2-Decenal (BioDeep_00000017712)

 

Secondary id: BioDeep_00000875046

human metabolite PANOMIX_OTCML-2023 Endogenous Volatile Flavor Compounds natural product


代谢物信息卡片


trans-2-Decen-1-al (contaisn trans-2-decen-1-al diethyl acetal) (10\\% in ethanol); trans-2-Decenal

化学式: C10H18O (154.1357578)
中文名称: 反式-2-癸醛, 反式-2-癸烯醛, 2-癸烯醛, 反-2-癸烯醛
谱图信息: 最多检出来源 Homo sapiens(lipidomics) 0.71%

分子结构信息

SMILES: CCCCCCC/C=C/C([H])=O
InChI: InChI=1S/C10H18O/c1-2-3-4-5-6-7-8-9-10-11/h8-10H,2-7H2,1H3

描述信息

Constituent of essential oil of corianderand is also present in French fries, tomato, wheat bread, cooked meats, roasted pecans, roasted filbert and rice. Flavouring agent. 2-Decenal is found in many foods, some of which are herbs and spices, potato, animal foods, and garden tomato.
(2E)-dec-2-enal is a dec-2-enal in which the olefinic double bond has E configuration. It has a role as an alarm pheromone, a nematicide and a mutagen.
2-Decenal is a natural product found in Vaccinium macrocarpon, Akebia trifoliata, and other organisms with data available.
2-Decenal is found in animal foods. 2-Decenal is a constituent of essential oil of coriander. Also present in French fries, tomato, wheat bread, cooked meats, roasted pecans, roasted filbert and rice. 2-Decenal is a flavouring agent

同义名列表

44 个代谢物同义名

trans-2-Decen-1-al (contaisn trans-2-decen-1-al diethyl acetal) (10\\% in ethanol); trans-2-Decenal; trans-2-Decenal, analytical standard; TRANS-2-DECEN-1-AL 10\\% IN ETHANOL; trans-2-Decenal, >=95\\%, FCC, FG; trans-2-Decenal, >=95.0\\% (GC); trans-2-Decenyl Aldehyde; trans-2-Decen-1-al,>93\\%; DECENALDEHYDE, TRANS-; (E)-2-DECENAL [FCC]; Decylenic aldehyde; TRANS-2-DECEN-1-AL; (E)-dec-2-en-1-al; 3-heptyl-acrolein; ?3-Heptylacrolein; 2-Decenal, (2E)-; (2E)-2-Decenal #; 3-Heptylacrolein; 2-DECENAL [FHFI]; trans-Dec-2-enal; Dec-2-enal, (E); 2-decenaldehyde; (2E)-dec-2-enal; trans-2-Decenal; 2-Decenal, (E)-; UNII-E93S23U2BU; dec-(e)-2-enal; (E)-Dec-2-enal; (2E)-2-Decenal; (E)-2-Decenal; Dec-2(E)-enal; Decenaldehyde; (2E)-decenal; Tox21_302302; 2(e)-decenal; 2-Decen-1-al; Dec-2-enal; E93S23U2BU; 2-Decenal; AI3-36267; FEMA 2366; FAL 10:1; decenal; t-2-DCA; 2-Decenal



数据库引用编号

23 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(2)

BioCyc(0)

PlantCyc(0)

代谢反应

2 个相关的代谢反应过程信息。

Reactome(2)

  • Olfactory Signaling Pathway: GTP + odorant:Olfactory Receptor:GNAL:GDP:GNB1:GNG13 ⟶ GDP + odorant:Olfactory Receptor:GNAL:GTP:GNB1:GNG13
  • Sensory Perception: GTP + odorant:Olfactory Receptor:GNAL:GDP:GNB1:GNG13 ⟶ GDP + odorant:Olfactory Receptor:GNAL:GTP:GNB1:GNG13

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

33 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

  • Qing Zhang, Jiaping Ke, Piaopiao Long, Mingchun Wen, Zisheng Han, Liang Zhang, Mengting Zhu. Formation of Furan from Linoleic Acid Thermal Oxidation: (E,E)-2,4-Decadienal as a Critical Intermediate Product. Journal of agricultural and food chemistry. 2024 Feb; 72(8):4384-4392. doi: 10.1021/acs.jafc.3c08604. [PMID: 38354408]
  • Binchen Wang, Shang Wang, Yi Wang, Sufang Zhang, Xinping Lin, Xianbing Xu, Chaofan Ji, Huipeng Liang, Liang Dong. Deep exploration of lipid oxidation into flavor compounds: A density functional theory study on (E)-2-decenal thermal oxidative reaction. Food chemistry. 2023 Dec; 428(?):136725. doi: 10.1016/j.foodchem.2023.136725. [PMID: 37399695]
  • K Walkowiak-Nowicka, J Mirek, Sz Chowański, R Sobkowiak, M Słocińska. Plant secondary metabolites as potential bioinsecticides? Study of the effects of plant-derived volatile organic compounds on the reproduction and behaviour of the pest beetle Tenebrio molitor. Ecotoxicology and environmental safety. 2023 Jun; 257(?):114951. doi: 10.1016/j.ecoenv.2023.114951. [PMID: 37116454]
  • 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]
  • Robert Sobkowiak, Natalia Bojarska, Emilia Krzyżaniak, Karolina Wągiel, Nikoletta Ntalli. Chemoreception of botanical nematicides by Meloidogyne incognita and Caenorhabditis elegans. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2018 Aug; 53(8):493-502. doi: 10.1080/03601234.2018.1462936. [PMID: 29708833]
  • Julio Mesa, Cristina Alsina, Udo Oppermann, Xavier Parés, Jaume Farrés, Sergio Porté. Human prostaglandin reductase 1 (PGR1): Substrate specificity, inhibitor analysis and site-directed mutagenesis. Chemico-biological interactions. 2015 Jun; 234(?):105-13. doi: 10.1016/j.cbi.2015.01.021. [PMID: 25619643]
  • Christina Harris, Sitra Abubeker, Mengmeng Yu, Tracy Leskey, Aijun Zhang. Semiochemical Production and Laboratory Behavior Response of the Brown Marmorated Stink Bug, Halyomorpha Halys. PloS one. 2015; 10(11):e0140876. doi: 10.1371/journal.pone.0140876. [PMID: 26528717]
  • Anja Lüth, Corinna Neuber, Burkhard Kleuser. Novel methods for the quantification of (2E)-hexadecenal by liquid chromatography with detection by either ESI QTOF tandem mass spectrometry or fluorescence measurement. Analytica chimica acta. 2012 Apr; 722(?):70-9. doi: 10.1016/j.aca.2012.01.063. [PMID: 22444536]
  • Katharina Domitila Petersen, Kim Karen Kleeberg, Gerhard Jahreis, Jan Fritsche. Assessment of the oxidative stability of conventional and high-oleic sunflower oil by means of solid-phase microextraction-gas chromatography. International journal of food sciences and nutrition. 2012 Mar; 63(2):160-9. doi: 10.3109/09637486.2011.609158. [PMID: 21854109]
  • 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]
  • Morten Hyldgaard, Tina Mygind, Rikke Louise Meyer. Essential oils in food preservation: mode of action, synergies, and interactions with food matrix components. Frontiers in microbiology. 2012; 3(?):12. doi: 10.3389/fmicb.2012.00012. [PMID: 22291693]
  • An Adams, Capucine Bouckaert, Fien Van Lancker, Bruno De Meulenaer, Norbert De Kimpe. Amino acid catalysis of 2-alkylfuran formation from lipid oxidation-derived α,β-unsaturated aldehydes. Journal of agricultural and food chemistry. 2011 Oct; 59(20):11058-62. doi: 10.1021/jf202448v. [PMID: 21928831]
  • Marie-Noëlle Binet, Diederik van Tuinen, Nicolas Deprêtre, Nathalie Koszela, Catherine Chambon, Silvio Gianinazzi. Arbuscular mycorrhizal fungi associated with Artemisia umbelliformis Lam, an endangered aromatic species in Southern French Alps, influence plant P and essential oil contents. Mycorrhiza. 2011 Aug; 21(6):523-535. doi: 10.1007/s00572-010-0354-y. [PMID: 21243378]
  • V F Furletti, I P Teixeira, G Obando-Pereda, R C Mardegan, A Sartoratto, G M Figueira, R M T Duarte, V L G Rehder, M C T Duarte, J F Höfling. Action of Coriandrum sativum L. Essential Oil upon Oral Candida albicans Biofilm Formation. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):985832. doi: 10.1155/2011/985832. [PMID: 21660258]
  • 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]
  • Françoise Fons, Didier Froissard, Jean-Marie Bessière, Bruno Buatois, Sylvie Rapior. Biodiversity of volatile organic compounds from five French ferns. Natural product communications. 2010 Oct; 5(10):1655-8. doi: ". [PMID: 21121267]
  • Clementina Mesaros, Bogdan G Gugiu, Rong Zhou, Seon Hwa Lee, Jaewoo Choi, James Laird, Ian A Blair, Robert G Salomon. A 13-Oxo-9,10-epoxytridecenoate phospholipid analogue of the genotoxic 4,5-epoxy-2E-decenal: detection in vivo, chemical synthesis, and adduction with DNA. Chemical research in toxicology. 2010 Mar; 23(3):516-27. doi: 10.1021/tx9002484. [PMID: 20131875]
  • 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]
  • Junheon Kim, Sun-Mi Seo, Sang-Gil Lee, Sang-Chul Shin, Il-Kwon Park. Nematicidal activity of plant essential oils and components from coriander (Coriandrum sativum), Oriental sweetgum (Liquidambar orientalis), and valerian (Valeriana wallichii) essential oils against pine wood nematode (Bursaphelenchus xylophilus). Journal of agricultural and food chemistry. 2008 Aug; 56(16):7316-20. doi: 10.1021/jf800780f. [PMID: 18605734]
  • Sonia Ventanas, Mario Estevez, Ana I Andrés, Jorge Ruiz. Analysis of volatile compounds of Iberian dry-cured loins with different intramuscular fat contents using SPME-DED. Meat science. 2008 May; 79(1):172-80. doi: 10.1016/j.meatsci.2007.08.011. [PMID: 22062610]
  • G Luna, M T Morales, R Aparicio. Changes induced by UV radiation during virgin olive oil storage. Journal of agricultural and food chemistry. 2006 Jun; 54(13):4790-4. doi: 10.1021/jf0529262. [PMID: 16787029]
  • Cheng-Huang Dung, She-Ching Wu, Gow-Chin Yen. Genotoxicity and oxidative stress of the mutagenic compounds formed in fumes of heated soybean oil, sunflower oil and lard. Toxicology in vitro : an international journal published in association with BIBRA. 2006 Jun; 20(4):439-47. doi: 10.1016/j.tiv.2005.08.019. [PMID: 16216463]
  • Graham Eyres, Jean-Pierre Dufour, Gabrielle Hallifax, Subramaniam Sotheeswaran, Philip J Marriott. Identification of character-impact odorants in coriander and wild coriander leaves using gas chromatography-olfactometry (GCO) and comprehensive two-dimensional gas chromatography-time-of-flight mass spectrometry (GC x GC-TOFMS). Journal of separation science. 2005 Jun; 28(9-10):1061-74. doi: 10.1002/jssc.200500012. [PMID: 16013833]
  • 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]
  • A Jiménez, G Beltrán, M P Aguilera. Application of solid-phase microextraction to the analysis of volatile compounds in virgin olive oils. Journal of chromatography. A. 2004 Mar; 1028(2):321-4. doi: 10.1016/j.chroma.2003.11.096. [PMID: 15002398]
  • Isao Kubo, Ken-Ichi Fujita, Aya Kubo, Ken-Ichi Nihei, Christopher S Lunde. Modes of antifungal action of (2E)-alkenals against Saccharomyces cerevisiae. Journal of agricultural and food chemistry. 2003 Jul; 51(14):3951-7. doi: 10.1021/jf0211884. [PMID: 12822929]
  • Xuetong Fan, Kimberly J B Sokorai. Changes in volatile compounds of gamma-irradiated fresh cilantro leaves during cold storage. Journal of agricultural and food chemistry. 2002 Dec; 50(26):7622-6. doi: 10.1021/jf020584j. [PMID: 12475280]
  • 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]
  • S C Wu, G C Yen, F Sheu. Mutagenicity and identification of mutagenic compounds of fumes obtained from heating peanut oil. Journal of food protection. 2001 Feb; 64(2):240-5. doi: 10.4315/0362-028x-64.2.240. [PMID: 11271774]