Gelsemine (BioDeep_00000291941)

Main id: BioDeep_00000001990

Secondary id: BioDeep_00000017304, BioDeep_00000179372

natural product PANOMIX_OTCML-2023


代谢物信息卡片


(2S,3S,5S,6S,11S)-2-ethenyl-4-methylspiro[1H-indole-3,7-9-oxa-4-azatetracyclo[6.3.1.02,6.05,11]dodecane]-2-one

化学式: C20H22N2O2 (322.1681192)
中文名称: 钩吻素甲, 钩吻碱
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 3.85%

分子结构信息

SMILES: C=CC12CN(C)C3C4OC(CC41)C1(CC32)C(=O)Nc2ccccc21
InChI: InChI=1S/C20H22N2O2/c1-3-19-10-22(2)16-11-9-24-15(8-13(11)19)20(17(16)19)12-6-4-5-7-14(12)21-18(20)23/h3-7,11,13,15-17H,1,8-10H2,2H3,(H,21,23)

描述信息

CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2295
Annotation level-1
Gelsemine, an alkaloid from the Chinese herb Gelsemium elegans, is effective in mitigating chronic pain. Antinociceptive effects.
Gelsemine, an alkaloid from the Chinese herb Gelsemium elegans, is effective in mitigating chronic pain. Antinociceptive effects.

同义名列表

3 个代谢物同义名

Gelsemine; CID 5462429; (2S,3S,5S,6S,11S)-2-ethenyl-4-methylspiro[1H-indole-3,7-9-oxa-4-azatetracyclo[6.3.1.02,6.05,11]dodecane]-2-one



数据库引用编号

60 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)

3 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

  • Chenglong Ma, Yanan He, Huan Wang, Xu Chang, Chelimuge Qi, Yuanzhou Feng, Xiaoxu Cai, Meirong Bai, Xueyan Wang, Baoquan Zhao, Wu Dong. Understanding the toxicity mechanism of gelsemine in zebrafish. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2024 Jun; 280(?):109886. doi: 10.1016/j.cbpc.2024.109886. [PMID: 38447648]
  • Shen Cheng, Chen Chen, Liling Wang. Gelsemine Exerts Neuroprotective Effects on Neonatal Mice with Hypoxic-Ischemic Brain Injury by Suppressing Inflammation and Oxidative Stress via Nrf2/HO-1 Pathway. Neurochemical research. 2022 Nov; ?(?):. doi: 10.1007/s11064-022-03815-6. [PMID: 36449197]
  • Zi-Han Wu, Yi Su, Zhou-Fei Luo, Zhi-Liang Sun, Zhi-Hong Gong, Lang-Tao Xiao. In Situ Visual Distribution of Gelsemine, Koumine, and Gelsenicine by MSI in Gelsemiumelegans at Different Growth Stages. Molecules (Basel, Switzerland). 2022 Mar; 27(6):. doi: 10.3390/molecules27061810. [PMID: 35335173]
  • Guoquan You, Ruopeng Yang, Yingjie Wei, Wanyu Hu, Lili Gan, Cong Xie, Zhijie Zheng, Zhongqiu Liu, Rongxin Liao, Ling Ye. The detoxification effect of cytochrome P450 3A4 on gelsemine-induced toxicity. Toxicology letters. 2021 Dec; 353(?):34-42. doi: 10.1016/j.toxlet.2021.10.003. [PMID: 34627953]
  • Dong Qu, Dong-Fang Qiao, Xun-Cai Chen, Chun-Qiong Feng, Qi-Zhi Luo, Xiao-Hui Tan. Fatal poisoning by accidental ingestion of the "heartbreak grass" (Gelsemium elegans) verified by toxicological and medico-legal analyses. Forensic science international. 2021 Apr; 321(?):110745. doi: 10.1016/j.forsciint.2021.110745. [PMID: 33676237]
  • Liping Chen, Hanbo Pan, Yujing Bai, Huiqin Li, Wen Yang, Zhi-Xiu Lin, Wei Cui, Yan-Fang Xian. Gelsemine, a natural alkaloid extracted from Gelsemium elegans Benth. alleviates neuroinflammation and cognitive impairments in Aβ oligomer-treated mice. Psychopharmacology. 2020 Jul; 237(7):2111-2124. doi: 10.1007/s00213-020-05522-y. [PMID: 32363440]
  • Jun-Jie Cao, Kun Yang, Chong-Yin Huang, Yu-Juan Li, Hui Yu, Yong Wu, Zhi-Liang Sun, Zhao-Ying Liu. Pharmacokinetic Study of Multiple Components of Gelsemium elegans in Goats by Ultra-Performance Liquid Chromatography Coupled to Tandem Mass Spectrometry. Journal of analytical toxicology. 2020 May; 44(4):378-390. doi: 10.1093/jat/bkz100. [PMID: 31993639]
  • Sha-Sha Liu, Kun Yang, Zhi-Liang Sun, Xiaofeng Zheng, Xia Bai, Zhao-Ying Liu. A novel two-dimensional liquid chromatography system for the simultaneous determination of three monoterpene indole alkaloids in biological matrices. Analytical and bioanalytical chemistry. 2019 Jul; 411(17):3857-3870. doi: 10.1007/s00216-019-01859-2. [PMID: 31073732]
  • Li Lin, Yan-Chun Liu, Zhao-Ying Liu. The Difference in Cytotoxic Activity between Two Optical Isomers of Gelsemine from Gelsemium elegans Benth. on PC12 Cells. Molecules (Basel, Switzerland). 2019 May; 24(10):. doi: 10.3390/molecules24102004. [PMID: 31130596]
  • Zi-Yuan Wang, Meng-Ting Zuo, Zhao-Ying Liu. The Metabolism and Disposition of Koumine, Gelsemine and Humantenmine from Gelsemium. Current drug metabolism. 2019; 20(7):583-591. doi: 10.2174/1389200220666190614152304. [PMID: 31203797]
  • Rebecca E Irwin, Paige S Warren, Lynn S Adler. Phenotypic selection on floral traits in an urban landscape. Proceedings. Biological sciences. 2018 08; 285(1884):. doi: 10.1098/rspb.2018.1239. [PMID: 30111599]
  • Lin Wang, Yanqing Wen, Fanhao Meng. Simultaneous determination of gelsemine and koumine in rat plasma by UPLC-MS/MS and application to pharmacokinetic study after oral administration of Gelsemium elegans Benth extract. Biomedical chromatography : BMC. 2018 Jun; 32(6):e4201. doi: 10.1002/bmc.4201. [PMID: 29388221]
  • Kun Yang, Xue-Ming Long, Yan-Chun Liu, Fu-Hua Chen, Xiao-Feng Liu, Zhi-Liang Sun, Zhao-Ying Liu. Development and in-house validation of a sensitive LC-MS/MS method for simultaneous quantification of gelsemine, koumine and humantenmine in porcine plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2018 Feb; 1076(?):54-60. doi: 10.1016/j.jchromb.2018.01.019. [PMID: 29406028]
  • Kun Yang, Ya-Jun Huang, Sa Xiao, Yan-Chun Liu, Zhi-Liang Sun, Yi-Song Liu, Qi Tang, Zhao-Ying Liu. Identification of gelsemine metabolites in rat liver S9 by high-performance liquid chromatography/quadrupole-time-of-flight mass spectrometry. Rapid communications in mass spectrometry : RCM. 2018 Jan; 32(1):19-22. doi: 10.1002/rcm.8012. [PMID: 29027298]
  • S J Ji, W Liu. [Simultaneous Quantitative Analysis of Koumine, Gelsemine and Gelsenicine in Biological Samples by LC-MS/MS]. Fa yi xue za zhi. 2017 Apr; 33(2):141-147. doi: 10.3969/j.issn.1004-5619.2017.02.007. [PMID: 29231019]
  • Shuangshuang Zhang, Shuping Hu, Xiangxiang Yang, Jiaqi Shen, Xiaoyong Zheng, Kexin Huang, Zheng Xiang. Development of a liquid chromatography with mass spectrometry method for the determination of gelsemine in rat plasma and tissue: Application to a pharmacokinetic and tissue distribution study. Journal of separation science. 2015 Mar; 38(6):936-42. doi: 10.1002/jssc.201401168. [PMID: 25580713]
  • Lin Lin, Jing Zheng, Weiping Zhu, Ning Jia. Nephroprotective effect of gelsemine against cisplatin-induced toxicity is mediated via attenuation of oxidative stress. Cell biochemistry and biophysics. 2015 Mar; 71(2):535-41. doi: 10.1007/s12013-014-0231-y. [PMID: 25343941]
  • Jing-Yang Zhang, Yong-Xiang Wang. Gelsemium analgesia and the spinal glycine receptor/allopregnanolone pathway. Fitoterapia. 2015 Jan; 100(?):35-43. doi: 10.1016/j.fitote.2014.11.002. [PMID: 25447163]
  • Tao Wu, Guoping Chen, Xiaolong Chen, Qiqi Wang, Gang Wang. Anti-hyperlipidemic and anti-oxidative effects of gelsemine in high-fat-diet-fed rabbits. Cell biochemistry and biophysics. 2015 Jan; 71(1):337-44. doi: 10.1007/s12013-014-0203-2. [PMID: 25213292]
  • Marta Marzotto, Debora Olioso, Maurizio Brizzi, Paola Tononi, Mirco Cristofoletti, Paolo Bellavite. Extreme sensitivity of gene expression in human SH-SY5Y neurocytes to ultra-low doses of Gelsemium sempervirens. BMC complementary and alternative medicine. 2014 Mar; 14(?):104. doi: 10.1186/1472-6882-14-104. [PMID: 24642002]
  • Lynn S Adler, Rebecca E Irwin. Nectar alkaloids decrease pollination and female reproduction in a native plant. Oecologia. 2012 Apr; 168(4):1033-41. doi: 10.1007/s00442-011-2153-3. [PMID: 22011842]