Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C9H11N2O15P3.4Na |
| Molecular Weight | 572.0684 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].[Na+].[Na+].[Na+].O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)N2C=CC(=O)NC2=O
InChI
InChIKey=SKFOAFOJJQBDPA-ODQFIEKDSA-J
InChI=1S/C9H15N2O15P3.4Na/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);;;;/q;4*+1/p-4/t4-,6-,7-,8-;;;;/m1..../s1
| Molecular Formula | C9H11N2O15P3 |
| Molecular Weight | 480.1093 |
| Charge | -4 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
| Molecular Formula | Na |
| Molecular Weight | 22.9898 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Uridine 5'-triphosphate (UTP, INS316) is a naturally occurring agonist for P2Y(2) receptors on the apical surface of ciliated respiratory epithelium. INS316, being developed by Inspire Pharmaceuticals, 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. UTP stimulates salt and water transport and cilia beat frequency in human airway epithelium in vitro. Single, inhaled doses of UTP stimulate mucociliary clearance in conscious, intubated sheep and in patients with mild chronic bronchitis (smokers and former smokers), suggesting that UTP may be useful for obtaining deep-lung sputum specimens suitable for diagnostic purposes. A single dose of INS316 safely improves the ability of patients with mild chronic bronchitis to expectorate a deep-lung sputum specimen suitable for cytologic evaluation.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Measuring apoptosis in human spermatozoa: a biological assay for semen quality? | 2000 Aug |
|
| Pyridoxal-phosphate-6-azophenyl-2',4'-disulfonate (PPADS), a putative P2Y(1) receptor antagonist, blocks signaling at a site distal to the receptor in Madin-Darby canine kidney-D(1) cells. | 2000 Jan |
|
| ATP, an agonist at the rat P2Y(4) receptor, is an antagonist at the human P2Y(4) receptor. | 2000 May |
|
| Release of ATP by a human retinal pigment epithelial cell line: potential for autocrine stimulation through subretinal space. | 2001 Jul 1 |
|
| Differential effects of UTP, ATP, and adenosine on ciliary activity of human nasal epithelial cells. | 2001 Jun |
|
| An endothelium-derived factor modulates purinergic neurotransmission to mesenteric arterial smooth muscle of hamster. | 2003 Feb 14 |
|
| Characterization of a Ca2+ response to both UTP and ATP at human P2Y11 receptors: evidence for agonist-specific signaling. | 2003 Jun |
|
| Expression and function of P2X purinoceptors in rat histaminergic neurons. | 2003 Mar |
|
| Current treatment for primary ciliary dyskinesia conditions. | 2004 Feb |
|
| The RNA helicase, nucleotide 5'-triphosphatase, and RNA 5'-triphosphatase activities of Dengue virus protein NS3 are Mg2+-dependent and require a functional Walker B motif in the helicase catalytic core. | 2004 Oct 25 |
|
| Ionic interaction of amiloride and uridine 5'-triphosphate in nebulizer solutions. | 2004 Sep |
|
| ATP- and adenosine-induced relaxation of the smooth muscle of the pig urethra. | 2005 Dec |
|
| [Effects of Staphylococcus aureus cell-bound protein A on adenosine triphosphate and nitric oxide inhibitory actions in smooth muscles]. | 2006 |
|
| Gene expression profiles in developing nephrons using Lim1 metanephric mesenchyme-specific conditional mutant mice. | 2006 Feb 7 |
|
| Crystal structure of uridine-diphospho-N-acetylglucosamine pyrophosphorylase from Candida albicans and catalytic reaction mechanism. | 2007 Jun 8 |
|
| Integrative analyses of genetic variation in enzyme activities of primary carbohydrate metabolism reveal distinct modes of regulation in Arabidopsis thaliana. | 2008 |
|
| Interaction of P2 purinergic receptors with cellular macromolecules. | 2008 Mar |
|
| Uridine-5'-triphosphate protects against hepatic- ischemic/reperfusion injury in mice. | 2009 Apr 27 |
|
| Pharmacological characterization of pannexin-1 currents expressed in mammalian cells. | 2009 Feb |
|
| Comparison of endothelium-related responses to nucleotides of dog and monkey cerebral arteries. | 2010 |
|
| Caspase-3 and -9 are activated in human myeloid HL-60 cells by calcium signal. | 2010 Jan |
|
| A comparative analysis of the activity of ligands acting at P2X and P2Y receptor subtypes in models of neuropathic, acute and inflammatory pain. | 2010 Mar |
|
| Involvement of P2Y11 receptor in silica nanoparticles 30-induced IL-6 production by human keratinocytes. | 2014 Aug 1 |
Patents
Sample Use Guides
Mild chronic bronchitis: patients attempted to expectorate a specimen spontaneously, following a single inhaled dose of Uridine 5'-triphosphate (10 to 180 mg).
Route of Administration:
Respiratory
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:31:40 GMT 2023
by
admin
on
Sat Dec 16 08:31:40 GMT 2023
|
| Record UNII |
KP113C7B9H
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
9872870
Created by
admin on Sat Dec 16 08:31:40 GMT 2023 , Edited by admin on Sat Dec 16 08:31:40 GMT 2023
|
PRIMARY | |||
|
DTXSID20931564
Created by
admin on Sat Dec 16 08:31:40 GMT 2023 , Edited by admin on Sat Dec 16 08:31:40 GMT 2023
|
PRIMARY | |||
|
KP113C7B9H
Created by
admin on Sat Dec 16 08:31:40 GMT 2023 , Edited by admin on Sat Dec 16 08:31:40 GMT 2023
|
PRIMARY | |||
|
14264-46-1
Created by
admin on Sat Dec 16 08:31:40 GMT 2023 , Edited by admin on Sat Dec 16 08:31:40 GMT 2023
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
PARENT -> SALT/SOLVATE |
|
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
ACTIVE MOIETY |
|