2,5-dihydroxybenzoate (BioDeep_00000840383)
代谢物信息卡片
2,5-dihydroxybenzoate
化学式: C7H5O4- (153.018783)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(blood) 25%
分子结构信息
SMILES: C1=CC(=C(C=C1O)C(=O)O)[O-]
InChI: InChI=1S/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11)/p-1
描述信息
D000893 - Anti-Inflammatory Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D012459 - Salicylates
A dihydroxybenzoate that is the conjugate base of 2,5-dihydroxybenzoic acid; major species at pH 7.3.
同义名列表
1 个代谢物同义名
数据库引用编号
分类词条
相关代谢途径
BioCyc(3)
PlantCyc(0)
代谢反应
19 个相关的代谢反应过程信息。
Reactome(18)
- Drug ADME:
APAP + UDP-GlcA ⟶ APAP-GlcA + UDP - Aspirin ADME:
ASA- (GI cell) + H2O ⟶ H+ + ST (GI cell) + acetate - Drug ADME:
IMP + carbovir ⟶ Ino + xenobiotic - Aspirin ADME:
ASA- (GI cell) + H2O ⟶ H+ + ST (GI cell) + acetate - Drug ADME:
IMP + carbovir ⟶ Ino + xenobiotic - Aspirin ADME:
ASA- (GI cell) + H2O ⟶ H+ + ST (GI cell) + acetate - Drug ADME:
IMP + carbovir ⟶ Ino + xenobiotic - Aspirin ADME:
ASA- (GI cell) + H2O ⟶ H+ + ST (GI cell) + acetate - Drug ADME:
AMP + abacavir ⟶ Ade-Rib + xenobiotic - Aspirin ADME:
ASA + H2O ⟶ ASA- + H+ + H2O - Drug ADME:
IMP + carbovir ⟶ Ino + xenobiotic - Aspirin ADME:
ASA- (GI cell) + H2O ⟶ H+ + ST (GI cell) + acetate - Drug ADME:
IMP + carbovir ⟶ Ino + xenobiotic - Aspirin ADME:
ASA- (GI cell) + H2O ⟶ H+ + ST (GI cell) + acetate - Drug ADME:
IMP + carbovir ⟶ Ino + xenobiotic - Aspirin ADME:
ASA- (hepatocyte) + H2O ⟶ H+ + ST (hepatocyte) + acetate - Drug ADME:
IMP + carbovir ⟶ Ino + xenobiotic - Aspirin ADME:
ASA- (GI cell) + H2O ⟶ H+ + ST (GI cell) + acetate
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 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
- Morteza Saeedavi, Mehdi Goudarzi, Iman Fatemi, Zahra Basir, Seyyed Mohammad Ali Noori, Saeed Mehrzadi. Gentisic acid mitigates gentamicin-induced nephrotoxicity in rats.
Tissue & cell.
2023 Aug; 84(?):102191. doi:
10.1016/j.tice.2023.102191. [PMID: 37556917] - Reza Noei Razliqi, Akram Ahangarpour, Seyyed Ali Mard, Layasadat Khorsandi. Gentisic acid ameliorates type 2 diabetes induced by Nicotinamide-Streptozotocin in male mice by attenuating pancreatic oxidative stress and inflammation through modulation of Nrf2 and NF-кB pathways.
Life sciences.
2023 Jul; 325(?):121770. doi:
10.1016/j.lfs.2023.121770. [PMID: 37192699] - Dou Ding, Qi Zhang, Fu-Jia Zeng, Ming-Xing Cai, Yuan Gan, Xiao-Jun Dong. Mechanism of Gentisic Acid on Rheumatoid Arthritis Based on miR-19b-3p/RAF1 Axis.
Chinese journal of integrative medicine.
2023 Jun; 29(6):508-516. doi:
10.1007/s11655-022-3723-4. [PMID: 36251141] - C Payá, S Minguillón, M Hernández, S M Miguel, L Campos, I Rodrigo, J M Bellés, M P López-Gresa, P Lisón. SlS5H silencing reveals specific pathogen-triggered salicylic acid metabolism in tomato.
BMC plant biology.
2022 Nov; 22(1):549. doi:
10.1186/s12870-022-03939-5. [PMID: 36443652] - Hui Li, Yanxiong Pan, Chun Li, Zhongyu Yang, Jiajia Rao, Bingcan Chen. Design, synthesis and characterization of lysozyme-gentisic acid dual-functional conjugates with antibacterial/antioxidant activities.
Food chemistry.
2022 Feb; 370(?):131032. doi:
10.1016/j.foodchem.2021.131032. [PMID: 34500294] - Poulami Gupta, Bratati De. Influence of calcium channel modulators on the production of serotonin, gentisic acid, and a few other biosynthetically related phenolic metabolites in seedling leaves of salt tolerant rice variety Nonabokra.
Plant signaling & behavior.
2021 10; 16(10):1929732. doi:
10.1080/15592324.2021.1929732. [PMID: 34024248] - Min-Jae Kang, Woosuk Choi, Seung Hyun Yoo, Soo-Wan Nam, Pyung-Gyun Shin, Keun Ki Kim, Gun-Do Kim. Modulation of Inflammatory Pathways and Adipogenesis by the Action of Gentisic Acid in RAW 264.7 and 3T3-L1 Cell Lines.
Journal of microbiology and biotechnology.
2021 Aug; 31(8):1079-1087. doi:
10.4014/jmb.2105.05004. [PMID: 34226400] - Daniela Paula de Toledo Thomazella, Kyungyong Seong, Rebecca Mackelprang, Douglas Dahlbeck, Yu Geng, Upinder S Gill, Tiancong Qi, Julie Pham, Priscila Giuseppe, Clara Youngna Lee, Arturo Ortega, Myeong-Je Cho, Samuel F Hutton, Brian Staskawicz. Loss of function of a DMR6 ortholog in tomato confers broad-spectrum disease resistance.
Proceedings of the National Academy of Sciences of the United States of America.
2021 07; 118(27):. doi:
10.1073/pnas.2026152118. [PMID: 34215692] - Roxana Portieles, Hongli Xu, Qiulin Yue, Lin Zhao, Dening Zhang, Lihua Du, Xiangyou Gao, Jingyao Gao, Nayanci Portal Gonzalez, Ramon Santos Bermudez, Orlando Borrás-Hidalgo. Heat-killed endophytic bacterium induces robust plant defense responses against important pathogens.
Scientific reports.
2021 06; 11(1):12182. doi:
10.1038/s41598-021-91837-5. [PMID: 34108579] - Nayara Araujo Dos Santos, Camila Medeiros de Almeida, Fernanda Fachim Gonçalves, Rafael Scorsatto Ortiz, Ricardo Machado Kuster, Diemerson Saquetto, Wanderson Romão. Analysis of Erythroxylum coca Leaves by Imaging Mass Spectrometry (MALDI-FT-ICR IMS).
Journal of the American Society for Mass Spectrometry.
2021 Apr; 32(4):946-955. doi:
10.1021/jasms.0c00449. [PMID: 33715356] - Xue Han, Jielong Guo, Yunxiao Gao, Jicheng Zhan, Yilin You, Weidong Huang. Gentisic acid prevents diet-induced obesity in mice by accelerating the thermogenesis of brown adipose tissue.
Food & function.
2021 Feb; 12(3):1262-1270. doi:
10.1039/d0fo02474k. [PMID: 33434262] - Farshad Abedi, Bibi Marjan Razavi, Hossein Hosseinzadeh. A review on gentisic acid as a plant derived phenolic acid and metabolite of aspirin: Comprehensive pharmacology, toxicology, and some pharmaceutical aspects.
Phytotherapy research : PTR.
2020 Apr; 34(4):729-741. doi:
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Journal of mass spectrometry : JMS.
2020 Apr; 55(4):e4491. doi:
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The Analyst.
2020 Mar; 145(6):2168-2175. doi:
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PloS one.
2020; 15(4):e0232263. doi:
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Plant science : an international journal of experimental plant biology.
2020 Jan; 290(?):110274. doi:
10.1016/j.plantsci.2019.110274. [PMID: 31779908] - Ebru Demirel Sezer, Latife Merve Oktay, Elif Karadadaş, Hikmet Memmedov, Nur Selvi Gunel, Eser Sözmen. Assessing Anticancer Potential of Blueberry Flavonoids, Quercetin, Kaempferol, and Gentisic Acid, Through Oxidative Stress and Apoptosis Parameters on HCT-116 Cells.
Journal of medicinal food.
2019 Nov; 22(11):1118-1126. doi:
10.1089/jmf.2019.0098. [PMID: 31241392] - Aleksandra A Jovanović, Bojana D Balanč, Verica B Djordjević, Ajda Ota, Mihaela Skrt, Katarina P Šavikin, Branko M Bugarski, Viktor A Nedović, Nataša Poklar Ulrih. Effect of gentisic acid on the structural-functional properties of liposomes incorporating β-sitosterol.
Colloids and surfaces. B, Biointerfaces.
2019 Nov; 183(?):110422. doi:
10.1016/j.colsurfb.2019.110422. [PMID: 31437609] - Xiaoyong Zhao, Cheng Guo, Yu Huang, Lili Huang, Ge Ma, Yaqin Liu, Quan He, Huiwen Wang, Kunsong Chen, Yuanjiang Pan. Combination Strategy of Reactive and Catalytic Matrices for Qualitative and Quantitative Profiling of N-Glycans in MALDI-MS.
Analytical chemistry.
2019 07; 91(14):9251-9258. doi:
10.1021/acs.analchem.9b02144. [PMID: 31192583] - Zhangpei Zhu, Jiajia Shen, Dawei Wang, Chong Chen, Yangfan Xu, Huimin Guo, Dian Kang, Naoki Hamada, Jing Dong, Guangji Wang, Yan Liang. An auxiliary matrix for routine analysis of small molecules and biological macromolecules using matrix-assisted laser desorption ionization mass spectrometry.
Analytical and bioanalytical chemistry.
2019 Feb; 411(5):1041-1052. doi:
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Food chemistry.
2018 Apr; 245(?):1196-1203. doi:
10.1016/j.foodchem.2017.11.027. [PMID: 29287342] - Xu-Xu Huang, Guo-Qing Zhu, Qian Liu, Lu Chen, Yan-Jie Li, Bing-Kai Hou. Modulation of Plant Salicylic Acid-Associated Immune Responses via Glycosylation of Dihydroxybenzoic Acids.
Plant physiology.
2018 04; 176(4):3103-3119. doi:
10.1104/pp.17.01530. [PMID: 29483147] - Erfei Song, Sofhia V Ramos, Xiaojing Huang, Ying Liu, Amy Botta, Hye Kyoung Sung, Patrick C Turnbull, Michael B Wheeler, Thorsten Berger, Derek J Wilson, Christopher G R Perry, Tak W Mak, Gary Sweeney. Holo-lipocalin-2-derived siderophores increase mitochondrial ROS and impair oxidative phosphorylation in rat cardiomyocytes.
Proceedings of the National Academy of Sciences of the United States of America.
2018 02; 115(7):1576-1581. doi:
10.1073/pnas.1720570115. [PMID: 29378951] - Yanjun Zhang, Li Zhao, Jiangzhe Zhao, Yujia Li, Jinbin Wang, Rong Guo, Susheng Gan, Chang-Jun Liu, Kewei Zhang. S5H/DMR6 Encodes a Salicylic Acid 5-Hydroxylase That Fine-Tunes Salicylic Acid Homeostasis.
Plant physiology.
2017 Nov; 175(3):1082-1093. doi:
10.1104/pp.17.00695. [PMID: 28899963] - Denise Brentan Silva, Anna-Katharina Aschenbrenner, Norberto Peporine Lopes, Otmar Spring. Direct Analyses of Secondary Metabolites by Mass Spectrometry Imaging (MSI) from Sunflower (Helianthus annuus L.) Trichomes.
Molecules (Basel, Switzerland).
2017 May; 22(5):. doi:
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Rapid communications in mass spectrometry : RCM.
2017 Mar; 31(5):411-418. doi:
10.1002/rcm.7806. [PMID: 27958640] - Han-Yi Chen, Xu Li. Identification of a residue responsible for UDP-sugar donor selectivity of a dihydroxybenzoic acid glycosyltransferase from Arabidopsis natural accessions.
The Plant journal : for cell and molecular biology.
2017 01; 89(2):195-203. doi:
10.1111/tpj.13271. [PMID: 27411741] - Tomoyuki Ozawa, Issey Osaka, Taisuke Ihozaki, Satoshi Hamada, Yusuke Kuroda, Tatsuya Murakami, Akio Miyazato, Hideya Kawasaki, Ryuichi Arakawa. Simultaneous detection of phosphatidylcholines and glycerolipids using matrix-enhanced surface-assisted laser desorption/ionization-mass spectrometry with sputter-deposited platinum film.
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2015 Nov; 50(11):1264-9. doi:
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Talanta.
2015 Oct; 143(?):328-334. doi:
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Phytochemical analysis : PCA.
2015 Mar; 26(2):161-70. doi:
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The Analyst.
2015 Feb; 140(4):1298-305. doi:
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Analytical chemistry.
2015 Jan; 87(2):1323-9. doi:
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Natural product research.
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Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.
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Genetics.
2014 Nov; 198(3):1267-76. doi:
10.1534/genetics.114.168690. [PMID: 25173843] - Anu Teearu, Signe Vahur, Uku Haljasorg, Ivo Leito, Tõiv Haljasorg, Lauri Toom. 2,5-Dihydroxybenzoic acid solution in MALDI-MS: ageing and use for mass calibration.
Journal of mass spectrometry : JMS.
2014 Oct; 49(10):970-9. doi:
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Scientific reports.
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Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.
2014 Jul; 128(?):82-90. doi:
10.1016/j.saa.2014.02.137. [PMID: 24662756] - Zhuoming Liu, Alieta Ciocea, L Devireddy. Endogenous siderophore 2,5-dihydroxybenzoic acid deficiency promotes anemia and splenic iron overload in mice.
Molecular and cellular biology.
2014 Jul; 34(13):2533-46. doi:
10.1128/mcb.00231-14. [PMID: 24777603] - Thorsten W Jaskolla, Kristin Onischke, Jürgen Schiller. 2,5-dihydroxybenzoic acid salts for matrix-assisted laser desorption/ionization time-of-flight mass spectrometric lipid analysis: simplified spectra interpretation and insights into gas-phase fragmentation.
Rapid communications in mass spectrometry : RCM.
2014 Jun; 28(12):1353-63. doi:
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Colloids and surfaces. B, Biointerfaces.
2014 May; 117(?):425-31. doi:
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Plant physiology and biochemistry : PPB.
2014 Apr; 77(?):35-43. doi:
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Rapid communications in mass spectrometry : RCM.
2014 Mar; 28(5):403-12. doi:
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The Journal of biological chemistry.
2013 Sep; 288(36):26235-26245. doi:
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Bioanalysis.
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Proteomics.
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Analytica chimica acta.
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Journal of experimental botany.
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Journal of chromatographic science.
2010 Sep; 48(8):675-9. doi:
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Journal of chromatography. A.
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Chemistry and physics of lipids.
2010 Jun; 163(6):552-60. doi:
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The Journal of biological chemistry.
2010 Apr; 285(15):11714-29. doi:
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