8-Hydroxyguanosine (BioDeep_00000018404)
Secondary id: BioDeep_00000600526, BioDeep_00000910832
human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite
代谢物信息卡片
2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,7,8,9-tetrahydro-1H-purine-6,8-dione
化学式: C10H13N5O6 (299.08657980000004)
中文名称: 8-羟基鸟苷
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 0.88%
分子结构信息
SMILES: C(C1C(C(C(O1)N2C3=C(C(=O)NC(=N3)N)NC2=O)O)O)O
InChI: InChI=1S/C10H13N5O6/c11-9-13-6-3(7(19)14-9)12-10(20)15(6)8-5(18)4(17)2(1-16)21-8/h2,4-5,8,16-18H,1H2,(H,12,20)(H3,11,13,14,19)
描述信息
8-hydroxyguanosine (8-OHG) is a marker for measuring the rate of oxidative damage to nucleic acids and lipids. Production of reactive oxygen species (ROS) damage proteins, lipid membranes, and nucleic acids (DNA and RNA), all critical functional components of living cells. The progressive accumulation of unrepaired free radical damage over time is believed to be a major contributor to the aging process and to a variety of age-related chronic diseases. Generation of most free radicals is a side effect of normal metabolic processes, especially mitochondrial production of ROS, including superoxide anion, hydrogen peroxide, and hydroxyl radical, coincident to oxidative metabolism. (PMID 14607529). 8-OHG (marker of oxidative damage to RNA) was found in the cerebral cortex in three of six cases of neuropathologically examined autopsy of subacute sclerosing panencephalitis patients. Subacute sclerosing panencephalitis is caused by persistent brain infection of mutated measles virus, showing inflammation, neuronal loss, and demyelination. (PMID 12546425). The concentration of 8-OHG in CSF in Parkinsons disease (PD) patients is approximately three-fold that in controls. The concentration of 8-OHG in CSF decreased significantly with the duration of disease. However, the concentration of 8-OHG in serum was not significantly altered in PD patients compared to that in controls. (PMID 12499051).
8-hydroxyguanosine (8-OHG) is a marker for measuring the rate of oxidative damage to nucleic acids and lipids. Production of reactive oxygen species (ROS) damage proteins, lipid membranes, and nucleic acids (DNA and RNA), all critical functional components of living cells. The progressive accumulation of unrepaired free radical damage over time is believed to be a major contributor to the aging process and to a variety of age-related chronic diseases. Generation of most free radicals is a side effect of normal metabolic processes, especially mitochondrial production of ROS, including superoxide anion, hydrogen peroxide, and hydroxyl radical, coincident to oxidative metabolism. (PMID 14607529)
D007155 - Immunologic Factors
8-Hydroxyguanosine, an oxidized nucleoside, is a marker of RNA oxidative damage and oxidative stress. 8-Hydroxyguanosine stimulates proliferation and differentiation of B cells[1][2][3].
8-Hydroxyguanosine, an oxidized nucleoside, is a marker of RNA oxidative damage and oxidative stress. 8-Hydroxyguanosine stimulates proliferation and differentiation of B cells[1][2][3].
同义名列表
12 个代谢物同义名
2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,7,8,9-tetrahydro-1H-purine-6,8-dione; 2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,7-dihydropurine-6,8-dione; Purine-6,8(1H,9H)-dione, 2-amino-9-.beta.-delta-ribofuranosyl- (7ci,8ci); Purine-6,8(1H,9H)-dione, 2-amino-9-.beta.-D-ribofuranosyl- (7ci,8ci); 2-amino-9-pentofuranosyl-7,9-dihydro-1H-purine-6,8-dione; 7,8-dihydro-8-oxo-Guanosine; 8-oxo-7,8-Dihydroguanosine; 7,8-dihydro-8-Oxoguanosine; 8-hydroxyguanosine; 8-OxoG nucleoside; 8-Oxoguanosine; 8-OxoGuo
数据库引用编号
11 个数据库交叉引用编号
- PubChem: 135406132
- PubChem: 65131
- HMDB: HMDB0002044
- ChEMBL: CHEMBL418735
- Wikipedia: 8-Hydroxyguanosine
- foodb: FDB022815
- chemspider: 58640
- CAS: 3868-31-3
- PMhub: MS000007686
- RefMet: 8-Hydroxyguanosine
- medchemexpress: HY-113262
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
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
- Sven Dierickx, Karolien Maes, Sophie L K W Roelants, Beata Pomian, Lieven Van Meulebroek, Sofie L De Maeseneire, Lynn Vanhaecke, Wim K Soetaert. A multi-omics study to boost continuous bolaform sophorolipid production.
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BMC plant biology.
2022 Jan; 22(1):40. doi:
10.1186/s12870-021-03419-2. [PMID: 35045819] - Eugene Koh, Dekel Cohen, Alexander Brandis, Robert Fluhr. Attenuation of cytosolic translation by RNA oxidation is involved in singlet oxygen-mediated transcriptomic responses.
Plant, cell & environment.
2021 11; 44(11):3597-3615. doi:
10.1111/pce.14162. [PMID: 34370334] - Anders Jorgensen, Maria Bremholm Thygesen, Uffe Kristiansen, Henrik Enghusen Poulsen. An in silico kinetic model of 8-oxo-7,8-dihydro-2-deoxyguanosine and 8-oxo-7,8-dihydroguanosine metabolism from intracellular formation to urinary excretion.
Scandinavian journal of clinical and laboratory investigation.
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Hormones & cancer.
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Psychiatry research.
2016 Jul; 241(?):201-6. doi:
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Free radical research.
2016 Jul; 50(7):691-7. doi:
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Journal of breath research.
2016 Feb; 10(1):016004. doi:
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Disease markers.
2016; 2016(?):3650909. doi:
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Oxidative medicine and cellular longevity.
2016; 2016(?):4323198. doi:
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European journal of clinical investigation.
2015 Dec; 45(12):1221-7. doi:
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Environmental research.
2015 Oct; 142(?):264-72. doi:
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Bipolar disorders.
2015 May; 17(3):257-68. doi:
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The Journal of reproduction and development.
2015; 61(1):35-41. doi:
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Free radical research.
2015; 49(8):973-83. doi:
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Redox biology.
2015; 4(?):34-9. doi:
10.1016/j.redox.2014.11.010. [PMID: 25498965] - Minako Yoshihara, Li Jiang, Shinya Akatsuka, Mikita Suyama, Shinya Toyokuni. Genome-wide profiling of 8-oxoguanine reveals its association with spatial positioning in nucleus.
DNA research : an international journal for rapid publication of reports on genes and genomes.
2014 Dec; 21(6):603-12. doi:
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The Science of the total environment.
2014 Dec; 500-501(?):44-51. doi:
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Journal of biomedical science.
2014 Aug; 21(?):70. doi:
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Scandinavian journal of clinical and laboratory investigation.
2014 Jun; 74(4):336-43. doi:
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BMC gastroenterology.
2014 Jan; 14(?):12. doi:
10.1186/1471-230x-14-12. [PMID: 24410860] - Susanne Brand, Kerstin Amann, Philipp Mandel, Anna Zimnol, Nicole Schupp. Oxidative DNA damage in kidneys and heart of hypertensive mice is prevented by blocking angiotensin II and aldosterone receptors.
PloS one.
2014; 9(12):e115715. doi:
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Antioxidants & redox signaling.
2013 Dec; 19(17):1983-98. doi:
10.1089/ars.2012.4946. [PMID: 23477499] - Anders Jorgensen, Kasper Broedbaek, Anders Fink-Jensen, Ulla Knorr, Mia Greisen Soendergaard, Trine Henriksen, Allan Weimann, Peter Jepsen, Jens Lykkesfeldt, Henrik Enghusen Poulsen, Martin Balslev Jorgensen. Increased systemic oxidatively generated DNA and RNA damage in schizophrenia.
Psychiatry research.
2013 Oct; 209(3):417-23. doi:
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Chemosphere.
2013 Sep; 93(2):311-9. doi:
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Psychoneuroendocrinology.
2013 Sep; 38(9):1698-708. doi:
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Danish medical journal.
2013 Jul; 60(7):B4685. doi:
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Surgical endoscopy.
2013 Jul; 27(7):2357-65. doi:
10.1007/s00464-013-2788-8. [PMID: 23404145] - Hirofumi Suzuki, Masaya Sakamoto, Takeshi Hayashi, Hiroyuki Iuchi, Kennosuke Ohashi, Tsuyoshi Isaka, Noriko Sakamoto, Yosuke Kayama, Katsuyoshi Tojo, Michihiro Yoshimura, Kazunori Utsunomiya. Effects of co-administration of candesartan with pioglitazone on inflammatory parameters in hypertensive patients with type 2 diabetes mellitus: a preliminary report.
Cardiovascular diabetology.
2013 May; 12(?):71. doi:
10.1186/1475-2840-12-71. [PMID: 23635096] - K H Basavaraj, P Vasu Devaraju, K S Rao. Studies on serum 8-hydroxy guanosine (8-OHdG) as reliable biomarker for psoriasis.
Journal of the European Academy of Dermatology and Venereology : JEADV.
2013 May; 27(5):655-7. doi:
10.1111/j.1468-3083.2011.04441.x. [PMID: 22243408] - Elisabeth Müllner, Helmut Brath, Simone Pleifer, Christiane Schiermayr, Andreas Baierl, Marlies Wallner, Theresia Fastian, Yvonne Millner, Kristina Paller, Trine Henriksen, Henrik Enghusen Poulsen, Ernst Forster, Karl-Heinz Wagner. Vegetables and PUFA-rich plant oil reduce DNA strand breaks in individuals with type 2 diabetes.
Molecular nutrition & food research.
2013 Feb; 57(2):328-38. doi:
10.1002/mnfr.201200343. [PMID: 23148048] - Fei Shi, Ben Nie, Wei Gan, Xiao-Yang Zhou, Yasumitsu Takagi, Hiroshi Hayakawa, Mutsuo Sekiguchi, Jian-Ping Cai. Oxidative damage of DNA, RNA and their metabolites in leukocytes, plasma and urine of Macaca mulatta: 8-oxoguanosine in urine is a useful marker for aging.
Free radical research.
2012 Sep; 46(9):1093-8. doi:
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La Medicina del lavoro.
2012 Sep; 103(5):324-37. doi:
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La Medicina del lavoro.
2012 Sep; 103(5):338-46. doi:
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Free radical biology & medicine.
2012 May; 52(9):1700-7. doi:
10.1016/j.freeradbiomed.2012.02.016. [PMID: 22348977] - Yan Zhan, Chunhua Chen, Hidenori Suzuki, Qin Hu, Xinggang Zhi, John H Zhang. Hydrogen gas ameliorates oxidative stress in early brain injury after subarachnoid hemorrhage in rats.
Critical care medicine.
2012 Apr; 40(4):1291-6. doi:
10.1097/ccm.0b013e31823da96d. [PMID: 22336722] - Gianna Ferretti, Tiziana Bacchetti, Simona Masciangelo, Letizia Saturni. Celiac disease, inflammation and oxidative damage: a nutrigenetic approach.
Nutrients.
2012 04; 4(4):243-57. doi:
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Cancer chemotherapy and pharmacology.
2012 Feb; 69(2):301-7. doi:
10.1007/s00280-011-1700-2. [PMID: 21710244] - Guilherme A Behr, José C F Moreira, Benicio N Frey. Preclinical and clinical evidence of antioxidant effects of antidepressant agents: implications for the pathophysiology of major depressive disorder.
Oxidative medicine and cellular longevity.
2012; 2012(?):609421. doi:
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PloS one.
2012; 7(4):e35264. doi:
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Genetics and molecular research : GMR.
2011 Dec; 10(4):3157-62. doi:
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Molecular genetics and metabolism.
2011 Dec; 104(4):644-7. doi:
10.1016/j.ymgme.2011.08.016. [PMID: 21908221] - Kasper Broedbaek, Volkert Siersma, Trine Henriksen, Allan Weimann, Morten Petersen, Jon T Andersen, Espen Jimenez-Solem, Elisabeth S Stovgaard, Lars J Hansen, Jan Erik Henriksen, Steen J Bonnema, Niels de Fine Olivarius, Henrik E Poulsen. Urinary markers of nucleic acid oxidation and long-term mortality of newly diagnosed type 2 diabetic patients.
Diabetes care.
2011 Dec; 34(12):2594-6. doi:
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Nutrients.
2011 10; 3(10):839-57. doi:
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Brain : a journal of neurology.
2011 Jul; 134(Pt 7):1914-24. doi:
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Free radical biology & medicine.
2011 Jun; 50(11):1488-91. doi:
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PloS one.
2011 Apr; 6(4):e19194. doi:
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Free radical research.
2011 Apr; 45(4):409-16. doi:
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International journal of molecular sciences.
2011 Jan; 12(1):506-69. doi:
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Free radical biology & medicine.
2011 Jan; 50(2):254-61. doi:
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Neuro endocrinology letters.
2011; 32 Suppl 1(?):71-6. doi:
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PloS one.
2011; 6(6):e20795. doi:
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Journal of carcinogenesis.
2011; 10(?):14. doi:
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Human reproduction (Oxford, England).
2010 Nov; 25(11):2708-20. doi:
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Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals.
2010 May; 15(3):221-31. doi:
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American journal of physiology. Endocrinology and metabolism.
2010 Apr; 298(4):E846-53. doi:
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Journal of UOEH.
2010 Mar; 32(1):1-10. doi:
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