Glyoxal (BioDeep_00000009902)
Secondary id: BioDeep_00001871671
human metabolite
代谢物信息卡片
Glyoxal aldehyde
化学式: C2H2O2 (58.0055)
中文名称: 乙二醛 溶液, 乙二醛
谱图信息:
最多检出来源 Viridiplantae(plant) 23.65%
分子结构信息
SMILES: C(=O)C=O
InChI: InChI=1S/C2H2O2/c3-1-2-4/h1-2H
描述信息
Glyoxal, also known as 1,2-ethanedione or oxalaldehyde, is a member of the class of compounds known as short-chain aldehydes. Short-chain aldehydes are an aldehyde with a chain length containing between 2 and 5 carbon atoms. Glyoxal is soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Glyoxal can be found in garden tomato (variety), ginger, and sesame, which makes glyoxal a potential biomarker for the consumption of these food products. Glyoxal is an organic compound with the chemical formula OCHCHO. It is a yellow-colored Liquid that evaporates to give a green-colored gas. Glyoxal is the smallest dialdehyde (two aldehyde groups). Its structure is more complicated than typically represented because the molecule hydrates and oligomerizes. It is produced industrially as a precursor to many products .
同义名列表
16 个代谢物同义名
Glyoxal aldehyde; Ethane-1,2-dial; 1,2-Ethanedione; Glyoxylaldehyde; Oxalaldehyde; Ethanedione; oxaldehyde; Ethanedial; Biformal; Biformyl; Diformyl; Diformal; GLYOXAL; Oxal; Glyoxal; Glyoxal
数据库引用编号
20 个数据库交叉引用编号
- ChEBI: CHEBI:34779
- KEGG: C14448
- PubChem: 7860
- HMDB: HMDB0303107
- Metlin: METLIN70070
- ChEMBL: CHEMBL1606435
- Wikipedia: Glyoxal
- MeSH: Glyoxal
- MetaCyc: CPD-8887
- KNApSAcK: C00000211
- foodb: FDB007802
- chemspider: 7572
- CAS: 40094-65-3
- CAS: 107-22-2
- PMhub: MS000023723
- PubChem: 17395448
- PDB-CCD: GXT
- NIKKAJI: J5.155A
- RefMet: Glyoxal
- KNApSAcK: 34779
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)
2 个相关的物种来源信息
- 9606 - Homo sapiens: -
- 4182 - Sesamum indicum: 10.3109/10915819309140647
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
- Yang Yang, Hai-Ling Wang, Rui-Tong Cheng, Pei-Rong Zheng, Hui-Peng Sun, Zhi-Wen Liu, Heng Yuan, Xue-Yi Liu, Wen-Yun Gao, Heng Li. Determination of α-Dicarbonyl compounds in traditional Chinese herbal medicines.
Fitoterapia.
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Journal of agricultural and food chemistry.
2024 Jan; ?(?):. doi:
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Food research international (Ottawa, Ont.).
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International journal of molecular sciences.
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International journal of biological macromolecules.
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PloS one.
2023; 18(7):e0288070. doi:
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Journal of agricultural and food chemistry.
2022 Aug; 70(33):10271-10283. doi:
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Molecules (Basel, Switzerland).
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Food research international (Ottawa, Ont.).
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The journals of gerontology. Series A, Biological sciences and medical sciences.
2022 05; 77(5):934-940. doi:
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International journal of biological macromolecules.
2022 Apr; 205(?):283-296. doi:
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The American journal of clinical nutrition.
2022 01; 115(1):34-44. doi:
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Human & experimental toxicology.
2021 Dec; 40(12):2215-2222. doi:
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Molecular and cellular biochemistry.
2021 Oct; 476(10):3613-3622. doi:
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Diabetic medicine : a journal of the British Diabetic Association.
2021 09; 38(9):e14405. doi:
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Journal of diabetes investigation.
2021 Sep; 12(9):1555-1559. doi:
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Journal of agricultural and food chemistry.
2021 Aug; 69(32):9025-9033. doi:
10.1021/acs.jafc.0c07248. [PMID: 33459012] - Susan T Ovbude, Pingyang Tao, Zhao Li, David S Hage. High-Performance affinity chromatographic studies of repaglinide and nateglinide interactions with normal and glyoxal- or methylglyoxal-modified human albumin serum.
Journal of pharmaceutical and biomedical analysis.
2021 Jul; 201(?):114097. doi:
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Molecules (Basel, Switzerland).
2021 Jun; 26(12):. doi:
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Platelets.
2021 May; 32(4):507-515. doi:
10.1080/09537104.2020.1767770. [PMID: 32449466] - Shibin Deng, Heping Cui, Khizar Hayat, Shahzad Hussain, Muhammad Usman Tahir, Yun Zhai, Qiang Zhang, Xiaoming Zhang, Chi-Tang Ho. Effect of Methionine on the Thermal Degradation of N-(1-Deoxy-d-fructos-1-yl)-methionine Affecting Browning Formation.
Journal of agricultural and food chemistry.
2021 May; 69(17):5167-5177. doi:
10.1021/acs.jafc.1c02023. [PMID: 33891395] - Cécile Guillon, Sandra Ferraro, Sophie Clément, Marielle Bouschbacher, Dominique Sigaudo-Roussel, Christelle Bonod. Glycation by glyoxal leads to profound changes in the behavior of dermal fibroblasts.
BMJ open diabetes research & care.
2021 04; 9(1):. doi:
10.1136/bmjdrc-2020-002091. [PMID: 33903117] - Christopher A Rock, Samuel Keeney, Andrey Zakharchenko, Hajime Takano, David A Spiegel, Abba M Krieger, Giovanni Ferrari, Robert J Levy. Model studies of advanced glycation end product modification of heterograft biomaterials: The effects of in vitro glucose, glyoxal, and serum albumin on collagen structure and mechanical properties.
Acta biomaterialia.
2021 03; 123(?):275-285. doi:
10.1016/j.actbio.2020.12.053. [PMID: 33444798] - Elliott L Rodriguez, Pingyang Tao, Ashley G Woolfork, Zhao Li, Ryan Matsuda, Zuchen Sun, David S Hage. Studies of binding by sulfonylureas with glyoxal- and methylglyoxal-modified albumin by immunoextraction using affinity microcolumns.
Journal of chromatography. A.
2021 Feb; 1638(?):461683. doi:
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Nagoya journal of medical science.
2021 Feb; 83(1):51-61. doi:
10.18999/nagjms.83.1.51. [PMID: 33727737] - Sharat Sarmah, Sourav Das, Atanu Singha Roy. Protective actions of bioactive flavonoids chrysin and luteolin on the glyoxal induced formation of advanced glycation end products and aggregation of human serum albumin: In vitro and molecular docking analysis.
International journal of biological macromolecules.
2020 Dec; 165(Pt B):2275-2285. doi:
10.1016/j.ijbiomac.2020.10.023. [PMID: 33058977] - Varinderpal S Dhillon, Permal Deo, Ann Chua, Phil Thomas, Michael Fenech. Shorter Telomere Length in Carriers of APOE-ε4 and High Plasma Concentration of Glucose, Glyoxal and Other Advanced Glycation End Products (AGEs).
The journals of gerontology. Series A, Biological sciences and medical sciences.
2020 09; 75(10):1894-1898. doi:
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The journals of gerontology. Series A, Biological sciences and medical sciences.
2020 09; 75(10):1899-1905. doi:
10.1093/gerona/glz259. [PMID: 31677348] - Yanke Lu, Pengfei Li, Chunliu Yang, Yehong Han, Hongyuan Yan. One pot green synthesis of m-aminophenol-urea-glyoxal resin as pipette tip solid-phase extraction adsorbent for simultaneous determination of four plant hormones in watermelon juice.
Journal of chromatography. A.
2020 Jul; 1623(?):461214. doi:
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International journal of molecular sciences.
2020 May; 21(11):. doi:
10.3390/ijms21113942. [PMID: 32486308] - Yehong Han, Zhiqiang Wang, Jun Jia, Ligai Bai, Haiyan Liu, Shigang Shen, Hongyuan Yan. Newly designed molecularly imprinted 3-aminophenol-glyoxal-urea resin as hydrophilic solid-phase extraction sorbent for specific simultaneous determination of three plant growth regulators in green bell peppers.
Food chemistry.
2020 May; 311(?):125999. doi:
10.1016/j.foodchem.2019.125999. [PMID: 31864185] - Dianwei Zhang, Yuzhen Wang, Huilin Liu. Corn silk extract inhibit the formation of Nε-carboxymethyllysine by scavenging glyoxal/methyl glyoxal in a casein glucose-fatty acid model system.
Food chemistry.
2020 Mar; 309(?):125708. doi:
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Current protein & peptide science.
2020; 21(9):899-915. doi:
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Protein and peptide letters.
2020; 27(8):725-735. doi:
10.2174/0929866527666200129105141. [PMID: 32003651] - Xin-Jie Wang, Hong-Xia Zhang, Heng Li, Ai-Hua Zhu, Wen-Yun Gao. Measurement of α-dicarbonyl compounds in human saliva by pre-column derivatization HPLC.
Clinical chemistry and laboratory medicine.
2019 Nov; 57(12):1915-1922. doi:
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Molecular pharmacology.
2019 11; 96(5):629-640. doi:
10.1124/mol.119.115964. [PMID: 31515284] - Mohamed Haddad, Morgane Perrotte, Mohamed Raâfet Ben Khedher, Clément Demongin, Aurélie Lepage, Tamás Fülöp, Charles Ramassamy. Methylglyoxal and Glyoxal as Potential Peripheral Markers for MCI Diagnosis and Their Effects on the Expression of Neurotrophic, Inflammatory and Neurodegenerative Factors in Neurons and in Neuronal Derived-Extracellular Vesicles.
International journal of molecular sciences.
2019 Oct; 20(19):. doi:
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Journal of agricultural and food chemistry.
2019 Oct; 67(39):10921-10929. doi:
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Journal of the science of food and agriculture.
2019 Aug; 99(11):5000-5007. doi:
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Food research international (Ottawa, Ont.).
2019 08; 122(?):443-449. doi:
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Food research international (Ottawa, Ont.).
2019 07; 121(?):738-745. doi:
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Analytical biochemistry.
2019 05; 573(?):51-66. doi:
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Mechanisms of ageing and development.
2019 03; 178(?):64-71. doi:
10.1016/j.mad.2019.01.006. [PMID: 30659859] - Xin-Jie Wang, Sheng-Bo Ma, Zhuo-Feng Liu, Heng Li, Wen-Yun Gao. Elevated levels of α-dicarbonyl compounds in the plasma of type II diabetics and their relevance with diabetic nephropathy.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2019 Feb; 1106-1107(?):19-25. doi:
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Chemical research in toxicology.
2019 01; 32(1):179-189. doi:
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RNA (New York, N.Y.).
2019 01; 25(1):147-157. doi:
10.1261/rna.067868.118. [PMID: 30341176] - Remy J H Martens, Natascha J H Broers, Bernard Canaud, Maarten H L Christiaans, Tom Cornelis, Adelheid Gauly, Marc M H Hermans, Constantijn J A M Konings, Frank M van der Sande, Jean L J M Scheijen, Frank Stifft, Joris J J M Wirtz, Jeroen P Kooman, Casper G Schalkwijk. Relations of advanced glycation endproducts and dicarbonyls with endothelial dysfunction and low-grade inflammation in individuals with end-stage renal disease in the transition to renal replacement therapy: A cross-sectional observational study.
PloS one.
2019; 14(8):e0221058. doi:
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Food chemistry.
2018 Dec; 269(?):396-403. doi:
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Biochimica et biophysica acta. General subjects.
2018 09; 1862(9):1938-1947. doi:
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Archives of biochemistry and biophysics.
2018 07; 650(?):103-115. doi:
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Physiological research.
2018 05; 67(2):181-189. doi:
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Mutation research. Genetic toxicology and environmental mutagenesis.
2018 May; 829-830(?):43-49. doi:
10.1016/j.mrgentox.2018.04.003. [PMID: 29704992] - M Goudarzi, H Kalantari, M Rezaei. Glyoxal toxicity in isolated rat liver mitochondria.
Human & experimental toxicology.
2018 May; 37(5):532-539. doi:
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Glycobiology.
2018 04; 28(4):207-213. doi:
10.1093/glycob/cwy006. [PMID: 29360983] - Mariarosa Maietta, Raffaella Colombo, Federica Corana, Adele Papetti. Cretan tea (Origanum dictamnus L.) as a functional beverage: an investigation on antiglycative and carbonyl trapping activities.
Food & function.
2018 Mar; 9(3):1545-1556. doi:
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Journal of agricultural and food chemistry.
2018 Feb; 66(6):1498-1508. doi:
10.1021/acs.jafc.7b05472. [PMID: 29400466] - David Mitchell, Laura E Ritchey, Hongmarn Park, Paul Babitzke, Sarah M Assmann, Philip C Bevilacqua. Glyoxals as in vivo RNA structural probes of guanine base-pairing.
RNA (New York, N.Y.).
2018 01; 24(1):114-124. doi:
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Analytical chemistry.
2017 12; 89(24):13082-13088. doi:
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Food research international (Ottawa, Ont.).
2017 10; 100(Pt 1):780-790. doi:
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Drug research.
2017 Oct; 67(10):576-582. doi:
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Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2017 Oct; 108(Pt A):128-138. doi:
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Journal of agricultural and food chemistry.
2017 Sep; 65(37):8196-8202. doi:
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Journal of chromatography. A.
2017 Aug; 1509(?):43-49. doi:
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Talanta.
2017 Jun; 168(?):31-42. doi:
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Food chemistry.
2017 Apr; 221(?):1057-1061. doi:
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International journal of molecular sciences.
2017 Feb; 18(2):. doi:
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Bioanalysis.
2017 Feb; 9(4):369-379. doi:
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Food research international (Ottawa, Ont.).
2017 02; 92(?):56-63. doi:
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International journal of molecular sciences.
2017 Jan; 18(1):. doi:
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Brain research bulletin.
2016 07; 125(?):181-6. doi:
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Biochemical and biophysical research communications.
2016 Feb; 470(2):282-286. doi:
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IUBMB life.
2016 Feb; 68(2):156-66. doi:
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Journal of the science of food and agriculture.
2016 Jan; 96(2):656-63. doi:
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Skin pharmacology and physiology.
2016; 29(5):231-242. doi:
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Chemical research in toxicology.
2015 Dec; 28(12):2377-89. doi:
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Cellular & molecular biology letters.
2015 Dec; 20(4):562-70. doi:
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Chemico-biological interactions.
2015 Jun; 234(?):96-104. doi:
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Diabetes care.
2015 May; 38(5):913-20. doi:
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Biochemical and biophysical research communications.
2015 Mar; 458(2):221-6. doi:
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Analytical and bioanalytical chemistry.
2015 Feb; 407(4):1149-57. doi:
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The Journal of biological chemistry.
2015 Jan; 290(3):1885-97. doi:
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Biological & pharmaceutical bulletin.
2015; 38(2):336-9. doi:
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Journal of agricultural and food chemistry.
2014 Dec; 62(50):12152-8. doi:
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Molecular and cellular biochemistry.
2014 Nov; 396(1-2):79-85. doi:
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Chemico-biological interactions.
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Ukrainian biochemical journal.
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Molecules (Basel, Switzerland).
2014 Apr; 19(4):4880-96. doi:
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Integrative biology : quantitative biosciences from nano to macro.
2014 Apr; 6(4):411-21. doi:
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Analytical biochemistry.
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Journal of pharmaceutical and biomedical analysis.
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Ukrainian biochemical journal.
2014 Mar; 86(2):68-78. doi:
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Clinical chemistry and laboratory medicine.
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Clinical chemistry and laboratory medicine.
2014 Jan; 52(1):85-91. doi:
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Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
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Drug and chemical toxicology.
2013 Oct; 36(4):403-11. doi:
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Metallomics : integrated biometal science.
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Analytical biochemistry.
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