Clitocine

Names

[ Name ]:
Clitocine

[Synonym ]:
6-amino-5-nitro-2-trifluoromethyl-3H-pyrimidin-4-one
5-Nitro-6-aminouracil
4-AMINO-2,6-DIHYDROXY-5-NITROPYRIMIDINE
6-Amino-5-nitro-1H-pyrimidin-2,4-dion
6-amino-4-hydroxy-5-nitro-2-trifluoromethylpyrimidine
5-Nitro-6-amino-4-hydroxy-2-trifluormethyl-pyrimidin
6-Amino-5-nitro-uracil
6-amino-5-nitropyrimidine-2,4-diol
Clitocine

Biological Activity

[Description]:

Clitocine, an adenosine nucleoside analog, is a potent and efficacious readthrough agent. Clitocine can induce the production of p53 protein in cells harboring p53 nonsense-mutated alleles. Clitocine can induce apoptosis in multidrug-resistant human cancer cells by targeting Mcl-1. Anticancer activity[1][2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Bcl-2 Family

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

[In Vitro]

Clitocine (0-0.8μM; 24 hours) enhances TRAIL-lethality in in LS411N and SW620 cells. Clitocine (0.2μM; 36 hours) significantly potentiates TRAIL-mediated apoptosis[2].

[In Vivo]

Citocine (0.3-3 mg/kg; s.c.; five times per week)-induced p53 inhibits CAOV-33p53-UAA136 tumor growth in a xenograft model[1]. Animal Model: nu/nu mice (CAOV-3p53-UAA136 xenograft tumors)[1] Dosage: 0.3, 3 mg/kg (or 20 mg/kg once per week) Administration: S.c.; five times per week Result: CAOV-33p53-UAA136 tumor growth was inhibited.

[References]

[1]. Friesen WJ, et al. The nucleoside analog clitocine is a potent and efficacious readthrough agent. RNA. 2017;23(4):567-577.

[2]. Sun JG, et al. Clitocine potentiates TRAIL-mediated apoptosis in human colon cancer cells by promoting Mcl-1 degradation. Apoptosis. 2016;21(10):1144-1157.

Chemical & Physical Properties

[ Density]:
1.82g/cm3

[ Boiling Point ]:
702.4ºC at 760 mmHg

[ Molecular Formula ]:
C₉H₁₃N₅O₆

[ Molecular Weight ]:
287.22900

[ Flash Point ]:
378.6ºC

[ Exact Mass ]:
287.08700

[ PSA ]:
179.57000

[ Vapour Pressure ]:
1.04E-20mmHg at 25°C

[ Index of Refraction ]:
1.771

Synthetic Route

Click to get detail synthetic route

Related Compounds

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