Pinocembrin-7-methyl ether (BioDeep_00000843596)

Main id: BioDeep_00000003823

 

PANOMIX_OTCML-2023


代谢物信息卡片


5-hydroxy-7-methoxy-2-phenylchroman-4-one

化学式: C16H14O4 (270.0892044)
中文名称: 球松素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=CC(=C2C(=O)CC(OC2=C1)C3=CC=CC=C3)O
InChI: InChI=1S/C16H14O4/c1-19-11-7-12(17)16-13(18)9-14(20-15(16)8-11)10-5-3-2-4-6-10/h2-8,14,17H,9H2,1H3/t14-/m0/s1

描述信息

同义名列表

2 个代谢物同义名

5-hydroxy-7-methoxy-2-phenylchroman-4-one; Pinocembrin-7-methyl ether



数据库引用编号

5 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)

110 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

  • Liyun Zhao, Liyuan Yao, Rui Chen, Jiani He, Tingting Lin, Silin Qiu, Guohua Chen, Hongfeng Chen, Sheng-Xiang Qiu. Pinosrtobin from plants and propolis against human coronavirus HCoV-OC43 by modulating host AHR/CYP1A1 pathway and lipid metabolism. Antiviral research. 2023 Mar; 212(?):105570. doi: 10.1016/j.antiviral.2023.105570. [PMID: 36863496]
  • Kanlayanee Tonum, Napason Chabang, Somsak Fongsupa, Suphat Chantawarin, Chutima Jiarpinitnun, Patoomrattana Tuchinda, Sunhapas Soodvilai. Pinostrobin inhibits renal CFTR-mediated Cl- secretion and retards cyst growth in cell-derived cyst and polycystic kidney disease rats. Journal of pharmacological sciences. 2022 Apr; 148(4):369-376. doi: 10.1016/j.jphs.2022.02.003. [PMID: 35300812]
  • Yvonne Jing Mei Liew, Yean Kee Lee, Norzulaani Khalid, Noorsaadah Abd Rahman, Boon Chin Tan. Cell-Free Expression of a Plant Membrane Protein BrPT2 From Boesenbergia Rotunda. Molecular biotechnology. 2021 Apr; 63(4):316-326. doi: 10.1007/s12033-021-00304-z. [PMID: 33565047]
  • Jamras Kanchanapiboon, Ubonphan Kongsa, Duangpen Pattamadilok, Sunisa Kamponchaidet, Detmontree Wachisunthon, Subhadhcha Poonsatha, Sasiwan Tuntoaw. Boesenbergia rotunda extract inhibits Candida albicans biofilm formation by pinostrobin and pinocembrin. Journal of ethnopharmacology. 2020 Oct; 261(?):113193. doi: 10.1016/j.jep.2020.113193. [PMID: 32730867]
  • Siwaporn Boonyasuppayakorn, Thanaphon Saelee, Peerapat Visitchanakun, Asada Leelahavanichkul, Kowit Hengphasatporn, Yasuteru Shigeta, Thao Nguyen Thanh Huynh, Justin Jang Hann Chu, Thanyada Rungrotmongkol, Warinthorn Chavasiri. Dibromopinocembrin and Dibromopinostrobin Are Potential Anti-Dengue Leads with Mild Animal Toxicity. Molecules (Basel, Switzerland). 2020 Sep; 25(18):. doi: 10.3390/molecules25184154. [PMID: 32932762]
  • Alvaro José Hernández Tasco, Román Yesid Ramírez Rueda, Carlos José Alvarez, Fabiana Terezinha Sartori, Ana Claudia B C Sacilotto, Izabel Yoko Ito, Walter Vichnewski, Marcos José Salvador. Antibacterial and antifungal properties of crude extracts and isolated compounds from Lychnophora markgravii. Natural product research. 2020 Mar; 34(6):863-867. doi: 10.1080/14786419.2018.1503263. [PMID: 30445853]
  • Kumju Youn, Mira Jun. Biological Evaluation and Docking Analysis of Potent BACE1 Inhibitors from Boesenbergia rotunda. Nutrients. 2019 Mar; 11(3):. doi: 10.3390/nu11030662. [PMID: 30893825]
  • Loretta Pobłocka-Olech, Iwona Inkielewicz-Stepniak, Mirosława Krauze-Baranowska. Anti-inflammatory and antioxidative effects of the buds from different species of Populus in human gingival fibroblast cells: Role of bioflavanones. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2019 Mar; 56(?):1-9. doi: 10.1016/j.phymed.2018.08.015. [PMID: 30668329]
  • Xiaoai He, Huichen Zhang, Xianrui Liang. Separation of six compounds from pigeon pea leaves by elution-extrusion counter-current chromatography. Journal of separation science. 2019 Mar; 42(6):1202-1209. doi: 10.1002/jssc.201801111. [PMID: 30653252]
  • Chuwen Li, Benqin Tang, Yu Feng, Fan Tang, Maggie Pui-Man Hoi, Ziren Su, Simon Ming-Yuen Lee. Pinostrobin Exerts Neuroprotective Actions in Neurotoxin-Induced Parkinson's Disease Models through Nrf2 Induction. Journal of agricultural and food chemistry. 2018 Aug; 66(31):8307-8318. doi: 10.1021/acs.jafc.8b02607. [PMID: 29961319]
  • Wan-Yun Gao, Pei-Yi Chen, Shih-Fen Chen, Ming-Jiuan Wu, Heng-Yuan Chang, Jui-Hung Yen. Pinostrobin Inhibits Proprotein Convertase Subtilisin/Kexin-type 9 (PCSK9) Gene Expression through the Modulation of FoxO3a Protein in HepG2 Cells. Journal of agricultural and food chemistry. 2018 Jun; 66(24):6083-6093. doi: 10.1021/acs.jafc.8b02559. [PMID: 29862818]
  • Piotr Kuś, Igor Jerković, Martina Jakovljević, Stela Jokić. Extraction of bioactive phenolics from black poplar (Populus nigra L.) buds by supercritical CO2 and its optimization by response surface methodology. Journal of pharmaceutical and biomedical analysis. 2018 Apr; 152(?):128-136. doi: 10.1016/j.jpba.2018.01.046. [PMID: 29414004]
  • Chengbo Gu, Linan Fu, Xiaohan Yuan, Zhiguo Liu. Promoting Effect of Pinostrobin on the Proliferation, Differentiation, and Mineralization of Murine Pre-osteoblastic MC3T3-E1 Cells. Molecules (Basel, Switzerland). 2017 Oct; 22(10):. doi: 10.3390/molecules22101735. [PMID: 29035339]
  • Shengnan Tan, Zhimin Dong, Jiashuo Zhang, Thomas Efferth, Yujie Fu, Xin Hua. Cytochrome P450 reaction phenotyping and inhibition and induction studies of pinostrobin in human liver microsomes and hepatocytes. Biomedical chromatography : BMC. 2017 Jun; 31(6):. doi: 10.1002/bmc.3888. [PMID: 28111763]
  • Roswitha Schuster, Wolfgang Holzer, Hannes Doerfler, Wolfram Weckwerth, Helmut Viernstein, Siriporn Okonogi, Monika Mueller. Cajanus cajan- a source of PPARγ activators leading to anti-inflammatory and cytotoxic effects. Food & function. 2016 Sep; 7(9):3798-806. doi: 10.1039/c6fo00689b. [PMID: 27603115]
  • Neeraj K Patel, Gaurav Jaiswal, Kamlesh K Bhutani. A review on biological sources, chemistry and pharmacological activities of pinostrobin. Natural product research. 2016 Sep; 30(18):2017-27. doi: 10.1080/14786419.2015.1107556. [PMID: 26653796]
  • Isabel Gómez-Betancur, Jaime Andrés Pereañez, Arley Camilo Patiño, Dora Benjumea. Inhibitory effect of pinostrobin from Renealmia alpinia, on the enzymatic and biological activities of a PLA2. International journal of biological macromolecules. 2016 Aug; 89(?):35-42. doi: 10.1016/j.ijbiomac.2016.04.042. [PMID: 27109758]
  • Jason Q D Goodger, Samiddhi L Seneratne, Dean Nicolle, Ian E Woodrow. Foliar Essential Oil Glands of Eucalyptus Subgenus Eucalyptus (Myrtaceae) Are a Rich Source of Flavonoids and Related Non-Volatile Constituents. PloS one. 2016; 11(3):e0151432. doi: 10.1371/journal.pone.0151432. [PMID: 26977933]
  • Jintawee Kicuntod, Wasinee Khuntawee, Peter Wolschann, Piamsook Pongsawasdi, Warinthorn Chavasiri, Nawee Kungwan, Thanyada Rungrotmongkol. Inclusion complexation of pinostrobin with various cyclodextrin derivatives. Journal of molecular graphics & modelling. 2016 Jan; 63(?):91-8. doi: 10.1016/j.jmgm.2015.11.005. [PMID: 26709752]
  • Francisca Palomares-Alonso, Irma Susana Rojas-Tomé, Victorino Juárez Rocha, Guadalupe Palencia Hernández, Angélica González-Maciel, Andrea Ramos-Morales, Rosalba Santiago-Reyes, Iliana Elvira González-Hernández, Helgi Jung-Cook. Cysticidal activity of extracts and isolated compounds from Teloxys graveolens: In vitro and in vivo studies. Experimental parasitology. 2015 Sep; 156(?):79-86. doi: 10.1016/j.exppara.2015.06.001. [PMID: 26072200]
  • Shevin R Feroz, Rumana A Sumi, Sri N A Malek, Saad Tayyab. A comparative analysis on the binding characteristics of various mammalian albumins towards a multitherapeutic agent, pinostrobin. Experimental animals. 2015; 64(2):101-8. doi: 10.1538/expanim.14-0053. [PMID: 25519455]
  • Casey L Sayre, Samaa Alrushaid, Stephanie E Martinez, Hope D Anderson, Neal M Davies. Pre-Clinical Pharmacokinetic and Pharmacodynamic Characterization of Selected Chiral Flavonoids: Pinocembrin and Pinostrobin. Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques. 2015; 18(4):368-95. doi: 10.18433/j3bk5t. [PMID: 26626242]
  • Isabel Gómez-Betancur, Dora Benjumea, Arley Patiño, Nora Jiménez, Edison Osorio. Inhibition of the toxic effects of Bothrops asper venom by pinostrobin, a flavanone isolated from Renealmia alpinia (Rottb.) MAAS. Journal of ethnopharmacology. 2014 Sep; 155(3):1609-15. doi: 10.1016/j.jep.2014.08.002. [PMID: 25138354]
  • Neeraj K Patel, Kamlesh K Bhutani. Pinostrobin and Cajanus lactone isolated from Cajanus cajan (L.) leaves inhibits TNF-α and IL-1β production: in vitro and in vivo experimentation. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2014 Jun; 21(7):946-53. doi: 10.1016/j.phymed.2014.02.011. [PMID: 24680612]
  • Sha-Sha Tian, Fu-Sheng Jiang, Kun Zhang, Xue-Xin Zhu, Bo Jin, Jin-Jian Lu, Zhi-Shan Ding. Flavonoids from the leaves of Carya cathayensis Sarg. inhibit vascular endothelial growth factor-induced angiogenesis. Fitoterapia. 2014 Jan; 92(?):34-40. doi: 10.1016/j.fitote.2013.09.016. [PMID: 24096161]
  • A K Sariev, D A Abaimov, M V Tankevich, D I Prokhorov, S M Adekenov, L I Arystan, R D Seĭfulla. [Experimental study of pinostrobine oxime biotransformation]. Eksperimental'naia i klinicheskaia farmakologiia. 2014; 77(8):39-44. doi: NULL. [PMID: 25335390]
  • Chul Lee, Jin Woo Lee, Qinghao Jin, Dae Sik Jang, Sung-Joon Lee, Dongho Lee, Jin Tae Hong, Youngsoo Kim, Mi Kyeong Lee, Bang Yeon Hwang. Inhibitory constituents of the heartwood of Dalbergia odorifera on nitric oxide production in RAW 264.7 macrophages. Bioorganic & medicinal chemistry letters. 2013 Jul; 23(14):4263-6. doi: 10.1016/j.bmcl.2013.04.032. [PMID: 23743282]
  • Harry Alvarez-Ospina, Isabel Rivero Cruz, Georgina Duarte, Robert Bye, Rachel Mata. HPLC determination of the major active flavonoids and GC-MS analysis of volatile components of Dysphania graveolens (Amaranthaceae). Phytochemical analysis : PCA. 2013 May; 24(3):248-54. doi: 10.1002/pca.2405. [PMID: 23037638]
  • Casey L Sayre, Yangmiao Zhang, Stephanie E Martinez, Jody K Takemoto, Neal M Davies. Stereospecific analytical method development and preliminary in vivo pharmacokinetic characterization of pinostrobin in the rat. Biomedical chromatography : BMC. 2013 May; 27(5):548-50. doi: 10.1002/bmc.2834. [PMID: 23070926]
  • Shevin R Feroz, Saharuddin B Mohamad, Zarith S D Bakri, Sri N A Malek, Saad Tayyab. Probing the interaction of a therapeutic flavonoid, pinostrobin with human serum albumin: multiple spectroscopic and molecular modeling investigations. PloS one. 2013; 8(10):e76067. doi: 10.1371/journal.pone.0076067. [PMID: 24116089]
  • David R Katerere, Alexander I Gray, Robert J Nash, Roger D Waigh. Phytochemical and antimicrobial investigations of stilbenoids and flavonoids isolated from three species of Combretaceae. Fitoterapia. 2012 Jul; 83(5):932-40. doi: 10.1016/j.fitote.2012.04.011. [PMID: 22546149]
  • Jean P Dzoyem, Antoine H L Nkuete, Victor Kuete, Michel F Tala, Hippolyte K Wabo, Santosh K Guru, Vikrant S Rajput, Akash Sharma, Pierre Tane, Inshad A Khan, Anil K Saxena, Hartmut Laatsch, Ning-Hua Tan. Cytotoxicity and antimicrobial activity of the methanol extract and compounds from Polygonum limbatum. Planta medica. 2012 May; 78(8):787-92. doi: 10.1055/s-0031-1298431. [PMID: 22495442]
  • Davide Bertelli, Giulia Papotti, Laura Bortolotti, Gian Luigi Marcazzan, Maria Plessi. ¹H-NMR simultaneous identification of health-relevant compounds in propolis extracts. Phytochemical analysis : PCA. 2012 May; 23(3):260-6. doi: 10.1002/pca.1352. [PMID: 21853496]
  • Xin Hua, Yu-Jie Fu, Yuan-Gang Zu, Lin Zhang, Wei Wang, Meng Luo. Determination of pinostrobin in rat plasma by LC-MS/MS: application to pharmacokinetics. Journal of pharmaceutical and biomedical analysis. 2011 Dec; 56(4):841-5. doi: 10.1016/j.jpba.2011.07.038. [PMID: 21840667]
  • Siddig Ibrahim Abdelwahab, Syam Mohan, Mahmmod Ameen Abdulla, Mohd Aspollah Sukari, Ahmad Bustamam Abdul, Manal Mohamed Elhassan Taha, Suvitha Syam, Syahida Ahmad, Ka-Heng Lee. The methanolic extract of Boesenbergia rotunda (L.) Mansf. and its major compound pinostrobin induces anti-ulcerogenic property in vivo: possible involvement of indirect antioxidant action. Journal of ethnopharmacology. 2011 Sep; 137(2):963-70. doi: 10.1016/j.jep.2011.07.010. [PMID: 21771650]
  • De-lin Wu, Shi-yun Chen, Jing-song Liu, Chuan-shan Jin, Feng-qing Xu. [Chemical constituents of Carya cathayensis and their antitumor bioactivity]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2011 Jul; 34(7):1055-7. doi: ". [PMID: 22066397]
  • Nan Wu, Yu Kong, Yuangang Zu, Yujie Fu, Zhiguo Liu, Ronghua Meng, Xia Liu, Thomas Efferth. Activity investigation of pinostrobin towards herpes simplex virus-1 as determined by atomic force microscopy. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2011 Jan; 18(2-3):110-8. doi: 10.1016/j.phymed.2010.07.001. [PMID: 20739162]
  • Meihong Fu, Jing Fang, Hongjun Yang, Zhuju Wang, Liying Tang, Luqi Huang, Lan Yang, Dong Zhang. [Determination of 5-hydroxy-7-methoxyflavan in Daemonorops draco by HPLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2010 Dec; 35(23):3192-3. doi: ". [PMID: 21355247]
  • Russell A Nicholson, Laurence S David, Rui Le Pan, Xin Min Liu. Pinostrobin from Cajanus cajan (L.) Millsp. inhibits sodium channel-activated depolarization of mouse brain synaptoneurosomes. Fitoterapia. 2010 Oct; 81(7):826-9. doi: 10.1016/j.fitote.2010.05.005. [PMID: 20472040]
  • Tsung-Hsien Chou, Jih-Jung Chen, Shiow-Ju Lee, Michael Y Chiang, Cheng-Wei Yang, Ih-Sheng Chen. Cytotoxic flavonoids from the leaves of Cryptocarya chinensis. Journal of natural products. 2010 Sep; 73(9):1470-5. doi: 10.1021/np100014j. [PMID: 20704331]
  • J S Ashidi, P J Houghton, P J Hylands, T Efferth. Ethnobotanical survey and cytotoxicity testing of plants of South-western Nigeria used to treat cancer, with isolation of cytotoxic constituents from Cajanus cajan Millsp. leaves. Journal of ethnopharmacology. 2010 Mar; 128(2):501-12. doi: 10.1016/j.jep.2010.01.009. [PMID: 20064598]
  • Wachirasak Wangkangwan, Saipin Boonkerd, Warinthorn Chavasiri, Kasama Sukapirom, Kovit Pattanapanyasat, Ngampong Kongkathip, Tokichi Miyakawa, Chulee Yompakdee. Pinostrobin from Boesenbergia pandurata is an inhibitor of Ca2+-signal-mediated cell-cycle regulation in the yeast Saccharomyces cerevisiae. Bioscience, biotechnology, and biochemistry. 2009 Jul; 73(7):1679-82. doi: 10.1271/bbb.90114. [PMID: 19584530]
  • Kirandeep Kaur, Meenakshi Jain, Tarandeep Kaur, Rahul Jain. Antimalarials from nature. Bioorganic & medicinal chemistry. 2009 May; 17(9):3229-56. doi: 10.1016/j.bmc.2009.02.050. [PMID: 19299148]
  • Nan Wu, Kuang Fu, Yu-Jie Fu, Yuan-Gang Zu, Fang-Rong Chang, Yung-Husan Chen, Xiao-Lei Liu, Yu Kong, Wei Liu, Cheng-Bo Gu. Antioxidant activities of extracts and main components of Pigeonpea [Cajanus cajan (L.) Millsp.] leaves. Molecules (Basel, Switzerland). 2009 Mar; 14(3):1032-43. doi: 10.3390/molecules14031032. [PMID: 19305357]
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  • Tan Siew Kiat, Richard Pippen, Rohana Yusof, Halijah Ibrahim, Norzulaani Khalid, Noorsaadah Abd Rahman. Inhibitory activity of cyclohexenyl chalcone derivatives and flavonoids of fingerroot, Boesenbergia rotunda (L.), towards dengue-2 virus NS3 protease. Bioorganic & medicinal chemistry letters. 2006 Jun; 16(12):3337-40. doi: 10.1016/j.bmcl.2005.12.075. [PMID: 16621533]
  • Helena D Smolarz, Ewaryst Mendyk, Anna Bogucka-Kocka, Janusz Kocki. Pinostrobin--an anti-leukemic flavonoid from Polygonum lapathifolium L. ssp. nodosum (Pers.) Dans. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2006 Jan; 61(1-2):64-8. doi: 10.1515/znc-2006-1-212. [PMID: 16610219]
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