Corydaline (BioDeep_00000230068)

 

Secondary id: BioDeep_00000003115

natural product PANOMIX_OTCML-2023


代谢物信息卡片


6H-Dibenzo(a,g)quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-13-methyl-, (13S-trans)- (9CI)

化学式: C22H27NO4 (369.19399820000007)
中文名称: 延胡索甲素, 延胡索碱甲, 紫堇碱, 延胡索碱甲
谱图信息: 最多检出来源 Viridiplantae(plant) 0.19%

分子结构信息

SMILES: CC1C2C3=CC(=C(C=C3CCN2CC4=C1C=CC(=C4OC)OC)OC)OC
InChI: InChI=1S/C22H27NO4/c1-13-15-6-7-18(24-2)22(27-5)17(15)12-23-9-8-14-10-19(25-3)20(26-4)11-16(14)21(13)23/h6-7,10-11,13,21H,8-9,12H2,1-5H3/t13-,21+/m0/s1

描述信息

Corydaline is an isoquinoline alkaloid and a member of isoquinolines.
Corydaline is a natural product found in Corydalis remota, Corydalis saxicola, and other organisms with data available.
D004791 - Enzyme Inhibitors
Corydaline ((+)-Corydaline), an isoquinoline alkaloid isolated from Corydalis yanhusuo, is an AChE inhibitor with an IC50 of 226 μM. Corydaline is a μ-opioid receptor (Ki of 1.23 μM) agonist and inhibits enterovirus 71 (EV71) replication (IC50 of 25.23 μM). Corydaline has anti-angiogenic, anti-allergic and gastric-emptying and antinociceptive activities[1][2][3].
Corydaline ((+)-Corydaline), an isoquinoline alkaloid isolated from Corydalis yanhusuo, is an AChE inhibitor with an IC50 of 226 μM. Corydaline is a μ-opioid receptor (Ki of 1.23 μM) agonist and inhibits enterovirus 71 (EV71) replication (IC50 of 25.23 μM). Corydaline has anti-angiogenic, anti-allergic and gastric-emptying and antinociceptive activities[1][2][3].
Corydaline ((+)-Corydaline), an isoquinoline alkaloid isolated from Corydalis yanhusuo, is an AChE inhibitor with an IC50 of 226 μM. Corydaline is a μ-opioid receptor (Ki of 1.23 μM) agonist and inhibits enterovirus 71 (EV71) replication (IC50 of 25.23 μM). Corydaline has anti-angiogenic, anti-allergic and gastric-emptying and antinociceptive activities[1][2][3].

同义名列表

45 个代谢物同义名

6H-Dibenzo(a,g)quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-13-methyl-, (13R,13aS)-rel-; (13S,13aR)-2,3,9,10-tetramethoxy-13-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline; 6H-Dibenzo(a,g)quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-13-methyl-, trans-(+/-)-; 6H-Dibenzo(a,g)quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-13-methyl-, (13S-trans)-; (13S,13aR)-2,3,9,10-tetramethoxy-13-methyl-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline; 6H-DIBENZO(A,G)QUINOLIZINE, 5,8,13,13A-TETRAHYDRO-2,3,9,10-TETRAMETHOXY-13-METHYL-, (13S,13AR)-; (13SR,13Ars)-5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-13-methyl-6H-dibenzo(a,g)-quinolizine; (13S,13AR)-5,8,13,13A-TETRAHYDRO-2,3,9,10-TETRAMETHOXY-13-METHYL-6H-DIBENZO(A,G)-QUINOLIZINE; 6H-Dibenzo(a,g)quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-13-methyl-, (13S-E)-; 13a-beta-Berbine, 2,3,9,10-tetramethoxy-13-alpha-methyl-; BERBINE, 2,3,9,10-TETRAMETHOXY-13.BETA.-METHYL-, (+/-)-; 13abeta-Berbine, 2,3,9,10-tetramethoxy-13alpha-methyl-; Berbine, 2,3,9,10-tetramethoxy-13beta-methyl-, (+/-)-; 2,3,9,10-tetramethoxy-13beta-methyl-13abeta-berbine; 2,3,9,10-Tetramethoxy-13a-methyl-13ab-berbine; 5-21-06-00173 (Beilstein Handbook Reference); Berbine, 2,3,9,10-tetramethoxy-13-methyl-; 2,3,9,10-Tetramethoxy-13-methylberbine; 7,8,13,13.ALPHA.-TETRAHYDROCORYDALINE; (+)-Corydaline;Corydalin; Corydaline DL-form [MI]; Corydaline, (+/-)-; (+/-)-Corydaline; CORYDALINE [MI]; UNII-08N392L8VX; UNII-6MUC9717YK; (+)-Corydaline; MEGxp0_000624; ACon1_000349; ACon0_001192; d-Corydaline; Corydalis A; 6MUC9717YK; 08N392L8VX; Corydaline; Corydalin; 6H-Dibenzo(a,g)quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-13-methyl-, (13S-trans)- (9CI); (13S,13aR)-2,3,9,10-tetramethoxy-13-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[3,2-a]isoquinoline; 13a-beta-Berbine, 2,3,9,10-tetramethoxy-13-alpha-methyl- (8CI); 13abeta-Berbine, 2,3,9,10-tetramethoxy-13alpha-methyl- (8CI); CHEBI:14027; BRN 0096972; NSC 406036; 518-69-4; C15530



数据库引用编号

27 个数据库交叉引用编号

分类词条

相关代谢途径

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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)

16 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

  • Kaikai Zhou, Shasha Xu. Corydaline alleviates Parkinson's disease by regulating autophagy and GSK-3β phosphorylation. Psychopharmacology. 2024 Jan; ?(?):. doi: 10.1007/s00213-024-06536-6. [PMID: 38289512]
  • Teresa Kaserer, Theresa Steinacher, Roman Kainhofer, Filippo Erli, Sonja Sturm, Birgit Waltenberger, Daniela Schuster, Mariana Spetea. Identification and characterization of plant-derived alkaloids, corydine and corydaline, as novel mu opioid receptor agonists. Scientific reports. 2020 08; 10(1):13804. doi: 10.1038/s41598-020-70493-1. [PMID: 32796875]
  • Zhong-Min Zhao, Xiao-Fei Shang, Raymond Kobla Lawoe, Ying-Qian Liu, Rui Zhou, Yu Sun, Yin-Fang Yan, Jun-Cai Li, Guan-Zhou Yang, Cheng-Jie Yang. Anti-phytopathogenic activity and the possible mechanisms of action of isoquinoline alkaloid sanguinarine. Pesticide biochemistry and physiology. 2019 Sep; 159(?):51-58. doi: 10.1016/j.pestbp.2019.05.015. [PMID: 31400784]
  • Liwei Chai, Paul Owusu Donkor, Kun Wang, Yingjie Sun, Mahmood Brobbey Oppong, Kai Wang, Liqin Ding, Feng Qiu. Metabolic profiles of corydaline in rats by ultra-performance liquid chromatography coupled to quadrupole time-of-flight mass spectrometry. Xenobiotica; the fate of foreign compounds in biological systems. 2019 Jan; 49(1):80-89. doi: 10.1080/00498254.2017.1416207. [PMID: 29235899]
  • Lvhuan Wang, Yumei Zhao, Yanyan Zhang, Tingting Zhang, Jeroen Kool, Govert W Somsen, Qiqin Wang, Zhengjin Jiang. Online screening of acetylcholinesterase inhibitors in natural products using monolith-based immobilized capillary enzyme reactors combined with liquid chromatography-mass spectrometry. Journal of chromatography. A. 2018 Aug; 1563(?):135-143. doi: 10.1016/j.chroma.2018.05.069. [PMID: 29866504]
  • Hongbing Zhang, Xin Wu, Jun Xu, Suxiao Gong, Yanqi Han, Tiejun Zhang, Changxiao Liu. The comparative pharmacokinetic study of Yuanhu Zhitong prescription based on five quality-markers. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2018 May; 44(?):148-154. doi: 10.1016/j.phymed.2018.02.005. [PMID: 29523382]
  • Ke Li, Junfang Li, Jin Su, Xuefeng Xiao, Xiujuan Peng, Feng Liu, Defeng Li, Yi Zhang, Tao Chong, Haiyu Xu, Changxiao Liu, Hongjun Yang. Identification of quality markers of Yuanhu Zhitong tablets based on integrative pharmacology and data mining. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2018 May; 44(?):212-219. doi: 10.1016/j.phymed.2018.03.002. [PMID: 29551644]
  • Jae Woo Han, Sang Hee Shim, Kyoung Soo Jang, Yong Ho Choi, Hun Kim, Gyung Ja Choi. In Vivo Disease Control Efficacy of Isoquinoline Alkaloids Isolated from Corydalis ternata against Wheat Leaf Rust and Pepper Anthracnose. Journal of microbiology and biotechnology. 2018 Feb; 28(2):262-266. doi: 10.4014/jmb.1707.07009. [PMID: 29141127]
  • 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]
  • Ji Won Jung, Mi Ran Choi, Yong Sam Kwon, Jin Seok Jeong, Miwon Son, Hee Eun Kang. Gender differences in corydaline pharmacokinetics in rats. Xenobiotica; the fate of foreign compounds in biological systems. 2015 May; 45(5):456-63. doi: 10.3109/00498254.2014.988772. [PMID: 25430796]
  • Ji Won Jung, Ju Myung Kim, Jin Seok Jeong, Miwon Son, Hye Suk Lee, Myung Gull Lee, Hee Eun Kang. Pharmacokinetics of chlorogenic acid and corydaline in DA-9701, a new botanical gastroprokinetic agent, in rats. Xenobiotica; the fate of foreign compounds in biological systems. 2014 Jul; 44(7):635-43. doi: 10.3109/00498254.2013.874610. [PMID: 24417753]
  • Hsin-Chieh Tang, Calvin Yu-Chian Chen. Drug design of cyclin-dependent kinase 2 inhibitor for melanoma from traditional Chinese medicine. BioMed research international. 2014; 2014(?):798742. doi: 10.1155/2014/798742. [PMID: 25045703]
  • Jianfeng Wang, Lishuang Liang, Qiongyu Zhang, Xingang Li, Zhijian Fu. Preclinical pharmacokinetics, tissue distribution and excretion studies of a potential analgesics - corydaline using an ultra performance liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2013 Dec; 942-943(?):70-6. doi: 10.1016/j.jchromb.2013.10.018. [PMID: 24216274]
  • Arpád Könczöl, Judit Müller, Emília Földes, Zoltán Béni, Krisztina Végh, Agnes Kéry, György T Balogh. Applicability of a blood-brain barrier specific artificial membrane permeability assay at the early stage of natural product-based CNS drug discovery. Journal of natural products. 2013 Apr; 76(4):655-63. doi: 10.1021/np300882f. [PMID: 23565574]
  • Yang-Zi Liu, Xin-Bao Yang, Xiu-Wei Yang, Chun-Mei Yao, Li Ran, Shuai Wu, Wei Xu, Jian-Xun Liu. [Biotransformation by human intestinal flora and absorption-transportation characteristic in a model of Caco-2 cell monolayer of d-corydaline and tetrahydropalmatine]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2013 Jan; 38(1):112-8. doi: . [PMID: 23596886]
  • Shuping Wang, Lei Liu, Lingling Wang, Peng Jiang, Li Xiang, Weidong Zhang, Runhui Liu. Development and validation of liquid chromatography-tandem mass spectrometry method for simultaneous determination of four tertiary alkaloids in rat plasma and its application to a pharmacokinetic study. Journal of pharmaceutical and biomedical analysis. 2013 Jan; 72(?):80-8. doi: 10.1016/j.jpba.2012.09.001. [PMID: 23146230]
  • Ping Zhang, Feng-Qin Xu, Xiao-Chang Ma. [Progress for treating tachyarrhythmia by corydaline]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine. 2012 May; 32(5):713-6. doi: ". [PMID: 22679741]
  • Ziming Lu, Wuxing Sun, Xuhong Duan, Zhiyun Yang, Yadong Liu, Pengfei Tu. [Chemical constituents from Corydalis yanhusuo]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2012 Jan; 37(2):235-7. doi: . [PMID: 22737858]
  • Yingchun Zhang, Haiyu Xu, Xiaomeng Chen, Chang Chen, Haijun Wang, Fanyun Meng, Hongjun Yang, Luqi Huang. Simultaneous quantification of 17 constituents from Yuanhu Zhitong tablet using rapid resolution liquid chromatography coupled with a triple quadrupole electrospray tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2011 Nov; 56(3):497-504. doi: 10.1016/j.jpba.2011.06.008. [PMID: 21733652]
  • Robert Nawrot, Maria Wolun-Cholewa, Wojciech Bialas, Danuta Wyrzykowska, Stanislaw Balcerkiewicz, Anna Gozdzicka-Jozefiak. Cytotoxic activity of proteins isolated from extracts of Corydalis cava tubers in human cervical carcinoma HeLa cells. BMC complementary and alternative medicine. 2010 Dec; 10(?):78. doi: 10.1186/1472-6882-10-78. [PMID: 21167042]
  • Chen Wang, Shuowen Wang, Guorong Fan, Hanfa Zou. Screening of antinociceptive components in Corydalis yanhusuo W.T. Wang by comprehensive two-dimensional liquid chromatography/tandem mass spectrometry. Analytical and bioanalytical chemistry. 2010 Mar; 396(5):1731-40. doi: 10.1007/s00216-009-3409-1. [PMID: 20101504]
  • Tae Ho Lee, Miwon Son, Sun Yeou Kim. Effects of corydaline from Corydalis tuber on gastric motor function in an animal model. Biological & pharmaceutical bulletin. 2010; 33(6):958-62. doi: 10.1248/bpb.33.958. [PMID: 20522959]
  • Zhong-Ze Ma, Wei Xu, Niels H Jensen, Bryan L Roth, Lee-Yuan Liu-Chen, David Y W Lee. Isoquinoline alkaloids isolated from Corydalis yanhusuo and their binding affinities at the dopamine D1 receptor. Molecules (Basel, Switzerland). 2008 Sep; 13(9):2303-12. doi: 10.3390/molecules13092303. [PMID: 18830156]
  • Strahil Berkov, Jaume Bastida, Milena Nikolova, Francesc Viladomat, Carles Codina. Rapid TLC/GC-MS identification of acetylcholinesterase inhibitors in alkaloid extracts. Phytochemical analysis : PCA. 2008 Sep; 19(5):411-9. doi: 10.1002/pca.1066. [PMID: 18446766]
  • Anne Adsersen, Anne Kjølbye, Ole Dall, Anna K Jäger. Acetylcholinesterase and butyrylcholinesterase inhibitory compounds from Corydalis cava Schweigg. & Kort. Journal of ethnopharmacology. 2007 Aug; 113(1):179-82. doi: 10.1016/j.jep.2007.05.006. [PMID: 17574358]
  • Shin-Ya Saito, Masashi Tanaka, Kimihiro Matsunaga, Yushan Li, Yasushi Ohizumi. The combination of rat mast cell and rabbit aortic smooth muscle is the simple bioassay for the screening of anti-allergic ingredient from methanolic extract of Corydalis tuber. Biological & pharmaceutical bulletin. 2004 Aug; 27(8):1270-4. doi: 10.1248/bpb.27.1270. [PMID: 15305035]
  • Christiane Halbsguth, Oliver Meissner, Hanns Häberlein. Positive cooperation of protoberberine type 2 alkaloids from Corydalis cava on the GABA(A) binding site. Planta medica. 2003 Apr; 69(4):305-9. doi: 10.1055/s-2003-38869. [PMID: 12709895]
  • Y L Lee, A P Sagare, C Y Lee, H T Feng, Y C Ko, J F Shaw, H S Tsay. Formation of protoberberine-type alkaloids by the tubers of somatic embryo-derived plants of Corydalis yanhusuo. Planta medica. 2001 Dec; 67(9):839-42. doi: 10.1055/s-2001-18853. [PMID: 11745021]