Isoimperatorin (BioDeep_00000406550)

Main id: BioDeep_00000000010

Secondary id: BioDeep_00000860998

natural product PANOMIX_OTCML-2023


代谢物信息卡片


Isoimperatorin

化学式: C16H14O4 (270.0892044)
中文名称: 异欧前胡素, 异欧前胡素
谱图信息: 最多检出来源 Viridiplantae(otcml) 12.27%

分子结构信息

SMILES: CC(=CCOC1=C2C=CC(=O)OC2=CC3=C1C=CO3)C
InChI: InChI=1S/C16H14O4/c1-10(2)5-7-19-16-11-3-4-15(17)20-14(11)9-13-12(16)6-8-18-13/h3-6,8-9H,7H2,1-2H3

描述信息

D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents > D011564 - Furocoumarins
Origin: Plant, Coumarins
Isoimperatorin is a methanolic extract of the roots of Angelica dahurica shows significant inhibitory effects on acetylcholinesterase (AChE) with the IC50 of 74.6 μM.
Isoimperatorin is a methanolic extract of the roots of Angelica dahurica shows significant inhibitory effects on acetylcholinesterase (AChE) with the IC50 of 74.6 μM.

同义名列表

1 个代谢物同义名

Isoimperatorin



数据库引用编号

39 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)

69 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

  • HaiShan Li, Wei Deng, QiuLi Qin, YueWei Lin, Teng Liu, GuoYe Mo, Yang Shao, YongChao Tang, Kai Yuan, LiangLiang Xu, YongXian Li, ShunCong Zhang. Isoimperatorin attenuates bone loss by inhibiting the binding of RANKL to RANK. Biochemical pharmacology. 2023 Mar; 211(?):115502. doi: 10.1016/j.bcp.2023.115502. [PMID: 36921635]
  • Alice Nguvoko Kiyonga, Gyu Hwan Park, Hyun Su Kim, Young-Ger Suh, Tae Kon Kim, Kiwon Jung. An Efficient Ionic Liquid-Mediated Extraction and Enrichment of Isoimperatorin from Ostericum koreanum (Max.) Kitagawa. Molecules (Basel, Switzerland). 2021 Oct; 26(21):. doi: 10.3390/molecules26216555. [PMID: 34770966]
  • Qiangqiang Zhao, Xiaoying Sun, Bin Wu, Yinghui Shang, Xueyuan Huang, Hang Dong, Haiting Liu, Wansong Chen, Rong Gui, Jian Li. Construction of homologous cancer cell membrane camouflage in a nano-drug delivery system for the treatment of lymphoma. Journal of nanobiotechnology. 2021 Jan; 19(1):8. doi: 10.1186/s12951-020-00738-8. [PMID: 33407527]
  • Yanmei Feng, Qian Li, Lan Yang, Yu Zhang, Daiyu Qiu. The Use of 1H-qNMR Method for Simultaneous Determination of Osthol, Columbianadin, and Isoimperatorin in Angelicae Pubescentis Radix. Journal of AOAC International. 2020 Jun; 103(3):851-856. doi: 10.1093/jaoacint/qsz031. [PMID: 33241377]
  • Unwoo Kang, Ah-Reum Han, Yangkang So, Chang Hyun Jin, Seung Mok Ryu, Dongho Lee, Eun Kyoung Seo. Furanocoumarins from the Roots of Angelica dahurica with Inhibitory Activity against Intracellular Reactive Oxygen Species Accumulation. Journal of natural products. 2019 09; 82(9):2601-2607. doi: 10.1021/acs.jnatprod.9b00547. [PMID: 31464439]
  • Saeed Tavakoli, Mohammad-Reza Delnavazi, Reza Hadjiaghaee, Saeedeh Jafari-Nodooshan, Farahnaz Khalighi-Sigaroodi, Maryam Akhbari, Abbas Hadjiakhoondi, Narguess Yassa. Bioactive coumarins from the roots and fruits of Ferulago trifida Boiss., an endemic species to Iran. Natural product research. 2018 Nov; 32(22):2724-2728. doi: 10.1080/14786419.2017.1375915. [PMID: 28954543]
  • Lili Li, Jiaxing Chen, Xiaoyan Yang, Yingtao Zhang, Donghui Yang. In vivo metabolite profiles of isoimperatorin and phellopterin in rats analyzed using HPLC coupled with diode array detector and electrospray ionization ion trap time-of-flight mass spectrometry technique. Biomedical chromatography : BMC. 2018 Aug; 32(8):e4236. doi: 10.1002/bmc.4236. [PMID: 29516524]
  • Hongbing Zhang, Xin Wu, Jun Xu, Suxiao Gong, Yanqi Han, Tiejun Zhang, Changxiao Liu. The comparative pharmacokinetic study of Yuanhu Zhitong prescription based on five quality-markers. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2018 May; 44(?):148-154. doi: 10.1016/j.phymed.2018.02.005. [PMID: 29523382]
  • Ke Li, Junfang Li, Jin Su, Xuefeng Xiao, Xiujuan Peng, Feng Liu, Defeng Li, Yi Zhang, Tao Chong, Haiyu Xu, Changxiao Liu, Hongjun Yang. Identification of quality markers of Yuanhu Zhitong tablets based on integrative pharmacology and data mining. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2018 May; 44(?):212-219. doi: 10.1016/j.phymed.2018.03.002. [PMID: 29551644]
  • Yong-Mei Guan, Wei-Feng Zhu, Xue-Jing Guan, Zheng-Gen Liao, Guo-Wei Zhao, Wei Dong, Xin-Li Liang. [Effect investigation of coumarin constituents in Angelica dahurica on pharmacokinetics of docetaxel by LC-MS]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2017 Dec; 42(24):4870-4874. doi: 10.19540/j.cnki.cjcmm.20170919.005. [PMID: 29493160]
  • Hussain Raza, Qamar Abbas, Mubashir Hassan, Seong-Hui Eo, Zaman Ashraf, Daeyoung Kim, Abdul Rehman Phull, Song Ja Kim, Sung Kwon Kang, Sung-Yum Seo. Isolation, characterization, and in silico, in vitro and in vivo antiulcer studies of isoimperatorin crystallized from Ostericum koreanum. Pharmaceutical biology. 2017 Dec; 55(1):218-226. doi: 10.1080/13880209.2016.1257641. [PMID: 27927061]
  • Amila A Dissanayake, Baram A H Ameen, Muraleedharan G Nair. Lipid Peroxidation and Cyclooxygenase Enzyme Inhibitory Compounds from Prangos haussknechtii. Journal of natural products. 2017 09; 80(9):2472-2477. doi: 10.1021/acs.jnatprod.7b00322. [PMID: 28885836]
  • Charith U B Wijerathne, Chang-Seob Seo, Ji-Won Song, Hee-Seon Park, Og-Sung Moon, Young-Suk Won, Hyo-Jung Kwon, Hwa-Young Son. Isoimperatorin attenuates airway inflammation and mucus hypersecretion in an ovalbumin-induced murine model of asthma. International immunopharmacology. 2017 Aug; 49(?):67-76. doi: 10.1016/j.intimp.2017.05.012. [PMID: 28551494]
  • Jinmei Wang, Linna Peng, Mengjun Shi, Changqin Li, Yan Zhang, Wenyi Kang. Spectrum Effect Relationship and Component Knock-Out in Angelica Dahurica Radix by High Performance Liquid Chromatography-Q Exactive Hybrid Quadrupole-Orbitrap Mass Spectrometer. Molecules (Basel, Switzerland). 2017 Jul; 22(7):. doi: 10.3390/molecules22071231. [PMID: 28754032]
  • Gai Liu, Daowan Lai, Qi Zhi Liu, Ligang Zhou, Zhi Long Liu. Identification of Nematicidal Constituents of Notopterygium incisum Rhizomes against Bursaphelenchus xylophilus and Meloidogyne incognita. Molecules (Basel, Switzerland). 2016 Sep; 21(10):. doi: 10.3390/molecules21101276. [PMID: 27669203]
  • Isabella Pfeifer, Adele Murauer, Markus Ganzera. Determination of coumarins in the roots of Angelica dahurica by supercritical fluid chromatography. Journal of pharmaceutical and biomedical analysis. 2016 Sep; 129(?):246-251. doi: 10.1016/j.jpba.2016.07.014. [PMID: 27442886]
  • Jaeyoung Kwon, Nguyen Tuan Hiep, Dong-Woo Kim, Sungeun Hong, Yuanqiang Guo, Bang Yeon Hwang, Hak Ju Lee, Woongchon Mar, Dongho Lee. Chemical Constituents Isolated from the Root Bark of Cudrania tricuspidata and Their Potential Neuroprotective Effects. Journal of natural products. 2016 08; 79(8):1938-51. doi: 10.1021/acs.jnatprod.6b00204. [PMID: 27420919]
  • Chang-Qin Li, Lin-Na Peng, Chen Yao, Cheng-Can Lu, Wen-Yi Kang, Jin-Mei Wang. [Effect of heating treatment on stability of two coumarins in Angelica dahurica and activity of tyrosinase]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2016 Mar; 41(5):845-849. doi: 10.4268/cjcmm20160514. [PMID: 28875637]
  • Shun-Yuan Jiang, Hong-Bing Sun, Hui Sun, Yu-Ying Ma, Hong-Yu Chen, Wen-Tao Zhu, Yi Zhou. [Correspondence analysis between traditional commercial specifications and quantitative quality indices of Notopterygii Rhizoma et Radix]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2016 Mar; 41(5):793-801. doi: 10.4268/cjcmm20160506. [PMID: 28875629]
  • Hai-Li Shi, Yan-Wei Jia, Shu-Lin Peng, Xun Liao, Li-Sheng Ding, Yi-Ming Liu. Metabolic study of Angelica dahurica extracts using a reusable liver microsomal nanobioreactor by liquid chromatography-mass spectrometry. Biomedical chromatography : BMC. 2015 Oct; 29(10):1514-1521. doi: 10.1002/bmc.3451. [PMID: 25753568]
  • Gai-Gai Deng, Xiu-Wei Yang, You-Bo Zhang, Wei Xu, Wei Wei, Tian-Li Chen. [Chemical constituents from lipophilic parts in roots of Angelica dahurica var. formosana cv. Chuanbaizhi]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2015 Jun; 40(11):2148-56. doi: . [PMID: 26552172]
  • Yang Shi, Yun Lei, Hai-yu Xu, Yi Zhang, De-feng Li, Feng Liu, Hong-jun Yang. [Quantitative determination of three active ingredients for quality evaluation of Angelica dahurica]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2015 Mar; 40(5):915-9. doi: . [PMID: 26087556]
  • De-Yang Shen, Yu-Yi Chan, Tsong-Long Hwang, Shin-Hun Juang, Shiow-Chyn Huang, Ping-Chung Kuo, Tran Dinh Thang, E-Jian Lee, Amooru G Damu, Tian-Shung Wu. Constituents of the roots of Clausena lansium and their potential anti-inflammatory activity. Journal of natural products. 2014 May; 77(5):1215-23. doi: 10.1021/np500088u. [PMID: 24798144]
  • Yuanji Wang, Nan Wang, Lei Wu, Wen Lu, Yanmin Zhang. Simultaneous determination of four components in Baige capsule by HPLC: application to pharmacokinetics and tissue distribution of normal and middle cerebral artery occlusion rats. Biomedical chromatography : BMC. 2014 Apr; 28(4):541-7. doi: 10.1002/bmc.3067. [PMID: 24122939]
  • Tian-Li Chen, You-Bo Zhang, Wei Xu, Ting-Guo Kang, Xiu-Wei Yang. Biotransformation of isoimperatorin by rat liver microsomes and its quantification by LC-MS/MS method. Fitoterapia. 2014 Mar; 93(?):88-97. doi: 10.1016/j.fitote.2013.12.017. [PMID: 24382450]
  • Xiaowei Shi, Man Liu, Min Zhang, Kerong Zhang, Songchen Liu, Shi Qiao, Rui Shi, Xijuan Jiang, Qiao Wang. Identification of in vitro and in vivo metabolites of isoimperatorin using liquid chromatography/mass spectrometry. Food chemistry. 2013 Nov; 141(1):357-65. doi: 10.1016/j.foodchem.2013.02.068. [PMID: 23768368]
  • Yan-xu Chang, Qiu-Hong Zhang, Jin Li, Ling Zhang, Xin-rong Guo, Jun He, Peng Zhang, Lin Ma, Yan-ru Deng, Bo-li Zhang, Xiu-mei Gao. Simultaneous determination of scopoletin, psoralen, bergapten, xanthotoxin, columbianetin acetate, imperatorin, osthole and isoimperatorin in rat plasma by LC-MS/MS for pharmacokinetic studies following oral administration of Radix Angelicae Pubescentis extract. Journal of pharmaceutical and biomedical analysis. 2013 Apr; 77(?):71-5. doi: 10.1016/j.jpba.2012.12.031. [PMID: 23384552]
  • Yan Cao, Yu-Huan Zhong, Mei Yuan, Hua Li, Chun-Jie Zhao. [Inhibitory effect of imperatorin and isoimperatorin on activity of cytochrome P450 enzyme in human and rat liver microsomes]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2013 Apr; 38(8):1237-41. doi: . [PMID: 23944042]
  • Imran Ahmad, Jay Prakash Thakur, Debabrata Chanda, Dharmendra Saikia, Feroz Khan, Shivani Dixit, Amit Kumar, Rituraj Konwar, Arvind Singh Negi, Atul Gupta. Syntheses of lipophilic chalcones and their conformationally restricted analogues as antitubercular agents. Bioorganic & medicinal chemistry letters. 2013 Mar; 23(5):1322-5. doi: 10.1016/j.bmcl.2012.12.096. [PMID: 23369537]
  • Wan Lili, Sun Yehong, Yu Qi, Huo Yan, Zhu Jinhui, Li Yan, Guo Cheng. In vitro permeability analysis, pharmacokinetic and brain distribution study in mice of imperatorin, isoimperatorin and cnidilin in Radix Angelicae Dahuricae. Fitoterapia. 2013 Mar; 85(?):144-53. doi: 10.1016/j.fitote.2013.01.007. [PMID: 23353658]
  • Juan Wang, Yufeng Ma, Wen Li, Fangdi Hu, Tongqiang Chen, Xiaoli Shen, Shilan Feng. Study on pharmacokinetics and tissue distribution of pteryxin in mice by ultra-pressure liquid chromatography with tandem mass spectrometry. Biomedical chromatography : BMC. 2012 Jul; 26(7):802-7. doi: 10.1002/bmc.1733. [PMID: 22102402]
  • Jinqing Lu, Qin Wang, Jiaqi Xu, Dongli He, Xiaoyun Ruan, Xiaoyan Hu. [Fingerprint of Angelica polymorpha by HPLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2012 Mar; 37(6):832-5. doi: 10.4268/cjcmm20120631. [PMID: 22715733]
  • Xing Wang, Yu-Jie Lou, Ming-Xing Wang, Yun-Wei Shi, Hong-Xi Xu, Ling-Dong Kong. Furocoumarins affect hepatic cytochrome P450 and renal organic ion transporters in mice. Toxicology letters. 2012 Feb; 209(1):67-77. doi: 10.1016/j.toxlet.2011.11.030. [PMID: 22173200]
  • Xing Su, Xiang-kun Li, Tao Wu, Tong Zhang, Zhen-tao Wang. [Fingerprint analysis of Glehniae Radix by TLC]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2012 Feb; 35(2):210-3. doi: . [PMID: 22822664]
  • Helge Joa, Sylvia Vogl, Atanas G Atanasov, Martin Zehl, Thomas Nakel, Nanang Fakhrudin, Elke H Heiss, Paolo Picker, Ernst Urban, Christoph Wawrosch, Johannes Saukel, Gottfried Reznicek, Brigitte Kopp, Verena M Dirsch. Identification of ostruthin from Peucedanum ostruthium rhizomes as an inhibitor of vascular smooth muscle cell proliferation. Journal of natural products. 2011 Jun; 74(6):1513-6. doi: 10.1021/np200072a. [PMID: 21627108]
  • Yuma Iwai, Kouki Murakami, Yasuyuki Gomi, Toshihiro Hashimoto, Yoshinori Asakawa, Yoshinobu Okuno, Toyokazu Ishikawa, Dai Hatakeyama, Noriko Echigo, Takashi Kuzuhara. Anti-influenza activity of marchantins, macrocyclic bisbibenzyls contained in liverworts. PloS one. 2011; 6(5):e19825. doi: 10.1371/journal.pone.0019825. [PMID: 21625478]
  • Hong Nie, Lan-zhen Meng, Jiu-yao Zhou, Xiao-feng Fan, Yong Luo-, Guang-wen Zhang. Imperatorin is responsible for the vasodilatation activity of Angelica Dahurica var. Formosana regulated by nitric oxide in an endothelium-dependent manner. Chinese journal of integrative medicine. 2009 Dec; 15(6):442-7. doi: 10.1007/s11655-009-0442-z. [PMID: 20082250]
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  • Tae Chul Moon, Meihua Jin, Jong Keun Son, Hyeun Wook Chang. The effects of isoimperatorin isolated from Angelicae dahuricae on cyclooxygenase-2 and 5-lipoxygenase in mouse bone marrow-derived mast cells. Archives of pharmacal research. 2008 Feb; 31(2):210-5. doi: 10.1007/s12272-001-1143-0. [PMID: 18365692]
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