2'-Deoxyguanosine 5'-monophosphate (BioDeep_00000001331)

 

Secondary id: BioDeep_00000398682, BioDeep_00000415821

natural product human metabolite PANOMIX_OTCML-2023 Endogenous BioNovoGene_Lab2019


代谢物信息卡片


{[(2R,3S,5R)-5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid

化学式: C10H14N5O7P (347.0631)
中文名称: 2-脱氧-5-鸟苷酸, 2-脱氧鸟苷-5-一磷酸, 2ˊ-脱氧鸟苷-5ˊ-一磷酸
谱图信息: 最多检出来源 Viridiplantae(plant) 9.94%

分子结构信息

SMILES: C1C(C(OC1N2C=NC3=C2N=C(NC3=O)N)COP(=O)(O)O)O
InChI: InChI=1S/C10H14N5O7P/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)

描述信息

2-Deoxyguanosine 5-monophosphate, also known as deoxyguanylic acid or 2-deoxy-GMP, belongs to the class of organic compounds known as purine 2-deoxyribonucleoside monophosphates. These are purine nucleotides with monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2. 2-Deoxyguanosine 5-monophosphate is a purine 2-deoxyribonucleoside 5-monophosphate having guanine as the nucleobase. It exists in all living species, ranging from bacteria to humans. Within humans, 2-deoxyguanosine 5-monophosphate participates in a number of enzymatic reactions. In particular, 2-deoxyguanosine 5-monophosphate can be converted into dGDP which is mediated by the enzyme guanylate kinase. In addition, 2-deoxyguanosine 5-monophosphate can be converted into deoxyguanosine through its interaction with the enzyme cytosolic purine 5-nucleotidase. In humans, 2-deoxyguanosine 5-monophosphate is involved in the metabolic disorder called the gout or kelley-seegmiller syndrome pathway.
2-Deoxyguanosine 5-monophosphate is a derivative of the common nucleic acid GTP, or guanosine triphosphate, in which the -OH (hydroxyl) group on the 2 carbon on the nucleotides pentose has been removed (hence the deoxy- part of the name). Additionally, the diphosphate of the name indicates that two of the phosphoryl groups of GTP have been removed, most likely by hydrolysis . [HMDB]
Acquisition and generation of the data is financially supported in part by CREST/JST.
COVID info from COVID-19 Disease Map
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同义名列表

39 个代谢物同义名

{[(2R,3S,5R)-5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid; [5-(2-amino-6-oxo-3H-purin-9-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate; 2-deoxyguanosine 5-monophosphate sodium salt hydrate; 2-Deoxyguanosine 5-(dihydrogen phosphoric acid); 2-Deoxyguanosine 5-phosphate, disodium salt; 2-Deoxy-guanosine 5-(dihydrogen phosphate); 2-Deoxyguanosine 5-(dihydrogen phosphate); 2-Deoxyguanosine 5-monophosphoric acid; 2-Deoxyguanosine 5-phosphate, ion (1+); deoxyguanosine 5-monophosphate (dGMP); Deoxyguanosine 5-monophosphoric acid; 2-Deoxyguanosine 5-phosphoric acid; Deoxyguanosine monophosphoric acid; Deoxyguanosine 5-phosphoric acid; 2-Deoxyguanosine 5-monophosphate; Deoxyguanosine 5-monophosphate; 2-Deoxy-guanosine 5-phosphate; Deoxyguanosine monophosphate; 2-Deoxyguanosine 5-phosphate; 2-Deoxyguanosine-5-phosphate; 2-Deoxy-guanosine phosphate; Deoxyguanosine 5-phosphate; Deoxyguanosine-phosphate; 2-Deoxy-5-Guanylic Acid; 2-Deoxyguanylic acid; 2-Deoxy-5-guanylate; Deoxyguanylic acid; guanine riboside; 2-Deoxyguanylate; Deoxyguanylate; 2-Deoxy-5-GMP; 2-Deoxy-GMP; 2-DG-5-MP; Deoxy-GMP; 902-04-5; 2-dGMP; dGMP; 2'-Deoxyguanosine 5'-monophosphate (Deoxy-GMP); dGMP



数据库引用编号

38 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(1)

代谢反应

176 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(2)

PlantCyc(125)

COVID-19 Disease Map(2)

PathBank(46)

PharmGKB(0)

3 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 12 CMPK2, DCK, DGUOK, DTYMK, NT5C2, NUDT1, PDGFRB, PMP2, PNP, POLB, RAD51, XDH
Nucleus 15 CXXC1, DACH1, DCK, DGUOK, DTYMK, NUDT1, PDGFRB, PMP2, POLB, POLH, POLK, POLL, RAD51, REV1, SSBP1
cytosol 12 CXXC1, DACH1, DCK, DGUOK, DTYMK, NT5C2, NUDT1, PMP2, PNP, POLH, RAD51, XDH
nuclear body 1 POLK
centrosome 1 RAD51
nucleoplasm 10 CMPK2, CXXC1, DACH1, DCK, POLB, POLH, POLK, POLL, RAD51, REV1
Golgi apparatus 3 DACH1, PDGFRB, POLH
Cytoplasm, cytosol 1 NT5C2
acrosomal vesicle 1 NUDT1
plasma membrane 1 PDGFRB
Membrane 1 PDGFRB
apical plasma membrane 1 PDGFRB
extracellular exosome 4 LYZ, PMP2, PNP, SSBP1
extracellular space 4 LYZ, NUDT1, PNP, XDH
lysosomal lumen 1 PDGFRB
perinuclear region of cytoplasm 1 RAD51
mitochondrion 7 CMPK2, DCK, DGUOK, DTYMK, NUDT1, RAD51, SSBP1
protein-containing complex 2 POLB, RAD51
intracellular membrane-bounded organelle 1 PDGFRB
Secreted 1 PNP
extracellular region 2 LYZ, PNP
Mitochondrion matrix 2 NUDT1, RAD51
mitochondrial matrix 5 DGUOK, DTYMK, NUDT1, RAD51, SSBP1
transcription regulator complex 1 DACH1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 RAD51
nuclear membrane 1 NUDT1
cytoplasmic vesicle 1 PDGFRB
nucleolus 1 RAD51
focal adhesion 1 PDGFRB
microtubule 1 POLB
mitochondrial nucleoid 2 POLH, SSBP1
Peroxisome 1 XDH
sarcoplasmic reticulum 1 XDH
PML body 1 RAD51
nuclear speck 2 CXXC1, DACH1
receptor complex 1 PDGFRB
chromatin 1 RAD51
Chromosome 3 POLH, POLL, RAD51
chromosome, telomeric region 1 RAD51
nuclear chromosome 1 RAD51
site of double-strand break 3 POLH, POLL, RAD51
lateral element 1 RAD51
Nucleus speckle 1 CXXC1
replication fork 1 POLH
myelin sheath 1 PMP2
ficolin-1-rich granule lumen 1 PNP
secretory granule lumen 1 PNP
histone methyltransferase complex 1 CXXC1
nuclear matrix 1 CXXC1
male germ cell nucleus 1 RAD51
specific granule lumen 1 LYZ
tertiary granule lumen 1 LYZ
azurophil granule lumen 1 LYZ
condensed nuclear chromosome 1 RAD51
Set1C/COMPASS complex 1 CXXC1
spindle microtubule 1 POLB
condensed chromosome 1 RAD51
site of DNA damage 1 POLH
presynaptic intermediate filament cytoskeleton 1 RAD51
Mitochondrion matrix, mitochondrion nucleoid 1 SSBP1
[Isoform p18]: Cytoplasm, cytosol 1 NUDT1
[Isoform p26]: Mitochondrion matrix 1 NUDT1
nuclear ubiquitin ligase complex 1 RAD51


文献列表

  • Cristina Pérez-Arnaiz, Jorge Leal, Natalia Busto, María C Carrión, Ana R Rubio, Imanol Ortiz, Giampaolo Barone, Borja Díaz de Greñu, Javier Santolaya, José M Leal, Mónica Vaquero, Félix A Jalón, Blanca R Manzano, Begoña García. Role of Seroalbumin in the Cytotoxicity of cis-Dichloro Pt(II) Complexes with (N^N)-Donor Ligands Bearing Functionalized Tails. Inorganic chemistry. 2018 May; 57(10):6124-6134. doi: 10.1021/acs.inorgchem.8b00713. [PMID: 29722534]
  • Chunshan Shi, Haiyang Yu, Dejun Sun, Lili Ma, Zhaohui Tang, Qiusheng Xiao, Xuesi Chen. Cisplatin-loaded polymeric nanoparticles: characterization and potential exploitation for the treatment of non-small cell lung carcinoma. Acta biomaterialia. 2015 May; 18(?):68-76. doi: 10.1016/j.actbio.2015.02.009. [PMID: 25707922]
  • Michael Groessl, Christian G Hartinger, Kasia Połeć-Pawlak, Maciej Jarosz, Paul J Dyson, Bernhard K Keppler. Elucidation of the interactions of an anticancer ruthenium complex in clinical trials with biomolecules utilizing capillary electrophoresis hyphenated to inductively coupled plasma-mass spectrometry. Short communication. Chemistry & biodiversity. 2008 Aug; 5(8):1609-1614. doi: 10.1002/cbdv.200890148. [PMID: 18729095]
  • Michael Groessl, Christian G Hartinger, Paul J Dyson, Bernhard K Keppler. CZE-ICP-MS as a tool for studying the hydrolysis of ruthenium anticancer drug candidates and their reactivity towards the DNA model compound dGMP. Journal of inorganic biochemistry. 2008 May; 102(5-6):1060-5. doi: 10.1016/j.jinorgbio.2007.11.018. [PMID: 18222004]
  • Chun Hung Ma, Joannie Hui, Janet Tsui Ying Tang, Danny Tze Ming Leung, Yiu Loon Chui, Tai Fai Fok, Pak-Leong Lim. Antibodies to guanosine triphosphate misidentified as anti-double-stranded DNA antibodies in a patient with antinuclear antibody-negative lupus, due to buckling of insolubilized assay DNA. Arthritis and rheumatism. 2004 May; 50(5):1533-8. doi: 10.1002/art.20188. [PMID: 15146423]
  • S Obrecht-Pflumio, G Dirheimer. Horseradish peroxidase mediates DNA and deoxyguanosine 3'-monophosphate adduct formation in the presence of ochratoxin A. Archives of toxicology. 2001 Dec; 75(10):583-90. doi: 10.1007/s00204-001-0289-3. [PMID: 11808918]
  • Y M Li, Z H Han, S H Jiang, Y Jiang, S D Yao, D Y Zhu. Fast repairing of oxidized OH radical adducts of dAMP and dGMP by phenylpropanoid glycosides from Scrophularia ningpoensis Hemsl. Acta pharmacologica Sinica. 2000 Dec; 21(12):1125-8. doi: . [PMID: 11603287]
  • S Obrecht-Pflumio, G Dirheimer. In vitro DNA and dGMP adducts formation caused by ochratoxin A. Chemico-biological interactions. 2000 Jun; 127(1):29-44. doi: 10.1016/s0009-2797(00)00169-1. [PMID: 10903417]
  • Q Cai, L Tian, H Wei. Age-dependent increase of indigenous DNA adducts in rat brain is associated with a lipid peroxidation product. Experimental gerontology. 1996 May; 31(3):373-85. doi: 10.1016/0531-5565(95)02027-6. [PMID: 9415120]
  • A C Povey, V L Wilson, J L Zweier, P Kuppusamy, I K O'Neill, C C Harris. Detection by 32P-postlabelling of DNA adducts induced by free radicals and unsaturated aldehydes formed during the aerobic decomposition of fecapentaene-12. Carcinogenesis. 1992 Mar; 13(3):395-401. doi: 10.1093/carcin/13.3.395. [PMID: 1547529]
  • S Y Shiue, J C Hsieh, J Ito. Mapping of the DNA linking tyrosine residue of the PRD1 terminal protein. Nucleic acids research. 1991 Jul; 19(14):3805-10. doi: 10.1093/nar/19.14.3805. [PMID: 1861973]
  • J G Liehr, B B DaGue, A M Ballatore. Reactivity of 4',4"-diethylstilbestrol quinone, a metabolic intermediate of diethylstilbestrol. Carcinogenesis. 1985 Jun; 6(6):829-36. doi: 10.1093/carcin/6.6.829. [PMID: 4006069]