goitrin (BioDeep_00000004093)

 

Secondary id: BioDeep_00000229763

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


goitrin

化学式: C5H7NOS (129.0248)
中文名称: DL-甲状腺肿素
谱图信息: 最多检出来源 Viridiplantae(plant) 30.94%

分子结构信息

SMILES: C=CC1CN=C(S)O1
InChI: InChI=1S/C5H7NOS/c1-2-4-3-6-5(8)7-4/h2,4H,1,3H2,(H,6,8)

描述信息

D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D013956 - Antithyroid Agents
D000890 - Anti-Infective Agents > D023303 - Oxazolidinones
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2335
INTERNAL_ID 2335; CONFIDENCE Reference Standard (Level 1)

同义名列表

3 个代谢物同义名

goitrin; Goitrin; (S)-5-Ethenyl-2-oxazolidinethione



数据库引用编号

31 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)

23 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 9 CASP4, DBH, GSDMD, HPGDS, PTP4A2, SLC5A5, TLR3, TLR4, WT1
Peripheral membrane protein 1 CASP4
Endosome membrane 2 TLR3, TLR4
Endoplasmic reticulum membrane 3 CASP4, CD4, TLR3
Mitochondrion membrane 1 GSDMD
Nucleus 4 POU6F2, PTP4A2, SLC5A5, WT1
cytosol 7 CASP4, CD28, GLS, GSDMD, HPGDS, PTP4A2, WT1
mitochondrial membrane 1 GSDMD
nucleoplasm 3 GSDMD, HPGDS, WT1
Cell membrane 8 CD19, CD28, CD4, CD8A, GSDMD, SLC5A5, TLR4, TNF
Cytoplasmic side 1 CASP4
Multi-pass membrane protein 3 GSDMD, SLC5A5, TAS2R38
Synapse 2 DBH, GLS
cell surface 4 CD28, TLR4, TNF, TPO
Golgi membrane 1 TLR3
lysosomal membrane 1 TLR3
neuronal cell body 1 TNF
Cytoplasm, cytosol 2 CASP4, GLS
Lysosome 1 SGSH
plasma membrane 14 BCHE, CASP4, CD19, CD28, CD4, CD8A, GSDMD, PTP4A2, SLC5A5, TAS2R38, TLR3, TLR4, TNF, TPO
Membrane 8 CD19, DBH, GSDMD, SLC5A5, TAS2R38, TLR3, TLR4, TPO
extracellular exosome 3 CD19, SGSH, SLC5A5
endoplasmic reticulum 2 CASP4, DBH
extracellular space 6 BCHE, DBH, GSDMD, TLR3, TNF, TPO
lysosomal lumen 1 SGSH
perinuclear region of cytoplasm 1 TLR4
mitochondrion 2 CASP4, GLS
protein-containing complex 2 CASP4, CD19
intracellular membrane-bounded organelle 2 DBH, HPGDS
Single-pass type I membrane protein 6 CD19, CD4, CD8A, TLR3, TLR4, TPO
Secreted 4 BCHE, CASP4, DBH, GSDMD
extracellular region 6 BCHE, CASP4, CD8A, DBH, GSDMD, TNF
Single-pass membrane protein 1 TLR3
[Isoform 2]: Secreted 1 CD8A
mitochondrial matrix 1 GLS
centriolar satellite 1 DBH
external side of plasma membrane 6 CD19, CD28, CD4, CD8A, TLR4, TNF
Extracellular vesicle 1 SLC5A5
nucleolus 1 WT1
Early endosome 4 CD4, PTP4A2, TLR3, TLR4
recycling endosome 1 TNF
Single-pass type II membrane protein 2 DBH, TNF
Membrane raft 3 CD19, CD4, TNF
extracellular matrix 1 TLR3
nuclear speck 1 WT1
Inflammasome 2 CASP4, GSDMD
NLRP3 inflammasome complex 1 GSDMD
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 2 CD8A, TLR4
chromatin 1 POU6F2
phagocytic cup 2 TLR4, TNF
[Isoform 1]: Mitochondrion 1 GLS
blood microparticle 1 BCHE
Endomembrane system 1 GSDMD
Nucleus speckle 1 WT1
lipopolysaccharide receptor complex 1 TLR4
plasma membrane raft 1 CD8A
ficolin-1-rich granule lumen 1 GSDMD
secretory granule lumen 1 DBH
secretory granule membrane 1 DBH
endoplasmic reticulum lumen 2 BCHE, CD4
specific granule lumen 1 GSDMD
tertiary granule lumen 1 GSDMD
immunological synapse 1 CD28
nuclear envelope lumen 1 BCHE
clathrin-coated endocytic vesicle membrane 1 CD4
endolysosome membrane 1 TLR3
[Isoform 1]: Cell membrane 1 CD8A
Cytoplasmic vesicle, secretory vesicle membrane 1 DBH
[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, chromaffin granule lumen 1 DBH
chromaffin granule lumen 1 DBH
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
T cell receptor complex 2 CD4, CD8A
transport vesicle membrane 1 DBH
[Soluble dopamine beta-hydroxylase]: Cytoplasmic vesicle, secretory vesicle lumen 1 DBH
Cytoplasmic vesicle, secretory vesicle, chromaffin granule membrane 1 DBH
chromaffin granule membrane 1 DBH
[Isoform 3]: Cell surface 1 CD28
protein complex involved in cell adhesion 1 CD28
[Isoform 1]: Nucleus speckle 1 WT1
[Isoform 4]: Nucleus, nucleoplasm 1 WT1
NLRP1 inflammasome complex 1 CASP4
non-canonical inflammasome complex 1 CASP4
[Gasdermin-D]: Cytoplasm, cytosol 1 GSDMD
[Gasdermin-D, N-terminal]: Cell membrane 1 GSDMD
[Gasdermin-D, N-terminal]: Cytoplasm, cytosol 1 GSDMD
[Gasdermin-D, p13]: Nucleus 1 GSDMD
[Gasdermin-D, C-terminal]: Cytoplasm, cytosol 1 GSDMD
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Deqing Ruan, Jingyi Yang, Qianfei Luo, Yanhong Shi, Lili Ding, Zhengtao Wang, Rui Wang, Li Yang. The Protective Effects of Goitrin on LPS-Induced Septic Shock in C57BL/6J Mice via Caspase-11 Non-Canonical Inflammasome Inhibition. Molecules (Basel, Switzerland). 2023 Mar; 28(7):. doi: 10.3390/molecules28072883. [PMID: 37049646]
  • Mingming Li, Yang Xiao, Lianggui Xiao, Yu Li, Mengting Jia, Yu Sun, Tingli Pan, Lei Zhou, Yixing Li. Epigoitrin alleviates lipid and glucose metabolic disorders induced by a high-fat diet. Food & function. 2022 Jul; 13(13):7260-7273. doi: 10.1039/d2fo00242f. [PMID: 35723416]
  • Ru Zhao, Xinyu Yang, Aoqi Zhang, Tieyang Zhou, Yunwei Zhou, Lei Yang. An efficient approach for simultaneously obtaining oil and epigoitrin from Orychophragmus violaceus seeds by microwave-mediated immiscible binary solvent extraction. Food chemistry. 2022 Mar; 372(?):131258. doi: 10.1016/j.foodchem.2021.131258. [PMID: 34627086]
  • Li-Xing Nie, Yan-Lin Wu, Zhong Dai, Shuang-Cheng Ma. Antiviral activity of Isatidis Radix derived glucosinolate isomers and their breakdown products against influenza A in vitro/ovo and mechanism of action. Journal of ethnopharmacology. 2020 Apr; 251(?):112550. doi: 10.1016/j.jep.2020.112550. [PMID: 31918015]
  • Jinhang Li, Yanhong Shi, Yan Xu, Li Yang, Zhengtao Wang, Han Han, Rui Wang. Metabolic profiles and pharmacokinetics of goitrin in rats through liquid chromatography combined with electrospray ionization-tandem mass spectrometry. Biomedical chromatography : BMC. 2019 Oct; 33(10):e4606. doi: 10.1002/bmc.4606. [PMID: 31132308]
  • Yanhong Shi, Cheng Zheng, Jinhang Li, Li Yang, Zhengtao Wang, Rui Wang. Separation and Quantification of Four Main Chiral Glucosinolates in Radix Isatidis and Its Granules Using High-Performance Liquid Chromatography/Diode Array Detector Coupled with Circular Dichroism Detection. Molecules (Basel, Switzerland). 2018 May; 23(6):. doi: 10.3390/molecules23061305. [PMID: 29844266]
  • L P Zhu, J P Wang, X M Ding, S P Bai, Q F Zeng, Z W Su, Y Xuan, K Y Zhang. The Deposition and Elimination of Glucosinolate Metabolites Derived from Rapeseed Meal in Eggs of Laying Hens. Journal of agricultural and food chemistry. 2018 Feb; 66(6):1560-1568. doi: 10.1021/acs.jafc.7b05782. [PMID: 29345135]
  • Meike Siebers, Thomas Rohr, Marina Ventura, Vadim Schütz, Stephan Thies, Filip Kovacic, Karl-Erich Jaeger, Martin Berg, Peter Dörmann, Margot Schulz. Disruption of microbial community composition and identification of plant growth promoting microorganisms after exposure of soil to rapeseed-derived glucosinolates. PloS one. 2018; 13(7):e0200160. doi: 10.1371/journal.pone.0200160. [PMID: 29969500]
  • Liwei He, Fangtian Fan, Xianbang Hou, Hongyan Wu, Juan Wang, Huiqin Xu, Yun Sun. 4(3H)-Quinazolone regulates innate immune signaling upon respiratory syncytial virus infection by moderately inhibiting the RIG-1 pathway in RAW264.7 cell. International immunopharmacology. 2017 Nov; 52(?):245-252. doi: 10.1016/j.intimp.2017.09.010. [PMID: 28957692]
  • Xiaowei Huo, Chenqi Liu, Li Gao, Xudong Xu, Nailiang Zhu, Li Cao. Hepatoprotective Effect of Aqueous Extract from the Seeds of Orychophragmus violaceus against Liver Injury in Mice and HepG2 Cells. International journal of molecular sciences. 2017 Jun; 18(6):. doi: 10.3390/ijms18061197. [PMID: 28617329]
  • Peter Felker, Ronald Bunch, Angela M Leung. Concentrations of thiocyanate and goitrin in human plasma, their precursor concentrations in brassica vegetables, and associated potential risk for hypothyroidism. Nutrition reviews. 2016 Apr; 74(4):248-58. doi: 10.1093/nutrit/nuv110. [PMID: 26946249]
  • Ming-Ming Tan, Yong Huang, Xiao-Fei Xu, Zhuo-Neng Zhang, Qiao-Hua Deng. [Influence of drying method on content of epigoitrin and uridine in isatidis radix]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2014 Apr; 37(4):578-80. doi: ". [PMID: 25345127]
  • Li-Na Ma, Cong-En Zhang, Dan Yan, Man-Rong Tan, Han-Bing Li, Le-Le Zhang, Yin Xiong, Xiao-He Xiao. [Screening bioactive compounds inhibiting influenza virus from isatidis radix by ultrafiltration mass spectrometry]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2014 Mar; 39(5):812-6. doi: . [PMID: 25204170]
  • Si-Hui Nian, Chun-Yun Liu, Li-Min Liu, Li-Fen Yang. [The extraction technology of epigoitri from isatidis radix by supercritical CO2 fluid]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2013 Jul; 36(7):1163-6. doi: ". [PMID: 24417156]
  • Qian-Qian Liu, Kang-Cai Wang, Chun-Hong Luo, Li-Si Zou. [Accumulation law of epigoitrin in roots of Isatis indigotica of different breed types]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2013 Feb; 36(2):199-201. doi: ". [PMID: 23901642]
  • Zhiyong Xie, Yanhong Shi, Zhengtao Wang, Rui Wang, Yiming Li. Biotransformation of glucosinolates epiprogoitrin and progoitrin to (R)- and (S)-Goitrin in Radix isatidis. Journal of agricultural and food chemistry. 2011 Dec; 59(23):12467-72. doi: 10.1021/jf203321u. [PMID: 22023255]
  • Xiaoming Cai, Yan Zhang, Long Yu, Zhimou Guo, Xiuli Zhang, Xinmiao Liang. [Detection of drug-human serum albumin binding ratios of two Chinese medicinal ingredients by high performance affinity chromatography]. Se pu = Chinese journal of chromatography. 2011 Apr; 29(4):358-61. doi: 10.3724/sp.j.1123.2011.00358. [PMID: 21770248]
  • Stephen Wooding, Howard Gunn, Purita Ramos, Sophie Thalmann, Chao Xing, Wolfgang Meyerhof. Genetics and bitter taste responses to goitrin, a plant toxin found in vegetables. Chemical senses. 2010 Oct; 35(8):685-92. doi: 10.1093/chemse/bjq061. [PMID: 20551074]
  • Marja Tolonen, Marianne Taipale, Britta Viander, Juha-Matti Pihlava, Hannu Korhonen, Eeva-Liisa Ryhänen. Plant-derived biomolecules in fermented cabbage. Journal of agricultural and food chemistry. 2002 Nov; 50(23):6798-803. doi: 10.1021/jf0109017. [PMID: 12405778]
  • I K Paik. Nutritional value of processed rapeseed meal. Advances in experimental medicine and biology. 1991; 289(?):403-14. doi: 10.1007/978-1-4899-2626-5_29. [PMID: 1716819]
  • H J Lewerenz, D W Bleyl, R Plass, H Przybilski, W Schnaak. [The subchronic toxicity of 5-vinyloxazolidine-2-thione in rats]. Die Nahrung. 1989; 33(10):965-73. doi: 10.1002/food.19890331014. [PMID: 2634245]
  • P Langer, O Földes, K Gschwendtová. In vivo effect of amiodarone, thiocyanate, perchlorate and goitrin on thyroxine deiodination in rat liver. Endocrinologia experimentalis. 1984 Sep; 18(3):177-82. doi: . [PMID: 6092032]
  • J Lüthy, B Carden, U Friederich, M Bachmann. Goitrin--a nitrosatable constitutent of plant foodstuffs. Experientia. 1984 May; 40(5):452-3. doi: 10.1007/bf01952381. [PMID: 6723906]
  • A W Pearson, N M Greenwood, E J Butler, G R Fenwick. Biochemical changes in layer and broiler chickens when fed on a high-glucosinolate rapeseed meal. British poultry science. 1983 Jul; 24(3):417-27. doi: 10.1080/00071668308416756. [PMID: 6193844]
  • H F de Brabander, R Verbeke. Determination of oxazolidine-2-thiones in biological fluids in the ppb range. Journal of chromatography. 1982 Dec; 252(?):225-39. doi: 10.1016/s0021-9673(01)88414-4. [PMID: 7182410]
  • K Nishie, E Daxenbichler. Hepatic effects of R-goitrin in Sprague-Dawley rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1982 Jun; 20(3):279-87. doi: 10.1016/s0278-6915(82)80294-9. [PMID: 6179840]
  • D Ballester, P Vera, J King, O Brunser, E Yánez. Comparative effects of semisynthetic D-5-vinyl-2-thiooxazolidone and water-extracted rapeseed meal in the rat. Annals of nutrition & metabolism. 1982; 26(5):301-7. doi: 10.1159/000176578. [PMID: 7137953]