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N6- (2-Phenylethyl) adenosine

CAT: 0804-HY-101854-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-101854-01Size:5 mg
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Description
N6- (2-Phenylethyl) adenosine (N6-Phenethyladenosine), an adenosine derivative, is a potent adenosine receptors (AR) agonist with Ki values of 11.8 nM, 30.1 nM, 0.63 nM for rat A1AR, human A1AR and hA3AR, respectively[1].
CAS Number
20125-39-7
Product Name Alternative
N6-Phenethyladenosine; N6-Phenylethyladenosine
UNSPSC
12352005
Target
Adenosine Receptor
Type
Reference compound
Related Pathways
GPCR/G Protein
Applications
COVID-19-immunoregulation
Field of Research
Cancer; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/N6-_2-Phenylethyl_adenosine.html
Purity
98.45
Solubility
DMSO : 100 mg/mL (ultrasonic) |H2O : < 0.1 mg/mL (ultrasonic; warming; heat to 50°C)
Smiles
OC[C@@H]1[C@H]([C@H]([C@H](N2C=NC3=C2N=CN=C3NCCC4=CC=CC=C4)O1)O)O
Molecular Formula
C18H21N5O4
Molecular Weight
371.39
References & Citations
[1]Tchilibon S, et al. Exploring distal regions of the A3 adenosine receptor binding site: sterically constrained N6- (2-phenylethyl) adenosine derivatives as potent ligands. Bioorg Med Chem. 2004 May 1;12 (9) :2021-34.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

N6-(2-Phenylethyl)adenosine
CAS Number20125-39-7
PubChem CID9929340
IUPAC Name(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(2-phenylethylamino)purin-9-yl]oxolane-3,4-diol
Molecular FormulaC18H21N5O4
Molecular Weight371.4
XLogP1.6
Topological Polar Surface Area126
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count6
Heavy Atom Count27
Formal Charge0
Complexity481
SMILES
C1=CC=C(C=C1)CCNC2=C3C(=NC=N2)N(C=N3)[C@H]4[C@@H]([C@@H]([C@H](O4)CO)O)O
InChI
InChI=1S/C18H21N5O4/c24-8-12-14(25)15(26)18(27-12)23-10-22-13-16(20-9-21-17(13)23)19-7-6-11-4-2-1-3-5-11/h1-5,9-10,12,14-15,18,24-26H,6-8H2,(H,19,20,21)/t12-,14-,15-,18-/m1/s1
InChIKey
LGZYEDZSPHLISU-SCFUHWHPSA-N
Chemical Structure
2D Structure
2D structure of N6-(2-Phenylethyl)adenosine
CAS: 20125-39-7
CID: 9929340
Formula: C18H21N5O4
MW: 371.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight371.4
XLogP31.6
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count6
Exact Mass371.15935417
Monoisotopic Mass371.15935417
Topological Polar Surface Area126 Ų
Heavy Atom Count27
Formal Charge0
Complexity481
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

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