syringin (BioDeep_00000398497)

Main id: BioDeep_00000000372

 

natural product PANOMIX_OTCML-2023


代谢物信息卡片


Eleutheroside B

化学式: C17H24O9 (372.14202539999997)
中文名称: 紫丁香苷, 紫丁香酚甙(刺五加甙B)
谱图信息: 最多检出来源 Viridiplantae(plant) 1.05%

分子结构信息

SMILES: COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)O)OC)C=CCO
InChI: InChI=1S/C17H24O9/c1-23-10-6-9(4-3-5-18)7-11(24-2)16(10)26-17-15(22)14(21)13(20)12(8-19)25-17/h3-4,6-7,12-15,17-22H,5,8H2,1-2H3/b4-3+/t12-,13-,14+,15-,17+/m1/s1

描述信息

Syringin, also known as eleutheroside b or beta-terpineol, is a member of the class of compounds known as phenolic glycosides. Phenolic glycosides are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Syringin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Syringin can be found in caraway, fennel, and lemon, which makes syringin a potential biomarker for the consumption of these food products. Syringin is a natural chemical compound first isolated from the bark of lilac (Syringa vulgaris) by Meillet in 1841. It has since been found to be distributed widely throughout many types of plants. It is also called eleutheroside B, and is found in Eleutherococcus senticosus (Siberian ginseng). It is also found in dandelion coffee .
Syringin is a main bioactive phenolic glycoside in Acanthopanax senticosus, with anti-osteoporosis activity. Syringin prevents cardiac hypertrophy induced by pressure overload through the attenuation of autophagy[1][2].
Syringin is a main bioactive phenolic glycoside in Acanthopanax senticosus, with anti-osteoporosis activity. Syringin prevents cardiac hypertrophy induced by pressure overload through the attenuation of autophagy[1][2].

同义名列表

2 个代谢物同义名

syringin; Eleutheroside B



数据库引用编号

38 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

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)

454 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。

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文献列表

  • Xuelian Dong, Qiang Chen, Wenyan Chi, Zhidong Qiu, Ye Qiu. A Metabolomics Study of the Effects of Eleutheroside B on Glucose and Lipid Metabolism in a Zebrafish Diabetes Model. Molecules (Basel, Switzerland). 2024 Mar; 29(7):. doi: 10.3390/molecules29071545. [PMID: 38611823]
  • Namitha R, Manasa Kh, Santhosh N Hegde, Noorunnisa Begum, Subrahmanya Kumar Kukkupuni, Malali Gowda, Pavithra Narendran. De novo genome assembly and annotation of the medicinal plant Tinospora cordifolia (Willd.) Miers ex Hook. f. & Thom's. Functional & integrative genomics. 2023 Nov; 23(4):330. doi: 10.1007/s10142-023-01262-2. [PMID: 37935874]
  • Zhewen Deng, Chaoxing Ren, Chenglun Tang, Shuang Chen, Jiaqi Li, Jingxun Wei, Qi Zhang, Bo Ma. Syringin alleviates hepatic fibrosis by enhancing autophagic flux and attenuating ER stress-TRIB3/SMAD3 in diabetic mice. Tissue & cell. 2023 Aug; 83(?):102159. doi: 10.1016/j.tice.2023.102159. [PMID: 37467688]
  • Anil Bhushan, Dixhya Rani, Misbah Tabassum, Saajan Kumar, Prem N Gupta, Sumeet Gairola, Ajai P Gupta, Prasoon Gupta. HPLC-PDA Method for Quantification of Bioactive Compounds in Crude Extract and Fractions of Aucklandia costus Falc. and Cytotoxicity Studies against Cancer Cells. Molecules (Basel, Switzerland). 2023 Jun; 28(12):. doi: 10.3390/molecules28124815. [PMID: 37375368]
  • Vipendra Kumar Singh, D C Thakur, Naina Rajak, Rajanish Giri, Neha Garg. Immunomodulatory potential of bioactive glycoside syringin: a network pharmacology and molecular modeling approach. Journal of biomolecular structure & dynamics. 2023 May; ?(?):1-14. doi: 10.1080/07391102.2023.2216299. [PMID: 37243678]
  • Yilan Wang, Zherui Shen, Caixia Pei, Sijing Zhao, Nan Jia, Demei Huang, Xiaomin Wang, Yongcan Wu, Shihua Shi, Yacong He, Zhenxing Wang. Eleutheroside B ameliorated high altitude pulmonary edema by attenuating ferroptosis and necroptosis through Nrf2-antioxidant response signaling. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2022 Dec; 156(?):113982. doi: 10.1016/j.biopha.2022.113982. [PMID: 36411652]
  • Yu Du, Chang Li, Shouchao Xu, Jiehong Yang, Haitong Wan, Yu He. LC-MS/MS combined with blood-brain dual channel microdialysis for simultaneous determination of active components of astragali radix-safflower combination and neurotransmitters in rats with cerebral ischemia reperfusion injury: Application in pharmacokinetic and pharmacodynamic study. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2022 Nov; 106(?):154432. doi: 10.1016/j.phymed.2022.154432. [PMID: 36113188]
  • Fei Wang, Chong Yuan, Bo Liu, Yan-Fang Yang, He-Zhen Wu. Syringin exerts anti-breast cancer effects through PI3K-AKT and EGFR-RAS-RAF pathways. Journal of translational medicine. 2022 07; 20(1):310. doi: 10.1186/s12967-022-03504-6. [PMID: 35794555]
  • Xinyu Yang, Tingting Liu, Shuwen Qi, Huiyan Gu, Jialei Li, Lei Yang. Tea saponin additive to extract eleutheroside B and E from Eleutherococcus senticosus by ultrasonic mediation and its application in a semi-pilot scale. Ultrasonics sonochemistry. 2022 May; 86(?):106039. doi: 10.1016/j.ultsonch.2022.106039. [PMID: 35598514]
  • Ayşe Ünlü, Kerem Teralı, Zübeyde Uğurlu Aydın, Ali A Dönmez, Hasan Soliman Yusufoğlu, İhsan Çalış. Isolation, Characterization and In Silico Studies of Secondary Metabolites from the Whole Plant of Polygala inexpectata Peşmen & Erik. Molecules (Basel, Switzerland). 2022 Jan; 27(3):. doi: 10.3390/molecules27030684. [PMID: 35163950]
  • Shenglei Guo, Hexiang Wang, Yawen Sui, Xiubo Liu, Long Tan. Bioactive extracts and association with C and N in Eleutherococcus senticosus subjected to chitosan nanoparticles in contrasting light spectra. PloS one. 2022; 17(12):e0277233. doi: 10.1371/journal.pone.0277233. [PMID: 36454898]
  • Xiaohui Chen, Qixia Liu, Jing Yang, Min Kan, Rui Jin, Tian Pu, Yaru Yang, Tian Xing, Xiaoming Meng, Hongmei Zang. Eleutheroside B-loaded poly (lactic-co-glycolic acid) nanoparticles protect against renal fibrosis via Smad3-dependent mechanism. Phytotherapy research : PTR. 2021 Nov; 35(11):6401-6416. doi: 10.1002/ptr.7293. [PMID: 34585457]
  • Sium Ahmed, Dil Afroj Moni, Kailas Dashrath Sonawane, Kee Yoeup Paek, Abdullah Mohammad Shohael. A comprehensive in silico exploration of pharmacological properties, bioactivities and COX-2 inhibitory potential of eleutheroside B from Eleutherococcus senticosus (Rupr. & Maxim.) Maxim. Journal of biomolecular structure & dynamics. 2021 10; 39(17):6553-6566. doi: 10.1080/07391102.2020.1803135. [PMID: 32757816]
  • Bo Zhang, Hong-Sheng Chang, Kai-Li Hu, Xue Yu, Li-Na Li, Xiang-Qing Xu. Combination of Geniposide and Eleutheroside B Exerts Antidepressant-like Effect on Lipopolysaccharide-Induced Depression Mice Model. Chinese journal of integrative medicine. 2021 Jul; 27(7):534-541. doi: 10.1007/s11655-019-3051-5. [PMID: 31784933]
  • Daniela Hanganu, Mihaela Niculae, Irina Ielciu, Neli-Kinga Olah, Melania Munteanu, Ramona Burtescu, Răzvan Ștefan, Loredana Olar, Emoke Pall, Sanda Andrei, Dan C Vodnar, Daniela Benedec, Ilioara Oniga. Chemical Profile, Cytotoxic Activity and Oxidative Stress Reduction of Different Syringa vulgaris L. Extracts. Molecules (Basel, Switzerland). 2021 May; 26(11):. doi: 10.3390/molecules26113104. [PMID: 34067400]
  • Qilei Chen, Lin Zhu, Ka Man Yip, Yancheng Tang, Yi Liu, Tao Jiang, Jianye Zhang, Zhongzhen Zhao, Tao Yi, Hubiao Chen. A hybrid platform featuring nanomagnetic ligand fishing for discovering COX-2 selective inhibitors from aerial part of Saussurea laniceps Hand.-Mazz. Journal of ethnopharmacology. 2021 May; 271(?):113849. doi: 10.1016/j.jep.2021.113849. [PMID: 33485983]
  • Abu Yousuf Hossin, Masashi Inafuku, Kensaku Takara, Ruwani N Nugara, Hirosuke Oku. Syringin: A Phenylpropanoid Glycoside Compound in Cirsium brevicaule A. GRAY Root Modulates Adipogenesis. Molecules (Basel, Switzerland). 2021 Mar; 26(6):. doi: 10.3390/molecules26061531. [PMID: 33799634]
  • Shyam Sharan Shrestha, Stefania Sut, Irene Ferrarese, Serena Barbon Di Marco, Gokhan Zengin, Michele De Franco, Deepak Raj Pant, Mohamad Fawzi Mahomoodally, Nicola Ferri, Noemi Biancorosso, Filippo Maggi, Stefano Dall Acqua, Sangeeta Rajbhandary. Himalayan Nettle Girardinia diversifolia as a Candidate Ingredient for Pharmaceutical and Nutraceutical Applications-Phytochemical Analysis and In Vitro Bioassays. Molecules (Basel, Switzerland). 2020 Mar; 25(7):. doi: 10.3390/molecules25071563. [PMID: 32235298]
  • Mun Seok Jo, Seoyoung Lee, Jae Sik Yu, Su Cheol Baek, Young-Chang Cho, Ki Hyun Kim. Megastigmane Derivatives from the Cladodes of Opuntia humifusa and Their Nitric Oxide Inhibitory Activities in Macrophages. Journal of natural products. 2020 03; 83(3):684-692. doi: 10.1021/acs.jnatprod.9b01120. [PMID: 32118424]
  • Lu Jin, Michael Schmiech, Menna El Gaafary, Xinlei Zhang, Tatiana Syrovets, Thomas Simmet. A comparative study on root and bark extracts of Eleutherococcus senticosus and their effects on human macrophages. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2020 Mar; 68(?):153181. doi: 10.1016/j.phymed.2020.153181. [PMID: 32065954]
  • Haihua Zhang, Haijun Gu, Qinghui Jia, Yanqing Zhao, Hongqiang Li, Shurui Shen, Xin Liu, Guisheng Wang, Qiumei Shi. Syringin protects against colitis by ameliorating inflammation. Archives of biochemistry and biophysics. 2020 02; 680(?):108242. doi: 10.1016/j.abb.2019.108242. [PMID: 31899146]
  • Naohiro Oshima, Honoka Kume, Takayoshi Umeda, Haruki Takito, Mitsutoshi Tsukimoto, Noriyasu Hada. Structures and Inhibitory Activities for Interleukin-2 Production of Seasonally Variable Constituents in Flower Parts of Magnolia kobus at Different Growth Stages. Chemical & pharmaceutical bulletin. 2020; 68(1):91-95. doi: 10.1248/cpb.c19-00611. [PMID: 31902904]
  • Hongmei Zang, Qin Yang, Jun Li. Eleutheroside B Protects against Acute Kidney Injury by Activating IGF Pathway. Molecules (Basel, Switzerland). 2019 Oct; 24(21):. doi: 10.3390/molecules24213876. [PMID: 31661774]
  • Erzsébet Varga, Csenge Barabás, Anita Tóth, Imre Boldizsár, Béla Noszál, Gergő Tóth. Phenolic composition, antioxidant and antinociceptive activities of Syringa vulgaris L. bark and leaf extracts. Natural product research. 2019 Jun; 33(11):1664-1669. doi: 10.1080/14786419.2018.1425855. [PMID: 29336171]
  • Jingjing Liu, Zhuanzhuan Zhang, Qi Guo, Yanhong Dong, Qipeng Zhao, Xueqin Ma. Syringin prevents bone loss in ovariectomized mice via TRAF6 mediated inhibition of NF-κB and stimulation of PI3K/AKT. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2018 Mar; 42(?):43-50. doi: 10.1016/j.phymed.2018.03.020. [PMID: 29655696]
  • Janggyoo Choi, Kee Dong Yoon, Jinwoong Kim. Chemical constituents from Taraxacum officinale and their α-glucosidase inhibitory activities. Bioorganic & medicinal chemistry letters. 2018 02; 28(3):476-481. doi: 10.1016/j.bmcl.2017.12.014. [PMID: 29254644]
  • 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]
  • Wakaba Okumura, Dan Aoki, Yasuyuki Matsushita, Masato Yoshida, Kazuhiko Fukushima. Distribution of salicifoline in freeze-fixed stems of Magnolia kobus as observed by cryo-TOF-SIMS. Scientific reports. 2017 07; 7(1):5939. doi: 10.1038/s41598-017-06444-0. [PMID: 28725003]
  • Bobae Kim, Min-Seok Kim, Chang-Kee Hyun. Syringin attenuates insulin resistance via adiponectin-mediated suppression of low-grade chronic inflammation and ER stress in high-fat diet-fed mice. Biochemical and biophysical research communications. 2017 06; 488(1):40-45. doi: 10.1016/j.bbrc.2017.05.003. [PMID: 28476623]
  • Pimporn Anantaworasakul, Hiroshi Hamamoto, Kazuhisa Sekimizu, Siriporn Okonogi. Biological activities and antibacterial biomarker of Sesbania grandiflora bark extract. Drug discoveries & therapeutics. 2017 May; 11(2):70-77. doi: 10.5582/ddt.2017.01013. [PMID: 28458298]
  • Ao Zhang, Zhongmin Liu, Lulu Sheng, Hui Wu. Protective effects of syringin against lipopolysaccharide-induced acute lung injury in mice. The Journal of surgical research. 2017 03; 209(?):252-257. doi: 10.1016/j.jss.2016.10.027. [PMID: 28032567]
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  • Qin-ling Zhang, Xiao-chun Bai, Xiao-lan Cao, Yun Yun. [Chemical Constituents from Drypetes hainanensis Stems and Leaves]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2015 Oct; 38(10):2095-7. doi: . [PMID: 27254922]
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  • Namrita Lall, Navneet Kishore, Brigitte Binneman, Danielle Twilley, Maryna van de Venter, Debbie du Plessis-Stoman, Gerhardt Boukes, Ahmed Hussein. Cytotoxicity of syringin and 4-methoxycinnamyl alcohol isolated from Foeniculum vulgare on selected human cell lines. Natural product research. 2015; 29(18):1752-6. doi: 10.1080/14786419.2014.999058. [PMID: 25588942]
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  • 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]
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