NSC100044 (BioDeep_00000005707)

 

Secondary id: BioDeep_00001869939

Antitumor activity


代谢物信息卡片


O(6)-Methyl-2-deoxyguanosine

化学式: C11H15N5O4 (281.1124)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=NC(=NC2=C1N=CN2C3CC(C(O3)CO)O)N
InChI: InChI=1S/C11H15N5O4/c1-19-10-8-9(14-11(12)15-10)16(4-13-8)7-2-5(18)6(3-17)20-7/h4-7,17-18H,2-3H2,1H3,(H2,12,14,15)/t5-,6+,7+/m0/s1

描述信息

O6-Methyldeoxy guanosine; DNA adduct is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].

同义名列表

5 个代谢物同义名

O(6)-Methyl-2-deoxyguanosine; O6-Methyl-2-deoxyguanosine; NSC100044; O6-Methyl-2′-deoxyguanosine; 6-O-Methyldeoxyguanosine



数据库引用编号

10 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(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)

0 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 9 ADA, CYP2D6, CYP2E1, DST, GSTM1, GSTT1, MYC, POLB, XPC
Peripheral membrane protein 3 ADA, CYP1B1, CYP2E1
Endoplasmic reticulum membrane 5 ATL1, CYP1B1, CYP2D6, CYP2E1, DST
Nucleus 11 ATL1, DST, LIG4, MGMT, MSH2, MYC, OGG1, POLB, POLH, POLN, XPC
cytosol 7 ADA, DST, GSTM1, GSTT1, OGG1, POLH, XPC
nucleoplasm 10 DST, LIG4, MGMT, MSH2, MYC, OGG1, POLB, POLH, POLN, XPC
Cell membrane 2 ADA, DST
Lipid-anchor 1 DST
Cell projection, axon 2 ATL1, DST
Multi-pass membrane protein 1 ATL1
Golgi apparatus membrane 1 ATL1
cell cortex 1 DST
cell junction 2 ADA, DST
cell surface 1 ADA
Golgi apparatus 2 ATL1, POLH
Golgi membrane 2 ATL1, INS
mitochondrial inner membrane 1 CYP2E1
sarcolemma 1 SYNM
Lysosome 1 ADA
plasma membrane 3 ADA, DST, XPC
Membrane 8 ADA, ATL1, CYP1B1, CYP2D6, DST, MGMT, MSH2, MYC
axon 2 ATL1, DST
extracellular exosome 1 GSTT1
endoplasmic reticulum 2 ATL1, CYP2D6
extracellular space 1 INS
adherens junction 1 SYNM
mitochondrion 4 CYP1B1, CYP2D6, OGG1, XPC
protein-containing complex 3 MYC, OGG1, POLB
intracellular membrane-bounded organelle 5 CYP1B1, CYP2D6, CYP2E1, LIG4, XPC
Microsome membrane 3 CYP1B1, CYP2D6, CYP2E1
Secreted 1 INS
extracellular region 1 INS
Single-pass membrane protein 2 CYP2D6, DST
mitochondrial matrix 1 OGG1
Extracellular side 1 ADA
Cytoplasmic vesicle lumen 1 ADA
anchoring junction 1 ADA
external side of plasma membrane 1 ADA
actin cytoskeleton 1 DST
Z disc 1 DST
cytoplasmic vesicle 1 DST
microtubule cytoskeleton 1 DST
nucleolus 2 MYC, XPC
axon cytoplasm 1 DST
Mitochondrion inner membrane 1 CYP2E1
Cytoplasm, cytoskeleton 1 DST
focal adhesion 1 DST
microtubule 2 DST, POLB
mitochondrial nucleoid 1 POLH
basement membrane 1 DST
intermediate filament 2 DST, SYNM
nuclear speck 1 OGG1
chromatin 2 MYC, XPC
cell leading edge 1 DST
cell projection 1 DST
Chromosome 3 MSH2, POLH, XPC
cytoskeleton 1 DST
Nucleus, nucleolus 1 MYC
chromosome, telomeric region 2 LIG4, MSH2
Cytoplasm, cell cortex 1 DST
site of double-strand break 1 POLH
intercellular bridge 1 GSTM1
nuclear envelope 2 DST, MYC
Nucleus envelope 1 DST
endosome lumen 1 INS
Nucleus, nucleoplasm 2 MYC, OGG1
Nucleus speckle 1 OGG1
replication fork 1 POLH
intermediate filament cytoskeleton 2 DST, SYNM
stress fiber 1 DST
basal plasma membrane 1 DST
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
nuclear matrix 1 OGG1
transport vesicle 1 INS
RNA polymerase II transcription repressor complex 1 MYC
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
microtubule plus-end 1 DST
Nucleus matrix 1 OGG1
Cytoplasm, cytoskeleton, stress fiber 1 DST
H zone 1 DST
costamere 1 SYNM
neurofilament cytoskeleton 1 SYNM
spindle microtubule 1 POLB
[Isoform 1]: Cytoplasm, cytoskeleton 1 DST
Rough endoplasmic reticulum 1 MYC
condensed chromosome 1 LIG4
site of DNA damage 2 POLH, XPC
Myc-Max complex 1 MYC
nucleotide-excision repair complex 1 XPC
DNA-dependent protein kinase-DNA ligase 4 complex 1 LIG4
nonhomologous end joining complex 1 LIG4
hemidesmosome 1 DST
MutSbeta complex 1 MSH2
XPC complex 1 XPC
MutSalpha complex 1 MSH2
DNA ligase IV complex 1 LIG4
endoplasmic reticulum tubular network 1 ATL1
nucleotide-excision repair factor 2 complex 1 XPC
Cytoplasm, myofibril, sarcomere, H zone 1 DST
[Isoform 2]: Cytoplasm, cytoskeleton 1 DST
[Isoform 6]: Nucleus 1 DST
[Isoform 7]: Cytoplasm, cytoskeleton 1 DST
[Isoform 8]: Cytoplasm, cytoskeleton 1 DST
Golgi cis cisterna 1 ATL1
endoplasmic reticulum tubular network membrane 1 ATL1
organelle 1 DST
nucleoplasmic reticulum 1 MYC


文献列表

  • Richard K Le Leu, Jean M Winter, Claus T Christophersen, Graeme P Young, Karen J Humphreys, Ying Hu, Silvia W Gratz, Rosalind B Miller, David L Topping, Anthony R Bird, Michael A Conlon. Butyrylated starch intake can prevent red meat-induced O6-methyl-2-deoxyguanosine adducts in human rectal tissue: a randomised clinical trial. The British journal of nutrition. 2015 Jul; 114(2):220-30. doi: 10.1017/s0007114515001750. [PMID: 26084032]
  • Chiara Da Pieve, Natasha Sahgal, Sharon A Moore, Maria N Velasco-Garcia. Development of a liquid chromatography/tandem mass spectrometry method to investigate the presence of biomarkers of DNA damage in urine related to red meat consumption and risk of colorectal cancer. Rapid communications in mass spectrometry : RCM. 2013 Nov; 27(21):2493-503. doi: 10.1002/rcm.6709. [PMID: 24097406]
  • Jean Winter, Laura Nyskohus, Graeme P Young, Ying Hu, Michael A Conlon, Anthony R Bird, David L Topping, Richard K Le Leu. Inhibition by resistant starch of red meat-induced promutagenic adducts in mouse colon. Cancer prevention research (Philadelphia, Pa.). 2011 Nov; 4(11):1920-8. doi: 10.1158/1940-6207.capr-11-0176. [PMID: 21885815]
  • Shir Ley Tan, Jacobus P Gerber, Leah J Cosgrove, Trevor J Lockett, Julie M Clarke, Desmond B Williams, Richard J Head. Is the tissue persistence of O(6)-methyl-2'-deoxyguanosine an indicator of tumour formation in the gastrointestinal tract?. Mutation research. 2011 Apr; 721(2):119-26. doi: 10.1016/j.mrgentox.2010.12.016. [PMID: 21295156]
  • Marcus S Cooke, Paul T Henderson, Mark D Evans. Sources of extracellular, oxidatively-modified DNA lesions: implications for their measurement in urine. Journal of clinical biochemistry and nutrition. 2009 Nov; 45(3):255-70. doi: 10.3164/jcbn.sr09-41. [PMID: 19902015]
  • Andreas Brink, Ursula Lutz, Wolfgang Völkel, Werner K Lutz. Simultaneous determination of O6-methyl-2'-deoxyguanosine, 8-oxo-7,8-dihydro-2'-deoxyguanosine, and 1,N6-etheno-2'-deoxyadenosine in DNA using on-line sample preparation by HPLC column switching coupled to ESI-MS/MS. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2006 Jan; 830(2):255-61. doi: 10.1016/j.jchromb.2005.10.046. [PMID: 16298174]
  • Keith I E McLuckie, John H Lamb, Jatinderpal K Sandhu, Helen L Pearson, Karen Brown, Peter B Farmer, Donald J L Jones. Development of a novel site-specific mutagenesis assay using MALDI-ToF MS (SSMA-MS). Nucleic acids research. 2006; 34(22):e150. doi: 10.1093/nar/gkl745. [PMID: 17130165]
  • Lin Zhou, Sidney S Mirvish. Inhibition by allyl sulfides and crushed garlic of O6-methylguanine formation in liver DNA of dimethylnitrosamine-treated rats. Nutrition and cancer. 2005; 51(1):68-77. doi: 10.1207/s15327914nc5101_10. [PMID: 15749632]
  • Fumio Furukawa, Akiyoshi Nishikawa, Takeshi Chihara, Kan Shimpo, Hidehiko Beppu, Hiroshi Kuzuya, In Seon Lee, Masao Hirose. Chemopreventive effects of Aloe arborescens on N-nitrosobis(2-oxopropyl)amine-induced pancreatic carcinogenesis in hamsters. Cancer letters. 2002 Apr; 178(2):117-22. doi: 10.1016/s0304-3835(01)00840-0. [PMID: 11867195]
  • A F Badawi, H A Awney, M H Mostafa. Formation of promutagenic methylation damage in tissue-DNA of mice treated with antischistosomal agents. Cancer letters. 1993 Dec; 75(3):167-73. doi: 10.1016/0304-3835(93)90059-i. [PMID: 8313351]
  • A F Badawi, D P Cooper, M H Mostafa, M J Doenhoff, A Probert, P Fallon, R Cooper, P J O'Connor. Promutagenic methylation damage in liver DNA of mice infected with Schistosoma mansoni. Carcinogenesis. 1993 Apr; 14(4):653-7. doi: 10.1093/carcin/14.4.653. [PMID: 8472329]
  • A F Badawi, M H Mostafa, T Aboul-Azm, N Y Haboubi, P J O'Connor, D P Cooper. Promutagenic methylation damage in bladder DNA from patients with bladder cancer associated with schistosomiasis and from normal individuals. Carcinogenesis. 1992 May; 13(5):877-81. doi: 10.1093/carcin/13.5.877. [PMID: 1587002]
  • M Koenigsmann, I Schmerold, W Jeltsch, B Ludeke, P Kleihues, M Wiessler. Organ and cell specificity of DNA methylation by N-nitrosomethylamylamine in rats. Cancer research. 1988 Oct; 48(19):5482-6. doi: . [PMID: 3416304]
  • C P Wild, D Umbenhauer, B Chapot, R Montesano. Monitoring of individual human exposure to aflatoxins (AF) and N-nitrosamines (NNO) by immunoassays. Journal of cellular biochemistry. 1986; 30(2):171-9. doi: 10.1002/jcb.240300206. [PMID: 3700493]
  • A Castonguay, P G Foiles, N Trushin, S S Hecht. Study of DNA methylation by tobacco-specific N-nitrosamines. Environmental health perspectives. 1985 Oct; 62(?):197-202. doi: 10.1289/ehp.8562197. [PMID: 4085424]
  • P G Foiles, N Trushin, A Castonguay. Measurement of O6-methyldeoxyguanosine in DNA methylated by the tobacco-specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone using a biotin-avidin enzyme-linked immunosorbent assay. Carcinogenesis. 1985 Jul; 6(7):989-93. doi: 10.1093/carcin/6.7.989. [PMID: 4017179]
  • C P Wild, G Smart, R Saffhill, J M Boyle. Radioimmunoassay of O6-methyldeoxyguanosine in DNA of cells alkylated in vitro and in vivo. Carcinogenesis. 1983 Dec; 4(12):1605-9. doi: 10.1093/carcin/4.12.1605. [PMID: 6652873]