ChemicalBook--->CAS DataBase List--->63-39-8

63-39-8

63-39-8 Structure

63-39-8 Structure
IdentificationMore
[Name]

UTP
[CAS]

63-39-8
[Synonyms]

5'-URIDYLATE TRIPHOSPHATE
URIDINE 5'-TRIPHOSPHATE
URIDINE-5'-TRIPHOSPHATE NA3-SALT
URIDINE-5'-TRIPHOSPHATE SODIUM
URIDINE 5'-TRIPHOSPHATE SODIUM SALT
URIDINE 5-TRIPHOSPHATE TRISODIUM
URIDINE-5'-TRIPHOSPHATE TRISODIUM SALT
URIDINE-5'-TRIPHOSPHORIC ACID, TRISODIUM
UTP
UTP, 3NA
UTP-NA
UTP, NA3H
UTP SODIUM SALT
UTP TRISODIUM SALT
5’-utp
uridine,5’-(tetrahydrogentriphosphate)
uridine5’-triphosphoricacid
uridinetriphosphate
uteplex
Uracylic
[EINECS(EC#)]

243-347-5
[Molecular Formula]

C9H15N2O15P3
[MDL Number]

MFCD00274571
[Molecular Weight]

484.14
[MOL File]

63-39-8.mol
Chemical PropertiesBack Directory
[density ]

2.106±0.06 g/cm3(Predicted)
[Fp ]

113 °C
[storage temp. ]

−20°C
[solubility ]

Easily soluble (water)
[form ]

liquid
[pka]

pK1:7.58 (25°C)
[color ]

colorless
[biological source]

yeast (Candida Utilis)
[Water Solubility ]

Water : ≥ 150 mg/mL (309.83 mM)
[InChIKey]

PGAVKCOVUIYSFO-XVFCMESISA-N
[SMILES]

C(OP(=O)(O)OP(O)(=O)OP(O)(O)=O)[C@H]1O[C@@H](N2C=CC(=O)NC2=O)[C@H](O)[C@@H]1O
[CAS DataBase Reference]

63-39-8(CAS DataBase Reference)
[EPA Substance Registry System]

Uridine 5'-(tetrahydrogen triphosphate) (63-39-8)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R68/20/21/22:Harmful: possible risk of irreversible effects through inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

1
Hazard InformationBack Directory
[Description]

Uridine 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.
[Occurrence]

Uridine 5'-triphosphate is a natural product found in Helianthus tuberosus, Apis cerana, and other organisms with data available.
[Uses]

Uridine 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).
[Definition]

UTP is a pyrimidine ribonucleoside 5'-triphosphate having uracil as the nucleobase. It has a role as an Escherichia coli metabolite and a mouse metabolite. It is a pyrimidine ribonucleoside 5'-triphosphate and a uridine 5'-phosphate. It is a conjugate acid of an UTP(4-) and an UTP(3-).
[Biochem/physiol Actions]

P2Y receptor agonist
[Pharmacokinetics]

INS316 is a short-acting, aerosolized uridine 5-triphosphate (UTP) solution used as a diagnostic aid for lung cancer. INS316 appears to improve sputum expectoration mediated through the P2Y2 receptor, a nucleotide receptor expressed in human airway epithelial cells and some other tissues. UTP binding to the P2Y2 receptor triggers signal transduction that leads to chloride ion secretion, thereby resulting in mucociliary clearance of airway.
[in vitro]

Uridine triphosphate treatment induces Schwannoma cell migration through activation of P2Y2 receptors and through the increase of extracellular matrix metalloproteinase-2 (MMP-2) activation and expression. Uridine triphosphate-induced proliferation is mediated by protein kinase D, Src-family tyrosine kinase, Ca/calmodulin-dependent protein kinase II, phosphatidylinositol 3-kinase (PI3K), Akt, and phospholipase D. Uridine triphosphate increases phosphorylation of Akt through protein kinase C, Src-family tyrosine kinase, Ca/calmodulin-dependent protein kinase II, and PI3K.
[in vivo]

Uridine triphosphate reduces mitochondrial calcium levels following hypoxia. Early or late uridine triphosphate preconditioning is effective to reduce infarct size and superior myocardial function. Uridine triphosphate treatment increases the number of monocytes and macrophages infiltrating the pouch and up-regulates the gene expression of IL-4 and IL-13 in the regional lymph nodes.
[storage]

Store at -20°C
[References]

[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.
[4]. Iwaki Y, et al. Enhancement of antibody production against rabies virus by uridine 5'-triphosphate in mice. Microbes Infect. 2014 Mar;16(3):196-202.
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

63-39-8(sigmaaldrich)
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