Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C9H14N2O12P2 |
Molecular Weight | 404.1612 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(O)=O)N2C=CC(=O)NC2=O
InChI
InChIKey=XCCTYIAWTASOJW-XVFCMESISA-N
InChI=1S/C9H14N2O12P2/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(22-8)3-21-25(19,20)23-24(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL4518 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18252808 |
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Target ID: CHEMBL4714 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9755289 |
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13.0 nM [EC50] | |||
Target ID: CHEMBL1075162 |
1.14 µM [EC50] | ||
Target ID: CHEMBL4518 |
160.0 nM [EC50] |
PubMed
Title | Date | PubMed |
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An arginine/glutamine difference at the juxtaposition of transmembrane domain 6 and the third extracellular loop contributes to the markedly different nucleotide selectivities of human and canine P2Y11 receptors. | 2001 Dec |
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P2X2 receptor mediates stimulation of parasensory cation absorption by cochlear outer sulcus cells and vestibular transitional cells. | 2001 Dec 1 |
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Effects of substituting uridine triphosphate for ATP on the crossbridge cycle of rabbit muscle. | 2001 Dec 15 |
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Three-dimensional structures of the Mn and Mg dTDP complexes of the family GT-2 glycosyltransferase SpsA: a comparison with related NDP-sugar glycosyltransferases. | 2001 Dec 7 |
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Conserved amino acid residues found in a predicted cytosolic domain of the lipopolysaccharide biosynthetic protein WecA are implicated in the recognition of UDP-N-acetylglucosamine. | 2001 Nov |
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Purification, characterization, and substrate and inhibitor structure-activity studies of rat liver FAD-AMP lyase (cyclizing): preference for FAD and specificity for splitting ribonucleoside diphosphate-X into ribonucleotide and a five-atom cyclic phosphodiester of X, either a monocyclic compound or a cis-bicyclic phosphodiester-pyranose fusion. | 2001 Nov 13 |
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Epimerases: structure, function and mechanism. | 2001 Oct |
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Galactose-1-phosphate uridylyltransferase: kinetics of formation and reaction of uridylyl-enzyme intermediate in wild-type and specifically mutated uridylyltransferases. | 2002 |
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Effect of a conserved mutation in uridine diphosphate glucuronosyltransferase 1A1 and 1A6 on glucuronidation of a metabolite of flutamide. | 2002 Apr |
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P2Y receptor-induced EDHF vasodilatation is of primary importance for the regulation of perfusion pressure in the peripheral circulation of the rat. | 2002 Apr |
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The first total synthesis of lipid II: the final monomeric intermediate in bacterial cell wall biosynthesis. | 2002 Apr 10 |
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Fast, efficient capillary electrophoresis method for measuring nucleotide degradation and metabolism. | 2002 Apr 5 |
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Localization and characterization of the mitochondrial isoform of the nucleoside diphosphate kinase in the pancreatic beta cell: evidence for its complexation with mitochondrial succinyl-CoA synthetase. | 2002 Feb 15 |
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Significance of altered bilirubin subfractions in bile following hepatectomy. | 2002 Jul |
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Accumulation of the lipid A precursor UDP-2,3-diacylglucosamine in an Escherichia coli mutant lacking the lpxH gene. | 2002 Jul 19 |
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Evaluation of critical structural elements of UDP-sugar substrates and certain cysteine residues of a vertebrate hyaluronan synthase. | 2002 Jun 14 |
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Stimulation of Cl- secretion via membrane-restricted Ca2+ signaling mediated by P2Y receptors in polarized epithelia. | 2002 Mar 15 |
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A sensitive and rapid bioassay of homogalacturonan synthase using 2-aminobenzamide-labeled oligogalacturonides. | 2002 Nov |
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Muscle uridine diphosphate-hexosamines do not decrease despite correction of hyperglycemia-induced insulin resistance in type 2 diabetes. | 2002 Nov |
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The structural basis for specificity in human ABO(H) blood group biosynthesis. | 2002 Sep |
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The Drosophila gene brainiac encodes a glycosyltransferase putatively involved in glycosphingolipid synthesis. | 2002 Sep 6 |
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Pharmacological characterization of P2Y receptor subtypes on isolated tiger salamander Müller cells. | 2003 Apr 15 |
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Coexpression of functional P2X and P2Y nucleotide receptors in single cerebellar granule cells. | 2003 Aug 1 |
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The role of tryptophan 314 in the conformational changes of beta1,4-galactosyltransferase-I. | 2003 Aug 29 |
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Chondroitin sulfate synthase-2. Molecular cloning and characterization of a novel human glycosyltransferase homologous to chondroitin sulfate glucuronyltransferase, which has dual enzymatic activities. | 2003 Aug 8 |
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Glucosamine and glucose induce insulin resistance by different mechanisms in rat skeletal muscle. | 2003 Dec |
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A novel polygalacturonic acid bioflocculant REA-11 produced by Corynebacterium glutamicum: a proposed biosynthetic pathway and experimental confirmation. | 2003 Dec |
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Age-related changes in the response of human articular cartilage to IL-1alpha and transforming growth factor-beta (TGF-beta): chondrocytes exhibit a diminished sensitivity to TGF-beta. | 2003 Dec 26 |
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Normally functioning murF is essential for the optimal expression of methicillin resistance in Staphylococcus aureus. | 2003 Fall |
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Long-term potentiation of glutamatergic synaptic transmission induced by activation of presynaptic P2Y receptors in the rat medial habenula nucleus. | 2003 Feb |
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The stable pyrimidines UDPbetaS and UTPgammaS discriminate between contractile cerebrovascular P2 receptors. | 2003 Jan 5 |
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Probing the mechanism of a fungal glycosyltransferase essential for cell wall biosynthesis. UDP-chitobiose is not a substrate for chitin synthase. | 2003 Jan 7 |
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Chemical synthesis of uridine diphospho-D-xylose and UDP-L-arabinose. | 2003 Jul 11 |
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Crystal structures of the T4 phage beta-glucosyltransferase and the D100A mutant in complex with UDP-glucose: glucose binding and identification of the catalytic base for a direct displacement mechanism. | 2003 Jul 25 |
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Origin of lipid A species modified with 4-amino-4-deoxy-L-arabinose in polymyxin-resistant mutants of Escherichia coli. An aminotransferase (ArnB) that generates UDP-4-deoxyl-L-arabinose. | 2003 Jul 4 |
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P2Y6 nucleotide receptor activates PKC to protect 1321N1 astrocytoma cells against tumor necrosis factor-induced apoptosis. | 2003 Jun |
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Purinergic receptors on microglial cells: functional expression in acute brain slices and modulation of microglial activation in vitro. | 2003 Jun |
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A high-throughput solid-phase extraction assay capable of measuring diverse polyprenyl phosphate: sugar-1-phosphate transferases as exemplified by the WecA, MraY, and MurG proteins. | 2003 Jun 15 |
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The folate precursor p-aminobenzoate is reversibly converted to its glucose ester in the plant cytosol. | 2003 Jun 6 |
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[Pharmacogenomic approaches for prevention of drug toxicity in cancer chemotherapy]. | 2003 Mar |
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ATP-induced calcium oscillations and change of P2Y subtypes with culture conditions in HeLa cells. | 2003 Mar |
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Beta 1,4-galactosyltransferase (beta 4GalT)-IV is specific for GlcNAc 6-O-sulfate. Beta 4GalT-IV acts on keratan sulfate-related glycans and a precursor glycan of 6-sulfosialyl-Lewis X. | 2003 Mar 14 |
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Attenuation of signal flow from P2Y6 receptor by protein kinase C-alpha in SK-N-BE(2)C human neuroblastoma cells. | 2003 May |
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Potent P2Y6 receptor mediated contractions in human cerebral arteries. | 2003 May 9 |
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Diabetes and the accompanying hyperglycemia impairs cardiomyocyte calcium cycling through increased nuclear O-GlcNAcylation. | 2003 Nov 7 |
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Analysis of the two active sites of the hyaluronan synthase and the chondroitin synthase of Pasteurella multocida. | 2003 Oct |
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In vitro heparan sulfate polymerization: crucial roles of core protein moieties of primer substrates in addition to the EXT1-EXT2 interaction. | 2003 Oct 24 |
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Extracellular nucleotides and nucleosides induce proliferation and increase nucleoside transport in human glioma cell lines. | 2003 Sep |
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UDP-N-acetylglucosaminyl transferase (OGT) in brain tissue: temperature sensitivity and subcellular distribution of cytosolic and nuclear enzyme. | 2003 Sep |
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Solid-supported enzymatic synthesis of pectic oligogalacturonides and their analysis by MALDI-TOF mass spectrometry. | 2003 Sep 10 |
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58223
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17659
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200-409-6
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m11333
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DTXSID00101893
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100000174783
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Uridine diphosphate
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58-98-0
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5G0F599A1Y
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6031
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SUBSTANCE RECORD