Picrinine (BioDeep_00000232287)

   

PANOMIX_OTCML-2023 natural product PANOMIX_OTCML-2025


代谢物信息卡片


Picrinine

  化学式: C20H22N2O3 (338.163)
中文名称: 鸭脚树叶碱, 灯以叶碱
  谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 70.69%

分子结构信息

SMILES: C/C=C1/CN2C3CC45c6ccccc6NC4(O3)C2CC1C5C(=O)OC
InChI: InChI=1S/C20H22N2O3/c1-3-11-10-22-15-8-12(11)17(18(23)24-2)19-9-16(22)25-20(15,19)21-14-7-5-4-6-13(14)19/h3-7,12,15-17,21H,8-10H2,1-2H3/b11-3-/t12-,15-,16-,17-,19-,20-/m0/s1


描述信息

Picrinine is a natural product with formula C20H22N2O3 that is the member of the akuammiline family of alkaloids, first isolated in 1965 from the leaves of Alstonia scholaris. It has a role as a plant metabolite, an antitussive, an anti-asthmatic agent, an analgesic and an anti-inflammatory agent. It is an organic heteropentacyclic compound, a methyl ester, a polycyclic ether, an indole alkaloid and an alkaloid ester.
Picrinine is a natural product found in Hunteria zeylanica, Alstonia scholaris, and other organisms with data available.
A natural product with formula C20H22N2O3 that is the member of the akuammiline family of alkaloids, first isolated in 1965 from the leaves of Alstonia scholaris.
Picrinine, an akuammiline alkaloid, is isolated from the leaves of Alstonia scholaris. Picrinine exhibits anti-inflammatory activity through inhibition of the 5-lipoxygenase enzyme[1].

同义名列表

1 个代谢物同义名

Picrinine



数据库引用编号

12 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome()

BioCyc()

PlantCyc()

代谢反应

3 个相关的代谢反应过程信息。

Reactome()

BioCyc()

WikiPathways()

Plant Reactome()

INOH()

PlantCyc()

COVID-19 Disease Map()

PathBank()

PharmGKB()

19 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


文献列表

  • Renren Bai, Chuansheng Yao, Zhichao Zhong, Jiamin Ge, Ziqiang Bai, Xiangyang Ye, Tian Xie, Yuanyuan Xie. Discovery of natural anti-inflammatory alkaloids: Potential leads for the drug discovery for the treatment of inflammation. European journal of medicinal chemistry. 2021 Mar; 213(?):113165. doi: 10.1016/j.ejmech.2021.113165. [PMID: 33454546]
  • Rui Li, Ming-Jie Zi, Zhong-Ping Gou, Yun-Li Zhao, Wan-Tong Zhang, Fang Lu, Wei-Yi Cao, Ying-Pan Zhao, Qing-Na Li, Yang Zhao, Shu-Ge Wang, Hong-Yang Gao, Ming-Yue Sun, Xiao-Dong Luo, Zhi-Li Xiong, Rui Gao. Pharmacokinetics and safety evaluation in healthy Chinese volunteers of alkaloids from leaf of Alstonia scholaris: A multiple doses phase I clinical trial. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2019 Aug; 61(?):152828. doi: 10.1016/j.phymed.2019.152828. [PMID: 31055046]
  • Ni-na Yang, Chun-yong Yang, Yuan-zhong Wang, Ying-hong Zhao. [Application of FTIR and Active Ingredients Quantitative Analysis on Quality Control of Dai Medicine Alstonia scholaris (L.) R. Br.]. Guang pu xue yu guang pu fen xi = Guang pu. 2017 01; 37(1):58-64. doi: ". [PMID: 30192480]
  • Zhichao Yang, Lingxia Sun, Chunsu Liang, Yongwei Xu, Jianming Cao, Yan Yang, Jingkai Gu. Simultaneous quantitation of the diastereoisomers of scholarisine and 19-epischolarisine, vallesamine, and picrinine in rat plasma by supercritical fluid chromatography with tandem mass spectrometry and its application to a pharmacokinetic study. Journal of separation science. 2016 Jul; 39(13):2652-60. doi: 10.1002/jssc.201600243. [PMID: 27161345]
  • Dylan Levac, Paulo Cázares, Fang Yu, Vincenzo De Luca. A Picrinine N-Methyltransferase Belongs to a New Family of γ-Tocopherol-Like Methyltransferases Found in Medicinal Plants That Make Biologically Active Monoterpenoid Indole Alkaloids. Plant physiology. 2016 04; 170(4):1935-44. doi: 10.1104/pp.15.01813. [PMID: 26848097]
  • Joel M Smith, Jesus Moreno, Ben W Boal, Neil K Garg. Fischer Indolizations as a Strategic Platform for the Total Synthesis of Picrinine. The Journal of organic chemistry. 2015 Sep; 80(18):8954-67. doi: 10.1021/acs.joc.5b00872. [PMID: 26134260]
  • Guo-Yuan Zhu, Xiao-Jun Yao, Liang Liu, Li-Ping Bai, Zhi-Hong Jiang. Alistonitrine A, a caged monoterpene indole alkaloid from Alstonia scholaris. Organic letters. 2014 Feb; 16(4):1080-3. doi: 10.1021/ol403625g. [PMID: 24491148]
  • Hiroko Arai, Yusuke Hirasawa, Abdul Rahman, Idha Kusumawati, Noor Cholies Zaini, Seizo Sato, Chihiro Aoyama, Jiro Takeo, Hiroshi Morita. Alstiphyllanines E-H, picraline and ajmaline-type alkaloids from Alstonia macrophylla inhibiting sodium glucose cotransporter. Bioorganic & medicinal chemistry. 2010 Mar; 18(6):2152-2158. doi: 10.1016/j.bmc.2010.01.077. [PMID: 20189404]
  • Xiang-Hai Cai, Qin-Gang Tan, Ya-Ping Liu, Tao Feng, Zhi-Zhi Du, Wei-Qi Li, Xiao-Dong Luo. A cage-monoterpene indole alkaloid from Alstonia scholaris. Organic letters. 2008 Feb; 10(4):577-80. doi: 10.1021/ol702682h. [PMID: 18205369]
  • N Hoffmann, M Thees, R Kinne. Phosphate transport by isolated renal brush border vesicles. Pflugers Archiv : European journal of physiology. 1976 Mar; 362(2):147-56. doi: 10.1007/bf00583641. [PMID: 4766]