Nevadensin (BioDeep_00000003627)

Main id: BioDeep_00000017291

 

human metabolite PANOMIX_OTCML-2023 blood metabolite Volatile Flavor Compounds natural product


代谢物信息卡片


5,7-Dihydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

化学式: C18H16O7 (344.0895986)
中文名称: 5,7-二羟基-6,8,4-三甲氧基黄酮, 石吊兰素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1(O)=C(OC)C2OC(C3C=CC(OC)=CC=3)=CC(=O)C=2C(O)=C1OC
InChI: InChI=1S/C18H16O7/c1-22-10-6-4-9(5-7-10)12-8-11(19)13-14(20)17(23-2)15(21)18(24-3)16(13)25-12/h4-8,20-21H,1-3H3

描述信息

Nevadensin, also known as pedunculin or 5,7-hydroxy-4,6,8-trimethoxyflavone, is a member of the class of compounds known as 8-o-methylated flavonoids. 8-o-methylated flavonoids are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. Thus, nevadensin is considered to be a flavonoid lipid molecule. Nevadensin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Nevadensin can be found in peppermint and sweet basil, which makes nevadensin a potential biomarker for the consumption of these food products.
Nevadensin is a naturally occurring selective inhibitor of human carboxylesterase 1 (hCE1) with an IC50 of 2.64 μM. Nevadensin has a variety of pharmacological effects such as anti-mycobacterium tuberculosis activities, antitussive, anti-inflammatory and anti-hypertensive[1][2].
Nevadensin is a naturally occurring selective inhibitor of human carboxylesterase 1 (hCE1) with an IC50 of 2.64 μM. Nevadensin has a variety of pharmacological effects such as anti-mycobacterium tuberculosis activities, antitussive, anti-inflammatory and anti-hypertensive[1][2].

同义名列表

6 个代谢物同义名

5,7-Dihydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one; 5,7-hydroxy-4,6,8-trimethoxyflavone; Nevadensin; nebadensin; Pedunculin; Nevadensin



数据库引用编号

19 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

2 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(1)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

142 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

  • Tianze Wu, Li Xiang, Ranran Gao, Lan Wu, Gang Deng, Wenting Wang, Yongping Zhang, Bo Wang, Liang Shen, Shilin Chen, Xia Liu, Qinggang Yin. Integrated multi-omics analysis and microbial recombinant protein system reveal hydroxylation and glycosylation involving nevadensin biosynthesis in Lysionotus pauciflorus. Microbial cell factories. 2022 Sep; 21(1):195. doi: 10.1186/s12934-022-01921-2. [PMID: 36123741]
  • Lysanne Salomon, Peter Lorenz, Marek Bunse, Otmar Spring, Florian C Stintzing, Dietmar R Kammerer. Comparison of the Phenolic Compound Profile and Antioxidant Potential of Achillea atrata L. and Achillea millefolium L. Molecules (Basel, Switzerland). 2021 Mar; 26(6):. doi: 10.3390/molecules26061530. [PMID: 33799635]
  • Caijuan Liang, Jintuo Yin, Yinling Ma, Xia Zhang, Lantong Zhang. Quantitative determination of characteristic components from compound of Lysionotus pauciflorus Maxim. by LC-MS/MS and its application to a pharmacokinetic study. Journal of pharmaceutical and biomedical analysis. 2020 Jan; 177(?):112835. doi: 10.1016/j.jpba.2019.112835. [PMID: 31499428]
  • Ya-Qiao Wang, Zi-Miao Weng, Tong-Yi Dou, Jie Hou, Dan-Dan Wang, Le-Le Ding, Li-Wei Zou, Yang Yu, Jing Chen, Hui Tang, Guang-Bo Ge. Nevadensin is a naturally occurring selective inhibitor of human carboxylesterase 1. International journal of biological macromolecules. 2018 Dec; 120(Pt B):1944-1954. doi: 10.1016/j.ijbiomac.2018.09.178. [PMID: 30268757]
  • Krisztina Végh, Eszter Riethmüller, Levente Hosszú, András Darcsi, Judit Müller, Ágnes Alberti, Anita Tóth, Szabolcs Béni, Árpád Könczöl, György Tibor Balogh, Ágnes Kéry. Three newly identified lipophilic flavonoids in Tanacetum parthenium supercritical fluid extract penetrating the Blood-Brain Barrier. Journal of pharmaceutical and biomedical analysis. 2018 Feb; 149(?):488-493. doi: 10.1016/j.jpba.2017.11.029. [PMID: 29182998]
  • Anna Berim, Min-Jeong Kim, David R Gang. Identification of a unique 2-oxoglutarate-dependent flavone 7-O-demethylase completes the elucidation of the lipophilic flavone network in basil. Plant & cell physiology. 2015 Jan; 56(1):126-36. doi: 10.1093/pcp/pcu152. [PMID: 25378691]
  • Suzanne J P L van den Berg, Verena Klaus, Wasma Alhusainy, Ivonne M C M Rietjens. Matrix-derived combination effect and risk assessment for estragole from basil-containing plant food supplements (PFS). Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2013 Dec; 62(?):32-40. doi: 10.1016/j.fct.2013.08.019. [PMID: 23959103]
  • Hongju Liu, Chong Yan, Chunmin Li, Li Lin. LC-MS/MS determination of nevadensin in rat plasma and its application in pharmacokinetic studies. Journal of pharmaceutical and biomedical analysis. 2013 Feb; 74(?):56-61. doi: 10.1016/j.jpba.2012.10.021. [PMID: 23245233]
  • Xing Tong, Xiaohua Xiao, Gongke Li. On-line coupling of dynamic microwave-assisted extraction with high-speed counter-current chromatography for continuous isolation of nevadensin from Lyeicnotus pauciflorus Maxim. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2011 Aug; 879(24):2397-402. doi: 10.1016/j.jchromb.2011.06.035. [PMID: 21775221]
  • Jinfeng Wei, Lin Chen, Jinmei Wang, Wenyi Kang. [Anti-bacteria activity of Puraboeo rutescens and Lysionotus pauciflorus]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2011 Jul; 36(14):1975-8. doi: ". [PMID: 22016971]
  • W Alhusainy, A Paini, A Punt, J Louisse, A Spenkelink, J Vervoort, T Delatour, G Scholz, B Schilter, T Adams, P J van Bladeren, I M C M Rietjens. Identification of nevadensin as an important herb-based constituent inhibiting estragole bioactivation and physiology-based biokinetic modeling of its possible in vivo effect. Toxicology and applied pharmacology. 2010 Jun; 245(2):179-90. doi: 10.1016/j.taap.2010.02.017. [PMID: 20226806]
  • Apichart Suksamrarn, Ponsuda Poomsing, Nuntana Aroonrerk, Tadsanee Punjanon, Sunit Suksamrarn, Somkiat Kongkun. Antimycobacterial and antioxidant flavones from Limnophila geoffrayi. Archives of pharmacal research. 2003 Oct; 26(10):816-20. doi: 10.1007/bf02980026. [PMID: 14609129]
  • Roberto F Vieira, Renée J Grayer, Alan J Paton. Chemical profiling of Ocimum americanum using external flavonoids. Phytochemistry. 2003 Jul; 63(5):555-67. doi: 10.1016/s0031-9422(03)00143-2. [PMID: 12809716]
  • R J Grayer, N C Veitch, G C Kite, A M Price, T Kokubun. Distribution of 8-oxygenated leaf-surface flavones in the genus Ocimum. Phytochemistry. 2001 Mar; 56(6):559-67. doi: 10.1016/s0031-9422(00)00439-8. [PMID: 11281133]
  • J Du, L Gao. [Chemical constituents of the leaves of Acanthopanax trifoliatus (Linn) Merr]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1992 Jun; 17(6):356-7, 383. doi: ". [PMID: 1418581]
  • G Z Han, C Y Su, Y Zhang. [The absorption, distribution and elimination of nevadensin in the rat, and the relationship between plasma concentration of the drug and its hypotensive effect]. Yao xue xue bao = Acta pharmaceutica Sinica. 1982 Aug; 17(8):572-8. doi: . [PMID: 7180490]
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