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Uridine triphosphate

CAT: 0804-HY-107372Size: 1 EachDry Ice: NoHazardous: No
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Description
Uridine triphosphate (UTP) is a pyrimidine nucleoside triphosphate that is used as a substrate to synthesize RNA or as an energy source in metabolic reactions. Uridine triphosphate activates membrane-bound P2Y2 receptors[1][2].
CAS Number
63-39-8
Product Name Alternative
UTP; Uridine 5'-triphosphate
UNSPSC
12352005
Hazard Statement
H302-H315-H319-H335
Target
DNA/RNA Synthesis; Endogenous Metabolite; P2Y Receptor
Type
Natural Products
Related Pathways
Cell Cycle/DNA Damage; GPCR/G Protein; Metabolic Enzyme/Protease
Applications
Cancer-Kinase/protease
Field of Research
Cancer; Inflammation/Immunology; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/Uridine_triphosphate.html
Purity
70.0
Solubility
H2O : ≥ 150 mg/mL
Smiles
O=C(N1[C@H]2[C@H](O)[C@H](O)[C@@H](COP(O)(OP(OP(O)(O)=O)(O)=O)=O)O2)NC(C=C1)=O
Molecular Formula
C9H15N2O15P3
Molecular Weight
484.14
Precautions
P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
References & Citations
[1]Lamarca A, et al. Uridine 5'-triphosphate promotes in vitro Schwannoma cell migration through matrix metalloproteinase-2 activation. PLoS One. 2014 Jun 6;9 (6) :e98998.|[2]Choi JH, et al. Uridine triphosphate increases proliferation of human cancerous pancreatic duct epithelial cells by activating P2Y2 receptor. Pancreas. 2013 May;42 (4) :680-6.|[3]Yitzhaki S, et al. Uridine-5'-triphosphate (UTP) reduces infarct size and improves rat heart function aftermyocardial infarct. Biochem Pharmacol. 2006 Oct 16;72 (8) :949-55.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Human Endogenous Metabolite

Chemical Information

Uridine 5'-triphosphate

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-).

CAS Number63-39-8
PubChem CID6133
IUPAC Name[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
Molecular FormulaC9H15N2O15P3
Molecular Weight484.14
XLogP-5.8
Topological Polar Surface Area259
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count15
Rotatable Bond Count8
Heavy Atom Count29
Formal Charge0
Complexity839
SMILES
C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O
InChI
InChI=1S/C9H15N2O15P3/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
InChIKey
PGAVKCOVUIYSFO-XVFCMESISA-N
Chemical Structure
2D Structure
2D structure of Uridine 5'-triphosphate
CAS: 63-39-8
CID: 6133
Formula: C9H15N2O15P3
MW: 484.14
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight484.14
XLogP3-5.8
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count15
Rotatable Bond Count8
Exact Mass483.96852877
Monoisotopic Mass483.96852877
Topological Polar Surface Area259 Ų
Heavy Atom Count29
Formal Charge0
Complexity839
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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