Psoralidin (BioDeep_00000002643)

   

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


5,14-dihydroxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),2,4,6,11(16),12,14-heptaen-9-one

化学式: C20H16O5 (336.0997686)
中文名称: 补骨脂次素, 补骨脂定
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 21.95%

分子结构信息

SMILES: C/C(C)=C\CC1=C(C=C2OC(C3=C(C2=C1)OC4=C3C=CC(O)=C4)=O)O
InChI: InChI=1S/C20H16O5/c1-10(2)3-4-11-7-14-17(9-15(11)22)25-20(23)18-13-6-5-12(21)8-16(13)24-19(14)18/h3,5-9,21-22H,4H2,1-2H3

描述信息

Psoralidin is a member of the class of coumestans that is coumestan substituted by hydroxy groups at positions 3 and 9 and a prenyl group at position 2 respectively. It has a role as a plant metabolite and an estrogen receptor agonist. It is a member of coumestans, a polyphenol and a delta-lactone. It is functionally related to a coumestan.
Psoralidin is a natural product found in Dolichos trilobus, Phaseolus lunatus, and other organisms with data available.
See also: Cullen corylifolium fruit (part of).
A member of the class of coumestans that is coumestan substituted by hydroxy groups at positions 3 and 9 and a prenyl group at position 2 respectively.
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D020847 - Estrogen Receptor Modulators
Constituent of papadi (Dolichos biflorus) and the butter bean (Phaseolus lunatus). Psoralidin is found in pulses, lima bean, and fruits.
Psoralidin is found in fruits. Psoralidin is a constituent of papadi (Dolichos biflorus) and the butter bean (Phaseolus lunatus).
Psoralidin is a dual inhibitor of COX-2 and 5-LOX, regulates ionizing radiation (IR)-induced pulmonary inflammation.Anti-cancer, anti-bacterial, and anti-inflammatory properties[1]. Psoralidin significantly downregulates NOTCH1 signaling. Psoralidin also greatly induces ROS generation[2].
Psoralidin is a dual inhibitor of COX-2 and 5-LOX, regulates ionizing radiation (IR)-induced pulmonary inflammation.Anti-cancer, anti-bacterial, and anti-inflammatory properties[1]. Psoralidin significantly downregulates NOTCH1 signaling. Psoralidin also greatly induces ROS generation[2].
Psoralidin is a dual inhibitor of COX-2 and 5-LOX, regulates ionizing radiation (IR)-induced pulmonary inflammation.Anti-cancer, anti-bacterial, and anti-inflammatory properties[1]. Psoralidin significantly downregulates NOTCH1 signaling. Psoralidin also greatly induces ROS generation[2].

同义名列表

20 个代谢物同义名

5,14-dihydroxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),2,4,6,11(16),12,14-heptaen-9-one; 5,14-dihydroxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11(16),12,14-heptaen-9-one; 3-BENZOFURANCARBOXYLIC ACID, 2-(2,4-DIHYDROXY-5-(3-METHYL-2-BUTENYL)PHENYL)-6-HYDROXY-, .DELTA.-LACTONE; 3-benzofurancarboxylic acid, 2-(2,4-dihydroxy-5-(3-methyl-2-butenyl)phenyl)-6-hydroxy-, delta-lactone; 6H-benzofuro(3,2-C)(1)benzopyran-6-one, 3,9-bis(acetyloxy)-2-(3-methyl-2-buten-1-yl)-; 3,9-dihydroxy-2-(3-methylbut-2-en-1-yl)-6H-(1)benzofuro(3,2-c)(1)benzopyran-6-one; 3,9-dihydroxy-2-(3-methylbut-2-en-1-yl)-6H-[1]benzofuro[3,2-c][1]benzopyran-6-one; 6H-benzofuro(3,2-c)(1)benzopyran-6-one, 3,9-dihydroxy-2-(3-methyl-2-buten-1-yl)-; 6H-Benzofuro(3,2-c)(1)benzopyran-6-one, 3,9-dihydroxy-2-(3-methyl-2-butenyl)-; 3,9-Dihydroxy-2-(3-methyl-2-butenyl)-6H-benzofuro(3,2-c)(1)benzopyran-6-one; 3,9-Dihydroxy-2-(3-methyl-2-butenyl)-6H-benzofuro[3,2-c][1]benzopyran-6-one; 3,9-Dihydroxy-2-(3-methylbut-2-en-1-yl)-6H-benzofuro[3,2-c]chromen-6-one; 3,9-dihydroxy-2-(3-methylbut-2-enyl)-[1]benzofuro[3,2-c]chromen-6-one; 3,9-Dihydroxy-2-prenylcoumestan; psoralidin diacetate; PSORALIDIN [MI]; UNII-G16ZUQ069L; Psoralidin (5); G16ZUQ069L; Psoralidin



数据库引用编号

21 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)

13 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

  • Houssem Boulebd, David M Pereira. Examination of the Antioxidant Activity of Psoralidin: Computational Mechanistic Study and Impact on the ROS Level in Human Keratinocytes. The Journal of organic chemistry. 2023 May; 88(9):5745-5751. doi: 10.1021/acs.joc.3c00193. [PMID: 37074959]
  • Yang Yang, Wangrui Lei, Lu Qian, Shaofei Zhang, Wenwen Yang, Chenxi Lu, Yanbin Song, Zhenxing Liang, Chao Deng, Ying Chen, Ye Tian, Huadong Zhao. Activation of NR1H3 signaling pathways by psoralidin attenuates septic myocardial injury. Free radical biology & medicine. 2023 Apr; 204(?):8-19. doi: 10.1016/j.freeradbiomed.2023.04.006. [PMID: 37085126]
  • Davar Amani, Elham Shakiba, Ehsan Motaghi, Hiva Alipanah, Mahshad Jalalpourroodsari, Mohsen Rashidi. Psoralidin exerts anti-tumor, anti-angiogenic, and immunostimulatory activities in 4T1 tumor-bearing balb/c mice. Hormone molecular biology and clinical investigation. 2021 Sep; 43(1):71-79. doi: 10.1515/hmbci-2021-0028. [PMID: 34496167]
  • Zi-Fei Qin, Bei-Bei Zhang, Han Xing, Pei-le Wang, Jing Yang, Xiao-Jian Zhang, Zhi-Hong Yao, Xin-Sheng Yao. [Study on metabolic dynamics,metabolic enzyme phenotype and species difference of hepatic and intestinal microsome of psoralidin]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2021 Jul; 46(13):3410-3421. doi: 10.19540/j.cnki.cjcmm.20210305.201. [PMID: 34396762]
  • Yan Wang, Guang Xu, Zhilei Wang, Ruisheng Li, Xiaoyan Zhan, Hongbin Liu, Qin Qin, Weixia Li, Xiaoyan Wang, Mingliang Zhang, Jinfa Tang, Zhaofang Bai, Xiaohe Xiao. Psoralidin, a major component of Psoraleae Fructus, induces inflammasome activation and idiosyncratic liver injury. International immunopharmacology. 2021 Mar; 92(?):107352. doi: 10.1016/j.intimp.2020.107352. [PMID: 33422760]
  • Namrta Choudhry, Xin Zhao, Dan Xu, Mark Zanin, Weisan Chen, Zifeng Yang, Jianxin Chen. Chinese Therapeutic Strategy for Fighting COVID-19 and Potential Small-Molecule Inhibitors against Severe Acute Respiratory Syndrome Coronavirus 2 (SARS-CoV-2). Journal of medicinal chemistry. 2020 11; 63(22):13205-13227. doi: 10.1021/acs.jmedchem.0c00626. [PMID: 32845145]
  • Qiumei Lan, Rongbin Lu, Haimin Chen, Yunfen Pang, Feng Xiong, Chong Shen, Zainen Qin, Li Zheng, Guojie Xu, Jinmin Zhao. MMP-13 enzyme and pH responsive theranostic nanoplatform for osteoarthritis. Journal of nanobiotechnology. 2020 Aug; 18(1):117. doi: 10.1186/s12951-020-00666-7. [PMID: 32854712]
  • 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]
  • Mengjun Shi, Yiping Cui, Cunyu Liu, Changqin Li, Zhenhua Liu, Wen-Yi Kang. CYPs-mediated drug-drug interactions on psoralidin, isobavachalcone, neobavaisoflavone and daidzein in rats liver microsomes. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2020 Feb; 136(?):111027. doi: 10.1016/j.fct.2019.111027. [PMID: 31870919]
  • Bin Yu, An-Hong Wang, Kun Zhou, Li-Juan Chai, Lu Liu. Molecular Pathway of Psoralidin-Induced Apoptosis in HepG2 Cell Line. Chinese journal of integrative medicine. 2019 Oct; 25(10):757-762. doi: 10.1007/s11655-016-2251-5. [PMID: 27025925]
  • Hui-Juan Cao, Cai-Rong Li, Lin-Ying Wang, Reihane Ziadlou, Sibylle Grad, Yan Zhang, Yan Cheng, Yu-Xiao Lai, Xin-Sheng Yao, Mauro Alini, Ling Qin, Xin-Luan Wang. Effect and mechanism of psoralidin on promoting osteogenesis and inhibiting adipogenesis. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2019 Aug; 61(?):152860. doi: 10.1016/j.phymed.2019.152860. [PMID: 31048126]
  • Rui Zhang, Weimei Shi, Linfu Li, Xianhua Huang, Daohua Xu, Longhuo Wu. Biological activity and health promoting effects of psoralidin. Die Pharmazie. 2019 02; 74(2):67-72. doi: 10.1691/ph.2019.8619. [PMID: 30782253]
  • Ahmed Alalaiwe, Chi-Feng Hung, Yann-Lii Leu, Kohei Tahara, Hi-Han Chen, Kai-Yin Hu, Jia-You Fang. The active compounds derived from Psoralea corylifolia for photochemotherapy against psoriasis-like lesions: The relationship between structure and percutaneous absorption. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2018 Nov; 124(?):114-126. doi: 10.1016/j.ejps.2018.08.031. [PMID: 30153523]
  • Yuankun Zhai, Qingfeng Wang, Yingying Li, Jiawei Cui, Kun Feng, Xijian Kong, Cory J Xian. The higher osteoprotective activity of psoralidin in vivo than coumestrol is attributed by its presence of an isopentenyl group and through activated PI3K/Akt axis. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2018 Jun; 102(?):1015-1024. doi: 10.1016/j.biopha.2018.03.166. [PMID: 29710518]
  • Juntao Yin, Cuiyu Xiang, Xiaoyong Song. Nanoencapsulation of psoralidin via chitosan and Eudragit S100 for enhancement of oral bioavailability. International journal of pharmaceutics. 2016 Aug; 510(1):203-9. doi: 10.1016/j.ijpharm.2016.05.007. [PMID: 27154253]
  • Jin-Ping Li, Xiao-Jing Wang, Ying Zeng, Qing Lin, Xin-Min Mo, Shi-Jie Liu, Jun Yang. [Study on effect of psoralidin on anti-experimental postmenopausal osteoporosis and its mechanism]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2013 Jun; 38(11):1816-9. doi: . [PMID: 24010302]
  • Joanna Bronikowska, Ewelina Szliszka, Dagmara Jaworska, Zenon P Czuba, Wojciech Krol. The coumarin psoralidin enhances anticancer effect of tumor necrosis factor-related apoptosis-inducing ligand (TRAIL). Molecules (Basel, Switzerland). 2012 May; 17(6):6449-64. doi: 10.3390/molecules17066449. [PMID: 22643355]
  • Rong-Li Qiu, Lin Li, Miao-Hua Zhu, Jia Liu. [Study on the chemical constituents of Psoralea corylifolia]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2011 Aug; 34(8):1211-3. doi: . [PMID: 22233033]
  • Xiao Song, Aidi Qi, Yuefei Wang, Yakun Jing, Xin Chai, Yanan Liu. [Variation of 4 kinds of compounds in Psoralea corylifolia processed by different methods]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2011 Aug; 36(15):2071-5. doi: . [PMID: 22066442]
  • Ewelina Szliszka, Zenon P Czuba, Łukasz Sędek, Andrzej Paradysz, Wojciech Król. Enhanced TRAIL-mediated apoptosis in prostate cancer cells by the bioactive compounds neobavaisoflavone and psoralidin isolated from Psoralea corylifolia. Pharmacological reports : PR. 2011; 63(1):139-48. doi: 10.1016/s1734-1140(11)70408-x. [PMID: 21441621]
  • Yi Wang, Chengtao Hong, Chenguang Zhou, Dongmei Xu, Hai-Bin Qu. Screening Antitumor Compounds Psoralen and Isopsoralen from Psoralea corylifolia L. Seeds. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):363052. doi: 10.1093/ecam/nen087. [PMID: 19131395]
  • Guodong Xiao, Guowen Li, Liang Chen, Zijia Zhang, Jun-Jie Yin, Tao Wu, Zhihong Cheng, Xiaohui Wei, Zhengtao Wang. Isolation of antioxidants from Psoralea corylifolia fruits using high-speed counter-current chromatography guided by thin layer chromatography-antioxidant autographic assay. Journal of chromatography. A. 2010 Aug; 1217(34):5470-6. doi: 10.1016/j.chroma.2010.06.041. [PMID: 20663508]
  • P S Khushboo, V M Jadhav, V J Kadam, N S Sathe. Psoralea corylifolia Linn.-'Kushtanashini'. Pharmacognosy reviews. 2010 Jan; 4(7):69-76. doi: 10.4103/0973-7847.65331. [PMID: 22228944]
  • Raj Kumar, Sowmyalakshmi Srinivasan, Srinivas Koduru, Pallab Pahari, Jürgen Rohr, Natasha Kyprianou, Chendil Damodaran. Psoralidin, an herbal molecule, inhibits phosphatidylinositol 3-kinase-mediated Akt signaling in androgen-independent prostate cancer cells. Cancer prevention research (Philadelphia, Pa.). 2009 Mar; 2(3):234-43. doi: 10.1158/1940-6207.capr-08-0129. [PMID: 19223576]
  • Srinivas Koduru, Srinivasan Sowmyalakshmi, Raj Kumar, Rohini Gomathinayagam, Jürgen Rohr, Chendil Damodaran. Identification of a potent herbal molecule for the treatment of breast cancer. BMC cancer. 2009 Jan; 9(?):41. doi: 10.1186/1471-2407-9-41. [PMID: 19183448]
  • Hua Liu, Yan-jing Bai, Ya-yun Chen, Yu-ying Zhao. [Studies on chemical constituents from seed of Psoralea corylifolia]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2008 Jun; 33(12):1410-2. doi: . [PMID: 18837343]
  • Chun-Feng Qiao, Quan-Bin Han, Jing-Zheng Song, Shi-Fu Mo, Ling-Dong Kong, Hsiang-Fu Kung, Hong-Xi Xu. Chemical fingerprint and quantitative analysis of fructus psoraleae by high-performance liquid chromatography. Journal of separation science. 2007 Apr; 30(6):813-8. doi: 10.1002/jssc.200600339. [PMID: 17536725]
  • Hisashi Matsuda, Sachiko Sugimoto, Toshio Morikawa, Koudai Matsuhira, Eri Mizuguchi, Seikou Nakamura, Masayuki Yoshikawa. Bioactive constituents from Chinese natural medicines. XX. Inhibitors of antigen-induced degranulation in RBL-2H3 cells from the seeds of Psoralea corylifolia. Chemical & pharmaceutical bulletin. 2007 Jan; 55(1):106-10. doi: 10.1248/cpb.55.106. [PMID: 17202711]
  • Tong-Tong Yang, Min-Jian Qin. [Isolation and structure identification of a new isoflavone from Psoralea corylifolias]. Yao xue xue bao = Acta pharmaceutica Sinica. 2006 Jan; 41(1):76-9. doi: . [PMID: 16683532]
  • Youn-Chul Kim, Hyuncheol Oh, Beom Seok Kim, Tai-Hyun Kang, Eun-Kyoung Ko, Yu Mi Han, Bo Yeon Kim, Jong Seog Ahn. In vitro protein tyrosine phosphatase 1B inhibitory phenols from the seeds of Psoralea corylifolia. Planta medica. 2005 Jan; 71(1):87-9. doi: 10.1055/s-2005-837759. [PMID: 15678382]
  • W Mar, K H Je, E K Seo. Cytotoxic constituents of Psoralea corylifolia. Archives of pharmacal research. 2001 Jun; 24(3):211-3. doi: 10.1007/bf02978259. [PMID: 11440079]