Glucoerucin (BioDeep_00000003267)

   

natural product human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


{[(Z)-[5-(methylsulfanyl)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pentylidene]amino]oxy}sulfonic acid

化学式: C12H23NO9S3 (421.0535)
中文名称:
谱图信息: 最多检出来源 Viridiplantae(plant) 70.67%

分子结构信息

SMILES: CSCCCC/C(=N/OS(=O)(=O)O)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChI: InChI=1S/C12H23NO9S3/c1-23-5-3-2-4-8(13-22-25(18,19)20)24-12-11(17)10(16)9(15)7(6-14)21-12/h7,9-12,14-17H,2-6H2,1H3,(H,18,19,20)/b13-8+

描述信息

Glucoerucin belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain. Outside of the human body, glucoerucin has been detected, but not quantified in, several different foods, such as cabbages and Brassicas. This could make glucoerucin a potential biomarker for the consumption of these foods. Glucoerucin is isolated from the seeds of salad rocket (Eruca sativa) and Brussels sprouts (Brassica oleracea var. gemmifera).
Isolated from seeds of salad rocket (Eruca sativa) and Brussels sprouts (Brassica oleracea variety gemmifera). Glucoerucin is found in many foods, some of which are brussel sprouts, turnip, brassicas, and common cabbage.
D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D007096 - Imidoesters
Acquisition and generation of the data is financially supported in part by CREST/JST.

同义名列表

11 个代谢物同义名

{[(Z)-[5-(methylsulfanyl)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pentylidene]amino]oxy}sulfonic acid; [(Z)-[5-(methylsulfanyl)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pentylidene]amino]oxysulfonic acid; 4-(Methylsulfanyl) butyl glucosinolate; 4-(Methylsulfanyl)butyl-glucosinolate; 4-Methylthiobutyl glucosinolic acid; 4-(Methylthio)butylglucosinolate; 4-Methylthiobutyl glucosinolate; GLUCOERUCIN(RG); Glucoerucin; Glucoerusin; Glucoerucin



数据库引用编号

28 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

18 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(17)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

26 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
Cytoplasm 10 AHR, AIMP2, ANXA1, ARHGAP45, CYP1A1, HPGDS, MAPK8, NQO1, PTGS2, TUBB4B
Peripheral membrane protein 5 ACHE, ANXA1, CYP1A1, CYP1B1, PTGS2
Endosome membrane 1 ANXA1
Endoplasmic reticulum membrane 5 CYP1A1, CYP1A2, CYP1B1, HMOX1, PTGS2
Nucleus 10 ACHE, AHR, AIMP2, ANXA1, CS, GABPA, HMOX1, MAPK8, NQO1, TUBB4B
cytosol 10 AHR, AIMP2, ANXA1, ARHGAP45, GLS, HMOX1, HPGDS, MAPK8, NQO1, TUBB4B
dendrite 1 NQO1
nucleoplasm 6 AHR, ANXA1, GABPA, HMOX1, HPGDS, MAPK8
Cell membrane 3 ACHE, ANXA1, KCNQ4
Cytoplasmic side 1 HMOX1
ruffle membrane 1 ARHGAP45
Early endosome membrane 1 ANXA1
Multi-pass membrane protein 1 KCNQ4
Synapse 4 ACHE, GLS, MAPK8, NQO1
cell surface 2 ACHE, ANXA1
Golgi apparatus 1 ACHE
mitochondrial inner membrane 1 CYP1A1
neuromuscular junction 1 ACHE
neuronal cell body 1 NQO1
sarcolemma 1 ANXA1
Cytoplasm, cytosol 3 AIMP2, GLS, NQO1
endosome 1 ANXA1
plasma membrane 4 ACHE, ANXA1, ARHGAP45, KCNQ4
Membrane 8 ACHE, AIMP2, ANXA1, ARHGAP45, CS, CYP1B1, HMOX1, NQO1
apical plasma membrane 1 ANXA1
axon 1 MAPK8
basolateral plasma membrane 1 ANXA1
caveola 1 PTGS2
extracellular exosome 3 ANXA1, CS, TUBB4B
endoplasmic reticulum 2 HMOX1, PTGS2
extracellular space 4 ACHE, ANXA1, HMOX1, IL6
perinuclear region of cytoplasm 2 ACHE, HMOX1
adherens junction 1 ANXA1
mitochondrion 4 CS, CYP1A1, CYP1B1, GLS
protein-containing complex 2 AHR, PTGS2
intracellular membrane-bounded organelle 4 CYP1A1, CYP1A2, CYP1B1, HPGDS
Microsome membrane 4 CYP1A1, CYP1A2, CYP1B1, PTGS2
Secreted 3 ACHE, ANXA1, IL6
extracellular region 6 ACHE, ANXA1, ARHGAP45, ESM1, IL6, TUBB4B
mitochondrial outer membrane 1 HMOX1
Mitochondrion matrix 1 CS
mitochondrial matrix 2 CS, GLS
Extracellular side 2 ACHE, ANXA1
transcription regulator complex 1 AHR
Cell projection, cilium 1 ANXA1
motile cilium 1 ANXA1
Extracellular vesicle 1 TUBB4B
microtubule cytoskeleton 1 TUBB4B
Early endosome 1 ANXA1
vesicle 1 ANXA1
Apical cell membrane 1 ANXA1
Cell projection, ruffle membrane 1 ARHGAP45
Mitochondrion inner membrane 1 CYP1A1
Cytoplasm, cytoskeleton 1 TUBB4B
focal adhesion 1 ANXA1
microtubule 1 TUBB4B
basement membrane 1 ACHE
collagen-containing extracellular matrix 1 ANXA1
lateral plasma membrane 1 ANXA1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
neuron projection 1 PTGS2
cilium 1 ANXA1
chromatin 2 AHR, GABPA
Cell projection, phagocytic cup 1 ANXA1
phagocytic cup 1 ANXA1
mitotic spindle 1 TUBB4B
cytoskeleton 1 TUBB4B
Secreted, extracellular space 1 ANXA1
[Isoform 1]: Mitochondrion 1 GLS
Basolateral cell membrane 1 ANXA1
Lipid-anchor, GPI-anchor 1 ACHE
intercellular bridge 1 TUBB4B
Cytoplasm, cytoskeleton, flagellum axoneme 1 TUBB4B
sperm flagellum 1 TUBB4B
Cornified envelope 1 ANXA1
axonemal microtubule 1 TUBB4B
aryl hydrocarbon receptor complex 1 AHR
Cytoplasmic vesicle membrane 1 ANXA1
side of membrane 1 ACHE
basal plasma membrane 1 KCNQ4
voltage-gated potassium channel complex 1 KCNQ4
secretory granule lumen 1 ARHGAP45
endoplasmic reticulum lumen 2 IL6, PTGS2
Secreted, extracellular exosome 1 ANXA1
azurophil granule lumen 2 ARHGAP45, TUBB4B
Single-pass type IV membrane protein 1 HMOX1
vesicle membrane 1 ANXA1
synaptic cleft 1 ACHE
Basal cell membrane 1 KCNQ4
Lateral cell membrane 1 ANXA1
basal dendrite 1 MAPK8
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
[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
Cytoplasmic vesicle, secretory vesicle lumen 1 ANXA1
interleukin-6 receptor complex 1 IL6
[Isoform H]: Cell membrane 1 ACHE
nuclear aryl hydrocarbon receptor complex 1 AHR
cytosolic aryl hydrocarbon receptor complex 1 AHR


文献列表

  • Azra Đulović, Katarina Usanović, Lea Kukoč Modun, Ivica Blažević. Selenium Biofortification Effect on Glucosinolate Content of Brassica oleracea var. italic and Eruca vesicaria. Molecules (Basel, Switzerland). 2023 Oct; 28(20):. doi: 10.3390/molecules28207203. [PMID: 37894683]
  • Qi Zhou, Chang Zheng, Fang Wei, Yini Yang. Flavor precursors identification and thermal degradation mechanisms of glucoerucin in fragrant rapeseed oil. Food chemistry. 2023 Sep; 435(?):137484. doi: 10.1016/j.foodchem.2023.137484. [PMID: 37778265]
  • Li Cheng, Jianpeng Wu, Hao Liang, Qipeng Yuan. Preparation of Poly(glycidyl methacrylate) (PGMA) and Amine Modified PGMA Adsorbents for Purification of Glucosinolates from Cruciferous Plants. Molecules (Basel, Switzerland). 2020 Jul; 25(14):. doi: 10.3390/molecules25143286. [PMID: 32698371]
  • Paweł Paśko, Agnieszka Galanty, Paweł Żmudzki, Joanna Gdula-Argasińska, Paweł Zagrodzki. Influence of different light conditions and time of sprouting on harmful and beneficial aspects of rutabaga sprouts in comparison to their roots and seeds. Journal of the science of food and agriculture. 2019 Jan; 99(1):302-308. doi: 10.1002/jsfa.9188. [PMID: 29876936]
  • 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]
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  • Eva María Toledo-Martín, Rafael Font, Sara Obregón-Cano, Antonio De Haro-Bailón, Myriam Villatoro-Pulido, Mercedes Del Río-Celestino. Rapid and Cost-Effective Quantification of Glucosinolates and Total Phenolic Content in Rocket Leaves by Visible/Near-Infrared Spectroscopy. Molecules (Basel, Switzerland). 2017 May; 22(5):. doi: 10.3390/molecules22050851. [PMID: 28531129]
  • Young-Sang Lee, Kang-Mo Ku, Talon M Becker, John A Juvik. Chemopreventive glucosinolate accumulation in various broccoli and collard tissues: Microfluidic-based targeted transcriptomics for by-product valorization. PloS one. 2017; 12(9):e0185112. doi: 10.1371/journal.pone.0185112. [PMID: 28945821]
  • 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]
  • Anika E Wagner, Christine Sturm, Stefanie Piegholdt, Insa M A Wolf, Tuba Esatbeyoglu, Gina Rosalinda De Nicola, Renato Iori, Gerald Rimbach. Myrosinase-treated glucoerucin is a potent inducer of the Nrf2 target gene heme oxygenase 1--studies in cultured HT-29 cells and mice. The Journal of nutritional biochemistry. 2015 Jun; 26(6):661-6. doi: 10.1016/j.jnutbio.2015.01.004. [PMID: 25776458]
  • 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]
  • 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]
  • 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]
  • 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]
  • Mariateresa Maldini, Simona Baima, Giorgio Morelli, Cristina Scaccini, Fausta Natella. A liquid chromatography-mass spectrometry approach to study "glucosinoloma" in broccoli sprouts. Journal of mass spectrometry : JMS. 2012 Sep; 47(9):1198-206. doi: 10.1002/jms.3028. [PMID: 22972788]
  • Gaetan Glauser, Fabian Schweizer, Ted C J Turlings, Philippe Reymond. Rapid profiling of intact glucosinolates in Arabidopsis leaves by UHPLC-QTOFMS using a charged surface hybrid column. Phytochemical analysis : PCA. 2012 Sep; 23(5):520-8. doi: 10.1002/pca.2350. [PMID: 22323091]
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