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3′,4′-Didehydro-3′-deoxycytidine monophosphate

Characterisation

CAS: 2499590-47-3, 2657712-09-7 (Na⁺ salt)

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 monophosphate

Other names: 4-amino-1-[(2R,3R)-2,3-dihydro-3-hydroxy-5-(hydroxymethyl)-2-furanyl]-2(1H)-Pyrimidinone monophosphate, DdhCMP, DdhC-MP

Molecular weight: 305.18 g/mol

Molecular formula: C₉H₁₂N₃O₇P

InChI: InChI=1S/C9H12N3O7P/c10-7-1-2-12(9(14)11-7)8-6(13)3-5(19-8)4-18-20(15,16)17/h1-3,6,8,13H,4H2,(H2,10,11,14)(H2,15,16,17)/t6-,8-/m1/s1

Description

3′,4′-didehydro-3′-deoxycytidine monophosphate is a metabolite 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.

3′,4′-didehydro-3′-deoxycytidine monophosphate is provided as triethylammonium salt.

References

• https://doi.org/10.1021/acs.joc.1c00761
• WO2022123501 A1 2022-06-16

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