Flavan-3-ol (BioDeep_00000014001)

 

Secondary id: BioDeep_00001870302


代谢物信息卡片


3-Flavanol, trans-(+)-

化学式: C15H14O2 (226.0994)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(plant) 14.83%

分子结构信息

SMILES: C1C(C(OC2=CC=CC=C21)C3=CC=CC=C3)O
InChI: InChI=1S/C15H14O2/c16-13-10-12-8-4-5-9-14(12)17-15(13)11-6-2-1-3-7-11/h1-9,13,15-16H,10H2

描述信息

同义名列表

2 个代谢物同义名

3-Flavanol, trans-(+)-; Flavan-3-ol



数据库引用编号

10 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)

4 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

  • Jianjian Gao, Dan Chen, Dongchao Xie, Jiakun Peng, Zhengyan Hu, Zhi Lin, Weidong Dai. Investigations of the highly efficient processing technique, chemical constituents, and anti-inflammatory effect of N-ethyl-2-pyrrolidinone-substituted flavan-3-ol (EPSF)-enriched white tea. Food chemistry. 2024 Aug; 450(?):139328. doi: 10.1016/j.foodchem.2024.139328. [PMID: 38626712]
  • Stefan Dussling, Christof B Steingass, Tim Dreifke, Frank Will, Ralf Schweiggert. Analytical characterization of flavan-3-ol-rich apple juices produced with the innovative spiral filter press technology. Food research international (Ottawa, Ont.). 2024 Mar; 180(?):114055. doi: 10.1016/j.foodres.2024.114055. [PMID: 38395572]
  • Zisheng Han, Mengting Zhu, Xiaochun Wan, Xiaoting Zhai, Chi-Tang Ho, Liang Zhang. Food polyphenols and Maillard reaction: regulation effect and chemical mechanism. Critical reviews in food science and nutrition. 2024; 64(15):4904-4920. doi: 10.1080/10408398.2022.2146653. [PMID: 36382683]
  • Meng Huang, Meng Li, Ying Zhang, Huan Gong, Yuju Zhou, Danping Zhu, Lingxi Li, Ning Ma, Yan Cui. Novel flavan-3-ol-dithiothreitol conjugates derived from the degradation of grape seed proanthocyanidins and their neuroprotective potential. Food chemistry. 2023 Mar; 405(Pt A):134825. doi: 10.1016/j.foodchem.2022.134825. [PMID: 36356360]
  • Giuseppe Di Pede, Pedro Mena, Letizia Bresciani, Tahani M Almutairi, Daniele Del Rio, Michael N Clifford, Alan Crozier. Human colonic catabolism of dietary flavan-3-ol bioactives. Molecular aspects of medicine. 2023 02; 89(?):101107. doi: 10.1016/j.mam.2022.101107. [PMID: 35931563]
  • Yue Zhao, Shengbo Yao, Xue Zhang, Zhihui Wang, Changjuan Jiang, Yajun Liu, Xiaolan Jiang, Liping Gao, Tao Xia. Flavan-3-ol Galloylation-Related Functional Gene Cluster and the Functional Diversification of SCPL Paralogs in Camellia sp. Journal of agricultural and food chemistry. 2023 Jan; 71(1):488-498. doi: 10.1021/acs.jafc.2c06433. [PMID: 36562642]
  • Junyan Zhu, Xiaomei Yan, Shengrui Liu, Xiaobo Xia, Yanlin An, Qingshan Xu, Shiqi Zhao, Lu Liu, Rui Guo, Zhaoliang Zhang, De-Yu Xie, Chaoling Wei. Alternative splicing of CsJAZ1 negatively regulates flavan-3-ol biosynthesis in tea plants. The Plant journal : for cell and molecular biology. 2022 04; 110(1):243-261. doi: 10.1111/tpj.15670. [PMID: 35043493]
  • Joshua VanderWeide, Filippo Del Zozzo, Esmaeil Nasrollahiazar, James A Kennedy, Enrico Peterlunger, Laura Rustioni, Paolo Sabbatini. Influence of freezing and heating conditions on grape seed flavan-3-ol extractability, oxidation, and galloylation pattern. Scientific reports. 2022 03; 12(1):3838. doi: 10.1038/s41598-022-07925-7. [PMID: 35264734]
  • M Mora-Granados, A G Crevillen, D González-Gómez, A Gallego-Picó. Disposable electrochemical sensor combined with molecularly imprinted solid-phase extraction for catabolites detection of flavan-3-ol in urine samples. Talanta. 2021 Dec; 235(?):122734. doi: 10.1016/j.talanta.2021.122734. [PMID: 34517603]
  • Yuko Ishii, Orie Muta, Tomohiro Teshima, Nayuta Hirasima, Minayu Odaka, Taiki Fushimi, Yasuyuki Fujii, Naomi Osakabe. Repeated Oral Administration of Flavan-3-ols Induces Browning in Mice Adipose Tissues through Sympathetic Nerve Activation. Nutrients. 2021 Nov; 13(12):. doi: 10.3390/nu13124214. [PMID: 34959764]
  • Enrique Almanza-Aguilera, Daniela Ceballos-Sánchez, David Achaintre, Joseph A Rothwell, Nasser Laouali, Gianluca Severi, Verena Katzke, Theron Johnson, Matthias B Schulze, Domenico Palli, Giuliana Gargano, Maria Santucci de Magistris, Rosario Tumino, Carlotta Sacerdote, Augustin Scalbert, Raul Zamora-Ros. Urinary Concentrations of (+)-Catechin and (-)-Epicatechin as Biomarkers of Dietary Intake of Flavan-3-ols in the European Prospective Investigation into Cancer and Nutrition (EPIC) Study. Nutrients. 2021 Nov; 13(11):. doi: 10.3390/nu13114157. [PMID: 34836412]
  • Peng-Cheng Zheng, Chun-Yin Qin, Pan-Pan Liu, Lin Feng, Tie-Jun Ling, Jing-Ming Ning, Liang Zhang, Xiao-Chun Wan. Untargeted Metabolomics Combined with Bioassay Reveals the Change in Critical Bioactive Compounds during the Processing of Qingzhuan Tea. Molecules (Basel, Switzerland). 2021 Nov; 26(21):. doi: 10.3390/molecules26216718. [PMID: 34771127]
  • Aneta Wojdyło, Paulina Nowicka, Igor Piotr Turkiewicz, Karolina Tkacz, Francisca Hernandez. Comparison of bioactive compounds and health promoting properties of fruits and leaves of apple, pear and quince. Scientific reports. 2021 10; 11(1):20253. doi: 10.1038/s41598-021-99293-x. [PMID: 34642358]
  • Mariane Roberta Ritter, Oliveira Marcelo Tempesta de, Regina Yasuko Makimori, Ana Luiza Sereia, Ane Stefano Simionato, Danielly Chierrito, Andrade Filho Galdino, Oliveira Admilton Gonçalves de, Silva Denise Brentan da, Claudio Roberto Novello, Medeiros Daniela Cristina de, Dias Filho Benedito Prado, Mello João Carlos Palazzo de. Dimeric glycosylated flavan-3-ol and antimicrobial in vitro evaluation of Trichilia catigua extracts. Natural product research. 2021 Oct; 35(19):3293-3300. doi: 10.1080/14786419.2019.1698569. [PMID: 31813285]
  • Xiao Chen, Benhong Xu, Luling Nie, Kaiwu He, Li Zhou, Xinfeng Huang, Peter Spencer, Xifei Yang, Jianjun Liu. Flavanol-rich lychee fruit extract substantially reduces progressive cognitive and molecular deficits in a triple-transgenic animal model of Alzheimer disease. Nutritional neuroscience. 2021 Sep; 24(9):720-734. doi: 10.1080/1028415x.2019.1673527. [PMID: 31603034]
  • Guillermo Schmeda-Hirschmann, Javier Antileo-Laurie, Cristina Theoduloz, Felipe Jiménez-Aspee, Felipe Avila, Alberto Burgos-Edwards, Verónica Olate-Olave. Phenolic composition, antioxidant capacity and α-glucosidase inhibitory activity of raw and boiled Chilean Araucaria araucana kernels. Food chemistry. 2021 Jul; 350(?):129241. doi: 10.1016/j.foodchem.2021.129241. [PMID: 33601092]
  • Danijel D Milinčić, Aleksandar Ž Kostić, Uroš M Gašić, Steva Lević, Slađana P Stanojević, Miroljub B Barać, Živoslav Lj Tešić, Viktor Nedović, Mirjana B Pešić. Skimmed Goat's Milk Powder Enriched with Grape Pomace Seed Extract: Phenolics and Protein Characterization and Antioxidant Properties. Biomolecules. 2021 06; 11(7):. doi: 10.3390/biom11070965. [PMID: 34208895]
  • Michał Gleńsk, Marta K Dudek, Maciej Ciach, Maciej Włodarczyk. Isolation and structural determination of flavan-3-ol derivatives from the Polypodium vulgare L. rhizomes water extract. Natural product research. 2021 May; 35(9):1474-1483. doi: 10.1080/14786419.2019.1655302. [PMID: 31538499]
  • Silvia Yuste, Iziar A Ludwig, María-Paz Romero, Carme Piñol-Felis, Úrsula Catalán, Anna Pedret, Rosa M Valls, Sara Fernández-Castillejo, María-José Motilva, Alba Macià, Laura Rubió. Metabolic Fate and Cardiometabolic Effects of Phenolic Compounds from Red-Fleshed Apple in Hypercholesterolemic Rats: A Comparative Study with Common White-Fleshed Apple. The AppleCOR Study. Molecular nutrition & food research. 2021 05; 65(10):e2001225. doi: 10.1002/mnfr.202001225. [PMID: 33851768]
  • Andrea Da Porto, Alessandro Cavarape, GianLuca Colussi, Viviana Casarsa, Cristiana Catena, Leonardo A Sechi. Polyphenols Rich Diets and Risk of Type 2 Diabetes. Nutrients. 2021 Apr; 13(5):. doi: 10.3390/nu13051445. [PMID: 33923263]
  • Edward Owen Norman, Hayden Tuohey, David Pizzi, Milane Saidah, Rachael Bell, Robert Brkljača, Jonathan M White, Robin B Gasser, Aya C Taki, Sylvia Urban. Phytochemical Profiling and Biological Activity of the Australian Carnivorous Plant, Drosera magna. Journal of natural products. 2021 04; 84(4):964-971. doi: 10.1021/acs.jnatprod.0c00869. [PMID: 33631073]
  • Izabela Nawrot-Hadzik, Adam Matkowski, Jakub Hadzik, Barbara Dobrowolska-Czopor, Cyprian Olchowy, Marzena Dominiak, Paweł Kubasiewicz-Ross. Proanthocyanidins and Flavan-3-Ols in the Prevention and Treatment of Periodontitis-Antibacterial Effects. Nutrients. 2021 Jan; 13(1):. doi: 10.3390/nu13010165. [PMID: 33430257]
  • Pascale Goupil, Elodie Peghaire, Razik Benouaret, Claire Richard, Mohamad Sleiman, Hicham El Alaoui, Ayhan Kocer. Relationships between Plant Defense Inducer Activities and Molecular Structure of Gallomolecules. Journal of agricultural and food chemistry. 2020 Dec; 68(52):15409-15417. doi: 10.1021/acs.jafc.0c05719. [PMID: 33337882]
  • G Astray, B R Albuquerque, M A Prieto, J Simal-Gandara, I C F R Ferreira, L Barros. Stability assessment of extracts obtained from Arbutus unedo L. fruits in powder and solution systems using machine-learning methodologies. Food chemistry. 2020 Dec; 333(?):127460. doi: 10.1016/j.foodchem.2020.127460. [PMID: 32673953]
  • Anwar E M Noreljaleel, Anke Wilhelm, Susan L Bonnet. Analysis of Commercial Proanthocyanidins. Part 6: Sulfitation of Flavan-3-Ols Catechin and Epicatechin, and Procyanidin B-3. Molecules (Basel, Switzerland). 2020 Oct; 25(21):. doi: 10.3390/molecules25214980. [PMID: 33126408]
  • Weidong Dai, Ni Lou, Dongchao Xie, Zhengyan Hu, Huiyi Song, Meiling Lu, Dong Shang, Wenliang Wu, Jiakun Peng, Peiyuan Yin, Zhi Lin. N-Ethyl-2-Pyrrolidinone-Substituted Flavan-3-Ols with Anti-inflammatory Activity in Lipopolysaccharide-Stimulated Macrophages Are Storage-Related Marker Compounds for Green Tea. Journal of agricultural and food chemistry. 2020 Oct; 68(43):12164-12172. doi: 10.1021/acs.jafc.0c03952. [PMID: 33074673]
  • Jing Cheng, Keji Yu, Mingyue Zhang, Ying Shi, Changqing Duan, Jun Wang. The Effect of Light Intensity on the Expression of Leucoanthocyanidin Reductase in Grapevine Calluses and Analysis of Its Promoter Activity. Genes. 2020 09; 11(10):. doi: 10.3390/genes11101156. [PMID: 33007888]
  • Eleonora Cremonini, Dario E Iglesias, Jiye Kang, Giovanni E Lombardo, Zahra Mostofinejad, Ziwei Wang, Wei Zhu, Patricia I Oteiza. (-)-Epicatechin and the comorbidities of obesity. Archives of biochemistry and biophysics. 2020 09; 690(?):108505. doi: 10.1016/j.abb.2020.108505. [PMID: 32679195]
  • Benjamin H Parmenter, Kevin D Croft, Jonathan M Hodgson, Frederik Dalgaard, Catherine P Bondonno, Joshua R Lewis, Aedín Cassidy, Augustin Scalbert, Nicola P Bondonno. An overview and update on the epidemiology of flavonoid intake and cardiovascular disease risk. Food & function. 2020 Aug; 11(8):6777-6806. doi: 10.1039/d0fo01118e. [PMID: 32725042]
  • Hao-Fen Xie, Ya-Shuai Kong, Ru-Ze Li, Louis-Félix Nothias, Alexey V Melnik, Hong Zhang, Lu-Lu Liu, Ting-Ting An, Rui Liu, Zi Yang, Jia-Ping Ke, Peng Zhang, Guan-Hu Bao, Zhong-Wen Xie, Da-Xiang Li, Xiao-Chun Wan, Qian-Ying Dai, Liang Zhang, Ming Zhao, Mao-Qiang An, Yan-Hua Long, Tie-Jun Ling. Feature-Based Molecular Networking Analysis of the Metabolites Produced by In Vitro Solid-State Fermentation Reveals Pathways for the Bioconversion of Epigallocatechin Gallate. Journal of agricultural and food chemistry. 2020 Jul; 68(30):7995-8007. doi: 10.1021/acs.jafc.0c02983. [PMID: 32618197]
  • Auriane Dudoit, Nawel Benbouguerra, Tristan Richard, Ruth Hornedo-Ortega, Josep Valls-Fonayet, Gaëlle Coussot, Cédric Saucier. α-Glucosidase Inhibitory Activity of Tannat Grape Phenolic Extracts in Relation to Their Ripening Stages. Biomolecules. 2020 07; 10(8):. doi: 10.3390/biom10081088. [PMID: 32707893]
  • María de la Luz Cádiz-Gurrea, Álvaro Fernández-Ochoa, Francisco Javier Leyva-Jiménez, Noelia Guerrero-Muñoz, María Del Carmen Villegas-Aguilar, Sandra Pimentel-Moral, Fernando Ramos-Escudero, Antonio Segura-Carretero. LC-MS and Spectrophotometric Approaches for Evaluation of Bioactive Compounds from Peru Cocoa By-Products for Commercial Applications. Molecules (Basel, Switzerland). 2020 Jul; 25(14):. doi: 10.3390/molecules25143177. [PMID: 32664612]
  • Kamal Tyagi, Itay Maoz, Efraim Lewinsohn, Larry Lerno, Susan E Ebeler, Amnon Lichter. Girdling of table grapes at fruit set can divert the phenylpropanoid pathway towards accumulation of proanthocyanidins and change the volatile composition. Plant science : an international journal of experimental plant biology. 2020 Jul; 296(?):110495. doi: 10.1016/j.plantsci.2020.110495. [PMID: 32540014]
  • Laurent-Emmanuel Monfoulet, Caroline Buffière, Geoffrey Istas, Claire Dufour, Carine Le Bourvellec, Sylvie Mercier, Dominique Bayle, Céline Boby, Didier Remond, Patrick Borel, Ana Rodriguez-Mateos, Dragan Milenkovic, Christine Morand. Effects of the apple matrix on the postprandial bioavailability of flavan-3-ols and nutrigenomic response of apple polyphenols in minipigs challenged with a high fat meal. Food & function. 2020 Jun; 11(6):5077-5090. doi: 10.1039/d0fo00346h. [PMID: 32463404]
  • Emilia Romer, Soraya Chebib, Karl-Christian Bergmann, Katrin Plate, Sylvia Becker, Christina Ludwig, Chen Meng, Thilo Fischer, Werner Dierend, Wilfried Schwab. Tiered approach for the identification of Mal d 1 reduced, well tolerated apple genotypes. Scientific reports. 2020 06; 10(1):9144. doi: 10.1038/s41598-020-66051-4. [PMID: 32499528]
  • Michał Majewski, Ewa Kucharczyk, Roman Kaliszan, Michał Markuszewski, Bartosz Fotschki, Jerzy Juśkiewicz, Małgorzata Borkowska-Sztachańska, Katarzyna Ognik. The Characterization of Ground Raspberry Seeds and the Physiological Response to Supplementation in Hypertensive and Normotensive Rats. Nutrients. 2020 Jun; 12(6):. doi: 10.3390/nu12061630. [PMID: 32492905]
  • Yang Zeng, Yu-Xia Sun, Xiu-Hua Meng, Tao Yu, Hong-Tao Zhu, Ying-Jun Zhang. A new methylene bisflavan-3-ol from the branches and leaves of Potentilla fruticosa. Natural product research. 2020 May; 34(9):1238-1245. doi: 10.1080/14786419.2018.1557169. [PMID: 30663382]
  • Liudis L Pino, Trina H García, Livan Delgado-Roche, Idania Rodeiro, Ivonne Hernández, Wagner Vilegas, Iraida Spengler. Polyphenolic profile by FIA/ESI/IT/MSn and antioxidant capacity of the ethanolic extract from the barks of Maytenus cajalbanica (Borhidi & O. Muñiz) Borhidi & O. Muñiz. Natural product research. 2020 May; 34(10):1481-1485. doi: 10.1080/14786419.2018.1509327. [PMID: 30636452]
  • Fangfang Tie, Jifei Wang, Yuexin Liang, Shujun Zhu, Zhenhua Wang, Gang Li, Honglun Wang. Proanthocyanidins Ameliorated Deficits of Lipid Metabolism in Type 2 Diabetes Mellitus Via Inhibiting Adipogenesis and Improving Mitochondrial Function. International journal of molecular sciences. 2020 Mar; 21(6):. doi: 10.3390/ijms21062029. [PMID: 32188147]
  • Yue Yang, Haihui Xie, Yueming Jiang, Xiaoyi Wei. Flavan-3-ols and 2-diglycosyloxybenzoates from the leaves of Averrhoa carambola. Fitoterapia. 2020 Jan; 140(?):104442. doi: 10.1016/j.fitote.2019.104442. [PMID: 31790769]
  • Hirofumi Enomoto, Senji Takahashi, Shiro Takeda, Hajime Hatta. Distribution of Flavan-3-ol Species in Ripe Strawberry Fruit Revealed by Matrix-Assisted Laser Desorption/Ionization-Mass Spectrometry Imaging. Molecules (Basel, Switzerland). 2019 Dec; 25(1):. doi: 10.3390/molecules25010103. [PMID: 31888096]
  • Donato Angelino, Diogo Carregosa, Cristina Domenech-Coca, Monia Savi, Inês Figueira, Nicoletta Brindani, Saebyeol Jang, Sukla Lakshman, Aleksey Molokin, Joseph F Urban, Cindy D Davis, Maria Alexandra Brito, Kwang Sik Kim, Furio Brighenti, Claudio Curti, Cinta Bladé, Josep M Del Bas, Donatella Stilli, Gloria I Solano-Aguilar, Claudia Nunes Dos Santos, Daniele Del Rio, Pedro Mena. 5-(Hydroxyphenyl)-γ-Valerolactone-Sulfate, a Key Microbial Metabolite of Flavan-3-ols, Is Able to Reach the Brain: Evidence from Different in Silico, In Vitro and In Vivo Experimental Models. Nutrients. 2019 Nov; 11(11):. doi: 10.3390/nu11112678. [PMID: 31694297]
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  • Xiaoqing Lei, Yanyun Zhu, Xiaoyu Wang, Pengtao Zhao, Pei Liu, Qianting Zhang, Tongguo Chen, Huanhuan Yuan, Yurong Guo. Wine polysaccharides modulating astringency through the interference on interaction of flavan-3-ols and BSA in model wine. International journal of biological macromolecules. 2019 Oct; 139(?):896-903. doi: 10.1016/j.ijbiomac.2019.08.050. [PMID: 31400416]
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  • Javier I Ottaviani, Reedmond Fong, Jennifer Kimball, Jodi L Ensunsa, Nicola Gray, Anna Vogiatzoglou, Abigail Britten, Debora Lucarelli, Robert Luben, Philip B Grace, Deborah H Mawson, Amy Tym, Antonia Wierzbicki, A David Smith, Nicholas J Wareham, Nita G Forouhi, Kay-Tee Khaw, Hagen Schroeter, Gunter G C Kuhnle. Evaluation of (-)-epicatechin metabolites as recovery biomarker of dietary flavan-3-ol intake. Scientific reports. 2019 09; 9(1):13108. doi: 10.1038/s41598-019-49702-z. [PMID: 31511603]
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  • Pedro Mena, Letizia Bresciani, Nicoletta Brindani, Iziar A Ludwig, Gema Pereira-Caro, Donato Angelino, Rafael Llorach, Luca Calani, Furio Brighenti, Michael N Clifford, Chris I R Gill, Alan Crozier, Claudio Curti, Daniele Del Rio. Phenyl-γ-valerolactones and phenylvaleric acids, the main colonic metabolites of flavan-3-ols: synthesis, analysis, bioavailability, and bioactivity. Natural product reports. 2019 05; 36(5):714-752. doi: 10.1039/c8np00062j. [PMID: 30468210]
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