trans-beta-Farnesene (BioDeep_00000001010)

Main id: BioDeep_00000019564

 

human metabolite PANOMIX_OTCML-2023 Endogenous Volatile Flavor Compounds


代谢物信息卡片


TRANS-.BETA.-FARNESENE (CONSTITUENT OF CHAMOMILE) [DSC]

化学式: C15H24 (204.18779039999998)
中文名称: trans-β-Farnesene, β-法呢烯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C=CC(=C)CC/C=C(\C)/CC/C=C(\C)/C
InChI: InChI=1S/C15H24/c1-6-14(4)10-8-12-15(5)11-7-9-13(2)3/h6,9,12H,1,4,7-8,10-11H2,2-3,5H3/b15-12+

描述信息

Trans-beta-farnesene is a beta-farnesene in which the double bond at position 6-7 has E configuration. It is the major or sole alarm pheromone in most species of aphid. It has a role as an alarm pheromone and a metabolite.
beta-Farnesene is a natural product found in Nepeta nepetella, Eupatorium capillifolium, and other organisms with data available.
trans-beta-Farnesene, also known as (E)-β-Farnesene or (E)-7,11-Dimethyl-3-methylenedodeca-1,6,10-triene, is classified as a member of the Sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. trans-beta-Farnesene is a hydrocarbon lipid molecule.
(E)-β-Farnesene (trans-β-Farnesene) is a volatile sesquiterpene hydrocarbon which can be found in Phlomis aurea Decne essential oil. (E)-β-Farnesene can be used as a feeding stimulant for the sand fly Lutzomyia longipalpis[1][2].
(E)-β-Farnesene (trans-β-Farnesene) is a volatile sesquiterpene hydrocarbon which can be found in Phlomis aurea Decne essential oil. (E)-β-Farnesene can be used as a feeding stimulant for the sand fly Lutzomyia longipalpis[1][2].

同义名列表

51 个代谢物同义名

TRANS-.BETA.-FARNESENE (CONSTITUENT OF CHAMOMILE) [DSC]; 1,6,10-Dodecatriene, 7,11-dimethyl-3-methylene-, (6E)-; 1,6,10-Dodecatriene, 7,11-dimethyl-3-methylene-, (E)-; (6E)-7,11-dimethyl-3-methylidenedodeca-1,6,10-triene; (6E)-7,11-dimethyl-3-methylene-dodeca-1,6,10-triene; trans-7,11-Dimethyl-3-methylene-1,6,10-dodecatriene; (E)-7,11-dimethyl-3-methylene-dodeca-1,6,10-triene; (6E)-7,11-dimethyl-3-methylenedodeca-1,6,10-triene; (6E)-7,11-Dimethyl-3-methylene-1,6,10-dodecatriene; (E)-7,11-Dimethyl-3-methylenedodeca-1,6,10-triene; (E)-7,11-DIMETHYL-3-METHYLENE-1,6,10-DODECATRIENE; 1,6,10-Dodecatriene, 7,11-dimethyl-3-methylene-; 7,11-Dimethyl-3-methylene-1,6E,10-dodecatriene; 7,11-Dimethyl-3-methylene-1,6,10-dodecatriene; 7,11-Dimethyl-3-methylenedodeca-1,6,10-triene; trans-beta-Farnesene, analytical standard; JSNRRGGBADWTMC-UHFFFAOYSA-N; .BETA.-FARNESENE, (6E)-; (Z,E)-.beta.-Farnesene; TRANS-.BETA.-FARNESENE; FARNESENE, TRANS-BETA-; trans- beta -Farnesene; .BETA.-FARNESENE [MI]; beta-trans-farnesene; trans-beta-Farnesene; (E)-.beta.-Farnesene; (6E)-beta-farnesene; FARNESENE, .BETA.-; (E)-beta-farnesene; trans-β-Farnesene; b-trans-Farnesene; (E)-beta-Famesene; Β-trans-farnesene; trans-B-farnesene; (E)-|A-Farnesene; .beta.-Farnesene; E-beta-farnesene; trans--Farnesene; (E)-β-Farnesene; (e)-b-Farnesene; UNII-E5STW643HU; I(2)-farnesene; beta-Farnesene; Tox21_303792; b-farnesene; Β-farnesene; E5STW643HU; β-Farnesene; beta-Farnesene; beta-Farnesene; beta-Farnesene



数据库引用编号

20 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

56 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(53)

COVID-19 Disease Map(0)

PathBank(1)

PharmGKB(0)

165 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

  • Dalila Touhami, Adedayo O Mofikoya, Robbie D Girling, Ben Langford, Pawel K Misztal, Christian Pfrang. Atmospheric Degradation of Ecologically Important Biogenic Volatiles: Investigating the Ozonolysis of (E)-β-Ocimene, Isomers of α and β-Farnesene, α-Terpinene and 6-Methyl-5-Hepten-2-One, and Their Gas-Phase Products. Journal of chemical ecology. 2024 Jan; ?(?):. doi: 10.1007/s10886-023-01467-6. [PMID: 38195852]
  • Mansureh Ghavam. Phytochemical analysis and antibacterial/antifungal activity of the essential oil of Phlomis olivieri Benth in Iran. Inflammopharmacology. 2023 Mar; ?(?):. doi: 10.1007/s10787-023-01170-8. [PMID: 36884188]
  • Liliane Sena Pinheiro, Valter Viana Andrade-Neto, Marcio Mantuano-Barradas, Elisa Cavalcante Pereira, Rodrigo Cesar Fernandes Barbosa, Marcia Cristina Campos de Oliveira, Rubem Figueiredo Sadok Menna-Barreto, Edézio Ferreira Cunha-Júnior, Eduardo Caio Torres-Santos. Biological effects of trans, trans-farnesol in Leishmania amazonensis. Frontiers in cellular and infection microbiology. 2023; 13(?):1221246. doi: 10.3389/fcimb.2023.1221246. [PMID: 38035328]
  • Cuicui Yu, Shixi Gao, Mei Rong, Mengjun Xiao, Yanhong Xu, Jianhe Wei. Identification and characterization of novel sesquiterpene synthases TPS9 and TPS12 from Aquilaria sinensis. PeerJ. 2023; 11(?):e15818. doi: 10.7717/peerj.15818. [PMID: 37663295]
  • Azize Demirpolat. Chemical Composition of Essential Oils of Seven Polygonum Species from Turkey: A Chemotaxonomic Approach. Molecules (Basel, Switzerland). 2022 Dec; 27(24):. doi: 10.3390/molecules27249053. [PMID: 36558187]
  • Bing Wang, Wanying Dong, Huimin Li, Chiara D'Onofrio, Penghua Bai, Ruipeng Chen, Lulu Yang, Jinan Wu, Xiaoqing Wang, Bo Wang, Dong Ai, Wolfgang Knoll, Paolo Pelosi, Guirong Wang. Molecular basis of (E)-β-farnesene-mediated aphid location in the predator Eupeodes corollae. Current biology : CB. 2022 03; 32(5):951-962.e7. doi: 10.1016/j.cub.2021.12.054. [PMID: 35065682]
  • Xuan Song, Yao-Guo Qin, Yue Yin, Zheng-Xi Li. Identification and Behavioral Assays of Alarm Pheromone in the Vetch Aphid Megoura viciae. Journal of chemical ecology. 2021 Sep; 47(8-9):740-746. doi: 10.1007/s10886-021-01297-4. [PMID: 34347235]
  • Mojtaba Hosseini, Mohsen Mehrparvar, Sharon E Zytynska, Eduardo Hatano, Wolfgang W Weisser. Aphid alarm pheromone alters larval behaviour of the predatory gall midge, Aphidoletes aphidimyza and decreases intraguild predation by anthocorid bug, Orius laevigatus. Bulletin of entomological research. 2021 Aug; 111(4):445-453. doi: 10.1017/s0007485321000122. [PMID: 33663631]
  • Jinjin Li, Hao Hu, Yu Chen, Jing Xie, Jiawen Li, Tuo Zeng, Manqun Wang, Jing Luo, Riru Zheng, Maarten A Jongsma, Caiyun Wang. Tissue specificity of (E)-β-farnesene and germacrene D accumulation in pyrethrum flowers. Phytochemistry. 2021 Jul; 187(?):112768. doi: 10.1016/j.phytochem.2021.112768. [PMID: 33932787]
  • Jiahui Liu, Xiaojing Zhao, Yidi Zhan, Kang Wang, Frederic Francis, Yong Liu. New slow release mixture of (E)-β-farnesene with methyl salicylate to enhance aphid biocontrol efficacy in wheat ecosystem. Pest management science. 2021 Jul; 77(7):3341-3348. doi: 10.1002/ps.6378. [PMID: 33773020]
  • Tianqiong Shi, Yawen Li, Li Zhu, Yangyang Tong, Junjie Yang, Yunming Fang, Meng Wang, Jieze Zhang, Yu Jiang, Sheng Yang. Engineering the oleaginous yeast Yarrowia lipolytica for β-farnesene overproduction. Biotechnology journal. 2021 Jul; 16(7):e2100097. doi: 10.1002/biot.202100097. [PMID: 33938153]
  • Qiang Wang, Peng Xu, Felipe Andreazza, Yahui Liu, Yoshiko Nomura, Phil Duran, Lan Jiang, Mengli Chen, Genki Takamatsu, Makoto Ihara, Kazuhiko Matsuda, Rufus Isaacs, Eugenio E Oliveira, Yuzhe Du, Ke Dong. Identification of multiple odorant receptors essential for pyrethrum repellency in Drosophila melanogaster. PLoS genetics. 2021 07; 17(7):e1009677. doi: 10.1371/journal.pgen.1009677. [PMID: 34237075]
  • Zenab Aly Torky, Ashaimaa Y Moussa, Eman A Abdelghffar, Usama K Abdel-Hameed, Omayma A Eldahshan. Chemical profiling, antiviral and antiproliferative activities of the essential oil of Phlomis aurea Decne grown in Egypt. Food & function. 2021 May; 12(10):4630-4643. doi: 10.1039/d0fo03417g. [PMID: 33912870]
  • Qian Wang, Jing-Tao Liu, Yong-Jun Zhang, Ju-Lian Chen, Xian-Chun Li, Pei Liang, Xi-Wu Gao, Jing-Jiang Zhou, Shao-Hua Gu. Coordinative mediation of the response to alarm pheromones by three odorant binding proteins in the green peach aphid Myzus persicae. Insect biochemistry and molecular biology. 2021 03; 130(?):103528. doi: 10.1016/j.ibmb.2021.103528. [PMID: 33482303]
  • Cheng-Xian Sun, Zheng-Xi Li. Biosynthesis of aphid alarm pheromone is modulated in response to starvation stress under regulation by the insulin, glycolysis and isoprenoid pathways. Journal of insect physiology. 2021 01; 128(?):104174. doi: 10.1016/j.jinsphys.2020.104174. [PMID: 33242454]
  • Mahpara Qadir, Antim Kumar Maurya, Vijai Kant Agnihotri, Wajaht A Shah. Volatile composition, antibacterial and antioxidant activities of artemisia tournefortiana Reichb. from Kashmir, India. Natural product research. 2021 Jan; 35(1):152-156. doi: 10.1080/14786419.2019.1613990. [PMID: 31135230]
  • Karoliny C R Almeida, Bruna B Silva, Cassia C F Alves, Tatiana M Vieira, Antônio E M Crotti, João M Souza, Carlos H G Martins, Arthur B Ribeiro, Iara S Squarisi, Denise C Tavares, Laura Dos S Bernabé, Lizandra G Magalhães, Mayker L D Miranda. Biological properties and chemical composition of essential oil from Nectandra megapotamica (Spreng.) Mez. leaves (Lauraceae). Natural product research. 2020 Nov; 34(21):3149-3153. doi: 10.1080/14786419.2019.1608539. [PMID: 31084218]
  • T Soumya, P R Jayasree, M Deepak, P R Manish Kumar. Chemical composition, antioxidant and antiproliferative activities of essential oil from rhizome and leaves of Curcuma mutabilis Škorničk., M. Sabu & Prasanthk., endemic to Western Ghats of India. Natural product research. 2020 Aug; 34(16):2336-2340. doi: 10.1080/14786419.2018.1533826. [PMID: 30724591]
  • Yao-Guo Qin, Zhao-Kai Yang, Dun-Lun Song, Qian Wang, Shao-Hua Gu, Wen-Hao Li, Hong-Xia Duan, Jing-Jiang Zhou, Xin-Ling Yang. Bioactivities of synthetic salicylate-substituted carboxyl (E)-β-Farnesene derivatives as ecofriendly agrochemicals and their binding mechanism with potential targets in aphid olfactory system. Pest management science. 2020 Jul; 76(7):2465-2472. doi: 10.1002/ps.5787. [PMID: 32061021]
  • Jieyang Jin, Shangrui Zhang, Mingyue Zhao, Tingting Jing, Na Zhang, Jingming Wang, Bin Wu, Chuankui Song. Scenarios of Genes-to-Terpenoids Network Led to the Identification of a Novel α/β-Farnesene/β-Ocimene Synthase in Camellia sinensis. International journal of molecular sciences. 2020 Jan; 21(2):. doi: 10.3390/ijms21020655. [PMID: 31963919]
  • C-X Sun, Z-X Li. Production of alarm pheromone starts at embryo stage and is modulated by rearing conditions and farnesyl diphosphate synthase genes in the bird cherry-oat aphid Rhopalosiphum padi. Bulletin of entomological research. 2019 Dec; 109(6):821-830. doi: 10.1017/s0007485319000154. [PMID: 30968805]
  • Jinjin Li, Hao Hu, Jing Mao, Lu Yu, Geert Stoopen, Manqun Wang, Roland Mumm, Norbert C A de Ruijter, Marcel Dicke, Maarten A Jongsma, Caiyun Wang. Defense of pyrethrum flowers: repelling herbivores and recruiting carnivores by producing aphid alarm pheromone. The New phytologist. 2019 08; 223(3):1607-1620. doi: 10.1111/nph.15869. [PMID: 31087371]
  • Y-J Cheng, Z-X Li. Spatiotemporal expression profiling of the farnesyl diphosphate synthase genes in aphids and analysis of their associations with the biosynthesis of alarm pheromone. Bulletin of entomological research. 2019 Jun; 109(3):398-407. doi: 10.1017/s0007485318000706. [PMID: 30269691]
  • Lorena C Pena, Gustavo H Jungklaus, Daiani C Savi, Lisandra Ferreira-Maba, André Servienski, Beatriz H L N S Maia, Vinicius Annies, Lygia V Galli-Terasawa, Chirlei Glienke, Vanessa Kava. Muscodor brasiliensis sp. nov. produces volatile organic compounds with activity against Penicillium digitatum. Microbiological research. 2019 Apr; 221(?):28-35. doi: 10.1016/j.micres.2019.01.002. [PMID: 30825939]
  • Xuemin Wang, Yuhao Gao, Zhihong Chen, Jindong Li, Jianping Huang, Jiangbo Cao, Miaomiao Cui, Liping Ban. (E)-β-farnesene synthase gene affects aphid behavior in transgenic Medicago sativa. Pest management science. 2019 Mar; 75(3):622-631. doi: 10.1002/ps.5153. [PMID: 30051587]
  • Hadjer Fodil, Madani Sarri, Noui Hendel, Filippo Maggi, Djamel Sarri. Essential oil composition of aerial parts from Algerian Anacyclus monanthos subsp. cyrtolepidioides (Pomel) Humphries. Natural product research. 2019 Jan; 33(2):292-295. doi: 10.1080/14786419.2018.1443094. [PMID: 29495887]
  • Elina Mäntylä, Sven Kleier, Carita Lindstedt, Silke Kipper, Monika Hilker. Insectivorous Birds Are Attracted by Plant Traits Induced by Insect Egg Deposition. Journal of chemical ecology. 2018 Dec; 44(12):1127-1138. doi: 10.1007/s10886-018-1034-1. [PMID: 30417204]
  • Z-J Sun, Z-X Li. The terpenoid backbone biosynthesis pathway directly affects the biosynthesis of alarm pheromone in the aphid. Insect molecular biology. 2018 12; 27(6):824-834. doi: 10.1111/imb.12521. [PMID: 30039630]
  • Mehdi Sharifi-Rad, Jolanta Nazaruk, Letizia Polito, Maria Flaviana Bezerra Morais-Braga, Janaína Esmeraldo Rocha, Henrique Douglas Melo Coutinho, Bahare Salehi, Giulia Tabanelli, Chiara Montanari, María Del Mar Contreras, Zubaida Yousaf, William N Setzer, Deepa R Verma, Miquel Martorell, Antoni Sureda, Javad Sharifi-Rad. Matricaria genus as a source of antimicrobial agents: From farm to pharmacy and food applications. Microbiological research. 2018 Oct; 215(?):76-88. doi: 10.1016/j.micres.2018.06.010. [PMID: 30172312]
  • Raju Sripathi, Dharani Jayagopal, Subban Ravi. A study on the seasonal variation of the essential oil composition from Plectranthus hadiensis and its antibacterial activity. Natural product research. 2018 Apr; 32(7):871-874. doi: 10.1080/14786419.2017.1363748. [PMID: 28783957]
  • Wen-Nee Tan, Jia-Qin Lim, Fatin Afiqah, Nik Nur Syazni Nik Mohamed Kamal, Fatin Athirah Abdul Aziz, Woei-Yenn Tong, Chean-Ring Leong, Jun-Wei Lim. Chemical composition and cytotoxic activity of Garcinia atroviridis Griff. ex T. Anders. essential oils in combination with tamoxifen. Natural product research. 2018 Apr; 32(7):854-858. doi: 10.1080/14786419.2017.1361951. [PMID: 28782393]
  • Umberto Salvagnin, Mickael Malnoy, Gunda Thöming, Marco Tasin, Silvia Carlin, Stefan Martens, Urska Vrhovsek, Sergio Angeli, Gianfranco Anfora. Adjusting the scent ratio: using genetically modified Vitis vinifera plants to manipulate European grapevine moth behaviour. Plant biotechnology journal. 2018 01; 16(1):264-271. doi: 10.1111/pbi.12767. [PMID: 28574666]
  • Jia Fan, Wenxin Xue, Hongxia Duan, Xin Jiang, Yong Zhang, Wenjuan Yu, Shanshan Jiang, Jingrun Sun, Julian Chen. Identification of an intraspecific alarm pheromone and two conserved odorant-binding proteins associated with (E)-β-farnesene perception in aphid Rhopalosiphum padi. Journal of insect physiology. 2017 08; 101(?):151-160. doi: 10.1016/j.jinsphys.2017.07.014. [PMID: 28778653]
  • Z-Q Li, S Zhang, X-M Cai, J-Y Luo, S-L Dong, J-J Cui, Z-M Chen. Three odorant binding proteins may regulate the behavioural response of Chrysopa pallens to plant volatiles and the aphid alarm pheromone (E)-β-farnesene. Insect molecular biology. 2017 06; 26(3):255-265. doi: 10.1111/imb.12295. [PMID: 28247518]
  • Ruibin Zhang, Bing Wang, Gerarda Grossi, Patrizia Falabella, Yang Liu, Shanchun Yan, Jian Lu, Jinghui Xi, Guirong Wang. Molecular Basis of Alarm Pheromone Detection in Aphids. Current biology : CB. 2017 Jan; 27(1):55-61. doi: 10.1016/j.cub.2016.10.013. [PMID: 27916525]
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  • Fang-Jing Lin, Emilie Bosquée, Ying-Jie Liu, Ju-Lian Chen, Liu Yong, Frédéric Francis. Impact of aphid alarm pheromone release on virus transmission efficiency: When pest control strategy could induce higher virus dispersion. Journal of virological methods. 2016 09; 235(?):34-40. doi: 10.1016/j.jviromet.2016.05.009. [PMID: 27185564]
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