4-Methoxyglucobrassicin (BioDeep_00000003263)

   

natural product PANOMIX_OTCML-2023


代谢物信息卡片


4-Methoxy-3-indolylmethyl glucosinolate

化学式: C17H22N2O10S2 (478.0715832)
中文名称:
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 5.41%

分子结构信息

SMILES: c1cc(c2c(c1)[nH]cc2C/C(=N/OS(=O)(=O)O)/S[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)CO)O)O)O)OC
InChI: InChI=1S/C17H22N2O10S2/c1-27-10-4-2-3-9-13(10)8(6-18-9)5-12(19-29-31(24,25)26)30-17-16(23)15(22)14(21)11(7-20)28-17/h2-4,6,11,14-18,20-23H,5,7H2,1H3,(H,24,25,26)/t11-,14-,15+,16-,17+/m1/s1

描述信息

An indolylmethylglucosinolic acid that is glucobrassicin bearing a methoxy substituent at position 4 on the indole ring.

同义名列表

3 个代谢物同义名

4-Methoxyglucobrassicin; 4-Methoxy-3-indolylmethyl glucosinolate; 4-Methoxy-3-indolylmethylglucosinolate



数据库引用编号

16 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)

17 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

  • Marta Klimek-Szczykutowicz, Michał Dziurka, Ivica Blažević, Azra Đulović, Sebastian Granica, Izabela Korona-Glowniak, Halina Ekiert, Agnieszka Szopa. Phytochemical and Biological Activity Studies on Nasturtium officinale (Watercress) Microshoot Cultures Grown in RITA® Temporary Immersion Systems. Molecules (Basel, Switzerland). 2020 Nov; 25(22):. doi: 10.3390/molecules25225257. [PMID: 33187324]
  • Paula Garcia-Ibañez, Diego A Moreno, Vanessa Nuñez-Gomez, Agatha Agudelo, Micaela Carvajal. Use of elicitation in the cultivation of Bimi® for food and ingredients. Journal of the science of food and agriculture. 2020 Mar; 100(5):2099-2109. doi: 10.1002/jsfa.10233. [PMID: 31875967]
  • Arif Hasan Khan Robin, Go-Eun Yi, Rawnak Laila, Kiwoung Yang, Jong-In Park, Hye Ran Kim, Ill-Sup Nou. Expression Profiling of Glucosinolate Biosynthetic Genes in Brassica oleracea L. var. capitata Inbred Lines Reveals Their Association with Glucosinolate Content. Molecules (Basel, Switzerland). 2016 Jun; 21(6):. doi: 10.3390/molecules21060787. [PMID: 27322230]
  • Britta Harbaum-Piayda, Kalpana Palani, Karin Schwarz. Influence of postharvest UV-B treatment and fermentation on secondary plant compounds in white cabbage leaves. Food chemistry. 2016 Apr; 197(Pt A):47-56. doi: 10.1016/j.foodchem.2015.10.065. [PMID: 26616923]
  • Matthew K D Hall, Jenny J Jobling, Gordon S Rogers. Variations in the most abundant types of glucosinolates found in the leaves of baby leaf rocket under typical commercial conditions. Journal of the science of food and agriculture. 2015 Feb; 95(3):552-9. doi: 10.1002/jsfa.6774. [PMID: 24912775]
  • Melanie Wiesner, Franziska S Hanschen, Monika Schreiner, Hansruedi Glatt, Rita Zrenner. Induced production of 1-methoxy-indol-3-ylmethyl glucosinolate by jasmonic acid and methyl jasmonate in sprouts and leaves of pak choi (Brassica rapa ssp. chinensis). International journal of molecular sciences. 2013 Jul; 14(7):14996-5016. doi: 10.3390/ijms140714996. [PMID: 23873294]
  • Rosa Agneta, Anna Rita Rivelli, Emanuela Ventrella, Filomena Lelario, Giulio Sarli, Sabino Aurelio Bufo. Investigation of glucosinolate profile and qualitative aspects in sprouts and roots of horseradish (Armoracia rusticana) using LC-ESI-hybrid linear ion trap with Fourier transform ion cyclotron resonance mass spectrometry and infrared multiphoton dissociation. Journal of agricultural and food chemistry. 2012 Aug; 60(30):7474-82. doi: 10.1021/jf301294h. [PMID: 22779710]
  • M Soledade C Pedras, Sajjad Hossain. Interaction of cruciferous phytoanticipins with plant fungal pathogens: indole glucosinolates are not metabolized but the corresponding desulfo-derivatives and nitriles are. Phytochemistry. 2011 Dec; 72(18):2308-16. doi: 10.1016/j.phytochem.2011.08.018. [PMID: 21920565]
  • Nam Il Park, Jae Kwang Kim, Woo Tae Park, Jin Woong Cho, Yong Pyo Lim, Sang Un Park. An efficient protocol for genetic transformation of watercress (Nasturtium officinale) using Agrobacterium rhizogenes. Molecular biology reports. 2011 Nov; 38(8):4947-53. doi: 10.1007/s11033-010-0638-5. [PMID: 21161399]
  • Paweł Bednarek, Mariola Piślewska-Bednarek, Emiel Ver Loren van Themaat, Ravi Kumar Maddula, Aleš Svatoš, Paul Schulze-Lefert. Conservation and clade-specific diversification of pathogen-inducible tryptophan and indole glucosinolate metabolism in Arabidopsis thaliana relatives. The New phytologist. 2011 Nov; 192(3):713-26. doi: 10.1111/j.1469-8137.2011.03824.x. [PMID: 21793828]
  • M Soledade C Pedras, Estifanos E Yaya, Sajjad Hossain. Unveiling the phytoalexin biosynthetic puzzle in salt cress: unprecedented incorporation of glucobrassicin into wasalexins A and B. Organic & biomolecular chemistry. 2010 Nov; 8(22):5150-8. doi: 10.1039/c0ob00265h. [PMID: 20848032]
  • M Soledade C Pedras, Qing-An Zheng. Metabolic responses of Thellungiella halophila/salsuginea to biotic and abiotic stresses: metabolite profiles and quantitative analyses. Phytochemistry. 2010 Apr; 71(5-6):581-9. doi: 10.1016/j.phytochem.2009.12.008. [PMID: 20122704]
  • Sabine Montaut, Julie Grandbois, Laura Righetti, Jessica Barillari, Renato Iori, Patrick Rollin. Updated glucosinolate profile of Dithyrea wislizenii. Journal of natural products. 2009 May; 72(5):889-93. doi: 10.1021/np800738w. [PMID: 19334740]
  • Pawel Bednarek, Mariola Pislewska-Bednarek, Ales Svatos, Bernd Schneider, Jan Doubsky, Madina Mansurova, Matt Humphry, Chiara Consonni, Ralph Panstruga, Andrea Sanchez-Vallet, Antonio Molina, Paul Schulze-Lefert. A glucosinolate metabolism pathway in living plant cells mediates broad-spectrum antifungal defense. Science (New York, N.Y.). 2009 Jan; 323(5910):101-6. doi: 10.1126/science.1163732. [PMID: 19095900]
  • Nicole K Clay, Adewale M Adio, Carine Denoux, Georg Jander, Frederick M Ausubel. Glucosinolate metabolites required for an Arabidopsis innate immune response. Science (New York, N.Y.). 2009 Jan; 323(5910):95-101. doi: 10.1126/science.1164627. [PMID: 19095898]
  • Ashu B Tiku, Suresh K Abraham, Raosaheb K Kale. Protective effect of the cruciferous vegetable mustard leaf (Brassica campestris) against in vivo chromosomal damage and oxidative stress induced by gamma-radiation and genotoxic chemicals. Environmental and molecular mutagenesis. 2008 Jun; 49(5):335-42. doi: 10.1002/em.20383. [PMID: 18418865]
  • Jules Beekwilder, Wessel van Leeuwen, Nicole M van Dam, Monica Bertossi, Valentina Grandi, Luca Mizzi, Mikhail Soloviev, Laszlo Szabados, Jos W Molthoff, Bert Schipper, Hans Verbocht, Ric C H de Vos, Piero Morandini, Mark G M Aarts, Arnaud Bovy. The impact of the absence of aliphatic glucosinolates on insect herbivory in Arabidopsis. PloS one. 2008 Apr; 3(4):e2068. doi: 10.1371/journal.pone.0002068. [PMID: 18446225]
  • M Soledade C Pedras, Qing-An Zheng, Ravi S Gadagi, S Roger Rimmer. Phytoalexins and polar metabolites from the oilseeds canola and rapeseed: differential metabolic responses to the biotroph Albugo candida and to abiotic stress. Phytochemistry. 2008 Feb; 69(4):894-910. doi: 10.1016/j.phytochem.2007.10.019. [PMID: 18039546]
  • Rieta Gols, Tibor Bukovinszky, Nicole M van Dam, Marcel Dicke, James M Bullock, Jeffrey A Harvey. Performance of generalist and specialist herbivores and their endoparasitoids differs on cultivated and wild Brassica populations. Journal of chemical ecology. 2008 Feb; 34(2):132-43. doi: 10.1007/s10886-008-9429-z. [PMID: 18231835]
  • Hanneke van Leur, Louise E M Vet, Wim H van der Putten, Nicole M van Dam. Barbarea vulgaris glucosinolate phenotypes differentially affect performance and preference of two different species of lepidopteran herbivores. Journal of chemical ecology. 2008 Feb; 34(2):121-31. doi: 10.1007/s10886-007-9424-9. [PMID: 18213497]
  • R C Smallegange, J J A van Loon, S E Blatt, J A Harvey, N Agerbirk, M Dicke. Flower vs. leaf feeding by Pieris brassicae: glucosinolate-rich flower tissues are preferred and sustain higher growth rate. Journal of chemical ecology. 2007 Oct; 33(10):1831-44. doi: 10.1007/s10886-007-9350-x. [PMID: 17828429]
  • Maaike Bruinsma, Nicole M Van Dam, Joop J A Van Loon, Marcel Dicke. Jasmonic acid-induced changes in Brassica oleracea affect oviposition preference of two specialist herbivores. Journal of chemical ecology. 2007 Apr; 33(4):655-68. doi: 10.1007/s10886-006-9245-2. [PMID: 17334923]
  • Tommaso R I Cataldi, Alessandra Rubino, Filomena Lelario, Sabino A Bufo. Naturally occurring glucosinolates in plant extracts of rocket salad (Eruca sativa L.) identified by liquid chromatography coupled with negative ion electrospray ionization and quadrupole ion-trap mass spectrometry. Rapid communications in mass spectrometry : RCM. 2007; 21(14):2374-88. doi: 10.1002/rcm.3101. [PMID: 17590871]
  • Chise Suzuki, Mayumi Ohnishi-Kameyama, Keisuke Sasaki, Takashi Murata, Mitsuru Yoshida. Behavior of glucosinolates in pickling cruciferous vegetables. Journal of agricultural and food chemistry. 2006 Dec; 54(25):9430-6. doi: 10.1021/jf061789l. [PMID: 17147429]
  • O Vang, J Mortensen, O Andersen. Biochemical effects of dietary intake of different broccoli samples. II. Multivariate analysis of contributions of specific glucosinolates in modulating cytochrome P-450 and antioxidant defense enzyme activities. Metabolism: clinical and experimental. 2001 Oct; 50(10):1130-5. doi: 10.1053/meta.2001.26744. [PMID: 11586482]