Flavanone (BioDeep_00000000121)

 

Secondary id: BioDeep_00000015419, BioDeep_00000017239

natural product human metabolite PANOMIX_OTCML-2023 blood metabolite


代谢物信息卡片


2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one

化学式: C15H12O2 (224.0837252)
中文名称: 黄烷酮
谱图信息: 最多检出来源 Viridiplantae(plant) 35.6%

分子结构信息

SMILES: c(c3)ccc(c3)C(C1)Oc(c2)c(ccc2)C(=O)1
InChI: InChI=1/C15H12O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-9,15H,10H2

描述信息

Flavonoids (or bioflavonoids) (from the Latin word flavus meaning yellow), also collectively known as Vitamin P and citrin, are a class of plant secondary metabolites or yellow pigments having a structure similar to that of flavones. Flavonoids is found in many foods, some of which are blackcurrant, wild celery, rose hip, and turmeric.
Flavanone is a naturally occurring flavone. Flavanone has inhibitory activity for human estrogen synthetase (aromatase)[1].
Flavanone is a naturally occurring flavone. Flavanone has inhibitory activity for human estrogen synthetase (aromatase)[1].

同义名列表

12 个代谢物同义名

2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one; 2,3-Dihydro-2-phenyl-4H-1-benzopyran-4-one; flavanone, 2-(14)C-labeled; flavanone, (+-)-isomer; flavanone, (R)-isomer; flavanone, (S)-isomer; 2 3-dihydroflavone; 2,3-Dihydroflavone; flavanone, (+-)-; (+-)-flavanone; Flavonoids; Flavanone



数据库引用编号

22 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)

18 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

  • Huixin Tan, Fenghe Wang, Jiahuan Hu, Xiaoyan Duan, Wanting Bai, Xinbo Wang, Baolian Wang, Yan Su, Jinping Hu. Inhibitory interaction of flavonoids with organic cation transporter 2 and their structure-activity relationships for predicting nephroprotective effects. Journal of applied toxicology : JAT. 2023 Apr; ?(?):. doi: 10.1002/jat.4474. [PMID: 37057715]
  • Lu Liu, Xiao-Hong Li, Xiao-Xia Ma, Wen-Hong Tan, Wen-Zhe Ma, Yun-Fu Shen, Afsar Khan, Zhi-Hong Zhou, Zhu-Ya Yang. (±)-Involucrasins A and B, two pairs of flavanone enantiomers from Shuteria involucrata and their inhibitory effects on the proliferation of various cancer cell lines. Journal of Asian natural products research. 2022 Jul; 24(7):641-647. doi: 10.1080/10286020.2021.1952187. [PMID: 34304657]
  • Bing Zhao, Xinyu Bian, Xiaoyu Zhuang, Shu Liu, Zhiqiang Liu, Fengrui Song. Screening apo-SOD1 conformation stabilizers from natural flavanones using native ion mobility mass spectrometry and fluorescence spectroscopy methods. Rapid communications in mass spectrometry : RCM. 2022 Mar; 36(6):e9251. doi: 10.1002/rcm.9251. [PMID: 34978114]
  • Rongxue Tang, Haifei Yu, Zheng Ruan, Li Zhang, Yanwen Xue, Xiaofeng Yuan, Mingge Qi, Yanbin Yao. Effects of food matrix elements (dietary fibres) on grapefruit peel flavanone profile and on faecal microbiota during in vitro fermentation. Food chemistry. 2022 Mar; 371(?):131065. doi: 10.1016/j.foodchem.2021.131065. [PMID: 34560336]
  • Layanne Nascimento Fraga, Camille Perella Coutinho, Adriana Campos Rozenbaum, Eric de Castro Tobaruela, Franco Maria Lajolo, Neuza Mariko Aymoto Hassimotto. Blood pressure and body fat \% reduction is mainly related to flavanone phase II conjugates and minor extension by phenolic acid after long-term intake of orange juice. Food & function. 2021 Nov; 12(22):11278-11289. doi: 10.1039/d1fo02664j. [PMID: 34713884]
  • Ping Song, Xuecui Li, Tongxi Zhou, Yu Peng, Ho-Young Choi, Yuanren Ma, Xinzhou Yang. Davidones F and G, Two Novel Flavonoids from Sophora davidii (Franch.) Skeels. Molecules (Basel, Switzerland). 2021 Jul; 26(14):. doi: 10.3390/molecules26144182. [PMID: 34299455]
  • Ling Chen, Changliang Yao, Jiayuan Li, Jing Wang, Shuai Yao, Shijie Shen, Lin Yang, Jianqing Zhang, Wenlong Wei, Qirui Bi, De-An Guo. Systematic characterization of chemical constituents in Mahuang decoction by UHPLC tandem linear ion trap-Orbitrap mass spectrometry coupled with feature-based molecular networking. Journal of separation science. 2021 Jul; 44(14):2717-2727. doi: 10.1002/jssc.202100121. [PMID: 33963673]
  • Carlotta Ciaramelli, Alessandro Palmioli, Ada De Luigi, Laura Colombo, Gessica Sala, Mario Salmona, Cristina Airoldi. NMR-based Lavado cocoa chemical characterization and comparison with fermented cocoa varieties: Insights on cocoa's anti-amyloidogenic activity. Food chemistry. 2021 Mar; 341(Pt 2):128249. doi: 10.1016/j.foodchem.2020.128249. [PMID: 33038804]
  • Qi Tang, Ruiying Zhang, Jiali Zhou, Kanghong Zhao, Ying Lu, Yajie Zheng, Changqiao Wu, Feng Chen, Detian Mu, Zixuan Ding, Hongqi Xie, Yingjie He. The levels of bioactive ingredients in Citrus aurantium L. at different harvest periods and antioxidant effects on H2 O2 -induced RIN-m5F cells. Journal of the science of food and agriculture. 2021 Mar; 101(4):1479-1490. doi: 10.1002/jsfa.10761. [PMID: 32844448]
  • Sameh S Elhady, Reda F A Abdelhameed, Mayada M El-Ayouty, Amany K Ibrahim, Eman S Habib, Mohamed S Elgawish, Hashim A Hassanean, Martin K Safo, Mohamed S Nafie, Safwat A Ahmed. New Antiproliferative Triflavanone from Thymelaea hirsuta-Isolation, Structure Elucidation and Molecular Docking Studies. Molecules (Basel, Switzerland). 2021 Jan; 26(3):. doi: 10.3390/molecules26030739. [PMID: 33572651]
  • Monika Dymarska, Tomasz Janeczko, Edyta Kostrzewa-Susłow. The Callus of Phaseolus coccineus and Glycine max Biotransform Flavanones into the Corresponding Flavones. Molecules (Basel, Switzerland). 2020 Dec; 25(23):. doi: 10.3390/molecules25235767. [PMID: 33297500]
  • Dong-Shin Kim, Sang-Bin Lim. Extraction of flavanones from immature Citrus unshiu pomace: process optimization and antioxidant evaluation. Scientific reports. 2020 11; 10(1):19950. doi: 10.1038/s41598-020-76965-8. [PMID: 33203922]
  • Wen-Jun Xu, Xin Xie, Lin Wu, Xiao-Meng Tian, Cheng-Cheng Wang, Ling-Yi Kong, Jun Luo. Cajuputones A-C, β-Triketone Flavanone Hybrids from the Branches and Leaves of Melaleuca cajuputi. Chemistry & biodiversity. 2020 Nov; 17(11):e2000706. doi: 10.1002/cbdv.202000706. [PMID: 33026163]
  • Xiao-Feng He, Ji-Jun Chen, Tian-Ze Li, Xu-Ke Zhang, Yuan-Qiang Guo, Xue-Mei Zhang, Jing Hu, Chang-An Geng. Nineteen New Flavanol-Fatty Alcohol Hybrids with α-Glucosidase and PTP1B Dual Inhibition: One Unusual Type of Antidiabetic Constituent from Amomum tsao-ko. Journal of agricultural and food chemistry. 2020 Oct; 68(41):11434-11448. doi: 10.1021/acs.jafc.0c04615. [PMID: 32965110]
  • Javad Mottaghipisheh, Marcello Iriti. Sephadex® LH-20, Isolation, and Purification of Flavonoids from Plant Species: A Comprehensive Review. Molecules (Basel, Switzerland). 2020 Sep; 25(18):. doi: 10.3390/molecules25184146. [PMID: 32927822]
  • Julian Hofmann, Shaimaa Fayez, Matthias Scheiner, Matthias Hoffmann, Sabrina Oerter, Antje Appelt-Menzel, Pamela Maher, Tangui Maurice, Gerhard Bringmann, Michael Decker. Sterubin: Enantioresolution and Configurational Stability, Enantiomeric Purity in Nature, and Neuroprotective Activity in Vitro and in Vivo. Chemistry (Weinheim an der Bergstrasse, Germany). 2020 Jun; 26(32):7299-7308. doi: 10.1002/chem.202001264. [PMID: 32358806]
  • Anna Mas-Capdevila, Joan Teichenne, Cristina Domenech-Coca, Antoni Caimari, Josep M Del Bas, Xavier Escoté, Anna Crescenti. Effect of Hesperidin on Cardiovascular Disease Risk Factors: The Role of Intestinal Microbiota on Hesperidin Bioavailability. Nutrients. 2020 May; 12(5):. doi: 10.3390/nu12051488. [PMID: 32443766]
  • Iasim Tahiri, Yaiza Garro-Aguilar, Valerie Cayssials, David Achaintre, Francesca Romana Mancini, Yahya Mahamat-Saleh, Marie-Christine Boutron-Ruault, Tilman Kühn, Verena Katzke, Heiner Boeing, Antonia Trichopoulou, Anna Karakatsani, Elisavet Valanou, Domenico Palli, Sabina Sieri, Maria Santucci de Magistris, Rosario Tumino, Alessandra Macciotta, Inge Huybrechts, Antonio Agudo, Augustin Scalbert, Raul Zamora-Ros. Urinary flavanone concentrations as biomarkers of dietary flavanone intakes in the European Prospective Investigation into Cancer and Nutrition (EPIC) study. The British journal of nutrition. 2020 03; 123(6):691-698. doi: 10.1017/s0007114519003131. [PMID: 31791423]
  • Michael Gröne, Roberto Sansone, Philip Höffken, Patrick Horn, Ana Rodriguez-Mateos, Hagen Schroeter, Malte Kelm, Christian Heiss. Cocoa Flavanols Improve Endothelial Functional Integrity in Healthy Young and Elderly Subjects. Journal of agricultural and food chemistry. 2020 Feb; 68(7):1871-1876. doi: 10.1021/acs.jafc.9b02251. [PMID: 31294557]
  • Ninh The Son, Midori Suenaga, Yoiichi Matsunaga, Luu Van Chinh, Miwa Kubo, Kenichi Harada, Nguyen Manh Cuong, Yoshiyasu Fukuyama. Serine protease inhibitors and activators from Dalbergia tonkinensis species. Journal of natural medicines. 2020 Jan; 74(1):257-263. doi: 10.1007/s11418-019-01347-y. [PMID: 31352545]
  • Ermes Lo Piccolo, Marco Landi, Rossano Massai, Damiano Remorini, Giuseppe Conte, Lucia Guidi. Ancient apple cultivars from Garfagnana (Tuscany, Italy): A potential source for 'nutrafruit' production. Food chemistry. 2019 Oct; 294(?):518-525. doi: 10.1016/j.foodchem.2019.05.027. [PMID: 31126494]
  • Zhiping Zhang, Shuhang Fan, Zhiqiang Chen, Yanzhi He, Mengfei Huang, Li Ding, Yanyan Zhang, Lin Chen, Xinyue Zhang. Biosynthesis of a Flavonol from a Flavanone by Establishing a One-pot Bienzymatic Cascade. Journal of visualized experiments : JoVE. 2019 08; ?(150):. doi: 10.3791/59336. [PMID: 31475963]
  • Sihui Ma, Cathlean Kim, Andrew P Neilson, Laura E Griffin, Gregory M Peck, Sean F O'Keefe, Amanda C Stewart. Comparison of Common Analytical Methods for the Quantification of Total Polyphenols and Flavanols in Fruit Juices and Ciders. Journal of food science. 2019 Aug; 84(8):2147-2158. doi: 10.1111/1750-3841.14713. [PMID: 31313833]
  • Shuyi Li, Junsheng Li, Yiwei Sun, Yuqi Huang, Jingren He, Zhenzhou Zhu. Transport of Flavanolic Monomers and Procyanidin Dimer A2 across Human Adenocarcinoma Stomach Cells (MKN-28). Journal of agricultural and food chemistry. 2019 Mar; 67(12):3354-3362. doi: 10.1021/acs.jafc.9b00378. [PMID: 30848127]
  • Motahare Boozari, Saba Soltani, Mehrdad Iranshahi. Biologically active prenylated flavonoids from the genus Sophora and their structure-activity relationship-A review. Phytotherapy research : PTR. 2019 Mar; 33(3):546-560. doi: 10.1002/ptr.6265. [PMID: 30652369]
  • Pauline Rousserie, Amélie Rabot, Laurence Geny-Denis. From Flavanols Biosynthesis to Wine Tannins: What Place for Grape Seeds?. Journal of agricultural and food chemistry. 2019 Feb; 67(5):1325-1343. doi: 10.1021/acs.jafc.8b05768. [PMID: 30632368]
  • Yanli Hong, Yanyun Yin, Yong Tan, Ke Hong, Huifang Zhou. The Flavanone, Naringenin, Modifies Antioxidant and Steroidogenic Enzyme Activity in a Rat Model of Letrozole-Induced Polycystic Ovary Syndrome. Medical science monitor : international medical journal of experimental and clinical research. 2019 Jan; 25(?):395-401. doi: 10.12659/msm.912341. [PMID: 30636259]
  • Giorgio Grillo, Luisa Boffa, Arianna Binello, Stefano Mantegna, Giancarlo Cravotto, Farid Chemat, Tatiana Dizhbite, Liga Lauberte, Galina Telysheva. Cocoa bean shell waste valorisation; extraction from lab to pilot-scale cavitational reactors. Food research international (Ottawa, Ont.). 2019 01; 115(?):200-208. doi: 10.1016/j.foodres.2018.08.057. [PMID: 30599932]
  • David Álvarez-Cilleros, Sonia Ramos, Luis Goya, María Ángeles Martín. Colonic metabolites from flavanols stimulate nitric oxide production in human endothelial cells and protect against oxidative stress-induced toxicity and endothelial dysfunction. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2018 May; 115(?):88-97. doi: 10.1016/j.fct.2018.03.006. [PMID: 29530637]
  • Claudia Vetrani, Marilena Vitale, Lutgarda Bozzetto, Giuseppe Della Pepa, Sara Cocozza, Giuseppina Costabile, Anna Mangione, Paola Cipriano, Giovanni Annuzzi, Angela A Rivellese. Association between different dietary polyphenol subclasses and the improvement in cardiometabolic risk factors: evidence from a randomized controlled clinical trial. Acta diabetologica. 2018 Feb; 55(2):149-153. doi: 10.1007/s00592-017-1075-x. [PMID: 29151225]
  • Sukumar Babukumar, Veerasamy Vinothkumar, Periyannan Velu, Duraisamy Ramachandhiran, Madhavan Ramados Nirmal. Molecular effects of hesperetin, a citrus flavanone on7,12-dimethylbenz(a)anthracene induced buccal pouch squamous cell carcinoma in golden Syrian hamsters. Archives of physiology and biochemistry. 2017 Oct; 123(4):265-278. doi: 10.1080/13813455.2017.1317815. [PMID: 28457144]
  • Caroline M Ryan, Weslie Khoo, Amanda C Stewart, Sean F O'Keefe, Joshua D Lambert, Andrew P Neilson. Flavanol concentrations do not predict dipeptidyl peptidase-IV inhibitory activities of four cocoas with different processing histories. Food & function. 2017 Feb; 8(2):746-756. doi: 10.1039/c6fo01730d. [PMID: 28106217]
  • Xiong-Wei Xie. Liquiritigenin attenuates cardiac injury induced by high fructose-feeding through fibrosis and inflammation suppression. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2017 Feb; 86(?):694-704. doi: 10.1016/j.biopha.2016.12.066. [PMID: 28039849]
  • Nonthalert Lertnitikul, Punyada Jittham, Ladapa Khankhampoch, Chutichot Pattamadilok, Suchada Sukrong, Rutt Suttisri. Cytotoxic stilbenes from the roots of Paphiopedilum godefroyae. Journal of Asian natural products research. 2016 Dec; 18(12):1143-1150. doi: 10.1080/10286020.2016.1183651. [PMID: 27311018]
  • Julian K Aschoff, Ken M Riedl, Jessica L Cooperstone, Josef Högel, Anja Bosy-Westphal, Steven J Schwartz, Reinhold Carle, Ralf M Schweiggert. Urinary excretion of Citrus flavanones and their major catabolites after consumption of fresh oranges and pasteurized orange juice: A randomized cross-over study. Molecular nutrition & food research. 2016 12; 60(12):2602-2610. doi: 10.1002/mnfr.201600315. [PMID: 27488098]
  • Nicolai Kallscheuer, Michael Vogt, Anton Stenzel, Jochem Gätgens, Michael Bott, Jan Marienhagen. Construction of a Corynebacterium glutamicum platform strain for the production of stilbenes and (2S)-flavanones. Metabolic engineering. 2016 11; 38(?):47-55. doi: 10.1016/j.ymben.2016.06.003. [PMID: 27288926]
  • Fangming Song, Lin Zhou, Jinmin Zhao, Qian Liu, Mingli Yang, Renxiang Tan, Jun Xu, Ge Zhang, Julian M W Quinn, Jennifer Tickner, Yuanjiao Huang, Jiake Xu. Eriodictyol Inhibits RANKL-Induced Osteoclast Formation and Function Via Inhibition of NFATc1 Activity. Journal of cellular physiology. 2016 09; 231(9):1983-93. doi: 10.1002/jcp.25304. [PMID: 26754483]
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  • Christian Büchter, Susannah Havermann, Karoline Koch, Wim Wätjen. Isoxanthohumol, a constituent of hop (Humulus lupulus L.), increases stress resistance in Caenorhabditis elegans dependent on the transcription factor DAF-16. European journal of nutrition. 2016 Feb; 55(1):257-65. doi: 10.1007/s00394-015-0843-z. [PMID: 25644181]
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  • Pei-le Wang, Zhi-hong Yao, Feng-xiang Zhang, Xiu-yu Shen, Yi Dai, Ling Qin, Xin-sheng Yao. Identification of metabolites of PSORALEAE FRUCTUS in rats by ultra performance liquid chromatography coupled with quadrupole time-of-flight tandem mass spectrometry analysis. Journal of pharmaceutical and biomedical analysis. 2015 Aug; 112(?):23-35. doi: 10.1016/j.jpba.2015.03.026. [PMID: 25951619]
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