1ST40360 (BioDeep_00000229834)

Main id: BioDeep_00000411032

 

PANOMIX_OTCML-2023


代谢物信息卡片


(41S,7aS,13aR,13bR)-2,3,41,6,7,7a,8,13,13a,13b-Decahydro-1H,5H,10H-dipyrido[2,1-f:3,2,1-ij][1,6]naphthyridin-10-one hydrat

化学式: C15H22N2O (246.1732042)
中文名称: 槐果碱
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1CC2CN3C(CC=CC3=O)C4C2N(C1)CCC4
InChI: InChI=1S/C15H22N2O/c18-14-7-1-6-13-12-5-3-9-16-8-2-4-11(15(12)16)10-17(13)14/h1,7,11-13,15H,2-6,8-10H2/t11-,12+,13+,15-/m0/s1

描述信息

Sophocarpine is a natural product found in Daphniphyllum oldhamii, Sophora viciifolia, and other organisms with data available.
Sophocarpine is one of the significant alkaloid extracted from the traditional herb medicine Sophora flavescens which has many pharmacological properties such as anti-virus, anti-tumor, anti-inflammatory. Sophocarpine significantly inhibits the growth of gastric cancer (GC) cells through multiple mechanisms such as induction of autophagy, activation of cell apoptosis and down-regulation of cell survival PI3K/AKT signaling pathway. Sophocarpine has been demonstrated to have anti-tumor activity in various cancer cells, including hepatocellular carcinoma, prostate cancer and colorectal cancer[1].
Sophocarpine is one of the significant alkaloid extracted from the traditional herb medicine Sophora flavescens which has many pharmacological properties such as anti-virus, anti-tumor, anti-inflammatory. Sophocarpine significantly inhibits the growth of gastric cancer (GC) cells through multiple mechanisms such as induction of autophagy, activation of cell apoptosis and down-regulation of cell survival PI3K/AKT signaling pathway. Sophocarpine has been demonstrated to have anti-tumor activity in various cancer cells, including hepatocellular carcinoma, prostate cancer and colorectal cancer[1].
Sophocarpine is one of the significant alkaloid extracted from the traditional herb medicine Sophora flavescens which has many pharmacological properties such as anti-virus, anti-tumor, anti-inflammatory. Sophocarpine significantly inhibits the growth of gastric cancer (GC) cells through multiple mechanisms such as induction of autophagy, activation of cell apoptosis and down-regulation of cell survival PI3K/AKT signaling pathway. Sophocarpine has been demonstrated to have anti-tumor activity in various cancer cells, including hepatocellular carcinoma, prostate cancer and colorectal cancer[1].

同义名列表

21 个代谢物同义名

(41S,7aS,13aR,13bR)-2,3,41,6,7,7a,8,13,13a,13b-Decahydro-1H,5H,10H-dipyrido[2,1-f:3,2,1-ij][1,6]naphthyridin-10-one hydrat; (-)-(7aS,13aR,13bR,13cS)-2,3,6,7,7a,8,13,13a,13b,13c-Decahydro-1H,5H,10H-dipyrido[2,1-f:3,2,1-ij][1,6]naphthyridin-10-one; 1H,5H,10H-Dipyrido(2,1-f:3,2,1-ij)(1,6)naphthyridin-10-one, 2,3,6,7,7a,8,13,13a,13b,13c-decahydro-, (7aS,13aR,13bR,13cS)-; (41S,7aS,13aR,13bR)-2,3,41,6,7,7a,8,13,13a,13b-Decahydro-1H,5H,10H-dipyrido[2,1-f:3,2,1-ij][1,6]naphthyridin-10-one; (1R,2R,9S,17S)-7,13-diazatetracyclo[7.7.1.02,7.013,17]heptadec-4-en-6-one; (1R,2R,9S,17S)-7,13-diazatetracyclo[7.7.1.0?,?.0??,??]heptadec-4-en-6-one; matridin-15-one, 13,14-didehydro-, monohydrobromide; 13,14-didehydromatridin-15-one hydrobromide; Matridin-15-one, 13,14-didehydro-; 13,14-didehydro-matridin-15-one; 13,14-Didehydromatridin-15-one; AAGFPTSOPGCENQ-JLNYLFASSA-N; Sophocarpine (monohydrate); sophocarpine hydrobromide; Sophocarpine Monohydrate; 13,14-Didehydromatrine; Sophoridine hydrate; (-)-Sophocarpine; Sophocarpine; C15H22N2O; 1ST40360



数据库引用编号

8 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

  • Ruiyang Jiang, Zihan Fang, Yueyang Lai, Liu Li, Jiani Tan, Chengtao Yu, Minmin Fan, Lihuiping Tao, Weixing Shen, Changliang Xu, Dongdong Sun, Haibo Cheng. Sophocarpine alleviates intestinal fibrosis via inhibition of inflammation and fibroblast into myofibroblast transition by targeting the Sirt1/p65 signaling axis. European journal of pharmacology. 2024 Mar; 967(?):176318. doi: 10.1016/j.ejphar.2024.176318. [PMID: 38309678]
  • Hui-Xian Zhang, Xin Zhang. Network pharmacology and experimental validation identify the potential mechanism of sophocarpine for COVID-19. Journal of medical microbiology. 2022 May; 71(5):. doi: 10.1099/jmm.0.001538. [PMID: 35622496]
  • Xi Zhang, Hui Xu, Xiaoyang Bi, Guoqing Hou, Andong Liu, Youyun Zhao, Guoping Wang, Xuan Cao. Src acts as the target of matrine to inhibit the proliferation of cancer cells by regulating phosphorylation signaling pathways. Cell death & disease. 2021 10; 12(10):931. doi: 10.1038/s41419-021-04221-6. [PMID: 34642304]
  • Wenbing Zhi, Xia Du, Ye Li, Chunliu Wang, Tingting Sun, Shiyu Zong, Qiqi Liu, Kai Hu, Yang Liu, Hong Zhang. Proteome profiling reveals the efficacy and targets of sophocarpine against asthma. International immunopharmacology. 2021 Jul; 96(?):107348. doi: 10.1016/j.intimp.2020.107348. [PMID: 33857804]
  • Renren Bai, Chuansheng Yao, Zhichao Zhong, Jiamin Ge, Ziqiang Bai, Xiangyang Ye, Tian Xie, Yuanyuan Xie. Discovery of natural anti-inflammatory alkaloids: Potential leads for the drug discovery for the treatment of inflammation. European journal of medicinal chemistry. 2021 Mar; 213(?):113165. doi: 10.1016/j.ejmech.2021.113165. [PMID: 33454546]
  • Xiaoqian Su, Wei Miao, Li Li, Haisheng Zheng, Gaimei Hao, Liang Du. Inhibition of Type-2 Diabetes Mellitus Development by Sophocarpine through Targeting PPARy-Regulated Gene Expression. Doklady. Biochemistry and biophysics. 2021 Mar; 497(1):137-143. doi: 10.1134/s1607672921020150. [PMID: 33895930]
  • Xiaoting Zhu, Zhaowei Gu, Yang Yu, Wei Yang, Mingquan Li, Yujuan Li, Pengqi Zhang, Jiale Wang, Jianjun Zhao. Neuronal Apoptosis Preventive Potential of Sophocarpine via Suppression of Aβ-Accumulation and Down-Regulation of Inflammatory Response. Doklady. Biochemistry and biophysics. 2021 Mar; 497(1):116-122. doi: 10.1134/s1607672921020186. [PMID: 33895927]
  • F L Wang, H Wang, J H Wang, D X Wang, Y Gao, B Yang, H J Yang, Y B Ji, G S Xin. Analgesic and Anti-Inflammatory Activities of Sophocarpine from Sophora viciifolia Hance. BioMed research international. 2021; 2021(?):8893563. doi: 10.1155/2021/8893563. [PMID: 34790825]
  • Yue-Bao Lin, Dong-Jian Huang, Huan-Liang Huang, De-Xiong Chen, Jiong-Hua Huang. Sophocarpine ameliorates cardiac hypertrophy through activation of autophagic responses. Bioscience, biotechnology, and biochemistry. 2020 Oct; 84(10):2054-2061. doi: 10.1080/09168451.2020.1780111. [PMID: 32544026]
  • Hengrong Fang, Taizhu Bo, Xiaolong Zi, Dianxiang Tan, Xiaoping Liu, Chonghui Jiang, Gang Lei, Yufen Deng, Libao Cui. Sophocarpine exert protective effect against ox-LDL-induced endothelial damage via regulating NF-κB signaling pathway. Bioscience, biotechnology, and biochemistry. 2020 Oct; 84(10):2104-2112. doi: 10.1080/09168451.2020.1787813. [PMID: 32594853]
  • Li-Jun He, Jun-Shan Liu, Ding Luo, Yuan-Ru Zheng, Yu-Bo Zhang, Guo-Cai Wang, Yao-Lan Li. Quinolizidine alkaloids from Sophora tonkinensis and their anti-inflammatory activities. Fitoterapia. 2019 Nov; 139(?):104391. doi: 10.1016/j.fitote.2019.104391. [PMID: 31682871]
  • Qiaoling Wang, Ting Wang, Lei Zhu, Nana He, Chunyan Duan, Wanli Deng, Hongping Zhang, Xiaotian Zhang. Sophocarpine Inhibits Tumorgenesis of Colorectal Cancer via Downregulation of MEK/ERK/VEGF Pathway. Biological & pharmaceutical bulletin. 2019 Nov; 42(11):1830-1838. doi: 10.1248/bpb.b19-00353. [PMID: 31434836]
  • Ying Lu, Dan Xu, Jingyao Liu, Lina Gu. Protective effect of sophocarpine on lipopolysaccharide-induced acute lung injury in mice. International immunopharmacology. 2019 May; 70(?):180-186. doi: 10.1016/j.intimp.2019.02.020. [PMID: 30807931]
  • Yijie Huang, Xinhua Chen, Guohu Guo, Weihong Guo, Qinhai Ma, Jianming Yuan. Sophocarpine inhibits the growth of gastric cancer cells via autophagy and apoptosis. Frontiers in bioscience (Landmark edition). 2019 03; 24(4):616-627. doi: 10.2741/4740. [PMID: 30844702]
  • Ruiying Wang, Min Wang, Shan Wang, Ke Yang, Ping Zhou, Xueheng Xie, Qi Cheng, Jingxue Ye, Guibo Sun, Xiaobo Sun. An integrated characterization of contractile, electrophysiological, and structural cardiotoxicity of Sophora tonkinensis Gapnep. in human pluripotent stem cell-derived cardiomyocytes. Stem cell research & therapy. 2019 01; 10(1):20. doi: 10.1186/s13287-018-1126-4. [PMID: 30635051]
  • Xingan Cheng, Jingmin Ye, Huiqing He, Zhanmei Liu, Chunbao Charles Xu, Bo Wu, Xialing Xiong, Xugang Shu, Xuhong Jiang, Xiangjing Qin. Synthesis, characterization and in vitro biological evaluation of two matrine derivatives. Scientific reports. 2018 10; 8(1):15686. doi: 10.1038/s41598-018-33908-8. [PMID: 30356148]
  • Xiuzhen Li, Mengjun Wang, Hong Hong, Congjuan Luo, Zewei Liu, Ruiheng Yang. Sophocarpine attenuates murine lupus nephritis via inhibiting NLRP3 inflammasome and NF-κB activation. Immunologic research. 2018 08; 66(4):521-527. doi: 10.1007/s12026-018-9012-9. [PMID: 30047025]
  • Zhongwei Liu, Ying Lv, Yong Zhang, Fuqiang Liu, Ling Zhu, Shuo Pan, Chuan Qiu, Yan Guo, Tielin Yang, Junkui Wang. Matrine-Type Alkaloids Inhibit Advanced Glycation End Products Induced Reactive Oxygen Species-Mediated Apoptosis of Aortic Endothelial Cells In Vivo and In Vitro by Targeting MKK3 and p38MAPK Signaling. Journal of the American Heart Association. 2017 Dec; 6(12):. doi: 10.1161/jaha.117.007441. [PMID: 29197828]
  • Qiang Wang, Junnan Xu, Xiang Li, Dawei Zhang, Yong Han, Xu Zhang. Comprehensive two-dimensional PC-3 prostate cancer cell membrane chromatography for screening anti-tumor components from Radix Sophorae flavescentis. Journal of separation science. 2017 Jul; 40(13):2688-2693. doi: 10.1002/jssc.201700208. [PMID: 28432774]
  • Feng-Chun Zhao, Kai-Yang Wan, Xiao-Qian Liu, Qi-Wei Zhang, Hui-Min Gao, Zhi-Min Wang. [Rapid determination of the multi-marker ingredients in Heterosmilacis Japonicae Rhizoma and Sophorae Flavescentis Radix with near-infrared diffused reflection spectroscopy]. Guang pu xue yu guang pu fen xi = Guang pu. 2014 Oct; 34(10):2652-6. doi: . [PMID: 25739202]
  • Zhao-Guang Lu, Ming-Hui Li, Jun-Song Wang, Dan-Dan Wei, Qing-Wang Liu, Ling-Yi Kong. Developmental toxicity and neurotoxicity of two matrine-type alkaloids, matrine and sophocarpine, in zebrafish (Danio rerio) embryos/larvae. Reproductive toxicology (Elmsford, N.Y.). 2014 Aug; 47(?):33-41. doi: 10.1016/j.reprotox.2014.05.015. [PMID: 24911943]
  • Jing Chen, Shu-Mei Wang, Jiang Meng, Fei Sun, Sheng-Wang Liang. [Simultaneous quantitative analysis of five alkaloids in Sophora flavescens by multi-components assay by single marker]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2013 May; 38(9):1406-10. doi: ". [PMID: 23944078]
  • Chun-Yan Song, Jian Shi, Xin Zeng, Yi Zhang, Wei-Fen Xie, Yue-Xiang Chen. Sophocarpine alleviates hepatocyte steatosis through activating AMPK signaling pathway. Toxicology in vitro : an international journal published in association with BIBRA. 2013 Apr; 27(3):1065-71. doi: 10.1016/j.tiv.2013.01.020. [PMID: 23395669]
  • Noriko Funaya, Jun Haginaka. Matrine- and oxymatrine-imprinted monodisperse polymers prepared by precipitation polymerization and their applications for the selective extraction of matrine-type alkaloids from Sophora flavescens Aiton. Journal of chromatography. A. 2012 Jul; 1248(?):18-23. doi: 10.1016/j.chroma.2012.05.081. [PMID: 22695694]
  • Yonglin Gao, Wanglin Jiang, Chaohua Dong, Chunmei Li, Xuejun Fu, Li Min, Jingwei Tian, Haizhu Jin, Jingyu Shen. Anti-inflammatory effects of sophocarpine in LPS-induced RAW 264.7 cells via NF-κB and MAPKs signaling pathways. Toxicology in vitro : an international journal published in association with BIBRA. 2012 Feb; 26(1):1-6. doi: 10.1016/j.tiv.2011.09.019. [PMID: 21978812]
  • Chunmei Li, Yonglin Gao, Jingwei Tian, Jingyu Shen, Yanli Xing, Zhifeng Liu. Sophocarpine administration preserves myocardial function from ischemia-reperfusion in rats via NF-κB inactivation. Journal of ethnopharmacology. 2011 Jun; 135(3):620-5. doi: 10.1016/j.jep.2011.03.052. [PMID: 21459139]
  • Ze Lin, Chang-Fa Huang, Xiao-Shan Liu, Jikai Jiang. In vitro anti-tumour activities of quinolizidine alkaloids derived from Sophora flavescens Ait. Basic & clinical pharmacology & toxicology. 2011 May; 108(5):304-9. doi: 10.1111/j.1742-7843.2010.00653.x. [PMID: 21159130]
  • Chun-Yan Song, Xin Zeng, Si-Wen Chen, Ping-Fang Hu, Zhi-Wu Zheng, Bei-Fang Ning, Jian Shi, Wei-Fen Xie, Yue-Xiang Chen. Sophocarpine alleviates non-alcoholic steatohepatitis in rats. Journal of gastroenterology and hepatology. 2011 Apr; 26(4):765-74. doi: 10.1111/j.1440-1746.2010.06561.x. [PMID: 21054517]
  • Miao Yifeng, Wu Bin, Zhang Weiqiao, Qiu Yongming, Li Bing, Lu Xiaojie. Neuroprotective effect of sophocarpine against transient focal cerebral ischemia via down-regulation of the acid-sensing ion channel 1 in rats. Brain research. 2011 Mar; 1382(?):245-51. doi: 10.1016/j.brainres.2011.01.004. [PMID: 21232529]
  • Yonglin Gao, Guisheng Li, Chunmei Li, Xiaoyin Zhu, Min Li, Chaolin Fu, Bafang Li. Anti-nociceptive and anti-inflammatory activity of sophocarpine. Journal of ethnopharmacology. 2009 Sep; 125(2):324-9. doi: 10.1016/j.jep.2009.06.036. [PMID: 19607897]
  • Yuefan Zhang, Shaozhan Wang, Yuanyuan Li, Zhenyu Xiao, Zhenlin Hu, Junping Zhang. Sophocarpine and matrine inhibit the production of TNF-alpha and IL-6 in murine macrophages and prevent cachexia-related symptoms induced by colon26 adenocarcinoma in mice. International immunopharmacology. 2008 Dec; 8(13-14):1767-72. doi: 10.1016/j.intimp.2008.08.008. [PMID: 18775799]
  • Xue-Ling Zhao, Zhi-Ping Qi, Cheng Fang, Ming-Hong Chen, Yan-Jie Lv, Bao-Xin Li, Bao-Feng Yang. HERG K+ channel blockade by the novel antiviral drug sophocarpine. Biological & pharmaceutical bulletin. 2008 Apr; 31(4):627-32. doi: 10.1248/bpb.31.627. [PMID: 18379053]
  • Zhi-Ping Qi, Shan-Shan Shi, Xue-Ling Zhao, Wen-Xiao Zhao, Yun-Long Bai, Yan-Jie Lü, Bao-Xin Li, Bao-Feng Yang. [Effect of sophocarpine on HERG K+ channels]. Yao xue xue bao = Acta pharmaceutica Sinica. 2008 Jan; 43(1):44-9. doi: NULL. [PMID: 18357730]
  • Cheng Peng, Jin-Hong Hu, Quan-Gang Zhu, Ji-Yong Liu, Zhuo Qin, Jing Wang. [Studies on cutaneous permeation in vitro of Kushen recipe gel]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Sep; 32(18):1870-4. doi: ". [PMID: 18051892]
  • Su-Jun Wang, Min Yang, Xiao-Tian Li, Guang-Ji Wang. Simultaneous quantification of oxysophocarpine and its active metabolite sophocarpine in rat plasma by liquid chromatography/mass spectrometry for a pharmacokinetic study. Biomedical chromatography : BMC. 2007 Jul; 21(7):768-74. doi: 10.1002/bmc.820. [PMID: 17428011]
  • Yongjiang Wu, Qing Shao, Zhaoqian Zhen, Yiyu Cheng. Determination of quinolizidine alkaloids in Sophora flavescens and its preparation using capillary electrophoresis. Biomedical chromatography : BMC. 2006 May; 20(5):446-50. doi: 10.1002/bmc.581. [PMID: 16167304]
  • Bin Liu, Ren-Bing Shi. [Constituents in the alkaloid fraction of Kushen decoction]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2006 Apr; 31(7):557-60. doi: . [PMID: 16780157]
  • Yong-Jiang Wu, Jian-Jun Chen, Yi-Yu Cheng. A sensitive and specific HPLC-MS method for the determination of sophoridine, sophocarpine and matrine in rabbit plasma. Analytical and bioanalytical chemistry. 2005 Aug; 382(7):1595-600. doi: 10.1007/s00216-005-3316-z. [PMID: 15997382]
  • Bin Guo, Chuan Li, Zhongping Deng, Shuxia Chen, Zhouhua Ji, Junwei Zhang, Meifang Chen, Fang Xu. A new method for measurement of (-)-sophocarpine, a candidate therapeutic for viral myocarditis, in plasma: application to a toxicokinetic study in beagle dogs. Rapid communications in mass spectrometry : RCM. 2005; 19(19):2840-8. doi: 10.1002/rcm.2132. [PMID: 16155974]
  • Ren-ling Ma, Hong-hua Zhou, Xi-shui Yu, Long-sheng Sheng. [Study on the fingerprints of the alkaloids in Sophora flavescens]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2003 Sep; 28(9):817-9. doi: ". [PMID: 15015371]
  • Hamida B Qavi, Philip R Wyde, Mushtaq A Khan. In vitro Inhibition of HHV-6 replication by sophocarpines. Phytotherapy research : PTR. 2002 Mar; 16(2):154-6. doi: 10.1002/ptr.949. [PMID: 11933118]
  • X Xu, J Jiang. [Progress in the study of antineoplastic activity of suphora flarescens ait and its alkaloids]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine. 1998 May; 18(5):314-6. doi: ". [PMID: 11477932]
  • Y Yan, X Wang, J Li, Q Lao, X Ji. [Alkaloids in the flowers of Sophora viciifolia Hance]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1996 Apr; 21(4):232-3, 256. doi: ". [PMID: 9208555]
  • X Wang, J Li, L Wei, S Omiya. [Alkaloid constituents in the seeds of Sophora viciifolia Hance]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1995 Mar; 20(3):168-9, 192. doi: ". [PMID: 7646780]
  • X D Liu, S K Huang, H N Yuan. [Determination of sophoramine and sophocarpine in rabbit plasma by capillary column gas chromatography and their pharmacokinetics]. Zhongguo yao li xue bao = Acta pharmacologica Sinica. 1987 Sep; 8(5):474-7. doi: . [PMID: 3450185]
  • Y L Wang, Y K Ba. Electrophysiologic observation of the effects of Matrine Co against arrhythmia induced by Chinese cobra venom on isolated rat sinus node and papillary muscles. Journal of traditional Chinese medicine = Chung i tsa chih ying wen pan. 1987 Mar; 7(1):35-40. doi: ". [PMID: 3613639]
  • J F Cui, G D Zhang, M Z Wang. [HPLC and TLC-densitometry determination of alkaloidal constituents in Sophora flavescens and Sophora lopecuroides]. Yao xue xue bao = Acta pharmaceutica Sinica. 1985 Jan; 20(1):59-66. doi: ". [PMID: 4024951]