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
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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
Natural/Endogenous Targets
P2Y14 receptor
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
UDP-glucose ceramide glucosyltransferase
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
GPR17 Ligand is endogenous in the given species Hs Agonist Agonist 5.9 – 9.5 pEC50 - 1,3
pEC50 5.9 – 9.5 (EC50 1.2x10-6 – 3x10-10 M) [1,3]
Description: [35S]GTPγS binding to 1321N1 cell membranes expressing hGPR17.
P2Y14 receptor Ligand is endogenous in the given species Mm Agonist Full agonist 7.7 pEC50 - 4
pEC50 7.7 [4]
P2Y14 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 7.6 pEC50 - 4
pEC50 7.6 [4]
GPR17 Ligand is endogenous in the given species Mm Agonist Agonist 7.1 – 7.3 pEC50 - 6
pEC50 7.1 – 7.3 (EC50 8.8x10-8 – 5.5x10-8 M) [6]
P2Y14 receptor Hs Agonist Full agonist 7.1 pIC50 - 5
pIC50 7.1 [5]
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
Ligand mentioned in the following text fields