flavonol (BioDeep_00000868304)

Main id: BioDeep_00000400487

 

PANOMIX_OTCML-2023


代谢物信息卡片


4H-1-Benzopyran-4-one, 3-hydroxy-2-phenyl-

化学式: C15H10O3 (238.062991)
中文名称: 黄酮醇
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC=C(C=C1)C2=C(C(=O)C3=CC=CC=C3O2)O
InChI: InChI=1S/C15H10O3/c16-13-11-8-4-5-9-12(11)18-15(14(13)17)10-6-2-1-3-7-10/h1-9,17H

描述信息

Flavonol is an endogenous metabolite.
Flavonol is an endogenous metabolite.

同义名列表

52 个代谢物同义名

4H-1-Benzopyran-4-one, 3-hydroxy-2-phenyl-; 3-hydroxy-2-phenyl-4H-1-benzopyran-4-one; 3-Hydroxy-2-phenyl-4H-chromen-4-one; 3-hydroxy-2-phenyl-chromen-4-one; 3-hydroxy-2-phenyl-4-chromenone; 3-hydroxy-2-phenylchromen-4-one; 3-hydroxy-2-phenyl-chromone; 3-hydroxy-2-phenylchromone; WLN: T66 BO EVJ CR& DQ; SDCCGMLS-0066736.P001; FLAVONE, 3-HYDROXY-; FLAVONE,3-HYDROXY-; EINECS 209-416-9; Spectrum5_000350; Spectrum3_001432; 3-Hydroxyflavone; Spectrum4_001845; Spectrum2_001392; NCGC00095653-01; Spectrum_000328; SpecPlus_000831; SPECTRUM1501012; KBioSS_000808; Oprea1_692205; Oprea1_038914; DivK1c_006927; MEGxp0_001695; KBioGR_002250; BSPBio_003164; KBio2_000808; ZINC00057675; SPBio_001404; ACon1_000167; KBio1_001871; KBio2_003376; KBio2_005944; KBio3_002384; Flavon-3-ol; H4280_SIGMA; AIDS-001394; EU-0001678; AIDS001394; CHEBI:5078; NSC 57653; SBB000767; NSC 58585; NSC58585; flavonol; 577-85-5; NSC57653; C01495; 3-HF



数据库引用编号

9 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)

64 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

  • Joanna Popiolek-Kalisz. The Relationship between Dietary Flavonols Intake and Metabolic Syndrome in Polish Adults. Nutrients. 2023 Feb; 15(4):. doi: 10.3390/nu15040854. [PMID: 36839212]
  • Xue-Yi Wu, Tian Wang, Hui-Xin Hu, Kan Zhang, Yu Zhao, Bao-Bing Zhao, Hong-Xiang Lou, Xiao-Ning Wang, Tao Shen. The alleviative effect of flavonol-type Nrf2 activator rhamnazin from Physalis alkekengi L. var. franchetii (Mast.) Makino on pulmonary disorders. Phytotherapy research : PTR. 2022 Apr; 36(4):1692-1707. doi: 10.1002/ptr.7403. [PMID: 35129872]
  • Cheng Qu, Jia-Hui Wen, Ping Li, Wen Gao, Hua Yang. Target profiling of flavonol glycosides in the extract of Ginkgo biloba leaf and their pharmacokinetics in rat plasma by ultra-high-performance liquid chromatography with tandem mass spectrometry. Journal of separation science. 2022 Feb; 45(3):728-738. doi: 10.1002/jssc.202100744. [PMID: 34841683]
  • Lina Mikaliunaite, David B Green. Using a 3-hydroxyflavone derivative as a fluorescent probe for the indirect determination of aminothiols separated by ion-pair HPLC. Analytical methods : advancing methods and applications. 2021 07; 13(26):2915-2925. doi: 10.1039/d1ay00499a. [PMID: 34109341]
  • Bukola C Adedayo, Tonna A Anyasi, Malcolm J C Taylor, Fanie Rautenbauch, Marilize Le Roes-Hill, Victoria A Jideani. Phytochemical composition and antioxidant properties of methanolic extracts of whole and dehulled Bambara groundnut (Vigna subterranea) seeds. Scientific reports. 2021 07; 11(1):14116. doi: 10.1038/s41598-021-93525-w. [PMID: 34239002]
  • Junyan Hong, Chathura Gunasekara, Cheng He, Sanzhen Liu, Jianqin Huang, Hairong Wei. Identification of biological pathway and process regulators using sparse partial least squares and triple-gene mutual interaction. Scientific reports. 2021 06; 11(1):13174. doi: 10.1038/s41598-021-92610-4. [PMID: 34162988]
  • Ben A Wagstaff, Azul Zorzoli, Helge C Dorfmueller. NDP-rhamnose biosynthesis and rhamnosyltransferases: building diverse glycoconjugates in nature. The Biochemical journal. 2021 02; 478(4):685-701. doi: 10.1042/bcj20200505. [PMID: 33599745]
  • Qinggang Yin, Xiaoyan Han, Jingwang Chen, Zongxian Han, Liang Shen, Wei Sun, Shilin Chen. Identification of Specific Glycosyltransferases Involved in Flavonol Glucoside Biosynthesis in Ginseng Using Integrative Metabolite Profiles, DIA Proteomics, and Phylogenetic Analysis. Journal of agricultural and food chemistry. 2021 Feb; 69(5):1714-1726. doi: 10.1021/acs.jafc.0c06989. [PMID: 33512142]
  • Urška Jug, Irena Vovk, Vesna Glavnik, Damjan Makuc, Katerina Naumoska. Off-line multidimensional high performance thin-layer chromatography for fractionation of Japanese knotweed rhizome bark extract and isolation of flavan-3-ols, proanthocyanidins and anthraquinones. Journal of chromatography. A. 2021 Jan; 1637(?):461802. doi: 10.1016/j.chroma.2020.461802. [PMID: 33383239]
  • Michał Szopiński, Krzysztof Sitko, Szymon Rusinowski, Paulina Zieleźnik-Rusinowska, Massimiliano Corso, Adam Rostański, Magdalena Rojek-Jelonek, Nathalie Verbruggen, Eugeniusz Małkowski. Different strategies of Cd tolerance and accumulation in Arabidopsis halleri and Arabidopsis arenosa. Plant, cell & environment. 2020 12; 43(12):3002-3019. doi: 10.1111/pce.13883. [PMID: 32890409]
  • Mingyu Hou, Yongjiang Zhang, Guojun Mu, Shunli Cui, Xinlei Yang, Lifeng Liu. Molecular cloning and expression characterization of flavonol synthase genes in peanut (Arachis hypogaea). Scientific reports. 2020 10; 10(1):17717. doi: 10.1038/s41598-020-74763-w. [PMID: 33077846]
  • Anja Sadžak, Zlatko Brkljača, Ivo Crnolatac, Goran Baranović, Suzana Šegota. Flavonol clustering in model lipid membranes: DSC, AFM, force spectroscopy and MD simulations study. Colloids and surfaces. B, Biointerfaces. 2020 Sep; 193(?):111147. doi: 10.1016/j.colsurfb.2020.111147. [PMID: 32526654]
  • Atanu Nandy, Ushasi Pramanik, Paritosh Mahato, Shashi Shekhar, Bijan K Paul, Saptarshi Mukherjee. Contrasting Thermodynamics Governs the Interaction of 3-Hydroxyflavone with the N-Isoform and B-Isoform of Human Serum Albumin. Langmuir : the ACS journal of surfaces and colloids. 2020 07; 36(29):8570-8579. doi: 10.1021/acs.langmuir.0c01362. [PMID: 32600049]
  • Shruti Sharma, Robin Joshi, Dinesh Kumar. Quantitative analysis of flavonols, flavonol glycoside and homoisoflavonoids in Polygonatum verticillatum using UHPLC-DAD-QTOF-IMS and evaluation of their antioxidant potential. Phytochemical analysis : PCA. 2020 May; 31(3):333-339. doi: 10.1002/pca.2899. [PMID: 31898384]
  • Giovanna Baron, Alessandra Altomare, Luca Regazzoni, Laura Fumagalli, Angelica Artasensi, Elisa Borghi, Emerenziana Ottaviano, Cristian Del Bo, Patrizia Riso, Pietro Allegrini, Giovanna Petrangolini, Paolo Morazzoni, Antonella Riva, Lolita Arnoldi, Marina Carini, Giancarlo Aldini. Profiling Vaccinium macrocarpon components and metabolites in human urine and the urine ex-vivo effect on Candida albicans adhesion and biofilm-formation. Biochemical pharmacology. 2020 03; 173(?):113726. doi: 10.1016/j.bcp.2019.113726. [PMID: 31778647]
  • Muhammad Anwar, Weijun Yu, Hong Yao, Ping Zhou, Andrew C Allan, Lihui Zeng. NtMYB3, an R2R3-MYB from Narcissus, Regulates Flavonoid Biosynthesis. International journal of molecular sciences. 2019 Nov; 20(21):. doi: 10.3390/ijms20215456. [PMID: 31683873]
  • Wijdan M Dabeek, Nik Kovinich, Callee Walsh, Melissa Ventura Marra. Characterization and Quantification of Major Flavonol Glycosides in Ramps (Allium tricoccum). Molecules (Basel, Switzerland). 2019 Sep; 24(18):. doi: 10.3390/molecules24183281. [PMID: 31505821]
  • Le Wang, Shusheng Fan, Xiaoping Wang, Xiuhuan Wang, Xin Yan, Dongjie Shan, Wuqing Xiao, Jiamu Ma, Yanran Wang, Xiao Li, Xiao Xu, Gaimei She. Physicochemical Aspects and Sensory Profiles as Various Potential Factors for Comprehensive Quality Assessment of Nü-Er-Cha Produced from Rhamnus heterophylla Oliv. Molecules (Basel, Switzerland). 2019 Sep; 24(18):. doi: 10.3390/molecules24183211. [PMID: 31487833]
  • Suimin Deng, Jing Wu, Kaina Zhang, Yike Li, Lina Yang, Dehua Hu, Yuhao Jin, Yun Hao, Xiangfeng Wang, Yuan Liu, Hailing Liu, Yiping Chen, Mengxia Xie. Fluorescence Resonance Energy Transfer-Mediated Immunosensor Based on Design and Synthesis of the Substrate of Amp Cephalosporinase for Biosensing. Analytical chemistry. 2019 09; 91(17):11316-11323. doi: 10.1021/acs.analchem.9b02427. [PMID: 31403771]
  • Antonio Francioso, Katrin Franke, Claudio Villani, Luciana Mosca, Maria D'Erme, Stefan Frischbutter, Wolfgang Brandt, Angel Sanchez-Lamar, Ludger Wessjohann. Insights into the Phytochemistry of the Cuban Endemic Medicinal Plant Phyllanthus orbicularis: Fideloside, a Novel Bioactive 8-C-glycosyl 2,3-Dihydroflavonol. Molecules (Basel, Switzerland). 2019 Aug; 24(15):. doi: 10.3390/molecules24152855. [PMID: 31390787]
  • Jingyuan Chen, Chhana Ullah, Michael Reichelt, Jonathan Gershenzon, Almuth Hammerbacher. Sclerotinia sclerotiorum Circumvents Flavonoid Defenses by Catabolizing Flavonol Glycosides and Aglycones. Plant physiology. 2019 08; 180(4):1975-1987. doi: 10.1104/pp.19.00461. [PMID: 31221733]
  • Osama Y Althunibat, Amir M Al Hroob, Mohammad H Abukhalil, Mousa O Germoush, May Bin-Jumah, Ayman M Mahmoud. Fisetin ameliorates oxidative stress, inflammation and apoptosis in diabetic cardiomyopathy. Life sciences. 2019 Mar; 221(?):83-92. doi: 10.1016/j.lfs.2019.02.017. [PMID: 30742869]
  • Janine Höll, Sonja Lindner, Hannah Walter, Drishti Joshi, Gernot Poschet, Sina Pfleger, Tobias Ziegler, Rüdiger Hell, Jochen Bogs, Thomas Rausch. Impact of pulsed UV-B stress exposure on plant performance: How recovery periods stimulate secondary metabolism while reducing adaptive growth attenuation. Plant, cell & environment. 2019 03; 42(3):801-814. doi: 10.1111/pce.13409. [PMID: 30049021]
  • Rui Zhai, Yingxiao Zhao, Meng Wu, Jie Yang, Xieyu Li, Hanting Liu, Ting Wu, Fangfang Liang, Chengquan Yang, Zhigang Wang, Fengwang Ma, Lingfei Xu. The MYB transcription factor PbMYB12b positively regulates flavonol biosynthesis in pear fruit. BMC plant biology. 2019 Feb; 19(1):85. doi: 10.1186/s12870-019-1687-0. [PMID: 30791875]
  • César A Puente-Garza, Claudia A Espinosa-Leal, Silverio García-Lara. Steroidal Saponin and Flavonol Content and Antioxidant Activity during Sporophyte Development of Maguey (Agave salmiana). Plant foods for human nutrition (Dordrecht, Netherlands). 2018 Dec; 73(4):287-294. doi: 10.1007/s11130-018-0684-z. [PMID: 30069685]
  • Ivona Elez Garofulić, Zoran Zorić, Sandra Pedisić, Mladen Brnčić, Verica Dragović-Uzelac. UPLC-MS2 Profiling of Blackthorn Flower Polyphenols Isolated by Ultrasound-Assisted Extraction. Journal of food science. 2018 Nov; 83(11):2782-2789. doi: 10.1111/1750-3841.14368. [PMID: 30334249]
  • Monika Dymarska, Tomasz Janeczko, Edyta Kostrzewa-Susłow. Glycosylation of 3-Hydroxyflavone, 3-Methoxyflavone, Quercetin and Baicalein in Fungal Cultures of the Genus Isaria. Molecules (Basel, Switzerland). 2018 Sep; 23(10):. doi: 10.3390/molecules23102477. [PMID: 30262733]
  • Yannan Li, Jing Ning, Yan Wang, Chao Wang, Chengpeng Sun, Xiaokui Huo, Zhenlong Yu, Lei Feng, Baojing Zhang, Xiangge Tian, Xiaochi Ma. Drug interaction study of flavonoids toward CYP3A4 and their quantitative structure activity relationship (QSAR) analysis for predicting potential effects. Toxicology letters. 2018 Sep; 294(?):27-36. doi: 10.1016/j.toxlet.2018.05.008. [PMID: 29753067]
  • Biswapathik Pahari, Sandipan Chakraborty, Pradeep K Sengupta. Molecular insight into the inclusion of the dietary plant flavonol fisetin and its chromophore within a chemically modified γ-cyclodextrin: Multi-spectroscopic, molecular docking and solubility studies. Food chemistry. 2018 Sep; 260(?):221-230. doi: 10.1016/j.foodchem.2018.03.128. [PMID: 29699666]
  • Dinesh Devadoss, Manikandan Ramar, Arulvasu Chinnasamy. Galangin, a dietary flavonol inhibits tumor initiation during experimental pulmonary tumorigenesis by modulating xenobiotic enzymes and antioxidant status. Archives of pharmacal research. 2018 Mar; 41(3):265-275. doi: 10.1007/s12272-014-0330-8. [PMID: 24497035]
  • Hamza Fadel, Ines Sifaoui, Atteneri López-Arencibia, María Reyes-Batlle, Soumaya Hajaji, Olfa Chiboub, Ignacio A Jiménez, Isabel L Bazzocchi, Jacob Lorenzo-Morales, Samir Benayache, José E Piñero. Assessment of the antiprotozoal activity of Pulicaria inuloides extracts, an Algerian medicinal plant: leishmanicidal bioguided fractionation. Parasitology research. 2018 Feb; 117(2):531-537. doi: 10.1007/s00436-017-5731-4. [PMID: 29306999]
  • Shaoli Wang, Zhaohui Chu, Ru Jia, Fei Dan, Xiangling Shen, Yang Li, Xinhua Ding. SlMYB12 Regulates Flavonol Synthesis in Three Different Cherry Tomato Varieties. Scientific reports. 2018 01; 8(1):1582. doi: 10.1038/s41598-018-19214-3. [PMID: 29371612]
  • Eun-Hye Choi, Da-Yeon Lee, SuKyung Kim, Jin-Oh Chung, Jin-Kyu Choi, Kyung-Mi Joo, Hyun Woo Jeong, Jeong Kee Kim, Wan Gi Kim, Soon-Mi Shim. Influence of flavonol-rich excipient food (onion peel and Dendropanax morbifera) on the bioavailability of green tea epicatechins in vitro and in vivo. Food & function. 2017 Oct; 8(10):3664-3674. doi: 10.1039/c7fo01173c. [PMID: 28914949]
  • Anu Tuominen, Juha-Pekka Salminen. Hydrolyzable Tannins, Flavonol Glycosides, and Phenolic Acids Show Seasonal and Ontogenic Variation in Geranium sylvaticum. Journal of agricultural and food chemistry. 2017 Aug; 65(31):6387-6403. doi: 10.1021/acs.jafc.7b00918. [PMID: 28525277]
  • Jonathon Roepke, Harley O W Gordon, Kevin J A Neil, Satinder Gidda, Robert T Mullen, José A Freixas Coutin, Delaney Bray-Stone, Gale G Bozzo. An Apoplastic β-Glucosidase is Essential for the Degradation of Flavonol 3-O-β-Glucoside-7-O-α-Rhamnosides in Arabidopsis. Plant & cell physiology. 2017 06; 58(6):1030-1047. doi: 10.1093/pcp/pcx050. [PMID: 28419331]
  • Yanli Qu, Shuai Liu, Wenlong Bao, Xian Xue, Zhengwen Ma, Ken Yokawa, František Baluška, Yinglang Wan. Expression of Root Genes in Arabidopsis Seedlings Grown by Standard and Improved Growing Methods. International journal of molecular sciences. 2017 May; 18(5):. doi: 10.3390/ijms18050951. [PMID: 28467358]
  • Benjamin M Kuhn, Tomasz Nodzyński, Sanae Errafi, Rahel Bucher, Shibu Gupta, Bibek Aryal, Petre Dobrev, Laurent Bigler, Markus Geisler, Eva Zažímalová, Jiří Friml, Christoph Ringli. Flavonol-induced changes in PIN2 polarity and auxin transport in the Arabidopsis thaliana rol1-2 mutant require phosphatase activity. Scientific reports. 2017 02; 7(?):41906. doi: 10.1038/srep41906. [PMID: 28165500]
  • Kerstin Dalman, Julia Johanna Wind, Miguel Nemesio-Gorriz, Almuth Hammerbacher, Karl Lundén, Ines Ezcurra, Malin Elfstrand. Overexpression of PaNAC03, a stress induced NAC gene family transcription factor in Norway spruce leads to reduced flavonol biosynthesis and aberrant embryo development. BMC plant biology. 2017 01; 17(1):6. doi: 10.1186/s12870-016-0952-8. [PMID: 28061815]
  • Mariana Voicescu, Sorana Ionescu, Cristina L Nistor. Spectroscopic study of 3-Hydroxyflavone - protein interaction in lipidic bi-layers immobilized on silver nanoparticles. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2017 Jan; 170(?):1-8. doi: 10.1016/j.saa.2016.06.039. [PMID: 27380623]
  • Burcu Culhaoglu, Asli Capan, Mehmet Boga, Mehmet Ozturk, Turan Ozturk, Gulacti Topcu. Antioxidant and Anticholinesterase Activities of Some Dialkylamino Substituted 3-Hydroxyflavone Derivatives. Medicinal chemistry (Shariqah (United Arab Emirates)). 2017; 13(3):254-259. doi: 10.2174/1573406412666161104121642. [PMID: 27823563]
  • Bidisha Sengupta, Mehdi Sahihi, Monireh Dehkhodaei, Darrian Kelly, Istvan Arany. Differential roles of 3-Hydroxyflavone and 7-Hydroxyflavone against nicotine-induced oxidative stress in rat renal proximal tubule cells. PloS one. 2017; 12(6):e0179777. doi: 10.1371/journal.pone.0179777. [PMID: 28640852]
  • Khalid Z Matalka, Nada A Abdulridha, Mujtaba M Badr, Kenza Mansoor, Nidal A Qinna, Fadi Qadan. Eriobotrya japonica Water Extract Characterization: An Inducer of Interferon-Gamma Production Mainly by the JAK-STAT Pathway. Molecules (Basel, Switzerland). 2016 Jun; 21(6):. doi: 10.3390/molecules21060722. [PMID: 27271577]
  • Chaoyang Liu, Jianmei Long, Kaijie Zhu, Linlin Liu, Wei Yang, Hongyan Zhang, Li Li, Qiang Xu, Xiuxin Deng. Characterization of a Citrus R2R3-MYB Transcription Factor that Regulates the Flavonol and Hydroxycinnamic Acid Biosynthesis. Scientific reports. 2016 05; 6(?):25352. doi: 10.1038/srep25352. [PMID: 27162196]
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