30465_FLUKA (BioDeep_00000859899)

PANOMIX_OTCML-2023

代谢物信息卡片

4-01-00-03566 (Beilstein Handbook Reference)

化学式: C10H16O (152.12010859999998)
中文名称: 反,反-2,4-癸二烯醛, 2,4-癸二烯醛
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCC/C=C/C=C/C=O
InChI: InChI=1S/C10H16O/c1-2-3-4-5-6-7-8-9-10-11/h6-10H,2-5H2,1H3/b7-6+,9-8+

描述信息

trans,trans-2,4-Decadienal is a lipid peroxidation product of linolieic acid[1].
trans,trans-2,4-Decadienal is a lipid peroxidation product of linolieic acid[1].

同义名列表

30 个代谢物同义名

4-01-00-03566 (Beilstein Handbook Reference); trans,trans-2,4-Decadien-1-al; 2,4-Decadienal, trans,trans-; trans,trans-2,4-Decadienal; 2,4-Decadienal (natural); 2,4-Decadienal, (2E,4E)-; (2E,4E)-deca-2,4-dienal; (2E,4E)-2,4-Decadienal; 2,4-Decadienal, (E,E)-; (E,E)-2,4-Decadienal; trans-2,4-decadienal; 2,4-DECADIENAL (E,E); (2E,4E)-Decadienal; EINECS 219-114-9; EINECS 246-668-9; NCGC00090687-02; Deca-2,4-dienal; NCGC00090687-01; W313505_ALDRICH; 2,4-Decadienal; 180513_ALDRICH; FEMA No. 3135; ZINC02014252; LMFA06000057; 30465_FLUKA; BRN 1704897; CCRIS 4029; 30551-18-9; 25152-84-5; 2363-88-4

数据库引用编号

7 个数据库交叉引用编号

ChEBI: CHEBI:149547
PubChem: 5283349
ChEMBL: CHEMBL443949
CAS: 30551-18-9
CAS: 25152-84-5
CAS: 2363-88-4
medchemexpress: HY-W013627

分类词条

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)

34 个相关的物种来源信息

33090 冬葵果: -
33090 西红花: -
33090 桑寄生: -
33090 南瓜子: -
33090 土茯苓: -
33090 西河柳: -
33090 蛇床子: -
4217 牛蒡子: -
33090 南沙参: -
33090 海金沙: -
33090 苦杏仁: -
33090 荔枝核: -
33090 木棉花: -
33090 茺蔚子: -
33090 楮实子: -
33090 韭菜子: -
4054 人参叶: -
33090 苍耳子: -
33090 麻黄: -
33090 栀子: -
33090 羌活: -
33090 灵芝: -
33090 红花: -
33090 沙棘: -
33090 芥子: -
4047 芫荽: -
203717 防风: -
85864 厚朴: -
33090 柴胡: -
33090 昆布: -
33090 辣椒: -
3440 升麻: -
49840 Sophora flavescens [Syn. Sophora angustfolia]: -
33090 Plants: -

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]
Suzan Yalman, Tobias Trapp, Christina Vetter, Flavius Popa, Marco A Fraatz, Holger Zorn. Formation of a Meat-Like Flavor by Submerged Cultivated Laetiporus montanus. Journal of agricultural and food chemistry. 2023 May; 71(21):8083-8092. doi: 10.1021/acs.jafc.3c00542. [PMID: 37163258]
Caimeng Zhang, Yufei Hua, Xingfei Li, Xiangzhen Kong, Yeming Chen. Key volatile off-flavor compounds in peas (Pisum sativum L.) and their relations with the endogenous precursors and enzymes using soybean (Glycine max) as a reference. Food chemistry. 2020 Dec; 333(?):127469. doi: 10.1016/j.foodchem.2020.127469. [PMID: 32673955]
Huihui Sun, Xiaoxiang Peng, Chuan Li, Wei-Min Zhang, Jun Cao. Determination of 2,4-decadienal in edible oils using reversed-phase liquid chromatography and its application as an alternative indicator of lipid oxidation. Journal of food science. 2020 May; 85(5):1418-1426. doi: 10.1111/1750-3841.15132. [PMID: 32304227]
Yuxin Wang, Devon A Dattmore, Weicang Wang, Georg Pohnert, Stefanie Wolfram, Jianan Zhang, Ran Yang, Eric A Decker, Kin Sing Stephen Lee, Guodong Zhang. trans, trans-2,4-Decadienal, a lipid peroxidation product, induces inflammatory responses via Hsp90- or 14-3-3ζ-dependent mechanisms. The Journal of nutritional biochemistry. 2020 02; 76(?):108286. doi: 10.1016/j.jnutbio.2019.108286. [PMID: 31918337]
Francisco J Hidalgo, Rosario Zamora. 2,4-Alkadienal trapping by phenolics. Food chemistry. 2018 Oct; 263(?):89-95. doi: 10.1016/j.foodchem.2018.04.121. [PMID: 29784333]
Antonio Higinio Sánchez, Antonio López-López, Amparo Cortés-Delgado, Víctor Manuel Beato, Eduardo Medina, Antonio de Castro, Alfredo Montaño. Effect of post-fermentation and packing stages on the volatile composition of Spanish-style green table olives. Food chemistry. 2018 Jan; 239(?):343-353. doi: 10.1016/j.foodchem.2017.06.125. [PMID: 28873578]
Tanya Sabharwal, Kanagasabapathi Sathasivan, Mona C Mehdy. Defense related decadienal elicits membrane lipid remodeling in the diatom Phaeodactylum tricornutum. PloS one. 2017; 12(6):e0178761. doi: 10.1371/journal.pone.0178761. [PMID: 28582415]
Kao-Lu Pan, Wei-Jan Huang, Ming-Hua Hsu, Hui-Ling Lee, Huei-Ju Liu, Chia-Wei Cheng, Ming-Hsien Tsai, Mei-Ya Shen, Pinpin Lin. Identification of trans,trans-2,4-decadienal metabolites in mouse and human cells using liquid chromatography-mass spectrometry. Chemical research in toxicology. 2014 Oct; 27(10):1707-19. doi: 10.1021/tx500199b. [PMID: 25244621]
Pinpin Lin, Hui-Ling Lee, Hao-I Cheng, Chao-Yu Chen, Ming-Hsien Tsai, Huei-Ju Liu. Metabolomic profiling of mice urine and serum associated with trans-trans 2, 4-decadienal induced lung lesions by liquid chromatography-mass spectrometry. Analytical and bioanalytical chemistry. 2014 Jul; 406(17):4287-97. doi: 10.1007/s00216-014-7681-3. [PMID: 24577578]
M Gołębiowski, M Cerkowniak, A Urbanek, M Dawgul, W Kamysz, M I Boguś, D Sosnowska, P Stepnowski. Antimicrobial activity of untypical lipid compounds in the cuticular and internal lipids of four fly species. Journal of applied microbiology. 2014 Feb; 116(2):269-87. doi: 10.1111/jam.12370. [PMID: 24238211]
Pierluigi Caboni, Nadhem Aissani, Tiziana Cabras, Andrea Falqui, Roberto Marotta, Barbara Liori, Nikoletta Ntalli, Giorgia Sarais, Nicola Sasanelli, Graziella Tocco. Potent nematicidal activity of phthalaldehyde, salicylaldehyde, and cinnamic aldehyde against Meloidogyne incognita. Journal of agricultural and food chemistry. 2013 Feb; 61(8):1794-803. doi: 10.1021/jf305164m. [PMID: 23379671]
Mohamed A Farag, Ludger A Wessjohann. Volatiles profiling in medicinal licorice roots using steam distillation and solid-phase microextraction (SPME) coupled to chemometrics. Journal of food science. 2012 Nov; 77(11):C1179-84. doi: 10.1111/j.1750-3841.2012.02927.x. [PMID: 23126623]
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]
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]
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]
T Toyosaki. Rheological properties, oxidative stability, and tocopherol content during storage of fried dough made with Silky fowl egg: comparison with hen egg. Poultry science. 2010 May; 89(5):1009-14. doi: 10.3382/ps.2009-00025. [PMID: 20371854]
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]
Xiaochun Zhu, Xiaoxia Tang, Jianye Zhang, Gregory P Tochtrop, Vernon E Anderson, Lawrence M Sayre. Mass spectrometric evidence for the existence of distinct modifications of different proteins by 2(E),4(E)-decadienal. Chemical research in toxicology. 2010 Mar; 23(3):467-73. doi: 10.1021/tx900379a. [PMID: 20070074]
Makio Morita, Masako Tokita. Hydroxy radical, hexanal, and decadienal generation by autocatalysts in autoxidation of linoleate alone and with eleostearate. Lipids. 2008 Jul; 43(7):589-97. doi: 10.1007/s11745-008-3170-9. [PMID: 18493810]
Assaf Vardi, Kay D Bidle, Clifford Kwityn, Donald J Hirsh, Stephanie M Thompson, James A Callow, Paul Falkowski, Chris Bowler. A diatom gene regulating nitric-oxide signaling and susceptibility to diatom-derived aldehydes. Current biology : CB. 2008 Jun; 18(12):895-9. doi: 10.1016/j.cub.2008.05.037. [PMID: 18538570]
Emerenciana Gallardo, David P De Schutter, Rosario Zamora, Guy Derdelinckx, Freddy R Delvaux, Francisco J Hidalgo. Influence of lipids in the generation of phenylacetaldehyde in wort-related model systems. Journal of agricultural and food chemistry. 2008 May; 56(9):3155-9. doi: 10.1021/jf800094k. [PMID: 18386901]
Francisco J Hidalgo, Rosario Zamora. Conversion of phenylalanine into styrene by 2,4-decadienal in model systems. Journal of agricultural and food chemistry. 2007 Jun; 55(12):4902-6. doi: 10.1021/jf070527w. [PMID: 17488119]
Rosario Zamora, Emerenciana Gallardo, Francisco J Hidalgo. Strecker degradation of phenylalanine initiated by 2,4-decadienal or methyl 13-oxooctadeca-9,11-dienoate in model systems. Journal of agricultural and food chemistry. 2007 Feb; 55(4):1308-14. doi: 10.1021/jf062838x. [PMID: 17300152]
Quan Yuan, Xiaochun Zhu, Lawrence M Sayre. Chemical nature of stochastic generation of protein-based carbonyls: metal-catalyzed oxidation versus modification by products of lipid oxidation. Chemical research in toxicology. 2007 Jan; 20(1):129-39. doi: 10.1021/tx600270f. [PMID: 17226935]
She-Ching Wu, Gow-Chin Yen. Effects of cooking oil fumes on the genotoxicity and oxidative stress in human lung carcinoma (A-549) cells. Toxicology in vitro : an international journal published in association with BIBRA. 2004 Oct; 18(5):571-80. doi: 10.1016/j.tiv.2004.01.004. [PMID: 15251174]
Ana Paula M Loureiro, Ivan P de Arruda Campos, Osmar F Gomes, Paolo di Mascio, Marisa H G Medeiros. Structural characterization of diastereoisomeric ethano adducts derived from the reaction of 2'-deoxyguanosine with trans,trans-2,4-decadienal. Chemical research in toxicology. 2004 May; 17(5):641-9. doi: 10.1021/tx034225+. [PMID: 15144221]
Anna Cabré, Josefa Girona, Joan-C Vallvé, Mercedes Heras, Lluís Masana. Cytotoxic effects of the lipid peroxidation product 2,4-decadienal in vascular smooth muscle cells. Atherosclerosis. 2003 Aug; 169(2):245-50. doi: 10.1016/s0021-9150(03)00196-5. [PMID: 12921975]
Hossein Niknahad, Arno G Siraki, Adam Shuhendler, Sumsullah Khan, Shirley Teng, Giuseppe Galati, Elaine Easson, Raymond Poon, Peter J O'Brien. Modulating carbonyl cytotoxicity in intact rat hepatocytes by inhibiting carbonyl-metabolizing enzymes. I. Aliphatic alkenals. Chemico-biological interactions. 2003 Feb; 143-144(?):107-17. doi: 10.1016/s0009-2797(02)00185-0. [PMID: 12604195]
Yair Bezman, Florian Mayer, Gary R Takeoka, Ron G Buttery, Gad Ben-Oliel, Haim D Rabinowitch, Michael Naim. Differential effects of tomato (Lycopersicon esculentum mill) matrix on the volatility of important aroma compounds. Journal of agricultural and food chemistry. 2003 Jan; 51(3):722-6. doi: 10.1021/jf020892h. [PMID: 12537448]
Georg Pohnert. Phospholipase A2 activity triggers the wound-activated chemical defense in the diatom Thalassiosira rotula. Plant physiology. 2002 May; 129(1):103-11. doi: 10.1104/pp.010974. [PMID: 12011342]
P Spiteller, W Kern, J Reiner, G Spiteller. Aldehydic lipid peroxidation products derived from linoleic acid. Biochimica et biophysica acta. 2001 Apr; 1531(3):188-208. doi: 10.1016/s1388-1981(01)00100-7. [PMID: 11325611]
A P Loureiro, P Di Mascio, O F Gomes, M H Medeiros. trans,trans-2,4-decadienal-induced 1,N(2)-etheno-2'-deoxyguanosine adduct formation. Chemical research in toxicology. 2000 Jul; 13(7):601-9. doi: 10.1021/tx000004h. [PMID: 10898592]
V M Carvalho, F Asahara, P Di Mascio, I P de Arruda Campos, J Cadet, M H Medeiros. Novel 1,N(6)-etheno-2'-deoxyadenosine adducts from lipid peroxidation products. Chemical research in toxicology. 2000 May; 13(5):397-405. doi: 10.1021/tx9901682. [PMID: 10813657]
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V M Carvalho, P Di Mascio, I P de Arruda Campos, T Douki, J Cadet, M H Medeiros. Formation of 1,N6-etheno-2'-deoxyadenosine adducts by trans,trans-2, 4-Decadienal. Chemical research in toxicology. 1998 Sep; 11(9):1042-7. doi: 10.1021/tx9800710. [PMID: 9760278]
C Nappez, S Battu, J L Beneytout. trans,trans-2,4-decadienal: cytotoxicity and effect on glutathione level in human erythroleukemia (HEL) cells. Cancer letters. 1996 Jan; 99(1):115-9. doi: 10.1016/0304-3835(95)04045-5. [PMID: 8564922]
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]