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2′-Deoxy-β-L-uridine

CAT: 0804-HY-W353804-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W353804-01Size:100 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
2'-Deoxy-β-L-uridine is a nucledside analogue and a specific substrate for the viral enzyme, shows no stereospecificity against herpes simplex 1 (HSV1) thymidine kinase (TK) . 2′-Deoxy-β-L-uridine exerts antiviral activity via the interation of 5'-triphosphates with the viral DNA polymerase[1][2].
CAS Number
31501-19-6
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Nucleoside Antimetabolite/Analog
Type
Oligonucleotides
Related Pathways
Cell Cycle/DNA Damage
Applications
COVID-19-anti-virus
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/2-deoxy-β-l-uridine.html
Purity
99.96
Solubility
DMSO : 116.67 mg/mL (ultrasonic)
Smiles
O=C(NC(C=C1)=O)N1[C@@H]2C[C@@H](O)[C@H](CO)O2
Molecular Formula
C9H12N2O5
Molecular Weight
228.20
Precautions
H302, H315, H319, H335
References & Citations
[1]Spadari S, et al. L-thymidine is phosphorylated by herpes simplex virus type 1 thymidine kinase and inhibits viral growth. J Med Chem. 1992 Oct 30;35 (22) :4214-20. |[2]Lin TS, et al. Design and synthesis of 2',3'-dideoxy-2',3'-didehydro-beta-L-cytidine (beta-L-d4C) and 2',3'-dideoxy 2',3'-didehydro-beta-L-5-fluorocytidine (beta-L-Fd4C), two exceptionally potent inhibitors of human hepatitis B virus (HBV) and potent inhibitors of human immunodeficiency virus (HIV) in vitro. J Med Chem. 1996 Apr 26;39 (9) :1757-9.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Oligonucleotides
Clinical Information
No Development Reported

Chemical Information

2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-alpha-L-erythro-pentofuranosyl)-
CAS Number31501-19-6
PubChem CID453556
IUPAC Name1-[(2R,4R,5S)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
Molecular FormulaC9H12N2O5
Molecular Weight228.20
XLogP-1.6
Topological Polar Surface Area99.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Heavy Atom Count16
Formal Charge0
Complexity343
SMILES
C1[C@H]([C@@H](O[C@H]1N2C=CC(=O)NC2=O)CO)O
InChI
InChI=1S/C9H12N2O5/c12-4-6-5(13)3-8(16-6)11-2-1-7(14)10-9(11)15/h1-2,5-6,8,12-13H,3-4H2,(H,10,14,15)/t5-,6+,8-/m1/s1
InChIKey
MXHRCPNRJAMMIM-GKROBHDKSA-N
Chemical Structure
2D Structure
2D structure of 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-alpha-L-erythro-pentofuranosyl)-
CAS: 31501-19-6
CID: 453556
Formula: C9H12N2O5
MW: 228.20
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight228.20
XLogP3-1.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass228.07462149
Monoisotopic Mass228.07462149
Topological Polar Surface Area99.1 Ų
Heavy Atom Count16
Formal Charge0
Complexity343
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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