URIDINE 5'-DIPHOSPHATE

Investigational

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

Structure Search

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

HIDE SMILES / InChI

Molecular Formula	C9H14N2O12P2
Molecular Weight	404.1612
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Potency
Purinergic receptor P2Y14 5 Target ID: CHEMBL4518 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18252808	Antagonist 2778
Pyrimidinergic receptor P2Y6 6 Target ID: CHEMBL4714 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9755289	Agonist 2678
Pyrimidinergic receptor P2Y6 6 Target ID: CHEMBL4714 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16942026 \| https://www.ncbi.nlm.nih.gov/pubmed/8670200 \| https://www.ncbi.nlm.nih.gov/pubmed/20446735	Agonist 2678	13.0 nM [EC50]
Uracil nucleotide/cysteinyl leukotriene receptor 5 Target ID: CHEMBL1075162 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20148890 \| https://www.ncbi.nlm.nih.gov/pubmed/16990797	Agonist 2678	1.14 µM [EC50]
Purinergic receptor P2Y14 5 Target ID: CHEMBL4518 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19902968 \| https://www.ncbi.nlm.nih.gov/pubmed/20446735	Agonist 2678	160.0 nM [EC50]

PubMed

Title	Date	PubMed
Intact Golgi synthesize complex branched O-linked chains on glycoside primers: evidence for the functional continuity of seven glycosyltransferases and three sugar nucleotide transporters.	2001 Aug	12376727
Galactose-1-phosphate uridylyltransferase: kinetics of formation and reaction of uridylyl-enzyme intermediate in wild-type and specifically mutated uridylyltransferases.	2002	12418221
Effect of a conserved mutation in uridine diphosphate glucuronosyltransferase 1A1 and 1A6 on glucuronidation of a metabolite of flutamide.	2002 Apr	11956667
Fast, efficient capillary electrophoresis method for measuring nucleotide degradation and metabolism.	2002 Apr 5	12064539
Significance of altered bilirubin subfractions in bile following hepatectomy.	2002 Jul	12127809
Accumulation of the lipid A precursor UDP-2,3-diacylglucosamine in an Escherichia coli mutant lacking the lpxH gene.	2002 Jul 19	12000771
Evaluation of critical structural elements of UDP-sugar substrates and certain cysteine residues of a vertebrate hyaluronan synthase.	2002 Jun 14	11943783
A sensitive and rapid bioassay of homogalacturonan synthase using 2-aminobenzamide-labeled oligogalacturonides.	2002 Nov	12461139
Muscle uridine diphosphate-hexosamines do not decrease despite correction of hyperglycemia-induced insulin resistance in type 2 diabetes.	2002 Nov	12414889
Metabolizing enzyme localization and activities in the first trimester human placenta: the effect of maternal and gestational age, smoking and alcohol consumption.	2002 Oct	12351530
Analgesic effects of intrathecal administration of P2Y nucleotide receptor agonists UTP and UDP in normal and neuropathic pain model rats.	2002 Oct	12235234
Arabinoxylan biosynthesis in wheat. Characterization of arabinosyltransferase activity in Golgi membranes.	2002 Sep	12226522
Identification of two cysteine residues involved in the binding of UDP-GalNAc to UDP-GalNAc:polypeptide N-acetylgalactosaminyltransferase 1 (GalNAc-T1).	2002 Sep	12199709
The structural basis for specificity in human ABO(H) blood group biosynthesis.	2002 Sep	12198488
The Drosophila gene brainiac encodes a glycosyltransferase putatively involved in glycosphingolipid synthesis.	2002 Sep 6	12130651
Pharmacological characterization of P2Y receptor subtypes on isolated tiger salamander Müller cells.	2003 Apr 15	12655599
Coexpression of functional P2X and P2Y nucleotide receptors in single cerebellar granule cells.	2003 Aug 1	12868072
The role of tryptophan 314 in the conformational changes of beta1,4-galactosyltransferase-I.	2003 Aug 29	12927542
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	12761225
Glucosamine and glucose induce insulin resistance by different mechanisms in rat skeletal muscle.	2003 Dec	12954597
A novel polygalacturonic acid bioflocculant REA-11 produced by Corynebacterium glutamicum: a proposed biosynthetic pathway and experimental confirmation.	2003 Dec	12827320
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	13679381
Normally functioning murF is essential for the optimal expression of methicillin resistance in Staphylococcus aureus.	2003 Fall	12959401
Long-term potentiation of glutamatergic synaptic transmission induced by activation of presynaptic P2Y receptors in the rat medial habenula nucleus.	2003 Feb	12603274
Altered calcium regulation in freshly isolated aortic smooth muscle cells from bile duct-ligated rats: role of nitric oxide.	2003 Feb	12531189
Pyridoxalphosphate-6-azophenyl-2',4'-disulfonic acid can antagonize the purinoceptor-mediated inhibition of M-current in bullfrog sympathetic neurons.	2003 Feb 6	12527396
Three highly conserved proteins catalyze the conversion of UDP-N-acetyl-D-glucosamine to precursors for the biosynthesis of O antigen in Pseudomonas aeruginosa O11 and capsule in Staphylococcus aureus type 5. Implications for the UDP-N-acetyl-L-fucosamine biosynthetic pathway.	2003 Feb 7	12464616
Mast cells: beyond IgE.	2003 Jan	12532090
The stable pyrimidines UDPbetaS and UTPgammaS discriminate between contractile cerebrovascular P2 receptors.	2003 Jan 5	12504787
Probing the mechanism of a fungal glycosyltransferase essential for cell wall biosynthesis. UDP-chitobiose is not a substrate for chitin synthase.	2003 Jan 7	12929388
Chemical synthesis of uridine diphospho-D-xylose and UDP-L-arabinose.	2003 Jul 11	12839484
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	12860129
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	12704196
P2Y6 nucleotide receptor activates PKC to protect 1321N1 astrocytoma cells against tumor necrosis factor-induced apoptosis.	2003 Jun	12825835
Purinergic receptors on microglial cells: functional expression in acute brain slices and modulation of microglial activation in vitro.	2003 Jun	12814360
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	12758253
The folate precursor p-aminobenzoate is reversibly converted to its glucose ester in the plant cytosol.	2003 Jun 6	12668665
[Pharmacogenomic approaches for prevention of drug toxicity in cancer chemotherapy].	2003 Mar	12669388
ATP-induced calcium oscillations and change of P2Y subtypes with culture conditions in HeLa cells.	2003 Mar	12579523
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	12511560
Measurement of UDP-N-acetylglucosaminyl transferase (OGT) in brain cytosol and characterization of anti-OGT antibodies.	2003 Mar 15	12654302
Tumor necrosis factor alpha-induced apoptosis in astrocytes is prevented by the activation of P2Y6, but not P2Y4 nucleotide receptors.	2003 Mar 15	12623123
Attenuation of signal flow from P2Y6 receptor by protein kinase C-alpha in SK-N-BE(2)C human neuroblastoma cells.	2003 May	12716436
Potent P2Y6 receptor mediated contractions in human cerebral arteries.	2003 May 9	12737633
Diabetes and the accompanying hyperglycemia impairs cardiomyocyte calcium cycling through increased nuclear O-GlcNAcylation.	2003 Nov 7	12941958
Analysis of the two active sites of the hyaluronan synthase and the chondroitin synthase of Pasteurella multocida.	2003 Oct	12799342
In vitro heparan sulfate polymerization: crucial roles of core protein moieties of primer substrates in addition to the EXT1-EXT2 interaction.	2003 Oct 24	12907685
Extracellular nucleotides and nucleosides induce proliferation and increase nucleoside transport in human glioma cell lines.	2003 Sep	14558596
UDP-N-acetylglucosaminyl transferase (OGT) in brain tissue: temperature sensitivity and subcellular distribution of cytosolic and nuclear enzyme.	2003 Sep	12911634
Solid-supported enzymatic synthesis of pectic oligogalacturonides and their analysis by MALDI-TOF mass spectrometry.	2003 Sep 10	14499571

Substance Class	Chemical Created by `admin` on `Sat Dec 16 09:02:44 GMT 2023` Edited by `admin` on `Sat Dec 16 09:02:44 GMT 2023`
Record UNII	5G0F599A1Y
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

URIDINE 5'-DIPHOSPHATE

Systematic Name

English

URIDINE 5'-(TRIHYDROGEN DIPHOSPHATE)

Systematic Name

English

URIDINE 5'-DIPHOSPHATE [MI]

Common Name

English

URIDINE 5'-PYROPHOSPHATE

Systematic Name

English

URIDINE 5'-PYROPHOSPHORIC ACID

Common Name

English

5'-UDP

Common Name

English

UDP

Common Name

English

URIDINE, 5'-(TRIHYDROGEN DIPHOSPHATE)

Common Name

English

URIDINE 5'-DIPHOSPHORIC ACID

Common Name

English

Code System Code Type Description

CHEBI

58223