Uridine Monophosphate
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Basic information
- CAS
58-97-9- Standard SMILES
O=c1ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1- InChIKey
DJJCXFVJDGTHFX-XVFCMESISA-N- Molecular formula
- C9H13N2O9P
- Average molar mass
- 324.18 g/mol
- Monoisotopic mass
- 324.03586699
Overview
Uridine 5'-monophosphate is a pyrimidine ribonucleoside 5'-monophosphate having uracil as the nucleobase. It has a role as a mouse metabolite, an Escherichia coli metabolite and a human metabolite. It is a uridine 5'-phosphate and a pyrimidine ribonucleoside 5'-monophosphate. It is a conjugate acid of a uridine 5'-monophosphate(2-).
Names & identifiers
- Preferred name
- Uridine Monophosphate
- IUPAC
- [(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
- English name
- Uridine 5'-monophosphate
- Molecular formula
- C9H13N2O9P
- Molecular weight
- 324.18
Names & synonyms
Uridine 5'-monophosphateUridylic acidUridine monophosphateuridine-5'-monophosphate5'-UMPUMPUMP (nucleic acid)uridylateUridine 5'-(dihydrogen phosphate)Uridylic Acids5'Uridylic acidBRN 0047486
Show more names
uridinemonophosphate((2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyriMidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)Methyl dihydrogen phosphateUMP-H5’-umpUMP.H2URIDINE-5'-PHOSPHATEUridine MonophospahteUridine 5’-monophosphteU 5'-P
UNII-E2OU15WN0NEINECS 200-408-0E2OU15WN0NCHEBI:166955-24-06-00173 (Beilstein Handbook Reference)Acids, UridylicAcid, UridylicMonophosphate, Uridine
Database identifiers
- CAS
Properties
Computed structural propertiesFilling in
- XLogP
- -3.6
- Topological polar surface area
- 166 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 4
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 517
Experimental & physicochemical properties
Chemical ClassesBiological Agents -> Nucleic Acids and Derivatives
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesAngular frequency
Physical Description
Solid; [Sigma-Aldrich MSDS]
Solid
Collision Cross Section
175.14 Ų [M+Na]+ [CCS Type: DT; Method: stepped-field]
171.8 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
168 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine]
163.6 Ų [M+Na-2H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
167 Ų [M+H]+
Physicochemical properties
- Melting point
- 202 °C · 202°C (rough estimate)
- Density
- 1.865 · 1.865±0.06 g/cm3(Predicted)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Regulatory Information5'-Uridylic acid: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazards SummaryIntraperitoneal lethal-dose (mouse) > 1,000 mg/kg; [RTECS]
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- YU8088000
- hs_code
- 29349990
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
Tissue LocationsPlacenta
Cellular LocationsCytoplasm
Metabolite PathwaysAmikacin Action Pathway
Uses & manufacturing
UsesNucleoside found throughout nature; [Merck Index]
General Manufacturing Information5'-Uridylic acid: INACTIVE
Applications
DescriptionUridine 5'-monophosphateis a nucleotide that is synthesized from uridine. Uridine 5'-monophosphate has been shown to have anticancer activity in vitro and in vivo, as well as antiviral activity against herpes viruses. It is also used in foods such as infant formula to as a method of increasing uridine levels in blood.
UsesUridine 5'-monophosphate is a nucleotide used as monomer in RNA. It is used in foods such as infant formula to as a method of increasing uridine levels in blood.
UsesBiochemical research.
General DescriptionUridine 5'-monophosphate acts as a precursor for all pyrimidine nucleotides.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
10 records
Compound notes
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