(3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one (BioDeep_00000903337)

   


代谢物信息卡片


(3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one

化学式: C15H12O7 (304.0583)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC(=C(C=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O
InChI: InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H/t14-,15?/m0/s1

描述信息

同义名列表

1 个代谢物同义名

(3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one



数据库引用编号

1 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)

0 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。

亚细胞结构定位 关联基因列表


文献列表

  • Ying Li, Hang Su, Zhong-Ping Yin, Jing-En Li, En Yuan, Qing-Feng Zhang. Metabolism, tissue distribution and excretion of taxifolin in rat. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2022 Jun; 150(?):112959. doi: 10.1016/j.biopha.2022.112959. [PMID: 35430392]
  • Yiming Zhang, Lanlan Zhan, Quan Wen, Yulin Feng, Yun Luo, Ting Tan. Trapping Methylglyoxal by Taxifolin and Its Metabolites in Mice. Journal of agricultural and food chemistry. 2022 Apr; 70(16):5026-5038. doi: 10.1021/acs.jafc.2c02189. [PMID: 35420027]
  • Murat Alay, Miyase Gulcin Sonmez, Aysegul Sakin, Murat Atmaca, Halis Suleyman, Gulce Naz Yazici, Abdulkadir Coban, Bahadir Suleyman, Seval Bulut, Durdu Altuner. The effects of taxifolin on neuropathy related with hyperglycemia and neuropathic pain in rats: A biochemical and histopathological evaluation. Advances in clinical and experimental medicine : official organ Wroclaw Medical University. 2022 Apr; 31(4):427-435. doi: 10.17219/acem/144002. [PMID: 35178903]
  • Wei Li, Le Zhang, Qingbiao Xu, Wenbo Yang, Jianan Zhao, Ying Ren, Zhendong Yu, Libao Ma. Taxifolin Alleviates DSS-Induced Ulcerative Colitis by Acting on Gut Microbiome to Produce Butyric Acid. Nutrients. 2022 Mar; 14(5):. doi: 10.3390/nu14051069. [PMID: 35268045]
  • Xiaoying Yu, Saddam Hussein, Lijia Li, Qingyu Liu, Zhibin Ban, Hailong Jiang. Effect of Dihydroquercetin on Energy Metabolism in LPS-Induced Inflammatory Mice. BioMed research international. 2022; 2022(?):6491771. doi: 10.1155/2022/6491771. [PMID: 35832840]
  • Fan Wan, Hui Han, Ruqing Zhong, Mengyu Wang, Shanlong Tang, Shunfen Zhang, Fujiang Hou, Bao Yi, Hongfu Zhang. Dihydroquercetin supplement alleviates colonic inflammation potentially through improved gut microbiota community in mice. Food & function. 2021 Nov; 12(22):11420-11434. doi: 10.1039/d1fo01422f. [PMID: 34673859]
  • Ahmed A Al-Karmalawy, Mai M Farid, Ahmed Mostafa, Alia Y Ragheb, Sara H Mahmoud, Mahmoud Shehata, Noura M Abo Shama, Mohamed GabAllah, Gomaa Mostafa-Hedeab, Mona M Marzouk. Naturally Available Flavonoid Aglycones as Potential Antiviral Drug Candidates against SARS-CoV-2. Molecules (Basel, Switzerland). 2021 Oct; 26(21):. doi: 10.3390/molecules26216559. [PMID: 34770969]
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  • Shinji Kondo, Shin-Ichi Adachi, Fumiaki Yoshizawa, Kazumi Yagasaki. Antidiabetic Effect of Taxifolin in Cultured L6 Myotubes and Type 2 Diabetic Model KK-Ay/Ta Mice with Hyperglycemia and Hyperuricemia. Current issues in molecular biology. 2021 Sep; 43(3):1293-1306. doi: 10.3390/cimb43030092. [PMID: 34698101]
  • Neelutpal Gogoi, Purvita Chowdhury, Ashis Kumar Goswami, Aparoop Das, Dipak Chetia, Bhaskarjyoti Gogoi. Computational guided identification of a citrus flavonoid as potential inhibitor of SARS-CoV-2 main protease. Molecular diversity. 2021 Aug; 25(3):1745-1759. doi: 10.1007/s11030-020-10150-x. [PMID: 33236176]
  • Fevzi Bedir, Hüseyin Kocatürk, Turgut Yapanoğlu, Cebrail Gürsul, Remzi Arslan, Renad Mammadov, Abdülkadir Çoban, Durdu Altuner, Halis Suleyman. Protective effect of taxifolin against prooxidant and proinflammatory kidney damage associated with acrylamide in rats. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2021 Jul; 139(?):111660. doi: 10.1016/j.biopha.2021.111660. [PMID: 34243628]
  • Ibrahim Ahiskali, Irmak Ferah Okkay, Renad Mammadov, Ufuk Okkay, Ferda Keskin Cimen, Nezahat Kurt, Halis Suleyman. Effect of taxifolin on cisplatin-associated oxidative optic nerve damage in rats. Cutaneous and ocular toxicology. 2021 Mar; 40(1):1-6. doi: 10.1080/15569527.2020.1844726. [PMID: 33121287]
  • N V Khunderyakova, N V Belosludtseva, N V Khmil, A A Mosentsov, M R Stepanov, M A Ananyan, G D Mironova. [Effect of per os administration of dihydroquercetin aqueous form on energy exchange in blood lymphocytes of rats with experimental cardiomyopathy]. Voprosy pitaniia. 2021; 90(6):50-58. doi: 10.33029/0042-8833-2021-90-6-50-58. [PMID: 35032124]
  • Liyuan Gao, Peipei Yuan, Qi Zhang, Yang Fu, Ying Hou, Yaxin Wei, Xiaoke Zheng, Weisheng Feng. Taxifolin improves disorders of glucose metabolism and water-salt metabolism in kidney via PI3K/AKT signaling pathway in metabolic syndrome rats. Life sciences. 2020 Dec; 263(?):118713. doi: 10.1016/j.lfs.2020.118713. [PMID: 33157091]
  • G D Mironova, N V Belosludtseva, M A Ananyan. Prospects for the use of regulators of oxidative stress in the comprehensive treatment of the novel Coronavirus Disease 2019 (COVID-19) and its complications. European review for medical and pharmacological sciences. 2020 08; 24(16):8585-8591. doi: 10.26355/eurrev_202008_22658. [PMID: 32894566]
  • Zengqiang Li, Yige Yu, Yang Li, Feifei Ma, Yinghui Fang, Chaobo Ni, Keyang Wu, Peipei Pan, Ren-Shan Ge. Taxifolin attenuates the developmental testicular toxicity induced by di-n-butyl phthalate in fetal male rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2020 Aug; 142(?):111482. doi: 10.1016/j.fct.2020.111482. [PMID: 32525071]
  • Lin Zheng, Yueting Li, Zuying Zhou, Wenying Xiang, Zipeng Gong, Siying Chen, Yonglin Wang, Aimin Wang, Yanyu Lan, Yongjun Li, Yong Huang. Comparative pharmacokinetics of quercitrin, astragalin, afzelin and taxifolin in plasma after oral administration of Polygonum orientale inflorescence in sham-operated and myocardial ischemia-reperfusion injury rats. Xenobiotica; the fate of foreign compounds in biological systems. 2020 Jul; 50(7):822-830. doi: 10.1080/00498254.2019.1700319. [PMID: 31791186]
  • Wei Wang, Bei-Lei Ma, Chang-Geng Xu, Xiang-Jun Zhou. Dihydroquercetin protects against renal fibrosis by activating the Nrf2 pathway. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2020 Apr; 69(?):153185. doi: 10.1016/j.phymed.2020.153185. [PMID: 32120244]
  • Masashi Tanaka, Satoshi Saito, Takayuki Inoue, Noriko Satoh-Asahara, Masafumi Ihara. Potential Therapeutic Approaches for Cerebral Amyloid Angiopathy and Alzheimer's Disease. International journal of molecular sciences. 2020 Mar; 21(6):. doi: 10.3390/ijms21061992. [PMID: 32183348]
  • Chao-Lin Yang, Yu-Shih Lin, Keng-Fan Liu, Wen-Huang Peng, Chih-Ming Hsu. Hepatoprotective Mechanisms of Taxifolin on Carbon Tetrachloride-Induced Acute Liver Injury in Mice. Nutrients. 2019 Nov; 11(11):. doi: 10.3390/nu11112655. [PMID: 31689986]
  • Cheng Hu, Jiawen Ye, Licong Zhao, Xiulong Li, Yu Wang, Xinhua Liu, Lingyun Pan, Lisha You, Long Chen, Yiqun Jia, Jiaqi Zhang. 5,7,3',4'-flavan-on-ol (taxifolin) protects against acetaminophen-induced liver injury by regulating the glutathione pathway. Life sciences. 2019 Nov; 236(?):116939. doi: 10.1016/j.lfs.2019.116939. [PMID: 31593705]
  • O O Crown, O O Ogundele, A C Akinmoladun, C D Famusiwa, S S Josiah, M T Olaleye, A A Akindahunsi. Effects of Catechin, Quercetin and Taxifolin on Redox Parameters and Metabolites Linked with Renal Health in Rotenone-toxified Rats. Nigerian journal of physiological sciences : official publication of the Physiological Society of Nigeria. 2019 Jun; 34(1):1-10. doi: . [PMID: 31449265]
  • Kanwal Rehman, Tahir Ali Chohan, Iqra Waheed, Zeeshan Gilani, Muhammad Sajid Hamid Akash. Taxifolin prevents postprandial hyperglycemia by regulating the activity of α-amylase: Evidence from an in vivo and in silico studies. Journal of cellular biochemistry. 2019 01; 120(1):425-438. doi: 10.1002/jcb.27398. [PMID: 30191607]
  • Tao Ding, Shaofei Wang, Xuyao Zhang, Wenjing Zai, Jiajun Fan, Wei Chen, Qi Bian, Jingyun Luan, Yilan Shen, Yanda Zhang, Dianwen Ju, Xiaobin Mei. Kidney protection effects of dihydroquercetin on diabetic nephropathy through suppressing ROS and NLRP3 inflammasome. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2018 Mar; 41(?):45-53. doi: 10.1016/j.phymed.2018.01.026. [PMID: 29519318]
  • Chengyun Wu, Shuyan Cao, Tingting Hong, Yaoyao Dong, Chao Li, Qiufan Wang, Jianliang Sun, Ren-Shan Ge. Taxifolin inhibits rat and human 11β-hydroxysteroid dehydrogenase 2. Fitoterapia. 2017 Sep; 121(?):112-117. doi: 10.1016/j.fitote.2017.07.004. [PMID: 28709706]
  • Melanie Mülek, Lothar Seefried, Franca Genest, Petra Högger. Distribution of Constituents and Metabolites of Maritime Pine Bark Extract (Pycnogenol®) into Serum, Blood Cells, and Synovial Fluid of Patients with Severe Osteoarthritis: A Randomized Controlled Trial. Nutrients. 2017 Apr; 9(5):. doi: 10.3390/nu9050443. [PMID: 28452960]
  • M B Plotnikov, O I Aliev, A V Sidekhmenova, A Yu Shamanaev, A M Anishchenko, A V Nosarev, E A Pushkina. Modes of Hypotensive Action of Dihydroquercetin in Arterial Hypertension. Bulletin of experimental biology and medicine. 2017 Jan; 162(3):353-356. doi: 10.1007/s10517-017-3614-4. [PMID: 28091909]
  • Chun-Juan Yang, Zhi-Bin Wang, Ying-Ying Mi, Ming-Jie Gao, Jin-Nan Lv, Yong-Hai Meng, Bing-You Yang, Hai-Xue Kuang. UHPLC-MS/MS Determination, Pharmacokinetic, and Bioavailability Study of Taxifolin in Rat Plasma after Oral Administration of its Nanodispersion. Molecules (Basel, Switzerland). 2016 Apr; 21(4):494. doi: 10.3390/molecules21040494. [PMID: 27089318]
  • Krishnan Manigandan, Dharmar Manimaran, Richard L Jayaraj, Namasivayam Elangovan, Velumani Dhivya, Anubhav Kaphle. Taxifolin curbs NF-κB-mediated Wnt/β-catenin signaling via up-regulating Nrf2 pathway in experimental colon carcinogenesis. Biochimie. 2015 Dec; 119(?):103-12. doi: 10.1016/j.biochi.2015.10.014. [PMID: 26482805]
  • Mingyi Zhao, Jiajie Chen, Ping Zhu, Masayuki Fujino, Terumi Takahara, Sumika Toyama, Amy Tomita, Lingling Zhao, Zuocheng Yang, Mingyan Hei, Liang Zhong, Jian Zhuang, Shuichi Kimura, Xiao-Kang Li. Dihydroquercetin (DHQ) ameliorated concanavalin A-induced mouse experimental fulminant hepatitis and enhanced HO-1 expression through MAPK/Nrf2 antioxidant pathway in RAW cells. International immunopharmacology. 2015 Oct; 28(2):938-44. doi: 10.1016/j.intimp.2015.04.032. [PMID: 25916679]
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  • Kamran Harati, Pawel Slodnik, Ansgar Michael Chromik, Björn Behr, Ole Goertz, Tobias Hirsch, Nicolai Kapalschinski, Ludger Klein-Hitpass, Jonas Kolbenschlag, Waldemar Uhl, Marcus Lehnhardt, Adrien Daigeler. Pro‑apoptotic effects of pycnogenol on HT1080 human fibrosarcoma cells. International journal of oncology. 2015 Apr; 46(4):1629-36. doi: 10.3892/ijo.2015.2854. [PMID: 25625225]
  • Elham Awad, Amani S Awaad, M Angeles Esteban. Effects of dihydroquercetin obtained from deodar (Cedrus deodara) on immune status of gilthead seabream (Sparus aurata L.). Fish & shellfish immunology. 2015 Mar; 43(1):43-50. doi: 10.1016/j.fsi.2014.12.009. [PMID: 25530582]
  • Ivan S Ivanov, Anastasia V Sidehmenova, Vera I Smol'yakova, Galina A Chernysheva, Mark B Plotnikov. Inhibition of adenosine diphosphate-induced platelet aggregation by alpha-lipoic acid and dihydroquercetin in vitro. Indian journal of pharmacology. 2014 Jul; 46(4):430-2. doi: 10.4103/0253-7613.135958. [PMID: 25097284]
  • Xiaodan Wang, Hui Zhou, Su Zeng. Identification and assay of 3'-O-methyltaxifolin by UPLC-MS in rat plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2012 Dec; 911(?):34-42. doi: 10.1016/j.jchromb.2012.09.006. [PMID: 23217303]
  • Mathias A E Frevel, Andrew Pipingas, Warren J Grigsby, Chris M Frampton, Nigel L Gilchrist. Production, composition and toxicology studies of Enzogenol® Pinus radiata bark extract. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2012 Dec; 50(12):4316-24. doi: 10.1016/j.fct.2012.08.051. [PMID: 22982471]
  • Mijun Peng, Shuyun Shi, Yuping Zhang. The influence of Cd²⁺, Hg²⁺ and Pb²⁺ on taxifolin binding to bovine serum albumin by spectroscopic methods: with the viewpoint of toxic ions/drug interference. Environmental toxicology and pharmacology. 2012 Mar; 33(2):327-33. doi: 10.1016/j.etap.2011.12.025. [PMID: 22301163]
  • Natalya A Muraleva, Evgeniy N Ofitserov, Vladimir P Tikhonov, Natalya G Kolosova. Efficacy of glucosamine alendronate alone & in combination with dihydroquercetin for treatment of osteoporosis in animal model. The Indian journal of medical research. 2012; 135(?):221-7. doi: NULL. [PMID: 22446865]
  • Shuyun Shi, Yuping Zhang, Xiaoqin Chen, Mijun Peng. Investigation of flavonoids bearing different substituents on ring C and their cu2+ complex binding with bovine serum albumin: structure-affinity relationship aspects. Journal of agricultural and food chemistry. 2011 Oct; 59(19):10761-9. doi: 10.1021/jf2027523. [PMID: 21863893]
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