Armepavine (BioDeep_00000000978)

   

PANOMIX_OTCML-2023


代谢物信息卡片


Phenol, 4-((1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)-, (R)-

化学式: C19H23NO3 (313.16778480000005)
中文名称: (-)-亚美罂粟碱, 亚美尼亚罂粟碱, 亚美罂粟碱, 杏黄罂粟碱, 亚美异粟碱, 亚美罂粟碱
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 1.3%

分子结构信息

SMILES: CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)O)OC)OC
InChI: InChI=1S/C19H23NO3/c1-20-9-8-14-11-18(22-2)19(23-3)12-16(14)17(20)10-13-4-6-15(21)7-5-13/h4-7,11-12,17,21H,8-10H2,1-3H3

描述信息

Armepavine is a member of isoquinolines.
(-)-Armepavine is a natural product found in Berberis integerrima, Aconitum variegatum, and other organisms with data available.
Armepavine, an active compound from Nelumbo nucifera, exerts not only anti-inflammatory effects on human peripheral blood mononuclear cells, but also immunosuppressive effects on T lymphocytes and on lupus nephritic mice. Armepavine inhibits TNF-α-induced MAPK and NF-κB signaling cascades[1].
Armepavine, an active compound from Nelumbo nucifera, exerts not only anti-inflammatory effects on human peripheral blood mononuclear cells, but also immunosuppressive effects on T lymphocytes and on lupus nephritic mice. Armepavine inhibits TNF-α-induced MAPK and NF-κB signaling cascades[1].

同义名列表

19 个代谢物同义名

Phenol, 4-((1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)-, (R)-; PHENOL, 4-(((1R)-1,2,3,4-TETRAHYDRO-6,7-DIMETHOXY-2-METHYL-1-ISOQUINOLINYL)METHYL)-; Phenol,4-[[(1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl]methyl]-; (R)-4-((6,7-Dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)phenol; (-)-6,7-dimethoxy-1-p-hydroxybenzyl-2-methyl-1,2,3,4-tetrahydroisoquinoline; Alkaloid D, from Evonymus europaea; armepavine, (+-)-isomer; armepavine, (R)-isomer; armepavine, (S)-isomer; (R)-(-)-Armepavine; Armepavine, (-)-; UNII-RE6Z59021R; ARMEPAVINE [MI]; (-)-Armepavine; TimTec1_005225; R-Armepavine; Evoeuropine; Armepavine; RE6Z59021R



数据库引用编号

18 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)

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

  • James T Payne, Timothy R Valentic, Christina D Smolke. Complete biosynthesis of the bisbenzylisoquinoline alkaloids guattegaumerine and berbamunine in yeast. Proceedings of the National Academy of Sciences of the United States of America. 2021 12; 118(51):. doi: 10.1073/pnas.2112520118. [PMID: 34903659]
  • Wencheng Xu, Shuhe Chen, Xiaoqin Wang, Hongguang Wu, Haruki Yamada, Toshihiko Hirano. Bisbenzylisoquinoline alkaloids and P-glycoprotein function: A structure activity relationship study. Bioorganic & medicinal chemistry. 2020 06; 28(12):115553. doi: 10.1016/j.bmc.2020.115553. [PMID: 32503690]
  • Seikou Nakamura, Souichi Nakashima, Genzo Tanabe, Yoshimi Oda, Nami Yokota, Katsuyoshi Fujimoto, Takahiro Matsumoto, Rika Sakuma, Tomoe Ohta, Keiko Ogawa, Shino Nishida, Hisako Miki, Hisashi Matsuda, Osamu Muraoka, Masayuki Yoshikawa. Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells. Bioorganic & medicinal chemistry. 2013 Feb; 21(3):779-87. doi: 10.1016/j.bmc.2012.11.038. [PMID: 23270663]
  • Ting-Chun Weng, Chien-Chang Shen, Yung-Tsung Chiu, Yun-Lian Lin, Yi-Tsau Huang. Effects of armepavine against hepatic fibrosis induced by thioacetamide in rats. Phytotherapy research : PTR. 2012 Mar; 26(3):344-53. doi: 10.1002/ptr.3539. [PMID: 21717514]
  • Nadja Soares Vila-Nova, Selen Maiade Morais, Maria José Cajazeiras Falcão, Lyeghyna Karla Andrade Machado, Cláudia Maria Leal Beviláqua, Igor Rafael Sousa Costa, Nilce Viana Gramosa Pompeu de Sousa Brasil, Heitor Francode Andrade Júnior. Leishmanicidal activity and cytotoxicity of compounds from two Annonacea species cultivated in Northeastern Brazil. Revista da Sociedade Brasileira de Medicina Tropical. 2011 Oct; 44(5):567-71. doi: 10.1590/s0037-86822011000500007. [PMID: 22031071]
  • Shuk-Man Ka, Yuh-Chi Kuo, Pay-June Ho, Pei-Yi Tsai, Yu-Juei Hsu, Wei-Jern Tsai, Yun-Lian Lin, Chien-Chang Shen, Ann Chen. (S)-armepavine from Chinese medicine improves experimental autoimmune crescentic glomerulonephritis. Rheumatology (Oxford, England). 2010 Oct; 49(10):1840-51. doi: 10.1093/rheumatology/keq164. [PMID: 20551296]
  • Ting-Chun Weng, Chien-Chang Shen, Yung-Tsung Chiu, Yun-Lian Lin, Cheng-Deng Kuo, Yi-Tsau Huang. Inhibitory effects of armepavine against hepatic fibrosis in rats. Journal of biomedical science. 2009 Sep; 16(?):78. doi: 10.1186/1423-0127-16-78. [PMID: 19723340]
  • Chih-Peng Liu, Wei-Jern Tsai, Chien-Chang Shen, Yun-Lian Lin, Jyh-Fei Liao, Chieh-Fu Chen, Yuh-Chi Kuo. Inhibition of (S)-armepavine from Nelumbo nucifera on autoimmune disease of MRL/MpJ-lpr/lpr mice. European journal of pharmacology. 2006 Feb; 531(1-3):270-9. doi: 10.1016/j.ejphar.2005.11.062. [PMID: 16413531]
  • Yoshiki Kashiwada, Akihiro Aoshima, Yasumasa Ikeshiro, Yuh-Pan Chen, Hiroshi Furukawa, Masataka Itoigawa, Toshihiro Fujioka, Kunihide Mihashi, L Mark Cosentino, Susan L Morris-Natschke, Kuo-Hsiung Lee. Anti-HIV benzylisoquinoline alkaloids and flavonoids from the leaves of Nelumbo nucifera, and structure-activity correlations with related alkaloids. Bioorganic & medicinal chemistry. 2005 Jan; 13(2):443-8. doi: 10.1016/j.bmc.2004.10.020. [PMID: 15598565]