UDP-galactose   Click here for help

GtoPdb Ligand ID: 1782

Synonyms: uridine diphosphate galactose
PDB Ligand
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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-ABVWGUQPSA-N
References
1. Benned-Jensen T, Rosenkilde MM. (2010)
Distinct expression and ligand-binding profiles of two constitutively active GPR17 splice variants.
Br J Pharmacol, 159 (5): 1092-105. [PMID:20148890]
2. Ciana P, Fumagalli M, Trincavelli ML, Verderio C, Rosa P, Lecca D, Ferrario S, Parravicini C, Capra V, Gelosa P, Guerrini U, Belcredito S, Cimino M, Sironi L, Tremoli E, Rovati GE, Martini C, Abbracchio MP. (2006)
The orphan receptor GPR17 identified as a new dual uracil nucleotides/cysteinyl-leukotrienes receptor.
EMBO J, 25 (19): 4615-27. [PMID:16990797]
3. 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]
4. 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]
5. Ishida N, Miura N, Yoshioka S, Kawakita M. (1996)
Molecular cloning and characterization of a novel isoform of the human UDP-galactose transporter, and of related complementary DNAs belonging to the nucleotide-sugar transporter gene family.
J Biochem, 120 (6): 1074-8. [PMID:9010752]
6. Lecca D, Trincavelli ML, Gelosa P, Sironi L, Ciana P, Fumagalli M, Villa G, Verderio C, Grumelli C, Guerrini U, Tremoli E, Rosa P, Cuboni S, Martini C, Buffo A, Cimino M, Abbracchio MP. (2008)
The recently identified P2Y-like receptor GPR17 is a sensor of brain damage and a new target for brain repair.
PLoS ONE, 3 (10): e3579. [PMID:18974869]
7. Miura N, Ishida N, Hoshino M, Yamauchi M, Hara T, Ayusawa D, Kawakita M. (1996)
Human UDP-galactose translocator: molecular cloning of a complementary DNA that complements the genetic defect of a mutant cell line deficient in UDP-galactose translocator.
J Biochem, 120 (2): 236-41. [PMID:8889805]