UDP-glucose   Click here for help

GtoPdb Ligand ID: 1783

Synonyms: uridine diphosphate glucose
PDB Ligand
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 17
Hydrogen bond donors 9
Rotatable bonds 9
Topological polar surface area 316.61
Molecular weight 566.06
XLogP -5.42
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES OCC1OC(OP(=O)(OP(=O)(OCC2OC(C(C2O)O)n2ccc(=O)[nH]c2=O)O)O)C(C(C1O)O)O
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)O
InChI InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1
InChI Key HSCJRCZFDFQWRP-JZMIEXBBSA-N
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] hydrogen phosphate
Synonyms Click here for help
uridine diphosphate glucose
Database Links Click here for help
BindingDB Ligand 50209659
CAS Registry No. 133-89-1 (source: Scifinder)
ChEBI CHEBI:52249
ChEMBL Ligand CHEMBL375951
GtoPdb PubChem SID 135651586
PubChem CID 8629
RCSB PDB Ligand UPG, GUD
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Wikipedia Uridine_diphosphate_glucose