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3′,4′-Didehydro-3′-deoxyuridine monophosphate – CAS 2499590-42-8

Characterisation

CAS: 2499590-42-8, 2787607-80-9 (Et₃NH⁺ salt)

IUPAC Name: ((4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-hydroxy-4,5-dihydrofuran-2-yl)methyl dihydrogen phosphate

Other names: DdhU-MP, Ddh-U monophosphate, 3′,4′-Didehydro-3′-deoxyuridine monophosphate

Molecular weight: 306.17 g/mol

Molecular formula: C₉H₁₁N₂O₈P

InChI: InChI=1S/C9H11N2O8P/c12-6-3-5(4-18-20(15,16)17)19-8(6)11-2-1-7(13)10-9(11)14/h1-3,6,8,12H,4H2,(H,10,13,14)(H2,15,16,17)/t6-,8-/m1/s1

Description

3′,4′-Didehydro-3′-deoxyuridine monophosphate is a metabolite of 3′,4′-Didehydro-3′-deoxyuridine (DdhU). A related compound,  3′,4′-didehydro-3′-deoxycytidine triphosphate has been proven to have 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

• WO2022123501 A1 2022-06-16
• https://doi.org/10.1016/j.tetlet.2010.10.117
• US3457255 A 1969-07-22
• WO2022038539 A2 2022-02-24

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