(S)-Isocorydine (BioDeep_00000000006)

 

Secondary id: BioDeep_00000860585

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


(9S)-4,15,16-trimethoxy-10-methyl-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(17),2,4,6,13,15-hexaen-3-ol

化学式: C20H23NO4 (341.16269980000004)
中文名称: 异紫堇定碱, 异紫堇定碱
谱图信息: 最多检出来源 Viridiplantae(otcml) 2.75%

分子结构信息

SMILES: CN1CCC2=CC(=C(C3=C2C1CC4=C3C(=C(C=C4)OC)O)OC)OC
InChI: InChI=1S/C20H23NO4/c1-21-8-7-12-10-15(24-3)20(25-4)18-16(12)13(21)9-11-5-6-14(23-2)19(22)17(11)18/h5-6,10,13,22H,7-9H2,1-4H3/t13-/m0/s1

描述信息

Isocorydine is an aporphine alkaloid.
Isocorydine is a natural product found in Sarcocapnos saetabensis, Thalictrum delavayi, and other organisms with data available.
(S)-Isocorydine is found in cherimoya. (S)-Isocorydine is an alkaloid from Peumus boldus (boldo). (S)-Isocorydine belongs to the family of Aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system.
See also: Peumus boldus leaf (part of).
(S)-Isocorydine is found in cherimoya. (S)-Isocorydine is an alkaloid from Peumus boldus (boldo
Alkaloid from Peumus boldus (boldo). (S)-Isocorydine is found in cherimoya and poppy.
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2324
Isocorydine is isolated from Dicranostigma leptopodum (Maxim.) Fedde (DLF). Isocorydine combines with Doxorubicin (DOX) has a promising potential to eradicate hepatocellular carcinoma (HCC)[1].
Isocorydine is isolated from Dicranostigma leptopodum (Maxim.) Fedde (DLF). Isocorydine combines with Doxorubicin (DOX) has a promising potential to eradicate hepatocellular carcinoma (HCC)[1].

同义名列表

62 个代谢物同义名

(9S)-4,15,16-trimethoxy-10-methyl-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(17),2,4,6,13,15-hexaen-3-ol; (9S)-4,15,16-trimethoxy-10-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaen-3-ol; (6aS)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol hydrochloride; 4H-DIBENZO(DE,G)QUINOLIN-11-OL, 5,6,6A,7-TETRAHYDRO-1,2,10-TRIMETHOXY-6-METHYL-, (6AS)-; 4H-Dibenzo[de,g]quinolin-11-ol,5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (6aS)-; 4H-Dibenzo(de,g)quinolin-11-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (S)-; 4H-Dibenzo(de,g)quinolin-11-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (+-); (6aS)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol; (S)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol; 6A-.ALPHA.-APORPHIN-11-OL, 1,2,10-TRIMETHOXY-; 5-21-06-00132 (Beilstein Handbook Reference); 6a-alpha-APORPHIN-11-OL, 1,2,10-TRIMETHOXY-; 6aalpha-Aporphin-11-ol, 1,2,10-trimethoxy-; 1,2,10-Trimethoxy-6a-alpha-Aporphin-11-ol; isocorydine hydrochloride, (S)-isomer; Aporphin-11-ol, 1,2,10-trimethoxy-; Lindcarpine, N,O-dimethyl-; Isocorydine hydrochloride; isocorydine, (R)-isomer; isocorydine, (S)-isomer; Luteanine (aporphine); (+)-(S)-Isocorydine; (S)-(+)-Isocorydine; ISOCORYDINE, (+)-; (+)-isocorynoline; S-(+)-Isocorydine; Prestwick3_000597; Prestwick2_000597; L-(+)-Isocorydine; Prestwick1_000597; Prestwick0_000597; S-ISOCORYDINE (+); ISOCORYDINE [MI]; Spectrum3_000717; Spectrum2_000566; Spectrum5_000378; S-Isocorydine(+); Spectrum4_001699; Isocorydine (+); Luteanine (VAN); (+)-Isocorydine; (S)-isocorydine; UNII-3B5E87JEOX; (+)-Isocorydin; BPBio1_000522; d-Isocorydine; DivK1c_006613; S-Artabotrine; KBio2_006823; KBio2_001687; KBio2_004255; KBio1_001557; iso-Corydine; KBio3_001753; Isocorydine; S-Luteanine; Artabotrine; Artabotrin; 3B5E87JEOX; Uzokoridin; Luteanin; Luteanine



数据库引用编号

40 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。

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INOH(0)

PlantCyc(0)

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239 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

  • Adam Yasgar, Danielle Bougie, Richard T Eastman, Ruili Huang, Misha Itkin, Jennifer Kouznetsova, Caitlin Lynch, Crystal McKnight, Mitch Miller, Deborah K Ngan, Tyler Peryea, Pranav Shah, Paul Shinn, Menghang Xia, Xin Xu, Alexey V Zakharov, Anton Simeonov. Quantitative Bioactivity Signatures of Dietary Supplements and Natural Products. ACS pharmacology & translational science. 2023 May; 6(5):683-701. doi: 10.1021/acsptsci.2c00194. [PMID: 37200814]
  • Gonzalo Fuentes-Barros, Sebastián Castro-Saavedra, Leonel Liberona, Williams Acevedo-Fuentes, Cristian Tirapegui, César Mattar, Bruce K Cassels. Variation of the alkaloid content of Peumus boldus (boldo). Fitoterapia. 2018 Jun; 127(?):179-185. doi: 10.1016/j.fitote.2018.02.020. [PMID: 29454020]
  • Qian Yan, Ruxia Li, Aiyi Xin, Yin Han, Yanxia Zhang, Junxi Liu, Wenguang Li, Duolong Di. Design, synthesis, and anticancer properties of isocorydine derivatives. Bioorganic & medicinal chemistry. 2017 12; 25(24):6542-6553. doi: 10.1016/j.bmc.2017.10.027. [PMID: 29103873]
  • Qian Yan, Ru-Xia Li, Ai-Yi Xin, Jun-Xi Liu, Wen-Guang Li, Duo-Long Di. [Research on anticancer activity of isocorydine and its derivatives]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2017 Aug; 42(16):3152-3158. doi: 10.19540/j.cnki.cjcmm.20170512.008. [PMID: 29171235]
  • Ali Bakiri, Jane Hubert, Romain Reynaud, Sylvie Lanthony, Dominique Harakat, Jean-Hugues Renault, Jean-Marc Nuzillard. Computer-Aided 13C NMR Chemical Profiling of Crude Natural Extracts without Fractionation. Journal of natural products. 2017 05; 80(5):1387-1396. doi: 10.1021/acs.jnatprod.6b01063. [PMID: 28414230]
  • Chhavarath Dary, Sok-Siya Bun, Gaëtan Herbette, Fathi Mabrouki, Hot Bun, Sothea Kim, Florian Jabbour, Sovanmoly Hul, Béatrice Baghdikian, Evelyne Ollivier. Chemical profiling of the tuber of Stephania cambodica Gagnep. (Menispermaceae) and analytical control by UHPLC-DAD. Natural product research. 2017 Apr; 31(7):802-809. doi: 10.1080/14786419.2016.1247077. [PMID: 27976592]
  • Hui Wang, Xin Cheng, Shujun Kong, Zixian Yang, Hongmei Wang, Qiuyan Huang, Jingyu Li, Cheng Chen, Yunshu Ma. Synthesis and Structure-Activity Relationships of a Series of Aporphine Derivatives with Antiarrhythmic Activities and Acute Toxicity. Molecules (Basel, Switzerland). 2016 Nov; 21(12):. doi: 10.3390/molecules21121555. [PMID: 27916812]
  • Lijuan Chen, Hua Tian, Meng Li, Chao Ge, Fangyu Zhao, Lixing Zhang, Hong Li, Junxi Liu, Tingpu Wang, Ming Yao, Jinjun Li. Derivate isocorydine inhibits cell proliferation in hepatocellular carcinoma cell lines by inducing G2/M cell cycle arrest and apoptosis. Tumour biology : the journal of the International Society for Oncodevelopmental Biology and Medicine. 2016 May; 37(5):5951-61. doi: 10.1007/s13277-015-4362-6. [PMID: 26596832]
  • Azeana Zahari, Abdulwali Ablat, Noridayu Omer, Mohd Azlan Nafiah, Yasodha Sivasothy, Jamaludin Mohamad, Mohammad Niyaz Khan, Khalijah Awang. Ultraviolet-visible study on acid-base equilibria of aporphine alkaloids with antiplasmodial and antioxidant activities from Alseodaphne corneri and Dehaasia longipedicellata. Scientific reports. 2016 Feb; 6(?):21517. doi: 10.1038/srep21517. [PMID: 26898753]
  • Meng Li, Lixing Zhang, Chao Ge, Lijuan Chen, Tao Fang, Hong Li, Hua Tian, Junxi Liu, Taoyang Chen, Guoping Jiang, Haiyang Xie, Ying Cui, Ming Yao, Jinjun Li. An isocorydine derivative (d-ICD) inhibits drug resistance by downregulating IGF2BP3 expression in hepatocellular carcinoma. Oncotarget. 2015 Sep; 6(28):25149-60. doi: 10.18632/oncotarget.4438. [PMID: 26327240]
  • Kok Kwan Tan, Teng Jing Khoo, Mogana Rajagopal, Christophe Wiart. Antibacterial alkaloids from Artabotrys crassifolius Hook.f. & Thomson. Natural product research. 2015; 29(24):2346-9. doi: 10.1080/14786419.2015.1013954. [PMID: 25738993]
  • Mei Zhong, Yanjuan Liu, Junxi Liu, Duolong Di, Mengrou Xu, Yaya Yang, Wenguang Li, Yali Chen, Jinxia Liu. Isocorydine derivatives and their anticancer activities. Molecules (Basel, Switzerland). 2014 Aug; 19(8):12099-115. doi: 10.3390/molecules190812099. [PMID: 25120059]
  • Y-Q Liu, H-L Li, J-C He, E-F Feng, G-X Rao, G-L Xu. Development and validation of a high-performance liquid chromatography coupled with ultraviolet detection method for the determination of isocorydine in rat plasma and its application in pharmacokinetics. Drug research. 2013 Nov; 63(11):558-63. doi: 10.1055/s-0033-1347256. [PMID: 23884660]
  • Changchuan Guo, Caihong Yu, Li Li, Yuqing Wang, Shengjia Wang, Weihong Wang, Haihong Hu, Siyun Xu, Lushan Yu, Huidi Jiang, Su Zeng. Rapid determination of isocorydine in rat plasma and tissues using liquid chromatography--tandem mass spectrometry and its applications to pharmacokinetics and tissue distribution. Xenobiotica; the fate of foreign compounds in biological systems. 2012 May; 42(5):466-76. doi: 10.3109/00498254.2011.640965. [PMID: 22352392]
  • Hefen Sun, Helei Hou, Ping Lu, Lixing Zhang, Fangyu Zhao, Chao Ge, Tingpu Wang, Ming Yao, Jinjun Li. Isocorydine inhibits cell proliferation in hepatocellular carcinoma cell lines by inducing G2/m cell cycle arrest and apoptosis. PloS one. 2012; 7(5):e36808. doi: 10.1371/journal.pone.0036808. [PMID: 22623962]
  • Tian-Cai Zhang, He-Lin Ye, Jun-Xi Liu, Duo-Long Di. [Study on semi-synthetic transforming technology for the natural product of isocorydione]. Yao xue xue bao = Acta pharmaceutica Sinica. 2011 Dec; 46(12):1471-5. doi: . [PMID: 22375421]
  • Dinesh K Yadav, Neetu Singh, Kapil Dev, Rolee Sharma, Mahendra Sahai, Gautam Palit, Rakesh Maurya. Anti-ulcer constituents of Annona squamosa twigs. Fitoterapia. 2011 Jun; 82(4):666-75. doi: 10.1016/j.fitote.2011.02.005. [PMID: 21342663]
  • Tian-qing Yan, Yan-fang Yang, Tie-min Ai. [Determination of protopine and isocorydine in root of Dactylicapnos scandens by HPLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2004 Oct; 29(10):961-3. doi: . [PMID: 15631083]
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