Basic information
- CAS
63-39-8- Standard SMILES
O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1- InChIKey
PGAVKCOVUIYSFO-XVFCMESISA-N- Molecular formula
- C9H15N2O15P3
- Average molar mass
- 484.14 g/mol
- Monoisotopic mass
- 483.96852767
Overview
UTP is a pyrimidine ribonucleoside 5'-triphosphate having uracil as the nucleobase. It has a role as a mouse metabolite and an Escherichia coli metabolite. It is a uridine 5'-phosphate and a pyrimidine ribonucleoside 5'-triphosphate. It is a conjugate acid of an UTP(4-) and an UTP(3-).
Names & identifiers
- Preferred name
- Uridine 5'-triphosphate
- IUPAC
- [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
- English name
- UTP
- Molecular formula
- C9H15N2O15P3
- Molecular weight
- 484.14
Names & synonyms
uridine 5'-triphosphateuridine triphosphate63-39-8UteplexDTXSID0041147INS-316UT0S826Z60[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphateMagnesium UTPUTP, MagnesiumTriphosphate, UridineMg UTP
Show more names
UTP TRISODIUM SALTURIDINE-5'-TRIPHOSPHATE TRISODIUM SALTUTP-NAUTP SodiumpppU5’-utpUTP, 3NA
Magnesium Uridine TriphosphateTriphosphate, Magnesium Uridine(((2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl)methoxy-hydroxyphosphoryl) phosphono hydrogen phosphateRefChem:901473DTXCID8021147(((((((2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)phosphonic acid200-558-7Uridine 5'-(tetrahydrogen triphosphate)
Database identifiers
- CAS
63-39-8
Properties
Computed structural properties
- XLogP
- -5.8
- Topological polar surface area
- 259 Ų
- Hydrogen bond donors
- 7
- Hydrogen bond acceptors
- 15
- Rotatable bonds
- 8
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 839
Experimental & physicochemical properties
Chemical ClassesBiological Agents -> Nucleic Acids and Derivatives
DrugsPharmaceuticals -> Listed in ZINC15
Physical DescriptionSolid
Collision Cross Section
187 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
178.55 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
188.5 Ų [M+Na]+
Physicochemical properties
- Density
- 2.106 · 2.106±0.06 g/cm3(Predicted)
- Flash point
- 113 °C · 113 °C
- storage temp.
- 2 · Sealed in dry,2-8°C
- solubility
- Easily soluble (water)
- pka
- 1 · pK1:7.58 (25°C)
- form
- liquid
- color
- colorless
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 InformationUridine triphosphate: 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 SummaryA skin and strong eye irritant; Harmful by ingestion; [Ark Pharm MSDS]
Safety data
- wgk
- 1
- risk_code
- 20/21/22-68/20/21/22
- hazard_code
- Xn
- safety_code
- 22-26-36
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Metabolite PathwaysAmikacin Action Pathway
Uses & manufacturing
Uses
Pyrimidine analog of adenosine triphosphate (ATP); Used to treat cystic fibrosis; [Merck Index]
Use (kg; approx.) in Germany (2009): >10
Applications
DescriptionUridine triphosphate (UTP;Uridine 5'-triphosphate) is a nucleotide that regulates the functions of the pancreas in endocrine and exocrine secretion, proliferation, channels, transporters, and intracellular signaling under normal and disease states.
OccurrenceUridine 5'-triphosphate is a natural product found in Helianthus tuberosus, Apis cerana, and other organisms with data available.
UsesUridine 5′-triphosphate trisodium salt solution has been used to increase the intracellular Ca2+ levels in rat primary tracheal epithelial cells. It has also been used as a nucleotide substrate to analyze the activity of MutT homologue 1 (MTH1).
Upstream & downstream products
Upstream raw materials
Related reactions
20 records
Compound notes
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