Echinacoside (BioDeep_00000178605)

   

human metabolite blood metabolite


代谢物信息卡片


6-[2-(3,4-Dihydroxyphenyl)ethoxy]-5-hydroxy-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoic acid

化学式: C35H46O20 (786.2582316)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1OC(OC2C(O)C(OCCC3=CC=C(O)C(O)=C3)OC(COC3OC(CO)C(O)C(O)C3O)C2OC(=O)C=CC2=CC=C(O)C(O)=C2)C(O)C(O)C1O
InChI: InChI=1S/C35H46O20/c1-14-24(42)26(44)29(47)35(51-14)55-32-30(48)34(49-9-8-16-3-6-18(38)20(40)11-16)53-22(13-50-33-28(46)27(45)25(43)21(12-36)52-33)31(32)54-23(41)7-4-15-2-5-17(37)19(39)10-15/h2-7,10-11,14,21-22,24-40,42-48H,8-9,12-13H2,1H3



数据库引用编号

4 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)

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

  • Jun Xie, Feng Tan, Jing Zhu, Caibo Yue, Qi Li. Separation, purification and quantification of verbascoside from Penstemon barbatus (Cav.) Roth. Food chemistry. 2012 Dec; 135(4):2536-41. doi: 10.1016/j.foodchem.2012.07.021. [PMID: 22980839]
  • Anna Sgarbossa, Martina Dal Bosco, Giovanna Pressi, Salvatore Cuzzocrea, Roberto Dal Toso, Marta Menegazzi. Phenylpropanoid glycosides from plant cell cultures induce heme oxygenase 1 gene expression in a human keratinocyte cell line by affecting the balance of NRF2 and BACH1 transcription factors. Chemico-biological interactions. 2012 Aug; 199(2):87-95. doi: 10.1016/j.cbi.2012.06.006. [PMID: 22735309]
  • Xin-ying Feng, Min Zhu, Qi-qi Zhang, Yi-ping Chen, Wen-wei Li. Selective protection of nigral dopaminergic neurons by echinacoside in a rat model of Parkinson disease induced by rotenone. Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine. 2012 Jul; 10(7):777-83. doi: 10.3736/jcim20120708. [PMID: 22805084]
  • Federica Pellati, Giulia Orlandini, Stefania Benvenuti. Simultaneous metabolite fingerprinting of hydrophilic and lipophilic compounds in Echinacea pallida by high-performance liquid chromatography with diode array and electrospray ionization-mass spectrometry detection. Journal of chromatography. A. 2012 Jun; 1242(?):43-58. doi: 10.1016/j.chroma.2012.04.025. [PMID: 22560343]
  • Chiara Francesca Guarnerio, Marica Fraccaroli, Irene Gonzo, Giovanna Pressi, Roberto Dal Toso, Flavia Guzzo, Marisa Levi. Metabolomic analysis reveals that the accumulation of specific secondary metabolites in Echinacea angustifolia cells cultured in vitro can be controlled by light. Plant cell reports. 2012 Feb; 31(2):361-7. doi: 10.1007/s00299-011-1171-2. [PMID: 22009052]
  • Pavel Mučaji, Anna Záhradníková, Lýdia Bezáková, Mária Cupáková, Drahomíra Rauová, Milan Nagy. HPLC determination of antilipoxygenase activity of a water infusion of Ligustrum vulgare L. leaves and some of its constituents. Molecules (Basel, Switzerland). 2011 Sep; 16(10):8198-208. doi: 10.3390/molecules16108198. [PMID: 21959294]
  • Paula N Brown, Michael Chan, Lori Paley, Joseph M Betz. Determination of major phenolic compounds in Echinacea spp. raw materials and finished products by high-performance liquid chromatography with ultraviolet detection: single-laboratory validation matrix extension. Journal of AOAC International. 2011 Sep; 94(5):1400-10. doi: 10.5740/jaoacint.11-142. [PMID: 22165004]
  • David S Senchina, Jennifer H Strauch, Griffin B Hoffmann, Nisarg B Shah, Brad K Laflen, Breanna L Dumke, Chinh T Dao, Amila S Dias, M Ann Perera. Phytochemical and immunomodulatory properties of an Echinacea laevigata (Asteraceae) tincture. Journal of alternative and complementary medicine (New York, N.Y.). 2011 Apr; 17(4):375-7. doi: 10.1089/acm.2010.0373. [PMID: 21473700]
  • Gao Sheng Hu, Yeon Jae Hur, Jing Ming Jia, Jai Heon Lee, Young Soo Chung, Young Byung Yi, Dae Jin Yun, Soon Ki Park, Doh Hoon Kim. Effects of 2-aminoindan-2-phosphonic acid treatment on the accumulation of salidroside and four phenylethanoid glycosides in suspension cell culture of Cistanche deserticola. Plant cell reports. 2011 Apr; 30(4):665-74. doi: 10.1007/s00299-010-0997-3. [PMID: 21243361]
  • Caroline E Ridley, Helen H Hangelbroek, Stuart Wagenius, John Stanton-Geddes, Ruth G Shaw. The effect of plant inbreeding and stoichiometry on interactions with herbivores in nature: Echinacea angustifolia and its specialist aphid. PloS one. 2011; 6(9):e24762. doi: 10.1371/journal.pone.0024762. [PMID: 21935460]
  • Jun Xie, Jun Deng, Feng Tan, Jing Su. Separation and purification of echinacoside from Penstemon barbatus (Can.) Roth by recycling high-speed counter-current chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Oct; 878(28):2665-8. doi: 10.1016/j.jchromb.2010.07.023. [PMID: 20810327]
  • Paula N Brown, Michael Chan, Joseph M Betz. Optimization and single-laboratory validation study of a high-performance liquid chromatography (HPLC) method for the determination of phenolic Echinacea constituents. Analytical and bioanalytical chemistry. 2010 Jul; 397(5):1883-92. doi: 10.1007/s00216-010-3763-z. [PMID: 20467727]
  • Toshio Morikawa, Yingni Pan, Kiyofumi Ninomiya, Katsuya Imura, Hisashi Matsuda, Masayuki Yoshikawa, Dan Yuan, Osamu Muraoka. Acylated phenylethanoid oligoglycosides with hepatoprotective activity from the desert plant Cistanche tubulosa. Bioorganic & medicinal chemistry. 2010 Mar; 18(5):1882-90. doi: 10.1016/j.bmc.2010.01.047. [PMID: 20159656]
  • Yuxin Wang, Haiping Hao, Guangji Wang, Pengfei Tu, Yong Jiang, Yan Liang, Liang Dai, Hao Yang, Li Lai, Chaonan Zheng, Qiong Wang, Nan Cui, Yitong Liu. An approach to identifying sequential metabolites of a typical phenylethanoid glycoside, echinacoside, based on liquid chromatography-ion trap-time of flight mass spectrometry analysis. Talanta. 2009 Dec; 80(2):572-80. doi: 10.1016/j.talanta.2009.07.027. [PMID: 19836522]
  • Bui Huu Tai, Bong Yong Jung, Nguyen Manh Cuong, Pham Thuy Linh, Nguyen Huu Tung, Nguyen Xuan Nhiem, Tran Thu Huong, Ngo Thi Anh, Jeong Ah Kim, Sang Kyum Kim, Young Ho Kim. Total peroxynitrite scavenging capacity of phenylethanoid and flavonoid glycosides from the flowers of Buddleja officinalis. Biological & pharmaceutical bulletin. 2009 Dec; 32(12):1952-6. doi: 10.1248/bpb.32.1952. [PMID: 19952410]
  • Hong Xie, Hui Zhu, Cong Cheng, Yu Liang, Zhao Wang. Echinacoside retards cellular senescence of human fibroblastic cells MRC-5. Die Pharmazie. 2009 Nov; 64(11):752-4. doi: ". [PMID: 20099521]
  • Rong Kuang, Yiguo Sun, Wei Yuan, Li Lei, Xiaoxiang Zheng. Protective effects of echinacoside, one of the phenylethanoid glycosides, on H(2)O(2)-induced cytotoxicity in PC12 cells. Planta medica. 2009 Nov; 75(14):1499-504. doi: 10.1055/s-0029-1185806. [PMID: 19548189]
  • Wen-Jun He, Tai-Hui Fang, Xu Ma, Ke Zhang, Zhi-Zhong Ma, Peng-Fei Tu. Echinacoside elicits endothelium-dependent relaxation in rat aortic rings via an NO-cGMP pathway. Planta medica. 2009 Oct; 75(13):1400-4. doi: 10.1055/s-0029-1185745. [PMID: 19468974]
  • Giovanni Agati, Giovanni Stefano, Stefano Biricolti, Massimiliano Tattini. Mesophyll distribution of 'antioxidant' flavonoid glycosides in Ligustrum vulgare leaves under contrasting sunlight irradiance. Annals of botany. 2009 Oct; 104(5):853-61. doi: 10.1093/aob/mcp177. [PMID: 19633310]
  • Adeolu A Adedapo, Florence O Jimoh, Srinivas Koduru, Patrick J Masika, Anthony J Afolayan. Assessment of the medicinal potentials of the methanol extracts of the leaves and stems of Buddleja saligna. BMC complementary and alternative medicine. 2009 Jul; 9(?):21. doi: 10.1186/1472-6882-9-21. [PMID: 19580647]
  • Hao Yang, Guangji Wang, Haiping Hao, Pengfei Tu, Yong Jiang, Qiong Wang, Yan Zhang, Chaonan Zheng, Yuxin Wang, Liang Dai. A sensitive and specific liquid chromatography/tandem mass spectrometry method for determination of echinacoside and its pharmacokinetic application in rats. Biomedical chromatography : BMC. 2009 Jun; 23(6):630-7. doi: 10.1002/bmc.1164. [PMID: 19277965]
  • S Vohra, D Adams, J B Hudson, J A Moore, S Vimalanathan, M Sharma, A J Burt, E Lamont, N Lacaze, J T Arnason, T D G Lee. Selection of natural health products for clinical trials: a preclinical template. Canadian journal of physiology and pharmacology. 2009 May; 87(5):371-8. doi: 10.1139/y09-021. [PMID: 19448735]
  • A Biber, G Franck-Karl, F Waimer, U Riegert, R Wiget. Analytical characterisation of homoeopathic mother tinctures. Pharmeuropa scientific notes. 2009 Mar; 2009(1):1-4. doi: ". [PMID: 19275866]
  • Wenjun He, Taihui Fang, Pengfei Tu. [Research progress on pharmacological activities of echinacoside]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Feb; 34(4):476-9. doi: ". [PMID: 19459316]
  • Cunqin Jia, Haiming Shi, Wei Jin, Ke Zhang, Yong Jiang, Mingbo Zhao, Pengfei Tu. Metabolism of echinacoside, a good antioxidant, in rats: isolation and identification of its biliary metabolites. Drug metabolism and disposition: the biological fate of chemicals. 2009 Feb; 37(2):431-8. doi: 10.1124/dmd.108.023697. [PMID: 19022941]
  • Hai Ming Shi, Jing Wang, Meng Yue Wang, Peng Fei Tu, Xiao Bo Li. Identification of Cistanche species by chemical and inter-simple sequence repeat fingerprinting. Biological & pharmaceutical bulletin. 2009 Jan; 32(1):142-6. doi: 10.1248/bpb.32.142. [PMID: 19122297]
  • Tai-Xin Yang, Xi-Huan Zhang, Jing-Zhu Cai. [Study on secondary metabolic organ of echinacoside in herbs of Cistanche tubulosa]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Dec; 32(24):2591-4. doi: ". [PMID: 18338593]
  • Tai-Xin Yang, Yue-Xia Lu, Xi-Huan Zhang, Jing-Zhu Cai, Yu-Xin Zhao. [Inoculation experiments of Cistanche tubulosa on 8 introduced Tamarix species]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Oct; 32(20):2107-9. doi: ". [PMID: 18306738]
  • Jun Chen, Jing Yu, Rong Xu, Ying-hua Wang, Tong-ning Liu, Hui-zhen Cheng. [Study on reproduction biology of Cistanche deserticola--seedling emergence and flowering]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Sep; 32(17):1729-32. doi: ". [PMID: 17992986]
  • Hong Cai, Zhong Bao, Yong Jiang, Xin-yi Wang, Xing-tu Fan, Maitirouzi Aierken, Peng-fei Tu. [Study on processing method of Cistanche tubulosa]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Jul; 32(13):1289-91. doi: ". [PMID: 17879727]
  • Xingchao Geng, Xuefei Tian, Pengfei Tu, Xiaoping Pu. Neuroprotective effects of echinacoside in the mouse MPTP model of Parkinson's disease. European journal of pharmacology. 2007 Jun; 564(1-3):66-74. doi: 10.1016/j.ejphar.2007.01.084. [PMID: 17359968]
  • Yu Wu, Lin Li, Tao Wen, Yue-Qi Li. Protective effects of echinacoside on carbon tetrachloride-induced hepatotoxicity in rats. Toxicology. 2007 Mar; 232(1-2):50-6. doi: 10.1016/j.tox.2006.12.013. [PMID: 17222497]
  • Cunqin Jia, Haiming Shi, Xiangmei Wu, Yinzeng Li, Jingjing Chen, Pengfei Tu. Determination of echinacoside in rat serum by reversed-phase high-performance liquid chromatography with ultraviolet detection and its application to pharmacokinetics and bioavailability. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2006 Dec; 844(2):308-13. doi: 10.1016/j.jchromb.2006.07.040. [PMID: 16931184]
  • Youbin Zheng, Mike Dixon, Praveen K Saxena. Growing environment and nutrient availability affect the content of some phenolic compounds in Echinacea purpurea and Echinacea angustifolia. Planta medica. 2006 Dec; 72(15):1407-14. doi: 10.1055/s-2006-951720. [PMID: 17054043]
  • Masayuki Yoshikawa, Hisashi Matsuda, Toshio Morikawa, Haihui Xie, Seikou Nakamura, Osamu Muraoka. Phenylethanoid oligoglycosides and acylated oligosugars with vasorelaxant activity from Cistanche tubulosa. Bioorganic & medicinal chemistry. 2006 Nov; 14(22):7468-75. doi: 10.1016/j.bmc.2006.07.018. [PMID: 16908167]
  • Bernard Rousseau, Ichiro Tateya, Xinhong Lim, Alejandro Munoz-del-Rio, Diane M Bless. Investigation of anti-hyaluronidase treatment on vocal fold wound healing. Journal of voice : official journal of the Voice Foundation. 2006 Sep; 20(3):443-51. doi: 10.1016/j.jvoice.2005.06.002. [PMID: 16243482]
  • Susan J Murch, Sriyani E Peiris, Wendy L Shi, S M A Zobayed, Praveen K Saxena. Genetic diversity in seed populations of Echinacea purpurea controls the capacity for regeneration, route of morphogenesis and phytochemical composition. Plant cell reports. 2006 Jun; 25(6):522-32. doi: 10.1007/s00299-006-0118-5. [PMID: 16477405]
  • Lea Dalby-Brown, Hilde Barsett, Anne-Katrine R Landbo, Anne S Meyer, Per Mølgaard. Synergistic antioxidative effects of alkamides, caffeic acid derivatives, and polysaccharide fractions from Echinacea purpurea on in vitro oxidation of human low-density lipoproteins. Journal of agricultural and food chemistry. 2005 Nov; 53(24):9413-23. doi: 10.1021/jf0502395. [PMID: 16302756]
  • Kyung Ah Koo, Sang Hyun Sung, Jong Hee Park, Seung Hyun Kim, Ki Yong Lee, Young Choong Kim. In vitro neuroprotective activities of phenylethanoid glycosides from Callicarpa dichotoma. Planta medica. 2005 Aug; 71(8):778-80. doi: 10.1055/s-2005-871213. [PMID: 16142646]
  • P Morazzoni, A Cristoni, F Di Pierro, C Avanzini, D Ravarino, S Stornello, M Zucca, T Musso. In vitro and in vivo immune stimulating effects of a new standardized Echinacea angustifolia root extract (Polinacea). Fitoterapia. 2005 Jul; 76(5):401-11. doi: 10.1016/j.fitote.2005.02.001. [PMID: 15949903]
  • Min Chen, Su-Ping Xiao, Guang-Hong Cui, Si-Ju Zhang, Zhi-Gang Wu, Lu-Qi Huang, Ming-Ting Liu. [The determination of echinacoside and acteoside in herbs of Cistanche tubulosa]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2005 Jun; 30(11):839-41. doi: ". [PMID: 16110866]
  • Federica Pellati, Stefania Benvenuti, Michele Melegari, Todd Lasseigne. Variability in the composition of anti-oxidant compounds in Echinacea species by HPLC. Phytochemical analysis : PCA. 2005 Mar; 16(2):77-85. doi: 10.1002/pca.815. [PMID: 15881113]
  • Hasan Kirmizibekmez, Paola Montoro, Sonia Piacente, Cosimo Pizza, Ali Dönmez, Ihsan Caliş. Identification by HPLC-PAD-MS and quantification by HPLC-PAD of phenylethanoid glycosides of five Phlomis species. Phytochemical analysis : PCA. 2005 Jan; 16(1):1-6. doi: 10.1002/pca.802. [PMID: 15688949]
  • Hasan Kirmizibekmez, Ihsan Calis, Remo Perozzo, Reto Brun, Ali A Dönmez, Anthony Linden, Peter Rüedi, Deniz Tasdemir. Inhibiting activities of the secondary metabolites of Phlomis brunneogaleata against parasitic protozoa and plasmodial enoyl-ACP Reductase, a crucial enzyme in fatty acid biosynthesis. Planta medica. 2004 Aug; 70(8):711-7. doi: 10.1055/s-2004-827200. [PMID: 15326547]
  • Federica Pellati, Stefania Benvenuti, Lara Magro, Michele Melegari, Fabrizia Soragni. Analysis of phenolic compounds and radical scavenging activity of Echinacea spp. Journal of pharmaceutical and biomedical analysis. 2004 Apr; 35(2):289-301. doi: 10.1016/s0731-7085(03)00645-9. [PMID: 15063463]
  • Zhenjie Cao, Wenjun Zhao, Xueping Wu. [Determination of phenylethanoid glycosides from Cistanche deserticola in spring and autumn with LC-MS]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2004 Mar; 27(3):175-7. doi: ". [PMID: 15272779]
  • A Matthias, J T Blanchfield, K G Penman, I Toth, C-S Lang, J J De Voss, R P Lehmann. Permeability studies of alkylamides and caffeic acid conjugates from echinacea using a Caco-2 cell monolayer model. Journal of clinical pharmacy and therapeutics. 2004 Feb; 29(1):7-13. doi: 10.1046/j.1365-2710.2003.00530.x. [PMID: 14748892]
  • Hasan Abougazar, Erdal Bedir, Ikhlas A Khan, Ihsan Caliş. Wiedemanniosides A-E: new phenylethanoid glycosides from the roots of Verbascum wiedemannianum. Planta medica. 2003 Sep; 69(9):814-9. doi: 10.1055/s-2003-43214. [PMID: 14598206]
  • K Hostettmann. [History of a plant: the example of Echinacea]. Forschende Komplementarmedizin und klassische Naturheilkunde = Research in complementary and natural classical medicine. 2003 Apr; 10 Suppl 1(?):9-12. doi: 10.1159/000071678. [PMID: 12808356]
  • Li Lei, Peng-fei Tu, Jian-guo Zhang, Yan-kui Zhai, Shi-chen Yu. [Determination of echinacoside in congrong spirit by reversed-phase high performance liquid chromatography]. Se pu = Chinese journal of chromatography. 2002 Nov; 20(6):582-4. doi: ". [PMID: 12683014]
  • Hartwig Schulz, Sven Pfeffer, Rolf Quilitzsch, Boris Steuer, Klaus Reif. Rapid and non-destructive determination of the echinacoside content in Echinacea roots by ATR-IR and NIR spectroscopy. Planta medica. 2002 Oct; 68(10):926-9. doi: 10.1055/s-2002-34920. [PMID: 12391558]
  • Magali Laasonen, Tero Wennberg, Tuulikki Harmia-Pulkkinen, Heikki Vuorela. Simultaneous analysis of alkamides and caffeic acid derivatives for the identification of Echinacea purpurea, Echinacea angustifolia, Echinacea pallida and Parthenium integrifolium roots. Planta medica. 2002 Jun; 68(6):572-4. doi: 10.1055/s-2002-32561. [PMID: 12094312]
  • E Speroni, P Govoni, S Guizzardi, C Renzulli, M C Guerra. Anti-inflammatory and cicatrizing activity of Echinacea pallida Nutt. root extract. Journal of ethnopharmacology. 2002 Feb; 79(2):265-72. doi: 10.1016/s0378-8741(01)00391-9. [PMID: 11801391]
  • B D Sloley, L J Urichuk, C Tywin, R T Coutts, P K Pang, J J Shan. Comparison of chemical components and antioxidants capacity of different Echinacea species. The Journal of pharmacy and pharmacology. 2001 Jun; 53(6):849-57. doi: 10.1211/0022357011776009. [PMID: 11428661]
  • L Lei, Z H Song, P F Tu, Y Z Li, L J Wu, F K Chen. [Metabolic regulation of phenylethanoid glycosides from Herba cistanches in dogs' gastrointestine]. Yao xue xue bao = Acta pharmaceutica Sinica. 2001 Jun; 36(6):432-5. doi: ". [PMID: 12585127]
  • L Lei, Z H Song, P F Tu, L J Wu, F K Chen. [Separation of echinacoside by reversed-phase preparative high performance liquid chromatography]. Se pu = Chinese journal of chromatography. 2001 May; 19(3):200-2. doi: ". [PMID: 12541795]
  • N B Perry, E J Burgess, V L Glennie. Echinacea standardization: analytical methods for phenolic compounds and typical levels in medicinal species. Journal of agricultural and food chemistry. 2001 Apr; 49(4):1702-6. doi: 10.1021/jf001331y. [PMID: 11308313]