Methyl gallate (BioDeep_00000231166)

Main id: BioDeep_00000017287

 

natural product PANOMIX_OTCML-2023 Antitumor activity


代谢物信息卡片


methyl 3,4,5-trihydroxybenzoate

化学式: C8H8O5 (184.0372)
中文名称: 没食子酸甲酯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c1(c(c(cc(c1)C(=O)OC)O)O)O
InChI: InChI=1S/C8H8O5/c1-13-8(12)4-2-5(9)7(11)6(10)3-4/h2-3,9-11H,1H3

描述信息

Methyl gallate is a plant phenolic with antioxidant, anticancer, and anti-inflammatory activities. Methyl gallate also shows bacterial inhibition activity. Methyl gallate also has anti-HIV-1 and HIV-1 enzyme inhibitory activities.
Methyl gallate is a plant phenolic with antioxidant, anticancer, and anti-inflammatory activities. Methyl gallate also shows bacterial inhibition activity. Methyl gallate also has anti-HIV-1 and HIV-1 enzyme inhibitory activities.

同义名列表

6 个代谢物同义名

4-O-Methyl-gallate; Methyl gallate; methyl 3,4,5-trihydroxybenzoate; Gallincin; NSC 363001; Methyl gallate



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)

395 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

  • Kai-Zhong Xu, Shi-Liang Xiang, Ying-Jie Wang, Bo Wang, Ai-Qun Jia. Methyl gallate isolated from partridge tea (Mallotus oblongifolius (Miq.) Müll.Arg.) inhibits the biofilms and virulence factors of Burkholderia thailandensis. Journal of ethnopharmacology. 2024 Feb; 320(?):117422. doi: 10.1016/j.jep.2023.117422. [PMID: 37977424]
  • Maedeh Hosseinkhani, Reza Farhoosh. Kinetics of chemical deteriorations over the frying protected by gallic acid and methyl gallate. Scientific reports. 2023 Jul; 13(1):11059. doi: 10.1038/s41598-023-38385-2. [PMID: 37422505]
  • Leticia Massimo Pereira, Natalia Cristina Gomes-da-Silva, Martha Sahylí Ortega Pijeira, Filipe Leal Portilho, Andrezza Santos Cordeiro, Luciana Magalhães Rebelo Alencar, Luana Barbosa Corrêa, Maria das Graças Henriques, Ralph Santos-Oliveira, Elaine Cruz Rosas. Methyl gallate nanomicelles impairs neutrophil accumulated in zymosan-induced arthritis. Colloids and surfaces. B, Biointerfaces. 2023 Jul; 227(?):113351. doi: 10.1016/j.colsurfb.2023.113351. [PMID: 37244202]
  • Claudia Delgadillo-Puga, Dulce R Sánchez-Castillo, Yonatan Y Cariño-Cervantes, Ivan Torre-Villalvazo, Claudia Tovar-Palacio, Sarai Vásquez-Reyes, Janette Furuzawa-Carballeda, Joshua Ayork Acevedo-Carabantes, María Del Rayo Camacho-Corona, Jorge Luis Guzmán-Mar, Luis Cisneros-Zevallos, Armando R Tovar, Rosa Rebollar-Vega, Georgina Hernández-Montes, Alfredo Ulloa-Aguirre, Berenice Palacios-Gonzalez, Lilia G Noriega. Vachellia farnesiana Pods or a Polyphenolic Extract Derived from Them Exert Immunomodulatory, Metabolic, Renoprotective, and Prebiotic Effects in Mice Fed a High-Fat Diet. International journal of molecular sciences. 2023 Apr; 24(9):. doi: 10.3390/ijms24097984. [PMID: 37175691]
  • Soek-Ying Neo, Yin-Yin Siew, Hui-Chuing Yew, Yaqian He, Keng-Ling Poh, Yi-Chen Tsai, Shu-Ling Ng, Wei-Xun Tan, Teck-Ian Chong, Claire Sophie En-Shen Lim, Samuel Shan-Wei Ho, Deepika Singh, Azhar Ali, Yeh-Ching Linn, Chay-Hoon Tan, See-Voon Seow, Hwee-Ling Koh. Effects of Leea indica leaf extracts and its phytoconstituents on natural killer cell-mediated cytotoxicity in human ovarian cancer. BMC complementary medicine and therapies. 2023 Mar; 23(1):79. doi: 10.1186/s12906-023-03904-1. [PMID: 36899361]
  • Ping Zhou, Jia Lai, Yueyue Li, Junzhu Deng, Chunling Zhao, Qianqian Huang, Fei Yang, Shuo Yang, Yuesong Wu, Xiaoqin Tang, Feihong Huang, Long Wang, Xinwu Huang, Wenjun Zou, Jianming Wu. Methyl Gallate Alleviates Acute Ulcerative Colitis by Modulating Gut Microbiota and Inhibiting TLR4/NF-κB Pathway. International journal of molecular sciences. 2022 Nov; 23(22):. doi: 10.3390/ijms232214024. [PMID: 36430509]
  • Marzieh Sadat Shojaee, Marzieh Moeenfard, Reza Farhoosh. Kinetics and stoichiometry of gallic acid and methyl gallate in scavenging DPPH radical as affected by the reaction solvent. Scientific reports. 2022 05; 12(1):8765. doi: 10.1038/s41598-022-12803-3. [PMID: 35610331]
  • Luana Barbosa Correa, Tatiana Almeida Pádua, Paulo Vinicius Gil Alabarse, Elvira Maria Saraiva, Esdras Barbosa Garcia, Fabio Coelho Amendoeira, Fausto Klabund Ferraris, Sandra Yasuyo Fukada, Elaine Cruz Rosas, Maria G Henriques. Protective effect of methyl gallate on murine antigen-induced arthritis by inhibiting inflammatory process and bone erosion. Inflammopharmacology. 2022 Feb; 30(1):251-266. doi: 10.1007/s10787-021-00922-8. [PMID: 35112275]
  • C C Cechinel-Zanchett, L N Bolda Mariano, F Schlickmann, V Cechinel-Filho, P de Souza. In vitro effects of two bioactive compounds, gallic acid and methyl gallate, on urolithiasis. Actas urologicas espanolas. 2021 Nov; 45(9):604-608. doi: 10.1016/j.acuroe.2020.09.010. [PMID: 34690102]
  • Huijun Wang, Mark I Fowler, David J Messenger, Jose Juan Ordaz-Ortiz, Xuelan Gu, Songshan Shi, Leon A Terry, Mark J Berry, Guoping Lian, Shunchun Wang. Inhibition of the intestinal postprandial glucose transport by gallic acid and gallic acid derivatives. Food & function. 2021 Jun; 12(12):5399-5406. doi: 10.1039/d1fo01118a. [PMID: 33988204]
  • Chien-Yu Huang, Yu-Jia Chang, Po-Li Wei, Chin-Sheng Hung, Weu Wang. Methyl gallate, gallic acid-derived compound, inhibit cell proliferation through increasing ROS production and apoptosis in hepatocellular carcinoma cells. PloS one. 2021; 16(3):e0248521. doi: 10.1371/journal.pone.0248521. [PMID: 33725002]
  • Luana Barbosa Correa, Leonardo Noboru Seito, Marília F Manchope, Waldiceu A Verri, Thiago Mattar Cunha, Maria G Henriques, Elaine Cruz Rosas. Methyl gallate attenuates inflammation induced by Toll-like receptor ligands by inhibiting MAPK and NF-Κb signaling pathways. Inflammation research : official journal of the European Histamine Research Society ... [et al.]. 2020 Dec; 69(12):1257-1270. doi: 10.1007/s00011-020-01407-0. [PMID: 33037469]
  • Hasan Mansouri, Reza Farhoosh, Mitra Rezaie. Interfacial performance of gallic acid and methyl gallate accompanied by lecithin in inhibiting bulk phase oil peroxidation. Food chemistry. 2020 Oct; 328(?):127128. doi: 10.1016/j.foodchem.2020.127128. [PMID: 32505058]
  • Francisco Fuente-Maqueda, Ana Rodríguez, Juan Majada, Belén Fernández, Isabel Feito. Methodology optimization for the analysis of phenolic compounds in chestnut (Castanea sativa Mill.). Food science and technology international = Ciencia y tecnologia de los alimentos internacional. 2020 Sep; 26(6):520-534. doi: 10.1177/1082013220911782. [PMID: 32223433]
  • Xiaochen Zhou, Lanting Zeng, Yingjuan Chen, Xuewen Wang, Yinyin Liao, Yangyang Xiao, Xiumin Fu, Ziyin Yang. Metabolism of Gallic Acid and Its Distributions in Tea (Camellia sinensis) Plants at the Tissue and Subcellular Levels. International journal of molecular sciences. 2020 Aug; 21(16):. doi: 10.3390/ijms21165684. [PMID: 32784431]
  • Tianbo Zhang, Chun-Yeung Lo, Mengjie Xiao, Ling Cheng, Chris Ka Pun Mok, Pang-Chui Shaw. Anti-influenza virus phytochemicals from Radix Paeoniae Alba and characterization of their neuraminidase inhibitory activities. Journal of ethnopharmacology. 2020 May; 253(?):112671. doi: 10.1016/j.jep.2020.112671. [PMID: 32081739]
  • Sheila C Oliveira-Alves, Rafaela Sofia Pereira, Ana Bárbara Pereira, António Ferreira, Elsa Mecha, Andreia B Silva, Ana Teresa Serra, Maria R Bronze. Identification of functional compounds in baru (Dipteryx alata Vog.) nuts: Nutritional value, volatile and phenolic composition, antioxidant activity and antiproliferative effect. Food research international (Ottawa, Ont.). 2020 05; 131(?):109026. doi: 10.1016/j.foodres.2020.109026. [PMID: 32247467]
  • Atsumi Shimada, Hiroshi Ueno, Masanori Inagaki, Hitoshi Yoshimitsu. Comparative studies of the biological activities of selected herbal extracts and phenolic compounds isolated from Rosa gallica. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2020 Jan; 75(1-2):31-39. doi: 10.1515/znc-2019-0117. [PMID: 32031983]
  • Biruk Tesfaye Birhanu, Eon-Bee Lee, Seung-Chun Park. Evaluation of the pharmacokinetic-pharmacodynamic integration of marbofloxacin in combination with methyl gallate against Salmonella Typhimurium in rats. PloS one. 2020; 15(6):e0234211. doi: 10.1371/journal.pone.0234211. [PMID: 32497083]
  • Agustín Olmedo-Juárez, Tania Isabel Briones-Robles, Adrian Zaragoza-Bastida, Alejando Zamilpa, Deyanira Ojeda-Ramírez, Pedro Mendoza de Gives, Jaime Olivares-Pérez, Nallely Rivero-Perez. Antibacterial activity of compounds isolated from Caesalpinia coriaria (Jacq) Willd against important bacteria in public health. Microbial pathogenesis. 2019 Nov; 136(?):103660. doi: 10.1016/j.micpath.2019.103660. [PMID: 31398533]
  • Dong Jin Park, Hee Jin Jung, Chan Hum Park, Takako Yokozawa, Ji-Cheon Jeong. Root Bark of Paeonia suffruticosa Extract and Its Component Methyl Gallate Possess Peroxynitrite Scavenging Activity and Anti-inflammatory Properties through NF-κB Inhibition in LPS-treated Mice. Molecules (Basel, Switzerland). 2019 Sep; 24(19):. doi: 10.3390/molecules24193483. [PMID: 31557976]
  • Xavier Siwe-Noundou, Thommas M Musyoka, Vuyani Moses, Derek T Ndinteh, Dumisani Mnkandhla, Heinrich Hoppe, Özlem Tastan Bishop, Rui W M Krause. Anti-HIV-1 integrase potency of methylgallate from Alchornea cordifolia using in vitro and in silico approaches. Scientific reports. 2019 03; 9(1):4718. doi: 10.1038/s41598-019-41403-x. [PMID: 30886338]
  • Truong Ngoc Minh, Tran Dang Xuan, Hoang-Dung Tran, Truong Mai Van, Yusuf Andriana, Tran Dang Khanh, Nguyen Van Quan, Ateeque Ahmad. Isolation and Purification of Bioactive Compounds from the Stem Bark of Jatropha podagrica. Molecules (Basel, Switzerland). 2019 Mar; 24(5):. doi: 10.3390/molecules24050889. [PMID: 30832436]
  • Prasanta K Bag, Nivedita Roy, Saurabh Acharyya, Dhira R Saha, Hemanta Koley, Prodipta Sarkar, Poulami Bhowmik. In vivo fluid accumulation-inhibitory, anticolonization and anti-inflammatory and in vitro biofilm-inhibitory activities of methyl gallate isolated from Terminalia chebula against fluoroquinolones resistant Vibrio cholerae. Microbial pathogenesis. 2019 Mar; 128(?):41-46. doi: 10.1016/j.micpath.2018.12.037. [PMID: 30578837]
  • Abraham Fikru Mechesso, Quah Yixian, Seung-Chun Park. Methyl gallate and tylosin synergistically reduce the membrane integrity and intracellular survival of Salmonella Typhimurium. PloS one. 2019; 14(9):e0221386. doi: 10.1371/journal.pone.0221386. [PMID: 31490973]
  • Jie Zang, Shangzhi Ma, Cuizhe Wang, Gang Guo, Liangxue Zhou, Xing Tian, Mengying Lv, Jun Zhang, Bo Han. Screening for active constituents in Turkish galls against ulcerative colitis by mass spectrometry guided preparative chromatography strategy: in silico, in vitro and in vivo study. Food & function. 2018 Oct; 9(10):5124-5138. doi: 10.1039/c8fo01439f. [PMID: 30256363]
  • Biruk Tesfaye Birhanu, Na-Hye Park, Seung-Jin Lee, Md Akil Hossain, Seung-Chun Park. Inhibition of Salmonella Typhimurium adhesion, invasion, and intracellular survival via treatment with methyl gallate alone and in combination with marbofloxacin. Veterinary research. 2018 Oct; 49(1):101. doi: 10.1186/s13567-018-0597-8. [PMID: 30286813]
  • María Laura Anzoise, Angeles Rodríguez Basso, Julieta Sofía Del Mauro, Andrea Carranza, Graciela López Ordieres, Susana Gorzalczany. Potential usefulness of methyl gallate in the treatment of experimental colitis. Inflammopharmacology. 2018 Jun; 26(3):839-849. doi: 10.1007/s10787-017-0412-6. [PMID: 29116460]
  • Sharanya C S, Arun K G, Vijaytha V, Sabu A, Haridas M. Designing of enzyme inhibitors based on active site specificity: lessons from methyl gallate and its lipoxygenase inhibitory profile. Journal of receptor and signal transduction research. 2018 Jun; 38(3):256-265. doi: 10.1080/10799893.2018.1478856. [PMID: 29847215]
  • Xuedan Huang, Mingzhu Xu, Tatsuya Shirahata, Wei Li, Kazuo Koike, Akiko Kojima-Yuasa, Isao Yuasa, Yoshinori Kobayashi. Anti-steatosis compounds from leaves of Mallotus furetianus. Natural product research. 2018 Jun; 32(12):1459-1462. doi: 10.1080/14786419.2017.1350664. [PMID: 28693358]
  • Hao-Chuan Zheng, Yan Lu, Dao-Feng Chen. Anticomplement compounds from Polygonum chinense. Bioorganic & medicinal chemistry letters. 2018 05; 28(9):1495-1500. doi: 10.1016/j.bmcl.2018.03.079. [PMID: 29631958]
  • Reza Farhoosh, Laura Nyström. Antioxidant potency of gallic acid, methyl gallate and their combinations in sunflower oil triacylglycerols at high temperature. Food chemistry. 2018 Apr; 244(?):29-35. doi: 10.1016/j.foodchem.2017.10.025. [PMID: 29120784]
  • Reza Farhoosh. A Kinetic Approach to Evaluate the Structure-Based Performance of Antioxidants During Lipid Oxidation. Journal of food science. 2018 Jan; 83(1):101-107. doi: 10.1111/1750-3841.13993. [PMID: 29210460]
  • Fabile Schlickmann, Priscila de Souza, Thaise Boeing, Luisa N B Mariano, Viviane M B Steimbach, Clarissa de M A Krueger, Luísa M da Silva, Sérgio F de Andrade, Valdir Cechinel-Filho. Chemical composition and diuretic, natriuretic and kaliuretic effects of extracts of Mimosa bimucronata (DC.) Kuntze leaves and its majority constituent methyl gallate in rats. The Journal of pharmacy and pharmacology. 2017 Nov; 69(11):1615-1624. doi: 10.1111/jphp.12785. [PMID: 28744880]
  • Tomas Kacergius, Saleh Abu-Lafi, Agne Kirkliauskiene, Vika Gabe, Azmi Adawi, Mahmoud Rayan, Mutaz Qutob, Rimantas Stukas, Algirdas Utkus, Mouhammad Zeidan, Anwar Rayan. Inhibitory capacity of Rhus coriaria L. extract and its major component methyl gallate on Streptococcus mutans biofilm formation by optical profilometry: Potential applications for oral health. Molecular medicine reports. 2017 Jul; 16(1):949-956. doi: 10.3892/mmr.2017.6674. [PMID: 28586050]
  • Jana Gau, Martine Prévost, Pierre Van Antwerpen, Menyhárt-Botond Sarosi, Steffen Rodewald, Jürgen Arnhold, Jörg Flemmig. Tannins and Tannin-Related Derivatives Enhance the (Pseudo-)Halogenating Activity of Lactoperoxidase. Journal of natural products. 2017 05; 80(5):1328-1338. doi: 10.1021/acs.jnatprod.6b00915. [PMID: 28368593]
  • Bamigboye J Taiwo, Amos A Fatokun, Olujide O Olubiyi, Olukemi T Bamigboye-Taiwo, Fanie R van Heerden, Colin W Wright. Identification of compounds with cytotoxic activity from the leaf of the Nigerian medicinal plant, Anacardium occidentale L. (Anacardiaceae). Bioorganic & medicinal chemistry. 2017 04; 25(8):2327-2335. doi: 10.1016/j.bmc.2017.02.040. [PMID: 28291684]
  • Inés Reverón, Natalia Jiménez, José Antonio Curiel, Elena Peñas, Félix López de Felipe, Blanca de Las Rivas, Rosario Muñoz. Differential Gene Expression by Lactobacillus plantarum WCFS1 in Response to Phenolic Compounds Reveals New Genes Involved in Tannin Degradation. Applied and environmental microbiology. 2017 04; 83(7):. doi: 10.1128/aem.03387-16. [PMID: 28115379]
  • Jong Min Baek, Ju-Young Kim, Chang Hoon Lee, Kwon-Ha Yoon, Myeung Su Lee. Methyl Gallate Inhibits Osteoclast Formation and Function by Suppressing Akt and Btk-PLCγ2-Ca2+ Signaling and Prevents Lipopolysaccharide-Induced Bone Loss. International journal of molecular sciences. 2017 Mar; 18(3):. doi: 10.3390/ijms18030581. [PMID: 28272351]
  • Qunqun Wang, Kai Zhou, Yong Ning, Guanghua Zhao. Effect of the structure of gallic acid and its derivatives on their interaction with plant ferritin. Food chemistry. 2016 Dec; 213(?):260-267. doi: 10.1016/j.foodchem.2016.06.085. [PMID: 27451180]
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  • Naimur Rahman, Miso Jeon, Yong-Sik Kim. Methyl gallate, a potent antioxidant inhibits mouse and human adipocyte differentiation and oxidative stress in adipocytes through impairment of mitotic clonal expansion. BioFactors (Oxford, England). 2016 Nov; 42(6):716-726. doi: 10.1002/biof.1310. [PMID: 27412172]
  • Maryam Asnaashari, Reza Farhoosh, Reza Farahmandfar. Prediction of oxidation parameters of purified Kilka fish oil including gallic acid and methyl gallate by adaptive neuro-fuzzy inference system (ANFIS) and artificial neural network. Journal of the science of food and agriculture. 2016 Oct; 96(13):4594-602. doi: 10.1002/jsfa.7677. [PMID: 26909668]
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  • A W B Reyes, D G Kim, H L T Simborio, H T Hop, L T Arayan, W Min, J J Lee, H H Chang, S Kim. Methyl gallate limits infection in mice challenged with Brucella abortus while enhancing the inflammatory response. Journal of applied microbiology. 2016 Mar; 120(3):552-9. doi: 10.1111/jam.13019. [PMID: 26661623]
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