Bacopaside I (BioDeep_00000230720)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,17R,20R)-16-hydroxy-2,6,6,10,16-pentamethyl-17-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl hydrogen sulfate

化学式: C46H74O20S (978.4493924000001)
中文名称: 假马齿苋皂苷 I, 假马齿苋皂苷I
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 4.17%

分子结构信息

SMILES: CC(=CC1COC23CC4(CO2)C(C3C1(C)O)CCC5C4(CCC6C5(CCC(C6(C)C)OC7C(C(C(CO7)O)OC8C(C(C(C(O8)COS(=O)(=O)O)O)O)O)OC9C(C(C(O9)CO)O)O)C)C)C
InChI: InChI=1S/C46H74O20S/c1-21(2)14-22-16-59-46-19-45(20-60-46)23(37(46)44(22,7)54)8-9-28-42(5)12-11-29(41(3,4)27(42)10-13-43(28,45)6)64-40-36(66-38-33(52)30(49)25(15-47)62-38)35(24(48)17-58-40)65-39-34(53)32(51)31(50)26(63-39)18-61-67(55,56)57/h14,22-40,47-54H,8-13,15-20H2,1-7H3,(H,55,56,57)/t22-,23-,24+,25+,26-,27+,28-,29+,30+,31-,32+,33-,34-,35+,36-,37+,38+,39+,40+,42+,43-,44+,45+,46-/m1/s1

描述信息

Bacopaside I is a natural product found in Bacopa monnieri with data available.
Bacopaside I, a saponin isolated from Bacopa monnieri, exbibits antioxidant properties and free radical scavenging capacity and exerts antidepressant-like effect[1].

同义名列表

8 个代谢物同义名

[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,17R,20R)-16-hydroxy-2,6,6,10,16-pentamethyl-17-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl hydrogen sulfate; 3-O-alpha-L-arabinofuranosyl-(1-2)-(6-O-sulphonyl-beta-D-glucopyranosyl-(1-3))-alpha-L-arabinopyranosyl pseudo-jujubogenin; Bacopaside I (constituent of bacopa) [DSC]; Bacopaside I, (-)-; BACOPASIDE I(SH); UNII-36B8WUA361; Bacopaside I; 36B8WUA361



数据库引用编号

6 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)

13 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。



文献列表

  • Jie Wang, Jiayun Xin, Xike Xu, Wei Chen, Yanhui Lv, Yanping Wei, Xintong Wei, Zhanhong Li, Qianqian Ding, Houyu Zhao, Yukun Wen, Xiuyun Zhang, Yiqun Fang, Xianpeng Zu. Bacopaside I alleviates depressive-like behaviors by modulating the gut microbiome and host metabolism in CUMS-induced mice. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2024 Jan; 170(?):115679. doi: 10.1016/j.biopha.2023.115679. [PMID: 38113632]
  • Surendra Kumar Anand, Manas Ranjan Sahu, Amal Chandra Mondal. Bacopaside-I Alleviates the Detrimental Effects of Acute Paraquat Intoxication in the Adult Zebrafish Brain. Neurochemical research. 2021 Nov; 46(11):3059-3074. doi: 10.1007/s11064-021-03416-9. [PMID: 34357519]
  • Hang Thi Nguyet Pham, Hong Nguyen Tran, Phuong Thi Nguyen, Xoan Thi Le, Khoi Minh Nguyen, Sinh Viet Phan, Masanori Yoneyama, Kiyokazu Ogita, Taro Yamaguchi, William R Folk, Masamitsu Yamaguchi, Kinzo Matsumoto. Bacopa monnieri (L.) Wettst. Extract Improves Memory Performance via Promotion of Neurogenesis in the Hippocampal Dentate Gyrus of Adolescent Mice. International journal of molecular sciences. 2020 May; 21(9):. doi: 10.3390/ijms21093365. [PMID: 32397562]
  • Vini C Sekhar, Gayathri Viswanathan, Sabulal Baby. Insights Into the Molecular Aspects of Neuroprotective Bacoside A and Bacopaside I. Current neuropharmacology. 2019; 17(5):438-446. doi: 10.2174/1570159x16666180419123022. [PMID: 29676230]
  • Xianpeng Zu, Mingjian Zhang, Wencai Li, Haisheng Xie, Zhang Lin, Niao Yang, Xinru Liu, Weidong Zhang. Antidepressant-like Effect of Bacopaside I in Mice Exposed to Chronic Unpredictable Mild Stress by Modulating the Hypothalamic-Pituitary-Adrenal Axis Function and Activating BDNF Signaling Pathway. Neurochemical research. 2017 Nov; 42(11):3233-3244. doi: 10.1007/s11064-017-2360-3. [PMID: 28758176]
  • Sontaya Sookying, Dumrongsak Pekthong, Sarawut Oo-Puthinan, Watoo Phrompittayarat, Waraporn Putalun, Hiroyuki Tanaka, Jie Xing, Zhaoqi Zhan, Nantaka Khorana, Nitra Nuengchamnong, Kornkanok Ingkaninan. Immunochromatographic determination of bacopaside I in biological samples. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2017 Jan; 1040(?):60-66. doi: 10.1016/j.jchromb.2016.11.022. [PMID: 27907870]
  • Jinxin V Pei, Mohamad Kourghi, Michael L De Ieso, Ewan M Campbell, Hilary S Dorward, Jennifer E Hardingham, Andrea J Yool. Differential Inhibition of Water and Ion Channel Activities of Mammalian Aquaporin-1 by Two Structurally Related Bacopaside Compounds Derived from the Medicinal Plant Bacopa monnieri. Molecular pharmacology. 2016 10; 90(4):496-507. doi: 10.1124/mol.116.105882. [PMID: 27474162]
  • Ruo-Feng Yin, Kun Xiong, Si-Min Wen, Zhi-Min Song, Feng Xu. A simple LC-ESI-MS/MS method for quantification of bacopaside I in rat plasma and its application to a pharmacokinetic study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2016 Aug; 1027(?):103-9. doi: 10.1016/j.jchromb.2016.05.031. [PMID: 27270262]
  • Manisha Bhateria, Rachumallu Ramakrishna, Santosh Kumar Puttrevu, Rajbir Singh, Rabi Sankar Bhatta. Analysis of bacopaside I in biomatrices using liquid chromatography-tandem mass spectrometry: Pharmacokinetics and brain distribution in Swiss-albino mice. Journal of pharmaceutical and biomedical analysis. 2016 Jun; 125(?):101-9. doi: 10.1016/j.jpba.2016.03.002. [PMID: 27017568]
  • Xoan Thi Le, Hang Thi Nguyet Pham, Tai Van Nguyen, Khoi Minh Nguyen, Ken Tanaka, Hironori Fujiwara, Kinzo Matsumoto. Protective effects of Bacopa monnieri on ischemia-induced cognitive deficits in mice: the possible contribution of bacopaside I and underlying mechanism. Journal of ethnopharmacology. 2015 Apr; 164(?):37-45. doi: 10.1016/j.jep.2015.01.041. [PMID: 25660331]
  • Rajbir Singh, Rachumallu Ramakrishna, Manisha Bhateria, Rabi Sankar Bhatta. In vitro evaluation of Bacopa monniera extract and individual constituents on human recombinant monoamine oxidase enzymes. Phytotherapy research : PTR. 2014 Sep; 28(9):1419-22. doi: 10.1002/ptr.5116. [PMID: 24449518]
  • Poonam Gupta, Sayyada Khatoon, P K Tandon, Vartika Rai. Effect of cadmium on growth, bacoside A, and bacopaside I of Bacopa monnieri (L.), a memory enhancing herb. TheScientificWorldJournal. 2014; 2014(?):824586. doi: 10.1155/2014/824586. [PMID: 24672380]
  • Xiaojun Liu, Fang Liu, Rongcai Yue, Yuanyuan Li, Jigang Zhang, Shuping Wang, Shoude Zhang, Rui Wang, Lei Shan, Weidong Zhang. The antidepressant-like effect of bacopaside I: possible involvement of the oxidative stress system and the noradrenergic system. Pharmacology, biochemistry, and behavior. 2013 Sep; 110(?):224-30. doi: 10.1016/j.pbb.2013.07.007. [PMID: 23872136]
  • Mundkinajeddu Deepak, Agarwal Amit. 'Bacoside B'--the need remains for establishing identity. Fitoterapia. 2013 Jun; 87(?):7-10. doi: 10.1016/j.fitote.2013.03.011. [PMID: 23506783]
  • Xiaojun Liu, Rongcai Yue, Jigang Zhang, Lei Shan, Rui Wang, Weidong Zhang. Neuroprotective effects of bacopaside I in ischemic brain injury. Restorative neurology and neuroscience. 2013; 31(2):109-23. doi: 10.3233/rnn-120228. [PMID: 23160060]
  • Pratibha Srivastava, Hema N Raut, Hemalata M Puntambekar, Anagha C Desai. Stability studies of crude plant material of Bacopa monnieri and quantitative determination of bacopaside I and bacoside A by HPLC. Phytochemical analysis : PCA. 2012 Sep; 23(5):502-7. doi: 10.1002/pca.2347. [PMID: 22259163]
  • Watoo Phrompittayarat, Waraporn Putalun, Hiroyuki Tanaka, Kanchalee Jetiyanon, Sakchai Wittaya-Areekul, Kornkanok Ingkaninan. Determination of pseudojujubogenin glycosides from Brahmi based on immunoassay using a monoclonal antibody against bacopaside I. Phytochemical analysis : PCA. 2007 Sep; 18(5):411-8. doi: 10.1002/pca.996. [PMID: 17624902]
  • Yun Zhou, Yun-Heng Shen, Chuan Zhang, Juan Su, Run-Hui Liu, Wei-Dong Zhang. Triterpene saponins from Bacopa monnieri and their antidepressant effects in two mice models. Journal of natural products. 2007 Apr; 70(4):652-5. doi: 10.1021/np060470s. [PMID: 17343408]
  • Watoo Phrompittayarat, Waraporn Putalun, Hiroyuki Tanaka, Sakchai Wittaya-Areekul, Kanchalee Jetiyanon, Kornkanok Ingkaninan. An enzyme-linked immunosorbant assay using polyclonal antibodies against bacopaside I. Analytica chimica acta. 2007 Feb; 584(1):1-6. doi: 10.1016/j.aca.2006.11.017. [PMID: 17386577]
  • Papolu Bhargava Sriramachandra Murthy, Valivarti Raghava Raju, Tummala Ramakrisana, Mangu Srinivasa Chakravarthy, Katta Vijay Kumar, Sukala Kannababu, Gottumukkala Venkata Subbaraju. Estimation of twelve bacopa saponins in Bacopa monnieri extracts and formulations by high-performance liquid chromatography. Chemical & pharmaceutical bulletin. 2006 Jun; 54(6):907-11. doi: 10.1248/cpb.54.907. [PMID: 16755069]