Macarpine (BioDeep_00000006073)

   

natural product


代谢物信息卡片


Macarpine

化学式: C22H18NO6+ (392.1134)
中文名称:
谱图信息: 最多检出来源 Viridiplantae(plant) 13.9%

分子结构信息

SMILES: COc1cc2c3c(OC)cc4c(c3c[n+](C)c2c2cc3c(cc12)OCO3)OCO4
InChI: InChI=1S/C22H18NO6/c1-23-8-14-20(18(25-3)7-19-22(14)29-10-28-19)13-6-15(24-2)11-4-16-17(27-9-26-16)5-12(11)21(13)23/h4-8H,9-10H2,1-3H3/q+1

描述信息

A benzophenanthridine alkaloid that is sanguinarine bearing two methoxy substituents.

同义名列表

2 个代谢物同义名

Macarpine; Macarpine



数据库引用编号

16 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

代谢反应

27 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(25)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

34 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 5 BCL2, CASP3, CASP7, ENO3, MEFV
Endoplasmic reticulum membrane 1 BCL2
Cytoplasmic vesicle, autophagosome 1 MEFV
Nucleus 5 BCL2, BUB1, CASP3, CASP7, MEFV
autophagosome 1 MEFV
cytosol 6 BCL2, BUB1, CASP3, CASP7, ENO3, MEFV
nucleoplasm 4 BUB1, CASP3, CASP7, MEFV
Cell membrane 1 PTPRC
lamellipodium 1 MEFV
Synapse 1 PTPRC
cell surface 1 PTPRC
glutamatergic synapse 1 CASP3
neuronal cell body 1 CASP3
Cytoplasm, cytosol 1 CASP7
plasma membrane 2 ENO3, PTPRC
Membrane 4 BCL2, BUB1, ENO3, PTPRC
extracellular exosome 2 ENO3, PTPRC
endoplasmic reticulum 1 BCL2
extracellular space 2 CASP7, ENO3
mitochondrion 1 BCL2
protein-containing complex 1 BCL2
intracellular membrane-bounded organelle 1 BUB1
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 PTPRC
cytoplasmic side of plasma membrane 1 PTPRC
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 1 PTPRC
cytoplasmic vesicle 1 MEFV
Cell projection, lamellipodium 1 MEFV
Membrane raft 1 PTPRC
pore complex 1 BCL2
focal adhesion 1 PTPRC
microtubule 1 MEFV
Cell projection, ruffle 1 MEFV
ruffle 1 MEFV
microtubule associated complex 1 MEFV
Secreted, extracellular space 1 CASP7
myelin sheath 1 BCL2
secretory granule membrane 1 PTPRC
kinetochore 1 BUB1
outer kinetochore 1 BUB1
[Isoform 2]: Nucleus 1 MEFV
death-inducing signaling complex 1 CASP3
[Isoform 1]: Cytoplasm, cytoskeleton 1 MEFV
canonical inflammasome complex 1 MEFV
membrane microdomain 1 PTPRC
bleb 1 PTPRC
phosphopyruvate hydratase complex 1 ENO3
BAD-BCL-2 complex 1 BCL2


文献列表

  • Shasank S Swain, Sanghamitra Pati, Tahziba Hussain. Quinoline heterocyclic containing plant and marine candidates against drug-resistant Mycobacterium tuberculosis: A systematic drug-ability investigation. European journal of medicinal chemistry. 2022 Mar; 232(?):114173. doi: 10.1016/j.ejmech.2022.114173. [PMID: 35168150]
  • Andrea Balažová, Júlia Urdová, Vladimír Forman, Pavel Mučaji. Enhancement of Macarpine Production in Eschscholzia Californica Suspension Cultures under Salicylic Acid Elicitation and Precursor Supplementation. Molecules (Basel, Switzerland). 2020 Mar; 25(6):. doi: 10.3390/molecules25061261. [PMID: 32168770]
  • Iva Slaninová, Noelia López-Sánchez, Kristýna Šebrlová, Ondřej Vymazal, José María Frade, Eva Táborská. Introduction of macarpine as a novel cell-permeant DNA dye for live cell imaging and flow cytometry sorting. Biology of the cell. 2016 Jan; 108(1):1-18. doi: 10.1111/boc.201500047. [PMID: 26482322]
  • Hiromi Sato, Ryota Yamada, Midori Yanagihara, Hiroko Okuzawa, Hiroki Iwata, Ayako Kurosawa, Saki Ichinomiya, Rina Suzuki, Hiroyuki Okabe, Tomohiro Yano, Takuya Kumamoto, Noriyuki Suzuki, Tsutomu Ishikawa, Koichi Ueno. New 2-aryl-1,4-naphthoquinone-1-oxime methyl ether compound induces microtubule depolymerization and subsequent apoptosis. Journal of pharmacological sciences. 2012; 118(4):467-78. doi: 10.1254/jphs.11229fp. [PMID: 22447301]
  • Kristýna Pěnčíková, Jana Urbanová, Pavel Musil, Eva Táborská, Jana Gregorová. Seasonal variation of bioactive alkaloid contents in Macleaya microcarpa (Maxim.) Fedde. Molecules (Basel, Switzerland). 2011 Apr; 16(4):3391-401. doi: 10.3390/molecules16043391. [PMID: 21512447]
  • Jana Suchomelová, Hana Bochoráková, Hana Paulová, Pavel Musil, Eva Táborská. HPLC quantification of seven quaternary benzo[c]phenanthridine alkaloids in six species of the family Papaveraceae. Journal of pharmaceutical and biomedical analysis. 2007 May; 44(1):283-7. doi: 10.1016/j.jpba.2007.02.005. [PMID: 17367981]
  • Dagmar Weiss, Alfred Baumert, Matthias Vogel, Werner Roos. Sanguinarine reductase, a key enzyme of benzophenanthridine detoxification. Plant, cell & environment. 2006 Feb; 29(2):291-302. doi: 10.1111/j.1365-3040.2005.01421.x. [PMID: 17080644]
  • Sang-Un Park, Min Yu, Peter J Facchini. Modulation of berberine bridge enzyme levels in transgenic root cultures of California poppy alters the accumulation of benzophenanthridine alkaloids. Plant molecular biology. 2003 Jan; 51(2):153-64. doi: 10.1023/a:1021199311049. [PMID: 12602874]
  • Sang-Un Park, Min Yu, Peter J Facchini. Antisense RNA-mediated suppression of benzophenanthridine alkaloid biosynthesis in transgenic cell cultures of California poppy. Plant physiology. 2002 Feb; 128(2):696-706. doi: 10.1104/pp.010741. [PMID: 11842172]