2,5-Diamino-6-hydroxy-4-(5-phosphoribosylamino)pyrimidine

2,5-Diamino-6-hydroxy-4-(5-phosphoribosylamino)pyrimidine
Names
	IUPAC name (1R)-1,4-Anhydro-1-[(2,5-diamino-6-oxo-1,6-dihydropyrimidin-4-yl)amino]-D-ribitol 5-(dihydrogen phosphate)
	Systematic IUPAC name {(2R,3S,4R,5R)-5-[(2,5-Diamino-6-oxo-1,6-dihydropyrimidin-4-yl)amino]-3,4-dihydroxyoxolan-2-yl}methyl dihydrogen phosphate
	Other names 2,5-Diamino-6-ribofuranosylamino-4(3H)-pyrimidinone monophosphate; N-(2,5-Diamino-6-hydroxypyrimidin-4-yl)-5-O-phosphono-β-D-ribofuranosylamine
Identifiers
CAS Number	73477-63-1 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:29114; tautomer: CHEBI:59546;
ChemSpider	388579;
KEGG	C01304;
PubChem CID	135398601;
CompTox Dashboard (EPA)	DTXSID601146968 ;
	InChI InChI=1S/C9H16N5O8P/c10-3-6(13-9(11)14-7(3)17)12-8-5(16)4(15)2(22-8)1-21-23(18,19)20/h2,4-5,8,15-16H,1,10H2,(H2,18,19,20)(H4,11,12,13,14,17)/t2-,4-,5-,8-/m1/s1 Key: OCLCLRXKNJCOJD-UMMCILCDSA-N; InChI=1/C9H16N5O8P/c10-3-6(13-9(11)14-7(3)17)12-8-5(16)4(15)2(22-8)1-21-23(18,19)20/h2,4-5,8,15-16H,1,10H2,(H2,18,19,20)(H4,11,12,13,14,17)/t2-,4-,5-,8-/m1/s1 Key: OCLCLRXKNJCOJD-UMMCILCDBC;
	SMILES C([C@@H]1[C@H]([C@H]([C@@H](O1)NC2=C(C(=O)N=C(N2)N)N)O)O)OP(=O)(O)O;
Properties
Chemical formula	C9H16N5O8P
Molar mass	353.23 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

2,5-diamino-6-hydroxy-4-(5-phosphoribosylamino)pyrimidine is a metabolite in the purine metabolism, formed by the hydrolysis of GTP by GTP cyclohydrolase II. Alternatively two separate enzymes can carry out this reaction, initially GTP cyclohydrolase IIa hydrolyses the 8,9 bond to form 2-Amino-5-formylamino-6-(5-phospho-D-ribosylamino)pyrimidin-4(3H)-one, followed by de-formylation by 2-amino-5-formylamino-6-ribosylaminopyrimidin-4(3H)-one 5'-monophosphate deformylase. 2,5-diamino-6-hydroxy-4-(5-phosphoribosylamino)pyrimidine is deaminated by Diaminohydroxyphosphoribosylaminopyrimidine deaminase to form 5-amino-6-(5-phosphoribosylamino)uracil.