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2'-Deoxy-2'-fluoroarabinoadenosine

CAT: 0804-HY-W251687-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W251687-01Size:25 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
2'-Deoxy-2'-fluoroarabinoadenosine is a nucleoside analogue, which exhibits anticancer activity against human immunodeficiency virus (HIV) [1].
CAS Number
20227-41-2
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
HIV; Nucleoside Antimetabolite/Analog
Type
Reference compound
Related Pathways
Anti-infection; Cell Cycle/DNA Damage
Applications
COVID-19-anti-virus
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/2-deoxy-2-fluoroarabinoadenosine.html
Concentration
10mM
Purity
99.94
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O[C@H]1[C@H](F)[C@H](N(C=N2)C3=C2C(N)=NC=N3)O[C@@H]1CO
Molecular Formula
C10H12FN5O3
Molecular Weight
269.24
Precautions
H302, H315, H319, H335
References & Citations
[1]Marquez VE, et al., 2',3'-Dideoxy-2'-fluoro-ara-A. An acid-stable purine nucleoside active against human immunodeficiency virus (HIV) . Biochem Pharmacol. 1987 Sep 1;36 (17) :2719-22.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

(2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)tetrahydrofuran-3-ol
CAS Number20227-41-2
PubChem CID11065470
IUPAC Name(2R,3R,4S,5R)-5-(6-aminopurin-9-yl)-4-fluoro-2-(hydroxymethyl)oxolan-3-ol
Molecular FormulaC10H12FN5O3
Molecular Weight269.23
XLogP0
Topological Polar Surface Area119
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count2
Heavy Atom Count19
Formal Charge0
Complexity338
SMILES
C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@H]([C@@H]([C@H](O3)CO)O)F)N
InChI
InChI=1S/C10H12FN5O3/c11-5-7(18)4(1-17)19-10(5)16-3-15-6-8(12)13-2-14-9(6)16/h2-5,7,10,17-18H,1H2,(H2,12,13,14)/t4-,5+,7-,10-/m1/s1
InChIKey
ZGYYPTJWJBEXBC-GQTRHBFLSA-N
Chemical Structure
2D Structure
2D structure of (2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)tetrahydrofuran-3-ol
CAS: 20227-41-2
CID: 11065470
Formula: C10H12FN5O3
MW: 269.23
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight269.23
XLogP30
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count2
Exact Mass269.09241742
Monoisotopic Mass269.09241742
Topological Polar Surface Area119 Ų
Heavy Atom Count19
Formal Charge0
Complexity338
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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