myo-inositol   

GtoPdb Ligand ID: 4495

Synonyms: D-myo-inositol
Comment: PubChem CID 892 shows the non-chiral inositol structure
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 6
Rotatable bonds 0
Topological polar surface area 121.38
Molecular weight 180.06
XLogP -1.46
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES OC1C(O)C(O)C(C(C1O)O)O
Isomeric SMILES O[C@@H]1[C@H](O)[C@H](O)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4+,5-,6-
InChI Key CDAISMWEOUEBRE-GPIVLXJGSA-N
References
1. 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]
2. 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]
3. 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]