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3′,4′-Didehydro-3′-deoxycytidine

Characterisation

CAS: 386264-46-6

IUPAC Name: 2(1H)-Pyrimidinone, 4-amino-1-[(2R,3R)-2,3-dihydro-3-hydroxy-5-(hydroxymethyl)-2-furanyl]-4-Amino-1-[3-hydroxy-5-(hydroxymethyl)-2,3-dihydrofuran-2-yl]-1,2-dihydropyrimidin-2-one

Other names: 3′,4′-Didehydro-3′-deoxycytidine (ACI), 4-Amino-1-[(2R,3R)-2,3-dihydro-3-hydroxy-5-(hydroxymethyl)-2-furanyl]-2(1H)-Pyrimidinone, DdhC

Molecular weight: 225.20 g/mol

Molecular formula: C₉H₁₁N₃O₄ 

InChI: InChI=1S/C9H11N3O4/c10-7-1-2-12(9(15)11-7)8-6(14)3-5(4-13)16-8/h1-3,6,8,13-14H,4H2,(H2,10,11,15)/t6-,8-/m1/s1

Description

3′,4′-Didehydro-3′-deoxycytidine is an analogue of cytidine. It is a free base of 3′,4′-didehydro-3′-deoxycytidine triphosphate that has been proven to have an antiviral properties. It has the ability to prevent the replication of several viruses, including the Zika virus. This molecule is naturally produced in mammals through the dehydration of cytidine triphosphate (CTP), which is catalyzed by the enzyme viperin.

References

• https://doi.org/10.1021/jp072014y
• https://doi.org/10.1038/nbt1001-940
• https://doi.org/10.1016/j.medj.2022.01.009

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This product was developed in the grant programme Czech Rise Up 3.0 – Výzkum medicínských řešení v době digitalizace funded by the European Union.