CVB-D (BioDeep_00000230140)

   

PANOMIX_OTCML-2023


代谢物信息卡片


(1S,3R,6S,8R,11S,12S,14R,15S,16R)-7,7,12,16-tetramethyl-6-(methylamino)-15-[(1S)-1-(methylamino)ethyl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-14-ol

化学式: C26H46N2O (402.36099459999997)
中文名称: 黄杨碱, 环维黄杨星 D
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 6.67%

分子结构信息

SMILES: CC(C1C(CC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)NC)C)C)O)NC
InChI: InChI=1S/C26H46N2O/c1-16(27-6)21-17(29)14-24(5)19-9-8-18-22(2,3)20(28-7)10-11-25(18)15-26(19,25)13-12-23(21,24)4/h16-21,27-29H,8-15H2,1-7H3/t16-,17+,18-,19-,20-,21-,23+,24-,25+,26-/m0/s1

描述信息

Cyclovirobuxine D is a natural product found in Buxus microphylla and Buxus sempervirens with data available.
Cyclovirobuxine D (CVB-D) is the main active component of the traditional Chinese medicine Buxus microphylla. Cyclovirobuxine D induces autophagy and attenuates the phosphorylation of Akt and mTOR[1]. Cyclovirobuxine D inhibits cell proliferation of gastric cancer cells through suppression of cell cycle progression and inducement of mitochondria-mediated apoptosis[2]. Cyclovirobuxine D is beneficial for heart failure induced by myocardial infarction[3].
Cyclovirobuxine D (CVB-D) is the main active component of the traditional Chinese medicine Buxus microphylla. Cyclovirobuxine D induces autophagy and attenuates the phosphorylation of Akt and mTOR[1]. Cyclovirobuxine D inhibits cell proliferation of gastric cancer cells through suppression of cell cycle progression and inducement of mitochondria-mediated apoptosis[2]. Cyclovirobuxine D is beneficial for heart failure induced by myocardial infarction[3].

同义名列表

25 个代谢物同义名

(1S,3R,6S,8R,11S,12S,14R,15S,16R)-7,7,12,16-tetramethyl-6-(methylamino)-15-[(1S)-1-(methylamino)ethyl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-14-ol; (1R,3R,6S,8R,11S,12S,14R,15S,16R)-7,7,12,16-Tetramethyl-6-(methylamino)-15-[(1S)-1-(methylamino)ethyl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-14-ol; 9,19-CYCLO-5.ALPHA.,9.BETA.-PREGNAN-16.ALPHA.-OL, 4,4,14-TRIMETHYL-3.BETA.,20.ALPHA.-BIS(METHYLAMINO)-; 9,19-CYCLOPREGNAN-16-OL, 4,4,14-TRIMETHYL-3,20-BIS(METHYLAMINO)-, (3.BETA.,5.ALPHA.,16.ALPHA.,20S)-; 9,19-Cyclo-5-alpha,9-beta-pregnan-16-alpha-ol, 4,4,14-trimethyl-3-beta,20-alpha-bis(methylamino)-; 9,19-Cyclopregnan-16-ol, 4,4,14-trimethyl-3,20-bis(methylamino)-, (3beta,5alpha,16alpha,20S)-; 9,19-Cyclopregnan-16-ol, 4,4,14-trimethyl-3,20-bis(methylamino)-,(3b,5a,16a,20S)-; 4,4,14-Trimethyl-3alpha,20-bis(methylamino)-9,19-cyclo-5alpha-pregnan-16-ol; Cyclovirobuxin D (Bebuxine); Cyclovirobuxine D (Bebuxin); CYCLOVIROBUXINE D [WHO-DD]; CYCLOVIROBUXINUM D [CHP]; CYCLOVIROBUXINE [INCI]; HUANWEIHUANGYANGXING D; CYCLOVIROBUXINUM D; Cyclovirobuxine D; cyclovirobuxine-D; Cyclovirobuxin D; CyclovirobuxineD; Cyclovirobuxine; UNII-51GY352868; 51GY352868; Bebuxine; CVB-D; 9,19-CYCLOPREGNANE-3,20-DIAMINE,N,N',4,4,14-PENTAMETHYL-, (3,5,20S)-



数据库引用编号

5 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)

1 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

  • Ting Xue, Yaodong Chen, Jia Xu, Weiqin Du, Pengzhou Kong, Xinri Zhang. Cyclovirobuxine D inhibits growth and progression of non‑small cell lung cancer cells by suppressing the KIF11‑CDC25C‑CDK1‑CyclinB1 G2/M phase transition regulatory network and the NFκB/JNK signaling pathway. International journal of oncology. 2023 May; 62(5):. doi: 10.3892/ijo.2023.5505. [PMID: 36929198]
  • Rachakunta Munikishore, Rui Liu, Shuqun Zhang, Qin-Shi Zhao, Yin Nian, Zhili Zuo. Structurally modified Cyclovirobuxine-D Buxus alkaloids as effective analgesic agents through Cav3.2 T-Type calcium channel inhibition. Bioorganic chemistry. 2023 Mar; 135(?):106493. doi: 10.1016/j.bioorg.2023.106493. [PMID: 36996509]
  • Yadong Liu, Huiyan Lv, Xingyi Li, Jiannan Liu, Song Chen, Yaodong Chen, Yinshan Jin, Ruihua An, Shiliang Yu, Zhigang Wang. Cyclovirobuxine inhibits the progression of clear cell renal cell carcinoma by suppressing the IGFBP3-AKT/STAT3/MAPK-Snail signalling pathway. International journal of biological sciences. 2021; 17(13):3522-3537. doi: 10.7150/ijbs.62114. [PMID: 34512163]
  • Lingqi Zhou, Hai Tang, Fang Wang, Shanshan Ou, Tong Wu, Yinchao Fang, Jie Xu, Kaihua Guo. Cyclovirobuxine D inhibits cell proliferation and migration and induces apoptosis in human glioblastoma multiforme and low‑grade glioma. Oncology reports. 2020 03; 43(3):807-816. doi: 10.3892/or.2020.7459. [PMID: 32020219]
  • Jie Wu, Zhujun Tan, Jian Chen, Cheng Dong. Cyclovirobuxine D Inhibits Cell Proliferation and Induces Mitochondria-Mediated Apoptosis in Human Gastric Cancer Cells. Molecules (Basel, Switzerland). 2015 Nov; 20(11):20659-68. doi: 10.3390/molecules201119729. [PMID: 26610442]
  • Jia-bao Wei, Qiao Lai, Stepan P Shumyak, Lan-fang Xu, Chen-xue Zhang, Jia-jun Ling, Yang Yu. An LC/MS quantitative and microdialysis method for cyclovirobuxine D pharmacokinetics in rat plasma and brain: The pharmacokinetic comparison of three different drug delivery routes. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2015 Oct; 1002(?):185-93. doi: 10.1016/j.jchromb.2015.08.022. [PMID: 26342162]
  • Qian Guo, Jiabin Guo, Rong Yang, Hui Peng, Jun Zhao, Li Li, Shuangqing Peng. Cyclovirobuxine D Attenuates Doxorubicin-Induced Cardiomyopathy by Suppression of Oxidative Damage and Mitochondrial Biogenesis Impairment. Oxidative medicine and cellular longevity. 2015; 2015(?):151972. doi: 10.1155/2015/151972. [PMID: 26075032]
  • Yuanyuan Yue, Ren Liu, Jianming Liu, Qiao Dong, Jing Fan. Experimental and theoretical investigation on the interaction between cyclovirobuxine D and human serum albumin. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2014 Jul; 128(?):552-8. doi: 10.1016/j.saa.2014.03.007. [PMID: 24691369]
  • Bin Yu, Ming Ruan, Lingling Zhou, Li Xu, Taihui Fang. Influence of cyclovirobuxine D on intracellular [Ca(2+)] regulation and the expression of the calcium cycling proteins in rat myocytes. Fitoterapia. 2012 Dec; 83(8):1653-65. doi: 10.1016/j.fitote.2012.09.019. [PMID: 23022536]
  • Bin Yu, Tai-Hui Fang, Gao-Hong Lü, Hui-Qin Xu, Jin-Fu Lu. Beneficial effect of Cyclovirobuxine D on heart failure rats following myocardial infarction. Fitoterapia. 2011 Sep; 82(6):868-77. doi: 10.1016/j.fitote.2011.04.016. [PMID: 21575690]
  • Yang Yu, Liling Zhou, Xiumei Li. [Studies of in vitro releasing properties on cyclovirobuxine D matrix-type patch]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Apr; 34(7):825-8. doi: ". [PMID: 19623972]
  • Li Ding, Jingjing Hu, Meng Jiang, Ningning Xiong. Sensitive HPLC-APCI-MS method for the determination of cyclovirobuxine D in human plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2006 Oct; 843(1):78-83. doi: 10.1016/j.jchromb.2006.05.040. [PMID: 16822726]
  • Peng Yu, Limin Zou, Wenying Liu, Chunyong Wu, Di Sun, Jihua Xu, Jinhua Rao, Qian Yang. High performance liquid chromatography - tandem mass spectrometric determination of cyclovirobuxine D in human plasma. Journal of pharmaceutical and biomedical analysis. 2006 Oct; 42(4):488-93. doi: 10.1016/j.jpba.2006.04.025. [PMID: 16765010]
  • Lan Deng, Heng Huang, Ming-xia Xu. [Structural modification of cyclovirobuxine D and their inhibition activity on lipid peroxidation]. Yao xue xue bao = Acta pharmaceutica Sinica. 2006 Feb; 41(2):121-4. doi: ". [PMID: 16671540]
  • Lan Deng, Heng Huang, Ming-Xia Xu, Shi-Qing Zhou, Fang Ren, Xing-Wen Wang, Dai-Qing Li. [Prodrug structural modifications of cyclovirobuxine D and their biological activity]. Yao xue xue bao = Acta pharmaceutica Sinica. 2005 Sep; 40(9):820-4. doi: ". [PMID: 16342684]
  • Elena Grossini, Giancarlo Avanzi, Margherita Gallicchio, Claudio Molinari, Giovanni Vacca, Giorgio Bellomo. Regulation of Ca2+ movements by cyclovirobuxine D in ECV304 endothelial cells. Pharmacological research. 2005 Aug; 52(2):154-61. doi: 10.1016/j.phrs.2005.01.003. [PMID: 15967381]
  • Zhang-qiang Chen, Shen-jiang Hu, Wei-ya Shi, Juan Du, Yueliang Shen, Qiang Xia. [Electrophysiologic study of the biphasic effects of cyclovirobuxine D on arrhythmias]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine. 2004 Nov; 24(11):1010-3. doi: ". [PMID: 15609602]
  • M Yan. [Congestive heart failure treated by a combination of cyclovirobuxine D with digoxin]. Zhong xi yi jie he za zhi = Chinese journal of modern developments in traditional medicine. 1990 Feb; 10(2):88-9, 69. doi: NULL. [PMID: 2364468]
  • P Shan, R B Mao, J M Xu, J X Li. The beneficial effects of cyclovirobuxine D (CVBD) in coronary heart disease. A double blind analysis of 110 cases. Journal of traditional Chinese medicine = Chung i tsa chih ying wen pan. 1984 Mar; 4(1):15-9. doi: ". [PMID: 6381892]
  • ". [Double blind study of the therapeutic effect of cyclovirobuxine D No. 1 on the left ventricular function in coronary heart disease]. Zhonghua xin xue guan bing za zhi. 1983 Jun; 11(2):89-91. doi: ". [PMID: 6628220]
  • ". [Clinical observation of 546 cases of coronary heart disease treated with cyclovirobuxine D]. Zhong xi yi jie he za zhi = Chinese journal of modern developments in traditional medicine. 1982 Oct; 2(4):195, 216-7. doi: ". [PMID: 6222833]
  • X J Liu, M H Yao, T H Fang, Y Y Song, B Y Wu, R Y Sun. [Some cardiovascular effects of cyclovirobuxine-D (author's transl)]. Zhongguo yao li xue bao = Acta pharmacologica Sinica. 1982 Jun; 3(2):101-4. doi: ". [PMID: 6214141]
  • S L Hu, N H Zhou, S F Fan. [Experimental analysis of the anti-arrhythmic and arrhythmia-inducing actions of cyclovirobuxine D (author's transl)]. Zhongguo yao li xue bao = Acta pharmacologica Sinica. 1981 Jun; 2(2):101-7. doi: ". [PMID: 6461208]