NA 14:2 (BioDeep_00000396534)

 

Secondary id: BioDeep_00000018961, BioDeep_00000616614

PANOMIX_OTCML-2023


代谢物信息卡片


(2E,4E)-N-(2-methyl-propyl)-deca-2,4-dienoic acid amide

化学式: C14H25NO (223.193604)
中文名称: 墙草碱
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 7.26%

分子结构信息

SMILES: C(/C=C/C=C/CCCCC)(=O)NCC(C)C
InChI: InChI=1S/C14H25NO/c1-4-5-6-7-8-9-10-11-14(16)15-12-13(2)3/h8-11,13H,4-7,12H2,1-3H3,(H,15,16)/b9-8+,11-10+

描述信息

Pellitorine is a fatty amide. It has a role as a metabolite.
Pellitorine is a natural product found in Coleonema album, Zanthoxylum caribaeum, and other organisms with data available.
A natural product found in Piper sarmentosum.

同义名列表

31 个代谢物同义名

(2E,4E)-N-(2-methyl-propyl)-deca-2,4-dienoic acid amide; 2,4-Decadienamide, N-(2-methylpropyl)-, (2E,4E)-; 2,4-Decadienamide, N-(2-methylpropyl)-, (E,E)-; 4-04-00-00636 (Beilstein Handbook Reference); (2E,4E)-N-(2-methylpropyl)deca-2,4-dienamide; (2E,4E)-N-(2-Methylpropyl)-2,4-decadienamide; METHYLPROPYL)-2,4-DECADIENAMIDE, (E,E)-N-(2-; N-ISOBUTYL-2,4-DECADIENAMIDE, TRANS,TRANS-; (E,E)-N-(2-Methylpropyl)-2,4-decadienamide; N-isobutyldeca-trans-2,trans-4-dienamide; 2E,4E-decadienoic acid-N-isobutylamide; 2,4-DECADIENAMIDE, N-ISOBUTYL-, (E,E)-; Deca-2E,4E-dienoic acid isobutylamide; (2E,4E)-N-isobutyldeca-2,4-dienamide; trans-Pellitorin; trans-Pellitorine; N-ISOBUTYL (E,E)-2,4-DECADIENAMIDE; (E,E)-N-Isobutyl-2,4-decadienamide; trans-Pellitorine; trans-Pellitorin; PELLITORINE [MI]; UNII-8IS5231171; MEGxp0_000048; Pellitorine; 8IS5231171; Pellitorin; Optaflow A; AI3-19560; A1-06834; NA 14:2; (2E,4Z)-N-(2-methylpropyl)deca-2,4-dienamide; (E,E)-2,4-Decadienoic isobutylamide



数据库引用编号

13 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)

2 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

  • Seenivasan Boopathi, D Kesavan, Gokul Sudhakaran, P Snega Priya, B Haridevamuthu, M Dhanaraj, S Seetharaman, Bader O Almutairi, Selvaraj Arokiyaraj, Ajay Guru, Jesu Arockiaraj. Exploring the Efficacy of Pellitorine as an Antiparasitic Agent Against Argulus: Impacts on Antioxidant Levels and Immune Responses in Goldfish (Carassius auratus). Acta parasitologica. 2024 Mar; 69(1):734-746. doi: 10.1007/s11686-024-00792-4. [PMID: 38411855]
  • Yuan-Kun Zheng, Bao-Jun Su, Ya-Qi Wang, Heng-Shan Wang, Hai-Bing Liao, Dong Liang. New Tyramine- and Aporphine-Type Alkamides with NO Release Inhibitory Activities from Piper puberulum. Journal of natural products. 2021 04; 84(4):1316-1325. doi: 10.1021/acs.jnatprod.1c00055. [PMID: 33822610]
  • Eleonora Turrini, Piero Sestili, Carmela Fimognari. Overview of the Anticancer Potential of the 'King of Spices' Piper nigrum and Its Main Constituent Piperine. Toxins. 2020 11; 12(12):. doi: 10.3390/toxins12120747. [PMID: 33256185]
  • Joseph Skaf, Omar Hamarsheh, Michael Berninger, Srikkanth Balasubramanian, Tobias A Oelschlaeger, Ulrike Holzgrabe. Improving anti-trypanosomal activity of alkamides isolated from Achillea fragrantissima. Fitoterapia. 2018 Mar; 125(?):191-198. doi: 10.1016/j.fitote.2017.11.001. [PMID: 29108932]
  • Zoltán Oláh, Dóra Rédei, László Pecze, Csaba Vizler, Katalin Jósvay, Péter Forgó, Zoltán Winter, György Dombi, Gerda Szakonyi, Judit Hohmann. Pellitorine, an extract of Tetradium daniellii, is an antagonist of the ion channel TRPV1. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2017 Oct; 34(?):44-49. doi: 10.1016/j.phymed.2017.06.006. [PMID: 28899508]
  • Soon-Il Kim, Young-Joon Ahn. Larvicidal activity of lignans and alkaloid identified in Zanthoxylum piperitum bark toward insecticide-susceptible and wild Culex pipiens pallens and Aedes aegypti. Parasites & vectors. 2017 May; 10(1):221. doi: 10.1186/s13071-017-2154-0. [PMID: 28472971]
  • Helle Wangensteen, Giang Thanh Thi Ho, Margey Tadesse, Christopher O Miles, Nastaran Moussavi, Bertin Mikolo, Karl Egil Malterud. A new benzophenanthridine alkaloid and other bioactive constituents from the stem bark of Zanthoxylum heitzii. Fitoterapia. 2016 Mar; 109(?):196-200. doi: 10.1016/j.fitote.2016.01.012. [PMID: 26802607]
  • Lieselotte Veryser, Nathalie Bracke, Evelien Wynendaele, Tanmayee Joshi, Pratima Tatke, Lien Taevernier, Bart De Spiegeleer. Quantitative In Vitro and In Vivo Evaluation of Intestinal and Blood-Brain Barrier Transport Kinetics of the Plant N-Alkylamide Pellitorine. BioMed research international. 2016; 2016(?):5497402. doi: 10.1155/2016/5497402. [PMID: 27493960]
  • Lieselotte Veryser, Lien Taevernier, Nathalie Roche, Phillip Blondeel, Bart De Spiegeleer. Implementation of a single quad MS detector in high-throughput transdermal research of plant extracts. Journal of pharmaceutical and biomedical analysis. 2015 Nov; 115(?):594-602. doi: 10.1016/j.jpba.2015.08.016. [PMID: 26320078]
  • Nastaran Moussavi, Karl Egil Malterud, Bertin Mikolo, Dag Dawes, Fabrice Chandre, Vincent Corbel, Daniel Massamba, Hans J Overgaard, Helle Wangensteen. Identification of chemical constituents of Zanthoxylum heitzii stem bark and their insecticidal activity against the malaria mosquito Anopheles gambiae. Parasites & vectors. 2015 Oct; 8(?):503. doi: 10.1186/s13071-015-1113-x. [PMID: 26427956]
  • Barbara Rohm, Annett Riedel, Jakob P Ley, Sabine Widder, Gerhard E Krammer, Veronika Somoza. Capsaicin, nonivamide and trans-pellitorine decrease free fatty acid uptake without TRPV1 activation and increase acetyl-coenzyme A synthetase activity in Caco-2 cells. Food & function. 2015 Jan; 6(1):173-85. doi: 10.1039/c4fo00435c. [PMID: 25422952]
  • Lieselotte Veryser, Lien Taevernier, Nathalie Roche, Kathelijne Peremans, Christian Burvenich, Bart De Spiegeleer. Quantitative transdermal behavior of pellitorine from Anacyclus pyrethrum extract. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2014 Dec; 21(14):1801-7. doi: 10.1016/j.phymed.2014.08.015. [PMID: 25481393]
  • Julia B Althaus, Marcel Kaiser, Reto Brun, Thomas J Schmidt. Antiprotozoal activity of Achillea ptarmica (Asteraceae) and its main alkamide constituents. Molecules (Basel, Switzerland). 2014 May; 19(5):6428-38. doi: 10.3390/molecules19056428. [PMID: 24853616]
  • Wonhwa Lee, Sae-Kwang Ku, Byung-Woon Min, Sangkyu Lee, Jun-Goo Jee, Jeong Ah Kim, Jong-Sup Bae. Vascular barrier protective effects of pellitorine in LPS-induced inflammation in vitro and in vivo. Fitoterapia. 2014 Jan; 92(?):177-87. doi: 10.1016/j.fitote.2013.11.006. [PMID: 24262867]
  • Sae-Kwang Ku, In-Chul Lee, Jeong Ah Kim, Jong-Sup Bae. Antithrombotic activities of pellitorine in vitro and in vivo. Fitoterapia. 2013 Dec; 91(?):1-8. doi: 10.1016/j.fitote.2013.08.004. [PMID: 23973654]
  • Jente Boonen, Vikas Sharma, Vinod Kumar Dixit, Christian Burvenich, Bart De Spiegeleer. LC-MS N-alkylamide profiling of an ethanolic Anacyclus pyrethrum root extract. Planta medica. 2012 Nov; 78(16):1787-95. doi: 10.1055/s-0032-1315371. [PMID: 23047251]
  • Saksit Nobsathian, Patoomratana Tuchinda, Darunee Soorukram, Manat Pohmakotr, Vichai Reutrakul, Chalobon Yoosook, Jitra Kasisit, Chanita Napaswad. A new conjugated amide-dimer from the aerial parts of Piper submultinerve. Natural product research. 2012; 26(19):1824-30. doi: 10.1080/14786419.2011.639071. [PMID: 22117113]
  • Khalid Hussain, Zhari Ismail, Amirin Sadikun, Pazilah Ibrahim. Standardization and in vivo antioxidant activity of ethanol extracts of fruit and leaf of Piper sarmentosum. Planta medica. 2010 Mar; 76(5):418-25. doi: 10.1055/s-0029-1186279. [PMID: 19862670]
  • G C L Ee, C M Lim, C K Lim, M Rahmani, K Shaari, C F J Bong. Alkaloids from Piper sarmentosum and Piper nigrum. Natural product research. 2009; 23(15):1416-23. doi: 10.1080/14786410902757998. [PMID: 19809914]
  • Hosana M Debonsi, José E Miranda, Afonso T Murata, Sérgio A de Bortoli, Massuo J Kato, Vanderlan S Bolzani, Maysa Furlan. Isobutyl amides--potent compounds for controlling Diatraea saccharalis. Pest management science. 2009 Jan; 65(1):47-51. doi: 10.1002/ps.1643. [PMID: 18785219]
  • Seung Woong Lee, Young Kook Kim, Koanhoi Kim, Hyun Sun Lee, Jung Ho Choi, Woo Song Lee, Chang-Duk Jun, Jee Hun Park, Jeong Min Lee, Mun-Chual Rho. Alkamides from the fruits of Piper longum and Piper nigrum displaying potent cell adhesion inhibition. Bioorganic & medicinal chemistry letters. 2008 Aug; 18(16):4544-6. doi: 10.1016/j.bmcl.2008.07.045. [PMID: 18672369]
  • Hisashi Matsuda, Kiyofumi Ninomiya, Toshio Morikawa, Daisuke Yasuda, Itadaki Yamaguchi, Masayuki Yoshikawa. Protective effects of amide constituents from the fruit of Piper chaba on D-galactosamine/TNF-alpha-induced cell death in mouse hepatocytes. Bioorganic & medicinal chemistry letters. 2008 Mar; 18(6):2038-42. doi: 10.1016/j.bmcl.2008.01.101. [PMID: 18289853]
  • Hosana M Debonsi Navickiene, José E Miranda, Sérgio A Bortoli, Massuo J Kato, Vanderlan S Bolzani, Maysa Furlan. Toxicity of extracts and isobutyl amides from Piper tuberculatum: potent compounds with potential for the control of the velvetbean caterpillar, Anticarsia gemmatalis. Pest management science. 2007 Apr; 63(4):399-403. doi: 10.1002/ps.1340. [PMID: 17323416]
  • Mun-Chual Rho, Seung Woong Lee, Hye Ran Park, Jung-Ho Choi, Ji Yun Kang, Koanhoi Kim, Hyun Sun Lee, Young Kook Kim. ACAT inhibition of alkamides identified in the fruits of Piper nigrum. Phytochemistry. 2007 Mar; 68(6):899-903. doi: 10.1016/j.phytochem.2006.11.025. [PMID: 17188313]
  • Hosana M Debonsi Navickiene, Vanderlan da S Bolzani, Massuo J Kato, Ana Maria S Pereira, Bianca Waléria Bertoni, Suzelei Castro França, Maysa Furlan. Quantitative determination of anti-fungal and insecticide amides in adult plants, plantlets and callus from Piper tuberculatum by reverse-phase high-performance liquid chromatography. Phytochemical analysis : PCA. 2003 Sep; 14(5):281-4. doi: 10.1002/pca.716. [PMID: 14515999]
  • Fatima Chaaib, Emerson F Queiroz, Karine Ndjoko, Drissa Diallo, Kurt Hostettmann. Antifungal and antioxidant compounds from the root bark of Fagara zanthoxyloides. Planta medica. 2003 Apr; 69(4):316-20. doi: 10.1055/s-2003-38877. [PMID: 12709897]
  • Weidong He, Luc Van Puyvelde, Norbert De Kimpe, Luc Verbruggen, Kristel Anthonissen, Mark Van der Flaas, Jan Bosselaers, Simon G Mathenge, Francis P Mudida. Chemical constituents and biological activities of Zanthoxylum usambarense. Phytotherapy research : PTR. 2002 Feb; 16(1):66-70. doi: 10.1002/ptr.849. [PMID: 11807969]
  • E V Leitão da-Cunha, M C de Oliveira Chaves. Two amides from Piper tuberculatum fruits. Fitoterapia. 2001 Feb; 72(2):197-9. doi: 10.1016/s0367-326x(00)00271-9. [PMID: 11223237]
  • W S Gbewonyo, D J Candy. Separation of insecticidal components from an extract of the roots of male Piper guineense (west African black pepper) by gas chromatography. Toxicon : official journal of the International Society on Toxinology. 1992 Sep; 30(9):1037-42. doi: 10.1016/0041-0101(92)90048-a. [PMID: 1440640]