2',3'-Cyclic UMP
Basic information
- CAS
40632-52-8- Standard SMILES
O=c1ccn([C@@H]2O[C@H](CO)[C@H]3OP(=O)(O)O[C@H]32)c(=O)[nH]1- InChIKey
HWDMHJDYMFRXOX-XVFCMESISA-N- Molecular formula
- C9H11N2O8P
- Average molar mass
- 306.17 g/mol
- Monoisotopic mass
- 306.02530231
Overview
2',3'-cyclic UMP is a 2',3'-cyclic pyrimidine nucleotide in which uridine is the parent nucleoside. It has a role as an Escherichia coli metabolite. It is a conjugate acid of a 2',3'-cyclic UMP(1-).
Names & identifiers
- Preferred name
- 2',3'-Cyclic UMP
- IUPAC
- 1-[(3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-4-yl]pyrimidine-2,4-dione
Names & synonyms
2',3'-Cyclic UMPCHEBI:286371-[(3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-4-yl]pyrimidine-2,4-dionealpha-D-ribofuranosyl uridine-2',3'-cyclic phosphate1-((3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-3a,4,6,6a-tetrahydrofuro(3,4-d)(1,3,2)dioxaphosphol-4-yl)pyrimidine-2,4-dioneRefChem:10585881-((3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-tetrahydro-2H-2lambda5-furo(3,4-d)(1,3,2)dioxaphosphol-4-yl)-1,2,3,4-tetrahydropyrimidine-2,4-dioneUridine 2',3'-cyclophosphate606-02-02',3'-cUMPUridine 2',3'-cyclic monophosphateUridine, cyclic 2',3'-(hydrogen phosphate)
Show more names
orb2937616orb2937617SCHEMBL4065977Uridine 2',3'-cyclic phosphateuridine-2',3'-cyclic phosphate2',3'-Cyclic uridine monophosphateuridine 2',3'-(hydrogen phosphate)C02355
Database identifiers
Properties
Computed structural properties
- XLogP
- -3
- Topological polar surface area
- 135 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 2
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 536
Experimental & physicochemical properties
Physical DescriptionSolid
Chemistry & industry
Pharmacology
Tissue LocationsPlacenta
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Related reactions
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Compound notes
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