Hex-3-en-1-al (BioDeep_00000227211)

Main id: BioDeep_00000001087

 

human metabolite


代谢物信息卡片


3-hexen-1-ol, (Z)-isomer

化学式: C6H12O (100.0888)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC/C=C\CCO
InChI: InChI=1S/C6H12O/c1-2-3-4-5-6-7/h3-4,7H,2,5-6H2,1H3

描述信息

Cis-Hex-3-en-1-ol or (Z)-3-Hexen-1-ol, also known as (3Z)-hex-3-en-1-ol or leaf alcohol, belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Thus, (Z)-3-hexen-1-ol is considered to be a fatty alcohol lipid molecule. (Z)-3-Hexen-1-ol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. It is a colorless oily Liquid with an intense grassy-green odor of freshly cut green grass and leaves. Cis-Hex-3-en-1-ol is produced in small amounts by most plants and it acts as an attractant to many predatory insects. Cis-3-Hexen-1-ol is a very important aroma compound that is used in fruit and vegetable flavors and in perfumes.
Hex-3-en-1-al, also known as 3-hexen-1-ol or cis-3-hexenol, is a member of the class of compounds known as fatty alcohols. Fatty alcohols are aliphatic alcohols consisting of a chain of a least six carbon atoms. Hex-3-en-1-al is soluble (in water) and an extremely weak acidic compound (based on its pKa). Hex-3-en-1-al can be found in burdock, which makes hex-3-en-1-al a potential biomarker for the consumption of this food product.

同义名列表

9 个代谢物同义名

3-hexen-1-ol, (Z)-isomer; 3-hexen-1-ol, (E)-isomer; cis-3-Hexen-1-ol; Hex-3-en-1-ol; Hex-3-en-1-al; cis-3-hexenol; (Z)-3-hexeno1; 3-hexen-1-ol; 3-Hexenol



数据库引用编号

7 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)

36 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

  • Yasuhiro Tanaka, Kenya Fujita, Minori Date, Bunta Watanabe, Kenji Matsui. Structure-activity relationship of volatile compounds that induce defense-related genes in maize seedlings. Plant signaling & behavior. 2023 Jul; ?(?):2234115. doi: 10.1080/15592324.2023.2234115. [PMID: 37454374]
  • Er-Tao Li, Han-Jia Wu, Jian-Hui Qin, Jing Luo, Ke-Bin Li, Ya-Zhong Cao, Shuai Zhang, Yu Peng, Jiao Yin. Involvement of Holotrichia parallela odorant-binding protein 3 in the localization of oviposition sites. International journal of biological macromolecules. 2023 May; ?(?):124744. doi: 10.1016/j.ijbiomac.2023.124744. [PMID: 37148950]
  • Gaia Stringari, Joan Villanueva, Antoni Rosell-Melé, Nuria Moraleda-Cibrián, Francesco Orsini, Gara Villalba, Xavier Gabarrell. Assessment of greenhouse emissions of the green bean through the static enclosure technique. The Science of the total environment. 2023 Feb; ?(?):162319. doi: 10.1016/j.scitotenv.2023.162319. [PMID: 36801412]
  • Yinyin Liao, Haibo Tan, Guotai Jian, Xiaochen Zhou, Luqiong Huo, Yongxia Jia, Lanting Zeng, Ziyin Yang. Herbivore-Induced (Z)-3-Hexen-1-ol is an Airborne Signal That Promotes Direct and Indirect Defenses in Tea (Camellia sinensis) under Light. Journal of agricultural and food chemistry. 2021 Nov; 69(43):12608-12620. doi: 10.1021/acs.jafc.1c04290. [PMID: 34677960]
  • Yunzhe Song, Changming Liu, Pumo Cai, Weibin Chen, Yaqing Guo, Jia Lin, Shufang Zhang. Host-Seeking Behavior of Aphidius gifuensis (Hymenoptera: Braconidae) Modulated by Chemical Cues Within a Tritrophic Context. Journal of insect science (Online). 2021 May; 21(3):. doi: 10.1093/jisesa/ieab036. [PMID: 34047335]
  • Qi Su, Fengbo Yang, Qinghe Zhang, Hong Tong, Yuan Hu, Xinyi Zhang, Wen Xie, Shaoli Wang, Qingjun Wu, Youjun Zhang. Defence priming in tomato by the green leaf volatile (Z)-3-hexenol reduces whitefly transmission of a plant virus. Plant, cell & environment. 2020 11; 43(11):2797-2811. doi: 10.1111/pce.13885. [PMID: 32955131]
  • Shuangling Hu, Qinghua Chen, Fei Guo, Mingle Wang, Hua Zhao, Yu Wang, Dejiang Ni, Pu Wang. (Z)-3-Hexen-1-ol accumulation enhances hyperosmotic stress tolerance in Camellia sinensis. Plant molecular biology. 2020 Jun; 103(3):287-302. doi: 10.1007/s11103-020-00992-2. [PMID: 32240472]
  • Aldo Tava, Elisa Biazzi, Domenico Ronga, Pinarosa Avato. Identification of the Volatile Components of Galium verum L. and Cruciata leavipes Opiz from the Western Italian Alps. Molecules (Basel, Switzerland). 2020 May; 25(10):. doi: 10.3390/molecules25102333. [PMID: 32429453]
  • Tingting Jing, Na Zhang, Ting Gao, Mingyue Zhao, Jieyang Jin, Yongxian Chen, Miaojing Xu, Xiaochun Wan, Wilfried Schwab, Chuankui Song. Glucosylation of (Z)-3-hexenol informs intraspecies interactions in plants: A case study in Camellia sinensis. Plant, cell & environment. 2019 04; 42(4):1352-1367. doi: 10.1111/pce.13479. [PMID: 30421786]
  • Adriano Lima, José Alberto Pereira, Ilton Baraldi, Ricardo Malheiro. Cooking impact in color, pigments and volatile composition of grapevine leaves (Vitis vinifera L. var. Malvasia Fina and Touriga Franca). Food chemistry. 2017 Apr; 221(?):1197-1205. doi: 10.1016/j.foodchem.2016.11.039. [PMID: 27979078]
  • Z-J Xin, X-W Li, L Bian, X-L Sun. Tea green leafhopper, Empoasca vitis, chooses suitable host plants by detecting the emission level of (3Z)-hexenyl acetate. Bulletin of entomological research. 2017 Feb; 107(1):77-84. doi: 10.1017/s000748531600064x. [PMID: 27444230]
  • Yuqian Zhang, Xiumin Fu, Feiyan Wang, Ziyin Yang. Spatial differences in (Z)-3-hexen-1-ol production preferentially reduces Spodoptera litura larva attack on the young leaves of Nicotiana benthamiana. Plant science : an international journal of experimental plant biology. 2016 Nov; 252(?):367-373. doi: 10.1016/j.plantsci.2016.08.016. [PMID: 27717473]
  • Ricardo Malheiro, Susana Casal, Sara C Cunha, Paula Baptista, José Alberto Pereira. Identification of leaf volatiles from olive (Olea europaea) and their possible role in the ovipositional preferences of olive fly, Bactrocera oleae (Rossi) (Diptera: Tephritidae). Phytochemistry. 2016 Jan; 121(?):11-9. doi: 10.1016/j.phytochem.2015.10.005. [PMID: 26603276]
  • Jia Fan, Yong Zhang, Frédéric Francis, Dengfa Cheng, Jingrun Sun, Julian Chen. Orco mediates olfactory behaviors and winged morph differentiation induced by alarm pheromone in the grain aphid, Sitobion avenae. Insect biochemistry and molecular biology. 2015 Sep; 64(?):16-24. doi: 10.1016/j.ibmb.2015.07.006. [PMID: 26187252]
  • Krista L Ryall, Peter J Silk, Jeff Fidgen, Peter Mayo, Robert Lavallée, Claude Guertin, Taylor Scarr. Effects of Pheromone Release Rate and Trap Placement on Trapping of Agrilus planipennis (Coleoptera: Buprestidae) in Canada. Environmental entomology. 2015 Jun; 44(3):734-45. doi: 10.1093/ee/nvv048. [PMID: 26313980]
  • Pasquale Cascone, Luigi Iodice, Massimo E Maffei, Simone Bossi, Gen-Ichiro Arimura, Emilio Guerrieri. Tobacco overexpressing β-ocimene induces direct and indirect responses against aphids in receiver tomato plants. Journal of plant physiology. 2015 Jan; 173(?):28-32. doi: 10.1016/j.jplph.2014.08.011. [PMID: 25462075]
  • Nicole K Richards-Henderson, Andrew T Pham, Benjamin B Kirk, Cort Anastasio. Secondary organic aerosol from aqueous reactions of green leaf volatiles with organic triplet excited states and singlet molecular oxygen. Environmental science & technology. 2015 Jan; 49(1):268-76. doi: 10.1021/es503656m. [PMID: 25426693]
  • L Bian, X L Sun, X M Cai, Z M Chen. Slow Release of Plant Volatiles Using Sol-Gel Dispensers. Journal of economic entomology. 2014 12; 107(6):2023-9. doi: 10.1603/ec14054. [PMID: 26470065]
  • Damon J Crook, Joseph A Francese, Michael L Rietz, David R Lance, Helen M Hull-Sanders, Victor C Mastro, Peter J Silk, Krista L Ryall. Improving detection tools for emerald ash borer (Coleoptera: Buprestidae): comparison of multifunnel traps, prism traps, and lure types at varying population densities. Journal of economic entomology. 2014 Aug; 107(4):1496-501. doi: 10.1603/ec14041. [PMID: 25195441]
  • József Vuts, Lorenzo Furlan, Éva Bálintné Csonka, Christine M Woodcock, John C Caulfield, Patrick Mayon, John A Pickett, Michael A Birkett, Miklós Tóth. Development of a female attractant for the click beetle pest Agriotes brevis. Pest management science. 2014 Apr; 70(4):610-4. doi: 10.1002/ps.3589. [PMID: 23749439]
  • Ariaki Murata, Ulrich H Engelhardt, Peter Fleischmann, Keita Yamada, Naohiro Yoshida, Dieter Juchelka, Andreas Hilkert, Toshiyuki Ohnishi, Naoharu Watanabe, Peter Winterhalter. Purification and gas chromatography-combustion-isotope ratio mass spectrometry of aroma compounds from green tea products and comparison to bulk analysis. Journal of agricultural and food chemistry. 2013 Nov; 61(47):11321-5. doi: 10.1021/jf403605a. [PMID: 24206364]
  • Rika Ozawa, Kaori Shiojiri, Kenji Matsui, Junji Takabayashi. Intermittent exposure to traces of green leaf volatiles triggers the production of (Z)-3-hexen-1-yl acetate and (Z)-3-hexen-1-ol in exposed plants. Plant signaling & behavior. 2013 Nov; 8(11):e27013. doi: 10.4161/psb.27013. [PMID: 24301200]
  • Daihua Hu, Juntao Feng, Zhihui Wang, Hua Wu, Xing Zhang. Effect of nine plant volatiles in the field on the sex pheromones of Leguminivora glycinivorella. Natural product communications. 2013 Mar; 8(3):393-6. doi: ". [PMID: 23678819]
  • Jurgen Engelberth, Claudia Fabiola Contreras, Chinmay Dalvi, Ting Li, Marie Engelberth. Early transcriptome analyses of Z-3-Hexenol-treated zea mays revealed distinct transcriptional networks and anti-herbivore defense potential of green leaf volatiles. PloS one. 2013; 8(10):e77465. doi: 10.1371/journal.pone.0077465. [PMID: 24155960]
  • Joseph Braasch, Gina M Wimp, Ian Kaplan. Testing for phytochemical synergism: arthropod community responses to induced plant volatile blends across crops. Journal of chemical ecology. 2012 Oct; 38(10):1264-75. doi: 10.1007/s10886-012-0202-y. [PMID: 23090849]
  • Jeremy F McRae, Joel D Mainland, Sara R Jaeger, Kaylin A Adipietro, Hiroaki Matsunami, Richard D Newcomb. Genetic variation in the odorant receptor OR2J3 is associated with the ability to detect the "grassy" smelling odor, cis-3-hexen-1-ol. Chemical senses. 2012 Sep; 37(7):585-93. doi: 10.1093/chemse/bjs049. [PMID: 22714804]
  • Xiaohong Tong, Jinfeng Qi, Xudong Zhu, Bizeng Mao, Longjun Zeng, Baohui Wang, Qun Li, Guoxin Zhou, Xiaojing Xu, Yonggen Lou, Zuhua He. The rice hydroperoxide lyase OsHPL3 functions in defense responses by modulating the oxylipin pathway. The Plant journal : for cell and molecular biology. 2012 Sep; 71(5):763-75. doi: 10.1111/j.1365-313x.2012.05027.x. [PMID: 22519706]
  • Pengyan Li, Junwei Zhu, Yuchuan Qin. Enhanced attraction of Plutella xylostella (Lepidoptera: Plutellidae) to pheromone-baited traps with the addition of green leaf volatiles. Journal of economic entomology. 2012 Aug; 105(4):1149-56. doi: 10.1603/ec11109. [PMID: 22928292]
  • Yogeswaran Umasankar, Glen C Rains, Ramaraja P Ramasamy. Electroanalytical studies on green leaf volatiles for potential sensor development. The Analyst. 2012 Jul; 137(13):3138-45. doi: 10.1039/c2an35350d. [PMID: 22634711]
  • Elisa Pellegrini, Pier Luigi Cioni, Alessandra Francini, Giacomo Lorenzini, Cristina Nali, Guido Flamini. Volatiles emission patterns in poplar clones varying in response to ozone. Journal of chemical ecology. 2012 Jul; 38(7):924-32. doi: 10.1007/s10886-012-0162-2. [PMID: 22811004]
  • Andre F Cruz, Chantal Hamel, Chao Yang, Tomoko Matsubara, Yantai Gan, Asheesh K Singh, Kousaku Kuwada, Takaaki Ishii. Phytochemicals to suppress Fusarium head blight in wheat-chickpea rotation. Phytochemistry. 2012 Jun; 78(?):72-80. doi: 10.1016/j.phytochem.2012.03.003. [PMID: 22520499]
  • Mitsuo Miyazawa, Shunsuke Hashidume, Toshiyuki Takahashi, Tohru Kikuchi. Aroma evaluation of gamazumi (Viburnum dilatatum) by aroma extract dilution analysis and odour activity value. Phytochemical analysis : PCA. 2012 May; 23(3):208-13. doi: 10.1002/pca.1344. [PMID: 21858881]
  • Damon J Crook, Ashot Khrimian, Allard Cossé, Ivich Fraser, Victor C Mastro. Influence of trap color and host volatiles on capture of the emerald ash borer (Coleoptera: Buprestidae). Journal of economic entomology. 2012 Apr; 105(2):429-37. doi: 10.1603/ec11204. [PMID: 22606813]
  • Martin von Arx, Daniela Schmidt-Büsser, Patrick M Guerin. Plant volatiles enhance behavioral responses of grapevine moth males, Lobesia botrana to sex pheromone. Journal of chemical ecology. 2012 Feb; 38(2):222-5. doi: 10.1007/s10886-012-0068-z. [PMID: 22323083]
  • Robert W H M Van Tol, Denny J Bruck, Frans C Griepink, Willem Jan De Kogel. Field attraction of the vine weevil Otiorhynchus sulcatus to kairomones. Journal of economic entomology. 2012 Feb; 105(1):169-75. doi: 10.1603/ec11248. [PMID: 22420269]
  • Georg Dierkes, Annette Bongartz, Helmut Guth, Heiko Hayen. Quality evaluation of olive oil by statistical analysis of multicomponent stable isotope dilution assay data of aroma active compounds. Journal of agricultural and food chemistry. 2012 Jan; 60(1):394-401. doi: 10.1021/jf203406s. [PMID: 22117816]
  • Kenji Matsui, Kohichi Sugimoto, Jun'ichi Mano, Rika Ozawa, Junji Takabayashi. Differential metabolisms of green leaf volatiles in injured and intact parts of a wounded leaf meet distinct ecophysiological requirements. PloS one. 2012; 7(4):e36433. doi: 10.1371/journal.pone.0036433. [PMID: 22558466]
  • Shao-Hua Gu, Song-Ying Wang, Xue-Ying Zhang, Ping Ji, Jing-Tao Liu, Gui-Rong Wang, Kong-Ming Wu, Yu-Yuan Guo, Jing-Jiang Zhou, Yong-Jun Zhang. Functional characterizations of chemosensory proteins of the alfalfa plant bug Adelphocoris lineolatus indicate their involvement in host recognition. PloS one. 2012; 7(8):e42871. doi: 10.1371/journal.pone.0042871. [PMID: 22900060]
  • Nina Deisig, Jan Kropf, Simon Vitecek, Delphine Pevergne, Angela Rouyar, Jean-Christophe Sandoz, Philippe Lucas, Christophe Gadenne, Sylvia Anton, Romina Barrozo. Differential interactions of sex pheromone and plant odour in the olfactory pathway of a male moth. PloS one. 2012; 7(3):e33159. doi: 10.1371/journal.pone.0033159. [PMID: 22427979]
  • Sufang Zhang, Jianing Wei, Le Kang. Transcriptional analysis of Arabidopsis thaliana response to lima bean volatiles. PloS one. 2012; 7(4):e35867. doi: 10.1371/journal.pone.0035867. [PMID: 22558246]
  • Jiao Yin, Honglin Feng, Hongyan Sun, Jinghui Xi, Yazhong Cao, Kebin Li. Functional analysis of general odorant binding protein 2 from the meadow moth, Loxostege sticticalis L. (Lepidoptera: Pyralidae). PloS one. 2012; 7(3):e33589. doi: 10.1371/journal.pone.0033589. [PMID: 22479417]
  • Fang Dong, Ziyin Yang, Susanne Baldermann, Yasushi Sato, Tatsuo Asai, Naoharu Watanabe. Herbivore-induced volatiles from tea (Camellia sinensis) plants and their involvement in intraplant communication and changes in endogenous nonvolatile metabolites. Journal of agricultural and food chemistry. 2011 Dec; 59(24):13131-5. doi: 10.1021/jf203396a. [PMID: 22077631]
  • Tatsuo Watanabe, Miho Fujihara, Eri Murakami, Michio Miyoshi, Yuki Tanaka, Satoshi Koba, Hiroto Tachibana. Green odor and depressive-like state in rats: toward an evidence-based alternative medicine?. Behavioural brain research. 2011 Oct; 224(2):290-6. doi: 10.1016/j.bbr.2011.06.001. [PMID: 21684308]
  • Dariusz Piesik, Grzegorz Lemńczyk, Agata Skoczek, Robert Lamparski, Jan Bocianowski, Karol Kotwica, Kevin J Delaney. Fusarium infection in maize: volatile induction of infected and neighboring uninfected plants has the potential to attract a pest cereal leaf beetle, Oulema melanopus. Journal of plant physiology. 2011 Sep; 168(13):1534-42. doi: 10.1016/j.jplph.2011.01.032. [PMID: 21492953]
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