ANU

2,2'-Anhydro-(1-beta-D-arabinofuranosyl)uracil

Created: 2004-12-14
Last modified:  2020-06-05

Help

Find related ligands:

Chemical Details

Formal Charge0
Atom Count26
Chiral Atom Count4
Bond Count28
Aromatic Bond Count0
2D diagram of ANU
Toggle HydrogenToggle Labels

Chemical Component Summary

Name2,2'-Anhydro-(1-beta-D-arabinofuranosyl)uracil
SynonymsAnhydrouridine; 2,2'-ANHYDROURIDINE; CYCLOURIDINE
Systematic Name (OpenEye OEToolkits)(2~{R},4~{R},5~{R},6~{S})-4-(hydroxymethyl)-5-oxidanyl-3,7-dioxa-1,9-diazatricyclo[6.4.0.0^{2,6}]dodeca-8,11-dien-10-one
FormulaC9 H10 N2 O5
Molecular Weight226.186
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESCACTVS3.385OC[CH]1O[CH]2[CH](OC3=NC(=O)C=CN23)[CH]1O
SMILESOpenEye OEToolkits2.0.6C1=CN2C3C(C(C(O3)CO)O)OC2=NC1=O
Canonical SMILESCACTVS3.385 OC[C@H]1O[C@@H]2[C@@H](OC3=NC(=O)C=CN23)[C@@H]1O
Canonical SMILESOpenEye OEToolkits2.0.6 C1=CN2[C@H]3[C@H]([C@@H]([C@H](O3)CO)O)OC2=NC1=O
InChIInChI1.03 InChI=1S/C9H10N2O5/c12-3-4-6(14)7-8(15-4)11-2-1-5(13)10-9(11)16-7/h1-2,4,6-8,12,14H,3H2/t4-,6-,7+,8-/m1/s1
InChIKeyInChI1.03 UUGITDASWNOAGG-CCXZUQQUSA-N

Drug Info: DrugBank

DrugBank IDDB04627 
NameCyclouridine
Groups experimental
Synonyms
  • O2,2'-Cyclouridine
  • 2,2'-Anhydrouridine
  • Cyclouridine
  • 2,2'-O-Cyclouridine
Categories
  • Nucleic Acids, Nucleotides, and Nucleosides
  • Nucleosides
  • Pyrimidine Nucleosides
  • Pyrimidines
  • Ribonucleosides
CAS number3736-77-4

Drug Targets

NameTarget SequencePharmacological ActionActions
Uridine phosphorylaseMSKSDVFHLGLTKNDLQGAQLAIVPGDPERVEKIAALMDKPVKLASHREF...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

Related Resource References

Resource NameReference
PubChem 806138
ChEMBL CHEMBL3251336
CCDC/CSD AHARFU, AHARFU01