Worenin (BioDeep_00000000501)

   


代谢物信息卡片


24-methyl-5,7,18,20-tetraoxa-13-azoniahexacyclo[11.11.0.02,10.04,8.015,23.017,21]tetracosa-1(24),2,4(8),9,13,15,17(21),22-octaene

化学式: C20H16NO4+ (334.1079)
中文名称: 甲基黄连碱
谱图信息: 最多检出来源 Homo sapiens(not specific) 50%

分子结构信息

SMILES: CC1=C2C3=CC4=C(C=C3CC[N+]2=CC5=CC6=C(C=C15)OCO6)OCO4
InChI: InChI=1S/C20H16NO4/c1-11-14-6-18-17(23-10-24-18)5-13(14)8-21-3-2-12-4-16-19(25-9-22-16)7-15(12)20(11)21/h4-8H,2-3,9-10H2,1H3/q+1



数据库引用编号

10 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)

0 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 15 ALOX5, ATF2, BCL2L1, CYP2D6, EGFR, ESR1, HIF1A, HSP90AA1, MAPK8, MAPK9, NEU1, PKM, PRKAA2, PRKX, STAT3
Peripheral membrane protein 4 ALOX5, ESR1, HK2, NEU1
Endosome membrane 1 EGFR
Endoplasmic reticulum membrane 2 CYP2D6, EGFR
Mitochondrion membrane 1 BCL2L1
Nucleus 13 ATF2, EGFR, ESR1, HIF1A, HSP90AA1, JUN, MAPK8, MAPK9, PBK, PKM, PRKAA2, PRKX, STAT3
cytosol 11 ALOX5, BCL2L1, ESR1, HIF1A, HK2, HSP90AA1, MAPK8, MAPK9, PKM, PRKAA2, STAT3
dendrite 1 PRKAA2
nuclear body 1 HIF1A
centrosome 2 BCL2L1, HK2
nucleoplasm 11 ALOX5, ATF2, ESR1, HIF1A, HSP90AA1, JUN, MAPK8, MAPK9, PRKAA2, PRKX, STAT3
RNA polymerase II transcription regulator complex 4 ATF2, HIF1A, JUN, STAT3
Cell membrane 5 EGFR, ESR1, HSP90AA1, LPAR6, TNF
Cytoplasmic side 2 BCL2L1, ESR1
ruffle membrane 1 EGFR
Early endosome membrane 1 EGFR
Multi-pass membrane protein 1 LPAR6
Synapse 1 MAPK8
cell junction 2 EGFR, NEU1
cell surface 3 EGFR, HSP90AA1, TNF
glutamatergic synapse 1 EGFR
Golgi apparatus 2 ESR1, PRKAA2
Golgi membrane 1 EGFR
lysosomal membrane 1 NEU1
mitochondrial inner membrane 1 BCL2L1
neuronal cell body 3 HSP90AA1, PRKAA2, TNF
Cytoplasm, cytosol 3 ALOX5, BCL2L1, HK2
Lysosome 1 NEU1
endosome 1 EGFR
plasma membrane 8 EGFR, ESR1, HSP90AA1, LPAR6, MAPK9, NEU1, STAT3, TNF
synaptic vesicle membrane 1 BCL2L1
Membrane 7 CYP2D6, EGFR, ESR1, HK2, HSP90AA1, NEU1, PRKAA2
apical plasma membrane 2 EGFR, HSP90AA1
axon 2 MAPK8, PRKAA2
basolateral plasma membrane 2 EGFR, HSP90AA1
extracellular exosome 3 HSP90AA1, NEU1, PKM
Lysosome membrane 1 NEU1
Lumenal side 1 NEU1
endoplasmic reticulum 2 BCL2L1, CYP2D6
extracellular space 3 ALOX5, EGFR, TNF
lysosomal lumen 2 HSP90AA1, NEU1
perinuclear region of cytoplasm 3 ALOX5, EGFR, HSP90AA1
Schaffer collateral - CA1 synapse 1 MAPK9
mitochondrion 6 BCL2L1, CYP2D6, HK2, HSP90AA1, MAPK9, PKM
protein-containing complex 4 EGFR, ESR1, HIF1A, HSP90AA1
intracellular membrane-bounded organelle 3 CYP2D6, HK2, NEU1
Microsome membrane 1 CYP2D6
Single-pass type I membrane protein 1 EGFR
Secreted 1 HK2
extracellular region 5 ALOX5, HSP90AA1, NEU1, PKM, TNF
Mitochondrion outer membrane 2 BCL2L1, HK2
Single-pass membrane protein 2 BCL2L1, CYP2D6
mitochondrial outer membrane 3 ATF2, BCL2L1, HK2
Mitochondrion matrix 1 BCL2L1
mitochondrial matrix 1 BCL2L1
transcription regulator complex 3 ESR1, JUN, STAT3
motile cilium 1 HIF1A
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 BCL2L1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 BCL2L1
Nucleus membrane 2 ALOX5, BCL2L1
Bcl-2 family protein complex 1 BCL2L1
nuclear membrane 3 ALOX5, BCL2L1, EGFR
external side of plasma membrane 1 TNF
Extracellular vesicle 1 PKM
axon cytoplasm 1 HIF1A
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 PKM
Cytoplasm, perinuclear region 1 ALOX5
Membrane raft 2 EGFR, TNF
focal adhesion 1 EGFR
intracellular vesicle 1 EGFR
sarcoplasmic reticulum 1 HK2
collagen-containing extracellular matrix 2 HSP90AA1, PKM
nuclear speck 3 HIF1A, MAPK9, PRKAA2
receptor complex 1 EGFR
cilium 1 PKM
chromatin 5 ATF2, ESR1, HIF1A, JUN, STAT3
axonal growth cone 1 HSP90AA1
phagocytic cup 1 TNF
brush border membrane 1 HSP90AA1
nuclear chromosome 1 JUN
site of double-strand break 1 ATF2
nuclear envelope 1 ALOX5
Nucleus envelope 1 ALOX5
Melanosome 1 HSP90AA1
cytoplasmic stress granule 1 PRKAA2
Nucleus speckle 1 HIF1A
euchromatin 3 ESR1, HIF1A, JUN
dendritic growth cone 1 HSP90AA1
myelin sheath 1 HSP90AA1
sperm mitochondrial sheath 1 HSP90AA1
sperm plasma membrane 1 HSP90AA1
basal plasma membrane 1 EGFR
synaptic membrane 1 EGFR
ficolin-1-rich granule lumen 3 ALOX5, HSP90AA1, PKM
secretory granule lumen 3 ALOX5, HSP90AA1, PKM
nuclear matrix 1 ALOX5
specific granule lumen 1 NEU1
Lysosome lumen 1 NEU1
Nucleus matrix 1 ALOX5
nuclear envelope lumen 1 ALOX5
clathrin-coated endocytic vesicle membrane 1 EGFR
[Isoform 1]: Nucleus 1 ESR1
basal dendrite 1 MAPK8
Rough endoplasmic reticulum 1 PKM
nucleotide-activated protein kinase complex 1 PRKAA2
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
endocytic vesicle lumen 1 HSP90AA1
transcription factor AP-1 complex 1 JUN
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
Nucleus intermembrane space 1 ALOX5
[Isoform M2]: Cytoplasm 1 PKM
[Isoform M1]: Cytoplasm 1 PKM
H4 histone acetyltransferase complex 1 ATF2
[Isoform Bcl-X(L)]: Mitochondrion inner membrane 1 BCL2L1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Lijiang Ji, Weixing Shen, Feng Zhang, Jie Qian, Jie Jiang, Liping Weng, Jiani Tan, Liu Li, Yugen Chen, Haibo Cheng, Dongdong Sun. Worenine reverses the Warburg effect and inhibits colon cancer cell growth by negatively regulating HIF-1α. Cellular & molecular biology letters. 2021 May; 26(1):19. doi: 10.1186/s11658-021-00263-y. [PMID: 34006215]
  • Zhi-Feng Li, Qi Wang, Yu-lin Feng, Xiao-jian Luo, Mei-mei Fan, Shi-lin Yang. [Chemical constituents from Coptis chinensis]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2012 Sep; 35(9):1438-41. doi: . [PMID: 23451500]
  • Huaixia Chen, Jianlin Huang, Juan Li. Characterization of metabolites of worenine in rat biological samples using liquid chromatography-tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2010 Jan; 51(1):236-43. doi: 10.1016/j.jpba.2009.08.026. [PMID: 19773142]