Periplocymarin (BioDeep_00000230409)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


3-[(3S,5S,8R,9S,10R,13R,14S,17R)-5,14-Dihydroxy-3-[(2R,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

化学式: C30H46O8 (534.3193)
中文名称: 杠柳麻甙, 杠柳次苷
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1C(C(CC(O1)OC2CCC3(C4CCC5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)C)OC)O
InChI: InChI=1S/C30H46O8/c1-17-26(32)23(35-4)14-25(37-17)38-19-5-9-27(2)21-6-10-28(3)20(18-13-24(31)36-16-18)8-12-30(28,34)22(21)7-11-29(27,33)15-19/h13,17,19-23,25-26,32-34H,5-12,14-16H2,1-4H3/t17-,19+,20-,21+,22-,23+,25+,26-,27-,28-,29+,30+/m1/s1

描述信息

4-[(3S,5S,10R,13R,14S,17S)-5,14-Dihydroxy-3-[(2S,5R)-5-hydroxy-4-methoxy-6-methyl-oxan-2-YL]oxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[A]phenanthren-17-YL]-5H-furan-2-one is a natural product found in Periploca sepium, Periploca forrestii, and other organisms with data available.
Periplocymarin, a cardiac glycoside isolated from Periploca sepium and Periploca graeca, is a potential anti-cancer compound[1][2].
Periplocymarin, a cardiac glycoside isolated from Periploca sepium and Periploca graeca, is a potential anti-cancer compound[1][2].

同义名列表

11 个代谢物同义名

3-[(3S,5S,8R,9S,10R,13R,14S,17R)-5,14-Dihydroxy-3-[(2R,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one; 4-[(3S,5S,10R,13R,14S,17S)-5,14-Dihydroxy-3-[(2S,5R)-5-hydroxy-4-methoxy-6-methyl-oxan-2-YL]oxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[A]phenanthren-17-YL]-5H-furan-2-one; CARD-20(22)-ENOLIDE, 3-((2,6-DIDEOXY-3-O-METHYL-.BETA.-D-RIBO-HEXOPYRANOSYL)OXY)-5,14-DIHYDROXY-, (3.BETA.,5.BETA.)-; 5-beta-Card-20(22)-enolide, 3-beta-((2,6-dideoxy-3-O-methyl-beta-D-ribo-hexopyranosyl)oxy)-5,14-dihydroxy-; Periplogenin + D-cymarose [German]; Periplogenin + D-cymarose; PERIPLOCYMARIN, (+)-; PERIPLOCYMARIN [MI]; UNII-9M3584249U; Periplocymarin; 9M3584249U



数据库引用编号

7 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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BioCyc(0)

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Plant Reactome(0)

INOH(0)

PlantCyc(0)

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PharmGKB(0)

31 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

  • Yuanyuan Hao, Tao Song, Mingye Wang, Tongtong Li, Chi Zhao, Ting Li, Yunlong Hou, Hongjiang He. Dual targets of lethal apoptosis and protective autophagy in liver cancer with periplocymarin elicit a limited therapeutic effect. International journal of oncology. 2023 Mar; 62(3):. doi: 10.3892/ijo.2023.5492. [PMID: 36825592]
  • Shuyao Wang, Xin Yu, Siyang Wu, Wei Yang, Yang Gao, Weihua Wang, Qiutao Wang, Mengmeng Wei, Mingying Zhu, Jiarui Wu, Zheng Yuan, Yingfei Li. Simultaneous determination of periplocin, periplocymarin, periplogenin, periplocoside M and periplocoside N of Cortex Periplocae in rat plasma and its application to a pharmacokinetic study. Biomedical chromatography : BMC. 2022 Mar; 36(3):e5283. doi: 10.1002/bmc.5283. [PMID: 34816469]
  • Weijing Yun, Lei Qian, Ruqiang Yuan, Hu Xu. Periplocymarin protects against myocardial fibrosis induced by β-adrenergic activation in mice. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2021 Jul; 139(?):111562. doi: 10.1016/j.biopha.2021.111562. [PMID: 33839492]
  • Birgit Lohberger, Susanne Wagner, Juliana Wohlmuther, Heike Kaltenegger, Nicole Stuendl, Andreas Leithner, Beate Rinner, Olaf Kunert, Rudolf Bauer, Nadine Kretschmer. Periplocin, the most anti-proliferative constituent of Periploca sepium, specifically kills liposarcoma cells by death receptor mediated apoptosis. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2018 Dec; 51(?):162-170. doi: 10.1016/j.phymed.2018.10.008. [PMID: 30466613]
  • Huaming Liu, Dandan Zhang, Zhidan Tang, Mengjie Sun, John Teye Azietaku, Huizi Ouyang, Yanxu Chang, Meng Wang, Jun He, Xiumei Gao. Tissue distribution study of periplocin and its two metabolites in rats by a validated LC-MS/MS method. Biomedical chromatography : BMC. 2018 Oct; 32(10):e4302. doi: 10.1002/bmc.4302. [PMID: 29809276]
  • Kaijing Yan, Xiangyang Wang, Yumeng Jia, Yang Chu, Xiufeng Guan, Xiaohui Ma, Wei Li, Guixiang Pan, Shuiping Zhou, He Sun, Changxiao Liu. Quantitative determination of periplocymarin in rat plasma and tissue by LC-MS/MS: application to pharmacokinetic and tissue distribution study. Biomedical chromatography : BMC. 2016 Aug; 30(8):1195-201. doi: 10.1002/bmc.3667. [PMID: 26663385]
  • Jun He, Fang Bo, Yaru Tu, John Teye Azietaku, Ting Dou, Huizi Ouyang, Yanxu Chang, Hong Liu, Xiumei Gao. A validated LC-MS/MS assay for the simultaneous determination of periplocin and its two metabolites, periplocymarin and periplogenin in rat plasma: Application to a pharmacokinetic study. Journal of pharmaceutical and biomedical analysis. 2015 Oct; 114(?):292-5. doi: 10.1016/j.jpba.2015.06.008. [PMID: 26093244]
  • Orleans N K Martey, Xin He, Haiyan Xing, Fengchun Deng, Shan Feng, Chao Li, Xiaoyan Shi. Periplocymarin is a potential natural compound for drug development: highly permeable with absence of P-glycoprotein efflux and cytochrome P450 inhibitions. Biopharmaceutics & drug disposition. 2014 May; 35(4):195-206. doi: 10.1002/bdd.1884. [PMID: 24424534]