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Aristeromycin

CAT: 0804-HY-112639-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-112639-02Size:10 mM - 1 mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Aristeromycin, an adenosine analog, is an antibiotic and a potent S-adenosylhomocysteine hydrolase (AHCY) inhibitor[1][2].
CAS Number
19186-33-5
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Antibiotic; Bacterial; S-adenosylhomocysteine hydrolase (SAHH)
Type
Natural Products
Related Pathways
Anti-infection; Epigenetics; Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Cancer; Infection
Assay Protocol
https://www.medchemexpress.com/aristeromycin.html
Purity
99.34
Solubility
DMSO : 50 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
O[C@@H]1[C@H](O)[C@@H](CO)C[C@H]1N2C3=NC=NC(N)=C3N=C2
Molecular Formula
C11H15N5O3
Molecular Weight
265.27
Precautions
H302, H315, H319, H335
References & Citations
[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.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Aristeromycin

Aristeromycin is a member of purines and a nucleoside analogue.

CAS Number19186-33-5
PubChem CID65269
IUPAC Name(1R,2S,3R,5R)-3-(6-aminopurin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol
Molecular FormulaC11H15N5O3
Molecular Weight265.27
XLogP-0.5
Topological Polar Surface Area130
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Heavy Atom Count19
Formal Charge0
Complexity333
SMILES
C1[C@@H]([C@H]([C@H]([C@@H]1N2C=NC3=C(N=CN=C32)N)O)O)CO
InChI
InChI=1S/C11H15N5O3/c12-10-7-11(14-3-13-10)16(4-15-7)6-1-5(2-17)8(18)9(6)19/h3-6,8-9,17-19H,1-2H2,(H2,12,13,14)/t5-,6-,8-,9+/m1/s1
InChIKey
UGRNVLGKAGREKS-GCXDCGAKSA-N
Chemical Structure
2D Structure
2D structure of Aristeromycin
CAS: 19186-33-5
CID: 65269
Formula: C11H15N5O3
MW: 265.27
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight265.27
XLogP3-0.5
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Exact Mass265.11748936
Monoisotopic Mass265.11748936
Topological Polar Surface Area130 Ų
Heavy Atom Count19
Formal Charge0
Complexity333
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes