep_00000013870)

Main id: BioDeep_00000629903

 

human metabolite Endogenous


代谢物信息卡片


2-Octenal, (e)-isomer

化学式: C8H14O (126.10445940000001)
中文名称: E-2-辛烯醛, 2-辛烯醛
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCC=CC=O
InChI: InChI=1S/C8H14O/c1-2-3-4-5-6-7-8-9/h6-8H,2-5H2,1H3

描述信息

Oct-2-en-1-al, also known as 2-octenal or oct-(E)-2-enal, is a member of the class of compounds known as medium-chain aldehydes. Medium-chain aldehydes are an aldehyde with a chain length containing between 6 and 12 carbon atoms. Oct-2-en-1-al is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Oct-2-en-1-al can be found in black walnut and burdock, which makes oct-2-en-1-al a potential biomarker for the consumption of these food products. Oct-2-en-1-al can be found primarily in feces and urine.
(E)-2-octenal is a flavoring ingredient for improving the aroma and flavor of cherries, dairy products, nuts, and meat. It is a colorless to slightly yellow liquid with fresh cucumber, fragrant herbs, banana leaf-like flavor. The boiling point of (E)-2-octenal (CAS 2548-87-0) is 84-86 degree Celcius, and when heated to decomposition it emits acrid smoke and irritating vapours.

同义名列表

20 个代谢物同义名

2-Octenal, (e)-isomer; 2-Octenal, (Z)-isomer; trans-2-Octen-1-al; trans-Octen-2-al; trans-Oct-2-enal; (e)-2-Octen-1-al; (2E)-Oct-2-enal; 2-trans-Octenal; trans-2-Octenal; Octene-1-oxide; (2E)-2-Octenal; (e)-Oct-2-enal; Oct-(e)-2-enal; 2-(e)-Octenal; Oct-2(e)-enal; Oct-2-en-1-al; (E)-2-octenal; 2-octen-1-al; oct-2-enal; 2-octenal



数据库引用编号

16 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(0)

代谢反应

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

  • prodigiosin biosynthesis: 2-methyl-3-pentyl-1H-pyrrole + 4-methoxy-2,2'-bipyrrole-5-carbaldehyde + ATP ⟶ ADP + H+ + phosphate + prodigiosin

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

13 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

  • Yi Hong, Qingxia Zheng, Lingtong Cheng, Pingping Liu, Guoyun Xu, Hui Zhang, Peijian Cao, Huina Zhou. Identification and characterization of TMV-induced volatile signals in Nicotiana benthamiana: evidence for JA/ET defense pathway priming in congeneric neighbors via airborne (E)-2-octenal. Functional & integrative genomics. 2023 Aug; 23(3):272. doi: 10.1007/s10142-023-01203-z. [PMID: 37568053]
  • Jianwei Chen, Yaojia Lu, Xinyi Ye, Mahmoud Emam, Huawei Zhang, Hong Wang. Current advances in Vibrio harveyi quorum sensing as drug discovery targets. European journal of medicinal chemistry. 2020 Dec; 207(?):112741. doi: 10.1016/j.ejmech.2020.112741. [PMID: 32871343]
  • Orna Liarzi, Marina Benichis, Abraham Gamliel, David Ezra. trans-2-Octenal, a single compound of a fungal origin, controls Sclerotium rolfsii, both in vitro and in soil. Pest management science. 2020 Jun; 76(6):2068-2071. doi: 10.1002/ps.5744. [PMID: 31943663]
  • Martina Havlikova, Tereza Bosakova, Georg Petschenka, Radomir Cabala, Alice Exnerova, Zuzana Bosakova. Analysis of defensive secretion of a milkweed bug Lygaeus equestris by 1D GC-MS and GC×GC-MS: sex differences and host-plant effect. Scientific reports. 2020 02; 10(1):3092. doi: 10.1038/s41598-020-60056-9. [PMID: 32080314]
  • Antonio Raffo, Maurizio Masci, Elisabetta Moneta, Stefano Nicoli, José Sánchez Del Pulgar, Flavio Paoletti. Characterization of volatiles and identification of odor-active compounds of rocket leaves. Food chemistry. 2018 Feb; 240(?):1161-1170. doi: 10.1016/j.foodchem.2017.08.009. [PMID: 28946238]
  • John F Anderson, Francis J Ferrandino, Michael P Vasil, Robert H Bedoukian, Marie Maher, Karen Mckenzie. Relatively Small Quantities of CO2, Ammonium Bicarbonate, and a Blend of (E)-2-Hexenal Plus (E)-2-Octenal Attract Bed Bugs (Hemiptera: Cimicidae). Journal of medical entomology. 2017 03; 54(2):362-367. doi: 10.1093/jme/tjw189. [PMID: 28399295]
  • Joelle F Olson, Leonard M Ver Vers, Roger D Moon, Stephen A Kells. Two compounds in bed bug feces are sufficient to elicit off-host aggregation by bed bugs, Cimex lectularius. Pest management science. 2017 Jan; 73(1):198-205. doi: 10.1002/ps.4286. [PMID: 27060680]
  • Francisco J Hidalgo, Rosario Zamora. 2-Alkenal-scavenging ability of m-diphenols. Food chemistry. 2014 Oct; 160(?):118-26. doi: 10.1016/j.foodchem.2014.03.071. [PMID: 24799217]
  • Tolgahan Kocadağlı, Neslihan Göncüoğlu, Aytül Hamzalıoğlu, Vural Gökmen. In depth study of acrylamide formation in coffee during roasting: role of sucrose decomposition and lipid oxidation. Food & function. 2012 Sep; 3(9):970-5. doi: 10.1039/c2fo30038a. [PMID: 22796869]
  • In Hee Cho, Hyun Jeong Lee, Young-Suk Kim. Differences in the volatile compositions of ginseng species (Panax sp.). Journal of agricultural and food chemistry. 2012 Aug; 60(31):7616-22. doi: 10.1021/jf301835v. [PMID: 22804575]
  • Hiroshi M Ueno, Makoto Shiota, Noriko Ueda, Tomoyuki Isogai, Toshiya Kobayashi. Iron-lactoferrin complex reduces iron-catalyzed off-flavor formation in powdered milk with added fish oil. Journal of food science. 2012 Aug; 77(8):C853-8. doi: 10.1111/j.1750-3841.2012.02809.x. [PMID: 22860577]
  • Pierluigi Caboni, Nikoletta G Ntalli, Nadhem Aissani, Ivana Cavoski, Alberto Angioni. Nematicidal activity of (E,E)-2,4-decadienal and (E)-2-decenal from Ailanthus altissima against Meloidogyne javanica. Journal of agricultural and food chemistry. 2012 Feb; 60(4):1146-51. doi: 10.1021/jf2044586. [PMID: 22224661]
  • Tapan Kumar Mohanta, Andrea Occhipinti, Simon Atsbaha Zebelo, Maria Foti, Judith Fliegmann, Simone Bossi, Massimo E Maffei, Cinzia M Bertea. Ginkgo biloba responds to herbivory by activating early signaling and direct defenses. PloS one. 2012; 7(3):e32822. doi: 10.1371/journal.pone.0032822. [PMID: 22448229]
  • Aly S Derbalah. Efficacy of some botanical extracts against Trogoderma granarium in wheat grains with toxicity evaluation. TheScientificWorldJournal. 2012; 2012(?):639854. doi: 10.1100/2012/639854. [PMID: 22606054]
  • Ingrid Elisia, David D Kitts. Quantification of hexanal as an index of lipid oxidation in human milk and association with antioxidant components. Journal of clinical biochemistry and nutrition. 2011 Nov; 49(3):147-52. doi: 10.3164/jcbn.10-142. [PMID: 22128211]
  • Taiko Miyasaki, Makiko Hamaguchi, Shiho Yokoyama. Change of volatile compounds in fresh fish meat during ice storage. Journal of food science. 2011 Nov; 76(9):C1319-25. doi: 10.1111/j.1750-3841.2011.02388.x. [PMID: 22416694]
  • André Moreira Neto Silva, Ana Carolina Borralho, Sónia Andreia Pinho, M Rosário M Domingues, Pedro Domingues. Cross-oxidation of angiotensin II by glycerophosphatidylcholine oxidation products. Rapid communications in mass spectrometry : RCM. 2011 May; 25(10):1413-21. doi: 10.1002/rcm.5006. [PMID: 21504007]
  • Tatjana Abaffy, Anthony R Defazio. The location of olfactory receptors within olfactory epithelium is independent of odorant volatility and solubility. BMC research notes. 2011 May; 4(?):137. doi: 10.1186/1756-0500-4-137. [PMID: 21548958]
  • Natsuki Otaki, Miho Chikazawa, Ritsuko Nagae, Yuki Shimozu, Takahiro Shibata, Sohei Ito, Yoshinari Takasaki, Junichi Fujii, Koji Uchida. Identification of a lipid peroxidation product as the source of oxidation-specific epitopes recognized by anti-DNA autoantibodies. The Journal of biological chemistry. 2010 Oct; 285(44):33834-42. doi: 10.1074/jbc.m110.165175. [PMID: 20736172]
  • Arati A Inamdar, Prakash Masurekar, Joan Wennstrom Bennett. Neurotoxicity of fungal volatile organic compounds in Drosophila melanogaster. Toxicological sciences : an official journal of the Society of Toxicology. 2010 Oct; 117(2):418-26. doi: 10.1093/toxsci/kfq222. [PMID: 20643751]
  • Maria Luisa Ruiz del Castillo, Gema Flores, Gracia Patricia Blanch. Exogenous methyl jasmonate diminishes the formation of lipid-derived compounds in boiled potato (Solanum tuberosum L.). Journal of the science of food and agriculture. 2010 Oct; 90(13):2263-7. doi: 10.1002/jsfa.4080. [PMID: 20632383]
  • Vincent Harraca, Camilla Ryne, Rickard Ignell. Nymphs of the common bed bug (Cimex lectularius) produce anti-aphrodisiac defence against conspecific males. BMC biology. 2010 Sep; 8(?):121. doi: 10.1186/1741-7007-8-121. [PMID: 20828381]
  • Yichi Xu, Sheryl Barringer. Comparison of tomatillo and tomato volatile compounds in the headspace by selected ion flow tube mass spectrometry (SIFT-MS). Journal of food science. 2010 Apr; 75(3):C268-73. doi: 10.1111/j.1750-3841.2010.01537.x. [PMID: 20492278]
  • Yichi Xu, Sheryl Barringer. Effect of temperature on lipid-related volatile production in tomato puree. Journal of agricultural and food chemistry. 2009 Oct; 57(19):9108-13. doi: 10.1021/jf902192r. [PMID: 19743856]
  • 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]
  • P Guedes De Pinho, Rui F Gonçalves, Patrícia Valentão, David M Pereira, Rosa M Seabra, Paula B Andrade, Mariana Sottomayor. Volatile composition of Catharanthus roseus (L.) G. Don using solid-phase microextraction and gas chromatography/mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2009 Apr; 49(3):674-85. doi: 10.1016/j.jpba.2008.12.032. [PMID: 19186019]
  • Rosario Zamora, Francisco J Hidalgo. Contribution of lipid oxidation products to acrylamide formation in model systems. Journal of agricultural and food chemistry. 2008 Aug; 56(15):6075-80. doi: 10.1021/jf073047d. [PMID: 18624449]
  • Thalita Oliveira da Silva, Pedro Afonso de Paula Pereira. Influence of time, surface-to-volume ratio, and heating process (continuous or intermittent) on the emission rates of selected carbonyl compounds during thermal oxidation of palm and soybean oils. Journal of agricultural and food chemistry. 2008 May; 56(9):3129-35. doi: 10.1021/jf0734525. [PMID: 18422332]
  • Katya V Petrova, Ravikumar S Jalluri, Ivan D Kozekov, Carmelo J Rizzo. Mechanism of 1,N2-etheno-2'-deoxyguanosine formation from epoxyaldehydes. Chemical research in toxicology. 2007 Nov; 20(11):1685-92. doi: 10.1021/tx7001433. [PMID: 17907786]
  • Patricio R Lozano, Maryanne Drake, Daniel Benitez, Keith R Cadwallader. Instrumental and sensory characterization of heat-induced odorants in aseptically packaged soy milk. Journal of agricultural and food chemistry. 2007 Apr; 55(8):3018-26. doi: 10.1021/jf0631225. [PMID: 17373812]
  • Richard Splivallo, Mara Novero, Cinzia M Bertea, Simone Bossi, Paola Bonfante. Truffle volatiles inhibit growth and induce an oxidative burst in Arabidopsis thaliana. The New phytologist. 2007; 175(3):417-424. doi: 10.1111/j.1469-8137.2007.02141.x. [PMID: 17635217]
  • L Battinelli, C Daniele, M Cristiani, G Bisignano, A Saija, G Mazzanti. In vitro antifungal and anti-elastase activity of some aliphatic aldehydes from Olea europaea L. fruit. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2006 Sep; 13(8):558-63. doi: 10.1016/j.phymed.2005.09.009. [PMID: 16920510]
  • Michael Stumpe, Julia Bode, Cornelia Göbel, Thomas Wichard, Andreas Schaaf, Wolfgang Frank, Markus Frank, Ralf Reski, Georg Pohnert, Ivo Feussner. Biosynthesis of C9-aldehydes in the moss Physcomitrella patens. Biochimica et biophysica acta. 2006 Mar; 1761(3):301-12. doi: 10.1016/j.bbalip.2006.03.008. [PMID: 16630744]
  • Minkui Luo, Evgeny A Fadeev, John T Groves. Membrane dynamics of the amphiphilic siderophore, acinetoferrin. Journal of the American Chemical Society. 2005 Feb; 127(6):1726-36. doi: 10.1021/ja044230f. [PMID: 15701007]
  • Mario Estévez, Sonia Ventanas, Rosario Ramírez, Ramón Cava. Analysis of volatiles in porcine liver pâtés with added sage and rosemary essential oils by using SPME-GC-MS. Journal of agricultural and food chemistry. 2004 Aug; 52(16):5168-74. doi: 10.1021/jf0496705. [PMID: 15291492]
  • Stephen M Boué, Betty Y Shih, Carol H Carter-Wientjes, Thomas E Cleveland. Identification of volatile compounds in soybean at various developmental stages using solid phase microextraction. Journal of agricultural and food chemistry. 2003 Aug; 51(17):4873-6. doi: 10.1021/jf030051q. [PMID: 12903938]
  • Aslaug Högnadóttir, Russell L Rouseff. Identification of aroma active compounds in orange essence oil using gas chromatography-olfactometry and gas chromatography-mass spectrometry. Journal of chromatography. A. 2003 May; 998(1-2):201-11. doi: 10.1016/s0021-9673(03)00524-7. [PMID: 12862384]
  • Joseph K Staples, Bryan S Krall, Robert J Bartelt, Douglas W Whitman. Chemical defense in the plant bug Lopidea robiniae (Uhler). Journal of chemical ecology. 2002 Mar; 28(3):601-15. doi: 10.1023/a:1014552414580. [PMID: 11944836]
  • D Trombetta, A Saija, G Bisignano, S Arena, S Caruso, G Mazzanti, N Uccella, F Castelli. Study on the mechanisms of the antibacterial action of some plant alpha,beta-unsaturated aldehydes. Letters in applied microbiology. 2002; 35(4):285-90. doi: 10.1046/j.1472-765x.2002.01190.x. [PMID: 12358689]
  • 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]
  • A J Townsend, S Leone-Kabler, R L Haynes, Y Wu, L Szweda, K D Bunting. Selective protection by stably transfected human ALDH3A1 (but not human ALDH1A1) against toxicity of aliphatic aldehydes in V79 cells. Chemico-biological interactions. 2001 Jan; 130-132(1-3):261-73. doi: 10.1016/s0009-2797(00)00270-2. [PMID: 11306050]
  • S Srivastava, S J Watowich, J M Petrash, S K Srivastava, A Bhatnagar. Structural and kinetic determinants of aldehyde reduction by aldose reductase. Biochemistry. 1999 Jan; 38(1):42-54. doi: 10.1021/bi981794l. [PMID: 9890881]
  • M Alaiz, S Barragán. Changes induced in bovine serum albumin following interactions with the lipid peroxidation product E-2-octenal. Chemistry and physics of lipids. 1995 Aug; 77(2):217-23. doi: 10.1016/0009-3084(95)02470-4. [PMID: 7586100]
  • M Alaiz, M Beppu, K Ohishi, K Kikugawa. Modification of delipidated apoprotein B of low density lipoprotein by lipid oxidation products in relation to macrophage scavenger receptor binding. Biological & pharmaceutical bulletin. 1994 Jan; 17(1):51-7. doi: 10.1248/bpb.17.51. [PMID: 8148817]
  • 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]
  • 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]
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