Xanthosine monophosphate

Xanthosine monophosphate (xanthylate) is an intermediate in purine metabolism.^[1] It is a ribonucleoside monophosphate. It is formed from IMP via the action of IMP dehydrogenase, and it forms GMP via the action of GMP synthase. Also, XMP can be released from XTP by enzyme deoxyribonucleoside triphosphate pyrophosphohydrolase containing (d)XTPase activity.^[2]

Quick facts Names, Identifiers ...

Xanthosine monophosphate

Names
IUPAC name 5'-xanthylic acid
Other names xanthine ribotide, XMP
Identifiers
CAS Number	523-98-8 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:15652 N
ChemSpider	66054 N
KEGG	C00655 N
MeSH	Xanthosine+monophosphate
PubChem CID	122280
UNII	Y29K672ETF Y
CompTox Dashboard (EPA)	DTXSID20966674
InChI InChI=1S/C10H13N4O9P/c15-5-3(1-22-24(19,20)21)23-9(6(5)16)14-2-11-4-7(14)12-10(18)13-8(4)17/h2-3,5-6,9,15-16H,1H2,(H2,19,20,21)(H2,12,13,17,18)/t3-,5-,6-,9-/m1/s1 N Key: DCTLYFZHFGENCW-UUOKFMHZSA-N N InChI=1/C10H13N4O9P/c15-5-3(1-22-24(19,20)21)23-9(6(5)16)14-2-11-4-7(14)12-10(18)13-8(4)17/h2-3,5-6,9,15-16H,1H2,(H2,19,20,21)(H2,12,13,17,18)/t3-,5-,6-,9-/m1/s1 Key: DCTLYFZHFGENCW-UUOKFMHZBH
SMILES C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)NC(=O)NC2=O
Properties
Chemical formula	C10H13N4O9P
Molar mass	364.206 g/mol
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

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It is abbreviated XMP.^[3]