Renardin (BioDeep_00000395563)

Main id: BioDeep_00000003966

 

PANOMIX_OTCML-2023


代谢物信息卡片


2,9-DIOXA-14-AZABICYCLO(9.5.1)HEPTADEC-11-ENE-3,8,17-TRIONE, 4-ETHYLIDENE-7-HYDROXY-6,7,14-TRIMETHYL-, (1R,4Z,6R,7R)-

化学式: C19H27NO6 (365.1838282)
中文名称: 氧化苦参碱
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC=C1CC(C(C(=O)OCC2=CCN(CCC(C2=O)OC1=O)C)(C)O)C
InChI: InChI=1S/C19H27NO6/c1-5-13-10-12(2)19(3,24)18(23)25-11-14-6-8-20(4)9-7-15(16(14)21)26-17(13)22/h5-6,12,15,24H,7-11H2,1-4H3/b13-5-,14-6-/t12-,15-,19-/m1/s1

描述信息

Senkirkine is a macrolide.
Senkirkine is a natural product found in Tussilago farfara, Senecio gallicus, and other organisms with data available.
See also: Petasites hybridus root (part of); Tussilago farfara flower (part of); Tussilago farfara leaf (part of).

同义名列表

25 个代谢物同义名

2,9-DIOXA-14-AZABICYCLO(9.5.1)HEPTADEC-11-ENE-3,8,17-TRIONE, 4-ETHYLIDENE-7-HYDROXY-6,7,14-TRIMETHYL-, (1R,4Z,6R,7R)-; (1R,4Z,6R,7R,11Z)-4-ethylidene-7-hydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione; (1R,4Z,6R,7R)-4-ETHYLIDENE-7-HYDROXY-6,7,14-TRIMETHYL-2,9-DIOXA-14-AZABICYCLO(9.5.1)HEPTADEC-11-ENE-3,8,17-TRIONE; trans-15-ethylidene-12-beta-hydroxy-4,12-alpha,13-beta-trimethyl-8-oxp-4,8-secosenec-1-enine; trans-15-Ethylidene-12-beta-hydroxy-4,12-alpha,13-beta-trimethyl 8-oxo-4,8 secosenec-1-enine; 4,8-Secosenecionan-8,11,16-trione, 12-hydroxy-4-methyl-; 12-Hydroxy-4-methyl-4,8-secosenecionan-8,11,16-trione; 2,12-Dihydroxy-4-methyl-11,16-dioxosenecionanium; Senkirkine, analytical standard; Senkirkine (neutral) (VAN); Renardine (neutral) (VAN); senkirkine, (15E)-isomer; Senkirkine (neutral); SENKIRKINE [IARC]; SENKIRKINE (IARC); UNII-X65P7V4LVJ; neosenkirkine; Senkarkane; X65P7V4LVJ; Senkirkine; Renardine; Senkirkin; Renardin; 1ST14181; AC1NQZ0B



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(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)

50 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

  • Yusuke Kamiya, Tomonori Miura, Airi Kato, Norie Murayama, Makiko Shimizu, Hiroshi Yamazaki. Plasma Concentration Profiles for Hepatotoxic Pyrrolizidine Alkaloid Senkirkine in Humans Extrapolated from Rat Data Sets Using a Simplified Physiologically Based Pharmacokinetic Model. Drug metabolism and bioanalysis letters. 2022; 15(1):64-69. doi: 10.2174/1872312801666211220110055. [PMID: 34931973]
  • Julia Buchmueller, Heike Sprenger, Johanna Ebmeyer, Josef Daniel Rasinger, Otto Creutzenberg, Dirk Schaudien, Jan G Hengstler, Georgia Guenther, Albert Braeuning, Stefanie Hessel-Pras. Pyrrolizidine alkaloid-induced transcriptomic changes in rat lungs in a 28-day subacute feeding study. Archives of toxicology. 2021 08; 95(8):2785-2796. doi: 10.1007/s00204-021-03108-x. [PMID: 34185104]
  • Johanna Ebmeyer, Josef Daniel Rasinger, Jan G Hengstler, Dirk Schaudien, Otto Creutzenberg, Alfonso Lampen, Albert Braeuning, Stefanie Hessel-Pras. Hepatotoxic pyrrolizidine alkaloids induce DNA damage response in rat liver in a 28-day feeding study. Archives of toxicology. 2020 05; 94(5):1739-1751. doi: 10.1007/s00204-020-02779-2. [PMID: 32419051]
  • Mariko Kitajima, Kei Okabe, Megumi Yoshida, Ryo Nakabayashi, Kazuki Saito, Noriyuki Kogure, Hiromitsu Takayama. New otonecine-type pyrrolizidine alkaloid from Petasites japonicus. Journal of natural medicines. 2019 Jun; 73(3):602-607. doi: 10.1007/s11418-019-01285-9. [PMID: 30784002]
  • Johanna Ebmeyer, Jessica Behrend, Mario Lorenz, Georgia Günther, Raymond Reif, Jan G Hengstler, Albert Braeuning, Alfonso Lampen, Stefanie Hessel-Pras. Pyrrolizidine alkaloid-induced alterations of prostanoid synthesis in human endothelial cells. Chemico-biological interactions. 2019 Jan; 298(?):104-111. doi: 10.1016/j.cbi.2018.11.007. [PMID: 30465738]
  • Julia Waizenegger, Albert Braeuning, Markus Templin, Alfonso Lampen, Stefanie Hessel-Pras. Structure-dependent induction of apoptosis by hepatotoxic pyrrolizidine alkaloids in the human hepatoma cell line HepaRG: Single versus repeated exposure. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2018 Apr; 114(?):215-226. doi: 10.1016/j.fct.2018.02.036. [PMID: 29458164]
  • Claudia Luckert, Stefanie Hessel, Dido Lenze, Alfonso Lampen. Disturbance of gene expression in primary human hepatocytes by hepatotoxic pyrrolizidine alkaloids: A whole genome transcriptome analysis. Toxicology in vitro : an international journal published in association with BIBRA. 2015 Oct; 29(7):1669-82. doi: 10.1016/j.tiv.2015.06.021. [PMID: 26100227]
  • Eva Castells, Patrick P J Mulder, Míriam Pérez-Trujillo. Diversity of pyrrolizidine alkaloids in native and invasive Senecio pterophorus (Asteraceae): implications for toxicity. Phytochemistry. 2014 Dec; 108(?):137-46. doi: 10.1016/j.phytochem.2014.09.006. [PMID: 25269662]
  • Jia-Yin Han, Yan Yi, Ai-Hua Liang, Yu-Shi Zhang, Chun-Ying Li, Yong Zhao, Hong-Yu Cui, Yu-Ting Lu. [Embryotoxicity of Senecionis Scandentis Hebra on in vitro cultured mouse embryos]. Yao xue xue bao = Acta pharmaceutica Sinica. 2014 Sep; 49(9):1267-72. doi: . [PMID: 25518325]
  • Tri R Nuringtyas, Robert Verpoorte, Peter G L Klinkhamer, Monique M van Oers, Kirsten A Leiss. Toxicity of pyrrolizidine alkaloids to Spodoptera exigua using insect cell lines and injection bioassays. Journal of chemical ecology. 2014 Jun; 40(6):609-16. doi: 10.1007/s10886-014-0459-4. [PMID: 24981118]
  • Stefanie Hessel, Christoph Gottschalk, Dania Schumann, Anja These, Angelika Preiss-Weigert, Alfonso Lampen. Structure-activity relationship in the passage of different pyrrolizidine alkaloids through the gastrointestinal barrier: ABCB1 excretes heliotrine and echimidine. Molecular nutrition & food research. 2014 May; 58(5):995-1004. doi: 10.1002/mnfr.201300707. [PMID: 24375927]
  • Zhangjian Jiang, Feng Liu, Jennifer Jia Lei Goh, Lijun Yu, Sam Fong Yau Li, Eng Shi Ong, Choon Nam Ong. Determination of senkirkine and senecionine in Tussilago farfara using microwave-assisted extraction and pressurized hot water extraction with liquid chromatography tandem mass spectrometry. Talanta. 2009 Jul; 79(2):539-46. doi: 10.1016/j.talanta.2009.04.028. [PMID: 19559918]
  • M T Skaanild, C Friis, L Brimer. Interplant alkaloid variation and Senecio vernalis toxicity in cattle. Veterinary and human toxicology. 2001 Jun; 43(3):147-51. doi: . [PMID: 11383654]
  • M Bah, R Bye, R Pereda-Miranda. Hepatotoxic pyrrolizidine alkaloids in the Mexican medicinal plant Packera candidissima (Asteraceae: Senecioneae). Journal of ethnopharmacology. 1994 Jun; 43(1):19-30. doi: 10.1016/0378-8741(94)90112-0. [PMID: 7967646]