Human Metabolome Database: Showing metabocard for Uridine triphosphate (HMDB00285)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (65) Show 65 proteins XML

enzymes (65) Show 65 proteins

Record Information

Version

3.6

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2013-02-09 00:08:14 UTC

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

MOL SDF PDB SMILES InChI View Structure

Synonyms

5'-UTP
Uridine 5'-triphosphate
Uridine mono(tetrahydrogen triphosphate)
Uridine triphosphate
Uteplex
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	-1.8	ALOGPS
pKa (strongest acidic)	0.9	ChemAxon
pKa (strongest basic)	-3.7	ChemAxon
physiological charge	-3	ChemAxon
hydrogen acceptor count	12	ChemAxon
hydrogen donor count	7	ChemAxon
polar surface area	258.92	ChemAxon
rotatable bond count	8	ChemAxon
refractivity	85.18	ChemAxon
polarizability	35.37	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
Amino Sugar Metabolism	SMP00045	map00520
DNA Replication Fork	SMP00477	Not Available
Lactose Synthesis	SMP00444	Not Available
Pyrimidine Metabolism	SMP00046	map00240
Transcription/Translation	SMP00019	Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

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

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

NuGOwiki Link

Metagene Link

METLIN ID

PubChem Compound

PDB ID

ChEBI ID

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

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
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
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
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

Only showing the first 50 proteins. There are 65 proteins in total.

Show all enzymes and transporters

Enzymes

1. Ectonucleoside triphosphate diphosphohydrolase 1

Gene Name:: ENTPD1
Uniprot ID:: P49961

Reactions
Uridine triphosphate + Water unknown Uridine 5'-diphosphate + Phosphoric acid	details

2. Soluble calcium-activated nucleotidase 1

Gene Name:: CANT1
Uniprot ID:: Q8WVQ1

3. Ectonucleoside triphosphate diphosphohydrolase 3

Gene Name:: ENTPD3
Uniprot ID:: O75355

Reactions
Uridine triphosphate + Water unknown Uridine 5'-diphosphate + Phosphoric acid	details

4. Uridine-cytidine kinase 1

Gene Name:: UCK1
Uniprot ID:: Q9HA47

Reactions
Uridine triphosphate + Cytidine unknown Uridine 5'-diphosphate + Cytidine monophosphate	details
Uridine triphosphate + Uridine unknown Uridine 5'-diphosphate + Uridine 5'-monophosphate	details

5. Nucleoside diphosphate kinase, mitochondrial

Gene Name:: NME4
Uniprot ID:: O00746

Reactions
Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate	details

6. Nucleoside diphosphate kinase A

Gene Name:: NME1
Uniprot ID:: P15531

Reactions
Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate	details

7. Nucleoside diphosphate kinase 7

Gene Name:: NME7
Uniprot ID:: Q9Y5B8

Reactions
Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate	details

8. Nucleoside diphosphate kinase B

Gene Name:: NME2
Uniprot ID:: P22392

Reactions
Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate	details

9. Nucleoside diphosphate kinase 3

Gene Name:: NME3
Uniprot ID:: Q13232

Reactions
Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate	details

10. Nucleoside diphosphate kinase 6

Gene Name:: NME6
Uniprot ID:: O75414

Reactions
Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate	details

11. Inosine triphosphate pyrophosphatase

Gene Name:: ITPA
Uniprot ID:: Q9BY32

Reactions
Uridine triphosphate + Water unknown Uridine 5'-monophosphate + Pyrophosphate	details

12. GTP:AMP phosphotransferase, mitochondrial

Gene Name:: AK3
Uniprot ID:: Q9UIJ7

Reactions
Uridine triphosphate + Adenosine monophosphate unknown Uridine 5'-diphosphate + ADP	details

13. Bis(5'-nucleosyl)-tetraphosphatase [asymmetrical]

Gene Name:: NUDT2
Uniprot ID:: P50583

Reactions
P1,P4-Bis(5'-uridyl) tetraphosphate + Water unknown Uridine triphosphate + Uridine 5'-monophosphate	details

14. CTP synthase 1

Gene Name:: CTPS1
Uniprot ID:: P17812

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

15. 6-phosphofructokinase type C

Gene Name:: PFKP
Uniprot ID:: Q01813

Reactions
Uridine triphosphate + D-Tagatose 6-phosphate unknown Uridine 5'-diphosphate + D-Tagatose 1,6-bisphosphate	details

16. DNA-directed RNA polymerase III subunit RPC4

Gene Name:: POLR3D
Uniprot ID:: P05423

Reactions
Uridine triphosphate + RNA unknown Pyrophosphate + RNA	details

17. DNA-directed RNA polymerase II subunit RPB2

Gene Name:: POLR2B
Uniprot ID:: P30876

Reactions
Uridine triphosphate + RNA unknown Pyrophosphate + RNA	details

18. DNA-directed RNA polymerase II subunit RPB1

Gene Name:: POLR2A
Uniprot ID:: P24928

Reactions
Uridine triphosphate + RNA unknown Pyrophosphate + RNA	details

19. DNA-directed RNA polymerase, mitochondrial

Gene Name:: POLRMT
Uniprot ID:: O00411

20. DNA-directed RNA polymerase I subunit RPA2

Gene Name:: POLR1B
Uniprot ID:: Q9H9Y6

Reactions
Uridine triphosphate + RNA unknown Pyrophosphate + RNA	details

21. DNA-directed RNA polymerase III subunit RPC7

Gene Name:: POLR3G
Uniprot ID:: O15318

Reactions
Uridine triphosphate + RNA unknown Pyrophosphate + RNA	details

22. DNA-directed RNA polymerase III subunit RPC2

Gene Name:: POLR3B
Uniprot ID:: Q9NW08

Reactions
Uridine triphosphate + RNA unknown Pyrophosphate + RNA	details

23. DNA-directed RNA polymerase I subunit RPA49

Gene Name:: POLR1E
Uniprot ID:: Q9GZS1

Reactions
Uridine triphosphate + RNA unknown Pyrophosphate + RNA	details

24. 6-phosphofructokinase, liver type

Gene Name:: PFKL
Uniprot ID:: P17858

Reactions
Uridine triphosphate + D-Tagatose 6-phosphate unknown Uridine 5'-diphosphate + D-Tagatose 1,6-bisphosphate	details

25. DNA-directed RNA polymerase III subunit RPC8

Gene Name:: POLR3H
Uniprot ID:: Q9Y535

Reactions
Uridine triphosphate + RNA unknown Pyrophosphate + RNA	details

26. DNA-directed RNA polymerase III subunit RPC10

Gene Name:: POLR3K
Uniprot ID:: Q9Y2Y1

Reactions
Uridine triphosphate + RNA unknown Pyrophosphate + RNA	details

27. 6-phosphofructokinase, muscle type

Gene Name:: PFKM
Uniprot ID:: P08237

Reactions
Uridine triphosphate + D-Tagatose 6-phosphate unknown Uridine 5'-diphosphate + D-Tagatose 1,6-bisphosphate	details

28. Pyruvate kinase isozymes M1/M2

Gene Name:: PKM
Uniprot ID:: P14618

29. Pyruvate kinase isozymes R/L

Gene Name:: PKLR
Uniprot ID:: P30613

30. UTP--glucose-1-phosphate uridylyltransferase

Gene Name:: UGP2
Uniprot ID:: Q16851

Reactions
Uridine triphosphate + Glucose 1-phosphate unknown Pyrophosphate + Uridine diphosphate glucose	details

31. UDP-N-acetylhexosamine pyrophosphorylase

Gene Name:: UAP1
Uniprot ID:: Q16222

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

32. Uridine-cytidine kinase 2

Gene Name:: UCK2
Uniprot ID:: Q9BZX2

Reactions
Uridine triphosphate + Cytidine unknown Uridine 5'-diphosphate + Cytidine monophosphate	details
Uridine triphosphate + Uridine unknown Uridine 5'-diphosphate + Uridine 5'-monophosphate	details

33. CAD protein

Gene Name:: CAD
Uniprot ID:: P27708

34. CTP synthase 2

Gene Name:: CTPS2
Uniprot ID:: Q9NRF8

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

35. Uridine-cytidine kinase-like 1

Gene Name:: UCKL1
Uniprot ID:: Q9NWZ5

Reactions
Uridine triphosphate + Cytidine unknown Uridine 5'-diphosphate + Cytidine monophosphate	details
Uridine triphosphate + Uridine unknown Uridine 5'-diphosphate + Uridine 5'-monophosphate	details

36. Ectonucleoside triphosphate diphosphohydrolase 8

Gene Name:: ENTPD8
Uniprot ID:: Q5MY95

Reactions
Uridine triphosphate + Water unknown Uridine 5'-diphosphate + Phosphoric acid	details

37. DNA-directed RNA polymerase III subunit RPC1

Gene Name:: POLR3A
Uniprot ID:: O14802

Reactions
Uridine triphosphate + RNA unknown Pyrophosphate + RNA	details

38. DNA-directed RNA polymerase I subunit RPA1

Gene Name:: POLR1A
Uniprot ID:: O95602

Reactions
Uridine triphosphate + RNA unknown Pyrophosphate + RNA	details

39. Zinc ribbon domain containing 1

Gene Name:: ZNRD1
Uniprot ID:: Q2L6J2

40. DNA-directed RNA polymerases I and III subunit RPAC2

Gene Name:: POLR1D
Uniprot ID:: Q9Y2S0

Reactions
Uridine triphosphate + RNA unknown Pyrophosphate + RNA	details

41. DNA-directed RNA polymerase

Gene Name:: DKFZp686D10173
Uniprot ID:: Q7Z3R8

42. DNA-directed RNA polymerase III subunit RPC7-like

Gene Name:: POLR3GL
Uniprot ID:: Q9BT43

Reactions
Uridine triphosphate + RNA unknown Pyrophosphate + RNA	details

43. POLR1C protein

Gene Name:: POLR1C
Uniprot ID:: Q96HT3

44. Nucleoside diphosphate kinase homolog 5

Gene Name:: NME5
Uniprot ID:: P56597

Reactions
Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate	details

45. DNA-directed RNA polymerase I subunit RPA12

Gene Name:: ZNRD1
Uniprot ID:: Q9P1U0

Reactions
Uridine triphosphate + RNA unknown Pyrophosphate + RNA	details

46. DNA-directed RNA polymerase I subunit RPA43

Gene Name:: TWISTNB
Uniprot ID:: Q3B726

Reactions
Uridine triphosphate + RNA unknown Pyrophosphate + RNA	details

47. DNA-directed RNA polymerases I, II, and III subunit RPABC1

Gene Name:: POLR2E
Uniprot ID:: P19388

Reactions
Uridine triphosphate + RNA unknown Pyrophosphate + RNA	details

48. DNA-directed RNA polymerases I, II, and III subunit RPABC2

Gene Name:: POLR2F
Uniprot ID:: P61218

Reactions
Uridine triphosphate + RNA unknown Pyrophosphate + RNA	details

49. DNA-directed RNA polymerases I, II, and III subunit RPABC3

Gene Name:: POLR2H
Uniprot ID:: P52434

Reactions
Uridine triphosphate + RNA unknown Pyrophosphate + RNA	details

50. DNA-directed RNA polymerases I, II, and III subunit RPABC4

Gene Name:: POLR2K
Uniprot ID:: P53803

Reactions
Uridine triphosphate + RNA unknown Pyrophosphate + RNA	details

Only showing the first 50 proteins. There are 65 proteins in total.

Show all enzymes and transporters