UDP-glucuronic acid   Click here for help

GtoPdb Ligand ID: 1784

Synonyms: UDP glucuronic acid | UDP-glucuronate | UDPGA | uridine diphosphate glucuronic acid
PDB Ligand
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 18
Hydrogen bond donors 9
Rotatable bonds 9
Topological polar surface area 333.68
Molecular weight 580.03
XLogP -5.26
No. Lipinski's rules broken 2
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Canonical SMILES OC1C(COP(=O)(OP(=O)(OC2OC(C(=O)O)C(C(C2O)O)O)O)O)OC(C1O)n1ccc(=O)[nH]c1=O
Isomeric SMILES O[C@@H]1[C@@H](COP(=O)(OP(=O)(O[C@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)O)O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O
InChI InChI=1S/C15H22N2O18P2/c18-5-1-2-17(15(26)16-5)12-9(22)6(19)4(32-12)3-31-36(27,28)35-37(29,30)34-14-10(23)7(20)8(21)11(33-14)13(24)25/h1-2,4,6-12,14,19-23H,3H2,(H,24,25)(H,27,28)(H,29,30)(H,16,18,26)/t4-,6-,7+,8+,9-,10-,11+,12-,14-/m1/s1
1. Freeman K, Tsui P, Moore D, Emson PC, Vawter L, Naheed S, Lane P, Bawagan H, Herrity N, Murphy K et al.. (2001)
Cloning, pharmacology, and tissue distribution of G-protein-coupled receptor GPR105 (KIAA0001) rodent orthologs.
Genomics, 78 (3): 124-8. [PMID:11735218]
2. Fricks IP, Carter RL, Lazarowski ER, Harden TK. (2009)
Gi-dependent cell signaling responses of the human P2Y14 receptor in model cell systems.
J Pharmacol Exp Ther, 330 (1): 162-8. [PMID:19339661]
3. Muraoka M, Kawakita M, Ishida N. (2001)
Molecular characterization of human UDP-glucuronic acid/UDP-N-acetylgalactosamine transporter, a novel nucleotide sugar transporter with dual substrate specificity.
FEBS Lett, 495 (1-2): 87-93. [PMID:11322953]