Wedelolactone (BioDeep_00000008145)

Main id: BioDeep_00000229934

 

human metabolite PANOMIX_OTCML-2023 blood metabolite


代谢物信息卡片


3,13,14-trihydroxy-5-methoxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),2,4,6,11,13,15-heptaen-9-one

化学式: C16H10O7 (314.042651)
中文名称: 蟛蜞菊内酯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c1(cc(c2c(c1)oc(=O)c1c2oc2c1cc(c(c2)O)O)O)OC
InChI: InChI=1S/C16H10O7/c1-21-6-2-10(19)14-12(3-6)23-16(20)13-7-4-8(17)9(18)5-11(7)22-15(13)14/h2-5,17-19H,1H3

描述信息

Wedelolactone suppresses LPS-induced caspase-11 expression by directly inhibits the IKK Complex. Wedelolactone also inhibits 5-lipoxygenase (5-Lox) with an IC50 of 2.5 μM. Wedelolactone induces caspase-dependent apoptosis in prostate cancer cells via downregulation of PKCε without inhibiting Akt. Wedelolactone can extract from Eclipta alba, and it can be used for the research of cancer[1][2][3].
Wedelolactone suppresses LPS-induced caspase-11 expression by directly inhibits the IKK Complex. Wedelolactone also inhibits 5-lipoxygenase (5-Lox) with an IC50 of 2.5 μM. Wedelolactone induces caspase-dependent apoptosis in prostate cancer cells via downregulation of PKCε without inhibiting Akt. Wedelolactone can extract from Eclipta alba, and it can be used for the research of cancer[1][2][3].
Wedelolactone suppresses LPS-induced caspase-11 expression by directly inhibits the IKK Complex. Wedelolactone also inhibits 5-lipoxygenase (5-Lox) with an IC50 of 2.5 μM. Wedelolactone induces caspase-dependent apoptosis in prostate cancer cells via downregulation of PKCε without inhibiting Akt. Wedelolactone can extract from Eclipta alba, and it can be used for the research of cancer[1][2][3].

同义名列表

4 个代谢物同义名

3,13,14-trihydroxy-5-methoxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),2,4,6,11,13,15-heptaen-9-one; 5,11,12-Trihydroxy-7-methoxycoumestan; 1,8,9-Trihydroxy-3-methoxycoumestan; Wedelolactone



数据库引用编号

17 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)

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

  • Yali Liu, Zhen Yuan, Pan Zhao, Changxin Li, Lu Qin, Tianlun Zhao, Xiaojing Zhu, Shuai Feng. Studies on the binding of wedelolactone to human serum albumin with multi-spectroscopic analysis, molecular docking and molecular dynamic simulation. Biophysical chemistry. 2024 Apr; 307(?):107198. doi: 10.1016/j.bpc.2024.107198. [PMID: 38359582]
  • Junya Liu, Song Qin, Banghai Feng, Miao Chen, Hong Mei. [Wedelolactone alleviates hyperoxia-induced acute lung injury by regulating ferroptosis]. Zhonghua wei zhong bing ji jiu yi xue. 2023 Nov; 35(11):1177-1181. doi: 10.3760/cma.j.cn121430-20230324-00212. [PMID: 37987128]
  • Lili Sun, Wei Sun, Meiqi Liu, Na Li, Yi Liu, Xuexiao Cao, Lu Chen, Xiaoliang Ren, Hong Wang, Meng Wang. Wedelolactone induces natural killer cell activity and the improvement to bioavailability using polysaccharides from Ligustri Lucidi Fructus. International journal of biological macromolecules. 2023 Jun; 244(?):125208. doi: 10.1016/j.ijbiomac.2023.125208. [PMID: 37285884]
  • Shuo Tian, Yi-Lin Li, Jie Wang, Ren-Chao Dong, Jun Wei, Yu Ma, Yan-Qiu Liu. Chinese Ecliptae herba (Eclipta prostrata (L.) L.) extract and its component wedelolactone enhances osteoblastogenesis of bone marrow mesenchymal stem cells via targeting METTL3-mediated m6A RNA methylation. Journal of ethnopharmacology. 2023 Mar; ?(?):116433. doi: 10.1016/j.jep.2023.116433. [PMID: 37004744]
  • Yajuan Bi, Xue Wang, Lifeng Han, Yiqing Tian, Tongwei Bo, Caiyu Li, Bowen Shi, Chunshan Gui, Youcai Zhang. Selective Inhibition of Organic Cation Transporter 1 by Benzoylpaeoniflorin Attenuates Hepatic Lipid Accumulation through AMPK Activation. Journal of natural products. 2023 01; 86(1):191-198. doi: 10.1021/acs.jnatprod.2c00927. [PMID: 36563333]
  • Yung-Chang Lu, Ting-Kuo Chang, Tzu-Chiao Lin, Shu-Ting Yeh, Hsu-Wei Fang, Chun-Hsiung Huang, Chang-Hung Huang. The potential role of herbal extract Wedelolactone for treating particle-induced osteolysis: an in vivo study. Journal of orthopaedic surgery and research. 2022 Jun; 17(1):335. doi: 10.1186/s13018-022-03228-9. [PMID: 35765082]
  • Bao-E Wang, Lin-Tao Zhang, Sheng-Bao Yang, Zeng-Liang Xu. UPLC-MS/MS Assay for Quantification of Wedelolactone and Demethylwedelolactone in Rat Plasma and the Application to a Preclinical Pharmacokinetic Study. Combinatorial chemistry & high throughput screening. 2022 06; 25(8):1271-1277. doi: 10.2174/1386207324666210520093517. [PMID: 35708104]
  • Subhashree Bhattacharyya, Sujata Law. Environmental pollutant N-N'ethylnitrosourea-induced leukemic NLRP3 inflammasome activation and its amelioration by Eclipta prostrata and its active compound wedelolactone. Environmental toxicology. 2022 Feb; 37(2):322-334. doi: 10.1002/tox.23400. [PMID: 34726823]
  • Yi-Xuan Zou, Zhen-Qiang Mu, Jie Wang, Shuo Tian, Yilin Li, Yanqiu Liu. Wedelolactone, a Component from Eclipta prostrata (L.) L., Inhibits the Proliferation and Migration of Head and Neck Squamous Cancer Cells through the AhR Pathway. Current pharmaceutical biotechnology. 2022; 23(15):1883-1892. doi: 10.2174/1389201023666220307110554. [PMID: 35255785]
  • Xin-Qin Wang, Rong-Ping Liu, Jing Wang, Dan Luo, Ying-Hua Li, Hao Jiang, Yong-Nan Xu, Nam-Hyung Kim. Wedelolactone facilitates the early development of parthenogenetically activated porcine embryos by reducing oxidative stress and inhibiting autophagy. PeerJ. 2022; 10(?):e13766. doi: 10.7717/peerj.13766. [PMID: 35910774]
  • Enhui Yao, Xiazhen Yang, Xuefeng Huang, Yuchen Mi, Xiaoqian Wu, Meijuan Fang, Jinhua Huang, Yan Qiu, Xiaoting Hong, Lu Peng, Jie Ren, Rui Huang, Caixia Chen, Lichao Yang, Yu Zhou, Rengong Zhuo, Xin Jin, Yun Zhao. Phytochemical wedelolactone reverses obesity by prompting adipose browning through SIRT1/AMPK/ PPARα pathway via targeting nicotinamide N-methyltransferase. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2022 Jan; 94(?):153843. doi: 10.1016/j.phymed.2021.153843. [PMID: 34785414]
  • Guangju Wang, Yajuan Bi, Hui Xiong, Tongwei Bo, Lifeng Han, Lijun Zhou, Chunze Zhang, Youcai Zhang. Wedelolactone protects against cisplatin-induced nephrotoxicity in mice via inhibition of organic cation transporter 2. Human & experimental toxicology. 2021 Dec; 40(12_suppl):S447-S459. doi: 10.1177/09603271211047915. [PMID: 34592875]
  • Rong Fan, Jidong Sui, Xuepeng Dong, Biao Jing, Zhenming Gao. Wedelolactone alleviates acute pancreatitis and associated lung injury via GPX4 mediated suppression of pyroptosis and ferroptosis. Free radical biology & medicine. 2021 09; 173(?):29-40. doi: 10.1016/j.freeradbiomed.2021.07.009. [PMID: 34246777]
  • Kshama Rai, Shashi Bhushan Agrawal. An assessment of dose-dependent UV-B sensitivity in Eclipta alba: Biochemical traits, antioxidative properties, and wedelolactone yield. Environmental science and pollution research international. 2021 Sep; 28(33):45434-45449. doi: 10.1007/s11356-021-13963-x. [PMID: 33866503]
  • Deyuan Zhi, Meng Zhang, Jin Lin, Pei Liu, Yajun Wang, Meili Duan. Wedelolactone improves the renal injury induced by lipopolysaccharide in HK-2 cells by upregulation of protein tyrosine phosphatase non-receptor type 2. The Journal of international medical research. 2021 May; 49(5):3000605211012665. doi: 10.1177/03000605211012665. [PMID: 33983070]
  • Shruti Sharma, Shalini Trivedi, Taruna Pandey, Sachin Ranjan, Mashu Trivedi, Rakesh Pandey. Wedelolactone Mitigates Parkinsonism Via Alleviating Oxidative Stress and Mitochondrial Dysfunction Through NRF2/SKN-1. Molecular neurobiology. 2021 Jan; 58(1):65-77. doi: 10.1007/s12035-020-02080-4. [PMID: 32894501]
  • Caiyu Li, Xue Wang, Yajuan Bi, Heshui Yu, Jing Wei, Yi Zhang, Lifeng Han, Youcai Zhang. Potent Inhibitors of Organic Anion Transporters 1 and 3 From Natural Compounds and Their Protective Effect on Aristolochic Acid Nephropathy. Toxicological sciences : an official journal of the Society of Toxicology. 2020 06; 175(2):279-291. doi: 10.1093/toxsci/kfaa033. [PMID: 32159797]
  • Mao-Mao Zhu, Long Wang, Dang Yang, Chao Li, Shi-Ting Pang, Xing-Hua Li, Ru Li, Bing Yang, Yuan-Pei Lian, Liang Ma, Qing-Lin Lv, Xiao-Bin Jia, Liang Feng. Wedelolactone alleviates doxorubicin-induced inflammation and oxidative stress damage of podocytes by IκK/IκB/NF-κB pathway. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2019 Sep; 117(?):109088. doi: 10.1016/j.biopha.2019.109088. [PMID: 31202173]
  • Nai-Jun Miao, Hong-Yan Xie, Dan Xu, Jian-Yong Yin, Yan-Zhe Wang, Bao Wang, Fan Yin, Zhuan-Li Zhou, Qian Cheng, Pan-Pan Chen, Li Zhou, Hong Xue, Wei Zhang, Xiao-Xia Wang, Jun Liu, Li-Min Lu. Caspase-11 promotes renal fibrosis by stimulating IL-1β maturation via activating caspase-1. Acta pharmacologica Sinica. 2019 Jun; 40(6):790-800. doi: 10.1038/s41401-018-0177-5. [PMID: 30382182]
  • Hongwei Zhao, Supan Cheng, Longfei Zhang, Hongjing Dong, Yongqing Zhang, Xiao Wang. Ultra-high-pressure-assisted extraction of wedelolactone and isodemethylwedelolactone from Ecliptae Herba and purification by high-speed counter-current chromatography. Biomedical chromatography : BMC. 2019 Jun; 33(6):e4497. doi: 10.1002/bmc.4497. [PMID: 30666687]
  • Qing Chen, Xiaoxue Wu, Xuemin Gao, Hua Song, Xuan Zhu. Development and Validation of an Ultra-Performance Liquid Chromatography Method for the Determination of Wedelolactone in Rat Plasma and its Application in a Pharmacokinetic Study. Molecules (Basel, Switzerland). 2019 Feb; 24(4):. doi: 10.3390/molecules24040762. [PMID: 30791539]
  • Luis Fernando Delgadillo-Silva, Anastasia Tsakmaki, Nadeem Akhtar, Zara J Franklin, Judith Konantz, Gavin A Bewick, Nikolay Ninov. Modelling pancreatic β-cell inflammation in zebrafish identifies the natural product wedelolactone for human islet protection. Disease models & mechanisms. 2019 01; 12(1):. doi: 10.1242/dmm.036004. [PMID: 30679186]
  • Tereza Kučírková, Marek Stiborek, Monika Dúcka, Jarmila Navrátilová, Jelena Bogdanović Pristov, Ana Popović-Bijelić, SneŽana Vojvodić, Jan Preisler, Viktor Kanický, Jan Šmarda, Ivan Spasojević, Petr Beneš. Anti-cancer effects of wedelolactone: interactions with copper and subcellular localization. Metallomics : integrated biometal science. 2018 10; 10(10):1524-1531. doi: 10.1039/c8mt00191j. [PMID: 30238942]
  • Tien-Jen Lin, Shu-Yi Yin, Pei-Wen Hsiao, Ning-Sun Yang, I-Jen Wang. Transcriptomic analysis reveals a controlling mechanism for NLRP3 and IL-17A in dextran sulfate sodium (DSS)-induced colitis. Scientific reports. 2018 10; 8(1):14927. doi: 10.1038/s41598-018-33204-5. [PMID: 30297787]
  • Maya S, Prakash T, Divakar Goli. Effect of wedelolactone and gallic acid on quinolinic acid-induced neurotoxicity and impaired motor function: significance to sporadic amyotrophic lateral sclerosis. Neurotoxicology. 2018 09; 68(?):1-12. doi: 10.1016/j.neuro.2018.06.015. [PMID: 29981346]
  • Ying Nie, Weifeng Yao. A Comprehensive Quality Evaluation Method Based on C30-HPLC and an Analytic Hierarchy Process for the Chinese Herbal Formula, Erzhiwan. Molecules (Basel, Switzerland). 2018 Aug; 23(8):. doi: 10.3390/molecules23082045. [PMID: 30111749]
  • Chenfei Wang, Yihua Song, Zhifeng Gu, Min Lian, Dan Huang, Xiaohui Lu, Xingmei Feng, Qi Lu. Wedelolactone Enhances Odontoblast Differentiation by Promoting Wnt/β-Catenin Signaling Pathway and Suppressing NF-κB Signaling Pathway. Cellular reprogramming. 2018 08; 20(4):236-244. doi: 10.1089/cell.2018.0004. [PMID: 30089027]
  • Hanumanth Srikanth Cheruvu, Navneet K Yadav, Guru R Valicherla, Rakesh K Arya, Zakir Hussain, Chetan Sharma, Kamal R Arya, Rama K Singh, Dipak Datta, Jiaur R Gayen. LC-MS/MS method for the simultaneous quantification of luteolin, wedelolactone and apigenin in mice plasma using hansen solubility parameters for liquid-liquid extraction: Application to pharmacokinetics of Eclipta alba chloroform fraction. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2018 Apr; 1081-1082(?):76-86. doi: 10.1016/j.jchromb.2018.01.035. [PMID: 29518720]
  • Di Zhu, Xue Deng, Xiao-Fei Han, Xiao-Xin Sun, Tao-Wen Pan, Lu-Ping Zheng, Yan-Qiu Liu. Wedelolactone Enhances Osteoblastogenesis through ERK- and JNK-mediated BMP2 Expression and Smad/1/5/8 Phosphorylation. Molecules (Basel, Switzerland). 2018 Mar; 23(3):. doi: 10.3390/molecules23030561. [PMID: 29498687]
  • Qingqiong Luo, Jieying Ding, Liping Zhu, Fuxiang Chen, Lili Xu. Hepatoprotective Effect of Wedelolactone against Concanavalin A-Induced Liver Injury in Mice. The American journal of Chinese medicine. 2018; 46(4):819-833. doi: 10.1142/s0192415x1850043x. [PMID: 29737211]
  • Lu Peng, Xuefeng Huang, Xin Jin, Zuo Jing, Lichao Yang, Yu Zhou, Jie Ren, Yun Zhao. Wedelolactone, a plant coumarin, prevents vascular smooth muscle cell proliferation and injury-induced neointimal hyperplasia through Akt and AMPK signaling. Experimental gerontology. 2017 10; 96(?):73-81. doi: 10.1016/j.exger.2017.06.011. [PMID: 28634089]
  • Tereza Nehybová, Jan Šmarda, Lukáš Daniel, Marek Stiborek, Viktor Kanický, Ivan Spasojevič, Jan Preisler, Jiří Damborský, Petr Beneš. Wedelolactone Acts as Proteasome Inhibitor in Breast Cancer Cells. International journal of molecular sciences. 2017 Mar; 18(4):. doi: 10.3390/ijms18040729. [PMID: 28353647]
  • Yang Lu, DongMei Hu, ShanBo Ma, Xian Zhao, Shan Wang, Guo Wei, XiFang Wang, AiDong Wen, JingWen Wang. Protective effect of wedelolactone against CCl4-induced acute liver injury in mice. International immunopharmacology. 2016 May; 34(?):44-52. doi: 10.1016/j.intimp.2016.02.003. [PMID: 26921731]
  • Liang Li, Xue-juan Huang, Jian-long Peng, Ming-yue Zheng, Da-fang Zhong, Chao-feng Zhang, Xiao-yan Chen. Wedelolactone metabolism in rats through regioselective glucuronidation catalyzed by uridine diphosphate-glucuronosyltransferases 1As (UGT1As). Phytomedicine : international journal of phytotherapy and phytopharmacology. 2016 Apr; 23(4):340-9. doi: 10.1016/j.phymed.2016.01.007. [PMID: 27002404]
  • Tereza Nehybova, Jan Smarda, Lukas Daniel, Jan Brezovsky, Petr Benes. Wedelolactone induces growth of breast cancer cells by stimulation of estrogen receptor signalling. The Journal of steroid biochemistry and molecular biology. 2015 Aug; 152(?):76-83. doi: 10.1016/j.jsbmb.2015.04.019. [PMID: 25934092]
  • Yun Zhao, Lu Peng, Li-Chao Yang, Xu-Dong Xu, Wei-Jie Li, Xiu-Mei Luo, Xin Jin. Wedelolactone Regulates Lipid Metabolism and Improves Hepatic Steatosis Partly by AMPK Activation and Up-Regulation of Expression of PPARα/LPL and LDLR. PloS one. 2015; 10(7):e0132720. doi: 10.1371/journal.pone.0132720. [PMID: 26168156]
  • Wea-Lung Lin, Shao-Ming Wang, Ying-Jui Ho, Hsing-Chun Kuo, Yean-Jang Lee, Tsui-Hwa Tseng. Ethyl acetate extract of Wedelia chinensis inhibits tert-butyl hydroperoxide-induced damage in PC12 cells and D-galactose-induced neuronal cell loss in mice. BMC complementary and alternative medicine. 2014 Dec; 14(?):491. doi: 10.1186/1472-6882-14-491. [PMID: 25510435]
  • Yan-Qiu Liu, Li-Bin Zhan, Tiegang Liu, Meng-Chun Cheng, Xiao-Yan Liu, Hong-Bin Xiao. Inhibitory effect of Ecliptae herba extract and its component wedelolactone on pre-osteoclastic proliferation and differentiation. Journal of ethnopharmacology. 2014 Nov; 157(?):206-11. doi: 10.1016/j.jep.2014.09.033. [PMID: 25267578]
  • R M Jayadeepa, Ankita Ray, Dhaval Naik, Debendra Nath Sanyal, Disha Shah. Review and research analysis of computational target methods using BioRuby and in silico screening of herbal lead compounds against pancreatic cancer using R programming. Current drug metabolism. 2014; 15(5):535-43. doi: 10.2174/138920021505141126103546. [PMID: 25431153]
  • Zhimin Chen, Xiaoxiao Sun, Shensi Shen, Haohao Zhang, Xiuquan Ma, Jingli Liu, Shan Kuang, Qiang Yu. Wedelolactone, a naturally occurring coumestan, enhances interferon-γ signaling through inhibiting STAT1 protein dephosphorylation. The Journal of biological chemistry. 2013 May; 288(20):14417-14427. doi: 10.1074/jbc.m112.442970. [PMID: 23580655]
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  • Sivalokanathan Sarveswaran, Subhash C Gautam, Jagadananda Ghosh. Wedelolactone, a medicinal plant-derived coumestan, induces caspase-dependent apoptosis in prostate cancer cells via downregulation of PKCε without inhibiting Akt. International journal of oncology. 2012 Dec; 41(6):2191-9. doi: 10.3892/ijo.2012.1664. [PMID: 23076676]
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