Identification
- Generic Name
- Uridine monophosphate
- DrugBank Accession Number
- DB03685
- Background
5'-Uridylic acid. A uracil nucleotide containing one phosphate group esterified to the sugar moiety in the 2', 3' or 5' position.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Uridine monophosphate (DB03685)
- Weight
- Average: 324.1813
Monoisotopic: 324.035866536 - Chemical Formula
- C9H13N2O9P
- Synonyms
- 5'-uridylic acid
- UMP
- Uridine 5'-monophosphate
- Uridine 5'-phosphoric acid
- Uridine phosphate
- Uridine-5'-monophosphate
Pharmacology
- Indication
Not Available
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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
Target Actions Organism UUridine-cytidine kinase-like 1 Not Available Humans UGalactose-1-phosphate uridylyltransferase Not Available Escherichia coli (strain K12) UThymidylate synthase Not Available Lactobacillus casei UGlycosyltransferase 6 domain-containing protein 1 Not Available Humans UU6 snRNA-associated Sm-like protein LSm6 Not Available Humans UUracil phosphoribosyltransferase Not Available Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099) UBeta-1,4-galactosyltransferase 1 Not Available Humans UInterferon-stimulated gene 20 kDa protein Not Available Humans UOrotidine 5'-phosphate decarboxylase Not Available Bacillus subtilis (strain 168) UBifunctional protein PyrR Not Available Bacillus caldolyticus UUracil phosphoribosyltransferase Not Available Geobacillus kaustophilus (strain HTA426) UBifunctional polymyxin resistance protein ArnA Not Available Escherichia coli (strain K12) URibosomal small subunit pseudouridine synthase A Not Available Escherichia coli (strain K12) - 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 Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
- 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
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as pyrimidine ribonucleoside monophosphates. These are pyrimidine ribobucleotides with monophosphate 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 monophosphates
- Alternative Parents
- Pentose phosphates / Glycosylamines / Monosaccharide phosphates / Pyrimidones / Monoalkyl phosphates / Hydropyrimidines / Vinylogous amides / Tetrahydrofurans / Heteroaromatic compounds / Ureas show 9 more
- Substituents
- 1,2-diol / Alcohol / Alkyl phosphate / Aromatic heteromonocyclic compound / Azacycle / Glycosyl compound / Heteroaromatic compound / Hydrocarbon derivative / Hydropyrimidine / Lactam show 24 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- pyrimidine ribonucleoside 5'-monophosphate, uridine 5'-phosphate (CHEBI:16695) / Ribonucleotides (C00105)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- E2OU15WN0N
- CAS number
- 58-97-9
- InChI Key
- DJJCXFVJDGTHFX-XVFCMESISA-N
- InChI
- InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(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}phosphonic acid
- SMILES
- O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(O)=O)N1C=CC(=O)NC1=O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0000288
- KEGG Compound
- C00105
- PubChem Compound
- 6030
- PubChem Substance
- 46506409
- ChemSpider
- 5808
- BindingDB
- 50398699
- ChEBI
- 16695
- ChEMBL
- CHEMBL214393
- ZINC
- ZINC000002123545
- PDBe Ligand
- U
- Wikipedia
- Uridine_monophosphate
- PDB Entries
- 1dbt / 1fgx / 1g8o / 1hxp / 1hxq / 1i5e / 1me0 / 1me1 / 1o5o / 1ucd … show 100 more
Clinical Trials
- Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 202 dec °C PhysProp - Predicted Properties
Property Value Source Water Solubility 12.0 mg/mL ALOGPS logP -1.8 ALOGPS logP -2.5 Chemaxon logS -1.4 ALOGPS pKa (Strongest Acidic) 1.23 Chemaxon pKa (Strongest Basic) -3.7 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 165.86 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 63.44 m3·mol-1 Chemaxon Polarizability 26.3 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.9132 Blood Brain Barrier + 0.8209 Caco-2 permeable - 0.8159 P-glycoprotein substrate Non-substrate 0.7686 P-glycoprotein inhibitor I Non-inhibitor 0.8844 P-glycoprotein inhibitor II Non-inhibitor 0.9719 Renal organic cation transporter Non-inhibitor 0.9445 CYP450 2C9 substrate Non-substrate 0.6802 CYP450 2D6 substrate Non-substrate 0.8553 CYP450 3A4 substrate Non-substrate 0.5695 CYP450 1A2 substrate Non-inhibitor 0.9039 CYP450 2C9 inhibitor Non-inhibitor 0.9086 CYP450 2D6 inhibitor Non-inhibitor 0.91 CYP450 2C19 inhibitor Non-inhibitor 0.887 CYP450 3A4 inhibitor Non-inhibitor 0.9167 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.959 Ames test Non AMES toxic 0.9133 Carcinogenicity Non-carcinogens 0.9005 Biodegradation Ready biodegradable 0.5346 Rat acute toxicity 2.0585 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9698 hERG inhibition (predictor II) Non-inhibitor 0.8041
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 181.8786743 predictedDarkChem Lite v0.1.0 [M-H]- 180.5219743 predictedDarkChem Lite v0.1.0 [M-H]- 183.5269743 predictedDarkChem Lite v0.1.0 [M-H]- 164.56844 predictedDeepCCS 1.0 (2019) [M+H]+ 182.9251743 predictedDarkChem Lite v0.1.0 [M+H]+ 182.6904743 predictedDarkChem Lite v0.1.0 [M+H]+ 183.1449743 predictedDarkChem Lite v0.1.0 [M+H]+ 166.92644 predictedDeepCCS 1.0 (2019) [M+Na]+ 181.4517743 predictedDarkChem Lite v0.1.0 [M+Na]+ 180.7507743 predictedDarkChem Lite v0.1.0 [M+Na]+ 183.3209743 predictedDarkChem Lite v0.1.0 [M+Na]+ 173.45004 predictedDeepCCS 1.0 (2019)
Targets
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Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Uridine kinase activity
- Specific Function
- May contribute to UTP accumulation needed for blast transformation and proliferation.
- Gene Name
- UCKL1
- Uniprot ID
- Q9NWZ5
- Uniprot Name
- Uridine-cytidine kinase-like 1
- Molecular Weight
- 61140.395 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
- 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
- Lactobacillus casei
- Pharmacological action
- Unknown
- General Function
- Thymidylate synthase activity
- Specific Function
- Provides the sole de novo source of dTMP for DNA biosynthesis.
- Gene Name
- thyA
- Uniprot ID
- P00469
- Uniprot Name
- Thymidylate synthase
- Molecular Weight
- 36579.235 Da
References
- 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
- Humans
- Pharmacological action
- Unknown
- General Function
- Poly(a) rna binding
- Specific Function
- Component of LSm protein complexes, which are involved in RNA processing and may function in a chaperone-like manner, facilitating the efficient association of RNA processing factors with their sub...
- Gene Name
- LSM6
- Uniprot ID
- P62312
- Uniprot Name
- U6 snRNA-associated Sm-like protein LSm6
- Molecular Weight
- 9127.525 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
- Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
- Pharmacological action
- Unknown
- General Function
- Uracil phosphoribosyltransferase activity
- Specific Function
- Catalyzes the conversion of uracil and 5-phospho-alpha-D-ribose 1-diphosphate (PRPP) to UMP and diphosphate.
- Gene Name
- upp
- Uniprot ID
- Q9WZI0
- Uniprot Name
- Uracil phosphoribosyltransferase
- Molecular Weight
- 23320.02 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Udp-galactosyltransferase activity
- Specific Function
- The Golgi complex form catalyzes the production of lactose in the lactating mammary gland and could also be responsible for the synthesis of complex-type N-linked oligosaccharides in many glycoprot...
- Gene Name
- B4GALT1
- Uniprot ID
- P15291
- Uniprot Name
- Beta-1,4-galactosyltransferase 1
- Molecular Weight
- 43919.895 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
- U3 snorna binding
- Specific Function
- Interferon-induced antiviral exoribonuclease that acts on single-stranded RNA and also has minor activity towards single-stranded DNA. Exhibits antiviral activity against RNA viruses including hepa...
- Gene Name
- ISG20
- Uniprot ID
- Q96AZ6
- Uniprot Name
- Interferon-stimulated gene 20 kDa protein
- Molecular Weight
- 20363.29 Da
References
- Kind
- Protein
- Organism
- Bacillus subtilis (strain 168)
- Pharmacological action
- Unknown
- General Function
- Orotidine-5'-phosphate decarboxylase activity
- Specific Function
- Catalyzes the decarboxylation of orotidine 5'-monophosphate (OMP) to uridine 5'-monophosphate (UMP).
- Gene Name
- pyrF
- Uniprot ID
- P25971
- Uniprot Name
- Orotidine 5'-phosphate decarboxylase
- Molecular Weight
- 25991.84 Da
References
- Kind
- Protein
- Organism
- Bacillus caldolyticus
- Pharmacological action
- Unknown
- General Function
- Uracil phosphoribosyltransferase activity
- Specific Function
- Regulates transcriptional attenuation of the pyrimidine nucleotide (pyr) operon by binding in a uridine-dependent manner to specific sites on pyr mRNA. This disrupts an antiterminator hairpin in th...
- Gene Name
- pyrR
- Uniprot ID
- P41007
- Uniprot Name
- Bifunctional protein PyrR
- Molecular Weight
- 19937.85 Da
References
- Kind
- Protein
- Organism
- Geobacillus kaustophilus (strain HTA426)
- Pharmacological action
- Unknown
- General Function
- Uracil phosphoribosyltransferase activity
- Specific Function
- Catalyzes the conversion of uracil and 5-phospho-alpha-D-ribose 1-diphosphate (PRPP) to UMP and diphosphate.
- Gene Name
- upp
- Uniprot ID
- Q5KUI3
- Uniprot Name
- Uracil phosphoribosyltransferase
- Molecular Weight
- 22831.48 Da
References
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Udp-glucuronate decarboxylase activity
- Specific Function
- Bifunctional enzyme that catalyzes the oxidative decarboxylation of UDP-glucuronic acid (UDP-GlcUA) to UDP-4-keto-arabinose (UDP-Ara4O) and the addition of a formyl group to UDP-4-amino-4-deoxy-L-a...
- Gene Name
- arnA
- Uniprot ID
- P77398
- Uniprot Name
- Bifunctional polymyxin resistance protein ArnA
- Molecular Weight
- 74288.175 Da
References
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Rna binding
- Specific Function
- Responsible for synthesis of pseudouridine from uracil-516 in 16S ribosomal RNA.
- Gene Name
- rsuA
- Uniprot ID
- P0AA43
- Uniprot Name
- Ribosomal small subunit pseudouridine synthase A
- Molecular Weight
- 25865.12 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52