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 (372.1937)
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



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。

亚细胞结构定位 关联基因列表
Cytoplasm 9 ALB, ARHGAP45, CSTB, CYP3A4, GFAP, HPGDS, MAPK8, SFRP4, SND1
Peripheral membrane protein 1 CYP1B1
Endoplasmic reticulum membrane 4 CYP1B1, CYP3A4, HSP90B1, POR
Nucleus 8 ALB, CSTB, HSP90B1, KDR, MAPK8, MYB, SFRP4, SND1
cytosol 11 ALB, ARHGAP45, CSTB, GFAP, HPGDS, HSP90B1, LIPE, MAPK8, MYB, POR, SND1
centrosome 1 ALB
nucleoplasm 6 ATP2B1, HPGDS, MAPK8, MYB, SCN5A, SCNN1G
RNA polymerase II transcription regulator complex 1 MYB
Cell membrane 5 ATP2B1, CLDN5, KDR, LIPE, SCN5A
Cytoplasmic side 1 POR
ruffle membrane 1 ARHGAP45
Multi-pass membrane protein 4 ATP2B1, CLDN5, SCN5A, SCNN1G
Synapse 2 ATP2B1, MAPK8
cell junction 3 CLDN5, KDR, SCN5A
cell surface 2 SCN5A, SFRP4
glutamatergic synapse 1 ATP2B1
Golgi apparatus 3 ALB, ATRN, KDR
presynaptic membrane 1 ATP2B1
sarcolemma 1 SCN5A
smooth endoplasmic reticulum 1 HSP90B1
Cytoplasm, cytosol 1 LIPE
endosome 1 KDR
plasma membrane 7 ARHGAP45, ATP2B1, ATRN, CLDN5, KDR, SCN5A, SCNN1G
synaptic vesicle membrane 1 ATP2B1
Membrane 11 ARHGAP45, ATP2B1, CLDN5, CYP1B1, CYP3A4, HSP90B1, LIPE, MYB, POR, SCN5A, SND1
apical plasma membrane 1 SCNN1G
axon 1 MAPK8
basolateral plasma membrane 1 ATP2B1
caveola 2 LIPE, SCN5A
extracellular exosome 7 ALB, ATP2B1, ATRN, CSTB, HSP90B1, SCNN1G, SND1
endoplasmic reticulum 5 ALB, HSP90B1, KDR, POR, SCN5A
extracellular space 4 ALB, ATRN, CSTB, SFRP4
perinuclear region of cytoplasm 2 HSP90B1, SCN5A
Cell junction, tight junction 1 CLDN5
apicolateral plasma membrane 1 CLDN5
bicellular tight junction 1 CLDN5
intercalated disc 1 SCN5A
mitochondrion 1 CYP1B1
protein-containing complex 2 ALB, HSP90B1
intracellular membrane-bounded organelle 5 ATP2B1, CYP1B1, CYP3A4, HPGDS, POR
Microsome membrane 2 CYP1B1, CYP3A4
Single-pass type I membrane protein 1 ATRN
Secreted 2 ALB, SFRP4
extracellular region 6 ALB, ARHGAP45, CSTB, HSP90B1, KDR, SFRP4
Single-pass membrane protein 1 POR
astrocyte end-foot 1 GFAP
[Isoform 2]: Secreted 2 ATRN, KDR
anchoring junction 2 ALB, KDR
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
external side of plasma membrane 2 KDR, SCNN1G
T-tubule 1 SCN5A
Z disc 1 SCN5A
nucleolus 2 CSTB, SCN5A
midbody 1 HSP90B1
Early endosome 1 KDR
cell-cell junction 1 CLDN5
Apical cell membrane 1 SCNN1G
Cell projection, ruffle membrane 1 ARHGAP45
Cytoplasm, perinuclear region 1 SCN5A
Membrane raft 1 KDR
focal adhesion 1 HSP90B1
collagen-containing extracellular matrix 2 CSTB, HSP90B1
intermediate filament 1 GFAP
lateral plasma membrane 3 ATP2B1, CLDN5, SCN5A
receptor complex 1 KDR
ciliary basal body 1 ALB
cell projection 2 ATP2B1, GFAP
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
Basolateral cell membrane 1 ATP2B1
[Isoform 3]: Secreted 1 ATRN
sorting endosome 1 KDR
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
sodium channel complex 1 SCNN1G
Melanosome 2 HSP90B1, SND1
Presynaptic cell membrane 1 ATP2B1
cell body 1 GFAP
sperm plasma membrane 1 HSP90B1
intermediate filament cytoskeleton 1 GFAP
Cell membrane, sarcolemma, T-tubule 1 SCN5A
ficolin-1-rich granule lumen 1 CSTB
secretory granule lumen 2 ARHGAP45, CSTB
endoplasmic reticulum lumen 2 ALB, HSP90B1
nuclear matrix 1 MYB
platelet alpha granule lumen 1 ALB
tertiary granule lumen 1 CSTB
paranode region of axon 1 CLDN5
Schmidt-Lanterman incisure 1 CLDN5
tight junction 1 CLDN5
azurophil granule lumen 1 ARHGAP45
immunological synapse 1 ATP2B1
Sarcoplasmic reticulum lumen 1 HSP90B1
basal dendrite 1 MAPK8
[Isoform 1]: Cell membrane 1 ATRN
voltage-gated sodium channel complex 1 SCN5A
cytoplasmic side of lysosomal membrane 1 GFAP
endocytic vesicle lumen 1 HSP90B1
endoplasmic reticulum chaperone complex 1 HSP90B1
photoreceptor ribbon synapse 1 ATP2B1
ciliary transition fiber 1 ALB
dense body 1 SND1
RNAi effector complex 1 SND1


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]