Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-05-17 00:59:27 UTC
Update Date2021-09-14 15:44:40 UTC
HMDB IDHMDB0060396
Secondary Accession Numbers
  • HMDB60396
Metabolite Identification
Common Name5-Fluorouridine
Description5-Fluorouridine is a metabolite of fluorouracil. Fluorouracil (5-FU or f5U) (sold under the brand names Adrucil, Carac, Efudix, Efudex and Fluoroplex) is a drug that is a pyrimidine analog which is used in the treatment of cancer. It is a suicide inhibitor and works through irreversible inhibition of thymidylate synthase. It belongs to the family of drugs called antimetabolites. It is typically administered with leucovorin. (Wikipedia)
Structure
Data?1563866055
Synonyms
ValueSource
5-Fluoro-uridineChEBI
5-Fluorouracil 1beta-D-ribofuranosideChEBI
5-Fluorouracil 1b-D-ribofuranosideGenerator
5-Fluorouracil 1β-D-ribofuranosideGenerator
5-Fluorouridine, 18F-labeledHMDB
Chemical FormulaC9H11FN2O6
Average Molecular Weight262.1918
Monoisotopic Molecular Weight262.060114299
IUPAC Name1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoro-1,2,3,4-tetrahydropyrimidine-2,4-dione
Traditional Name5-fluorouridine
CAS Registry NumberNot Available
SMILES
OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=C(F)C(=O)NC1=O
InChI Identifier
InChI=1S/C9H11FN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5-,6-,8-/m1/s1
InChI KeyFHIDNBAQOFJWCA-UAKXSSHOSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyrimidine nucleosides. Pyrimidine nucleosides are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPyrimidine nucleosides
Sub ClassNot Available
Direct ParentPyrimidine nucleosides
Alternative Parents
Substituents
  • Pyrimidine nucleoside
  • Glycosyl compound
  • N-glycosyl compound
  • Pentose monosaccharide
  • Halopyrimidine
  • Pyrimidone
  • Aryl fluoride
  • Aryl halide
  • Hydropyrimidine
  • Monosaccharide
  • Pyrimidine
  • Heteroaromatic compound
  • Vinylogous amide
  • Tetrahydrofuran
  • Lactam
  • Urea
  • Secondary alcohol
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Organooxygen compound
  • Organonitrogen compound
  • Organofluoride
  • Organohalogen compound
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary alcohol
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility10.7 g/LALOGPS
logP-1.4ALOGPS
logP-2.2ChemAxon
logS-0.64ALOGPS
pKa (Strongest Acidic)8.07ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area119.33 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity52.77 m³·mol⁻¹ChemAxon
Polarizability21.92 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+162.16130932474
DeepCCS[M-H]-159.76530932474
DeepCCS[M-2H]-193.5530932474
DeepCCS[M+Na]+168.67730932474
AllCCS[M+H]+157.432859911
AllCCS[M+H-H2O]+153.732859911
AllCCS[M+NH4]+160.832859911
AllCCS[M+Na]+161.832859911
AllCCS[M-H]-153.632859911
AllCCS[M+Na-2H]-153.432859911
AllCCS[M+HCOO]-153.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5-FluorouridineOC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=C(F)C(=O)NC1=O3478.0Standard polar33892256
5-FluorouridineOC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=C(F)C(=O)NC1=O1842.0Standard non polar33892256
5-FluorouridineOC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=C(F)C(=O)NC1=O2496.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5-Fluorouridine,1TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)[NH]C2=O)[C@H](O)[C@@H]1O2207.5Semi standard non polar33892256
5-Fluorouridine,1TMS,isomer #2C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=C(F)C(=O)[NH]C1=O2215.0Semi standard non polar33892256
5-Fluorouridine,1TMS,isomer #3C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=C(F)C(=O)[NH]C2=O)[C@@H]1O2238.8Semi standard non polar33892256
5-Fluorouridine,1TMS,isomer #4C[Si](C)(C)N1C(=O)C(F)=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C1=O2265.5Semi standard non polar33892256
5-Fluorouridine,2TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)[NH]C2=O)[C@H](O[Si](C)(C)C)[C@@H]1O2262.7Semi standard non polar33892256
5-Fluorouridine,2TMS,isomer #2C[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)[NH]C2=O)[C@H](O)[C@@H]1O[Si](C)(C)C2270.7Semi standard non polar33892256
5-Fluorouridine,2TMS,isomer #3C[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)N([Si](C)(C)C)C2=O)[C@H](O)[C@@H]1O2317.8Semi standard non polar33892256
5-Fluorouridine,2TMS,isomer #4C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=C(F)C(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C2275.2Semi standard non polar33892256
5-Fluorouridine,2TMS,isomer #5C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=C(F)C(=O)N([Si](C)(C)C)C1=O2323.9Semi standard non polar33892256
5-Fluorouridine,2TMS,isomer #6C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=C(F)C(=O)N([Si](C)(C)C)C2=O)[C@@H]1O2327.9Semi standard non polar33892256
5-Fluorouridine,3TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)[NH]C2=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2273.5Semi standard non polar33892256
5-Fluorouridine,3TMS,isomer #2C[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)N([Si](C)(C)C)C2=O)[C@H](O[Si](C)(C)C)[C@@H]1O2346.2Semi standard non polar33892256
5-Fluorouridine,3TMS,isomer #3C[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)N([Si](C)(C)C)C2=O)[C@H](O)[C@@H]1O[Si](C)(C)C2345.5Semi standard non polar33892256
5-Fluorouridine,3TMS,isomer #4C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=C(F)C(=O)N([Si](C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C2346.2Semi standard non polar33892256
5-Fluorouridine,4TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)N([Si](C)(C)C)C2=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2358.1Semi standard non polar33892256
5-Fluorouridine,4TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)N([Si](C)(C)C)C2=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2397.8Standard non polar33892256
5-Fluorouridine,4TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)N([Si](C)(C)C)C2=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2446.3Standard polar33892256
5-Fluorouridine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)[NH]C2=O)[C@H](O)[C@@H]1O2488.0Semi standard non polar33892256
5-Fluorouridine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=C(F)C(=O)[NH]C1=O2487.3Semi standard non polar33892256
5-Fluorouridine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=C(F)C(=O)[NH]C2=O)[C@@H]1O2503.2Semi standard non polar33892256
5-Fluorouridine,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)N1C(=O)C(F)=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C1=O2512.6Semi standard non polar33892256
5-Fluorouridine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)[NH]C2=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2758.1Semi standard non polar33892256
5-Fluorouridine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)[NH]C2=O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C2763.0Semi standard non polar33892256
5-Fluorouridine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O)[C@@H]1O2787.7Semi standard non polar33892256
5-Fluorouridine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=C(F)C(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C(C)(C)C2743.6Semi standard non polar33892256
5-Fluorouridine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=C(F)C(=O)N([Si](C)(C)C(C)(C)C)C1=O2784.5Semi standard non polar33892256
5-Fluorouridine,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=C(F)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@@H]1O2794.5Semi standard non polar33892256
5-Fluorouridine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)[NH]C2=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C2983.4Semi standard non polar33892256
5-Fluorouridine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O3012.3Semi standard non polar33892256
5-Fluorouridine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C3009.8Semi standard non polar33892256
5-Fluorouridine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=C(F)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C(C)(C)C3003.1Semi standard non polar33892256
5-Fluorouridine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C3226.9Semi standard non polar33892256
5-Fluorouridine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C3183.5Standard non polar33892256
5-Fluorouridine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(F)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C2886.4Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5-Fluorouridine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0536-9440000000-95cd5ad111dfa003f2862017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Fluorouridine GC-MS (3 TMS) - 70eV, Positivesplash10-0fg9-9768500000-a1c8281940ad831ed2b62017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Fluorouridine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Fluorouridine 10V, Positive-QTOFsplash10-001i-0920000000-02290d153dc9edadb1752017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Fluorouridine 20V, Positive-QTOFsplash10-001i-2900000000-70ac2ce48a79ae07735b2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Fluorouridine 40V, Positive-QTOFsplash10-01q9-9700000000-e518659df5820d88280b2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Fluorouridine 10V, Negative-QTOFsplash10-004l-5960000000-e010cff5b3db3ca931512017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Fluorouridine 20V, Negative-QTOFsplash10-004l-4930000000-87f22990bef1abaa65fd2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Fluorouridine 40V, Negative-QTOFsplash10-0006-9100000000-28c02b9cb08506945f372017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Fluorouridine 10V, Positive-QTOFsplash10-02ai-0950000000-104cde7c527b1d9ad3802021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Fluorouridine 20V, Positive-QTOFsplash10-03e9-1970000000-18e44fc0b01191fe83682021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Fluorouridine 40V, Positive-QTOFsplash10-0a5c-9810000000-b3c0713cf9a1c6f901822021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Fluorouridine 10V, Negative-QTOFsplash10-03dl-0390000000-2b94b3d551b6cf6e17792021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Fluorouridine 20V, Negative-QTOFsplash10-002f-6970000000-2a53d10554d18aa7375b2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Fluorouridine 40V, Negative-QTOFsplash10-0006-9100000000-aede0be6f7ac960f71672021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB01629
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID9056
KEGG Compound IDC16633
BioCyc IDCPD0-2367
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9427
PDB IDNot Available
ChEBI ID40154
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Enzymes

General function:
Involved in ATP binding
Specific function:
Phosphorylates uridine and cytidine to uridine monophosphate and cytidine monophosphate. Does not phosphorylate deoxyribonucleosides or purine ribonucleosides. Can use ATP or GTP as a phosphate donor. Can also phosphorylate cytidine and uridine nucleoside analogs such as 6-azauridine, 5-fluorouridine, 4-thiouridine, 5-bromouridine, N(4)-acetylcytidine, N(4)-benzoylcytidine, 5-fluorocytidine, 2-thiocytidine, 5-methylcytidine, and N(4)-anisoylcytidine.
Gene Name:
UCK1
Uniprot ID:
Q9HA47
Molecular weight:
22760.43
Reactions
5-Fluorouridine + Adenosine triphosphate → 5-Fluorouridine monophosphate + ADPdetails
General function:
Involved in ATP binding
Specific function:
Phosphorylates uridine and cytidine to uridine monophosphate and cytidine monophosphate. Does not phosphorylate deoxyribonucleosides or purine ribonucleosides. Can use ATP or GTP as a phosphate donor. Can also phosphorylate cytidine and uridine nucleoside analogs such as 6-azauridine, 5-fluorouridine, 4-thiouridine, 5-bromouridine, N(4)-acetylcytidine, N(4)-benzoylcytidine, 5-fluorocytidine, 2-thiocytidine, 5-methylcytidine, and N(4)-anisoylcytidine.
Gene Name:
UCK2
Uniprot ID:
Q9BZX2
Molecular weight:
29298.92
Reactions
5-Fluorouridine + Adenosine triphosphate → 5-Fluorouridine monophosphate + ADPdetails
General function:
Involved in transferase activity, transferring pentosyl groups
Specific function:
Catalyzes the reversible phosphorylytic cleavage of uridine and deoxyuridine to uracil and ribose- or deoxyribose-1-phosphate. The produced molecules are then utilized as carbon and energy sources or in the rescue of pyrimidine bases for nucleotide synthesis.
Gene Name:
UPP1
Uniprot ID:
Q16831
Molecular weight:
33934.005
Reactions
Fluorouracil + Ribose 1-phosphate → 5-Fluorouridine + Phosphatedetails
General function:
Involved in transferase activity, transferring pentosyl groups
Specific function:
Catalyzes the reversible phosphorylytic cleavage of uridine and deoxyuridine to uracil and ribose- or deoxyribose-1-phosphate. The produced molecules are then utilized as carbon and energy sources or in the rescue of pyrimidine bases for nucleotide synthesis. Shows substrate specificity and accept uridine, deoxyuridine, and thymidine as well as the two pyrimidine nucleoside analogs 5-fluorouridine and 5-fluoro-2(')-deoxyuridine as substrates.
Gene Name:
UPP2
Uniprot ID:
O95045
Molecular weight:
41601.795
Reactions
Fluorouracil + Ribose 1-phosphate → 5-Fluorouridine + Phosphatedetails
General function:
Involved in ATP binding
Specific function:
May contribute to UTP accumulation needed for blast transformation and proliferation.
Gene Name:
UCKL1
Uniprot ID:
Q9NWZ5
Molecular weight:
59465.77
Reactions
5-Fluorouridine + Adenosine triphosphate → 5-Fluorouridine monophosphate + ADPdetails