6-AZAURIDINE (BioDeep_00000398694)

   

Antitumor activity


代谢物信息卡片


6-AZAURIDINE

化学式: C8H11N3O6 (245.0647826)
中文名称: 6-天蓝色
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=NN(C(=O)NC1=O)C2C(C(C(O2)CO)O)O
InChI: InChI=1S/C8H11N3O6/c12-2-3-5(14)6(15)7(17-3)11-8(16)10-4(13)1-9-11/h1,3,5-7,12,14-15H,2H2,(H,10,13,16)

描述信息

C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C272 - Antimetabolite
C471 - Enzyme Inhibitor > C2170 - Orotidylate Decarboxylase Inhibitor
D009676 - Noxae > D000963 - Antimetabolites
D000970 - Antineoplastic Agents
D003879 - Dermatologic Agents
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.055
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.052
6-Azuridine (6-Azauridine) is a purine nucleoside analogue. 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

2 个代谢物同义名

6-AZAURIDINE; 6-Azuridine



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。



文献列表

  • Lei-Lei Liu, Thi Kim Quy Ha, Wei Ha, Won Keun Oh, Jun-Li Yang, Yan-Ping Shi. Sesquiterpenoids with Various Carbocyclic Skeletons from the Flowers of Chrysanthemum indicum. Journal of natural products. 2017 02; 80(2):298-307. doi: 10.1021/acs.jnatprod.6b00694. [PMID: 28156114]
  • Leena Pohjala, Age Utt, Margus Varjak, Aleksei Lulla, Andres Merits, Tero Ahola, Päivi Tammela. Inhibitors of alphavirus entry and replication identified with a stable Chikungunya replicon cell line and virus-based assays. PloS one. 2011; 6(12):e28923. doi: 10.1371/journal.pone.0028923. [PMID: 22205980]
  • Poornima Parameswaran, Ella Sklan, Courtney Wilkins, Trever Burgon, Melanie A Samuel, Rui Lu, K Mark Ansel, Vigo Heissmeyer, Shirit Einav, William Jackson, Tammy Doukas, Suman Paranjape, Charlotta Polacek, Flavia Barreto dos Santos, Roxana Jalili, Farbod Babrzadeh, Baback Gharizadeh, Dirk Grimm, Mark Kay, Satoshi Koike, Peter Sarnow, Mostafa Ronaghi, Shou-Wei Ding, Eva Harris, Marie Chow, Michael S Diamond, Karla Kirkegaard, Jeffrey S Glenn, Andrew Z Fire. Six RNA viruses and forty-one hosts: viral small RNAs and modulation of small RNA repertoires in vertebrate and invertebrate systems. PLoS pathogens. 2010 Feb; 6(2):e1000764. doi: 10.1371/journal.ppat.1000764. [PMID: 20169186]
  • Marion Grasser, Caroline M Kane, Thomas Merkle, Michael Melzer, Jeppe Emmersen, Klaus D Grasser. Transcript elongation factor TFIIS is involved in arabidopsis seed dormancy. Journal of molecular biology. 2009 Feb; 386(3):598-611. doi: 10.1016/j.jmb.2008.12.066. [PMID: 19150360]
  • J Cinatl, B Morgenstern, G Bauer, P Chandra, H Rabenau, H W Doerr. Glycyrrhizin, an active component of liquorice roots, and replication of SARS-associated coronavirus. Lancet (London, England). 2003 Jun; 361(9374):2045-6. doi: 10.1016/s0140-6736(03)13615-x. [PMID: 12814717]
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  • J Zhou, C M Riley, R L Schowen. In vitro metabolism studies of the prodrug, 2',3',5'-triacetyl-6-azauridine, utilizing an automated analytical system. Journal of pharmaceutical and biomedical analysis. 2001 Dec; 26(5-6):701-16. doi: 10.1016/s0731-7085(01)00433-2. [PMID: 11600283]
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  • A R Van Rompay, A Norda, K Lindén, M Johansson, A Karlsson. Phosphorylation of uridine and cytidine nucleoside analogs by two human uridine-cytidine kinases. Molecular pharmacology. 2001 May; 59(5):1181-6. doi: 10.1124/mol.59.5.1181. [PMID: 11306702]
  • N Kobayashi, F Hariguchi, T Okamoto, Y Okada, T Hayashi, T Matsuno. Characteristics of the anticoccidial activity of 6-azauracil. The Journal of veterinary medical science. 1996 Feb; 58(2):115-20. doi: 10.1292/jvms.58.115. [PMID: 8672580]
  • K Bein, D R Evans. Stimulation by 6-azauridine of de novo pyrimidine biosynthesis in BHK 165-23 cells. Advances in experimental medicine and biology. 1994; 370(?):555-8. doi: 10.1007/978-1-4615-2584-4_117. [PMID: 7544952]
  • P Vérité, D André, S Ménager, O Lafont. Gas chromatographic-mass spectrometric method for analysis of a pyrimido-s-triazine and some of its metabolites in dog urine. Journal of chromatography. 1992 Jul; 578(1):134-40. doi: 10.1016/0378-4347(92)80236-j. [PMID: 1383253]
  • M E Perry, M E Jones. Orotic aciduria fibroblasts express a labile form of UMP synthase. The Journal of biological chemistry. 1989 Sep; 264(26):15522-8. doi: 10.1016/s0021-9258(19)84861-5. [PMID: 2475503]
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  • M Slavik, O Blanc, K J Smith, J Slavik. 6-azauridine triacetate induced hyper beta-alaninemia and its decrease by administration of pyridoxine. Journal of nutritional science and vitaminology. 1983 Oct; 29(5):631-5. doi: 10.3177/jnsv.29.631. [PMID: 6198500]
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  • S Rodaway, K Datta, A Marcus. A novel effect of 6-azauridine on growth and protein synthesis in wheat embryonic axes. Archives of biochemistry and biophysics. 1982 Apr; 215(1):140-7. doi: 10.1016/0003-9861(82)90288-0. [PMID: 6178369]
  • L C Bloomer, L L Wotring, L B Townsend. Cytotoxicity of a new uridine analog, 4-hydroxy-1-(beta-D-ribofuranosyl)-pyridazine-6-one, and its interaction with uridine kinase. Cancer research. 1982 Jan; 42(1):100-6. doi: . [PMID: 6172193]
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  • D P Suttle, G R Stark. Coordinate overproduction of orotate phosphoribosyltransferase and orotidine-5'-phosphate decarboxylase in hamster cells resistant to pyrazofurin and 6-azauridine. The Journal of biological chemistry. 1979 Jun; 254(11):4602-7. doi: . [PMID: 220255]
  • S N Gitel, A J Grieco, S Wessler, S E Snyderman. The thrombogenicity of 6-azouridine. Haemostasis. 1979; 8(1):54-7. doi: 10.1159/000214291. [PMID: 456945]
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  • R K Ralph, S J Wojcik. Inhibition of turnip yellow mosaic virus synthesis by pyrimidine analogues. Biochimica et biophysica acta. 1976 Aug; 444(1):261-8. doi: 10.1016/0304-4165(76)90243-9. [PMID: 989025]
  • J Grafnetterová, A Blahosová, M Beradilová. Effect of 6-azauridine on calcium metabolism in rats. Physiologia Bohemoslovaca. 1976; 25(3):235-40. doi: NULL. [PMID: 133364]
  • T R Skrbic, J G Nievel, J Anderson. Studies on the relationship between induction of drug-metabolizing enzymes, liver enlargement and ascorbic acid excretion in rodents. Biochemical Society transactions. 1976; 4(3):511. doi: 10.1042/bst0040511. [PMID: 1036728]
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  • F A Catalanotto, M Slavik, D Danilson, H R Keiser, R I Henkin. Changes in preference for NaCl following administration of 6-azauridine and 6-azauridine triacetate. Pharmacology and therapeutics in dentistry. 1975; 2(1):25-32. doi: NULL. [PMID: 1054856]
  • M Müllerova, J Pekárek, K Nouza, J Svejcar, L Trnka, V Matousek. Immunosuppression and experimental tuberculosis. II. The effects of immunosuppressive agents and antilymphocyte serum on the organ dissemination of mycobacteria and on the development of specific delayed hypersensitivity. Biomedicine / [publiee pour l'A.A.I.C.I.G.]. 1974 Nov; 20(6):390-7. doi: NULL. [PMID: 4218118]
  • T E Worthy, W Grobner, W N Kelley. Hereditary orotic aciduria: evidence for a structural gene mutation. Proceedings of the National Academy of Sciences of the United States of America. 1974 Aug; 71(8):3031-5. doi: 10.1073/pnas.71.8.3031. [PMID: 4528586]
  • M Slavik, D A Danilson, H R Keiser, R I Henkin. Alterations in metabolism of copper and zinc after administration of 6-azauridine triacetate. Biochemical pharmacology. 1973 Sep; 22(18):2349-52. doi: 10.1016/0006-2952(73)90016-6. [PMID: 4733685]
  • W J O'Sullivan. Orotic acid. Australian and New Zealand journal of medicine. 1973 Aug; 3(4):417-22. doi: 10.1111/j.1445-5994.1973.tb03117.x. [PMID: 4586514]
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  • M Slavik, W Lovenberg, H R Keiser. Changes in serum and urine amino acids in patients with progressive systemic sclerosis treated with 6-azauridine triacetate. Biochemical pharmacology. 1973 Jun; 22(11):1295-300. doi: 10.1016/0006-2952(73)90303-1. [PMID: 4727783]
  • M Müllerová, K Nouza, L Trnka. Immunosuppression and experimental tuberculosis. I. The effects of immunosuppressive agents, antilymphocyte serum and antimacrophage serum on the survival of animals with subacute experimental tuberculosis. Biomedicine / [publiee pour l'A.A.I.C.I.G.]. 1973 Mar; 19(3):87-9. doi: NULL. [PMID: 4734093]
  • V ter Meulen, L L Leonard, E H Lennette, M Katz, H Koprowski. The effect of 6-azauridine upon subacute sclerosing panencephalitis virus in tissue cultures. Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.). 1972 Jul; 140(3):1111-5. doi: 10.3181/00379727-140-36622. [PMID: 4625084]
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