(-)-pareruptorin A (BioDeep_00000715363)

Main id: BioDeep_00000230106

 

PANOMIX_OTCML-2023


代谢物信息卡片


10-(Acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo(1,2-b:3,4-b)dipyran-9-yl 2-methyl-2-butenoate

化学式: C21H22O7 (386.1365462)
中文名称: 白花前胡甲素, (-)-白花前胡甲素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C/C=C(C)\C(O[C@H]1[C@@H](OC(C)=O)C2=C3C(C=CC(O3)=O)=CC=C2OC1(C)C)=O
InChI: InChI=1S/C21H22O7/c1-6-11(2)20(24)27-19-18(25-12(3)22)16-14(28-21(19,4)5)9-7-13-8-10-15(23)26-17(13)16/h6-10,18-19H,1-5H3/b11-6+

描述信息

(±)-Praeruptorin A is the di-esterified product of cis-khellactone (CKL) and the major active ingredient in Peucedani Radix which consists of the dried roots of Peucedanum praeruptorumDunn (Apiaceae). (±)-Praeruptorin A has been widely employed as one of the famous traditional Chinese medicines (TCMs) for the treatment of cough with thick sputum and dyspnea, nonproductive cough and upper respiratory infections for centuries in China. (±)-Praeruptorin A has dramatically therapeutic effects on hypertension mainly through acting as a Ca2+-influx blocker[1].
(±)-Praeruptorin A is the di-esterified product of cis-khellactone (CKL) and the major active ingredient in Peucedani Radix which consists of the dried roots of Peucedanum praeruptorumDunn (Apiaceae). (±)-Praeruptorin A has been widely employed as one of the famous traditional Chinese medicines (TCMs) for the treatment of cough with thick sputum and dyspnea, nonproductive cough and upper respiratory infections for centuries in China. (±)-Praeruptorin A has dramatically therapeutic effects on hypertension mainly through acting as a Ca2+-influx blocker[1].

同义名列表

5 个代谢物同义名

(10-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl) (Z)-2-methylbut-2-enoate; (-)-pareruptorin A; 10-(Acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo(1,2-b:3,4-b)dipyran-9-yl 2-methyl-2-butenoate; (-)-Praeruptorin A; (±)-Praeruptorin A



数据库引用编号

6 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

  • Xianhua Zhang, Yueping Wu, Ying Hong, Xuan Zhu, Liang Lin, Qingjiang Lin. Preparation and evaluation of dl-praeruptorin A microemulsion based hydrogel for dermal delivery. Drug delivery. 2015; 22(6):757-64. doi: 10.3109/10717544.2014.898713. [PMID: 24724963]
  • Yue-Lin Song, Wang-Hui Jing, Ru Yan, Yi-Tao Wang. Metabolic characterization of (±)-praeruptorin A in vitro and in vivo by high performance liquid chromatography coupled with hybrid triple quadrupole-linear ion trap mass spectrometry and time-of-flight mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2014 Mar; 90(?):98-110. doi: 10.1016/j.jpba.2013.10.010. [PMID: 24342524]
  • Yuelin Song, Wanghui Jing, Fengqing Yang, Zhan Shi, Meicun Yao, Ru Yan, Yitao Wang. Simultaneously enantiospecific determination of (+)-trans-khellactone, (+/-)-praeruptorin A, (+/-)-praeruptorin B, (+)-praeruptorin E, and their metabolites, (+/-)-cis-khellactone, in rat plasma using online solid phase extraction-chiral LC-MS/MS. Journal of pharmaceutical and biomedical analysis. 2014 Jan; 88(?):269-77. doi: 10.1016/j.jpba.2013.08.042. [PMID: 24095802]
  • You-yi Xiong, Jun-song Wang, Fei-hua Wu, Juan Li, Ling-yi Kong. The effects of (±)-Praeruptorin A on airway inflammation, remodeling and transforming growth factor-β1/Smad signaling pathway in a murine model of allergic asthma. International immunopharmacology. 2012 Dec; 14(4):392-400. doi: 10.1016/j.intimp.2012.08.019. [PMID: 22974581]
  • Youyi Xiong, Junsong Wang, Feihua Wu, Juan Li, Linfu Zhou, Lingyi Kong. Effects of (±)-praeruptorin A on airway inflammation, airway hyperresponsiveness and NF-κB signaling pathway in a mouse model of allergic airway disease. European journal of pharmacology. 2012 May; 683(1-3):316-24. doi: 10.1016/j.ejphar.2012.03.004. [PMID: 22449378]
  • Y L Song, W H Jing, H Y Zhao, R Yan, P T Li, Y T Wang. Stereoselective metabolism of (±)-praeruptorin A, a calcium channel blocker from Peucedani Radix, in pooled liver microsomes of rats and humans. Xenobiotica; the fate of foreign compounds in biological systems. 2012 Mar; 42(3):231-7. doi: 10.3109/00498254.2011.609250. [PMID: 21957884]
  • Z Zhang, Y Y Liu, M Q Su, X F Liang, W F Wang, X Zhu. Pharmacokinetics, tissue distribution and excretion study of dl-praeruptorin A of Peucedanum praeruptorum in rats by liquid chromatography tandem mass spectrometry. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2011 Apr; 18(6):527-32. doi: 10.1016/j.phymed.2010.09.009. [PMID: 21036581]
  • Hang Ruan, Zhen Zhang, Xuan Zhu. Liquid chromatography tandem mass spectrometry pharmacokinetic study of DL-praeruptorin A in rat plasma. Biomedical chromatography : BMC. 2010 Nov; 24(11):1193-8. doi: 10.1002/bmc.1426. [PMID: 20954210]
  • Chi Wang, Tian-hui Chang. Comparative research between Bai-hua Qian-hu, a Chinese traditional plant, and its active ingredient on nuclear factor-kappa and tumor necrosis factor-alpha in isolated ischemia-reperfusion heart of rat. Chinese medical journal. 2004 Mar; 117(3):461-3. doi: ". [PMID: 15043794]
  • Tian-Hui Chang, Xiao-Yang Liu, Xin-Hua Zhang, Huai-Liang Wang. Effects of dl-praeruptorin A on interleukin-6 level and Fas, bax, bcl-2 protein expression in ischemia-reperfusion myocardium. Acta pharmacologica Sinica. 2002 Sep; 23(9):769-74. doi: NULL. [PMID: 12230942]
  • T Okamoto, S Yoshida, T Kobayashi, S Okabe. Inhibition of concanavalin A-induced mice hepatitis by coumarin derivatives. Japanese journal of pharmacology. 2001 Jan; 85(1):95-7. doi: 10.1254/jjp.85.95. [PMID: 11243581]
  • N C Zhao, W B Jin, X H Zhang, F L Guan, Y B Sun, H Adachi, T Okuyama. Relaxant effects of pyranocoumarin compounds isolated from a Chinese medical plant, Bai-Hua Qian-Hu, on isolated rabbit tracheas and pulmonary arteries. Biological & pharmaceutical bulletin. 1999 Sep; 22(9):984-7. doi: 10.1248/bpb.22.984. [PMID: 10513627]
  • T H Chang, H Adachi, T Okuyama, N Mori, I Saito, K Y Zhang, X D Sun, J M Li. Effects of 3'-angeloyloxy-4'-acetoxy-3',4'-dihydroseselin on cardiohemodynamics in anesthetized dogs. Zhongguo yao li xue bao = Acta pharmacologica Sinica. 1994 Nov; 15(6):507-10. doi: ". [PMID: 7709748]
  • T H Chang, H Adachi, N Mori, I Saito, T Okuyama. Effects of a pyranocoumarin compound isolated from a Chinese medicinal plant on ischemic myocardial dysfunction in anesthetized dogs. European journal of pharmacology. 1994 Jun; 258(1-2):77-84. doi: 10.1016/0014-2999(94)90059-0. [PMID: 7925602]