Glucosinalbin (BioDeep_00000003274)

   

natural product human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


({[2-(4-hydroxyphenyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulphanyl}ethylidene]amino}oxy)sulphonic acid

化学式: C14H19NO10S2 (425.045)
中文名称:
谱图信息: 最多检出来源 Viridiplantae(plant) 78.28%

分子结构信息

SMILES: C1=CC(=CC=C1CC(=NOS(=O)(=O)O)SC2C(C(C(C(O2)CO)O)O)O)O
InChI: InChI=1S/C14H19NO10S2/c16-6-9-11(18)12(19)13(20)14(24-9)26-10(15-25-27(21,22)23)5-7-1-3-8(17)4-2-7/h1-4,9,11-14,16-20H,5-6H2,(H,21,22,23)

描述信息

Glucosinalbin is found in american pokeweed. Glucosinalbin is isolated from Brassica seeds.

同义名列表

12 个代谢物同义名

({[2-(4-hydroxyphenyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulphanyl}ethylidene]amino}oxy)sulphonic acid; ({[2-(4-hydroxyphenyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxy)sulfonic acid; ({[2-(4-hydroxyphenyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulphanyl}ethylidene]amino}oxy)sulphonate; ({[2-(4-hydroxyphenyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxy)sulfonate; [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2-(4-hydroxyphenyl)-N-sulfooxyethanimidothioate; p-Hydroxybenzyl glucosinolate; 4-Hydroxybenzyl glucosinolate; p-Hydroxybenzylglucosinolate; Glucosinalbate; Glucosinalbin; Sinalbin; Sinalbin



数据库引用编号

30 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(1)

代谢反应

11 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(10)

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。

亚细胞结构定位 关联基因列表
Peripheral membrane protein 2 ACHE, CYP1B1
Endoplasmic reticulum membrane 1 CYP1B1
Nucleus 1 ACHE
cytosol 1 GLS
nucleoplasm 1 ATP2B1
Cell membrane 2 ACHE, ATP2B1
Multi-pass membrane protein 1 ATP2B1
Synapse 3 ACHE, ATP2B1, GLS
cell surface 1 ACHE
glutamatergic synapse 1 ATP2B1
Golgi apparatus 1 ACHE
neuromuscular junction 1 ACHE
presynaptic membrane 1 ATP2B1
Cytoplasm, cytosol 1 GLS
plasma membrane 3 ACHE, ATP2B1, PTN
synaptic vesicle membrane 1 ATP2B1
Membrane 3 ACHE, ATP2B1, CYP1B1
basolateral plasma membrane 1 ATP2B1
extracellular exosome 1 ATP2B1
endoplasmic reticulum 1 PTN
extracellular space 2 ACHE, PTN
perinuclear region of cytoplasm 1 ACHE
Schaffer collateral - CA1 synapse 1 PTN
mitochondrion 2 CYP1B1, GLS
protein-containing complex 1 PTN
intracellular membrane-bounded organelle 2 ATP2B1, CYP1B1
Microsome membrane 1 CYP1B1
Secreted 2 ACHE, PTN
extracellular region 2 ACHE, PTN
mitochondrial matrix 1 GLS
Extracellular side 1 ACHE
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
basement membrane 1 ACHE
lateral plasma membrane 1 ATP2B1
cell projection 1 ATP2B1
[Isoform 1]: Mitochondrion 1 GLS
Basolateral cell membrane 1 ATP2B1
Lipid-anchor, GPI-anchor 1 ACHE
Presynaptic cell membrane 1 ATP2B1
side of membrane 1 ACHE
immunological synapse 1 ATP2B1
synaptic cleft 1 ACHE
[Isoform 3]: Mitochondrion 1 GLS
[Glutaminase kidney isoform, mitochondrial 68 kDa chain]: Mitochondrion matrix 1 GLS
[Glutaminase kidney isoform, mitochondrial 65 kDa chain]: Mitochondrion matrix 1 GLS
photoreceptor ribbon synapse 1 ATP2B1
[Isoform H]: Cell membrane 1 ACHE


文献列表

  • Heidi Blok Frandsen, Jens Christian Sørensen, Iben Lykke Petersen, Hilmer Sørensen. Glutamine as an Ammonia Donor in Catabolism of the Glucosinolate, Sinalbin, in Biosynthesis of 4-Hydroxybenzylamine. Journal of natural products. 2020 02; 83(2):179-184. doi: 10.1021/acs.jnatprod.9b00767. [PMID: 32052633]
  • Caroline Müller, Joop van Loon, Sara Ruschioni, Gina Rosalinda De Nicola, Carl Erik Olsen, Renato Iori, Niels Agerbirk. Taste detection of the non-volatile isothiocyanate moringin results in deterrence to glucosinolate-adapted insect larvae. Phytochemistry. 2015 Oct; 118(?):139-48. doi: 10.1016/j.phytochem.2015.08.007. [PMID: 26318325]
  • Inna E Popova, Matthew J Morra. Simultaneous quantification of sinigrin, sinalbin, and anionic glucosinolate hydrolysis products in Brassica juncea and Sinapis alba seed extracts using ion chromatography. Journal of agricultural and food chemistry. 2014 Nov; 62(44):10687-93. doi: 10.1021/jf503755m. [PMID: 25314611]
  • Mohamed K Abdalsamee, Marco Giampà, Karsten Niehaus, Caroline Müller. Rapid incorporation of glucosinolates as a strategy used by a herbivore to prevent activation by myrosinases. Insect biochemistry and molecular biology. 2014 Sep; 52(?):115-23. doi: 10.1016/j.ibmb.2014.07.002. [PMID: 25017143]
  • Mahmoud Hamzaoui, Jane Hubert, Romain Reynaud, Luc Marchal, Alain Foucault, Jean-Hugues Renault. Strong ion exchange in centrifugal partition extraction (SIX-CPE): effect of partition cell design and dimensions on purification process efficiency. Journal of chromatography. A. 2012 Jul; 1247(?):18-25. doi: 10.1016/j.chroma.2012.05.046. [PMID: 22677413]
  • Hanieh Azimi, Ali-Asghar Khakshur, Iman Aghdasi, Mehrnaz Fallah-Tafti, Mohammad Abdollahi. A review of animal and human studies for management of benign prostatic hyperplasia with natural products: perspective of new pharmacological agents. Inflammation & allergy drug targets. 2012 Jun; 11(3):207-21. doi: 10.2174/187152812800392715. [PMID: 22512478]
  • Marta Lara-Lledó, Amin Olaimat, Richard A Holley. Inhibition of Listeria monocytogenes on bologna sausages by an antimicrobial film containing mustard extract or sinigrin. International journal of food microbiology. 2012 May; 156(1):25-31. doi: 10.1016/j.ijfoodmicro.2012.02.018. [PMID: 22424932]
  • Sebastian E W Opitz, Jean-Luc Boevé, Zoltán Tamás Nagy, Gontran Sonet, Frank Koch, Caroline Müller. Host shifts from Lamiales to Brassicaceae in the sawfly genus Athalia. PloS one. 2012; 7(4):e33649. doi: 10.1371/journal.pone.0033649. [PMID: 22485146]
  • Jixiu Zhang, Xiumei Sun, Zhiping Zhang, Yuwen Ni, Qing Zhang, Xinmiao Liang, Hongbin Xiao, Jiping Chen, James G Tokuhisa. Metabolite profiling of Arabidopsis seedlings in response to exogenous sinalbin and sulfur deficiency. Phytochemistry. 2011 Oct; 72(14-15):1767-78. doi: 10.1016/j.phytochem.2011.06.002. [PMID: 21726880]
  • Jeffrey A Harvey, Rieta Gols. Population-related variation in plant defense more strongly affects survival of an herbivore than its solitary parasitoid wasp. Journal of chemical ecology. 2011 Oct; 37(10):1081-90. doi: 10.1007/s10886-011-0024-3. [PMID: 21987026]
  • Fernando B Luciano, Julie Belland, Richard A Holley. Microbial and chemical origins of the bactericidal activity of thermally treated yellow mustard powder toward Escherichia coli O157:H7 during dry sausage ripening. International journal of food microbiology. 2011 Jan; 145(1):69-76. doi: 10.1016/j.ijfoodmicro.2010.11.028. [PMID: 21146240]
  • Marzena Szczygłowska, Anna Piekarska, Piotr Konieczka, Jacek Namieśnik. Use of brassica plants in the phytoremediation and biofumigation processes. International journal of molecular sciences. 2011; 12(11):7760-71. doi: 10.3390/ijms12117760. [PMID: 22174630]
  • Niloufar Choubdar, Shuliu Li, Richard A Holley. Supercritical fluid chromatography of myrosinase reaction products in ground yellow mustard seed oil. Journal of food science. 2010 May; 75(4):C341-5. doi: 10.1111/j.1750-3841.2010.01584.x. [PMID: 20546392]
  • Alix Toribio, Jean-Marc Nuzillard, Benoît Pinel, Leslie Boudesocque, Michel Lafosse, François De La Poype, Jean-Hugues Renault. Pilot-scale ion-exchange centrifugal partition chromatography: purification of sinalbin from white mustard seeds. Journal of separation science. 2009 Jun; 32(11):1801-7. doi: 10.1002/jssc.200800651. [PMID: 19479767]
  • Niels Agerbirk, Suzanne I Warwick, Paul R Hansen, Carl E Olsen. Sinapis phylogeny and evolution of glucosinolates and specific nitrile degrading enzymes. Phytochemistry. 2008 Dec; 69(17):2937-49. doi: 10.1016/j.phytochem.2008.08.014. [PMID: 18995873]
  • Ewa Ciska, Joanna Honke, Halina Kozłowska. Effect of light conditions on the contents of glucosinolates in germinating seeds of white mustard, red radish, white radish, and rapeseed. Journal of agricultural and food chemistry. 2008 Oct; 56(19):9087-93. doi: 10.1021/jf801206g. [PMID: 18771273]
  • Paula Pongrac, Katarina Vogel-Mikus, Marjana Regvar, Roser Tolrà, Charlotte Poschenrieder, Juan Barceló. Glucosinolate profiles change during the life cycle and mycorrhizal colonization in a Cd/Zn hyperaccumulator Thlaspi praecox (Brassicaceae). Journal of chemical ecology. 2008 Aug; 34(8):1038-44. doi: 10.1007/s10886-008-9502-7. [PMID: 18584257]
  • Alix Toribio, Jean-Marc Nuzillard, Jean-Hugues Renault. Strong ion-exchange centrifugal partition chromatography as an efficient method for the large-scale purification of glucosinolates. Journal of chromatography. A. 2007 Nov; 1170(1-2):44-51. doi: 10.1016/j.chroma.2007.09.004. [PMID: 17904564]
  • Niels Agerbirk, Carl Erik Olsen, Henrik Bak Topbjerg, Jens Christian Sørensen. Host plant-dependent metabolism of 4-hydroxybenzylglucosinolate in Pieris rapae: substrate specificity and effects of genetic modification and plant nitrile hydratase. Insect biochemistry and molecular biology. 2007 Nov; 37(11):1119-30. doi: 10.1016/j.ibmb.2007.06.009. [PMID: 17916498]
  • Kim-Chung Lee, Man-Wai Cheuk, Wan Chan, Albert Wai-Ming Lee, Zhong-Zhen Zhao, Zhi-Hong Jiang, Zongwei Cai. Determination of glucosinolates in traditional Chinese herbs by high-performance liquid chromatography and electrospray ionization mass spectrometry. Analytical and bioanalytical chemistry. 2006 Dec; 386(7-8):2225-32. doi: 10.1007/s00216-006-0882-7. [PMID: 17086388]
  • M Soledade C Pedras, Denis P O Okinyo. En route to erucalexin: a unique rearrangement in the crucifer phytoalexin biosynthetic pathway. Chemical communications (Cambridge, England). 2006 May; ?(17):1848-50. doi: 10.1039/b602189a. [PMID: 16622504]
  • Caroline Müller, Ute Wittstock. Uptake and turn-over of glucosinolates sequestered in the sawfly Athalia rosae. Insect biochemistry and molecular biology. 2005 Oct; 35(10):1189-98. doi: 10.1016/j.ibmb.2005.06.001. [PMID: 16102424]
  • Guo-xin Wu, Yue-xin Lin, Min-rui Ou, Dong-fei Tan. [An experimental study(II) on the inhibition of prostatic hyperplasia by extract of seeds of Brassica alba]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2003 Jul; 28(7):643-6. doi: NULL. [PMID: 15139111]
  • Frédéric Francis, Georges Lognay, Jean-Paul Wathelet, Eric Haubruge. Characterisation of aphid myrosinase and degradation studies of glucosinolates. Archives of insect biochemistry and physiology. 2002 Aug; 50(4):173-82. doi: 10.1002/arch.10042. [PMID: 12125058]
  • Susanna Eriksson, Erik Andréasson, Barbara Ekbom, Georg Granér, Bo Pontoppidan, Jan Taipalensuu, Jiaming Zhang, Lars Rask, Johan Meijer. Complex formation of myrosinase isoenzymes in oilseed rape seeds are dependent on the presence of myrosinase-binding proteins. Plant physiology. 2002 Aug; 129(4):1592-9. doi: 10.1104/pp.003285. [PMID: 12177471]
  • C Müller, N Agerbirk, C E Olsen, J L Boevé, U Schaffner, P M Brakefield. Sequestration of host plant glucosinolates in the defensive hemolymph of the sawfly Athalia rosae. Journal of chemical ecology. 2001 Dec; 27(12):2505-16. doi: 10.1023/a:1013631616141. [PMID: 11789955]
  • F Francis, G Lognay, J P Wathelet, E Haubruge. Effects of allelochemicals from first (brassicaceae) and second (Myzus persicae and Brevicoryne brassicae) trophic levels on Adalia bipunctata. Journal of chemical ecology. 2001 Feb; 27(2):243-56. doi: 10.1023/a:1005672220342. [PMID: 14768813]
  • S Buskov, J Hasselstrøm, C E Olsen, H Sørensen, J C Sørensen, S Sørensen. Supercritical fluid chromatography as a method of analysis for the determination of 4-hydroxybenzylglucosinolate degradation products. Journal of biochemical and biophysical methods. 2000 Jul; 43(1-3):157-74. doi: 10.1016/s0165-022x(00)00081-6. [PMID: 10869674]