Isoquercitroside (BioDeep_00000894603)

Main id: BioDeep_00000000179

 

human metabolite PANOMIX_OTCML-2023 blood metabolite Volatile Flavor Compounds natural product


代谢物信息卡片


3-{[5-(1,2-dihydroxyethyl)-3,4-dihydroxyoxolan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

化学式: C21H20O12 (464.09547200000003)
中文名称: 异槲皮苷
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(O4)C(CO)O)O)O)O)O
InChI: InChI=1S/C21H20O12/c22-6-12(27)19-16(29)17(30)21(32-19)33-20-15(28)14-11(26)4-8(23)5-13(14)31-18(20)7-1-2-9(24)10(25)3-7/h1-5,12,16-17,19,21-27,29-30H,6H2

描述信息

Isoquercitrin (Isoquercitroside) is an effective antioxidant and an eosinophilic inflammation suppressor.
Isoquercitrin (Isoquercitroside) is an effective antioxidant and an eosinophilic inflammation suppressor.

同义名列表

6 个代谢物同义名

3-{[5-(1,2-dihydroxyethyl)-3,4-dihydroxyoxolan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one; 3-{[5-(1,2-dihydroxyethyl)-3,4-dihydroxyoxolan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one; 3-[5-(1,2-Dihydroxyethyl)-3,4-dihydroxyoxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one; isoquercitroside; Isoquercitrin; Quercetin 3-O-glucoside



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)

101 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

  • Qi-Yang Wang, Hao-Yu Wang, Wei-Guo Zhang, Jian-Zhong Xu. Economical one-pot synthesis of isoquercetin and D-allulose from quercetin and sucrose using whole-cell biocatalyst. Enzyme and microbial technology. 2024 May; 176(?):110412. doi: 10.1016/j.enzmictec.2024.110412. [PMID: 38402828]
  • Tengfei Niu, Chaokang Huang, Rufeng Wang, Li Yang, Shujuan Zhao, Zhengtao Wang. Combinatorial metabolic engineering of Bacillus subtilis enables the efficient biosynthesis of isoquercitrin from quercetin. Microbial cell factories. 2024 Apr; 23(1):114. doi: 10.1186/s12934-024-02390-5. [PMID: 38641799]
  • Hong-Liu Jin, Xiao-Ying Feng, Sen-Ling Feng, Ling Dai, Wen-Ting Zhu, Zhong-Wen Yuan. Isoquercitrin attenuates the progression of non-alcoholic steatohepatitis in mice by modulating galectin-3-mediated insulin resistance and lipid metabolism. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2024 Jan; 123(?):155188. doi: 10.1016/j.phymed.2023.155188. [PMID: 38056146]
  • Meijuan Yi, Opeyemi B Fasina, Yajing Li, Lan Xiang, Jianhua Qi. Mixture of Peanut Skin Extract, Geniposide, and Isoquercitrin Improves the Hepatic Lipid Accumulation of Mice via Modification of Gut Microbiota Homeostasis and the TLR4 and AMPK Signaling Pathways. International journal of molecular sciences. 2023 Nov; 24(23):. doi: 10.3390/ijms242316684. [PMID: 38069009]
  • Xinggu Luo, Yongqian Gong, Qingshan Jiang, Qin Wang, Songtao Li, Lijun Liu. Isoquercitrin promotes ferroptosis and oxidative stress in nasopharyngeal carcinoma via the AMPK/NF-κB pathway. Journal of biochemical and molecular toxicology. 2023 Sep; ?(?):e23542. doi: 10.1002/jbt.23542. [PMID: 37712196]
  • Muxin Zheng, Shenghao Chen, Yi Liu, Yang He. α-Glucosidase inhibitory activities of constituents from Psidium guajava leaves. Natural product research. 2023 Jul; ?(?):1-4. doi: 10.1080/14786419.2023.2238113. [PMID: 37506309]
  • Ye-Jin Moon, Hee-Seong Kim, Min-Ji Kim, Hyeon-Yeong Im, Yun-Hee Lee. Synergistic Effects of Heat-Treated Green Tea Extract and Enzymatically-Modified Isoquercitrin in Preventing Obesity. Nutrients. 2023 Jun; 15(13):. doi: 10.3390/nu15132931. [PMID: 37447257]
  • Mohamad Fawzi Mahomoodally, Gokhan Zengin, Seebaluck-Sandoram Roumita, Giovanni Caprioli, Ahmed M Mustafa, Diletta Piatti, Evren Yıldıztugay, Gunes Ak, Ayşe Esra Karadağ, Asaad Khalid, Ashraf N Abdalla, Abdullahi Ibrahim Uba, Fatih Demirci. Chemical Characterization and Multidirectional Biological Effects of Different Solvent Extracts of Arum elongatum: in Vitro and in Silico Approaches. Chemistry & biodiversity. 2023 Mar; ?(?):e202201181. doi: 10.1002/cbdv.202201181. [PMID: 36891864]
  • Sou Hyun Kim, Chawon Yun, Doyoung Kwon, Yun-Hee Lee, Jae-Hwan Kwak, Young-Suk Jung. Effect of Isoquercitrin on Free Fatty Acid-Induced Lipid Accumulation in HepG2 Cells. Molecules (Basel, Switzerland). 2023 Feb; 28(3):. doi: 10.3390/molecules28031476. [PMID: 36771140]
  • Jiang Liu, LiJun Ren, HaoWen Wang, Zuowei Li. Isoquercitrin Induces Endoplasmic Reticulum Stress and Immunogenic Cell Death in Gastric Cancer Cells. Biochemical genetics. 2022 Dec; ?(?):. doi: 10.1007/s10528-022-10309-1. [PMID: 36480095]
  • Majid Manzoor, Makoto Muroi, Naoko Ogawa, Hiroki Kobayashi, Haruna Nishimura, Danni Chen, Opeyemi B Fasina, Jianyu Wang, Hiroyuki Osada, Minoru Yoshida, Lan Xiang, Jianhua Qi. Isoquercitrin from Apocynum venetum L. produces an anti-obesity effect on obese mice by targeting C-1-tetrahydrofolate synthase, carbonyl reductase, and glutathione S-transferase P and modification of the AMPK/SREBP-1c/FAS/CD36 signaling pathway in mice in vivo. Food & function. 2022 Oct; 13(21):10923-10936. doi: 10.1039/d2fo02438a. [PMID: 36205648]
  • Xue Li, Dongyue Zhou, Di Yang, Yunhua Fu, Xingyu Tao, Xuan Hu, Yulin Dai, Hao Yue. Isoquercitrin Attenuates Osteogenic Injury in MC3T3 Osteoblastic Cells and the Zebrafish Model via the Keap1-Nrf2-ARE Pathway. Molecules (Basel, Switzerland). 2022 May; 27(11):. doi: 10.3390/molecules27113459. [PMID: 35684398]
  • Fatma Kübra Ata, Fahriye Ercan, Serap Yalcin Azarkan. In vivo, in vitro and Molecular Modelling Analysis of Isoquercetin, Roseoside, Coreximine, Anonaine, and Arianacin Molecules. Current computer-aided drug design. 2022; 18(3):168-184. doi: 10.2174/1573409918666220509213313. [PMID: 35538817]
  • Shi-Chang Cai, Chuan-An Yi, Xiang-Shang Hu, Gen-Yun Tang, Li-Ming Yi, Xiu-Ping Li. Isoquercitrin Upregulates Aldolase C Through Nrf2 to Ameliorate OGD/R-Induced Damage in SH-SY5Y Cells. Neurotoxicity research. 2021 Dec; 39(6):1959-1969. doi: 10.1007/s12640-021-00430-1. [PMID: 34773594]
  • John Paul Sese Tosoc, Olga Macas Nuñeza, Thangirala Sudha, Noureldien H E Darwish, Shaker A Mousa. Anticancer Effects of the Corchorus olitorius Aqueous Extract and Its Bioactive Compounds on Human Cancer Cell Lines. Molecules (Basel, Switzerland). 2021 Oct; 26(19):. doi: 10.3390/molecules26196033. [PMID: 34641577]
  • Arti Nile, Shivraj Hariram Nile, Juhyun Shin, Gyunseok Park, Jae-Wook Oh. Quercetin-3-Glucoside Extracted from Apple Pomace Induces Cell Cycle Arrest and Apoptosis by Increasing Intracellular ROS Levels. International journal of molecular sciences. 2021 Oct; 22(19):. doi: 10.3390/ijms221910749. [PMID: 34639090]
  • Małgorzata Kikowska, Barbara Thiem, Karolina Jafernik, Marta Klimek-Szczykutowicz, Elżbieta Studzińska-Sroka, Halina Ekiert, Agnieszka Szopa. Effect of Elicitation with (+)-Usnic Acid on Accumulation of Phenolic Acids and Flavonoids in Agitated Microshoots of Eryngium alpinum L. Molecules (Basel, Switzerland). 2021 Sep; 26(18):. doi: 10.3390/molecules26185532. [PMID: 34577004]
  • Chan-Su Rha, Cheon-Seok Park, Dae-Ok Kim. Optimized enzymatic synthesis of digestive resistant anomalous isoquercitrin glucosides using amylosucrase and response surface methodology. Applied microbiology and biotechnology. 2021 Sep; 105(18):6931-6941. doi: 10.1007/s00253-021-11532-3. [PMID: 34477942]
  • Gabriela Belen Martínez-Hernández, Enrique Jiménez-Ferrer, Rubén Román-Ramos, Alejandro Zamilpa, Manasés González-Cortazar, Ismael León-Rivera, Gabriela Vargas-Villa, Maribel Herrera-Ruiz. A mixture of quercetin 4'-O-rhamnoside and isoquercitrin from Tilia americana var. mexicana and its biotransformation products with antidepressant activity in mice. Journal of ethnopharmacology. 2021 Mar; 267(?):113619. doi: 10.1016/j.jep.2020.113619. [PMID: 33248185]
  • Lei Peng, Ming Zhao, Huan Li. Method Development and Validation for Simultaneous Determination of Six Flavonoids in Rat Eyes after Oral Administration of Diospyros kaki Leaves Extract by UPLC-MS/MS. Chemical & pharmaceutical bulletin. 2021 Feb; 69(2):218-221. doi: 10.1248/cpb.c20-00562. [PMID: 33268666]
  • Liyan Shui, Weina Wang, Mingjie Xie, Bingjue Ye, Xian Li, Yanning Liu, Min Zheng. Isoquercitrin induces apoptosis and autophagy in hepatocellular carcinoma cells via AMPK/mTOR/p70S6K signaling pathway. Aging. 2020 11; 12(23):24318-24332. doi: 10.18632/aging.202237. [PMID: 33260158]
  • Jing Chen, L Lee Hamm, Joshua D Bundy, Damodar R Kumbala, Shirisha Bodana, Sehgal Chandra, Chung-Shiuan Chen, Charlton C Starcke, Yajun Guo, Caroline M Schaefer, Eva Lustigova, Erin Mahone, Aarti M Vadalia, Terra Livingston, Katherine Obst, Jesus Hernandez, Syed Rizwan Bokhari, Myra Kleinpeter, Arnold B Alper, Ivo Lukitsch, Hua He, David C Nieman, Jiang He. Combination Treatment with Sodium Nitrite and Isoquercetin on Endothelial Dysfunction among Patients with CKD: A Randomized Phase 2 Pilot Trial. Clinical journal of the American Society of Nephrology : CJASN. 2020 11; 15(11):1566-1575. doi: 10.2215/cjn.02020220. [PMID: 33023894]
  • Fabiana Maia Santos, Camila Adão Malafaia, Daniel Luiz Reis Simas, Aline Barreto Paulino, Michelle F Muzitano, Naomi K Simas, Elaine A Cruz Da-Rocha, Ana Claudia F Amaral, Ivana C R Leal. Phenolic compounds from Tocoyena bullata mart (Rubiaceae) with inhibitory activity in mast cells degranulation. Natural product research. 2020 Nov; 34(22):3295-3298. doi: 10.1080/14786419.2018.1560281. [PMID: 30663374]
  • Mariem Haj Romdhane, Hassiba Chahdoura, Lillian Barros, Maria Inês Dias, Rúbia Carvalho Gomes Corrêa, Patricia Morales, Maria Flamini Hatem Ciudad-Mulero, Guido C F R Flamini, Hatem Majdoub, Isabel C F R Ferreira. Chemical Composition, Nutritional Value, and Biological Evaluation of Tunisian Okra Pods (Abelmoschus esculentus L. Moench). Molecules (Basel, Switzerland). 2020 Oct; 25(20):. doi: 10.3390/molecules25204739. [PMID: 33076530]
  • Diana Rey, Thaís Alves Fernandes, Paola Miranda Sulis, Renata Gonçalves, Michelle Sepúlveda R, Marisa Jádna Silva Frederico, Marcela Aragon, Luís Fernando Ospina, Geison M Costa, Fátima Regina Mena Barreto Silva. Cellular target of isoquercetin from Passiflora ligularis Juss for glucose uptake in rat soleus muscle. Chemico-biological interactions. 2020 Oct; 330(?):109198. doi: 10.1016/j.cbi.2020.109198. [PMID: 32692981]
  • Minsu Kim, Seowoo Im, Yoon Keun Cho, Cheoljun Choi, Yeonho Son, Doyoung Kwon, Young-Suk Jung, Yun-Hee Lee. Anti-Obesity Effects of Soybean Embryo Extract and Enzymatically-Modified Isoquercitrin. Biomolecules. 2020 09; 10(10):. doi: 10.3390/biom10101394. [PMID: 33008006]
  • Tlou Grace Manyelo, Nthabiseng Amenda Sebola, Zahra Mohammed Hassan, Monnye Mabelebele. Characterization of the Phenolic Compounds in Different Plant Parts of Amaranthus cruentus Grown under Cultivated Conditions. Molecules (Basel, Switzerland). 2020 Sep; 25(18):. doi: 10.3390/molecules25184273. [PMID: 32961894]
  • Lei Chen, Peimin Feng, Anjiao Peng, Xiangmiao Qiu, Wanling Lai, Lin Zhang, Wanling Li. Protective effects of isoquercitrin on streptozotocin-induced neurotoxicity. Journal of cellular and molecular medicine. 2020 09; 24(18):10458-10467. doi: 10.1111/jcmm.15658. [PMID: 32738031]
  • Sakina Bouderias, Péter Teszlák, Gábor Jakab, László Kőrösi. Age- and season-dependent pattern of flavonol glycosides in Cabernet Sauvignon grapevine leaves. Scientific reports. 2020 08; 10(1):14241. doi: 10.1038/s41598-020-70706-7. [PMID: 32859977]
  • Cezara Zagrean-Tuza, Augustin C Mot, Tomasz Chmiel, Attila Bende, Ioan Turcu. Sugar matters: sugar moieties as reactivity-tuning factors in quercetin O-glycosides. Food & function. 2020 Jun; 11(6):5293-5307. doi: 10.1039/d0fo00319k. [PMID: 32458896]
  • Jânio Sousa Santos, Graziela Bragueto Escher, Mariana Vieira do Carmo, Luciana Azevedo, Mariza Boscacci Marques, Heitor Daguer, Luciano Molognoni, Maria Inés Genovese, Mingchun Wen, Liang Zhang, Won Young Oh, Fereidoon Shahidi, Daniel Granato. A new analytical concept based on chemistry and toxicology for herbal extracts analysis: From phenolic composition to bioactivity. Food research international (Ottawa, Ont.). 2020 06; 132(?):109090. doi: 10.1016/j.foodres.2020.109090. [PMID: 32331681]
  • Chae Hyun Kim, Jung-Eun Kim, Yoon-Jae Song. Antiviral Activities of Quercetin and Isoquercitrin Against Human Herpesviruses. Molecules (Basel, Switzerland). 2020 May; 25(10):. doi: 10.3390/molecules25102379. [PMID: 32443914]
  • Ji Hyun Kim, Sanghyun Lee, Eun Ju Cho. The Protective Effects of Acer okamotoanum and Isoquercitrin on Obesity and Amyloidosis in a Mouse Model. Nutrients. 2020 May; 12(5):. doi: 10.3390/nu12051353. [PMID: 32397362]
  • Wei Zhang, Zhi-Tian Fu, Yao Xie, Zhi-Wen Duan, Yu Wang, Rong-Hua Fan. High resolution UPLC-MS/MS method for simultaneous separation and determination of six flavonoids from semen cuscutae extract in rat plasma: application to comparative pharmacokinetic studies in normal and kidney-deficient rats. Natural product research. 2020 May; 34(10):1446-1451. doi: 10.1080/14786419.2018.1511556. [PMID: 30375249]
  • Claudio Frezza, Daniela De Vita, Giulia Spinaci, Marco Sarandrea, Alessandro Venditti, Armandodoriano Bianco. Secondary metabolites of Tilia tomentosa Moench inflorescences collected in Central Italy: chemotaxonomy relevance and phytochemical rationale of traditional use. Natural product research. 2020 Apr; 34(8):1167-1174. doi: 10.1080/14786419.2018.1550487. [PMID: 30638062]
  • Ding-Tao Wu, Xi-Rui Nie, Dan-Dan Shen, Hong-Yi Li, Li Zhao, Qing Zhang, De-Rong Lin, Wen Qin. Phenolic Compounds, Antioxidant Activities, and Inhibitory Effects on Digestive Enzymes of Different Cultivars of Okra (Abelmoschus esculentus). Molecules (Basel, Switzerland). 2020 Mar; 25(6):. doi: 10.3390/molecules25061276. [PMID: 32168896]
  • Fatma Tuğçe Gürağaç Dereli, Mert Ilhan, Esra Küpeli Akkol. Identification of the main active antidepressant constituents in a traditional Turkish medicinal plant, Centaurea kurdica Reichardt. Journal of ethnopharmacology. 2020 Mar; 249(?):112373. doi: 10.1016/j.jep.2019.112373. [PMID: 31689479]
  • Luana Izzo, Luigi Castaldo, Alfonso Narváez, Giulia Graziani, Anna Gaspari, Yelko Rodríguez-Carrasco, Alberto Ritieni. Analysis of Phenolic Compounds in Commercial Cannabis sativa L. Inflorescences Using UHPLC-Q-Orbitrap HRMS. Molecules (Basel, Switzerland). 2020 Jan; 25(3):. doi: 10.3390/molecules25030631. [PMID: 32024009]
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