D-glucose   Click here for help

GtoPdb Ligand ID: 4536

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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 5
Rotatable bonds 1
Topological polar surface area 110.38
Molecular weight 180.06
XLogP -1.7
No. Lipinski's rules broken 0
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Isomeric SMILES OC[C@H]1OC(O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,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. Cheeseman C. (2008)
GLUT7: a new intestinal facilitated hexose transporter.
Am J Physiol Endocrinol Metab, 295 (2): E238-41. [PMID:18477702]
3. Coady MJ, Wallendorff B, Gagnon DG, Lapointe JY. (2002)
Identification of a novel Na+/myo-inositol cotransporter.
J Biol Chem, 277 (38): 35219-24. [PMID:12133831]
4. Doege H, Bocianski A, Scheepers A, Axer H, Eckel J, Joost HG, Schürmann A. (2001)
Characterization of human glucose transporter (GLUT) 11 (encoded by SLC2A11), a novel sugar-transport facilitator specifically expressed in heart and skeletal muscle.
Biochem J, 359 (Pt 2): 443-9. [PMID:11583593]
5. Hager K, Hazama A, Kwon HM, Loo DD, Handler JS, Wright EM. (1995)
Kinetics and specificity of the renal Na+/myo-inositol cotransporter expressed in Xenopus oocytes.
J Membr Biol, 143 (2): 103-13. [PMID:7537337]
6. Ibberson M, Uldry M, Thorens B. (2000)
GLUTX1, a novel mammalian glucose transporter expressed in the central nervous system and insulin-sensitive tissues.
J Biol Chem, 275 (7): 4607-12. [PMID:10671487]
7. Lee YC, Huang HY, Chang CJ, Cheng CH, Chen YT. (2010)
Mitochondrial GLUT10 facilitates dehydroascorbic acid import and protects cells against oxidative stress: mechanistic insight into arterial tortuosity syndrome.
Hum Mol Genet, 19 (19): 3721-33. [PMID:20639396]
8. Rogers S, Chandler JD, Clarke AL, Petrou S, Best JD. (2003)
Glucose transporter GLUT12-functional characterization in Xenopus laevis oocytes.
Biochem Biophys Res Commun, 308 (3): 422-6. [PMID:12914765]
9. Uldry M, Ibberson M, Hosokawa M, Thorens B. (2002)
GLUT2 is a high affinity glucosamine transporter.
FEBS Lett, 524 (1-3): 199-203. [PMID:12135767]
10. Voss AA, Díez-Sampedro A, Hirayama BA, Loo DD, Wright EM. (2007)
Imino sugars are potent agonists of the human glucose sensor SGLT3.
Mol Pharmacol, 71 (2): 628-34. [PMID:17110502]