Uridine Monophosphate
URIDYLIC ACID · uridinemonophosphate · ((2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyriMidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)Methyl dihydrogen phosphate · UMP-H · 5’-ump · UMP.H2 · URIDINE-5'-PHOSPHATE · Uridine Monophospahte
Identifiers & Physical Properties
| CAS No. | 58-97-9 |
|---|---|
| Molecular formula | C9H13N2O9P |
| Average molar mass | 324.18 g/mol |
| Monoisotopic mass | 324.03586663 g/mol |
| 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 |
| PubChem CID | 6030 |
| ChEMBL | CHEMBL214393 |
| ChEBI | CHEBI:16695 |
| EC No. | 200-408-0 |
| DTXSID | DTXSID20883211 |
Chemical & Physical Properties
| XLogP | -3.6 |
|---|---|
| Topological polar surface area | 166 |
| Hydrogen bond donors | 5 |
| Hydrogen bond acceptors | 9 |
| Rotatable bonds | 4 |
| Heavy atoms | 21 |
| Formal charge | 0 |
| Complexity | 517 |
| Chemical classes | Biological Agents -> Nucleic Acids and Derivatives |
| Drugs | Pharmaceuticals -> Listed in ZINC15 |
| SpringerMaterials Properties | Angular frequency |
| Physical Description | Solid[Sigma-Aldrich MSDS] |
| Collision Cross Section | 169.81 Ų [M+H]+ [CCS Type: DTMethod: stepped-field]171.8 Ų [M+Na]+ [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]168 Ų [M+Na]+ [CCS Type: TWMethod: calibrated with polyalanine]165.7 Ų [M+H]+ [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]164.1 Ų [M-2H+Na]- |
| Melting point | 202°C (rough estimate) |
| Density | 1.865±0.06 g/cm3(Predicted) |
| Storage conditions | -20°C |
| Solubility | H2O: soluble50mg/mL, clear, colorlessH2O: soluble 50mg/mL, clear, colorless |
| Physical state | solid |
| pKa (acidity coefficient) | pK1:6.63 (25°C) |
| Color | White to Off-White |
| Biological source | natural (organic) |
| InChI | InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 |
| InChIKey | DJJCXFVJDGTHFX-XVFCMESISA-N |
| SMILES | P(OC[C@H]1O[C@@H](N2C=CC(=O)NC2=O)[C@H](O)[C@@H]1O)(O)(O)=O |
| CAS DataBase Reference | 58-97-9 |
| FDA UNII | E2OU15WN0N |
| EPA Substance Registry System | 5'-Uridylic acid (58-97-9) |
| UNSPSC Code | 41106305 |
| NACRES | NA.51 |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Safety statements (S) | 24/25 |
| Water hazard class (WGK) | 3 |
| RTECS number | YU8088000 |
| TSCA inventory status | TSCA listed |
| Customs code | 29349990 |
| Storage class | 11 - Combustible Solids |
Safety & Regulations
| Regulatory information | 5'-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 summary | Intraperitoneal lethal-dose (mouse) > 1,000 mg/kg[RTECS] |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| RTECS number | YU8088000 |
| Customs code | 29349990 |
| Safety statements (S) | 24/25 |
| Storage class | 11 - Combustible Solids |
Applications & Uses
Description
Uridine 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.
Uses
Uridine 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.
Uses
Biochemical research.
General Description
Uridine 5'-monophosphate acts as a precursor for all pyrimidine nucleotides.