(1S,2r,4R)-cyclohexane-1,2,3,4,5,6-hexol

• ChemBase ID: 171652
• Molecular Formular: C6H12O6
• Molecular Mass: 180.15588
• Monoisotopic Mass: 180.0633881
• SMILES: C1([C@@H]([C@H](C([C@@H](C1O)O)O)O)O)O
• Canonical SMILES: OC1C(O)[C@@H](O)C([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?/m0/s1
• InChIKey: CDAISMWEOUEBRE-USERAROBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2r,4R)-cyclohexane-1,2,3,4,5,6-hexol
• IUPAC Traditional name: (1S,2r,4R)-cyclohexane-1,2,3,4,5,6-hexol
• Synonyms: epi-Cyclohexanehexol; epi-Inositol

Database IDs

• CAS Number: 488-58-4
• PubChem SID: 164227562
• PubChem CID: 892

CALCULATED PROPERTIES

• Acid pKa: 12.285498
• H Acceptors: 6
• H Donor: 6
• LogD (pH = 5.5): -3.7820098
• LogD (pH = 7.4): -3.7820153
• Log P: -3.7820096
• Molar Refractivity: 35.775 cm^3
• Polarizability: 15.092376 Å^3
• Polar Surface Area: 121.38 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - I666030

epi-Inositol is a stereoisomer of Inositol (I666000). Studies show that epi-inositol effectively prevented lithium-pilocarpine seizures following chronic lithium.

REFERENCES

• Patishi, Y. et al.: Biol. Psych., 39, 829 (1996)
• Richards, M.H. et al.: J. Neural Trans., 103, 1281 (1996)