NA 16:4 (BioDeep_00000630801)

   


代谢物信息卡片


(2E,6E,8E,10E)-N-(2-methylpropyl)dodeca-2,6,8,10-tetraenamide

化学式: C16H25NO (247.193604)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(/C=C/C=C/CC/C=C\C=C/C)(=O)NCC(C)C
InChI: InChI=1S/C16H25NO/c1-4-5-6-7-8-9-10-11-12-13-16(18)17-14-15(2)3/h4-7,10-13,15H,8-9,14H2,1-3H3,(H,17,18)/b5-4+,7-6-,11-10+,13-12+

描述信息

同义名列表

5 个代谢物同义名

N-isobutyl-2E,4E,8Z,10Z-dodecatetraenamide; NA 16:4; N-isobutyl-2E,4E,8Z,10E-dodecatetraenamide; (2E,6E,8E,10E)-N-(2-methylpropyl)dodeca-2,6,8,10-tetraenamide; beta-sanshool



数据库引用编号

8 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)

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, Cheng-Xun He, Ling-Yu Wang, Die Qian, Dan-Dan Tang, Sheng-Nan Jiang, Wen-Wen Chen, Chun-Jie Wu, Wei Peng. Hydroxy-α-sanshool from the fruits of Zanthoxylum bungeanum Maxim. promotes browning of white fat by activating TRPV1 to induce PPAR-γ deacetylation. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2023 Dec; 121(?):155113. doi: 10.1016/j.phymed.2023.155113. [PMID: 37748388]
  • Mengyu Hao, Zhihua Li, Xiaowei Huang, Yuan Wang, Xiaoou Wei, Xiaobo Zou, Jiyong Shi, Zhangqi Huang, Litao Yin, Liying Gao, Yanxiao Li, Melvin Holmes, Haroon Elrasheid Tahir. A cell-based electrochemical taste sensor for detection of Hydroxy-α-sanshool. Food chemistry. 2023 Aug; 418(?):135941. doi: 10.1016/j.foodchem.2023.135941. [PMID: 36989650]
  • Tian Han, Tong Ling, Zhuo Fu, Xueli Cao. Development of a general separation strategy by countercurrent chromatography using sanshools from Zanthoxylum bungeanum oleoresin as a case study. Journal of separation science. 2023 May; ?(?):e2300115. doi: 10.1002/jssc.202300115. [PMID: 37158371]
  • Xiya Feng, Pimiao Huang, Ping Duan, Hongwei Wang, Jianquan Kan. Dynamic Zanthoxylum pungency characteristics and their correlation with sanshool composition and chemical structure. Food chemistry. 2023 May; 407(?):135138. doi: 10.1016/j.foodchem.2022.135138. [PMID: 36495741]
  • Jinxi Cheng, Xiaoyan Hou, Qiang Cui, Guanghui Shen, Shanshan Li, Qingying Luo, Man Zhou, Hong Chen, Zhiqing Zhang. Separation and Purification of Hydroxyl-α-Sanshool from Zanthoxylum armatum DC. by Silica Gel Column Chromatography. International journal of molecular sciences. 2023 Feb; 24(4):. doi: 10.3390/ijms24043156. [PMID: 36834566]
  • Fengming Tan, Lulu Xu, Yanling Liu, Huan Li, Dahan Zhang, Cuiying Qin, Yang Han, Jing Han. Design of hydroxy-α-sanshool loaded nanostructured lipid carriers as a potential local anesthetic. Drug delivery. 2022 Dec; 29(1):743-753. doi: 10.1080/10717544.2022.2039808. [PMID: 35244508]
  • Tatsunosuke Tomita, Yasuhiro Kawano, Masahiro Kassai, Hiroyuki Onda, Yoshihiro Nakajima, Koyomi Miyazaki. Hydroxy-β-sanshool isolated from Zanthoxylum piperitum (Japanese pepper) shortens the period of the circadian clock. Food & function. 2022 Sep; 13(18):9407-9418. doi: 10.1039/d2fo01036d. [PMID: 35960176]
  • Ruolan Li, Feng Lu, Xue Sun, Liying He, HuXinyue Duan, Wei Peng, ChunJie Wu. Development and in vivo Evaluation of Hydroxy-α-Sanshool Intranasal Liposomes as a Potential Remedial Treatment for Alzheimer's Disease. International journal of nanomedicine. 2022; 17(?):185-201. doi: 10.2147/ijn.s339979. [PMID: 35046654]
  • Christopher W Cunningham. Plant-Based Modulators of Endocannabinoid Signaling. Journal of natural products. 2019 03; 82(3):636-646. doi: 10.1021/acs.jnatprod.8b00874. [PMID: 30816712]
  • Dan Hao, Xiang Wen, Lian Liu, Lian Wang, Xianli Zhou, Yanmei Li, Xin Zeng, Gu He, Xian Jiang. Sanshool improves UVB-induced skin photodamage by targeting JAK2/STAT3-dependent autophagy. Cell death & disease. 2019 01; 10(1):19. doi: 10.1038/s41419-018-1261-y. [PMID: 30622245]
  • Li Wang, Wenxiang Fan, Mengmeng Zhang, Qing Zhang, Lin Li, Jiaolong Wang, Lei Zhu, Daneng Wei, Wei Peng, Chunjie Wu. Antiobesity, Regulation of Lipid Metabolism, and Attenuation of Liver Oxidative Stress Effects of Hydroxy-α-sanshool Isolated from Zanthoxylum bungeanum on High-Fat Diet-Induced Hyperlipidemic Rats. Oxidative medicine and cellular longevity. 2019; 2019(?):5852494. doi: 10.1155/2019/5852494. [PMID: 31534622]
  • Xiaolong Chen, Xinkai Jin, Yao Li, Guangjing Chen, Kewei Chen, Jianquan Kan. Preparation and characterization of molecularly-imprinted polymers for extraction of sanshool acid amide compounds followed by their separation from pepper oil resin derived from Chinese prickly ash (Zanthoxylum bungeanum). Journal of separation science. 2018 Jan; 41(2):590-601. doi: 10.1002/jssc.201701014. [PMID: 29095569]
  • Vinod Bhatt, Sushila Sharma, Neeraj Kumar, Upendra Sharma, Bikram Singh. Simultaneous quantification and identification of flavonoids, lignans, coumarin and amides in leaves of Zanthoxylum armatum using UPLC-DAD-ESI-QTOF-MS/MS. Journal of pharmaceutical and biomedical analysis. 2017 Jan; 132(?):46-55. doi: 10.1016/j.jpba.2016.09.035. [PMID: 27693952]
  • Rong Rong, Mei-Yu Cui, Qi-Li Zhang, Mei-Yan Zhang, Yu-Ming Yu, Xian-Ying Zhou, Zhi-Guo Yu, Yun-Li Zhao. Anesthetic constituents of Zanthoxylum bungeanum Maxim.: A pharmacokinetic study. Journal of separation science. 2016 Jul; 39(14):2728-35. doi: 10.1002/jssc.201600295. [PMID: 27233468]
  • Xinke Tang, Xiaomao Zhou, Jing Wu, Jingbo Li, Lianyang Bai. A novel function of sanshools: the alleviation of injury from metolachlor in rice seedlings. Pesticide biochemistry and physiology. 2014 Mar; 110(?):44-9. doi: 10.1016/j.pestbp.2014.02.006. [PMID: 24759050]
  • Katina S S Dossou, Krishna P Devkota, Cynthia Morton, Josephine M Egan, Guanghua Lu, John A Beutler, Ruin Moaddel. Identification of CB1/CB2 ligands from Zanthoxylum bungeanum. Journal of natural products. 2013 Nov; 76(11):2060-4. doi: 10.1021/np400478c. [PMID: 24175626]
  • Zhi-Feng Zhao, Rui-Xue Zhu, Kai Zhong, Qiang He, Ai-Min Luo, Hong Gao. Characterization and comparison of the pungent components in commercial Zanthoxylum bungeanum oil and Zanthoxylum schinifolium oil. Journal of food science. 2013 Oct; 78(10):C1516-C1522. doi: 10.1111/1750-3841.12236. [PMID: 24106759]
  • Andrew K L Goey, Hilde Rosing, Irma Meijerman, Rolf W Sparidans, Jan H M Schellens, Jos H Beijnen. The bioanalysis of the major Echinacea purpurea constituents dodeca-2E,4E,8Z,10E/Z-tetraenoic acid isobutylamides in human plasma using LC-MS/MS. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2012 Aug; 902(?):151-6. doi: 10.1016/j.jchromb.2012.06.022. [PMID: 22770780]
  • Karin Ardjomand-Woelkart, Manfred Kollroser, Christoph Magnes, Frank Sinner, Reginald F Frye, Hartmut Derendorf, Rudolf Bauer, Veronika Butterweck. Absolute/relative bioavailability and metabolism of dodeca-2E,4E,8Z,10E/Z-tetraenoic acid isobutylamides (tetraenes) after intravenous and oral single doses to rats. Planta medica. 2011 Nov; 77(16):1794-9. doi: 10.1055/s-0030-1271120. [PMID: 21604240]
  • Toru Kono, Yuji Omiya, Yoshiki Hira, Atsushi Kaneko, Shinichi Chiba, Tatsuya Suzuki, Masamichi Noguchi, Tsuyoshi Watanabe. Daikenchuto (TU-100) ameliorates colon microvascular dysfunction via endogenous adrenomedullin in Crohn's disease rat model. Journal of gastroenterology. 2011 Oct; 46(10):1187-96. doi: 10.1007/s00535-011-0438-2. [PMID: 21808981]
  • Amanda H Klein, Carolyn M Sawyer, Karen L Zanotto, Margaret A Ivanov, Susan Cheung, Mirela Iodi Carstens, Stephan Furrer, Christopher T Simons, Jay P Slack, E Carstens. A tingling sanshool derivative excites primary sensory neurons and elicits nocifensive behavior in rats. Journal of neurophysiology. 2011 Apr; 105(4):1701-10. doi: 10.1152/jn.00922.2010. [PMID: 21273322]
  • Richard C Lennertz, Makoto Tsunozaki, Diana M Bautista, Cheryl L Stucky. Physiological basis of tingling paresthesia evoked by hydroxy-alpha-sanshool. The Journal of neuroscience : the official journal of the Society for Neuroscience. 2010 Mar; 30(12):4353-61. doi: 10.1523/jneurosci.4666-09.2010. [PMID: 20335471]
  • Kelly C Albin, Christopher T Simons. Psychophysical evaluation of a sanshool derivative (alkylamide) and the elucidation of mechanisms subserving tingle. PloS one. 2010 Mar; 5(3):e9520. doi: 10.1371/journal.pone.0009520. [PMID: 20209090]
  • C E Riera, C Menozzi-Smarrito, M Affolter, S Michlig, C Munari, F Robert, H Vogel, S A Simon, J le Coutre. Compounds from Sichuan and Melegueta peppers activate, covalently and non-covalently, TRPA1 and TRPV1 channels. British journal of pharmacology. 2009 Aug; 157(8):1398-409. doi: 10.1111/j.1476-5381.2009.00307.x. [PMID: 19594761]
  • Kristin A Gerhold, Diana M Bautista. Molecular and cellular mechanisms of trigeminal chemosensation. Annals of the New York Academy of Sciences. 2009 Jul; 1170(?):184-9. doi: 10.1111/j.1749-6632.2009.03895.x. [PMID: 19686135]
  • Candice Menozzi-Smarrito, Celine E Riera, Caroline Munari, Johannes Le Coutre, Fabien Robert. Synthesis and evaluation of new alkylamides derived from alpha-hydroxysanshool, the pungent molecule in szechuan pepper. Journal of agricultural and food chemistry. 2009 Mar; 57(5):1982-9. doi: 10.1021/jf803067r. [PMID: 19209861]
  • Ah-Reum Han, Hye Jeoung Kim, Minkyu Shin, Moochang Hong, Yang Seok Kim, Hyunsu Bae. Constituents of Asarum sieboldii with inhibitory activity on lipopolysaccharide (LPS)-induced NO production in BV-2 microglial cells. Chemistry & biodiversity. 2008 Feb; 5(2):346-51. doi: 10.1002/cbdv.200890033. [PMID: 18293448]
  • Jae Yeon Koo, Yongwoo Jang, Hawon Cho, Chang-Hun Lee, Kyoung Hwa Jang, Yong Ha Chang, Jongheon Shin, Uhtaek Oh. Hydroxy-alpha-sanshool activates TRPV1 and TRPA1 in sensory neurons. The European journal of neuroscience. 2007 Sep; 26(5):1139-47. doi: 10.1111/j.1460-9568.2007.05743.x. [PMID: 17767493]
  • Y Tokita, K Satoh, M Sakaguchi, Y Endoh, I Mori, M Yuzurihara, I Sakakibara, Y Kase, S Takeda, H Sasaki. The preventive effect of Daikenchuto on postoperative adhesion-induced intestinal obstruction in rats. Inflammopharmacology. 2007 Apr; 15(2):65-6. doi: 10.1007/s10787-006-1552-2. [PMID: 17450444]
  • Yong-Dae Park, Woo Song Lee, Sojin An, Tae-Sook Jeong. Human acyl-CoA: cholesterol acyltransferase inhibitory activities of aliphatic acid amides from Zanthoxylum piperitum DC. Biological & pharmaceutical bulletin. 2007 Jan; 30(1):205-7. doi: 10.1248/bpb.30.205. [PMID: 17202689]
  • Etsuko Sugai, Yasujiro Morimitsu, Kikue Kubota. Quantitative analysis of sanshool compounds in Japanese pepper (Xanthoxylum piperitum DC.) and their pungent characteristics. Bioscience, biotechnology, and biochemistry. 2005 Oct; 69(10):1958-62. doi: 10.1271/bbb.69.1958. [PMID: 16244448]
  • Karin Woelkart, Christoph Koidl, Andrea Grisold, J David Gangemi, Ronald B Turner, Egon Marth, Rudolf Bauer. Bioavailability and pharmacokinetics of alkamides from the roots of Echinacea angustifolia in humans. Journal of clinical pharmacology. 2005 Jun; 45(6):683-9. doi: 10.1177/0091270004273493. [PMID: 15901750]
  • Ying Chen, Tong Fu, Tao Tao, Jinghua Yang, Yung Chang, Meihua Wang, Linda Kim, Luping Qu, John Cassady, Ric Scalzo, Xiping Wang. Macrophage activating effects of new alkamides from the roots of Echinacea species. Journal of natural products. 2005 May; 68(5):773-6. doi: 10.1021/np040245f. [PMID: 15921428]
  • Magali Laasonen, Tero Wennberg, Tuulikki Harmia-Pulkkinen, Heikki Vuorela. Simultaneous analysis of alkamides and caffeic acid derivatives for the identification of Echinacea purpurea, Echinacea angustifolia, Echinacea pallida and Parthenium integrifolium roots. Planta medica. 2002 Jun; 68(6):572-4. doi: 10.1055/s-2002-32561. [PMID: 12094312]
  • Ji-ren Li, Yu-ying Zhao, Tie-min Ai. [Advances in the study of the chemical constituents and biological activities of 3 species of Echinacea]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2002 May; 27(5):334-7. doi: ". [PMID: 12814096]
  • B Dietz, J Heilmann, R Bauer. Absorption of dodeca-2E,4E,8Z,10E/Z-tetraenoic acid isobutylamides after oral application of Echinacea purpurea tincture. Planta medica. 2001 Dec; 67(9):863-4. doi: 10.1055/s-2001-18846. [PMID: 11745026]
  • J Livesey, D V Awang, J T Arnason, W Letchamo, M Barrett, G Pennyroyal. Effect of temperature on stability of marker constituents in Echinacea purpurea root formulations. Phytomedicine : international journal of phytotherapy and phytopharmacology. 1999 Nov; 6(5):347-9. doi: 10.1016/s0944-7113(99)80057-9. [PMID: 11962542]
  • A Navarrete, E Hong. Anthelmintic properties of alpha-sanshool from Zanthoxylum liebmannianum. Planta medica. 1996 Jun; 62(3):250-1. doi: 10.1055/s-2006-957870. [PMID: 8693039]