1-Methyladenosine (BioDeep_00000399907)

Main id: BioDeep_00000002265

Secondary id: BioDeep_00000172243, BioDeep_00000229646, BioDeep_00000408221

natural product PANOMIX_OTCML-2023 BioNovoGene_Lab2019


代谢物信息卡片


1-Methyladenosine

化学式: C11H15N5O4 (281.1124)
中文名称: 1-甲基-腺苷, 1-甲基腺苷酸
谱图信息: 最多检出来源 Homo sapiens(urine) 11.45%

分子结构信息

SMILES: CN1C=NC2=C(C1=N)N=CN2C3C(C(C(O3)CO)O)O
InChI: InChI=1S/C11H15N5O4/c1-15-3-14-10-6(9(15)12)13-4-16(10)11-8(19)7(18)5(2-17)20-11/h3-5,7-8,11-12,17-19H,2H2,1H3/t5-,7-,8-,11-/m1/s1

描述信息

A methyladenosine carrying a methyl substituent at position 1.
CONFIDENCE standard compound; INTERNAL_ID 313
1-Methyladenosine is an RNA modification originating essentially from two different reaction types, one catalyzed by enzymes and the other the result of the reaction of RNA with certain alkylating agents.
1-Methyladenosine is an RNA modification originating essentially from two different reaction types, one catalyzed by enzymes and the other the result of the reaction of RNA with certain alkylating agents.

同义名列表

2 个代谢物同义名

1-Methyladenosine; 1-Methyladenosine



数据库引用编号

55 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)

18 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 10 ADA, ALKBH1, ALKBH3, FTO, METTL3, PNP, YTHDC2, YTHDF1, YTHDF2, YTHDF3
Peripheral membrane protein 1 ADA
Nucleus 11 ALKBH1, ALKBH3, ALKBH5, CD274, FTO, METTL3, TRMT10C, TRMT6, TRMT61A, YTHDC1, YTHDF2
cytosol 9 ADA, ALKBH3, ALKBH5, FTO, METTL3, PNP, RRP8, YTHDF2, YTHDF3
nuclear body 1 METTL3
nucleoplasm 11 ALKBH1, ALKBH3, ALKBH5, CD274, FTO, METTL3, RRP8, TRMT10C, TRMT6, TRMT61A, YTHDC1
Cell membrane 4 ADA, CD274, SLC47A1, SLC47A2
Early endosome membrane 1 CD274
Multi-pass membrane protein 2 SLC47A1, SLC47A2
cell junction 1 ADA
cell surface 1 ADA
Golgi apparatus 2 ALKBH5, METTL3
Cytoplasm, cytosol 2 YTHDF2, YTHDF3
Lysosome 1 ADA
plasma membrane 7 ADA, CD274, FTO, RRP8, SLC47A1, SLC47A2, YTHDC1
Membrane 3 ADA, SLC47A1, SLC47A2
apical plasma membrane 2 SLC47A1, SLC47A2
basolateral plasma membrane 1 SLC47A1
extracellular exosome 2 CD274, PNP
endoplasmic reticulum 2 ALKBH1, YTHDC2
extracellular space 1 PNP
perinuclear region of cytoplasm 1 YTHDC2
mitochondrion 4 ALKBH1, ALKBH3, TRMT10C, TRMT61B
intracellular membrane-bounded organelle 1 FTO
chromatin silencing complex 1 RRP8
Single-pass type I membrane protein 1 CD274
Secreted 1 PNP
extracellular region 1 PNP
Mitochondrion matrix 1 TRMT61B
mitochondrial matrix 2 TRMT10C, TRMT61B
Extracellular side 1 ADA
Cytoplasmic vesicle lumen 1 ADA
anchoring junction 1 ADA
centriolar satellite 1 YTHDF2
external side of plasma membrane 2 ADA, CD274
actin cytoskeleton 1 CD274
nucleolus 1 RRP8
Cytoplasm, P-body 3 YTHDF1, YTHDF2, YTHDF3
P-body 3 YTHDF1, YTHDF2, YTHDF3
Apical cell membrane 2 SLC47A1, SLC47A2
Cytoplasm, perinuclear region 1 YTHDC2
mitochondrial nucleoid 1 TRMT10C
nuclear speck 4 ALKBH5, FTO, METTL3, YTHDC1
cytoplasmic ribonucleoprotein granule 1 YTHDF2
Nucleus, nucleolus 1 RRP8
Recycling endosome membrane 1 CD274
Cytoplasm, Stress granule 3 YTHDF1, YTHDF2, YTHDF3
cytoplasmic stress granule 3 YTHDF1, YTHDF2, YTHDF3
Nucleus speckle 4 ALKBH5, FTO, METTL3, YTHDC1
euchromatin 1 ALKBH1
ficolin-1-rich granule lumen 1 PNP
secretory granule lumen 1 PNP
mitochondrial ribonuclease P complex 1 TRMT10C
[Isoform 1]: Cell membrane 1 CD274
eNoSc complex 1 RRP8
rDNA heterochromatin 1 RRP8
[Isoform 4]: Secreted 1 CD274
paraspeckles 1 ALKBH5
ribonucleoprotein granule 1 YTHDC2
oxidoreductase complex 1 METTL3
Mitochondrion matrix, mitochondrion nucleoid 1 TRMT10C
tRNA methyltransferase complex 1 TRMT10C
RNA N6-methyladenosine methyltransferase complex 1 METTL3
[Isoform 6]: Apical cell membrane 1 SLC47A2
tRNA (m1A) methyltransferase complex 3 TRMT6, TRMT61A, TRMT61B
[Isoform 2]: Endomembrane system 1 CD274


文献列表

  • Kerti Ausmees, Nele Reimets, Indrek Reile. Parahydrogen hyperpolarization of minimally altered urine samples for sensitivity enhanced NMR metabolomics. Chemical communications (Cambridge, England). 2022 Jan; 58(3):463-466. doi: 10.1039/d1cc05665d. [PMID: 34908034]
  • Yanying Wang, Jing Wang, Xiaoyu Li, Xushen Xiong, Jianyi Wang, Ziheng Zhou, Xiaoxiao Zhu, Yang Gu, Dan Dominissini, Lei He, Yong Tian, Chengqi Yi, Zusen Fan. N1-methyladenosine methylation in tRNA drives liver tumourigenesis by regulating cholesterol metabolism. Nature communications. 2021 11; 12(1):6314. doi: 10.1038/s41467-021-26718-6. [PMID: 34728628]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Weiyuan Yang, Jie Meng, Juanxu Liu, Beibei Ding, Tao Tan, Qian Wei, Yixun Yu. The N1-Methyladenosine Methylome of Petunia mRNA. Plant physiology. 2020 08; 183(4):1710-1724. doi: 10.1104/pp.20.00382. [PMID: 32461301]
  • Wei Zhang. Dynamic N1-Methyladenosine in Plant Messenger RNA. Plant physiology. 2020 08; 183(4):1416-1417. doi: 10.1104/pp.20.00747. [PMID: 32747489]
  • Mohamed M Omran, Ramzy E Rashed, Hossam Darwish, Arafa A Belal, Faten Z Mohamed. Development of a gas chromatography-mass spectrometry method for breast cancer diagnosis based on nucleoside metabolomes 1-methyl adenosine, 1-methylguanosine and 8-hydroxy-2'-deoxyguanosine. Biomedical chromatography : BMC. 2020 Jan; 34(1):e4713. doi: 10.1002/bmc.4713. [PMID: 31633807]
  • Takeshi Miyake, Tadahaya Mizuno, Issey Takehara, Tatsuki Mochizuki, Miyuki Kimura, Shunji Matsuki, Shin Irie, Nobuaki Watanabe, Yukio Kato, Ichiro Ieiri, Kazuya Maeda, Osamu Ando, Hiroyuki Kusuhara. Elucidation of N 1-methyladenosine as a Potential Surrogate Biomarker for Drug Interaction Studies Involving Renal Organic Cation Transporters. Drug metabolism and disposition: the biological fate of chemicals. 2019 11; 47(11):1270-1280. doi: 10.1124/dmd.119.087262. [PMID: 31511257]
  • Barbara Bobrowska-Korczak, Paulina Gątarek, Angelina Rosiak, Joanna Giebułtowicz, Joanna Kałużna-Czaplińska. Reduced levels of modified nucleosides in the urine of autistic children. Preliminary studies. Analytical biochemistry. 2019 04; 571(?):62-67. doi: 10.1016/j.ab.2019.02.009. [PMID: 30771338]
  • Xushen Xiong, Xiaoyu Li, Chengqi Yi. N1-methyladenosine methylome in messenger RNA and non-coding RNA. Current opinion in chemical biology. 2018 08; 45(?):179-186. doi: 10.1016/j.cbpa.2018.06.017. [PMID: 30007213]
  • Dorottya Nagy-Szakal, Dinesh K Barupal, Bohyun Lee, Xiaoyu Che, Brent L Williams, Ellie J R Kahn, Joy E Ukaigwe, Lucinda Bateman, Nancy G Klimas, Anthony L Komaroff, Susan Levine, Jose G Montoya, Daniel L Peterson, Bruce Levin, Mady Hornig, Oliver Fiehn, W Ian Lipkin. Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics. Scientific reports. 2018 07; 8(1):10056. doi: 10.1038/s41598-018-28477-9. [PMID: 29968805]
  • Xiaoyu Li, Xushen Xiong, Meiling Zhang, Kun Wang, Ying Chen, Jun Zhou, Yuanhui Mao, Jia Lv, Danyang Yi, Xiao-Wei Chen, Chu Wang, Shu-Bing Qian, Chengqi Yi. Base-Resolution Mapping Reveals Distinct m1A Methylome in Nuclear- and Mitochondrial-Encoded Transcripts. Molecular cell. 2017 Dec; 68(5):993-1005.e9. doi: 10.1016/j.molcel.2017.10.019. [PMID: 29107537]
  • Yoshihiro Kamiyama, Shinichi Yamashita, Atsuhiro Nakagawa, Shinji Fujii, Koji Mitsuzuka, Yasuhiro Kaiho, Akihiro Ito, Takaaki Abe, Teiji Tominaga, Yoichi Arai. The Piezo Actuator-Driven Pulsed Water Jet System for Minimizing Renal Damage after Off-Clamp Laparoscopic Partial Nephrectomy. The Tohoku journal of experimental medicine. 2017 09; 243(1):57-65. doi: 10.1620/tjem.243.57. [PMID: 28943598]
  • Xiaoyu Li, Jinying Peng, Chengqi Yi. Transcriptome-Wide Mapping of N 1-Methyladenosine Methylome. Methods in molecular biology (Clifton, N.J.). 2017; 1562(?):245-255. doi: 10.1007/978-1-4939-6807-7_16. [PMID: 28349465]
  • Xiaoyu Li, Xushen Xiong, Kun Wang, Lixia Wang, Xiaoting Shu, Shiqing Ma, Chengqi Yi. Transcriptome-wide mapping reveals reversible and dynamic N(1)-methyladenosine methylome. Nature chemical biology. 2016 May; 12(5):311-6. doi: 10.1038/nchembio.2040. [PMID: 26863410]
  • Eikan Mishima, Chisako Inoue, Daisuke Saigusa, Ryusuke Inoue, Koki Ito, Yusuke Suzuki, Daisuke Jinno, Yuri Tsukui, Yosuke Akamatsu, Masatake Araki, Kimi Araki, Ritsuko Shimizu, Haruka Shinke, Takehiro Suzuki, Yoichi Takeuchi, Hisato Shima, Yasutoshi Akiyama, Takafumi Toyohara, Chitose Suzuki, Yoshikatu Saiki, Teiji Tominaga, Shigehito Miyagi, Naoki Kawagisihi, Tomoyoshi Soga, Takayoshi Ohkubo, Kenichi Yamamura, Yutaka Imai, Satohiro Masuda, Venkata Sabbisetti, Takaharu Ichimura, David B Mount, Joseph V Bonventre, Sadayoshi Ito, Yoshihisa Tomioka, Kunihiko Itoh, Takaaki Abe. Conformational change in transfer RNA is an early indicator of acute cellular damage. Journal of the American Society of Nephrology : JASN. 2014 Oct; 25(10):2316-26. doi: 10.1681/asn.2013091001. [PMID: 24833129]
  • Feng Chen, Jihua Xue, Linfu Zhou, Shanshan Wu, Zhi Chen. Identification of serum biomarkers of hepatocarcinoma through liquid chromatography/mass spectrometry-based metabonomic method. Analytical and bioanalytical chemistry. 2011 Oct; 401(6):1899-904. doi: 10.1007/s00216-011-5245-3. [PMID: 21833635]
  • Sonia Scorrano, Luigia Longo, Giuseppe Vasapollo. Molecularly imprinted polymers for solid-phase extraction of 1-methyladenosine from human urine. Analytica chimica acta. 2010 Feb; 659(1-2):167-71. doi: 10.1016/j.aca.2009.11.046. [PMID: 20103120]
  • Sung-Hee Cho, Man Ho Choi, Won-Yong Lee, Bong Chul Chung. Evaluation of urinary nucleosides in breast cancer patients before and after tumor removal. Clinical biochemistry. 2009 Apr; 42(6):540-3. doi: 10.1016/j.clinbiochem.2008.12.026. [PMID: 19186175]
  • I Honda, K Itoh, M Mizugaki, T Sasaki. Creatinine at the evaluation of urinary 1-methyladenosine and pseudouridine excretion. The Tohoku journal of experimental medicine. 1999 Jun; 188(2):133-8. doi: 10.1620/tjem.188.133. [PMID: 10526874]
  • J G Tebib, C Reynaud, J P Cedoz, M C Letroublon, A Niveleau. Relationship between urinary excretion of modified nucleosides and rheumatoid arthritis process. British journal of rheumatology. 1997 Sep; 36(9):990-5. doi: 10.1093/rheumatology/36.9.990. [PMID: 9376997]
  • H M Liebich, C Di Stefano, A Wixforth, H R Schmid. Quantitation of urinary nucleosides by high-performance liquid chromatography. Journal of chromatography. A. 1997 Feb; 763(1-2):193-7. doi: 10.1016/s0021-9673(96)00757-1. [PMID: 9129323]
  • S Ishiwata, K Itoh, T Yamaguchi, S Sasaki, N Ishida, M Mizugaki. [Serum 1-methyladenosine and pseudouridine as tumor markers in tumor-bearing mice]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 1995 Jul; 115(7):523-7. doi: 10.1248/yakushi1947.115.7_523. [PMID: 7562399]
  • S Ishiwata, K Itoh, T Yamaguchi, N Ishida, M Mizugaki. Comparison of serum and urinary levels of modified nucleoside, 1-methyladenosine, in cancer patients using a monoclonal antibody-based inhibition ELISA. The Tohoku journal of experimental medicine. 1995 May; 176(1):61-8. doi: 10.1620/tjem.176.61. [PMID: 7482520]
  • B H Prankel, P C Clemens, J G Burmester. Urinary excretion of nucleosides varies with age and protein metabolism. Clinica chimica acta; international journal of clinical chemistry. 1995 Jan; 234(1-2):181-3. doi: 10.1016/0009-8981(94)05994-4. [PMID: 7758219]
  • M Masuda, T Nishihira, K Itoh, M Mizugaki, N Ishida, S Mori. An immunohistochemical analysis for cancer of the esophagus using monoclonal antibodies specific for modified nucleosides. Cancer. 1993 Dec; 72(12):3571-8. doi: 10.1002/1097-0142(19931215)72:12<3571::aid-cncr2820721205>3.0.co;2-9. [PMID: 8252470]
  • K Itoh, S Aida, S Ishiwata, S Sasaki, N Ishida, M Mizugaki. Urinary excretion patterns of modified nucleosides, pseudouridine and 1-methyladenosine, in healthy individuals. Clinica chimica acta; international journal of clinical chemistry. 1993 Aug; 217(2):221-3. doi: 10.1016/0009-8981(93)90170-9. [PMID: 8261632]
  • J I Langridge, T D McClure, S el-Shakawi, A Fielding, K H Schram, R P Newton. Gas chromatography/mass spectrometric analysis of urinary nucleosides in cancer patients; potential of modified nucleosides as tumour markers. Rapid communications in mass spectrometry : RCM. 1993 Jun; 7(6):427-34. doi: 10.1002/rcm.1290070605. [PMID: 8329765]
  • R Takahashi, T Shiono, M Tamai, K Itoh, M Mizugaki. [Expression of modified nucleoside, 1-methyladenosine in intraocular tumors and the retinas]. Nippon Ganka Gakkai zasshi. 1993 Jan; 97(1):43-9. doi: . [PMID: 8434538]
  • K Itoh, S Ishiwata, N Ishida, M Mizugaki. Diagnostic use of anti-modified nucleoside monoclonal antibody. The Tohoku journal of experimental medicine. 1992 Oct; 168(2):329-31. doi: 10.1620/tjem.168.329. [PMID: 1306318]
  • K Itoh, T Konno, T Sasaki, S Ishiwata, N Ishida, M Misugaki. Relationship of urinary pseudouridine and 1-methyladenosine to activity of leukemia and lymphoma. Clinica chimica acta; international journal of clinical chemistry. 1992 Mar; 206(3):181-9. doi: 10.1016/0009-8981(92)90087-7. [PMID: 1606704]
  • K Itoh, M Mizugaki, N Ishida. Preparation of a monoclonal antibody specific for 1-methyladenosine and its application for the detection of elevated levels of 1-methyladenosine in urines from cancer patients. Japanese journal of cancer research : Gann. 1988 Oct; 79(10):1130-8. doi: 10.1111/j.1349-7006.1988.tb01536.x. [PMID: 3143701]
  • S P Dutta, G B Chheda. Metabolism of 1-methyladenosine. Biochemical medicine and metabolic biology. 1987 Aug; 38(1):69-73. doi: 10.1016/0885-4505(87)90063-6. [PMID: 3663399]
  • K Koshida, J Harmenberg, U Stendahl, B Wahren, E Borgström, L Helström, L Andersson. Urinary modified nucleosides as tumor markers in cancer of the urinary organs or female genital tract. Urological research. 1985; 13(5):213-8. doi: 10.1007/bf00261578. [PMID: 4060364]
  • D A Heldman, M R Grever, R W Trewyn. Differential excretion of modified nucleosides in adult acute leukemia. Blood. 1983 Feb; 61(2):291-6. doi: NULL. [PMID: 6571786]
  • R Hirschhorn, H Ratech, A Rubinstein, P Papageorgiou, H Kesarwala, E Gelfand, V Roegner-Maniscalco. Increased excretion of modified adenine nucleosides by children with adenosine deaminase deficiency. Pediatric research. 1982 May; 16(5):362-9. doi: 10.1203/00006450-198205000-00009. [PMID: 6980397]
  • P Clemens, G Schöch, G Ziemer, J Altenhoff, N Erb, H Lorenz, J Müller, R Grüttner. [Excretion of methylated nucleosides in the initial therapy phase in a case of anorexia nervosa]. Padiatrie und Padologie. 1982; 17(2):157-63. doi: NULL. [PMID: 7099674]
  • E Schlimme, K S Boos, M Weise. [Selective characterisation of N1-methyladenosine and N7-methylguanosine in urine (author's transl)]. Journal of clinical chemistry and clinical biochemistry. Zeitschrift fur klinische Chemie und klinische Biochemie. 1981 Feb; 19(2):55-60. doi: . [PMID: 7217895]
  • W M Shannon, A Shortnacy, G Arnett, J A Montgomery. Antiviral agents. 1-Aralkyloxyadenosines. Journal of medicinal chemistry. 1974 Mar; 17(3):361-3. doi: 10.1021/jm00249a025. [PMID: 4359546]