Corynoline (BioDeep_00000230055)

   

PANOMIX_OTCML-2023


代谢物信息卡片


(1R,12S,13R)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol

化学式: C21H21NO5 (367.14196560000005)
中文名称: 紫堇醇灵碱, 紫堇灵, 紫蓳灵
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 17.07%

分子结构信息

SMILES: CC12C(CC3=CC4=C(C=C3C1N(CC5=C2C=CC6=C5OCO6)C)OCO4)O
InChI: InChI=1S/C21H21NO5/c1-21-14-3-4-15-19(27-10-24-15)13(14)8-22(2)20(21)12-7-17-16(25-9-26-17)5-11(12)6-18(21)23/h3-5,7,18,20,23H,6,8-10H2,1-2H3/t18-,20+,21-/m0/s1

描述信息

Corynoline is a benzophenanthridine alkaloid that is chelidonine substituted by a methyl group at position 13. Isolated from the aerial parts of Corydalis incisa, it acts as an acetylcholinesterase inhibitor and also exhibits antineoplastic and hepatoprotective activity. It has a role as a metabolite, an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an antineoplastic agent and a hepatoprotective agent. It is a member of isoquinolines, an organic heterohexacyclic compound, a secondary alcohol, a cyclic acetal and a benzophenanthridine alkaloid. It is functionally related to a chelidonine.
Corynoline is a natural product found in Corydalis bungeana, Corydalis remota, and other organisms with data available.
A benzophenanthridine alkaloid that is chelidonine substituted by a methyl group at position 13. Isolated from the aerial parts of Corydalis incisa, it acts as an acetylcholinesterase inhibitor and also exhibits antineoplastic and hepatoprotective activity.
Corynoline is a reversible and noncompetitive acetylcholinesterase (AChE) inhibitor with an IC50 of 30.6 μM[1]. Corynoline exhibits anti-inflammatory activity by activating Nrf2[2].
Corynoline is a reversible and noncompetitive acetylcholinesterase (AChE) inhibitor with an IC50 of 30.6 μM[1]. Corynoline exhibits anti-inflammatory activity by activating Nrf2[2].

同义名列表

15 个代谢物同义名

(1R,12S,13R)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol; 13,24-Dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol; [1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridin-6-ol, 5b,6,7,12b,13,14-hexahydro-5b,13-dimethyl-, (5bR,6S,12bR)-; (5BR,6S,12BR)-5B,6,7,12B,13,14-HEXAHYDRO-5B,13-DIMETHYL(1,3)BENZODIOXOLO(5,6-C)-1,3-DIOXOLO(4,5-I)PHENANTHRIDIN-6-OL; (5bR,6S,12bR)-5b,13-dimethyl-5b,6,7,12b,13,14-hexahydro[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-i]phenanthridin-6-ol; ( inverted exclamation markA)-Corynoline; (invertedexclamationmarkA)-Corynoline; Corynoline, >=98\\% (HPLC); (11S,13R,14R)-corynoline; Chelidonine, 13-methyl-; 13-methylchelidonine; UNII-ZQ9W3JU6N3; (+)-Corynoline; ZQ9W3JU6N3; Corynoline



数据库引用编号

12 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)

3 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

  • Chen Jin, Xian-Bin Yu, Jiayi Yang, Zhen Lin, Run-Xun Ma, Bing-Hao Lin, Hao-Jie Zhang, Zi-Han Dai, Kaikai Xue, Cheng-Long Xie, Wenhao Zheng, Yongzeng Feng, Jian Xiao, Lei Yang. Corynoline Suppresses Osteoclastogenesis and Attenuates ROS Activities by Regulating NF-κB/MAPKs and Nrf2 Signaling Pathways. Journal of agricultural and food chemistry. 2024 Apr; 72(14):8149-8166. doi: 10.1021/acs.jafc.3c07088. [PMID: 38551844]
  • Haihua Zhang, Wuying Lang, Sufen Li, Chao Xu, Xiumin Wang, Yunyu Li, Zhiqiang Zhang, Tonglei Wu, Minshan Feng. Corynoline ameliorates dextran sulfate sodium-induced colitis in mice by modulating Nrf2/NF-κB pathway. Immunopharmacology and immunotoxicology. 2023 Feb; 45(1):26-34. doi: 10.1080/08923973.2022.2112218. [PMID: 35980837]
  • Feng Lei, Zhou Yan. Antinociceptive and Anti-inflammatory Effect of Corynoline in Different Nociceptive and Inflammatory Experimental Models. Applied biochemistry and biotechnology. 2022 Oct; 194(10):4783-4799. doi: 10.1007/s12010-022-03843-6. [PMID: 35247154]
  • Ziqi Yan, Qiong Shi, Xumei Liu, Jinhua Li, Vidhula Ahire, Shenqiu Zhang, Jing Zhang, Dun Yang, Thaddeus D Allen. The phytochemical, corynoline, diminishes Aurora kinase B activity to induce mitotic defect and polyploidy. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2022 Mar; 147(?):112645. doi: 10.1016/j.biopha.2022.112645. [PMID: 35051862]
  • Chunyang Yi, Xiaolong Li, Si Chen, Mingyao Liu, Weiqiang Lu, Xiyun Ye. Natural product corynoline suppresses melanoma cell growth through inducing oxidative stress. Phytotherapy research : PTR. 2020 Oct; 34(10):2766-2777. doi: 10.1002/ptr.6719. [PMID: 32430958]
  • Chang Gao, Yue Du, Xin Wang, Huikun Cao, Bin Lin, Youping Liu, Xin Di. Hexahydrobenzophenanthridine alkaloids from Corydalis bungeana Turcz. and their anti-inflammatory activity. Bioorganic & medicinal chemistry letters. 2018 07; 28(13):2265-2269. doi: 10.1016/j.bmcl.2018.05.039. [PMID: 29853329]
  • Chunjuan Yang, Chengyue Zhang, Zhibin Wang, Zhenqiu Tang, Haixue Kuang, Ah-Ng Tony Kong. Corynoline Isolated from Corydalis bungeana Turcz. Exhibits Anti-Inflammatory Effects via Modulation of Nfr2 and MAPKs. Molecules (Basel, Switzerland). 2016 Jul; 21(8):. doi: 10.3390/molecules21080975. [PMID: 27472313]
  • Ruijuan Liu, Lu Zheng, Minlu Cheng, Yao Wu, Pan Gu, Yujie Liu, Pengcheng Ma, Li Ding. Simultaneous determination of corynoline and acetylcorynoline in human urine by LC-MS/MS and its application to a urinary excretion study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2016 Mar; 1014(?):83-9. doi: 10.1016/j.jchromb.2016.01.046. [PMID: 26882127]
  • Ruijuan Liu, Pan Gu, Lei Wang, Minlu Cheng, Yao Wu, Lu Zheng, Yujie Liu, Li Ding. Study on the pharmacokinetic profiles of corynoline and its potential interaction in traditional Chinese medicine formula Shuanghua Baihe tablets in rats by LC-MS/MS. Journal of pharmaceutical and biomedical analysis. 2016 Jan; 117(?):247-54. doi: 10.1016/j.jpba.2015.09.009. [PMID: 26386954]
  • Zi-Bo Dong, Yong-Hong Zhang, Bing-Jie Zhao, Chao Li, Gang Tian, Ben Niu, Hong Qi, Liang Feng, Jian-Guo Shao. Screening for anti-inflammatory components from Corydalis bungeana Turcz. based on macrophage binding combined with HPLC. BMC complementary and alternative medicine. 2015 Oct; 15(?):363. doi: 10.1186/s12906-015-0907-x. [PMID: 26471417]
  • Xu Mao, Ying Peng, Jiang Zheng. In Vitro and In Vivo Characterization of Reactive Intermediates of Corynoline. Drug metabolism and disposition: the biological fate of chemicals. 2015 Oct; 43(10):1491-8. doi: 10.1124/dmd.115.065813. [PMID: 26261285]