Epiberberine (BioDeep_00000229987)
PANOMIX_OTCML-2023
代谢物信息卡片
16,17-dimethoxy-5,7-dioxa-1-azoniapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-1(13),2,4(8),9,11,14,16,18-octaene
化学式: C20H18NO4+ (336.1235768)
中文名称: 表小檗碱
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: COC1=C(C=C2C(=C1)CC[N+]3=C2C=C4C=CC5=C(C4=C3)OCO5)OC
InChI: InChI=1S/C20H18NO4/c1-22-18-8-13-5-6-21-10-15-12(3-4-17-20(15)25-11-24-17)7-16(21)14(13)9-19(18)23-2/h3-4,7-10H,5-6,11H2,1-2H3/q+1
描述信息
Epiberberine is a natural product found in Sinomenium acutum, Corydalis turtschaninovii, and other organisms with data available.
同义名列表
14 个代谢物同义名
16,17-dimethoxy-5,7-dioxa-1-azoniapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-1(13),2,4(8),9,11,14,16,18-octaene; 8,9-dimethoxy-11,12-dihydro-2H-[1,3]dioxolo[4,5-h]isoquinolino[2,1-b]isoquinolin-13-ium; 8,9-Dimethoxy-11,12-dihydro-[1,3]dioxolo[4,5-h]isoquinolino[2,1-b]isoquinolin-13-ium; BENZO(A)-1,3-BENZODIOXOLO(4,5-G)QUINOLIZINIUM, 11,12-DIHYDRO-8,9-DIMETHOXY-; Benz(a)-1,3-benzodioxolo(4,5-g)quinolizinium, 11,12-dihydro-8,9-dimethoxy-; 11,12-DIHYDRO-8,9-DIMETHOXYBENZO(A)-1,3-BENZODIOXOLO(4,5-G)QUINOLIZINIUM; EPIBERBERINE [WHO-DD]; EPIBERBERINE CATION; DEHYDROSINACTINE; EPIBERBERINE ION; UNII-VWP9N35AYS; Epiberberine; VWP9N35AYS; EWV
数据库引用编号
11 个数据库交叉引用编号
- PubChem: 160876
- ChEMBL: CHEMBL1197637
- MeSH: epiberberine
- ChemIDplus: 0006873092
- MetaCyc: CPD-21762
- KNApSAcK: C00026130
- chemspider: 141335
- CAS: 6873-09-2
- CAS: 9/2/6873
- medchemexpress: HY-N0226
- PMhub: MS000247382
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)
1 个相关的物种来源信息
- 33090 - 黄连: -
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
- Chengming Wei, Meina Shi, Zi Wang, Wenjian Lan, Na Feng, Fuming Zhang, Jiachen Liu, Jing-Yu Lang, Wanjun Lin, Wenzhe Ma. Epiberberine inhibits bone metastatic breast cancer-induced osteolysis.
Journal of ethnopharmacology.
2024 Jun; 327(?):118039. doi:
10.1016/j.jep.2024.118039. [PMID: 38479545] - Shunxiao Zhang, Sheng Zhang, Yan Zhang, Hua Wang, Yue Chen, Hao Lu. Activation of NRF2 by epiberberine improves oxidative stress and insulin resistance in T2DM mice and IR-HepG2 cells in an AMPK dependent manner.
Journal of ethnopharmacology.
2024 Jun; 327(?):117931. doi:
10.1016/j.jep.2024.117931. [PMID: 38382657] - Xiaoyin Zhang, Zhanbo Xiong, Yue He, Nan Zheng, Shengguo Zhao, Jiaqi Wang. Epiberberine: a potential rumen microbial urease inhibitor to reduce ammonia release screened by targeting UreG.
Applied microbiology and biotechnology.
2024 Apr; 108(1):289. doi:
10.1007/s00253-024-13131-4. [PMID: 38587649] - Huimin Wu, Xinrui Xie, Qin Tang, Ting Huang, Xiang Tang, Baihua Jiao, Rui Wang, Xinhu Zhu, Xiaoli Ye, Hang Ma, Xuegang Li. Epiberberine inhibits Helicobacter pylori and reduces host apoptosis and inflammatory damage by down-regulating urease expression.
Journal of ethnopharmacology.
2023 Aug; ?(?):117046. doi:
10.1016/j.jep.2023.117046. [PMID: 37586440] - Li-Ming Zhou, Jin-Hua Fan, Min-Min Xu, Meng-Yuan Xiong, Qiao-Jiao Wang, Xue Chai, Xiao-Duo Li, Xue-Gang Li, Xiao-Li Ye. Epiberberine regulates lipid synthesis through SHP (NR0B2) to improve non-alcoholic steatohepatitis.
Biochimica et biophysica acta. Molecular basis of disease.
2023 Jan; 1869(4):166639. doi:
10.1016/j.bbadis.2023.166639. [PMID: 36638873] - Dong-Jun Fu, Jun Li, Bin Yu. Annual review of LSD1/KDM1A inhibitors in 2020.
European journal of medicinal chemistry.
2021 Mar; 214(?):113254. doi:
10.1016/j.ejmech.2021.113254. [PMID: 33581557] - Yaping Xiao, Jianling Deng, Chunming Li, Xiaobao Gong, Zhenwei Gui, Jieyao Huang, Yaru Zhang, Yan Liu, Xiaoli Ye, Xuegang Li. Epiberberine ameliorated diabetic nephropathy by inactivating the angiotensinogen (Agt) to repress TGFβ/Smad2 pathway.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2021 Mar; 83(?):153488. doi:
10.1016/j.phymed.2021.153488. [PMID: 33571918] - Linqiu Liu, Junjun Li, Yang He. Multifunctional epiberberine mediates multi-therapeutic effects.
Fitoterapia.
2020 Nov; 147(?):104771. doi:
10.1016/j.fitote.2020.104771. [PMID: 33152460] - Weiwei Tang, Bingjie Jia, Jie Zhou, Jing Liu, Jiancheng Wang, Dingyuan Ma, Ping Li, Jun Chen. A method using angiotensin converting enzyme immobilized on magnetic beads for inhibitor screening.
Journal of pharmaceutical and biomedical analysis.
2019 Feb; 164(?):223-230. doi:
10.1016/j.jpba.2018.09.054. [PMID: 30391811] - Xinyu Zhao, Yan Wang, Lu Zheng, Chengpeng Sun, Chao Wang, Haijian Cong, Ting Xiang, Lin Zhang, Houli Zhang, Sa Deng, Baojing Zhang, Bin Wu, Xiaokui Huo. Comparative pharmacokinetics study of five alkaloids in rat plasma and related compound-herb interactions mechanism after oral administration of Shuanghua Baihe tablets.
Natural product research.
2018 Sep; 32(17):2031-2036. doi:
10.1080/14786419.2017.1365075. [PMID: 28871816] - Tian-Jin Wu, Jun Lu, Hui Ni, Ping Li, Yan Jiang, Hui-Jun Li. Construction of an optimized method for quality evaluation and species discrimination of Coptidis Rhizoma by ion-pair high performance liquid chromatography combined with response surface methodology.
Journal of pharmaceutical and biomedical analysis.
2018 May; 153(?):152-157. doi:
10.1016/j.jpba.2018.02.019. [PMID: 29494887] - Si-Mei He, Yan-Li Liang, Kun Cong, Geng Chen, Xiu Zhao, Qi-Ming Zhao, Jia-Jin Zhang, Xiao Wang, Yang Dong, Jian-Li Yang, Guang-Hui Zhang, Zhi-Long Qian, Wei Fan, Sheng-Chao Yang. Identification and Characterization of Genes Involved in Benzylisoquinoline Alkaloid Biosynthesis in Coptis Species.
Frontiers in plant science.
2018; 9(?):731. doi:
10.3389/fpls.2018.00731. [PMID: 29915609] - Ning Chen, Xiao-Yan Yang, Chang-E Guo, Xin-Ning Bi, Jian-Hua Chen, Hong-Ying Chen, Hong-Pin Li, Hong-Ying Lin, Yu-Jie Zhang. The oral bioavailability, excretion and cytochrome P450 inhibition properties of epiberberine: an in vivo and in vitro evaluation.
Drug design, development and therapy.
2018; 12(?):57-65. doi:
10.2147/dddt.s151660. [PMID: 29343943] - Lihua Tan, Cailan Li, Hanbin Chen, Zhizhun Mo, Jiangtao Zhou, Yuhong Liu, Zhilin Ma, Yuyao Xu, Xiaobo Yang, Jianhui Xie, Ziren Su. Epiberberine, a natural protoberberine alkaloid, inhibits urease of Helicobacter pylori and jack bean: Susceptibility and mechanism.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2017 Dec; 110(?):77-86. doi:
10.1016/j.ejps.2017.02.004. [PMID: 28167234] - Zong-Yao Zou, Yin-Ran Hu, Hang Ma, Min Feng, Xue-Gang Li, Xiao-Li Ye. Epiberberine reduces serum cholesterol in diet-induced dyslipidemia Syrian golden hamsters via network pathways involving cholesterol metabolism.
European journal of pharmacology.
2016 Mar; 774(?):1-9. doi:
10.1016/j.ejphar.2015.11.017. [PMID: 26593426] - Liping Li, Siyuan Sun, Yayun Weng, Feifeng Song, Sisi Zhou, Mengru Bai, Hui Zhou, Su Zeng, Huidi Jiang. Interaction of six protoberberine alkaloids with human organic cation transporters 1, 2 and 3.
Xenobiotica; the fate of foreign compounds in biological systems.
2016; 46(2):175-83. doi:
10.3109/00498254.2015.1056283. [PMID: 26134304] - Jae Sue Choi, Ji-Hye Kim, Md Yousof Ali, Hee Jin Jung, Byung-Sun Min, Ran Joo Choi, Gun-Do Kim, Hyun Ah Jung. Anti-adipogenic effect of epiberberine is mediated by regulation of the Raf/MEK1/2/ERK1/2 and AMPKα/Akt pathways.
Archives of pharmacal research.
2015 Dec; 38(12):2153-62. doi:
10.1007/s12272-015-0626-3. [PMID: 26119076] - Shi-Tang Ma, Cheng-Tao Feng, Guo-Liang Dai, Yue Song, Guo-Liang Zhou, Xiao-Lin Zhang, Cheng-Gui Miao, Hao Yu, Wen-Zheng Ju. In silico target fishing for the potential bioactive components contained in Huanglian Jiedu Tang (HLJDD) and elucidating molecular mechanisms for the treatment of sepsis.
Chinese journal of natural medicines.
2015 Jan; 13(1):30-40. doi:
10.1016/s1875-5364(15)60004-8. [PMID: 25660286] - Zhao-Tang Ma, Xiu-Wei Yang, Ying Zhang, Jian-Xun Liu. Pharmacochemistry and integrated pharmacokinetics of six alkaloids after oral administration of huang-lian-jie-du-tang decoction.
Journal of Asian natural products research.
2014; 16(5):483-96. doi:
10.1080/10286020.2014.913577. [PMID: 24797560] - Jun Yi, Xiaoli Ye, Dezhen Wang, Kai He, Yong Yang, Xujing Liu, Xuegang Li. Safety evaluation of main alkaloids from Rhizoma Coptidis.
Journal of ethnopharmacology.
2013 Jan; 145(1):303-10. doi:
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Analytica chimica acta.
2012 Oct; 747(?):76-83. doi:
10.1016/j.aca.2012.08.038. [PMID: 22986138] - Yu-Li Zhang, Qin-Wan Huang, Jin Wang, Juan Su, Xiao-Fang Li. [Classification study of Coptis chinensis based on quantitative physical property characteristics of appearance and internal quality evaluation].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2012 Oct; 37(20):3047-51. doi:
10.4268/cjcmm20122010. [PMID: 23311151] - Zhipeng Geng, Haijie Zheng, Yi Zhang, Weizao Luo, Xianyou Qu. [Simultaneous determination of six alkaloids in Coptis chinensis of different regions by RP-HPLC].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2010 Oct; 35(19):2576-80. doi:
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Phytochemical analysis : PCA.
2009 Sep; 20(5):385-94. doi:
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