Guanosine monophosphate

Guanosine monophosphate
Names
	IUPAC name 5′-Guanylic acid
	Systematic IUPAC name [(2R,3S,4R,5R)-5-(2-Amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
	Other names 5′-Guanidylic acid; E number E626;
Identifiers
CAS Number	85-32-5 ;
3D model (JSmol)	Interactive image;
Abbreviations	GMP
ChEMBL	ChEMBL604603 ;
ChemSpider	6545 ;
ECHA InfoCard	100.001.453
E number	E626 (flavour enhancer)
IUPHAR/BPS	5123;
MeSH	Guanosine+monophosphate
PubChem CID	135398631;
UNII	16597955EP ;
CompTox Dashboard (EPA)	DTXSID9044295 ;
	SMILES C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)NC(=NC2=O)N;
Properties
Chemical formula	C10H14N5O8P
Molar mass	363.223 g·mol−1
Acidity (pKa)	0.7, 2.4, 6.1, 9.4
	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

Guanosine monophosphate (GMP), also known as 5′-guanidylic acid or guanylic acid (conjugate base guanylate), is a nucleotide that is used as a monomer in RNA. It is an ester of phosphoric acid with the nucleoside guanosine. GMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase guanine; hence it is a ribonucleotide monophosphate. Guanosine monophosphate is commercially produced by microbial fermentation.^[1]

As an acyl substituent, it takes the form of the prefix guanylyl-.

Names


IUPAC name 5′-Guanylic acid
Systematic IUPAC name [(2R,3S,4R,5R)-5-(2-Amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Other names 5′-Guanidylic acid E number E626
Identifiers
CAS Number	85-32-5^Y
3D model (JSmol)	Interactive image
Abbreviations	GMP
ChEMBL	ChEMBL604603^N
ChemSpider	6545^N
ECHA InfoCard	100.001.453
E number	E626 (flavour enhancer)
IUPHAR/BPS	5123
MeSH	Guanosine+monophosphate
PubChem CID	135398631
UNII	16597955EP^Y
CompTox Dashboard (EPA)	DTXSID9044295
SMILES C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)NC(=NC2=O)N
Properties
Chemical formula	C₁₀H₁₄N₅O₈P
Molar mass	363.223 g·mol⁻¹
Acidity (pK_a)	0.7, 2.4, 6.1, 9.4
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references