Bilobetin (BioDeep_00000616527)

Main id: BioDeep_00000017303

 

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


8-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

化学式: C31H20O10 (552.105642)
中文名称: 白果黄素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O)C4=C(C=C(C5=C4OC(=CC5=O)C6=CC=C(C=C6)O)O)O
InChI: InChI=1S/C31H20O10/c1-39-24-7-4-15(26-12-22(37)29-19(34)9-17(33)10-27(29)40-26)8-18(24)28-20(35)11-21(36)30-23(38)13-25(41-31(28)30)14-2-5-16(32)6-3-14/h2-13,32-36H,1H3

描述信息

Bilobetin, an active component of Ginkgo biloba, can reduce blood lipids and improve the effects of insulin. Bilobetin ameliorated insulin resistance, increased the hepatic uptake and oxidation of lipids, reduced very-low-density lipoprotein triglyceride secretion and blood triglyceride levels, enhanced the expression and activity of enzymes involved in β-oxidation and attenuated the accumulation of triglycerides and their metabolites in tissues. Bilobetin also increased the phosphorylation, nuclear translocation and activity of PPARα accompanied by elevated cAMP level and PKA activity[1].
Bilobetin, an active component of Ginkgo biloba, can reduce blood lipids and improve the effects of insulin. Bilobetin ameliorated insulin resistance, increased the hepatic uptake and oxidation of lipids, reduced very-low-density lipoprotein triglyceride secretion and blood triglyceride levels, enhanced the expression and activity of enzymes involved in β-oxidation and attenuated the accumulation of triglycerides and their metabolites in tissues. Bilobetin also increased the phosphorylation, nuclear translocation and activity of PPARα accompanied by elevated cAMP level and PKA activity[1].
Bilobetin, an active component of Ginkgo biloba, can reduce blood lipids and improve the effects of insulin. Bilobetin ameliorated insulin resistance, increased the hepatic uptake and oxidation of lipids, reduced very-low-density lipoprotein triglyceride secretion and blood triglyceride levels, enhanced the expression and activity of enzymes involved in β-oxidation and attenuated the accumulation of triglycerides and their metabolites in tissues. Bilobetin also increased the phosphorylation, nuclear translocation and activity of PPARα accompanied by elevated cAMP level and PKA activity[1].
Bilobetin, an active component of Ginkgo biloba, can reduce blood lipids and improve the effects of insulin. Bilobetin ameliorated insulin resistance, increased the hepatic uptake and oxidation of lipids, reduced very-low-density lipoprotein triglyceride secretion and blood triglyceride levels, enhanced the expression and activity of enzymes involved in β-oxidation and attenuated the accumulation of triglycerides and their metabolites in tissues. Bilobetin also increased the phosphorylation, nuclear translocation and activity of PPARα accompanied by elevated cAMP level and PKA activity[1].

同义名列表

11 个代谢物同义名

8-[5-(5,7-dihydroxy-4-oxo-chromen-2-yl)-2-methoxy-phenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one; 8-[5-(5,7-dihydroxy-4-oxo-2-chromenyl)-2-methoxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-chromenone; 8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-methoxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one; 8-[5-(5,7-dihydroxy-4-keto-chromen-2-yl)-2-methoxy-phenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromone; 3,8-Biflavone, 4,5,5,7,7-pentahydroxy-4-methoxy-; 4-Monomethylamentoflavone; Bilobetin; 521-32-4; 8-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one; 4',5,5'',7,7''-Pentahydroxy-4'''-methoxy-3''',8-Biflavone; 4'-Monomethylamentoflavone



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)

117 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

  • Chongling Zhang, Wenyuan Zhang, Shuyue Zhu, Chunjie Hu, Sihua Che, Meiling Wang, Mengli Jin, Nan Bian, Wu Song, Shuang Jiang, Yijing Jiang, Juan Hou, Chang Liu, Haofang Zhou, Lin Wei, Guijun Shi, Yong Tang. Bilobetin attenuates Staphylococcus aureus virulence by targeting Von Willebrand factor-binding protein and staphylocoagulase. World journal of microbiology & biotechnology. 2023 Oct; 39(12):358. doi: 10.1007/s11274-023-03812-z. [PMID: 37884743]
  • Siyu Zhang, Yujie Sun, Fengli Yao, Hongju Li, Yacong Yang, Xionghao Li, Zhongyue Bai, Yu Hu, Peng Wang, Ximing Xu. Ginkgo Biflavones Cause p53 Wild-Type Dependent Cell Death in a Transcription-Independent Manner of p53. Journal of natural products. 2023 Feb; 86(2):346-356. doi: 10.1021/acs.jnatprod.2c00959. [PMID: 36700552]
  • Yang Xie, Xi Zhou, Jing Li, Xiao-Chang Yao, Wan-Li Liu, Ping-Sheng Xu, Gui-Shan Tan. Cytotoxic effects of the biflavonoids isolated from Selaginella trichoclada on MCF-7 cells and its potential mechanism. Bioorganic & medicinal chemistry letters. 2022 01; 56(?):128486. doi: 10.1016/j.bmcl.2021.128486. [PMID: 34875389]
  • Jinrui Zhang, Ye Wang. Bilobetin, a novel small molecule inhibitor targeting influenza virus polymerase acidic (PA) endonuclease was screened from plant extracts. Natural product research. 2021 Dec; 35(24):5968-5971. doi: 10.1080/14786419.2020.1808636. [PMID: 32820654]
  • Xue Feng, Xiaowei Zhang, Yuting Chen, Luya Li, Qian Sun, Lantong Zhang. Identification of bilobetin metabolites, in vivo and in vitro, based on an efficient ultra-high-performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry strategy. Journal of separation science. 2020 Sep; 43(17):3408-3420. doi: 10.1002/jssc.202000313. [PMID: 32573953]
  • Heebin Son, Wonku Kang. Quantitative determination of bilobetin in rat plasma by HPLC-MS/MS and its application to a pharmacokinetic study. Biomedical chromatography : BMC. 2020 Apr; 34(4):e4784. doi: 10.1002/bmc.4784. [PMID: 31853982]
  • Qun Wang, Zhi Li Wu, Xing Yuan, Hong Yuan Dong, Xin Xu, Hong Xin, Yin Hang Wang, Jian Bing Zhang, Li Chen, Hui Liang Li, Xue Mei Zhang, Wei Dong Zhang. Bilobetin induces kidney injury by influencing cGMP-mediated AQP-2 trafficking and podocyte cell cycle arrest. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2019 Nov; 64(?):153073. doi: 10.1016/j.phymed.2019.153073. [PMID: 31542661]
  • Chun-Gu Wang, Wei-Na Yao, Bin Zhang, Jing Hua, Dong Liang, Heng-Shan Wang. Lung cancer and matrix metalloproteinases inhibitors of polyphenols from Selaginella tamariscina with suppression activity of migration. Bioorganic & medicinal chemistry letters. 2018 08; 28(14):2413-2417. doi: 10.1016/j.bmcl.2018.06.024. [PMID: 29921475]
  • Xin Yao, Guisheng Zhou, Yuping Tang, Sheng Guo, Yefei Qian, Chun Jin, Yong Qin, Dawei Qian, Jin-ao Duan. UPLC-PDA-TOF/MS coupled with multivariate statistical analysis to rapidly analyze and evaluate Ginkgo biloba leaves from different origin. Drug testing and analysis. 2014 Mar; 6(3):288-94. doi: 10.1002/dta.1477. [PMID: 23666896]
  • Xin-Hui Kou, Mei-Feng Zhu, Dai Chen, Yi Lu, Hui-Zhu Song, Jian-Lin Ye, Lin-Feng Yue. Bilobetin ameliorates insulin resistance by PKA-mediated phosphorylation of PPARα in rats fed a high-fat diet. British journal of pharmacology. 2012 Apr; 165(8):2692-706. doi: 10.1111/j.1476-5381.2011.01727.x. [PMID: 22091731]
  • Young Bae Ryu, Hyung Jae Jeong, Jang Hoon Kim, Young Min Kim, Ji-Young Park, Doman Kim, Thi Thanh Hanh Nguyen, Su-Jin Park, Jong Sun Chang, Ki Hun Park, Mun-Chual Rho, Woo Song Lee. Biflavonoids from Torreya nucifera displaying SARS-CoV 3CL(pro) inhibition. Bioorganic & medicinal chemistry. 2010 Nov; 18(22):7940-7. doi: 10.1016/j.bmc.2010.09.035. [PMID: 20934345]
  • Guang-Zhi Zeng, Ning-Hua Tan, Xiao-Jiang Hao, Quan-Zhang Mu, Rong-Tao Li. Natural inhibitors targeting osteoclast-mediated bone resorption. Bioorganic & medicinal chemistry letters. 2006 Dec; 16(24):6178-80. doi: 10.1016/j.bmcl.2006.09.042. [PMID: 17027271]
  • Mi Kyeong Lee, Song Won Lim, Hyekyung Yang, Sang Hyun Sung, Heum-Sook Lee, Mi Jung Park, Young Choong Kim. Osteoblast differentiation stimulating activity of biflavonoids from Cephalotaxus koreana. Bioorganic & medicinal chemistry letters. 2006 Jun; 16(11):2850-4. doi: 10.1016/j.bmcl.2006.03.018. [PMID: 16574412]
  • Girma M Woldemichael, Maya P Singh, William M Maiese, Barbara N Timmermann. Constituents of antibacterial extract of Caesalpinia paraguariensis Burk. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2003 Jan; 58(1-2):70-5. doi: 10.1515/znc-2003-1-213. [PMID: 12622230]
  • Mario Dell'Agli, Enrica Bosisio. Biflavones of Ginkgo biloba stimulate lipolysis in 3T3-L1 adipocytes. Planta medica. 2002 Jan; 68(1):76-9. doi: 10.1055/s-2002-19876. [PMID: 11842336]
  • J D Chi, X F He, A R Liu, L X Xu. [HPLC determination of six flavonoid constituents in Ginkgo biloba leaves]. Yao xue xue bao = Acta pharmaceutica Sinica. 1997 Aug; 32(8):625-8. doi: . [PMID: 11596315]