Angelicin (BioDeep_00000403156)

Main id: BioDeep_00000000012

 

natural product PANOMIX_OTCML-2023


代谢物信息卡片


Isopsoralen

化学式: C11H6O3 (186.0316926)
中文名称: 当归素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC2=C(C=CO2)C3=C1C=CC(=O)O3
InChI: InChI=1S/C11H6O3/c12-10-4-2-7-1-3-9-8(5-6-13-9)11(7)14-10/h1-6H

描述信息

D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D014149 - Tranquilizing Agents
D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents > D011564 - Furocoumarins
D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D007364 - Intercalating Agents
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants
D002491 - Central Nervous System Agents > D000927 - Anticonvulsants
Origin: Plant, Coumarins
Angelicin is a natural tricyclic aromatic hydrocarbon compound that is structurally related to psoralen and has anti-cancer, anti-inflammatory, anti-viral and other activities. Cytotoxic, IC50: 49.56 μM; inhibits MHV-68, IC50: 5.39 μg/ml (28.95 μM).
Angelicin is a natural tricyclic aromatic hydrocarbon compound that is structurally related to psoralen and has anti-cancer, anti-inflammatory, anti-viral and other activities. Cytotoxic, IC50: 49.56 μM; inhibits MHV-68, IC50: 5.39 μg/ml (28.95 μM).

同义名列表

2 个代谢物同义名

Angelicin; Isopsoralen



数据库引用编号

17 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)

75 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

  • Xi Wu, Zhong-Qi Wang, Juan-Juan Wei, Xin Bai, Yu-Hai Gao, Ke-Ming Chen. [Effects of isopsoralen on tibial fracture and vascular healing in mice]. Zhongguo gu shang = China journal of orthopaedics and traumatology. 2023 Dec; 36(12):1169-76. doi: 10.12200/j.issn.1003-0034.2023.12.012. [PMID: 38130227]
  • Zhu Zhu, Zitian Wang, Changyan Ma, Junbo Zhou, Wei Zhang. Isopsoralen promotes osteogenic differentiation of human jawbone marrow mesenchymal cells through Notch signaling pathway. Annals of anatomy = Anatomischer Anzeiger : official organ of the Anatomische Gesellschaft. 2023 Sep; 250(?):152156. doi: 10.1016/j.aanat.2023.152156. [PMID: 37678499]
  • Wei-Jie Men, Zhao-Jun Meng, Qin Wang, Meng-Ying Chen, Yu-Xia Zhai, Hong Shi, An-Hong Wang, Kun Zhou. The changes of hepatic bile acid synthesis and transport and bile acids profiles in isopsoralen-induced liver injury C57BL/6J mice. Pharmaceutical biology. 2022 Dec; 60(1):1701-1709. doi: 10.1080/13880209.2022.2116057. [PMID: 36066106]
  • Cai Zhang, Jin-Quan Zhao, Jia-Xing Sun, Hui-Jun Li. Psoralen and isopsoralen from Psoraleae Fructus aroused hepatotoxicity via induction of aryl hydrocarbon receptor-mediated CYP1A2 expression. Journal of ethnopharmacology. 2022 Oct; 297(?):115577. doi: 10.1016/j.jep.2022.115577. [PMID: 35872289]
  • Yi Han, Jinguang Wang, Shufeng Li, Yi Li, Yongli Zhang, Ruojia Zhang, Yuang Zhang, Huancai Fan, Haojun Shi, Jihong Pan, Guanhua Song, Luna Ge, Lin Wang. Isopsoralen ameliorates rheumatoid arthritis by targeting MIF. Arthritis research & therapy. 2021 09; 23(1):243. doi: 10.1186/s13075-021-02619-3. [PMID: 34535196]
  • Yang Gao, Meng-Meng Wei, Si-Yang Wu, Zheng Yuan, Shu-Yao Wang, Chen Kang, Wei Yang, Ying-Fei Li, Chuan Li. [Pharmacokinetic characteristics of psoralen,isopsoralen,psoralenoside and isopsoralenoside in rats after oral administration of Psoraleae Fructus extract]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2021 Aug; 46(16):4244-4251. doi: 10.19540/j.cnki.cjcmm.20210318.202. [PMID: 34467739]
  • Xiaoyu Sui, Tingting Liu, Jicheng Liu, Jie Zhang, Honglian Zhang, Huiyu Wang, Ying Yang. Ultrasonic-enhanced surface-active ionic liquid-based extraction and defoaming for the extraction of psoralen and isopsoralen from Psoralea corylifolia seeds. Ultrasonics sonochemistry. 2020 Dec; 69(?):105263. doi: 10.1016/j.ultsonch.2020.105263. [PMID: 32711373]
  • Xiangyun Jian, Yucheng Zhao, Ziwen Wang, Shan Li, Li Li, Jun Luo, Lingyi Kong. Two CYP71AJ enzymes function as psoralen synthase and angelicin synthase in the biosynthesis of furanocoumarins in Peucedanum praeruptorum Dunn. Plant molecular biology. 2020 Oct; 104(3):327-337. doi: 10.1007/s11103-020-01045-4. [PMID: 32761540]
  • Zhi-Xing Zhou, Li Yang, Li-Yuan Cheng, Ying-Li Yu, Lei Song, Kun Zhou, Ying-Liang Wu, Yue Zhang. Simultaneous characterization of multiple Psoraleae Fructus bioactive compounds in rat plasma by ultra-high-performance liquid chromatography coupled with triple quadrupole mass spectrometry for application in sex-related differences in pharmacokinetics. Journal of separation science. 2020 Jul; 43(14):2804-2816. doi: 10.1002/jssc.202000286. [PMID: 32384213]
  • Xi-Yang Tang, Zi-Qin Dai, Qing-Chang Wu, Jia-Xing Zeng, Meng-Xue Gao, Hui-Hui Xiao, Zhi-Hong Yao, Yi Dai, Xin-Sheng Yao. Simultaneous determination of multiple components in rat plasma and pharmacokinetic studies at a pharmacodynamic dose of Xian-Ling-Gu-Bao capsule by UPLC-MS/MS. Journal of pharmaceutical and biomedical analysis. 2020 Jan; 177(?):112836. doi: 10.1016/j.jpba.2019.112836. [PMID: 31473481]
  • Lei Song, Bin Yu, Li Yang, Zhao-Xin Wang, Yue Zhang, Ying-Li Yu, Kun Zhou. The mechanism of Psoralen and Isopsoralen hepatotoxicity as revealed by hepatic gene expression profiling in SD rats. Basic & clinical pharmacology & toxicology. 2019 Dec; 125(6):527-535. doi: 10.1111/bcpt.13287. [PMID: 31271704]
  • Lu Liu, Lei Zhang, Ze-Xu Cui, Xiao-Yan Liu, Wei Xu, Xiu-Wei Yang. Transformation of Psoralen and Isopsoralen by Human Intestinal Microbial In Vitro, and the Biological Activities of Its Metabolites. Molecules (Basel, Switzerland). 2019 Nov; 24(22):. doi: 10.3390/molecules24224080. [PMID: 31718071]
  • Li-Shan Zhou, Su-Qi Yan, Xiao-Li Xiong, Juan Huang, Huan Qin, Ling-Ling Zhang, Lin-Li Zhang, Jian-Qiao Tang. [Psoralen and isopsoralen improve lipid metabolism disorder via inhibition of NF-κB activation in LO2 cells]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2019 May; 44(10):2118-2123. doi: 10.19540/j.cnki.cjcmm.20190129.004. [PMID: 31355570]
  • Luna Ge, Yazhou Cui, Baoyan Liu, Xiaoli Yin, Jingxiang Pang, Jinxiang Han. ERα and Wnt/β‑catenin signaling pathways are involved in angelicin‑dependent promotion of osteogenesis. Molecular medicine reports. 2019 May; 19(5):3469-3476. doi: 10.3892/mmr.2019.9999. [PMID: 30864714]
  • Yue Zhang, Xiao-Mei Yuan, Yue-Fei Wang, Miao-Miao Jiang, Ya-Nan Bi, Ying Liu, Wei-Ling Pu, Lei Song, Ju-Yang Huang, Li-Kang Sun, Zhi-Xing Zhou, Kun Zhou. Isopsoralen induces different subchronic toxicities and metabolomic outcomes between male and female Wistar rats. Regulatory toxicology and pharmacology : RTP. 2019 Apr; 103(?):1-9. doi: 10.1016/j.yrtph.2019.01.010. [PMID: 30634019]
  • Yu Wang, Hong Zhang, Jia-Ming Jiang, Dan Zheng, Yu-Yu Chen, Shi-Jie Wan, Hong-Sheng Tan, Li-Ming Tang, Hong-Xi Xu. Hepatotoxicity induced by psoralen and isopsoralen from Fructus Psoraleae: Wistar rats are more vulnerable than ICR mice. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2019 Mar; 125(?):133-140. doi: 10.1016/j.fct.2018.12.047. [PMID: 30597224]
  • Jie Du, Chun-Hua Wang, Jing Yang, Xin He, Xiao-Liang Han, Cong-Cong Li, Xin Chai, Yue-Fei Wang, Yan Zhu, Zheng Li. Chemical constituents from the fruits of Psoralea corylifolia and their protective effects on ionising radiation injury. Natural product research. 2019 Mar; 33(5):673-680. doi: 10.1080/14786419.2017.1405407. [PMID: 29156966]
  • Jinwei Gao, Jinbo Yu, Panpan Xu, Jinmei Chen, Guanghui Gao, Binglong Li, Lixin Sun. Established UPLC-MS/MS procedure for multicomponent quantitative analysis in rat plasma: A contrastive pharmacokinetics study of Qiangshen tablet in normal and kidney yang deficiency syndrome models. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2019 Feb; 1106-1107(?):35-42. doi: 10.1016/j.jchromb.2018.12.031. [PMID: 30639948]
  • Y Zhang, Y Zhang, J Li, Y Chen, L Han, Q He, J Chu, K Liu. The role of hepatic antioxidant capacity and hepatobiliary transporter in liver injury induced by isopsoralen in zebrafish larvae. Human & experimental toxicology. 2019 Jan; 38(1):36-44. doi: 10.1177/0960327118774873. [PMID: 29774767]
  • Jinlan Lu, Ling Liu, Xingyu Zhu, Li Wu, Zhipeng Chen, Zisheng Xu, Weidong Li. Evaluation of the Absorption Behavior of Main Component Compounds of Salt-Fried Herb Ingredients in Qing'e Pills by Using Caco-2 Cell Model. Molecules (Basel, Switzerland). 2018 Dec; 23(12):. doi: 10.3390/molecules23123321. [PMID: 30558187]
  • Luna Ge, Yazhou Cui, Kai Cheng, Jinxiang Han. Isopsoralen Enhanced Osteogenesis by Targeting AhR/ERα. Molecules (Basel, Switzerland). 2018 Oct; 23(10):. doi: 10.3390/molecules23102600. [PMID: 30314280]
  • Chia-Hsin Lin, Shinji Funayama, Shu-Fen Peng, Chao-Lin Kuo, Jing-Gung Chung. The ethanol extraction of prepared Psoralea corylifolia induces apoptosis and autophagy and alteres genes expression assayed by cDNA microarray in human prostate cancer PC-3 cells. Environmental toxicology. 2018 Jul; 33(7):770-788. doi: 10.1002/tox.22564. [PMID: 29667321]
  • Prashant Joshi, Vinay R Sonawane, Ibidapo S Williams, Glen J P McCann, Linda Gatchie, Rajni Sharma, Naresh Satti, Bhabatosh Chaudhuri, Sandip B Bharate. Identification of karanjin isolated from the Indian beech tree as a potent CYP1 enzyme inhibitor with cellular efficacy via screening of a natural product repository. MedChemComm. 2018 Feb; 9(2):371-382. doi: 10.1039/c7md00388a. [PMID: 30108931]
  • Kyoung-Jin Min, Hee Jung Um, Seung Un Seo, Seon Min Woo, Shin Kim, Jong-Wook Park, Hyun-Shik Lee, Sang Hyun Kim, Yung Hyun Choi, Tae-Jin Lee, Taeg Kyu Kwon. Angelicin potentiates TRAIL-induced apoptosis in renal carcinoma Caki cells through activation of caspase 3 and down-regulation of c-FLIP expression. Drug development research. 2018 02; 79(1):3-10. doi: 10.1002/ddr.21414. [PMID: 29044596]
  • Jian Wang, Gang Wang, Li Gong, Guanwen Sun, Bin Shi, Huhe Bao, Yan Duan. Isopsoralen regulates PPAR‑γ/WNT to inhibit oxidative stress in osteoporosis. Molecular medicine reports. 2018 Jan; 17(1):1125-1131. doi: 10.3892/mmr.2017.7954. [PMID: 29115612]
  • Xiaotian Li, Chunbo Yu, Yi Hu, Xinyi Xia, Yue Liao, Jing Zhang, Huiwen Chen, Weili Lu, Wei Zhou, Zhongchen Song. New Application of Psoralen and Angelicin on Periodontitis With Anti-bacterial, Anti-inflammatory, and Osteogenesis Effects. Frontiers in cellular and infection microbiology. 2018; 8(?):178. doi: 10.3389/fcimb.2018.00178. [PMID: 29922598]
  • Xu Ling, Li Zou, Zilin Chen. Polymeric monolith column composited with multiwalled carbon nanotubes-β-cyclodextrin for the selective extraction of psoralen and isopsoralen. Journal of separation science. 2017 Sep; 40(18):3718-3724. doi: 10.1002/jssc.201700562. [PMID: 28715109]
  • Aihong Yang, Junxiu Chen, Yetao Ma, Lili Wang, Yaowen Fan, Xin He. Studies on the metabolites difference of psoralen/isopsoralen in human and six mammalian liver microsomes in vitro by UHPLC-MS/MS. Journal of pharmaceutical and biomedical analysis. 2017 Jul; 141(?):200-209. doi: 10.1016/j.jpba.2017.04.026. [PMID: 28448889]
  • Jian-Yun Pang, Xiao Liu, Bao-de Shen, Cheng-Ying Shen, Wang-Quan Lian, Juan Liu, Chun-Xiao Hu, Rui-Na Zhong, Run-Chun Xu, Hai-Long Yuan. [Preparation of isopsoralen loaded nanostructured carrier and its in vitro transdermal permeation characteristics]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2017 Jul; 42(13):2473-2478. doi: 10.19540/j.cnki.cjcmm.20170507.001. [PMID: 28840686]
  • Jia-Rong Gao, Shuang-Zhi Xu, Yan-Quan Han, Liang-Bing Wei, Hui Jiang, Jun-Mei Song, Xue Xue. [Determination and pharmacokinetics of main components for Psoralea corylifolia-Myristica fragrants drug pair by using UPLC-MS/MS]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2017 May; 42(9):1782-1786. doi: 10.19540/j.cnki.cjcmm.2017.0071. [PMID: 29082707]
  • Ling Liu, Ze-Bin Weng, Heng Wang, Xing-Yu Zhu, Zhi-Peng Chen, Li Wu, Wei-Dong Li. [Analysis on pharmacokinetics-pharmacodynamics correlation of effective ingredients of Qing'e wan]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2016 Dec; 41(23):4436-4441. doi: 10.4268/cjcmm20162323. [PMID: 28933124]
  • Da-Zhen Wei, Xian-Yang Guo, Li-Na Lin, Meng-Xiang Lin, Yu-Qiang Gong, Bin-Yu Ying, Ming-Yuan Huang. Effects of Angelicin on Ovalbumin (OVA)-Induced Airway Inflammation in a Mouse Model of Asthma. Inflammation. 2016 Dec; 39(6):1876-1882. doi: 10.1007/s10753-016-0423-2. [PMID: 27581277]
  • Chao Niu, Guang Xian Pang, Gen Li, Jun Dou, Li Fei Nie, Helimay Himit, Madina Kabas, Haji Akber Aisa. Synthesis and biological evaluation of furocoumarin derivatives on melanin synthesis in murine B16 cells for the treatment of vitiligo. Bioorganic & medicinal chemistry. 2016 11; 24(22):5960-5968. doi: 10.1016/j.bmc.2016.09.056. [PMID: 27713014]
  • Qian qian Gao, Cui ping Yan, Zi sheng Xu, Yu Wu, Ze bin Weng, Gen hua Zhao, Liu jie Zhang, Jia yu He, Bao chang Cai, Zhi peng Chen, Wei dong Li. Evaluation of the influence of salt processing on pharmacokinetics of psoralen and isopsoralen in Psoralea corylifolia L. Biomedical chromatography : BMC. 2016 Apr; 30(4):528-35. doi: 10.1002/bmc.3578. [PMID: 26248603]
  • Xiaomei Yuan, Yanan Bi, Zeman Yan, Weiling Pu, Yuhong Li, Kun Zhou. Psoralen and Isopsoralen Ameliorate Sex Hormone Deficiency-Induced Osteoporosis in Female and Male Mice. BioMed research international. 2016; 2016(?):6869452. doi: 10.1155/2016/6869452. [PMID: 27239473]
  • Guang-ming Xu, Zhe-ming Wang, Nian-zhen Liu, Wei-jun He, Shuai Peng, Xiao-jiang Zhou. [Study on Chemical Constituents from Ethyl Acetate Extraction of Sanicula lamelligera]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2015 Aug; 38(8):1661-4. doi: ". [PMID: 26983240]
  • Maryia Mishyna, Nikolai Laman, Valery Prokhorov, Yoshiharu Fujii. Angelicin as the principal allelochemical in Heracleum sosnowskyi fruit. Natural product communications. 2015 May; 10(5):767-70. doi: . [PMID: 26058154]
  • Xiang-hui Han, Chun-li Wang, Yan Xie, Jiang Ma, Xiao-hui Zhang, Qian-wen Hu, Ge Lin, Sheng Liu, Jin-gen Lu. Anti-metastatic effect and mechanisms of Wenshen Zhuanggu Formula in human breast cancer cells. Journal of ethnopharmacology. 2015 Mar; 162(?):39-46. doi: 10.1016/j.jep.2014.12.036. [PMID: 25554638]
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  • Xiao-Mei Zhuang, Yu-Huan Zhong, Wei-Bin Xiao, Hua Li, Chuang Lu. Identification and characterization of psoralen and isopsoralen as potent CYP1A2 reversible and time-dependent inhibitors in human and rat preclinical studies. Drug metabolism and disposition: the biological fate of chemicals. 2013 Nov; 41(11):1914-22. doi: 10.1124/dmd.113.053199. [PMID: 23975028]
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