Gluconic acid (BioDeep_00000001616)

 

Secondary id: BioDeep_00000265020, BioDeep_00000400431, BioDeep_00000415811

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Chemicals and Drugs BioNovoGene_Lab2019 Volatile Flavor Compounds


代谢物信息卡片


(2R,3S,4R,5R)-2,3,4,5,6-Pentahydroxyhexanoic acid

化学式: C6H12O7 (196.0583002)
中文名称: D-葡萄糖酸溶液, 葡糖酸, 葡萄糖酸, 葡萄糖酸钠
谱图信息: 最多检出来源 Homo sapiens(blood) 0.06%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

Gluconic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/gluconic_acid (retrieved 2024-11-21) (BioDeep RN: BioDeep_00000001616). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(C(C(C(C(C(=O)O)O)O)O)O)O
InChI: InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)

描述信息

Gluconic acid, also known as D-gluconic acid, D-gluconate or (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid (also named dextronic acid), is the C1-oxidized form of D-glucose where the aldehyde group has become oxidized to the corresponding carboxylic acid. Gluconic acid belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. In aqueous solution, gluconic acid exists in equilibrium with the cyclic ester glucono delta-lactone. Gluconic acid occurs naturally in fruit, honey, kombucha tea and wine. The salts of gluconic acid are known as "gluconates". Gluconic acid, gluconate salts, and gluconate esters occur widely in nature because such species arise from the oxidation of glucose. Gluconic acid exists in all living species, ranging from bacteria to plants to humans. The metabolism of gluconate is well characterized in prokaryotes where it is known to be degraded following phosphorylation by gluconokinase. Glucokinase activity has also been detected in mammals, including humans (PMID: 24896608). Gluconic acid is produced in the gluconate shunt pathway. In the gluconate shunt, glucose is oxidized by glucose dehydrogenase (also called glucose oxidase) to furnish gluconate, the form in which D-gluconic acid is present at physiological pH. Subsequently, gluconate is phosphorylated by the action of gluconate kinase to produce 6-phosphogluconate, which is the second intermediate of the pentose phosphate pathway. This gluconate shunt is mainly found in plants, algae, cyanobacteria and some bacteria, which all use the Entner–Doudoroff pathway to degrade glucose or gluconate; this generates 2-keto-3-deoxygluconate-6-phosphate, which is then cleaved to generate pyruvate and glyceraldehyde 3-phosphate. Glucose dehydrogenase and gluconate kinase activities are also present in mammals, fission yeast, and flies. Gluconic acid has many industrial uses. It is used as a drug as part of electrolyte supplementation in total parenteral nutrition. It is also used in cleaning products where it helps cleaning up mineral deposits. Gluconic acid or Gluconic acid is used to maintain the cation-anion balance on electrolyte solutions. In humans, gluconic acid is involved in the metabolic disorder called the transaldolase deficiency. Gluconic acid has been found to be a metabolite in Aspergillus (Hugo Vanden Bossche, D.W.R. Mackenzie and G. Cauwenbergh. Aspergillus and Aspergillosis, 1987).
[Spectral] D-Gluconic acid (exact mass = 196.0583) and Guanine (exact mass = 151.04941) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions.
Dietary supplement, acidity regulator approved in Japan. Component of bottle rinsing formulations
Acquisition and generation of the data is financially supported in part by CREST/JST.
KEIO_ID G031

同义名列表

63 个代谢物同义名

(2R,3S,4R,5R)-2,3,4,5,6-Pentahydroxyhexanoic acid; (2R,3S,4R,5R)-2,3,4,5,6-Pentahydroxyhexanoate; Gluconic acid, (159)dysprosium-labeled salt; 2R,3S,4R,5R,6-pentahydroxy-hexanoic acid; gluconic acid, (99)technecium (5+) salt; gluconic acid, Fe(+2) salt, dihydrate; 2,3,4,5,6-Pentahydroxy-hexanoic acid; gluconic acid, manganese (2:1) salt; gluconic acid, magnesium (2:1) salt; gluconic acid, strontium (2:1) salt; 2,3,4,5,6-Pentahydroxyhexanoic acid; gluconic acid, aluminum (3:1) salt; Gluconic acid, (113)indium-labeled; gluconic acid, monopotassium salt; gluconic acid, lanthanum(+3) salt; 2,3,4,5,6-Pentahydroxy-hexanoate; gluconic acid, cobalt (2:1) salt; 2,3,4,5,6-Pentahydroxyhexanoate; gluconic acid, monolithium salt; gluconic acid, monosodium salt; gluconic acid, cesium(+3) salt; gluconic acid, 6-(14)C-labeled; gluconic acid, 1-(14)C-labeled; gluconic acid, potassium salt; gluconic acid, ammonium salt; gluconic acid, (14)C-labeled; gluconic acid, tin(+2) salt; gluconic acid, calcium salt; D-Gluconic acid sodium salt; gluconic acid, sodium salt; gluconic acid, copper salt; pentahydroxycaproic acid; gluconic acid, zinc salt; D-Gluco-hexonic acid; Pentahydroxycaproate; magnesium gluconate; manganese gluconate; lithium gluconate; Sodium gluconate; D-Gluco-hexonate; boron gluconate; Glycogenic acid; D-gluconic acid; D-Glukonsaeure; D-Gluconsaeure; dextronic acid; zinc gluconate; maltonic acid; Glyconic acid; gluconic acid; Hexonic acid; Glycogenate; D-gluconate; Dextronate; gluconate; Maltonate; Glyconate; Glosanto; Hexonate; magnerot; GCO; Gluconic acid; D-Gluconic acid



数据库引用编号

39 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(0)

代谢反应

6 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(4)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(2)

PharmGKB(0)

74 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

  • Hanaa M Soliman. Synthesis and application of a new antibacterial surfactant from apricot kernel oil. Scientific reports. 2023 12; 13(1):21521. doi: 10.1038/s41598-023-48404-x. [PMID: 38057365]
  • Dai-Hong Cai, Bin-Fa Liang, Bai-Hua Chen, Qi-Yan Liu, Zheng-Yin Pan, Xue-Yi Le, Liang He. A novel water-soluble Cu(II) gluconate complex inhibits cancer cell growth by triggering apoptosis and ferroptosis related mechanisms. Journal of inorganic biochemistry. 2023 09; 246(?):112299. doi: 10.1016/j.jinorgbio.2023.112299. [PMID: 37354603]
  • Varun M Bhave, Zsuzsanna Ament, Amit Patki, Yan Gao, Naruchorn Kijpaisalratana, Boyi Guo, Ninad S Chaudhary, Ana-Lucia Garcia Guarniz, Robert Gerszten, Adolfo Correa, Mary Cushman, Suzanne Judd, M Ryan Irvin, W Taylor Kimberly. Plasma Metabolites Link Dietary Patterns to Stroke Risk. Annals of neurology. 2023 03; 93(3):500-510. doi: 10.1002/ana.26552. [PMID: 36373825]
  • Dong Dong, Zihao Cheng, Tongyao Wang, Xingyu Wu, Chang Ding, Yong Chen, Huayu Xiong, Jichao Liang. Acid-degradable nanocomposite hydrogel and glucose oxidase combination for killing bacterial with photothermal augmented chemodynamic therapy. International journal of biological macromolecules. 2023 Feb; ?(?):123745. doi: 10.1016/j.ijbiomac.2023.123745. [PMID: 36806779]
  • Yang Liu, Andrew J Wilson, Jiatong Han, Alisa Hui, Lucy O'Sullivan, Tao Huan, Cara H Haney. Amino Acid Availability Determines Plant Immune Homeostasis in the Rhizosphere Microbiome. mBio. 2023 Feb; ?(?):e0342422. doi: 10.1128/mbio.03424-22. [PMID: 36786577]
  • Manuel Balparda, Jessica Schmitz, Martin Duemmel, Isabell C Wuthenow, Marc Schmidt, Saleh Alseekh, Alisdair R Fernie, Martin J Lercher, Veronica G Maurino. Viridiplantae-specific GLXI and GLXII isoforms co-evolved and detoxify glucosone in planta. Plant physiology. 2023 Feb; 191(2):1214-1233. doi: 10.1093/plphys/kiac526. [PMID: 36423222]
  • Klaus Hantke, Simon Friz. The TonB-dependent uptake of pyrroloquinoline-quinone (PQQ) and secretion of gluconate by Escherichia coli K-12. Molecular microbiology. 2022 10; 118(4):417-425. doi: 10.1111/mmi.14975. [PMID: 36054785]
  • Xuan Tao, Lu Zhang, Liubing Du, Kai Lu, Zhennan Zhao, Yanxuan Xie, Xiaobo Li, Shuxiang Huang, Pei-Hui Wang, Ji-An Pan, Wei Xia, Jun Dai, Zong-Wan Mao. Inhibition of SARS-CoV-2 replication by zinc gluconate in combination with hinokitiol. Journal of inorganic biochemistry. 2022 06; 231(?):111777. doi: 10.1016/j.jinorgbio.2022.111777. [PMID: 35255411]
  • Antonella Giliberti, Annalisa Curcio, Nicola Marchitto, Luca Di Lullo, Fulvia Paolozzi, Fabiana Nano, Michele Pironti, Gianfranco Raimondi. Comparison of Ferric Sodium EDTA in Combination with Vitamin C, Folic Acid, Copper Gluconate, Zinc Gluconate, and Selenomethionine as Therapeutic Option for Chronic Kidney Disease Patients with Improvement in Inflammatory Status. Nutrients. 2022 May; 14(10):. doi: 10.3390/nu14102116. [PMID: 35631257]
  • Amir Hossein Faghfouri, Alireza Khabbazi, Behzad Baradaran, Yaser Khajebishak, Elham Baghbani, Saeed Noorolyai, Shima Rahmani, Seyyed Morteza Seyyed Shoura, Maedeh Alipour, Beitullah Alipour. Immunomodulatory and clinical responses to zinc gluconate supplementation in patients with Behçet's disease: A double-blind, randomized placebo-controlled clinical trial. Clinical nutrition (Edinburgh, Scotland). 2022 05; 41(5):1083-1092. doi: 10.1016/j.clnu.2022.03.019. [PMID: 35413570]
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  • Suma Thomas, Divyang Patel, Barbara Bittel, Kathy Wolski, Qiuqing Wang, Anirudh Kumar, Zachary J Il'Giovine, Reena Mehra, Carla McWilliams, Steve E Nissen, Milind Y Desai. Effect of High-Dose Zinc and Ascorbic Acid Supplementation vs Usual Care on Symptom Length and Reduction Among Ambulatory Patients With SARS-CoV-2 Infection: The COVID A to Z Randomized Clinical Trial. JAMA network open. 2021 02; 4(2):e210369. doi: 10.1001/jamanetworkopen.2021.0369. [PMID: 33576820]
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  • Shuo Sun, Xiaofang Zhou, Yingwen Li, Yongxing Li, Hanping Xia, Zhian Li, Ping Zhuang. Use of Dietary Components to Reduce the Bioaccessibility and Bioavailability of Cadmium in Rice. Journal of agricultural and food chemistry. 2020 Apr; 68(14):4166-4175. doi: 10.1021/acs.jafc.0c01582. [PMID: 32189501]
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  • Mayara Storel Beserra de Moura, Nina Rosa Mello Soares, Susy Érika de Lima Barros, Flaviane Alves de Pinho, Tomas Magno Costa Silva, Débora Cavalcante Bráz, Edivan Carvalho Vieira, Murilo Moura Lima, José Miguel Luz Parente, Dilina do Nascimento Marreiro, Adalberto Socorro da Silva, Nadir do Nascimento Nogueira. Zinc gluconate supplementation impacts the clinical improvement in patients with ulcerative colitis. Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine. 2020 02; 33(1):15-27. doi: 10.1007/s10534-019-00225-0. [PMID: 31956928]
  • Ayushi Priyam, Ratul Kumar Das, Aaron Schultz, Pushplata Prasad Singh. A new method for biological synthesis of agriculturally relevant nanohydroxyapatite with elucidated effects on soil bacteria. Scientific reports. 2019 10; 9(1):15083. doi: 10.1038/s41598-019-51514-0. [PMID: 31636304]
  • R Zarmehrkhorshid, R Shafiei, F Delvigne. Modified semi-continuous fermentation for resuscitating nongrowing cells during high-temperature gluconic acid production by Acetobacter senegalensis. Journal of applied microbiology. 2019 Oct; 127(4):1101-1112. doi: 10.1111/jam.14371. [PMID: 31283860]
  • Yan He, Xiaoming Yuan, Hao Zuo, Xiangwei Li, Ying Sun, Aiwen Feng. Berberine induces ZIP14 expression and modulates zinc redistribution to protect intestinal mucosal barrier during polymicrobial sepsis. Life sciences. 2019 Sep; 233(?):116697. doi: 10.1016/j.lfs.2019.116697. [PMID: 31351968]
  • Somayyeh Asghari, Mohammad Javad Hosseinzadeh-Attar, Elham Alipoor, Mojtaba Sehat, Mohammad Reza Mohajeri-Tehrani. Effects of zinc supplementation on serum adiponectin concentration and glycemic control in patients with type 2 diabetes. Journal of trace elements in medicine and biology : organ of the Society for Minerals and Trace Elements (GMS). 2019 Sep; 55(?):20-25. doi: 10.1016/j.jtemb.2019.05.007. [PMID: 31345359]
  • Maria Rasul, Sumera Yasmin, M Suleman, Ahmad Zaheer, Thomas Reitz, Mika T Tarkka, Ejazul Islam, M Sajjad Mirza. Glucose dehydrogenase gene containing phosphobacteria for biofortification of Phosphorus with growth promotion of rice. Microbiological research. 2019 Jun; 223-225(?):1-12. doi: 10.1016/j.micres.2019.03.004. [PMID: 31178042]
  • Sara Rodríguez-Menéndez, Beatriz Fernández, Héctor González-Iglesias, Montserrat García, Lydia Álvarez, José Ignacio García Alonso, Rosario Pereiro. Isotopically Enriched Tracers and Inductively Coupled Plasma Mass Spectrometry Methodologies to Study Zinc Supplementation in Single-Cells of Retinal Pigment Epithelium in Vitro. Analytical chemistry. 2019 04; 91(7):4488-4495. doi: 10.1021/acs.analchem.8b05256. [PMID: 30781947]
  • Weiyi Tao, Yi Wang, Eric Walters, Hui Lin, Shuang Li, He Huang, Takao Kasuga, Zhiliang Fan. Homoethanol Production from Glycerol and Gluconate Using Recombinant Klebsiella oxytoca Strains. Applied and environmental microbiology. 2019 03; 85(5):. doi: 10.1128/aem.02122-18. [PMID: 30578264]
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