Name: 5'-Ethynyl-2'-deoxycytidine
Rating: 5 (10 reviews)

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HIT ID:HIT218538523
Cas No:
常用名:5'-Ethynyl-2'-deoxycytidine
别名:EdC, Click Tag™ 5'-Ethynyl-2'-deoxycytidine, 2'-deoxy-5-Ethynylcytidine
别名:EdC, Click Tag™ 5'-Ethynyl-2'-deoxycytidine, 2'-deoxy-5-Ethynylcytidine
IUPAC:4-amino-5-ethynyl-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
IUPAC:4-amino-5-ethynyl-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
InChI key:HMJSYXIPNSASJY-UHFFFAOYSA-N

分子式:C11H13N3O4
分子量:251.242
氢键供体数 (HBD):
氢键受体数 (HBA):
LogP:
SMILES:Nc1nc(=O)n(cc1C#C)C1CC(O)C(CO)O1
SMILES:Nc1nc(=O)n(cc1C#C)C1CC(O)C(CO)O1

5'-Ethynyl-2'-deoxycytidine (EdC) functions as a nucleoside analog effectively inhibiting the replication of herpes simplex virus-1 (HSV-1) KOS strain with an ID50 of 0.2 μg/mL. Additionally, it decreases virus-induced cytopathogenic effects in PRK cells for HSV-1, HSV-2, and vaccinia virus strains, demonstrating MIC values between 0.2 to 5 μg/mL. EdC acts as a thymidylate synthetase inhibitor, selectively impacting the DNA incorporation rates of [1',2'-3H]deoxyuridine compared to [CH3-3H]deoxythymidine in PRK cells with ID50s of 3 and 120 μg/mL, respectively. It further inhibits thymidine synthetase and curtails L1210 cell proliferation, a process reversible by deoxythymidine (ID50s are 4.4 and 1,000 μg/mL, respectively). Also, EdC is utilized in monitoring DNA synthesis and cellular replication through click chemistry conjugation, linking its ethynyl group with the azido group of various fluorochromes.

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