Cnicin (BioDeep_00000003893)

 

Secondary id: BioDeep_00001039891

natural product PANOMIX_OTCML-2023 Chemicals and Drugs


代谢物信息卡片


NCGC00385206-01_C20H26O7_(3aR,4S,10Z,11aR)-10-(Hydroxymethyl)-6-methyl-3-methylene-2-oxo-2,3,3a,4,5,8,9,11a-octahydrocyclodeca[b]furan-4-yl 3,4-dihydroxy-2-methylenebutanoate

化学式: C20H26O7 (378.1678446)
中文名称: 蓟苦素
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 23.47%

分子结构信息

SMILES: C=C(C(=O)OC1CC(C)=CCCC(CO)=CC2OC(=O)C(=C)C21)C(O)CO
InChI: InChI=1S/C20H26O7/c1-11-5-4-6-14(9-21)8-17-18(13(3)20(25)27-17)16(7-11)26-19(24)12(2)15(23)10-22/h5,8,15-18,21-23H,2-4,6-7,9-10H2,1H3/b11-5-,14-8+

描述信息

C1907 - Drug, Natural Product > C28269 - Phytochemical > C93252 - Sesquiterpene Lactone

同义名列表

4 个代谢物同义名

[(3aR,4S,6E,10Z,11aR)-10-(hydroxymethyl)-6-methyl-3-methylene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (3R)-3,4-dihydroxy-2-methylene-butanoate; Cnicin; [(6Z,10E)-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 3,4-dihydroxy-2-methylidenebutanoate; NCGC00385206-01_C20H26O7_(3aR,4S,10Z,11aR)-10-(Hydroxymethyl)-6-methyl-3-methylene-2-oxo-2,3,3a,4,5,8,9,11a-octahydrocyclodeca[b]furan-4-yl 3,4-dihydroxy-2-methylenebutanoate



数据库引用编号

19 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)

22 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

  • Shurooq Ismail, Marco Masi, Rosa Gaglione, Angela Arciello, Alessio Cimmino. Antimicrobial and antibiofilm activity of specialized metabolites isolated from Centaurea hyalolepis. PeerJ. 2024; 12(?):e16973. doi: 10.7717/peerj.16973. [PMID: 38560449]
  • Lucas S Queiroz, Everton Allan Ferreira, Ana C Mengarda, Ayla das C Almeida, Priscila de F Pinto, Elaine S Coimbra, Josué de Moraes, Ângelo M L Denadai, Ademar A Da Silva Filho. In vitro and in vivo evaluation of cnicin from blessed thistle (Centaurea benedicta) and its inclusion complexes with cyclodextrins against Schistosoma mansoni. Parasitology research. 2021 Apr; 120(4):1321-1333. doi: 10.1007/s00436-020-06963-2. [PMID: 33164156]
  • Tugce Demiroz, Gokay Albayrak, Ayse Nalbantsoy, Bayram Gocmen, Sura Baykan. Anti-inflammatory properties of Centaurea calolepis Boiss. and cnicin against Macrovipera lebetina obtusa (Dwigubsky, 1832) and Montivipera xanthina (Gray, 1849) venoms in rat. Toxicon : official journal of the International Society on Toxinology. 2018 Sep; 152(?):37-42. doi: 10.1016/j.toxicon.2018.07.016. [PMID: 30036554]
  • Karin Jöhrer, Marlene Obkircher, Daniel Neureiter, Johanna Parteli, Claudia Zelle-Rieser, Eva Maizner, Johann Kern, Martin Hermann, Frank Hamacher, Olaf Merkel, Nathalie Wacht, Christian Zidorn, Marcel Scheideler, Richard Greil. Antimyeloma activity of the sesquiterpene lactone cnicin: impact on Pim-2 kinase as a novel therapeutic target. Journal of molecular medicine (Berlin, Germany). 2012 Jun; 90(6):681-93. doi: 10.1007/s00109-011-0848-x. [PMID: 22205266]
  • Sura Baykan Erel, Canan Karaalp, Erdal Bedir, Hanspeter Kaehlig, Sabine Glasl, Shabana Khan, Liselotte Krenn. Secondary metabolites of Centaurea calolepis and evaluation of cnicin for anti-inflammatory, antioxidant, and cytotoxic activities. Pharmaceutical biology. 2011 Aug; 49(8):840-9. doi: 10.3109/13880209.2010.551538. [PMID: 21612369]
  • Sergio Rosselli, Antonella Maria Maggio, Rosa Angela Raccuglia, Susan L Morris-Natschke, Kenneth F Bastow, Kuo-Hsiung Lee, Maurizio Bruno. Acid rearrangment of epoxy-germacranolides and absolute configuration of 1beta,10alpha-epoxy-salonitenolide. Natural product communications. 2010 May; 5(5):675-80. doi: . [PMID: 20521529]
  • Kumudini M Meepagala, Weste Osbrink, George Sturtz, Alan Lax. Plant-derived natural products exhibiting activity against formosan subterranean termites (Coptotermes formosanus). Pest management science. 2006 Jun; 62(6):565-70. doi: 10.1002/ps.1214. [PMID: 16625680]
  • Maurizio Bruno, Sergio Rosselli, Antonella Maggio, Rosa Angela Raccuglia, Francesco Napolitano, Felice Senatore. Antibacterial evaluation of cnicin and some natural and semisynthetic analogues. Planta medica. 2003 Mar; 69(3):277-81. doi: 10.1055/s-2003-38491. [PMID: 12677537]
  • A F Barrero, J E Oltra, V Morales, M Alvarez, I Rodríguez-García. Biomimetic cyclization of cnicin to malacitanolide, a cytotoxic eudesmanolide from Centaurea malacitana. Journal of natural products. 1997 Oct; 60(10):1034-5. doi: 10.1021/np970040p. [PMID: 9358646]