pyrethrin II (BioDeep_00000638341)

Main id: BioDeep_00000001818

 

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


(1R,3R)-3-[(E)-3-keto-3-methoxy-2-methyl-prop-1-enyl]-2,2-dimethyl-cyclopropane-1-carboxylic acid [(1S)-4-keto-2-methyl-3-[(2Z)-penta-2,4-dienyl]-1-cyclopent-2-enyl] ester

化学式: C22H28O5 (372.1936638)
中文名称: 除虫菊素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1([C@H](CC(=O)C=1C/C=C\C=C)OC(=O)[C@H]1C(C)(C)[C@@H]1/C=C(/C(OC)=O)\C)C
InChI: InChI=1S/C22H28O5/c1-7-8-9-10-15-14(3)18(12-17(15)23)27-21(25)19-16(22(19,4)5)11-13(2)20(24)26-6/h7-9,11,16,18-19H,1,10,12H2,2-6H3/b9-8-,13-11+/t16-,18+,19+/m1/s1

描述信息

D010575 - Pesticides > D007306 - Insecticides > D011722 - Pyrethrins

同义名列表

11 个代谢物同义名

pyrethrin II; pyrethrin 2; (1R,3R)-3-[(E)-3-keto-3-methoxy-2-methyl-prop-1-enyl]-2,2-dimethyl-cyclopropane-1-carboxylic acid [(1S)-4-keto-2-methyl-3-[(2Z)-penta-2,4-dienyl]-1-cyclopent-2-enyl] ester; (1R,3R)-3-[(E)-3-methoxy-2-methyl-3-oxoprop-1-enyl]-2,2-dimethyl-1-cyclopropanecarboxylic acid [(1S)-2-methyl-4-oxo-3-[(2Z)-penta-2,4-dienyl]-1-cyclopent-2-enyl] ester; (1S)-2-methyl-4-oxo-3-[(2Z)-penta-2,4-dien-1-yl]cyclopent-2-en-1-yl (1R,3R)-3-[(1E)-3-methoxy-2-methyl-3-oxoprop-1-en-1-yl]-2,2-dimethylcyclopropanecarboxylate; [(1S)-2-methyl-4-oxo-3-[(2Z)-penta-2,4-dienyl]-1-cyclopent-2-enyl] (1R,3R)-3-[(E)-3-methoxy-2-methyl-3-oxo-prop-1-enyl]-2,2-dimethyl-cyclopropane-1-carboxylate; [(1S)-2-methyl-4-oxo-3-[(2Z)-penta-2,4-dienyl]-1-cyclopent-2-enyl] (1R,3R)-3-[(E)-3-methoxy-2-methyl-3-oxoprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate; CHEBI:27474; 121-29-9; C09894; Pyrethrin II



数据库引用编号

14 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

  • Heng Lu, Heng Zhu, Hongjing Dong, Lanping Guo, Tianyu Ma, Xiao Wang. Purification of pyrethrins from flowers of Chrysanthemum cineraraeflium by high-speed counter-current chromatography based on coordination reaction with silver nitrate. Journal of chromatography. A. 2020 Feb; 1613(?):460660. doi: 10.1016/j.chroma.2019.460660. [PMID: 31685247]
  • Jan Bergmann, Jaime Tapia, Manuel Bravo, Tania Zaviezo, M Fernanda Flores. Synthesis of citrophilus mealybug sex pheromone using chrysanthemol extracted from Pyrethrum ( Tanacetum cinerariifolium). Natural product research. 2019 Feb; 33(3):303-308. doi: 10.1080/14786419.2018.1446136. [PMID: 29514504]
  • Yukio Kikuta, Hirokazu Ueda, Masafumi Takahashi, Tomonori Mitsumori, Gen Yamada, Koji Sakamori, Kengo Takeda, Shogo Furutani, Koji Nakayama, Yoshio Katsuda, Akikazu Hatanaka, Kazuhiko Matsuda. Identification and characterization of a GDSL lipase-like protein that catalyzes the ester-forming reaction for pyrethrin biosynthesis in Tanacetum cinerariifolium- a new target for plant protection. The Plant journal : for cell and molecular biology. 2012 Jul; 71(2):183-93. doi: 10.1111/j.1365-313x.2012.04980.x. [PMID: 22385412]
  • Yoshie Hata, Stefanie Zimmermann, Melanie Quitschau, Marcel Kaiser, Matthias Hamburger, Michael Adams. Antiplasmodial and antitrypanosomal activity of pyrethrins and pyrethroids. Journal of agricultural and food chemistry. 2011 Sep; 59(17):9172-6. doi: 10.1021/jf201776z. [PMID: 21786822]
  • Caihong Lu, Xingang Liu, Fengshou Dong, Jun Xu, Wencheng Song, Changpeng Zhang, Yuanbo Li, Yongquan Zheng. Simultaneous determination of pyrethrins residues in teas by ultra-performance liquid chromatography/tandem mass spectrometry. Analytica chimica acta. 2010 Sep; 678(1):56-62. doi: 10.1016/j.aca.2010.08.015. [PMID: 20869505]
  • Gabriele Leng, Wolfgang Gries, Sami Selim. Biomarker of pyrethrum exposure. Toxicology letters. 2006 Apr; 162(2-3):195-201. doi: 10.1016/j.toxlet.2005.09.030. [PMID: 16257148]
  • Alec C Gerry, Xiaofei Zhang, Gabriele Leng, Allan D Inman, Robert I Krieger. Low pilot exposure to pyrethrin during ultra-low-volume (ULV) aerial insecticide application for control of adult mosquitoes. Journal of the American Mosquito Control Association. 2005 Sep; 21(3):291-5. doi: 10.2987/8756-971x(2005)21[291:lpetpd]2.0.co;2. [PMID: 16252519]
  • J K Rugutt, C W Henry, S G Franzblau, I M Warner. NMR and molecular mechanics study of pyrethrins I and II. Journal of agricultural and food chemistry. 1999 Aug; 47(8):3402-10. doi: 10.1021/jf980660b. [PMID: 10552664]