Verbenalin (BioDeep_00000000161)

 

Secondary id: BioDeep_00000864093, BioDeep_00001867469

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


Methyl (1S,4aS,7S,7aR)-7-methyl-5-oxo-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

化学式: C17H24O10 (388.13694039999996)
中文名称: 马鞭草苷
谱图信息: 最多检出来源 Viridiplantae(plant) 55.84%

分子结构信息

SMILES: CC1CC(=O)C2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O
InChI: InChI=1S/C17H24O10/c1-6-3-8(19)11-7(15(23)24-2)5-25-16(10(6)11)27-17-14(22)13(21)12(20)9(4-18)26-17/h5-6,9-14,16-18,20-22H,3-4H2,1-2H3/t6-,9+,10+,11-,12+,13-,14+,16-,17-/m0/s1

描述信息

Verbenalin, also known as cornin (glycoside) or cornin iridoid, is a member of the class of compounds known as iridoid o-glycosides. Iridoid o-glycosides are iridoid monoterpenes containing a glycosyl (usually a pyranosyl) moiety linked to the iridoid skeleton. Thus, verbenalin is considered to be an isoprenoid lipid molecule. Verbenalin is soluble (in water) and a very weakly acidic compound (based on its pKa). Verbenalin is a bitter tasting compound found in common verbena, which makes verbenalin a potential biomarker for the consumption of this food product. Verbenalin is a chemical compound, classified as an iridoid glucoside, that is found in Verbena officinalis. It is one of the sleep-promoting (soporific) components in Verbena officinalis .
Verbenalin is a terpene glycoside.
Verbenalin is a natural product found in Symplocos glauca, Cornus kousa, and other organisms with data available.
Verbenalin is Verbena glycoside, with anti-inflammatory, anti-fungal anti-virus activities. Verbenalin can be used for the research of prostatitis. Verbenalin can reduce cerebral ischemia-reperfusion injury[1][2].
Verbenalin is Verbena glycoside, with anti-inflammatory, anti-fungal anti-virus activities. Verbenalin can be used for the research of prostatitis. Verbenalin can reduce cerebral ischemia-reperfusion injury[1][2].

同义名列表

24 个代谢物同义名

Methyl (1S,4aS,7S,7aR)-7-methyl-5-oxo-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate; methyl (1S,4aS,7S,7aR)-7-methyl-5-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4a,6,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate; Methyl (1S,4as,7S,7ar)-7-methyl-5-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4ah,5H,6H,7H,7ah-cyclopenta[c]pyran-4-carboxylic acid; Cyclopenta(c)pyran-4-carboxylic acid, 1,4a,5,6,7,7a-hexahydro-1-(beta-D-glucopyranosyloxy)-7-methyl-5-oxo-, methyl ester, (1S-(1-alpha,4a-alpha,7-alapha,7a-alpha))-; methyl (1S,4aS,7S,7aR)-7-methyl-5-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate; Cyclopenta(c)pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-7-methyl-5-oxo-, methyl ester, (1S-(1alpha,4aalpha,7alpha,7aalpha))-; CYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID, 1-(.BETA.-D-GLUCOPYRANOSYLOXY)-1,4A,5,6,7,7A-HEXAHYDRO-7-METHYL-5-OXO-, METHYL ESTER, (1S,4AS,7S,7AR)-; Cyclopenta[c]pyran-4-carboxylic acid, 1-(.beta.-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-7-methyl-5-oxo-, methyl ester, (1S,4aS,7S,7aR)-; Verbenalin, European Pharmacopoeia (EP) Reference Standard; Glucopyranoside, verbenalol, beta-D-; Verbenalol, beta-D-glucopyranoside; Verbenalol b-D-glucopyranoside; Cornin, >=98\\% (HPLC); Verbenalol glucoside; Cornin (glycoside); UNII-71B68181Z6; VERBENALIN [MI]; cornin iridoid; Verbenaloside; MLS002706776; Verbenalin; 71B68181Z6; Cornin; Verbenalin



数据库引用编号

22 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)

24 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

  • Wei Zhang, Peng Zhang, Le-Hua Xu, Kai Gao, Juan-Li Zhang, Min-Na Yao, Rui-Li Li, Chao Guo, Jing-Wen Wang, Quan-Xiang Wu. Ethanol extract of Verbena officinalis alleviates MCAO-induced ischaemic stroke by inhibiting IL17A pathway-regulated neuroinflammation. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2024 Jan; 123(?):155237. doi: 10.1016/j.phymed.2023.155237. [PMID: 38056148]
  • Xiangdong Dai, Xiangda Zhou, Rui Shao, Renping Zhao, Archana K Yanamandra, Zhimei Xing, Mingyu Ding, Junhong Wang, Tao Liu, Qi Zheng, Peng Zhang, Han Zhang, Yi Wang, Bin Qu, Yu Wang. Bioactive Constituents of Verbena officinalis Alleviate Inflammation and Enhance Killing Efficiency of Natural Killer Cells. International journal of molecular sciences. 2023 Apr; 24(8):. doi: 10.3390/ijms24087144. [PMID: 37108306]
  • Jiahui Dong, Changlin Du, Chuanting Xu, Qi Wang, Zhonghao Wang, Qian Zhu, Xiongwen Lv, Lei Zhang, Jun Li, Cheng Huang, Hua Wang, Taotao Ma. Verbenalin attenuates hepatic damage and mitochondrial dysfunction in alcohol-associated steatohepatitis by regulating MDMX/PPARα-mediated ferroptosis. Journal of ethnopharmacology. 2023 Feb; 307(?):116227. doi: 10.1016/j.jep.2023.116227. [PMID: 36739928]
  • Ayşe Nur Demiryürek, Özge Göktürk, Ahmet Saracaloglu, Seniz Demiryürek, Abdullah Tuncay Demiryürek. Protective effects of verbenalin and (+)-eudesmin against 6-hydroxydopamine-induced oxidative/nitrosative stress in SH-SY5Y cells. Molecular biology reports. 2023 Jan; 50(1):331-338. doi: 10.1007/s11033-022-08039-z. [PMID: 36331750]
  • Farhana Ferdousi, Shinji Kondo, Kazunori Sasaki, Yoshiaki Uchida, Nobuhiro Ohkohchi, Yun-Wen Zheng, Hiroko Isoda. Microarray analysis of verbenalin-treated human amniotic epithelial cells reveals therapeutic potential for Alzheimer's Disease. Aging. 2020 03; 12(6):5516-5538. doi: 10.18632/aging.102985. [PMID: 32224504]
  • Cornelia K Pezzei, Stefan A Schönbichler, Christian G Kirchler, Julia Schmelzer, Shah Hussain, Verena A Huck-Pezzei, Michael Popp, Justine Krolitzek, Günther K Bonn, Christian W Huck. Application of benchtop and portable near-infrared spectrometers for predicting the optimum harvest time of Verbena officinalis. Talanta. 2017 Jul; 169(?):70-76. doi: 10.1016/j.talanta.2017.03.067. [PMID: 28411824]
  • Y Xu, Y Xu, H Luan, Y Jiang, X Tian, S Zhang. Cardioprotection against experimental myocardial ischemic injury using cornin. Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas. 2016 Feb; 49(2):e5039. doi: 10.1590/1414-431x20155039. [PMID: 26871971]
  • Yangyang Xu, Guanghua Zhang, Zechun Kang, Yong Xu, Wangling Jiang, Shuping Zhang. Cornin increases angiogenesis and improves functional recovery after stroke via the Ang1/Tie2 axis and the Wnt/β-catenin pathway. Archives of pharmacal research. 2016 Jan; 39(1):133-42. doi: 10.1007/s12272-015-0652-1. [PMID: 26276673]
  • Wang-Lin Jiang, Shu-Ping Zhang, Hai-Bo Zhu, Jing-Wei Tian. Cornin ameliorates cerebral infarction in rats by antioxidant action and stabilization of mitochondrial function. Phytotherapy research : PTR. 2010 Apr; 24(4):547-52. doi: 10.1002/ptr.2978. [PMID: 20041427]
  • J Suomi, S K Wiedmer, M Jussila, M L Riekkola. Determination of iridoid glycosides by micellar electrokinetic capillary chromatography-mass spectrometry with use of the partial filling technique. Electrophoresis. 2001 Aug; 22(12):2580-7. doi: 10.1002/1522-2683(200107)22:12<2580::aid-elps2580>3.0.co;2-7. [PMID: 11519962]
  • C H Gui. [Antitussive constituents of Verbena officinalis]. Zhong yao tong bao (Beijing, China : 1981). 1985 Oct; 10(10):35. doi: ". [PMID: 2938777]