Guan-fu base A (BioDeep_00000179619)

 

Secondary id: BioDeep_00000396318

human metabolite PANOMIX_OTCML-2023 blood metabolite


代谢物信息卡片


3-(acetyloxy)-9,19-dihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0^{1,8}.0^{5,17}.0^{7,16}.0^{9,14}.0^{14,18}]nonadecan-10-yl acetate

化学式: C24H31NO6 (429.2151266)
中文名称: 关附甲素
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 0.45%

分子结构信息

SMILES: C=C1CC23CC4C5C6(C)CC(OC(C)=O)CC57C2C(O)C1C(OC(C)=O)C3(O)C7N4C6
InChI: InChI=1S/C24H31NO6/c1-10-5-22-8-14-17-21(4)6-13(30-11(2)26)7-23(17)18(22)16(28)15(10)19(31-12(3)27)24(22,29)20(23)25(14)9-21/h13-20,28-29H,1,5-9H2,2-4H3

描述信息

Guanfu base A is an antiarrhythmic alkaloid isolated from Aconitum coreanum and is a potent noncompetitive CYP2D6 inhibitor, with a Ki of 1.20 μM in human liver microsomes (HLMs) and a Ki of 0.37 μM for the human recombinant form (rCYP2D6). Guanfu base A is also a potent competitive inhibitor of CYP2D in monkey (Ki of 0.38 μM) and dog (Ki of 2.4 μM) microsomes[1]. Guanfu base A also inhibits HERG channel current[2].
Guanfu base A is an antiarrhythmic alkaloid isolated from Aconitum coreanum and is a potent noncompetitive CYP2D6 inhibitor, with a Ki of 1.20 μM in human liver microsomes (HLMs) and a Ki of 0.37 μM for the human recombinant form (rCYP2D6). Guanfu base A is also a potent competitive inhibitor of CYP2D in monkey (Ki of 0.38 μM) and dog (Ki of 2.4 μM) microsomes[1]. Guanfu base A also inhibits HERG channel current[2].

同义名列表

5 个代谢物同义名

3-(acetyloxy)-9,19-dihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0^{1,8}.0^{5,17}.0^{7,16}.0^{9,14}.0^{14,18}]nonadecan-10-yl acetate; (10-Acetyloxy-9,19-dihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl) acetate; Guan-fu base A; Guanfu base A; acehytisine



数据库引用编号

7 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

  • Xin Cao, Megumi Aimoto, Yoshinobu Nagasawa, Han-Xiao Zhang, Cheng-Shun Zhang, Akira Takahara. Electrophysiological Response to Acehytisine Was Modulated by Aldosterone in Rats with Aorto-Venocaval Shunts. Biological & pharmaceutical bulletin. 2021 Aug; 44(8):1044-1049. doi: 10.1248/bpb.b20-00974. [PMID: 34078775]
  • Xin Cao, Yoshinobu Nagasawa, Chengshun Zhang, Hanxiao Zhang, Megumi Aimoto, Akira Takahara. Acehytisine suppresses atrial fibrillation in rats with dilated atria caused by chronic volume overload. Journal of pharmacological sciences. 2020 Jan; 142(1):34-40. doi: 10.1016/j.jphs.2019.11.003. [PMID: 31791657]
  • Xin Cao, Yoshinobu Nagasawa, Chengshun Zhang, Hanxiao Zhang, Megumi Aimoto, Akira Takahara. Electropharmacological profile of an atrial-selective sodium channel blocker acehytisine assessed in the isoflurane-anesthetized guinea-pig model. Journal of pharmacological sciences. 2019 Dec; 141(4):153-159. doi: 10.1016/j.jphs.2019.10.006. [PMID: 31757741]
  • Jianguo Sun, Ying Peng, Hui Wu, Xueyuan Zhang, Yunxi Zhong, Yanan Xiao, Fengyi Zhang, Huanhuan Qi, Lili Shang, Jianping Zhu, Yue Sun, Ke Liu, Jinghan Liu, Jiye A, Rodney J Y Ho, Guangji Wang. Guanfu base A, an antiarrhythmic alkaloid of Aconitum coreanum, Is a CYP2D6 inhibitor of human, monkey, and dog isoforms. Drug metabolism and disposition: the biological fate of chemicals. 2015 May; 43(5):713-24. doi: 10.1124/dmd.114.060905. [PMID: 25681130]
  • Xueyong Wang, Xikai Shu, Xiao Wang, Jinqian Yu, Feng Jing. Preparative isolation of seven diterpenoid alkaloids from Aconitum coreanum by pH-zone-refining counter-current chromatography. Molecules (Basel, Switzerland). 2014 Aug; 19(8):12619-29. doi: 10.3390/molecules190812619. [PMID: 25153874]
  • Xingfu Huang, Yanmin Yang, Jun Zhu, Dingli Xu, Jian Peng, Jinghan Liu. Comparative effects of Guanfu base A and Guanfu base G on HERG K+ channel. Journal of cardiovascular pharmacology. 2012 Jan; 59(1):77-83. doi: 10.1097/fjc.0b013e318236e380. [PMID: 21934630]
  • Xingfu Huang, Yanmin Yang, Jun Zhu, Yan Dai, Jielin Pu. The effects of a novel anti-arrhythmic drug, acehytisine hydrochloride, on the human ether-a-go-go related gene K channel and its trafficking. Basic & clinical pharmacology & toxicology. 2009 Feb; 104(2):145-54. doi: 10.1111/j.1742-7843.2008.00357.x. [PMID: 19143746]
  • Qing Huang, Guang-Ji Wang, Jian-Guo Sun, Ji-Ye A, Wei-Bin Zha, Ying Zhang, Jing-Wei Zhang, Bei Yan, Sheng-Hua Gu, Hong-Can Ren, Lin-Sheng Liu. Simultaneous determination of GFA and its active metabolites in human plasma by liquid chromatography electrospray ionization mass spectrometry and its application to pharmacokinetic studies. Journal of pharmaceutical and biomedical analysis. 2008 Mar; 46(4):728-36. doi: 10.1016/j.jpba.2007.11.033. [PMID: 18191932]
  • Qingfa Tang, Chunhua Yang, Wencai Ye, Jinghan Liu, Shouxun Zhao. Preparative isolation and purification of bioactive constituents from Aconitum coreanum by high-speed counter-current chromatography coupled with evaporative light scattering detection. Journal of chromatography. A. 2007 Mar; 1144(2):203-7. doi: 10.1016/j.chroma.2007.01.058. [PMID: 17280679]
  • Kai Jiang, Chun-hua Yang, Jing-han Liu, Qing-fa Tang. [Isolation and identification of hetisine-type alkaloids from Aconitum coreanum by high speed countercurrent chromatography]. Yao xue xue bao = Acta pharmaceutica Sinica. 2006 Feb; 41(2):128-31. doi: . [PMID: 16671542]
  • Xiaotian Li, Guangji Wang, Sujun Wang, Jianguo Sun, Jinghan Liu. Pharmacokinetics of guanfu base I, an active metabolite of guanfu base A, in rats. Biological & pharmaceutical bulletin. 2005 Aug; 28(8):1363-5. doi: 10.1248/bpb.28.1363. [PMID: 16079474]
  • J Y A, G J Wang, J G Sun, Y C Gu, M S Wu, J H Liu. Identification of phase I and phase II metabolites of Guanfu base A hydrochloride in human urine. European journal of drug metabolism and pharmacokinetics. 2003 Oct; 28(4):265-72. doi: 10.1007/bf03220178. [PMID: 14743967]
  • Min-shu Wu, Guang-ji Wang, Xiao-hui Cai, Jian-guo Sun, Jing-han Liu. [Determination of guanfu base A hydrochloride in plasma by LC-MS method and its pharmacokinetics in dogs]. Yao xue xue bao = Acta pharmaceutica Sinica. 2002 Jul; 37(7):551-4. doi: NULL. [PMID: 12914327]
  • Ji-ye A, Guang-ji Wang, Xiao-quan Liu, Dan-yun Jiang, Jing-han Liu. [Study on the metabolites of guanfu base A hydrochloride in rat urine by high performance liquid chromatograph-mass spectrum]. Yao xue xue bao = Acta pharmaceutica Sinica. 2002 Apr; 37(4):283-7. doi: . [PMID: 12579825]
  • X Yang, G Wang, S Ling, N Qiu, G Wang, J Zhu, J Liu. Determination of Guan-Fu Base A, a new anti-arrhythmic, in human plasma by gas chromatography and electron-capture detection. Journal of chromatography. B, Biomedical sciences and applications. 2000 Apr; 740(2):273-9. doi: 10.1016/s0378-4347(00)00101-8. [PMID: 10821414]
  • S Mao, L Cheng, L Wu, Z Lu, Z Ye, D Zhu, J Wang. [Verification of a new processing technology for pilot production of Aconitum coreanum (Lévl.) Raipaics]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1998 Mar; 23(3):154-5, 192. doi: ". [PMID: 11596232]
  • S Mao, X Li, L Cheng, C Zhang, M Fu, Q Ke, L Wu, Z Lu, D Zhu, Z Ye, J Wang. [Optimization of technical parameters for processing radix Aconiti coreani]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1997 Oct; 22(10):595-8, 639. doi: ". [PMID: 11038925]
  • M Fu, C Zhang, S Mao, X Li. [Effect of processing on the content of guanfu A in radix Aconiti coreani]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1996 Oct; 21(10):601-3, 640. doi: ". [PMID: 9772628]
  • L L Yang, X J Yang, J H Liu, N S Li, N Y Qiu. [Studies on the analytical method of a new anti-arrhythmic guan-fu base A in rabbit plasma]. Yao xue xue bao = Acta pharmaceutica Sinica. 1992; 27(7):533-8. doi: NULL. [PMID: 1442086]