NCI60_008951 (BioDeep_00000229956)

 

Secondary id: BioDeep_00000231331, BioDeep_00000403164

PANOMIX_OTCML-2023


代谢物信息卡片


9,10-Dimethoxy-5,6-dihydro-7lambda~5~-isoquino[3,2-a]isoquinoline-2,3-diol hydrochloride

化学式: C19H18NO4+ (324.1235768)
中文名称: 去亚甲基小檗碱
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 28.21%

分子结构信息

SMILES: COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC(=C(C=C4CC3)O)O)OC
InChI: InChI=1S/C19H17NO4/c1-23-18-4-3-11-7-15-13-9-17(22)16(21)8-12(13)5-6-20(15)10-14(11)19(18)24-2/h3-4,7-10,22H,5-6H2,1-2H3/p+1

描述信息

同义名列表

9 个代谢物同义名

9,10-Dimethoxy-5,6-dihydro-7lambda~5~-isoquino[3,2-a]isoquinoline-2,3-diol hydrochloride; 2,3-Dihydroxy-9,10-dimethoxy-5,6-dihydro-isoquino[3,2-a]isoquinolinylium chloride; 9,10-dimethoxy-5,6-dihydroisoquinolino[3,2-a]isoquinolin-7-ium-2,3-diol; 9,10-dimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium-2,3-diol; Dibenzo(a,g)quinolizinium, 5,6-dihydro-2,3-dihydroxy-9,10-dimethoxy-; demethyleneberberine chloride; Dehydrostepholidine chloride; Demethyleneberberine; NCI60_008951



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)

1 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

  • Yaxing Zhao, Peng Liu, Yuanqiang Zhang, Hua Jiang, Haofan Luan, Yingmei Xu, Yubin Zhang, Ruiyan Li. Demethyleneberberine blocked the maturation of IL-1β in inflammation by inhibiting TLR4-mitochondria signaling. International immunopharmacology. 2022 Dec; 113(Pt A):109319. doi: 10.1016/j.intimp.2022.109319. [PMID: 36252484]
  • Jingfeng Liu, Xiaofei Huang, Dandan Liu, Kaiyuan Ji, Cheng Tao, Ren Zhang, Jian Chen. Demethyleneberberine induces cell cycle arrest and cellular senescence of NSCLC cells via c-Myc/HIF-1α pathway. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2021 Oct; 91(?):153678. doi: 10.1016/j.phymed.2021.153678. [PMID: 34385092]
  • Yuanqiang Zhang, Jing Wen, Dongqing Liu, Zhen Qiu, Qianqian Zhu, Ruiyan Li, Yubin Zhang. Demethylenetetrahydroberberine alleviates nonalcoholic fatty liver disease by inhibiting the NLRP3 inflammasome and oxidative stress in mice. Life sciences. 2021 Sep; 281(?):119778. doi: 10.1016/j.lfs.2021.119778. [PMID: 34192596]
  • Cheng Tao, Sheng-Quan Hu, Jian Chen, Yuan-Ji Chen, Ke-Huan Sun, Guo-Zhen Cui, Min Ma, Zheng-Zhi Wu. Highly efficient synthesis and monoamine oxidase B inhibitory profile of demethyleneberberine, columbamine and palmatine. Neurochemistry international. 2020 10; 139(?):104807. doi: 10.1016/j.neuint.2020.104807. [PMID: 32711021]
  • Ying-Ying Chen, Rui-Yan Li, Mei-Jing Shi, Ya-Xing Zhao, Yan Yan, Xin-Xin Xu, Miao Zhang, Xiao-Tong Zhao, Yu-Bin Zhang. Demethyleneberberine alleviates inflammatory bowel disease in mice through regulating NF-κB signaling and T-helper cell homeostasis. Inflammation research : official journal of the European Histamine Research Society ... [et al.]. 2017 Feb; 66(2):187-196. doi: 10.1007/s00011-016-1005-3. [PMID: 27900412]
  • Xiaoyan Qiang, Lulu Xu, Miao Zhang, Pengcheng Zhang, Yinhang Wang, Yongchen Wang, Zheng Zhao, Huan Chen, Xie Liu, Yubin Zhang. Demethyleneberberine attenuates non-alcoholic fatty liver disease with activation of AMPK and inhibition of oxidative stress. Biochemical and biophysical research communications. 2016 Apr; 472(4):603-9. doi: 10.1016/j.bbrc.2016.03.019. [PMID: 26970305]
  • Pengcheng Zhang, Xiaoyan Qiang, Miao Zhang, Dongshen Ma, Zheng Zhao, Cuisong Zhou, Xie Liu, Ruiyan Li, Huan Chen, Yubin Zhang. Demethyleneberberine, a natural mitochondria-targeted antioxidant, inhibits mitochondrial dysfunction, oxidative stress, and steatosis in alcoholic liver disease mouse model. The Journal of pharmacology and experimental therapeutics. 2015 Jan; 352(1):139-47. doi: 10.1124/jpet.114.219832. [PMID: 25362106]
  • Yan Zhou, Shijie Cao, Ying Wang, Peixiang Xu, Jiankun Yan, Wen Bin, Feng Qiu, Ning Kang. Berberine metabolites could induce low density lipoprotein receptor up-regulation to exert lipid-lowering effects in human hepatoma cells. Fitoterapia. 2014 Jan; 92(?):230-7. doi: 10.1016/j.fitote.2013.11.010. [PMID: 24321576]
  • Hui Zhou, Rong Shi, Bingliang Ma, Yueming Ma, Changhong Wang, Dazheng Wu, Xinhong Wang, Nengneng Cheng. CYP450 1A2 and multiple UGT1A isoforms are responsible for jatrorrhizine metabolism in human liver microsomes. Biopharmaceutics & drug disposition. 2013 Apr; 34(3):176-85. doi: 10.1002/bdd.1835. [PMID: 23299247]
  • Bing-Liang Ma, Meng-Kan Yao, Jie Zhong, Yue-Ming Ma, Cheng-Lu Gao, Jia-Sheng Wu, Fu-Rong Qiu, Chang-Hong Wang, Xin-Hong Wang. Increased systemic exposure to rhizoma coptidis alkaloids in lipopolysaccharide-pretreated rats attributable to enhanced intestinal absorption. Drug metabolism and disposition: the biological fate of chemicals. 2012 Feb; 40(2):381-8. doi: 10.1124/dmd.111.041152. [PMID: 22086980]
  • Feng Zuo, Norio Nakamura, Teruaki Akao, Masao Hattori. Pharmacokinetics of berberine and its main metabolites in conventional and pseudo germ-free rats determined by liquid chromatography/ion trap mass spectrometry. Drug metabolism and disposition: the biological fate of chemicals. 2006 Dec; 34(12):2064-72. doi: 10.1124/dmd.106.011361. [PMID: 16956957]
  • Jun-Fang Pan, Chen Yu, Da-Yuan Zhu, Hui Zhang, Jia-Feng Zeng, Shan-Hao Jiang, Jian-Ying Ren. Identification of three sulfate-conjugated metabolites of berberine chloride in healthy volunteers' urine after oral administration. Acta pharmacologica Sinica. 2002 Jan; 23(1):77-82. doi: NULL. [PMID: 11860742]