Eleutheroside (BioDeep_00000000366)

Main id: BioDeep_00000230592

 

PANOMIX_OTCML-2023


代谢物信息卡片


(2S,3R,4S,5S,6R)-2-[4-[(3S,3aR,6R,6aS)-6-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

化学式: C34H46O18 (742.2684)
中文名称: 刺五加甙 E, 刺五加甙E, 刺五加苷E
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC(C=C1[C@H]2[C@@](CO[C@@H]3C4=CC(OC)=C(O[C@@H]([C@@H]([C@@H](O)[C@@H]5O)O)O[C@@H]5CO)C(OC)=C4)([H])[C@]3([H])CO2)=C(C(OC)=C1)O[C@@H]([C@@H]([C@@H](O)[C@@H]6O)O)O[C@@H]6CO
InChI: InChI=1S/C34H46O18/c1-43-17-5-13(6-18(44-2)31(17)51-33-27(41)25(39)23(37)21(9-35)49-33)29-15-11-48-30(16(15)12-47-29)14-7-19(45-3)32(20(8-14)46-4)52-34-28(42)26(40)24(38)22(10-36)50-34/h5-8,15-16,21-30,33-42H,9-12H2,1-4H3/t15-,16+,21-,22-,23-,24-,25+,26+,27-,28-,29+,30-,33+,34+/m1/s1

描述信息

Eleutheroside E is a lignan and a glycoside.
Eleutheroside E is a natural product found in Eleutherococcus senticosus with data available.
Eleutheroside E is an important component of Acanthopanax, which has anti-inflammatory and protective effects on ischemic heart.
Eleutheroside E is an important component of Acanthopanax, which has anti-inflammatory and protective effects on ischemic heart.

同义名列表

13 个代谢物同义名

(2S,3R,4S,5S,6R)-2-[4-[(3S,3aR,6R,6aS)-6-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol; (2S,3R,4S,5S,6R)-2-[4-[(3S,3aR,6R,6aS)-6-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3,3a,4,6,6a-hexahydrouro[3,4-c]uran-3-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol; 4-((1R,3AS,4S,6AR)-4-(4-(.BETA.-L-GLUCOPYRANOSYLOXY)-3,5-DIMETHOXYPHENYL)TETRAHYDRO-1H,3H-FURO(3,4-C)FURAN-1-YL)-2,6-DIMETHOXYPHENYL .BETA.-D-GLUCOPYRANOSIDE; .BETA.-D-GLUCOPYRANOSIDE, ((1R,3AR,4S,6AS)-TETRAHYDRO-1H,3H-FURO(3,4-C)FURAN-1,4-DIYL)BIS(2,6-DIMETHOXY-4,1-PHENYLENE) BIS-; beta-D-Glucopyranoside, ((1R,3aR,4S,6aS)-tetrahydro-1H,3H-furo(3,4-c)furan-1,4-diyl)bis(2,6-dimethoxy-4,1-phenylene) bis-; [(1r,3ar,4s,6as)-tetrahydro-1h,3h-furo[3,4-c]furan-1,4-diyl]bis(2,6-dimethoxy-4,1-phenylene) bis-beta-d-glucopyranoside; ELEUTHEROSIDE E (CONSTITUENT OF ELEUTHERO) [DSC]; ELEUTHEROSIDE E [USP-RS]; Eleutheroside E; UNII-8JP2P44H3Z; Eleutheroside; Acanthoside D; 8JP2P44H3Z



数据库引用编号

11 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)

4 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 AKT1, BDNF, CASP1, CASP3, MARVELD1, NLRP3, NQO1, PIK3CA, TP53
Peripheral membrane protein 2 CYP1B1, GORASP1
Endoplasmic reticulum membrane 1 CYP1B1
Nucleus 8 AKT1, CASP3, CREB1, GABPA, MARVELD1, NLRP3, NQO1, TP53
cytosol 8 AKT1, CASP1, CASP3, IL1B, NLRP3, NQO1, PIK3CA, TP53
dendrite 3 BDNF, HTR2C, NQO1
centrosome 1 TP53
nucleoplasm 5 AKT1, CASP3, CREB1, GABPA, TP53
RNA polymerase II transcription regulator complex 1 CREB1
Cell membrane 7 AKT1, CASP1, CLDN3, GPRC5A, HTR2C, MARVELD1, TNF
Cytoplasmic side 1 GORASP1
lamellipodium 2 AKT1, PIK3CA
Multi-pass membrane protein 4 CLDN3, GPRC5A, HTR2C, MARVELD1
Golgi apparatus membrane 2 GORASP1, NLRP3
Synapse 2 HTR2C, NQO1
cell cortex 1 AKT1
cell surface 1 TNF
glutamatergic synapse 2 AKT1, CASP3
Golgi apparatus 1 GORASP1
Golgi membrane 2 GORASP1, NLRP3
neuronal cell body 3 CASP3, NQO1, TNF
postsynapse 1 AKT1
synaptic vesicle 1 BDNF
Cytoplasm, cytosol 3 IL1B, NLRP3, NQO1
Lysosome 1 IL1B
plasma membrane 8 AKT1, CASP1, CLDN3, GPRC5A, HTR2C, MARVELD1, PIK3CA, TNF
Membrane 8 AKT1, BDNF, CLDN3, CYP1B1, MARVELD1, NLRP3, NQO1, TP53
axon 2 BDNF, CCK
extracellular exosome 1 GPRC5A
endoplasmic reticulum 2 NLRP3, TP53
extracellular space 5 BDNF, CCK, IL10, IL1B, TNF
perinuclear region of cytoplasm 2 BDNF, PIK3CA
Cell junction, tight junction 1 CLDN3
apicolateral plasma membrane 1 CLDN3
bicellular tight junction 1 CLDN3
intercalated disc 1 PIK3CA
mitochondrion 3 CYP1B1, NLRP3, TP53
protein-containing complex 4 AKT1, CASP1, CLDN3, TP53
intracellular membrane-bounded organelle 2 CYP1B1, GPRC5A
Microsome membrane 1 CYP1B1
postsynaptic density 1 CASP3
Secreted 5 BDNF, CCK, IL10, IL1B, NLRP3
extracellular region 6 BDNF, CCK, IL10, IL1B, NLRP3, TNF
Mitochondrion matrix 1 TP53
mitochondrial matrix 1 TP53
transcription regulator complex 1 TP53
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 TP53
external side of plasma membrane 1 TNF
microtubule cytoskeleton 1 AKT1
nucleolus 3 CASP1, GPRC5A, TP53
cell-cell junction 2 AKT1, CLDN3
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 2 AKT1, GPRC5A
Membrane raft 1 TNF
Cytoplasm, cytoskeleton 2 MARVELD1, TP53
microtubule 1 CASP1
spindle 1 AKT1
cis-Golgi network 1 GORASP1
Nucleus, PML body 1 TP53
PML body 1 TP53
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
secretory granule 1 IL1B
lateral plasma membrane 1 CLDN3
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 2 CASP1, NLRP3
receptor complex 1 GPRC5A
ciliary basal body 1 AKT1
chromatin 3 CREB1, GABPA, TP53
phagocytic cup 1 TNF
cytoskeleton 1 MARVELD1
site of double-strand break 1 TP53
Endomembrane system 1 NLRP3
microtubule organizing center 1 NLRP3
Cytoplasmic vesicle membrane 1 GPRC5A
euchromatin 1 CREB1
germ cell nucleus 1 TP53
replication fork 1 TP53
endoplasmic reticulum lumen 1 BDNF
nuclear matrix 1 TP53
transcription repressor complex 1 TP53
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
tight junction 1 CLDN3
Secreted, extracellular exosome 1 IL1B
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 GORASP1
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
AIM2 inflammasome complex 1 CASP1
[Isoform 1]: Nucleus 1 TP53
death-inducing signaling complex 1 CASP3
apical junction complex 1 CLDN3
canonical inflammasome complex 1 CASP1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
ATF4-CREB1 transcription factor complex 1 CREB1
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF
G protein-coupled serotonin receptor complex 1 HTR2C
IPAF inflammasome complex 1 CASP1
NLRP1 inflammasome complex 1 CASP1
protease inhibitor complex 1 CASP1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Nan Jia, Zherui Shen, Sijing Zhao, Yilan Wang, Caixia Pei, Demei Huang, Xiaomin Wang, Yongcan Wu, Shihua Shi, Yacong He, Zhenxing Wang. Eleutheroside E from pre-treatment of Acanthopanax senticosus (Rupr.etMaxim.) Harms ameliorates high-altitude-induced heart injury by regulating NLRP3 inflammasome-mediated pyroptosis via NLRP3/caspase-1 pathway. International immunopharmacology. 2023 Jun; 121(?):110423. doi: 10.1016/j.intimp.2023.110423. [PMID: 37331291]
  • Tianyu Zhou, Yilin Zhou, Dongdong Ge, Youhong Xie, Jiangyan Wang, Lin Tang, Qunwei Dong, Ping Sun. Decoding the mechanism of Eleutheroside E in treating osteoporosis via network pharmacological analysis and molecular docking of osteoclast-related genes and gut microbiota. Frontiers in endocrinology. 2023; 14(?):1257298. doi: 10.3389/fendo.2023.1257298. [PMID: 38027135]
  • Mengyao Liu, Xin Gao, Shan Shan, Yongzhi Li, Jiaping Wang, Weihong Lu. Eleutheroside E reduces intestinal fat accumulation in Caenorhabditis elegans through neuroendocrine signals. Journal of the science of food and agriculture. 2022 Sep; 102(12):5219-5228. doi: 10.1002/jsfa.11875. [PMID: 35297055]
  • Li-Ting Mu, Qi-Di Zhang, Shi-Yuan Sun, Bing Liu, Yu Zhang, Xin-Ran Zhang, Chang-Hai Sun. Study on the technology of efficient extraction of eleutheroside E from Acanthopanax senticosus by green solvent DES. Phytochemical analysis : PCA. 2022 Aug; 33(6):879-885. doi: 10.1002/pca.3144. [PMID: 35668032]
  • Bao Zhao, Yueli Fan, Huijuan Li, Chun Zhang, Rui Han, Dongsheng Che. Mitigative effects of Eleutheroside E against the mechanical barrier dysfunction induced by soybean agglutinin in IPEC-J2 cell line. Journal of animal physiology and animal nutrition. 2022 May; 106(3):664-670. doi: 10.1111/jpn.13677. [PMID: 35014099]
  • Y C Liu, Y J Yang, M S Chen, Z Wang, Y H Chen, Y F Zhang, Y M Shan, B Yu. Anti-inflammatory and analgesic effects of eleutheroside E in alcoholic beverage. Journal of biological regulators and homeostatic agents. 2019 Nov; 33(6):1815-1821. doi: 10.23812/19-345-l.. [PMID: 31713405]
  • Xu Lu, Chai Xiao-Qing. Eleutheroside E attenuates isoflurane-induced cognitive dysfunction by regulating the α7-nAChR-NMDAR pathway. Neuroreport. 2019 02; 30(3):188-194. doi: 10.1097/wnr.0000000000001182. [PMID: 30585907]
  • Yingyu Zhou, Cuilin Cheng, Denis Baranenko, Jiaping Wang, Yongzhi Li, Weihong Lu. Effects of Acanthopanax senticosus on Brain Injury Induced by Simulated Spatial Radiation in Mouse Model Based on Pharmacokinetics and Comparative Proteomics. International journal of molecular sciences. 2018 Jan; 19(1):. doi: 10.3390/ijms19010159. [PMID: 29342911]
  • Hui-Xia Fan, Zhi-Peng Deng, Hao Zhong, Xiao-Ting Xu, Qing-Qiang Yao. [Comparative pharmacokinetics of syringin, eleutheroside E and isofraxidin in rat plasma after intravenous administration of each monomer and Ciwujia injection]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2014 May; 39(10):1921-7. doi: . [PMID: 25282907]
  • Jeong Min Lee, Myoung-Hee Lee, Suk-Bok Pae, Ki-Won Oh, Chan-Sik Jung, In-Youl Baek, Sanghyun Lee. Analysis of yield of eleutherosides B and E in Acanthopanax divaricatus and A. koreanum grown with varying cultivation methods. TheScientificWorldJournal. 2014; 2014(?):515291. doi: 10.1155/2014/515291. [PMID: 25165741]
  • Lei Yang, Hongshuang Ge, Wenjie Wang, Yuangang Zu, Fengjian Yang, Chunjian Zhao, Lin Zhang, Ying Zhang. Development of sample preparation method for eleutheroside B and E analysis in Acanthopanax senticosus by ionic liquids-ultrasound based extraction and high-performance liquid chromatography detection. Food chemistry. 2013 Dec; 141(3):2426-33. doi: 10.1016/j.foodchem.2013.05.094. [PMID: 23870977]
  • Bo Ma, Qi Zhang, Yinhui Liu, Jing Li, Qiuyu Xu, Xiaotian Li, Xiaojing Yang, Di Yao, Jingjing Sun, Guangbo Cui, Hanjie Ying. Simultaneous determination of Eleutheroside B and Eleutheroside E in rat plasma by high performance liquid chromatography-electrospray ionization mass spectrometry and its application in a pharmacokinetic study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2013 Feb; 917-918(?):84-92. doi: 10.1016/j.jchromb.2012.12.041. [PMID: 23369882]
  • Shi-Ping Liu, Jing-Tao An, Rui Wang, Qiang Li. Simultaneous quantification of five bioactive components of Acanthopanax senticosus and its extract by ultra performance liquid chromatography with electrospray ionization time-of-flight mass spectrometry. Molecules (Basel, Switzerland). 2012 Jun; 17(7):7903-13. doi: 10.3390/molecules17077903. [PMID: 22751226]
  • Yuan-Chun Ma, Xiao-Qiang Wang, Feifei Hou, Jie Ma, Mai Luo, Shane Lu, Peter Jin, Alice Chen, Iris Xu, Asmita V Patel, Derek Gorecki. Simultaneous quantification of polyherbal formulations containing Rhodiola rosea L. and Eleutherococcus senticosus Maxim. using rapid resolution liquid chromatography (RRLC). Journal of pharmaceutical and biomedical analysis. 2011 Jul; 55(5):908-15. doi: 10.1016/j.jpba.2011.03.013. [PMID: 21466940]
  • Yanjing Bai, Chihiro Tohda, Shu Zhu, Masao Hattori, Katsuko Komatsu. Active components from Siberian ginseng (Eleutherococcus senticosus) for protection of amyloid β(25-35)-induced neuritic atrophy in cultured rat cortical neurons. Journal of natural medicines. 2011 Jul; 65(3-4):417-23. doi: 10.1007/s11418-011-0509-y. [PMID: 21301979]
  • Shi lan Feng, Fang di Hu, Jian Xiong Zhao, Xi Liu, Y'un Li. Determination of eleutheroside E and eleutheroside B in rat plasma and tissue by high-performance liquid chromatography using solid-phase extraction and photodiode array detection. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2006 Apr; 62(3):315-20. doi: 10.1016/j.ejpb.2005.09.007. [PMID: 16318914]
  • A M Shohael, D Chakrabarty, K W Yu, E J Hahn, K Y Paek. Application of bioreactor system for large-scale production of Eleutherococcus sessiliflorus somatic embryos in an air-lift bioreactor and production of eleutherosides. Journal of biotechnology. 2005 Nov; 120(2):228-36. doi: 10.1016/j.jbiotec.2005.06.010. [PMID: 16095745]
  • Sandra Apers, Tania Naessens, Sabine Van Miert, Luc Pieters, Arnold Vlietinck. Quality control of roots of Eleutherococcus senticosus by HPLC. Phytochemical analysis : PCA. 2005 Jan; 16(1):55-60. doi: 10.1002/pca.811. [PMID: 15688958]
  • B T Gaffney, H M Hügell, P A Rich. The chromatographic co-elution of dihydrodehydrodiconiferyl alcohol monopyranose with eleutheroside E in Eleutherococcus senticosus: implications for eleutheroside E assays. Phytochemical analysis : PCA. 2004 Jul; 15(4):231-4. doi: 10.1002/pca.773. [PMID: 15311842]
  • Yun Wei, Tian-you Zhang, Ke-you Wu. [Separation of eleutheroside E from crude extract of Radix Acanthopanacis Senticosus by analytical and preparative high-speed countercurrent chromatography]. Se pu = Chinese journal of chromatography. 2002 Nov; 20(6):543-5. doi: . [PMID: 12683004]
  • A Panossian, T Davtyan, N Gukassyan, G Gukasova, G Mamikonyan, E Gabrielian, G Wikman. Effect of andrographolide and Kan Jang--fixed combination of extract SHA-10 and extract SHE-3--on proliferation of human lymphocytes, production of cytokines and immune activation markers in the whole blood cells culture. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2002 Oct; 9(7):598-605. doi: 10.1078/094471102321616409. [PMID: 12487323]
  • J S Kang, P T Linh, X F Cai, H S Kim, J J Lee, Y H Kim. Quantitative determination of eleutheroside B and E from Acanthopanax species by high performance liquid chromatography. Archives of pharmacal research. 2001 Oct; 24(5):407-11. doi: 10.1007/bf02975184. [PMID: 11693540]