Uridine monophosphate

Uridine monophosphate
Names
	IUPAC name [(2R,3S,4R,5R)-5-(2,4-Dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
	Other names Uridylic acid; Uridine 5'-monophosphate; 5'-Uridylic acid; Uridine 5'-phosphate; Uridine phosphate; 5'-UMP; Uridine 5'-phosphoric acid
Identifiers
CAS Number	58-97-9 ;
3D model (JSmol)	Interactive image;
ChemSpider	5808 ;
ECHA InfoCard	100.000.371
IUPHAR/BPS	5125;
MeSH	Uridine+monophosphate
PubChem CID	6030;
UNII	E2OU15WN0N ;
CompTox Dashboard (EPA)	DTXSID40861596 DTXSID20883211, DTXSID40861596 ;
	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 Key: DJJCXFVJDGTHFX-XVFCMESISA-N ; InChI=1/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 Key: DJJCXFVJDGTHFX-XVFCMESIBD;
	SMILES c1cn(c(=O)[nH]c1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O;
Properties
Chemical formula	C9H13N2O9P
Molar mass	324.182 g·mol−1
Melting point	202 °C (396 °F; 475 K) (decomposes)
Solubility in water	good, also in methanol
Acidity (pKa)	1.0, 6.4, 9.5
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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).^[2]

^ ^a ^b Lide M, Lide DR (1998). CRC Handbook of Chemistry and Physics (87 ed.). CRC Press. pp. 3–56. ISBN 978-0-8493-0594-8.
^ Voet D, Voet JG, Pratt CW (2008). Fundamentals of Biochemistry (3rd ed.). John Wiley & Sons.