UDP N-acetyl-glucosamine   

GtoPdb Ligand ID: 1779

Synonyms: UDP-acetylglucosamine | UPPAG | uridine diphosphate N-acetylglucosamine
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 18
Hydrogen bond donors 9
Rotatable bonds 11
Topological polar surface area 325.48
Molecular weight 607.08
XLogP -5.21
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES OCC1OC(OP(=O)(OP(=O)(OCC2OC(C(C2O)O)n2ccc(=O)[nH]c2=O)O)O)C(C(C1O)O)NC(=O)C
Isomeric SMILES OC[C@H]1O[C@H](OP(=O)(OP(=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2ccc(=O)[nH]c2=O)O)O)[C@@H]([C@H]([C@@H]1O)O)NC(=O)C
InChI InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/t7-,8-,10-,11-,12-,13-,14-,15-,16-/m1/s1
InChI Key LFTYTUAZOPRMMI-CFRASDGPSA-N
Classification
Compound class Metabolite or derivative
IUPAC Name
[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] hydrogen phosphate
Synonyms
UDP-acetylglucosamine | UPPAG | uridine diphosphate N-acetylglucosamine
Database Links
CAS Registry No. 528-04-1 (source: Scifinder)
ChEBI CHEBI:16264
GtoPdb PubChem SID 135651588
PubChem CID 445675
RCSB PDB Ligand UD1
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Wikipedia Uridine diphosphate N-acetylglucosamine