XMP

XANTHOSINE-5'-MONOPHOSPHATE

Created: 1999-07-12
Last modified:  2021-03-01

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Chemical Details

Formal Charge1
Atom Count38
Chiral Atom Count4
Bond Count40
Aromatic Bond Count5
2D diagram of XMP
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Chemical Component Summary

NameXANTHOSINE-5'-MONOPHOSPHATE
Synonyms5-MONOPHOSPHATE-9-BETA-D-RIBOFURANOSYL XANTHINE
Systematic Name (OpenEye OEToolkits)[(2R,3S,4R,5R)-5-(2,6-dioxo-3H-purin-7-ium-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate
FormulaC10 H14 N4 O9 P
Molecular Weight365.213
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=C3Nc1c([nH+]cn1C2OC(C(O)C2O)COP(=O)(O)O)C(=O)N3
SMILESCACTVS3.341O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)n2c[nH+]c3C(=O)NC(=O)Nc23
SMILESOpenEye OEToolkits1.5.0c1[nH+]c2c(n1C3C(C(C(O3)COP(=O)(O)O)O)O)NC(=O)NC2=O
Canonical SMILESCACTVS3.341 O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)n2c[nH+]c3C(=O)NC(=O)Nc23
Canonical SMILESOpenEye OEToolkits1.5.0 c1[nH+]c2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)NC(=O)NC2=O
InChIInChI1.03 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)/p+1/t3-,5-,6-,9-/m1/s1
InChIKeyInChI1.03 DCTLYFZHFGENCW-UUOKFMHZSA-O

Drug Info: DrugBank

DrugBank IDDB02309 
Name5-monophosphate-9-beta-D-ribofuranosyl xanthine
Groups experimental
Synonyms5-monophosphate-9-beta-D-ribofuranosyl xanthine

Drug Targets

NameTarget SequencePharmacological ActionActions
Bifunctional purine biosynthesis protein PURHMAPGQLALFSVSDKTGLVEFARNLTALGLNLVASGGTAKALRDAGLAVRD...unknown
Hypoxanthine-guanine phosphoribosyltransferaseMATRSPGVVISDDEPGYDLDLFCIPNHYAEDLERVFIPHGLIMDRTERLA...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682