You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Bovine Metabolome Database.
Showing metabocard for Uridine triphosphate (BMDB0000285)
Record Information | |||||||||||||||||||||||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Version | 1.0 | ||||||||||||||||||||||||||||||||
Creation Date | 2016-09-30 22:27:49 UTC | ||||||||||||||||||||||||||||||||
Update Date | 2020-05-21 16:29:00 UTC | ||||||||||||||||||||||||||||||||
BMDB ID | BMDB0000285 | ||||||||||||||||||||||||||||||||
Secondary Accession Numbers |
| ||||||||||||||||||||||||||||||||
Metabolite Identification | |||||||||||||||||||||||||||||||||
Common Name | Uridine triphosphate | ||||||||||||||||||||||||||||||||
Description | Uridine triphosphate, also known as 5'-UTP or H4UTP, belongs to the class of organic compounds known as pyrimidine ribonucleoside triphosphates. These are pyrimidine ribobucleotides with triphosphate group linked to the ribose moiety. Uridine triphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Uridine triphosphate exists in all living species, ranging from bacteria to humans. | ||||||||||||||||||||||||||||||||
Structure | |||||||||||||||||||||||||||||||||
Synonyms |
| ||||||||||||||||||||||||||||||||
Chemical Formula | C9H15N2O15P3 | ||||||||||||||||||||||||||||||||
Average Molecular Weight | 484.1411 | ||||||||||||||||||||||||||||||||
Monoisotopic Molecular Weight | 483.968527356 | ||||||||||||||||||||||||||||||||
IUPAC Name | Not Available | ||||||||||||||||||||||||||||||||
Traditional Name | Not Available | ||||||||||||||||||||||||||||||||
CAS Registry Number | 63-39-8 | ||||||||||||||||||||||||||||||||
SMILES | Not Available | ||||||||||||||||||||||||||||||||
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 | |||||||||||||||||||||||||||||||||
Description | belongs to the class of organic compounds known as pyrimidine ribonucleoside triphosphates. These are pyrimidine ribobucleotides with triphosphate 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 triphosphates | ||||||||||||||||||||||||||||||||
Alternative Parents |
| ||||||||||||||||||||||||||||||||
Substituents |
| ||||||||||||||||||||||||||||||||
Molecular Framework | Aromatic heteromonocyclic compounds | ||||||||||||||||||||||||||||||||
External Descriptors |
| ||||||||||||||||||||||||||||||||
Ontology | |||||||||||||||||||||||||||||||||
Status | Expected but not Quantified | ||||||||||||||||||||||||||||||||
Origin |
| ||||||||||||||||||||||||||||||||
Biofunction | Not Available | ||||||||||||||||||||||||||||||||
Application | Not Available | ||||||||||||||||||||||||||||||||
Cellular locations |
| ||||||||||||||||||||||||||||||||
Physical Properties | |||||||||||||||||||||||||||||||||
State | Solid | ||||||||||||||||||||||||||||||||
Experimental Properties |
| ||||||||||||||||||||||||||||||||
Predicted Properties | Not Available | ||||||||||||||||||||||||||||||||
Spectra | |||||||||||||||||||||||||||||||||
Spectra |
| ||||||||||||||||||||||||||||||||
Biological Properties | |||||||||||||||||||||||||||||||||
Cellular Locations |
| ||||||||||||||||||||||||||||||||
Biospecimen Locations | Not Available | ||||||||||||||||||||||||||||||||
Pathways | |||||||||||||||||||||||||||||||||
Normal Concentrations | |||||||||||||||||||||||||||||||||
Not Available | |||||||||||||||||||||||||||||||||
Abnormal Concentrations | |||||||||||||||||||||||||||||||||
Not Available | |||||||||||||||||||||||||||||||||
External Links | |||||||||||||||||||||||||||||||||
HMDB ID | HMDB0000285 | ||||||||||||||||||||||||||||||||
DrugBank ID | DB04005 | ||||||||||||||||||||||||||||||||
Phenol Explorer Compound ID | Not Available | ||||||||||||||||||||||||||||||||
FooDB ID | FDB031251 | ||||||||||||||||||||||||||||||||
KNApSAcK ID | Not Available | ||||||||||||||||||||||||||||||||
Chemspider ID | 5903 | ||||||||||||||||||||||||||||||||
KEGG Compound ID | C00075 | ||||||||||||||||||||||||||||||||
BioCyc ID | UTP | ||||||||||||||||||||||||||||||||
BiGG ID | 33760 | ||||||||||||||||||||||||||||||||
Wikipedia Link | Uridine triphosphate | ||||||||||||||||||||||||||||||||
METLIN ID | 5277 | ||||||||||||||||||||||||||||||||
PubChem Compound | 6133 | ||||||||||||||||||||||||||||||||
PDB ID | Not Available | ||||||||||||||||||||||||||||||||
ChEBI ID | 15713 | ||||||||||||||||||||||||||||||||
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 | Not Available |
Enzymes
- General function:
- Nucleotide transport and metabolism
- Specific function:
- Major role in the synthesis of nucleoside triphosphates other than ATP. The ATP gamma phosphate is transferred to the NDP beta phosphate via a ping-pong mechanism, using a phosphorylated active-site intermediate (By similarity).
- Gene Name:
- NME7
- Uniprot ID:
- Q5E9Y9
- Molecular weight:
- 42599.0
Reactions
Uridine triphosphate + ADP → Uridine 5'-diphosphate + Adenosine triphosphate | details |
- General function:
- Nucleotide transport and metabolism
- Specific function:
- Major role in the synthesis of nucleoside triphosphates other than ATP. The ATP gamma phosphate is transferred to the NDP beta phosphate via a ping-pong mechanism, using a phosphorylated active-site intermediate (By similarity). Negatively regulates Rho activity by interacting with AKAP13/LBC. Acts as a transcriptional activator of the MYC gene; binds DNA non-specifically. Binds to both single-stranded guanine- and cytosine-rich strands within the nuclease hypersensitive element (NHE) III(1) region of the MYC gene promoter. Does not bind to duplex NHE III(1). Has G-quadruplex (G4) DNA-binding activity, which is independent of its nucleotide-binding and kinase activity. Binds both folded and unfolded G4 with similar low nanomolar affinities. Stabilizes folded G4s regardless of whether they are prefolded or not (By similarity). Exhibits histidine protein kinase activity (PubMed:12486123).
- Gene Name:
- NME2
- Uniprot ID:
- Q3T0Q4
- Molecular weight:
- 17316.0
Reactions
Adenosine triphosphate + Uridine 5'-diphosphate → ADP + Uridine triphosphate | details |
- General function:
- Nucleotide transport and metabolism
- Specific function:
- Pyrophosphatase that hydrolyzes the non-canonical purine nucleotides inosine triphosphate (ITP), deoxyinosine triphosphate (dITP) as well as 2'-deoxy-N-6-hydroxylaminopurine triposphate (dHAPTP) and xanthosine 5'-triphosphate (XTP) to their respective monophosphate derivatives. The enzyme does not distinguish between the deoxy- and ribose forms. Probably excludes non-canonical purines from RNA and DNA precursor pools, thus preventing their incorporation into RNA and DNA and avoiding chromosomal lesions.
- Gene Name:
- ITPA
- Uniprot ID:
- Q2KIC5
- Molecular weight:
- 23061.0
Reactions
Uridine triphosphate + Water → Uridine 5'-monophosphate + Pyrophosphate | details |
- General function:
- Nucleotide transport and metabolism
- Specific function:
- Involved in maintaining the homeostasis of cellular nucleotides by catalyzing the interconversion of nucleoside phosphates. Has GTP:AMP phosphotransferase and ITP:AMP phosphotransferase activities.
- Gene Name:
- AK3
- Uniprot ID:
- P08760
- Molecular weight:
- 25671.0
Reactions
Uridine 5'-diphosphate + ADP → Uridine triphosphate + 3'-AMP | details |
- General function:
- Involved in UTP:glucose-1-phosphate uridylyltransferase
- Specific function:
- Plays a central role as a glucosyl donor in cellular metabolic pathways.
- Gene Name:
- UGP2
- Uniprot ID:
- Q07130
- Molecular weight:
- 56903.0
Reactions
Glucose 1-phosphate + Uridine triphosphate → Uridine diphosphate glucose + Pyrophosphate | details |
Uridine diphosphate glucose + Pyrophosphate → Glucose 1-phosphate + Uridine triphosphate | details |
- General function:
- Nucleotide transport and metabolism
- Specific function:
- Catalyzes the ATP-dependent amination of UTP to CTP with either L-glutamine or ammonia as the source of nitrogen. Constitutes the rate-limiting enzyme in the synthesis of cytosine nucleotides (By similarity).
- Gene Name:
- CTPS2
- Uniprot ID:
- Q1RMS2
- Molecular weight:
- 65481.0
Reactions
Uridine triphosphate + Adenosine triphosphate → Cytidine triphosphate + ADP + Hydrogen phosphate + dCTP | details |