Deoxyinosine (BioDeep_00000001599)

 

Secondary id: BioDeep_00000405195, BioDeep_00001868373

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019


代谢物信息卡片


9-(2-Deoxy-beta-delta-erythro-pentofuranosyl)-1,9-dihydro-6H-purin-6-one

化学式: C10H12N4O4 (252.0859)
中文名称: 2-脱氧肌苷, 2'-脱氧肌苷, 脱氧肌酐
谱图信息: 最多检出来源 Homo sapiens(blood) 16.78%

Reviewed

Last reviewed on 2024-09-26.

Cite this Page

Deoxyinosine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/deoxyinosine (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000001599). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C1C(C(OC1N2C=NC3=C2N=CNC3=O)CO)O
InChI: InChI=1S/C10H12N4O4/c15-2-6-5(16)1-7(18-6)14-4-13-8-9(14)11-3-12-10(8)17/h3-7,15-16H,1-2H2,(H,11,12,17)/t5-,6+,7+/m0/s1

描述信息

Deoxyinosine is a nucleoside that is formed when hypoxanthine is attached to a deoxyribose ring (also known as a ribofuranose) via a beta-N9-glycosidic bond. Deoxyinosine is found in DNA while inosine is found in RNA. Inosine is a nucleic acid important for RNA editing. Adenosine deaminase (ADA) catalyzes the conversion of adenosine and deoxyadenosine to inosine and deoxyinosine, respectively. ADA-deficient individuals suffer from severe combined immunodeficiency (SCID) and are unable to produce significant numbers of mature T or B lymphocytes. This occurs as a consequence of the accumulation of ADA substrates or their metabolites. Inosine is also an intermediate in a chain of purine nucleotides reactions required for muscle movements. Moreover, deoxyinosine is found to be associated with purine nucleoside phosphorylase (PNP) deficiency, which is an inborn error of metabolism.
Isolated from Phaseolus vulgaris (kidney bean). 2-Deoxyinosine is found in pulses, yellow wax bean, and green bean.
COVID info from COVID-19 Disease Map
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
2’-deoxyadenosine inhibits the growth of human colon-carcinoma cell lines and is found to be associated with purine nucleoside phosphorylase (PNP) deficiency.
2’-deoxyadenosine inhibits the growth of human colon-carcinoma cell lines and is found to be associated with purine nucleoside phosphorylase (PNP) deficiency.

同义名列表

20 个代谢物同义名

9-(2-Deoxy-beta-delta-erythro-pentofuranosyl)-1,9-dihydro-6H-purin-6-one; 9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-ol; 9-(2-Deoxy-b-D-erythro-pentofuranosyl)-1,9-dihydro-6H-purin-6-one; 9-(2-Deoxy-beta-delta-erythro-pentofuranosyl)-hypoxanthine; 9-(2-Deoxy-beta-D-erythro-pentofuranosyl)-9H-purin-6-ol; 9-(2-Deoxy-beta-D-erythro-pentofuranosyl)-hypoxanthine; 9-(2-Deoxy-b-D-erythro-pentofuranosyl)-9H-purin-6-ol; 9-(2-Deoxy-β-D-erythro-pentofuranosyl)-9H-purin-6-ol; 9-(2-Deoxy-b-D-erythro-pentofuranosyl)-hypoxanthine; Deoxyribose-inosine; 2-deoxy-inosine; 2-Deoxy-inosine; 2-Deoxyinosine; Deoxyinosine; ACMC-209qyj; delta-Ino; DInosine; D-Ino; 2'-Deoxyinosine; Deoxyinosine



数据库引用编号

32 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(5)

PlantCyc(0)

代谢反应

85 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(31)

WikiPathways(3)

Plant Reactome(0)

INOH(2)

PlantCyc(0)

COVID-19 Disease Map(2)

PathBank(47)

PharmGKB(0)

12 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
Cytoplasm 8 ADA, DGUOK, ENDOV, ITPA, MPG, PGM2, PNP, XPNPEP1
Peripheral membrane protein 1 ADA
Endoplasmic reticulum membrane 2 CD4, NRAS
Nucleus 7 ADK, DGUOK, MPG, NCL, OGG1, TRIM33, USP5
cytosol 13 ADA, ADK, DGUOK, ITPA, MPG, NRAS, OGG1, PGM2, PNP, TYMP, UPP1, USP5, XPNPEP1
nucleoplasm 7 ADK, ITPA, MPG, NCL, OGG1, TRIM33, UPP1
Cell membrane 4 ADA, CD4, NRAS, TNF
Lipid-anchor 1 NRAS
Cytoplasmic side 1 NRAS
Golgi apparatus membrane 1 NRAS
cell cortex 1 NCL
cell junction 1 ADA
cell surface 2 ADA, TNF
Golgi apparatus 1 NRAS
Golgi membrane 1 NRAS
neuronal cell body 1 TNF
Cytoplasm, cytosol 2 PGM2, XPNPEP1
Lysosome 2 ADA, USP5
Presynapse 1 USP5
plasma membrane 6 ADA, ADK, CD4, NCL, NRAS, TNF
Membrane 4 ADA, MPG, NCL, NRAS
axon 1 CCK
extracellular exosome 5 NCL, NRAS, PGM2, PNP, XPNPEP1
extracellular space 4 CCK, GAST, PNP, TNF
mitochondrion 3 DGUOK, MPG, OGG1
protein-containing complex 1 OGG1
intracellular membrane-bounded organelle 1 ITPA
Single-pass type I membrane protein 1 CD4
Secreted 3 CCK, GAST, PNP
extracellular region 5 CCK, GAST, PGM2, PNP, TNF
mitochondrial matrix 2 DGUOK, OGG1
Extracellular side 1 ADA
Cytoplasmic vesicle lumen 1 ADA
anchoring junction 1 ADA
external side of plasma membrane 3 ADA, CD4, TNF
nucleolus 2 ENDOV, NCL
Early endosome 1 CD4
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 2 CD4, TNF
mitochondrial nucleoid 1 MPG
nuclear speck 1 OGG1
chromatin 1 TRIM33
phagocytic cup 1 TNF
Chromosome 1 NCL
cytoplasmic ribonucleoprotein granule 1 NCL
Nucleus, nucleolus 2 ENDOV, NCL
spliceosomal complex 1 NCL
Cornified envelope 1 NCL
Nucleus, nucleoplasm 1 OGG1
tertiary granule membrane 1 NRAS
Cytoplasm, Stress granule 1 ENDOV
cytoplasmic stress granule 1 ENDOV
Nucleus speckle 1 OGG1
[Isoform 1]: Cytoplasm 1 ENDOV
ficolin-1-rich granule lumen 2 PGM2, PNP
secretory granule lumen 2 PGM2, PNP
endoplasmic reticulum lumen 1 CD4
nuclear matrix 1 OGG1
Nucleus matrix 1 OGG1
[Isoform 2]: Cytoplasm 1 ADK
clathrin-coated endocytic vesicle membrane 1 CD4
ribonucleoprotein complex 1 NCL
[Isoform 1]: Nucleus 1 ADK
[Isoform 7]: Cytoplasm 1 ENDOV
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
T cell receptor complex 1 CD4
[Isoform 6]: Cytoplasm 1 ENDOV
macropinosome membrane 1 NCL
Mitochondrion matrix, mitochondrion nucleoid 1 MPG
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Wenjing Song, Yonghui Li, Jianguo Wang, Zeyou Li, Junqing Zhang. Characterization of nucleobases and nucleosides in the fruit of Alpinia oxyphylla collected from different cultivation regions. Drug testing and analysis. 2014 Mar; 6(3):239-45. doi: 10.1002/dta.1462. [PMID: 23408659]
  • Karl Köstler, Emma Werz, Edith Malecki, Malayko Montilla-Martinez, Helmut Rosemeyer. Nucleoterpenes of thymidine and 2'-deoxyinosine: synthons for a biomimetic lipophilization of oligonucleotides. Chemistry & biodiversity. 2013 Jan; 10(1):39-61. doi: 10.1002/cbdv.201100338. [PMID: 23341207]
  • P L C Walker, Adele Corrigan, Monica Arenas, Emilia Escuredo, Lynette Fairbanks, Anthony Marinaki. Purine nucleoside phosphorylase deficiency: a mutation update. Nucleosides, nucleotides & nucleic acids. 2011 Dec; 30(12):1243-7. doi: 10.1080/15257770.2011.630852. [PMID: 22132981]
  • Travis J Bourret, Julie A Boylan, Kevin A Lawrence, Frank C Gherardini. Nitrosative damage to free and zinc-bound cysteine thiols underlies nitric oxide toxicity in wild-type Borrelia burgdorferi. Molecular microbiology. 2011 Jul; 81(1):259-73. doi: 10.1111/j.1365-2958.2011.07691.x. [PMID: 21564333]
  • V Kenan Celik, Ismail Sari, Aynur Engin, Yildiz Gürsel, Hüseyin Aydin, Sevtap Bakir. Determination of serum adenosine deaminase and xanthine oxidase levels in patients with crimean-congo hemorrhagic fever. Clinics (Sao Paulo, Brazil). 2010 Jul; 65(7):697-702. doi: 10.1590/s1807-59322010000700008. [PMID: 20668627]
  • Nino Khetsuriani, Rita Helfand, Mark Pallansch, Olen Kew, Ashley Fowlkes, M Steven Oberste, Peter Tukei, Joseph Muli, Ernest Makokha, Howard Gary. Limited duration of vaccine poliovirus and other enterovirus excretion among human immunodeficiency virus infected children in Kenya. BMC infectious diseases. 2009 Aug; 9(?):136. doi: 10.1186/1471-2334-9-136. [PMID: 19698184]
  • Peter M Dracatos, Noel O I Cogan, Timothy I Sawbridge, Anthony R Gendall, Kevin F Smith, German C Spangenberg, John W Forster. Molecular characterisation and genetic mapping of candidate genes for qualitative disease resistance in perennial ryegrass (Lolium perenne L.). BMC plant biology. 2009 May; 9(?):62. doi: 10.1186/1471-2229-9-62. [PMID: 19450286]
  • Irina G Minko, Ivan D Kozekov, Thomas M Harris, Carmelo J Rizzo, R Stephen Lloyd, Michael P Stone. Chemistry and biology of DNA containing 1,N(2)-deoxyguanosine adducts of the alpha,beta-unsaturated aldehydes acrolein, crotonaldehyde, and 4-hydroxynonenal. Chemical research in toxicology. 2009 May; 22(5):759-78. doi: 10.1021/tx9000489. [PMID: 19397281]
  • Edward Kowalczyk, Maria Kopff, Jan Kowalski, Anna Kopff, Dimitri P Mikhailidis, Marcin Barylski, Maciej Banach. Effect of cardiovascular drugs on adenosine deaminase activity. Angiology. 2008 Dec; 59(6):740-4. doi: 10.1177/0003319708323495. [PMID: 18840621]
  • Ingrid Emerit. Clastogenic factors as potential biomarkers of increased superoxide production. Biomarker insights. 2007 Dec; 2(?):429-38. doi: 10.1177/117727190700200010. [PMID: 19662223]
  • Raphaelle Fanciullino, Sarah Giacometti, Claude Aubert, Frederic Fina, Pierre-Marie Martin, Philippe Piccerelle, Joseph Ciccolini. Development of stealth liposome formulation of 2'-deoxyinosine as 5-fluorouracil modulator: in vitro and in vivo study. Pharmaceutical research. 2005 Dec; 22(12):2051-7. doi: 10.1007/s11095-005-8355-9. [PMID: 16222443]
  • Ermei Yao, John E Tavis. A general method for nested RT-PCR amplification and sequencing the complete HCV genotype 1 open reading frame. Virology journal. 2005 Dec; 2(?):88. doi: 10.1186/1743-422x-2-88. [PMID: 16321149]
  • Chrisostomos I Dovas, Konstantinos Efthimiou, Nikolaos I Katis. Generic detection and differentiation of tobamoviruses by a spot nested RT-PCR-RFLP using dI-containing primers along with homologous dG-containing primers. Journal of virological methods. 2004 May; 117(2):137-44. doi: 10.1016/j.jviromet.2004.01.004. [PMID: 15041210]
  • C I Dovas, N I Katis. A spot multiplex nested RT-PCR for the simultaneous and generic detection of viruses involved in the aetiology of grapevine leafroll and rugose wood of grapevine. Journal of virological methods. 2003 May; 109(2):217-26. doi: 10.1016/s0166-0934(03)00074-0. [PMID: 12711066]
  • R M Mader, C Schrolnberger, B Rizovski, M Brunner, C Wenzel, G Locker, H G Eichler, M Mueller, G G Steger. Penetration of capecitabine and its metabolites into malignant and healthy tissues of patients with advanced breast cancer. British journal of cancer. 2003 Mar; 88(5):782-7. doi: 10.1038/sj.bjc.6600809. [PMID: 12618890]
  • Sadik Sögüt, Erdinç Aydin, Halit Elyas, Nurten Aksoy, Hüseyin Ozyurt, Yüksel Totan, Omer Akyol. The activities of serum adenosine deaminase and xanthine oxidase enzymes in Behcet's disease. Clinica chimica acta; international journal of clinical chemistry. 2002 Nov; 325(1-2):133-8. doi: 10.1016/s0009-8981(02)00278-4. [PMID: 12367777]
  • E Arpaia, Y Gu, I Dalal, S Kelly, M Hershfield, C M Roifman, A Cohen. Biochemical and immunological abnormalities in purine nucleoside phosphorylase deficient mice. Advances in experimental medicine and biology. 2000; 486(?):41-5. doi: 10.1007/0-306-46843-3_8. [PMID: 11783524]
  • L N Alfazema, M E Hows, S Howells, D Perrett. Optimised micellar electrokinetic capillary chromatography of UV-absorbing compounds in urine. Its application to studies on purine metabolism. Advances in experimental medicine and biology. 1998; 431(?):171-6. doi: 10.1007/978-1-4615-5381-6_33. [PMID: 9598053]
  • J M Aarts, J G Hontelez, P Fischer, R Verkerk, A van Kammen, P Zabel. Acid phosphatase-1(1), a tightly linked molecular marker for root-knot nematode resistance in tomato: from protein to gene, using PCR and degenerate primers containing deoxyinosine. Plant molecular biology. 1991 Apr; 16(4):647-61. doi: 10.1007/bf00023429. [PMID: 1651125]