Aristeromycin

Names

[ CAS No. ]:
19186-33-5

[ Name ]:
Aristeromycin

[Synonym ]:
Cycloadenosine
carbocyclic adenosine
4'-O-Carbaadenosine

Biological Activity

[Description]:

Aristeromycin, an adenosine analog, is an antibiotic and a potent S-adenosylhomocysteine hydrolase (AHCY) inhibitor[1][2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

[Target]

S-adenosylhomocysteine hydrolase[1]

[In Vitro]

The IC50 value of Aristeromycin against AHCY is 38.5 nM at 50 μM SAH (approximately equal to the Km: 48 μM), but 271 nM at 1000 µM SAH (20× Km). With 60 min of preincubation, the mean IC50 value of Aristeromycin at 50 μM SAH is 12.7 nM[1]. Aristeromycin has IC50 values of 3.2 μM for LNCaP-FGC cell growth and 0.88 μM for LNCaP-hr cell growth[1]. At least in part, Aristeromycin can regulate oncogenic EZH2 expression by inducing miR-26a[1].

[References]

[1]. Uchiyama N, et al. Aristeromycin and DZNeP cause growth inhibition of prostate cancer via induction of mir-26a. Eur J Pharmacol. 2017 Oct 5;812:138-146.

[2]. Ishikura T, et al. Inhibition of S-adenosylhomocysteine hydrolase by purine nucleoside analogues. Nucleic Acids Symp Ser. 1983;(12):119-22.

Chemical & Physical Properties

[ Density]:
1.92g/cm3

[ Boiling Point ]:
595.1ºC at 760mmHg

[ Molecular Formula ]:
C₁₁H₁₅N₅O₃

[ Molecular Weight ]:
265.26900

[ Flash Point ]:
313.7ºC

[ Exact Mass ]:
265.11700

[ PSA ]:
130.31000

[ Vapour Pressure ]:
5.19E-15mmHg at 25°C

[ Index of Refraction ]:
1.881

[ Storage condition ]:
-20°C

Safety Information

[ WGK Germany ]:
3

[ RTECS ]:
GY4250000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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