Human Metabolome Database Version 3.5

Showing metabocard for Uridine triphosphate (HMDB00285)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-02-08 17:08:14 -0700
HMDB ID HMDB00285
Secondary Accession Numbers None
Metabolite Identification
Common Name Uridine triphosphate
Description Uridine 5'-(tetrahydrogen triphosphate). A uracil nucleotide containing three phosphate groups esterified to the sugar moiety. Uridine triphosphate has the role of a source of energy or an activator of substrates in metabolic reactions, like that of adenosine triphosphate, but more specific. When Uridine triphosphate activates a substrate, UDP-substrate is usually formed and inorganic phosphate is released. (Wikipedia).
Structure Thumb
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 5'-UTP
  2. Uridine 5'-triphosphate
  3. Uridine mono(tetrahydrogen triphosphate)
  4. Uridine triphosphate
  5. Uteplex
  6. UTP
Chemical Formula C9H15N2O15P3
Average Molecular Weight 484.1411
Monoisotopic Molecular Weight 483.968527356
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](hydroxy)phosphoryl}oxy)phosphonic acid
Traditional IUPAC Name ({[(2R,3S,4R,5R)-5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxyphosphonic acid
CAS Registry Number 63-39-8
SMILES O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O
InChI Identifier InChI=1S/C9H15N2O15P3/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
InChI Key PGAVKCOVUIYSFO-XVFCMESISA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Nucleosides, Nucleotides, and Analogues
Class Pyrimidine Nucleotides
Sub Class Pyrimidine Ribonucleotides
Other Descriptors
  • Aromatic Heteropolycyclic Compounds
  • Ribonucleotides(KEGG)
  • pyrimidine ribonucleoside 5'-triphosphate(ChEBI)
  • uridine 5'-phosphate(ChEBI)
Substituents
  • 1,2 Diol
  • Glycosyl Compound
  • Hydropyrimidine
  • Monosaccharide Phosphate
  • N Glycosyl Compound
  • Organic Hypophosphite
  • Organic Phosphite
  • Organic Pyrophosphate
  • Oxolane
  • Pentose Monosaccharide
  • Phosphoric Acid Ester
  • Pyrimidine
  • Pyrimidone
  • Saccharide
  • Secondary Alcohol
Direct Parent Pyrimidine Ribonucleoside Triphosphates
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction
  • Component of Aminosugars metabolism
  • Component of Galactose metabolism
  • Component of Nucleotide sugars metabolism
  • Component of Pyrimidine metabolism
  • Component of Starch and sucrose metabolism
Application Not Available
Cellular locations
  • Cytoplasm
  • Extracellular
  • Mitochondria
  • Nucleus
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 8.37 g/L ALOGPS
LogP -0.07 ALOGPS
LogP -3.4 ChemAxon
LogS -1.76 ALOGPS
pKa (strongest acidic) 0.9 ChemAxon
pKa (strongest basic) -3.7 ChemAxon
Hydrogen Acceptor Count 12 ChemAxon
Hydrogen Donor Count 7 ChemAxon
Polar Surface Area 258.92 A2 ChemAxon
Rotatable Bond Count 8 ChemAxon
Refractivity 85.18 ChemAxon
Polarizability 35.37 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -3 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Mitochondria
  • Nucleus
Biofluid Locations Not Available
Tissue Location Not Available
Pathways
Name SMPDB Link KEGG Link
Lactose Synthesis SMP00444 Not Available
Pyrimidine Metabolism SMP00046 map00240 Link_out
Transcription/Translation SMP00019 Not Available
DNA Replication Fork SMP00477 Not Available
Amino Sugar Metabolism SMP00045 map00520 Link_out
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB021929
KNApSAcK ID Not Available
Chemspider ID 5903 Link_out
KEGG Compound ID C00075 Link_out
BioCyc ID UTP Link_out
BiGG ID 33760 Link_out
Wikipedia Link Uridine triphosphate Link_out
NuGOwiki Link HMDB00285 Link_out
Metagene Link HMDB00285 Link_out
METLIN ID 5277 Link_out
PubChem Compound 6133 Link_out
PDB ID UTP Link_out
ChEBI ID 15713 Link_out
References
Synthesis Reference Kenner, G. W.; Todd, A. R.; Webb, R. F.; Weymouth, F. J. Nucleotides. XXVIII. Synthesis of uridine 5'-triphosphate. Journal of the Chemical Society (1954), 46-52 2288-93.
Material Safety Data Sheet (MSDS) Not Available
General References
  1. Kunzelmann K, Mall M: Pharmacotherapy of the ion transport defect in cystic fibrosis: role of purinergic receptor agonists and other potential therapeutics. Am J Respir Med. 2003;2(4):299-309. Pubmed: 14719996 Link_out
  2. Erlinge D, Harnek J, van Heusden C, Olivecrona G, Jern S, Lazarowski E: Uridine triphosphate (UTP) is released during cardiac ischemia. Int J Cardiol. 2005 Apr 28;100(3):427-33. Pubmed: 15837087 Link_out
  3. Oosterhuis GJ, Mulder AB, Kalsbeek-Batenburg E, Lambalk CB, Schoemaker J, Vermes I: Measuring apoptosis in human spermatozoa: a biological assay for semen quality? Fertil Steril. 2000 Aug;74(2):245-50. Pubmed: 10927039 Link_out
  4. Holstege A, Manglitz D, Gerok W: Depletion of blood plasma cytidine due to increased hepatocellular salvage in D-galactosamine-treated rats. Eur J Biochem. 1984 Jun 1;141(2):339-44. Pubmed: 6734601 Link_out
Enzymes

Show all enzymes and transporters Important Only showing the first 50 enzymes. There are 65 enzymes in total.

Name: Ectonucleoside triphosphate diphosphohydrolase 1
Reactions:
Uridine triphosphate + Water unknown Uridine 5'-diphosphate + Phosphoric acid details
Gene Name: ENTPD1
Uniprot ID: P49961 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Soluble calcium-activated nucleotidase 1
Reactions: Not Available
Gene Name: CANT1
Uniprot ID: Q8WVQ1 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Ectonucleoside triphosphate diphosphohydrolase 3
Reactions:
Uridine triphosphate + Water unknown Uridine 5'-diphosphate + Phosphoric acid details
Gene Name: ENTPD3
Uniprot ID: O75355 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Uridine-cytidine kinase 1
Reactions:
Uridine triphosphate + Cytidine unknown Uridine 5'-diphosphate + Cytidine monophosphate details
Uridine triphosphate + Uridine unknown Uridine 5'-diphosphate + Uridine 5'-monophosphate details
Gene Name: UCK1
Uniprot ID: Q9HA47 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase, mitochondrial
Reactions:
Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate details
Gene Name: NME4
Uniprot ID: O00746 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase A
Reactions:
Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate details
Gene Name: NME1
Uniprot ID: P15531 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase 7
Reactions:
Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate details
Gene Name: NME7
Uniprot ID: Q9Y5B8 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase B
Reactions:
Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate details
Gene Name: NME2
Uniprot ID: P22392 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase 3
Reactions:
Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate details
Gene Name: NME3
Uniprot ID: Q13232 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase 6
Reactions:
Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate details
Gene Name: NME6
Uniprot ID: O75414 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Inosine triphosphate pyrophosphatase
Reactions:
Uridine triphosphate + Water unknown Uridine 5'-monophosphate + Pyrophosphate details
Gene Name: ITPA
Uniprot ID: Q9BY32 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: GTP:AMP phosphotransferase, mitochondrial
Reactions:
Uridine triphosphate + Adenosine monophosphate unknown Uridine 5'-diphosphate + ADP details
Gene Name: AK3
Uniprot ID: Q9UIJ7 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Bis(5'-nucleosyl)-tetraphosphatase [asymmetrical]
Reactions:
P1,P4-Bis(5'-uridyl) tetraphosphate + Water unknown Uridine triphosphate + Uridine 5'-monophosphate details
Gene Name: NUDT2
Uniprot ID: P50583 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: CTP synthase 1
Reactions:
Adenosine triphosphate + Uridine triphosphate + Ammonia unknown ADP + Phosphoric acid + Cytidine triphosphate details
Adenosine triphosphate + Uridine triphosphate + L-Glutamine + Water unknown ADP + Phosphoric acid + Cytidine triphosphate + L-Glutamic acid details
Gene Name: CTPS1
Uniprot ID: P17812 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 6-phosphofructokinase type C
Reactions:
Uridine triphosphate + D-Tagatose 6-phosphate unknown Uridine 5'-diphosphate + D-Tagatose 1,6-bisphosphate details
Gene Name: PFKP
Uniprot ID: Q01813 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA-directed RNA polymerase III subunit RPC4
Reactions:
Uridine triphosphate + RNA unknown Pyrophosphate + RNA details
Gene Name: POLR3D
Uniprot ID: P05423 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA-directed RNA polymerase II subunit RPB2
Reactions:
Uridine triphosphate + RNA unknown Pyrophosphate + RNA details
Gene Name: POLR2B
Uniprot ID: P30876 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA-directed RNA polymerase II subunit RPB1
Reactions:
Uridine triphosphate + RNA unknown Pyrophosphate + RNA details
Gene Name: POLR2A
Uniprot ID: P24928 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA-directed RNA polymerase, mitochondrial
Reactions: Not Available
Gene Name: POLRMT
Uniprot ID: O00411 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA-directed RNA polymerase I subunit RPA2
Reactions:
Uridine triphosphate + RNA unknown Pyrophosphate + RNA details
Gene Name: POLR1B
Uniprot ID: Q9H9Y6 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA-directed RNA polymerase III subunit RPC7
Reactions:
Uridine triphosphate + RNA unknown Pyrophosphate + RNA details
Gene Name: POLR3G
Uniprot ID: O15318 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA-directed RNA polymerase III subunit RPC2
Reactions:
Uridine triphosphate + RNA unknown Pyrophosphate + RNA details
Gene Name: POLR3B
Uniprot ID: Q9NW08 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA-directed RNA polymerase I subunit RPA49
Reactions:
Uridine triphosphate + RNA unknown Pyrophosphate + RNA details
Gene Name: POLR1E
Uniprot ID: Q9GZS1 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 6-phosphofructokinase, liver type
Reactions:
Uridine triphosphate + D-Tagatose 6-phosphate unknown Uridine 5'-diphosphate + D-Tagatose 1,6-bisphosphate details
Gene Name: PFKL
Uniprot ID: P17858 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA-directed RNA polymerase III subunit RPC8
Reactions:
Uridine triphosphate + RNA unknown Pyrophosphate + RNA details
Gene Name: POLR3H
Uniprot ID: Q9Y535 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA-directed RNA polymerase III subunit RPC10
Reactions:
Uridine triphosphate + RNA unknown Pyrophosphate + RNA details
Gene Name: POLR3K
Uniprot ID: Q9Y2Y1 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 6-phosphofructokinase, muscle type
Reactions:
Uridine triphosphate + D-Tagatose 6-phosphate unknown Uridine 5'-diphosphate + D-Tagatose 1,6-bisphosphate details
Gene Name: PFKM
Uniprot ID: P08237 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Pyruvate kinase isozymes M1/M2
Reactions: Not Available
Gene Name: PKM
Uniprot ID: P14618 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Pyruvate kinase isozymes R/L
Reactions: Not Available
Gene Name: PKLR
Uniprot ID: P30613 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: UTP--glucose-1-phosphate uridylyltransferase
Reactions:
Uridine triphosphate + Glucose 1-phosphate unknown Pyrophosphate + Uridine diphosphate glucose details
Gene Name: UGP2
Uniprot ID: Q16851 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: UDP-N-acetylhexosamine pyrophosphorylase
Reactions:
Uridine triphosphate + N-acetyl-alpha-D-galactosamine 1-phosphate unknown Pyrophosphate + UDP-N-acetyl-alpha-D-galactosamine details
Uridine triphosphate + N-Acetyl-glucosamine 1-phosphate unknown Pyrophosphate + Uridine diphosphate-N-acetylglucosamine details
Gene Name: UAP1
Uniprot ID: Q16222 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Uridine-cytidine kinase 2
Reactions:
Uridine triphosphate + Cytidine unknown Uridine 5'-diphosphate + Cytidine monophosphate details
Uridine triphosphate + Uridine unknown Uridine 5'-diphosphate + Uridine 5'-monophosphate details
Gene Name: UCK2
Uniprot ID: Q9BZX2 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: CAD protein
Reactions: Not Available
Gene Name: CAD
Uniprot ID: P27708 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: CTP synthase 2
Reactions:
Adenosine triphosphate + Uridine triphosphate + Ammonia unknown ADP + Phosphoric acid + Cytidine triphosphate details
Adenosine triphosphate + Uridine triphosphate + L-Glutamine + Water unknown ADP + Phosphoric acid + Cytidine triphosphate + L-Glutamic acid details
Gene Name: CTPS2
Uniprot ID: Q9NRF8 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Uridine-cytidine kinase-like 1
Reactions:
Uridine triphosphate + Cytidine unknown Uridine 5'-diphosphate + Cytidine monophosphate details
Uridine triphosphate + Uridine unknown Uridine 5'-diphosphate + Uridine 5'-monophosphate details
Gene Name: UCKL1
Uniprot ID: Q9NWZ5 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Ectonucleoside triphosphate diphosphohydrolase 8
Reactions:
Uridine triphosphate + Water unknown Uridine 5'-diphosphate + Phosphoric acid details
Gene Name: ENTPD8
Uniprot ID: Q5MY95 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA-directed RNA polymerase III subunit RPC1
Reactions:
Uridine triphosphate + RNA unknown Pyrophosphate + RNA details
Gene Name: POLR3A
Uniprot ID: O14802 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA-directed RNA polymerase I subunit RPA1
Reactions:
Uridine triphosphate + RNA unknown Pyrophosphate + RNA details
Gene Name: POLR1A
Uniprot ID: O95602 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Zinc ribbon domain containing 1
Reactions: Not Available
Gene Name: ZNRD1
Uniprot ID: Q2L6J2 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA-directed RNA polymerases I and III subunit RPAC2
Reactions:
Uridine triphosphate + RNA unknown Pyrophosphate + RNA details
Gene Name: POLR1D
Uniprot ID: Q9Y2S0 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA-directed RNA polymerase
Reactions: Not Available
Gene Name: DKFZp686D10173
Uniprot ID: Q7Z3R8 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA-directed RNA polymerase III subunit RPC7-like
Reactions:
Uridine triphosphate + RNA unknown Pyrophosphate + RNA details
Gene Name: POLR3GL
Uniprot ID: Q9BT43 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: POLR1C protein
Reactions: Not Available
Gene Name: POLR1C
Uniprot ID: Q96HT3 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase homolog 5
Reactions:
Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate details
Gene Name: NME5
Uniprot ID: P56597 Link_out
Name: DNA-directed RNA polymerase I subunit RPA12
Reactions:
Uridine triphosphate + RNA unknown Pyrophosphate + RNA details
Gene Name: ZNRD1
Uniprot ID: Q9P1U0 Link_out
Name: DNA-directed RNA polymerase I subunit RPA43
Reactions:
Uridine triphosphate + RNA unknown Pyrophosphate + RNA details
Gene Name: TWISTNB
Uniprot ID: Q3B726 Link_out
Protein Sequence: FASTA
Name: DNA-directed RNA polymerases I, II, and III subunit RPABC1
Reactions:
Uridine triphosphate + RNA unknown Pyrophosphate + RNA details
Gene Name: POLR2E
Uniprot ID: P19388 Link_out
Protein Sequence: FASTA
Name: DNA-directed RNA polymerases I, II, and III subunit RPABC2
Reactions:
Uridine triphosphate + RNA unknown Pyrophosphate + RNA details
Gene Name: POLR2F
Uniprot ID: P61218 Link_out
Protein Sequence: FASTA
Name: DNA-directed RNA polymerases I, II, and III subunit RPABC3
Reactions:
Uridine triphosphate + RNA unknown Pyrophosphate + RNA details
Gene Name: POLR2H
Uniprot ID: P52434 Link_out
Protein Sequence: FASTA
Name: DNA-directed RNA polymerases I, II, and III subunit RPABC4
Reactions:
Uridine triphosphate + RNA unknown Pyrophosphate + RNA details
Gene Name: POLR2K
Uniprot ID: P53803 Link_out
Protein Sequence: FASTA