3-Deazauridine (BioDeep_00000678656)

   


Metabolite Card


1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxypyridin-2-one

  Formula: C10H13NO6 (243.0743)
Chinese Names: 3-脱氮尿苷
  Spectrum Hits: Top Source () 0%

Molecular Structure

SMILES: C1=CN(C(=O)C=C1O)C2C(C(C(O2)CO)O)O
InChI: InChI=1S/C10H13NO6/c12-4-6-8(15)9(16)10(17-6)11-2-1-5(13)3-7(11)14/h1-3,6,8-10,12-13,15-16H,4H2/t6-,8-,9-,10-/m1/s1


Description

C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C272 - Antimetabolite
C471 - Enzyme Inhibitor > C2133 - Cytidine Triphosphate Synthetase Inhibitor
D009676 - Noxae > D000963 - Antimetabolites
D000970 - Antineoplastic Agents
3-Deazauridine (NSC 126849) is a uridine analogue. 3-Deazauridine competitively inhibits cytidine triphosphate synthase to inhibit the biosynthesis of cytidine-5'-triphosphate. 3-Deazauridine acts synergistically with several antineoplastic agents, acting as a biological response modifier[1].

Synonyms

23 synonym names

3-Deazauridine; NSC 126849; 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-4-hydroxypyridin-2(1H)-one; 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-4-hydroxypyridin-2(1H)-one;4-Hydroxy-1-?-D-ribofuranosyl-2(1H)pyridone; 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-3H-pyridine-2,4-dione; 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-4-hydroxypyridin-2(1H)-one; 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-pyridine-2,4-dione; 1-[(2R,3R,4S,5R)-3,4-DIHYDROXY-5-(HYDROXYMETHYL)OXOLAN-2-YL]-4-HYDROXYPYRIDIN-2-ONE; 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-4-hydroxy-pyridin-2-one; 2(1H)-Pyridinone, 4-hydroxy-1-b-D-ribofuranosyl-; 2(1h)-pyridinone, 4-hydroxy-1-beta-d-ribofuranosyl; 2(1H)-Pyridinone, 4-hydroxy-1-beta-D-ribofuranosyl-; 2(1H)-Pyridinone, 4-hydroxy-1-beta-D-ribofuranosyl- (9CI); 2(1H)-Pyridinone, 4-hydroxy-1-beta-D-ribofuranosyl-(9CI); 2(1H)-Pyridone, 4-hydroxy-1-beta-D-ribofuranosyl-; 3 Deazauridine; 3-Deaza-xylouridine; 3-Deazuridine; 4-Hydroxy-1-?-D-ribofuranosyl-2(1H)-pyridinone;1-?-D-Ribofuranosyl-4-hydroxy-2-pyridone; 4-Hydroxy-1-(beta-D-Ribopentofuranosyl)-2-Pyridone; 4-Hydroxy-1-beta-D-ribofuranosyl-2(1H)-pyridinone; 4-Hydroxy-1-beta-D-ribofuranosyl-2(1H)-pyridone; DEAZAURIDINE



Cross Reference

6 cross reference id

Classification Terms

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0 organism taxonomy source information

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：

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  • 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。

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Sub-cellular location Genes


Literature Reference

  • K Bhalla, S Grant. Effect of deoxycytidine on the in vitro response of human leukemia cells to inhibitors of de novo pyrimidine biosynthesis. Cancer chemotherapy and pharmacology. 1987; 19(3):226-32. doi: 10.1007/bf00252977. [PMID: 3581416]
  • J D Moyer, N Malinowski, R L Cysyk. The effect of 3-deazauridine and dipyridamole on uridine utilization by mice. European journal of cancer & clinical oncology. 1986 Mar; 22(3):323-7. doi: 10.1016/0277-5379(86)90398-6. [PMID: 2423341]
  • K T Lin, R L Momparler, G E Rivard. Sample preparation and estimation of plasma concentration of 3-deazauridine by high-performance liquid chromatography. Therapeutic drug monitoring. 1983; 5(4):491-6. doi: 10.1097/00007691-198312000-00018. [PMID: 6659019]
  • P J Creaven, R L Priore, A Mittelman, S Bruno, E S Henderson, Y M Rustum, J K Solomon. Phase I trial and pharmacokinetics of a daily x 5 schedule of 3-deazauridine. Cancer treatment reports. 1982 Jan; 66(1):81-4. doi: NULL. [PMID: 7053271]
  • J C Drake, K R Hande, R W Fuller, B A Chabner. Cytidine and deoxycytidylate deaminase inhibition by uridine analogs. Biochemical pharmacology. 1980 Mar; 29(5):807-11. doi: 10.1016/0006-2952(80)90561-4. [PMID: 20227960]
  • D J Stewart, J A Benvenuto, M Leavens, S W Hall, R S Benjamin, W Plunkett, K B McCredie, M A Burgess, T L Loo. Penetration of 3-deazauridine into human brain, intracerebral tumor, and cerebrospinal fluid. Cancer research. 1979 Oct; 39(10):4119-22. doi: NULL. [PMID: 476649]
  • J A Benvenuto, S W Hall, D Farquhar, D J Stewart, R S Benjamin, T L Loo. Pharmacokinetics and disposition of 3-deazauridine in humans. Cancer research. 1979 Feb; 39(2 Pt 1):349-52. doi: NULL. [PMID: 761206]