Identification
- Generic Name
- Uridine-5'-Diphosphate
- DrugBank Accession Number
- DB03435
- Background
A uracil nucleotide containing a pyrophosphate group esterified to C5 of the sugar moiety. [PubChem]
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Uridine-5'-Diphosphate (DB03435)
- Weight
- Average: 404.1612
Monoisotopic: 404.002196946 - Chemical Formula
- C9H14N2O12P2
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
- Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as pyrimidine ribonucleoside diphosphates. These are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety.
- Kingdom
- Organic compounds
- Super Class
- Nucleosides, nucleotides, and analogues
- Class
- Pyrimidine nucleotides
- Sub Class
- Pyrimidine ribonucleotides
- Direct Parent
- Pyrimidine ribonucleoside diphosphates
- Alternative Parents
- Pentose phosphates / Glycosylamines / Organic pyrophosphates / Monosaccharide phosphates / Pyrimidones / Monoalkyl phosphates / Hydroxypyrimidines / Hydropyrimidines / Tetrahydrofurans / Heteroaromatic compounds show 8 more
- Substituents
- 1,2-diol / Alcohol / Alkyl phosphate / Aromatic heteromonocyclic compound / Azacycle / Glycosyl compound / Heteroaromatic compound / Hydrocarbon derivative / Hydropyrimidine / Hydroxypyrimidine show 22 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- pyrimidine ribonucleoside 5'-diphosphate, uridine 5'-phosphate (CHEBI:17659) / Ribonucleotides (C00015)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 5G0F599A1Y
- CAS number
- 58-98-0
- InChI Key
- XCCTYIAWTASOJW-XVFCMESISA-N
- InChI
- 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
- IUPAC Name
- [({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid
- SMILES
- O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0000295
- KEGG Compound
- C00015
- PubChem Compound
- 6031
- PubChem Substance
- 46505736
- ChemSpider
- 5809
- BindingDB
- 50403871
- ChEBI
- 17659
- ChEMBL
- CHEMBL130266
- ZINC
- ZINC000004490939
- PDBe Ligand
- UDP
- PDB Entries
- 1bgu / 1c3j / 1f6d / 1f7p / 1f7r / 1fgg / 1gwv / 1gww / 1gx0 / 1gx4 … show 551 more
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 8.89 mg/mL ALOGPS logP -0.94 ALOGPS logP -3 Chemaxon logS -1.7 ALOGPS pKa (Strongest Acidic) 1.77 Chemaxon pKa (Strongest Basic) -3.7 Chemaxon Physiological Charge -3 Chemaxon Hydrogen Acceptor Count 10 Chemaxon Hydrogen Donor Count 6 Chemaxon Polar Surface Area 212.39 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 74.31 m3·mol-1 Chemaxon Polarizability 30.43 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.9556 Blood Brain Barrier + 0.7546 Caco-2 permeable - 0.8073 P-glycoprotein substrate Non-substrate 0.7589 P-glycoprotein inhibitor I Non-inhibitor 0.8744 P-glycoprotein inhibitor II Non-inhibitor 0.9663 Renal organic cation transporter Non-inhibitor 0.9495 CYP450 2C9 substrate Non-substrate 0.6515 CYP450 2D6 substrate Non-substrate 0.853 CYP450 3A4 substrate Non-substrate 0.5684 CYP450 1A2 substrate Non-inhibitor 0.8879 CYP450 2C9 inhibitor Non-inhibitor 0.9131 CYP450 2D6 inhibitor Non-inhibitor 0.9021 CYP450 2C19 inhibitor Non-inhibitor 0.8878 CYP450 3A4 inhibitor Non-inhibitor 0.9193 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9549 Ames test Non AMES toxic 0.897 Carcinogenicity Non-carcinogens 0.9069 Biodegradation Ready biodegradable 0.5964 Rat acute toxicity 2.1803 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9708 hERG inhibition (predictor II) Non-inhibitor 0.7504
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 201.2959906 predictedDarkChem Lite v0.1.0 [M-H]- 203.4433906 predictedDarkChem Lite v0.1.0 [M-H]- 203.3130906 predictedDarkChem Lite v0.1.0 [M-H]- 167.07076 predictedDeepCCS 1.0 (2019) [M+H]+ 202.4455906 predictedDarkChem Lite v0.1.0 [M+H]+ 201.6333906 predictedDarkChem Lite v0.1.0 [M+H]+ 203.6281906 predictedDarkChem Lite v0.1.0 [M+H]+ 169.46684 predictedDeepCCS 1.0 (2019) [M+Na]+ 203.5962906 predictedDarkChem Lite v0.1.0 [M+Na]+ 201.5413906 predictedDarkChem Lite v0.1.0 [M+Na]+ 203.5374906 predictedDarkChem Lite v0.1.0 [M+Na]+ 176.16013 predictedDeepCCS 1.0 (2019)
Targets
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Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Udp-n-acetylglucosamine 2-epimerase activity
- Specific Function
- Catalyzes the reversible epimerization at C-2 of UDP-N-acetylglucosamine (UDP-GlcNAc) and thereby provides bacteria with UDP-N-acetylmannosamine (UDP-ManNAc), the activated donor of ManNAc residues...
- Gene Name
- wecB
- Uniprot ID
- P27828
- Uniprot Name
- UDP-N-acetylglucosamine 2-epimerase
- Molecular Weight
- 42244.235 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Metal ion binding
- Specific Function
- This protein is the basis of the ABO blood group system. The histo-blood group ABO involves three carbohydrate antigens: A, B, and H. A, B, and AB individuals express a glycosyltransferase activity...
- Gene Name
- ABO
- Uniprot ID
- P16442
- Uniprot Name
- Histo-blood group ABO system transferase
- Molecular Weight
- 40933.555 Da
References
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Not Available
- Gene Name
- galT
- Uniprot ID
- P09148
- Uniprot Name
- Galactose-1-phosphate uridylyltransferase
- Molecular Weight
- 39645.395 Da
References
- Kind
- Protein
- Organism
- FIV
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- During replicative cycle of retroviruses, the reverse-transcribed viral DNA is integrated into the host chromosome by the viral integrase enzyme. RNase H activity is associated with the reverse tra...
- Gene Name
- pol
- Uniprot ID
- P16088
- Uniprot Name
- Pol polyprotein
- Molecular Weight
- 127493.025 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Udp-galactose:beta-n-acetylglucosamine beta-1,3-galactosyltransferase activity
- Specific Function
- Involved in the biosynthesis of L2/HNK-1 carbohydrate epitope on glycoproteins. Can also play a role in glycosaminoglycan biosynthesis. Substrates include asialo-orosomucoid (ASOR), asialo-fetuin, ...
- Gene Name
- B3GAT1
- Uniprot ID
- Q9P2W7
- Uniprot Name
- Galactosylgalactosylxylosylprotein 3-beta-glucuronosyltransferase 1
- Molecular Weight
- 38255.675 Da
References
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Alpha,alpha-trehalose-phosphate synthase (udp-forming) activity
- Specific Function
- Catalyzes the transfer of glucose from UDP-glucose to glucose-6-phosphate to form alpha,alpha-1,1 trehalose-6-phosphate. Acts with retention of the anomeric configuration of the UDP-sugar donor. Es...
- Gene Name
- otsA
- Uniprot ID
- P31677
- Uniprot Name
- Alpha,alpha-trehalose-phosphate synthase [UDP-forming]
- Molecular Weight
- 53610.655 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Metal ion binding
- Specific Function
- Glycosyltransferase required for the biosynthesis of heparan-sulfate and responsible for the alternating addition of beta-1-4-linked glucuronic acid (GlcA) and alpha-1-4-linked N-acetylglucosamine ...
- Gene Name
- EXTL2
- Uniprot ID
- Q9UBQ6
- Uniprot Name
- Exostosin-like 2
- Molecular Weight
- 37465.365 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Transferase activity, transferring hexosyl groups
- Specific Function
- Not Available
- Gene Name
- GLT6D1
- Uniprot ID
- Q7Z4J2
- Uniprot Name
- Glycosyltransferase 6 domain-containing protein 1
- Molecular Weight
- 36273.575 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Bacillus subtilis (strain 168)
- Pharmacological action
- Unknown
- General Function
- Transferase activity, transferring glycosyl groups
- Specific Function
- Glycosyltransferase implicated in the synthesis of the spore coat.
- Gene Name
- spsA
- Uniprot ID
- P39621
- Uniprot Name
- Spore coat polysaccharide biosynthesis protein SpsA
- Molecular Weight
- 30183.855 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Uridylate kinase activity
- Specific Function
- Catalyzes the phosphorylation of pyrimidine nucleoside monophosphates at the expense of ATP. Plays an important role in de novo pyrimidine nucleotide biosynthesis. Has preference for UMP and CMP as...
- Gene Name
- CMPK1
- Uniprot ID
- P30085
- Uniprot Name
- UMP-CMP kinase
- Molecular Weight
- 22222.175 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Enterobacteria phage T4
- Pharmacological action
- Unknown
- General Function
- Dna beta-glucosyltransferase activity
- Specific Function
- Catalyzes the transfer of glucose (Glc) from uridine diphosphoglucose (UDP-Glc) to 5-hydroxymethylcytosine (5-HMC) in double-stranded DNA. Is involved in a DNA modification process to protect the p...
- Gene Name
- bgt
- Uniprot ID
- P04547
- Uniprot Name
- DNA beta-glucosyltransferase
- Molecular Weight
- 40665.6 Da
References
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Udp-glucose 4-epimerase activity
- Specific Function
- Involved in the metabolism of galactose. Catalyzes the conversion of UDP-galactose (UDP-Gal) to UDP-glucose (UDP-Glc) through a mechanism involving the transient reduction of NAD. It is only active...
- Gene Name
- galE
- Uniprot ID
- P09147
- Uniprot Name
- UDP-glucose 4-epimerase
- Molecular Weight
- 37264.875 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Protein phosphatase activator activity
- Specific Function
- Glycosaminoglycans biosynthesis. Involved in forming the linkage tetrasaccharide present in heparan sulfate and chondroitin sulfate. Transfers a glucuronic acid moiety from the uridine diphosphate-...
- Gene Name
- B3GAT3
- Uniprot ID
- O94766
- Uniprot Name
- Galactosylgalactosylxylosylprotein 3-beta-glucuronosyltransferase 3
- Molecular Weight
- 37121.52 Da
References
- Kind
- Protein
- Organism
- Trypanosoma brucei
- Pharmacological action
- Unknown
- General Function
- Udp-glucose 4-epimerase activity
- Specific Function
- Not Available
- Gene Name
- galE
- Uniprot ID
- Q8T8E9
- Uniprot Name
- UDP-galactose 4-epimerase
- Molecular Weight
- 43519.96 Da
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Metal ion binding
- Specific Function
- Self-glucosylates, via an inter-subunit mechanism, to form an oligosaccharide primer that serves as substrate for glycogen synthase.
- Gene Name
- GYG1
- Uniprot ID
- P46976
- Uniprot Name
- Glycogenin-1
- Molecular Weight
- 39383.425 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Regulator
- General Function
- Dual specificity receptor for uracil nucleotides and cysteinyl leukotrienes (CysLTs). Signals through G(i) and inhibition of adenylyl cyclase. May mediate brain damage by nucleotides and CysLTs following ischemia.
- Specific Function
- Chemokine receptor activity
- Gene Name
- GPR17
- Uniprot ID
- Q13304
- Uniprot Name
- Uracil nucleotide/cysteinyl leukotriene receptor
- Molecular Weight
- 40988.99 Da
References
- Marucci G, Dal Ben D, Lambertucci C, Santinelli C, Spinaci A, Thomas A, Volpini R, Buccioni M: The G Protein-Coupled Receptor GPR17: Overview and Update. ChemMedChem. 2016 Dec 6;11(23):2567-2574. doi: 10.1002/cmdc.201600453. Epub 2016 Nov 14. [Article]
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52