Erucin (BioDeep_00000020212)

   

human metabolite natural product


代谢物信息卡片


1-Isothiocyanato-4-(methylsulphanyl)butane

化学式: C6H11NS2 (161.0332886)
中文名称: 三芥子酸甘油酯
谱图信息: 最多检出来源 Escherichia coli(natural_products) 95.83%

分子结构信息

SMILES: CSCCCCN=C=S
InChI: InChI=1S/C6H11NS2/c1-9-5-3-2-4-7-6-8/h2-5H2,1H3

描述信息

Occurs in seeds of salad rocket. Erucin is found in many foods, some of which are brassicas, cabbage, kohlrabi, and white cabbage.
Erucin is found in brassicas. Erucin occurs in seeds of salad rocket.

同义名列表

6 个代谢物同义名

1-Isothiocyanato-4-(methylsulphanyl)butane; 1-isothiocyanato-4-(methylsulfanyl)butane; 4-(methylthio)Butyl isothiocyanate; 4-methylthiobutyl isothiocyanate; 4-(methylthio)Butyl mustard oil; Erucin



数据库引用编号

9 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)

21 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

  • Jakub Cedrowski, Kajetan Dąbrowa, Paweł Przybylski, Agnieszka Krogul-Sobczak, Grzegorz Litwinienko. Antioxidant activity of two edible isothiocyanates: Sulforaphane and erucin is due to their thermal decomposition to sulfenic acids and methylsulfinyl radicals. Food chemistry. 2021 Aug; 353(?):129213. doi: 10.1016/j.foodchem.2021.129213. [PMID: 33774519]
  • Maryam Vahabi Mashhoor, Saeid Moharramipour, Azam Mikani, Mohammad Mehrabadi. Erucin modulates digestive enzyme release via crustacean cardioactive peptide in the elm leaf beetle Xanthogaleruca luteola (Coleoptera: Chrysomelidae). Journal of insect physiology. 2021 04; 130(?):104196. doi: 10.1016/j.jinsphys.2021.104196. [PMID: 33545106]
  • Fayçal Hichri, Amel Omri, Aisha Saad Mana Hossan, Hichem Ben Jannet. Alpha-glucosidase and amylase inhibitory effects of Eruca vesicaria subsp. longirostris essential oils: synthesis of new 1,2,4-triazole-thiol derivatives and 1,3,4-thiadiazole with potential inhibitory activity. Pharmaceutical biology. 2019 Dec; 57(1):564-570. doi: 10.1080/13880209.2019.1642363. [PMID: 31454271]
  • Giacomo Luigi Petretto, Pietro Paolo Urgeghe, Daniele Massa, Sara Melito. Effect of salinity (NaCl) on plant growth, nutrient content, and glucosinolate hydrolysis products trends in rocket genotypes. Plant physiology and biochemistry : PPB. 2019 Aug; 141(?):30-39. doi: 10.1016/j.plaphy.2019.05.012. [PMID: 31125809]
  • Valentina Citi, Eugenia Piragine, Eleonora Pagnotta, Luisa Ugolini, Lorenzo Di Cesare Mannelli, Lara Testai, Carla Ghelardini, Luca Lazzeri, Vincenzo Calderone, Alma Martelli. Anticancer properties of erucin, an H2 S-releasing isothiocyanate, on human pancreatic adenocarcinoma cells (AsPC-1). Phytotherapy research : PTR. 2019 Mar; 33(3):845-855. doi: 10.1002/ptr.6278. [PMID: 30632211]
  • Craig S Charron, Bryan T Vinyard, Sharon A Ross, Harold E Seifried, Elizabeth H Jeffery, Janet A Novotny. Absorption and metabolism of isothiocyanates formed from broccoli glucosinolates: effects of BMI and daily consumption in a randomised clinical trial. The British journal of nutrition. 2018 12; 120(12):1370-1379. doi: 10.1017/s0007114518002921. [PMID: 30499426]
  • Besma Abbaoui, Christopher R Lucas, Ken M Riedl, Steven K Clinton, Amir Mortazavi. Cruciferous Vegetables, Isothiocyanates, and Bladder Cancer Prevention. Molecular nutrition & food research. 2018 09; 62(18):e1800079. doi: 10.1002/mnfr.201800079. [PMID: 30079608]
  • Rahul Mannan, Rohit Arora, Sakshi Bhushan, Sonam Sharma, Tejinder Bhasin, Saroj Arora. Bioprotective Efficacy of Erucin Against 7,12-Dimethylbenz(α)anthracene-Induced Microstructural Changes in Male Wistar Rats. Turk patoloji dergisi. 2017; 33(2):150-156. doi: 10.5146/tjpath.2016.01381. [PMID: 28272652]
  • Amel Omri Hichri, Habib Mosbah, Kaouther Majouli, Malek Besbes Hlila, Hichem Ben Jannet, Guido Flamini, Mahjoub Aouni, Boulbaba Selmi. Chemical composition and biological activities of Eruca vesicaria subsp. longirostris essential oils. Pharmaceutical biology. 2016 Oct; 54(10):2236-43. doi: 10.3109/13880209.2016.1151445. [PMID: 26983675]
  • Rohit Arora, Sakshi Bhushan, Rakesh Kumar, Rahul Mannan, Pardeep Kaur, Bikram Singh, Ritika Sharma, Adarsh Pal Vig, Balbir Singh, Amrit Pal Singh, Saroj Arora. To Analyze the Amelioration of Phenobarbital Induced Oxidative Stress by Erucin, as Indicated by Biochemical and Histological Alterations. Anti-cancer agents in medicinal chemistry. 2016; 16(11):1445-1454. doi: 10.2174/1871520616666160415154210. [PMID: 27087163]
  • Yuko Terada, Hideki Masuda, Tatsuo Watanabe. Structure-Activity Relationship Study on Isothiocyanates: Comparison of TRPA1-Activating Ability between Allyl Isothiocyanate and Specific Flavor Components of Wasabi, Horseradish, and White Mustard. Journal of natural products. 2015 Aug; 78(8):1937-41. doi: 10.1021/acs.jnatprod.5b00272. [PMID: 26263397]
  • Stefanie Platz, Ann Liza Piberger, Julia Budnowski, Corinna Herz, Monika Schreiner, Michael Blaut, Andrea Hartwig, Evelyn Lamy, Laura Hanske, Sascha Rohn. Bioavailability and biotransformation of sulforaphane and erucin metabolites in different biological matrices determined by LC-MS-MS. Analytical and bioanalytical chemistry. 2015 Mar; 407(7):1819-29. doi: 10.1007/s00216-015-8482-z. [PMID: 25650001]
  • Angelika Kaczyńska, Joanna Świerczyńska, Anna Herman-Antosiewicz. Sensitization of HER2 Positive Breast Cancer Cells to Lapatinib Using Plants-Derived Isothiocyanates. Nutrition and cancer. 2015; 67(6):976-86. doi: 10.1080/01635581.2015.1053498. [PMID: 26134366]
  • Gregory V Bricker, Kenneth M Riedl, Robin A Ralston, Kathleen L Tober, Tatiana M Oberyszyn, Steven J Schwartz. Isothiocyanate metabolism, distribution, and interconversion in mice following consumption of thermally processed broccoli sprouts or purified sulforaphane. Molecular nutrition & food research. 2014 Oct; 58(10):1991-2000. doi: 10.1002/mnfr.201400104. [PMID: 24975513]
  • Rohit Arora, Sakshi Bhushan, Rakesh Kumar, Rahul Mannan, Pardeep Kaur, Amrit Pal Singh, Bikram Singh, Adarsh P Vig, Deepika Sharma, Saroj Arora. Hepatic dysfunction induced by 7, 12-dimethylbenz(α)anthracene and its obviation with erucin using enzymatic and histological changes as indicators. PloS one. 2014; 9(11):e112614. doi: 10.1371/journal.pone.0112614. [PMID: 25390337]
  • Julia Budnowski, Franziska S Hanschen, Carsten Lehmann, Michael Haack, Regina Brigelius-Flohé, Lothar W Kroh, Michael Blaut, Sascha Rohn, Laura Hanske. A derivatization method for the simultaneous detection of glucosinolates and isothiocyanates in biological samples. Analytical biochemistry. 2013 Oct; 441(2):199-207. doi: 10.1016/j.ab.2013.07.002. [PMID: 23872004]
  • Evelyn Lamy, Dewi Oey, Florian Eißmann, Corinna Herz, Karsten Münstedt, Hans-Rudolf Tinneberg, Volker Mersch-Sundermann. Erucin and benzyl isothiocyanate suppress growth of late stage primary human ovarian carcinoma cells and telomerase activity in vitro. Phytotherapy research : PTR. 2013 Jul; 27(7):1036-41. doi: 10.1002/ptr.4798. [PMID: 22949403]
  • Jane A Mullaney, William J Kelly, Tony K McGhie, Juliet Ansell, Julian A Heyes. Lactic acid bacteria convert glucosinolates to nitriles efficiently yet differently from enterobacteriaceae. Journal of agricultural and food chemistry. 2013 Mar; 61(12):3039-46. doi: 10.1021/jf305442j. [PMID: 23461529]
  • Shikha Saha, Wendy Hollands, Birgit Teucher, Paul W Needs, Arjan Narbad, Catharine A Ortori, David A Barrett, John T Rossiter, Richard F Mithen, Paul A Kroon. Isothiocyanate concentrations and interconversion of sulforaphane to erucin in human subjects after consumption of commercial frozen broccoli compared to fresh broccoli. Molecular nutrition & food research. 2012 Dec; 56(12):1906-16. doi: 10.1002/mnfr.201200225. [PMID: 23109475]
  • Besma Abbaoui, Kenneth M Riedl, Robin A Ralston, Jennifer M Thomas-Ahner, Steven J Schwartz, Steven K Clinton, Amir Mortazavi. Inhibition of bladder cancer by broccoli isothiocyanates sulforaphane and erucin: characterization, metabolism, and interconversion. Molecular nutrition & food research. 2012 Nov; 56(11):1675-87. doi: 10.1002/mnfr.201200276. [PMID: 23038615]
  • Ahmad F Abdull Razis, Natalya Hanlon, Ewa Soltys, Veronika Krizova, Renato Iori, Kathryn E Plant, Nick Plant, Costas Ioannides. The naturally occurring aliphatic isothiocyanates sulforaphane and erucin are weak agonists but potent non-competitive antagonists of the aryl hydrocarbon receptor. Archives of toxicology. 2012 Oct; 86(10):1505-14. doi: 10.1007/s00204-012-0875-6. [PMID: 22643862]
  • John D Clarke, Anna Hsu, Ken Riedl, Deborah Bella, Steven J Schwartz, Jan F Stevens, Emily Ho. Bioavailability and inter-conversion of sulforaphane and erucin in human subjects consuming broccoli sprouts or broccoli supplement in a cross-over study design. Pharmacological research. 2011 Nov; 64(5):456-63. doi: 10.1016/j.phrs.2011.07.005. [PMID: 21816223]
  • John D Clarke, Ken Riedl, Deborah Bella, Steven J Schwartz, Jan F Stevens, Emily Ho. Comparison of isothiocyanate metabolite levels and histone deacetylase activity in human subjects consuming broccoli sprouts or broccoli supplement. Journal of agricultural and food chemistry. 2011 Oct; 59(20):10955-63. doi: 10.1021/jf202887c. [PMID: 21928849]
  • Ani Radonić, Ivica Blažević, Josip Mastelić, Marina Zekić, Mirjana Skočibušić, Ana Maravić. Phytochemical analysis and antimicrobial activity of Cardaria draba (L.) Desv. volatiles. Chemistry & biodiversity. 2011 Jun; 8(6):1170-81. doi: 10.1002/cbdv.201000370. [PMID: 21674789]
  • Natalya Hanlon, Nattaya Konsue, Nick Coldham, Maurice J Sauer, Costas Ioannides. Exposure to isothiocyanates suppresses urinary mutagenicity in rats treated with heterocyclic amine IQ: lack of association with CYP1 activity. Nutrition and cancer. 2011; 63(2):300-5. doi: 10.1080/01635581.2011.530735. [PMID: 21298592]
  • Ahmad F Abdull Razis, Manuela Bagatta, Gina R De Nicola, Renato Iori, Costas Ioannides. Intact glucosinolates modulate hepatic cytochrome P450 and phase II conjugation activities and may contribute directly to the chemopreventive activity of cruciferous vegetables. Toxicology. 2010 Nov; 277(1-3):74-85. doi: 10.1016/j.tox.2010.08.080. [PMID: 20833222]
  • Masao Yamasaki, Yusuke Omi, Naoko Fujii, Asako Ozaki, Akihiko Nakama, Yoichi Sakakibara, Masahito Suiko, Kazuo Nishiyama. Mustard oil in 'Shibori Daikon' a variety of Japanese radish, selectively inhibits the proliferation of H-ras-transformed 3Y1 cells. Bioscience, biotechnology, and biochemistry. 2009 Oct; 73(10):2217-21. doi: 10.1271/bbb.90322. [PMID: 19809176]
  • Hila Yehuda, Soliman Khatib, Ihab Sussan, Ramadan Musa, Jacob Vaya, Snait Tamir. Potential skin antiinflammatory effects of 4-methylthiobutylisothiocyanate (MTBI) isolated from rocket (Eruca sativa) seeds. BioFactors (Oxford, England). 2009 May; 35(3):295-305. doi: 10.1002/biof.32. [PMID: 19459144]
  • Evelyn Lamy, Julia Schröder, Stefanie Paulus, Peter Brenk, Thorsten Stahl, Volker Mersch-Sundermann. Antigenotoxic properties of Eruca sativa (rocket plant), erucin and erysolin in human hepatoma (HepG2) cells towards benzo(a)pyrene and their mode of action. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2008 Jul; 46(7):2415-21. doi: 10.1016/j.fct.2008.03.022. [PMID: 18479797]
  • Leopold Jirovetz, David Smith, Gerhard Buchbauer. Aroma compound analysis of Eruca sativa (Brassicaceae) SPME headspace leaf samples using GC, GC-MS, and olfactometry. Journal of agricultural and food chemistry. 2002 Jul; 50(16):4643-6. doi: 10.1021/jf020129n. [PMID: 12137490]
  • Y Zhang, P Talalay, C G Cho, G H Posner. A major inducer of anticarcinogenic protective enzymes from broccoli: isolation and elucidation of structure. Proceedings of the National Academy of Sciences of the United States of America. 1992 Mar; 89(6):2399-403. doi: 10.1073/pnas.89.6.2399. [PMID: 1549603]