D-fructose   Click here for help

GtoPdb Ligand ID: 4654

PDB Ligand
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 5
Rotatable bonds 5
Topological polar surface area 118.22
Molecular weight 180.06
XLogP -3.84
No. Lipinski's rules broken 0
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Canonical SMILES OCC(C(C(C(=O)CO)O)O)O
Isomeric SMILES OC[C@H]([C@H]([C@@H](C(=O)CO)O)O)O
InChI InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5-,6-/m1/s1
1. Burant CF, Takeda J, Brot-Laroche E, Bell GI, Davidson NO. (1992)
Fructose transporter in human spermatozoa and small intestine is GLUT5.
J Biol Chem, 267 (21): 14523-6. [PMID:1634504]
2. Caulfield MJ, Munroe PB, O'Neill D, Witkowska K, Charchar FJ, Doblado M, Evans S, Eyheramendy S, Onipinla A, Howard P et al.. (2008)
SLC2A9 is a high-capacity urate transporter in humans.
PLoS Med, 5 (10): e197. [PMID:18842065]
3. Cheeseman C. (2008)
GLUT7: a new intestinal facilitated hexose transporter.
Am J Physiol Endocrinol Metab, 295 (2): E238-41. [PMID:18477702]
4. Manolescu AR, Augustin R, Moley K, Cheeseman C. (2007)
A highly conserved hydrophobic motif in the exofacial vestibule of fructose transporting SLC2A proteins acts as a critical determinant of their substrate selectivity.
Mol Membr Biol, 24 (5-6): 455-63. [PMID:17710649]