Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:49:47 UTC
Update Date2024-04-30 19:43:55 UTC
Metabolite IDMMDBc0029992
Metabolite Identification
Common Name2',3'-Cyclic UMP
DescriptionUridine 2',3'-cyclic phosphate is a cyclic nucleotide. A cyclic nucleotide is any nucleotide in which the phosphate group is bonded to two of the sugar's hydroxyl groups, forming a cyclical or ring structure. Cyclic phosphates are commonly found at the 3' end of mRNAs and other small RNAs. Uridine 2',3'-cyclic phosphate is a substrate for the enzyme 2',3'-cyclic nucleotide-3'-phosphodiesterase (CNPase, EC 3.1.4.37) which hydrolyses it to Uridine 2'-phosphate. CNPase is a unique RNase in that it only cleaves nucleoside 2',3'-cyclic phosphates and not the RNA internucleotide linkage, like other RNases such as RNase A and RNase T1.
Structure
Synonyms
ValueSource
CUMPChEBI
Uridine 2',3'-cyclophosphateChEBI
Uridine, cyclic 2',3'-(hydrogen phosphate)ChEBI
Uridine 2',3'-cyclophosphoric acidGenerator
Uridine, cyclic 2',3'-(hydrogen phosphoric acid)Generator
Uridine 2',3'-cyclic phosphoric acidGenerator
1-(2,3-O-Phosphinico-a-D-ribofuranosyl)-2,4(1H,3H)-pyrimidinedioneHMDB
1-(2,3-O-Phosphinico-alpha-delta-ribofuranosyl)-2,4(1H,3H)-pyrimidinedioneHMDB
2',3'-CUMPHMDB
Uridine 2',3'-cyclic monophosphateHMDB
Uridine 2',3'-cyclophosphate, monosodium saltMeSH
Molecular FormulaC9H11N2O8P
Average Mass306.166
Monoisotopic Mass306.02530185
IUPAC Name1-[(3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-tetrahydro-2H-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-4-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
Traditional Name2',3'-cyclic ump
CAS Registry Number40632-52-8
SMILES
OC[C@H]1O[C@H]([C@@H]2OP(O)(=O)O[C@H]12)N1C=CC(=O)NC1=O
InChI Identifier
InChI=1S/C9H11N2O8P/c12-3-4-6-7(19-20(15,16)18-6)8(17-4)11-2-1-5(13)10-9(11)14/h1-2,4,6-8,12H,3H2,(H,15,16)(H,10,13,14)/t4-,6-,7-,8-/m1/s1
InChI KeyHWDMHJDYMFRXOX-XVFCMESISA-N