CHEBI:16695 - uridine 5'-monophosphate

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ChEBI Name uridine 5'-monophosphate
ChEBI ID CHEBI:16695
Definition A pyrimidine ribonucleoside 5'-monophosphate having uracil as the nucleobase.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:46381, CHEBI:47721, CHEBI:46362, CHEBI:46382, CHEBI:46385, CHEBI:13509, CHEBI:9849, CHEBI:27231, CHEBI:13508
Supplier Information ChemicalBook:CB1271654, ZINC000002123545
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Uridine monophosphate (UMP), also known as 5′-uridylic acid (conjugate base uridylate), is a nucleotide that is used as a monomer in RNA. It is an ester of phosphoric acid with the nucleoside uridine. UMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase uracil; hence, it is a ribonucleotide monophosphate. As a substituent or radical its name takes the form of the prefix uridylyl-. The deoxy form is abbreviated dUMP. Covalent attachment of UMP (e.g., to a protein such as adenylyltransferase) is called uridylylation (or sometimes uridylation).
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Formula C9H13N2O9P
Net Charge 0
Average Mass 324.18136
Monoisotopic Mass 324.03587
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
InChIKey DJJCXFVJDGTHFX-XVFCMESISA-N
SMILES O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing uridine 5'-monophosphate (CHEBI:16695) has role Escherichia coli metabolite (CHEBI:76971)
uridine 5'-monophosphate (CHEBI:16695) has role human metabolite (CHEBI:77746)
uridine 5'-monophosphate (CHEBI:16695) has role mouse metabolite (CHEBI:75771)
uridine 5'-monophosphate (CHEBI:16695) is a pyrimidine ribonucleoside 5'-monophosphate (CHEBI:39457)
uridine 5'-monophosphate (CHEBI:16695) is a uridine 5'-phosphate (CHEBI:27232)
uridine 5'-monophosphate (CHEBI:16695) is conjugate acid of uridine 5'-monophosphate(2−) (CHEBI:57865)
Incoming 2'-O-methyluridine 5'-monophosphate (CHEBI:44642) has functional parent uridine 5'-monophosphate (CHEBI:16695)
5,6-dihydrouridine 5'-monophosphate (CHEBI:74673) has functional parent uridine 5'-monophosphate (CHEBI:16695)
5-(2-methoxy-2-oxoethyl)uridine 5'-monophosphate (CHEBI:75650) has functional parent uridine 5'-monophosphate (CHEBI:16695)
5-aminomethyl-2-thiouridine 5'-monophosphate (CHEBI:74678) has functional parent uridine 5'-monophosphate (CHEBI:16695)
5-bromouridine 5'-monophosphate (CHEBI:47131) has functional parent uridine 5'-monophosphate (CHEBI:16695)
5-carboxymethylaminomethyl-2'-O-methyluridine 5'-monophosphate (CHEBI:74785) has functional parent uridine 5'-monophosphate (CHEBI:16695)
5-carboxymethylaminomethyluridine 5'-monophosphate (CHEBI:74782) has functional parent uridine 5'-monophosphate (CHEBI:16695)
5-fluorouridine 5'-monophosphate (CHEBI:40101) has functional parent uridine 5'-monophosphate (CHEBI:16695)
5-methylaminomethyl-2-thiouridine 5'-monophosphate (CHEBI:74680) has functional parent uridine 5'-monophosphate (CHEBI:16695)
6-oxouridine 5'-phosphate (CHEBI:41150) has functional parent uridine 5'-monophosphate (CHEBI:16695)
N3-methyluridine 5'-monophosphate (CHEBI:74773) has functional parent uridine 5'-monophosphate (CHEBI:16695)
O4'-(5'-uridylyl)-L-tyrosine (CHEBI:21989) has functional parent uridine 5'-monophosphate (CHEBI:16695)
ddhUMP (CHEBI:156340) has functional parent uridine 5'-monophosphate (CHEBI:16695)
sofosbuvir (CHEBI:85083) has functional parent uridine 5'-monophosphate (CHEBI:16695)
uracil octosyl acid 5'-phosphate (CHEBI:133866) has functional parent uridine 5'-monophosphate (CHEBI:16695)
uridine 5'-monophosphate(2−) (CHEBI:57865) is conjugate base of uridine 5'-monophosphate (CHEBI:16695)
UMP 3'-end residue (CHEBI:53120) is substituent group from uridine 5'-monophosphate (CHEBI:16695)
UMP 5'-end residue (CHEBI:53105) is substituent group from uridine 5'-monophosphate (CHEBI:16695)
uridine 5'-monophosphate residue (CHEBI:46470) is substituent group from uridine 5'-monophosphate (CHEBI:16695)
IUPAC Name
5'-uridylic acid
Synonyms Sources
5'-UMP ChemIDplus
5'Uridylic acid KEGG COMPOUND
pU CBN
pU ChEBI
UMP KEGG COMPOUND
uridine 5'-(dihydrogen phosphate) ChemIDplus
Uridine 5'-monophosphate KEGG COMPOUND
uridine 5'-phosphate ChemIDplus
uridine 5'-phosphoric acid ChemIDplus
Uridine monophosphate KEGG COMPOUND
URIDINE-5'-MONOPHOSPHATE PDBeChem
uridylate ChEBI
Uridylic acid KEGG COMPOUND
Manual Xrefs Databases
C00007311 KNApSAcK
C00105 KEGG COMPOUND
DB03685 DrugBank
HMDB0000288 HMDB
U5PrF10 PDBeChem
UMP MetaCyc
UrF10 PDBeChem
Uridine_monophosphate Wikipedia
View more database links
Registry Numbers Types Sources
310455 Gmelin Registry Number Gmelin
47486 Reaxys Registry Number Reaxys
58-97-9 CAS Registry Number ChemIDplus
Citations
Bordbar A, Mo ML, Nakayasu ES, Schrimpe-Rutledge AC, Kim YM, Metz TO, Jones MB, Frank BC, Smith RD, Peterson SN, Hyduke DR, Adkins JN, Palsson BO (2012)
Model-driven multi-omic data analysis elucidates metabolic immunomodulators of macrophage activation.
Molecular systems biology 8, 558 [PubMed:22735334]
[show Abstract]
Munns TW, Freeman SK (1989)
Antibody-nucleic acid complexes. Oligo(dG)n and -(dT)n specificities associated with anti-DNA antibodies from autoimmune MRL mice.
Biochemistry 28, 10048-10054 [PubMed:2559771]
[show Abstract]
Last Modified
05 December 2017