(1'R,2'R,3'R,7'R,8'R,9'S)-dispiro[cyclohexane-1,5'-[4,6,10,12]tetraoxatricyclo[7.3.0.03,7]dodecane-11',1''-cyclohexane]-2',8'-diol

• ChemBase ID: 162256
• Molecular Formular: C18H28O6
• Molecular Mass: 340.41132
• Monoisotopic Mass: 340.18858862
• SMILES: [C@@H]12[C@@H]([C@H]([C@@H]3[C@@H]([C@@H]1O)OC1(O3)CCCCC1)O)OC1(O2)CCCCC1
• Canonical SMILES: O[C@@H]1[C@@H]2OC3(O[C@@H]2[C@H]([C@@H]2[C@@H]1OC1(O2)CCCCC1)O)CCCCC3
• InChI: InChI=1S/C18H28O6/c19-11-13-14(22-17(21-13)7-3-1-4-8-17)12(20)16-15(11)23-18(24-16)9-5-2-6-10-18/h11-16,19-20H,1-10H2/t11-,12-,13-,14+,15-,16-/m1/s1
• InChIKey: LJLFYCLESOMKAW-YTQIUSBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1'R,2'R,3'R,7'R,8'R,9'S)-dispiro[cyclohexane-1,5'-[4,6,10,12]tetraoxatricyclo[7.3.0.0^3,^7]dodecane-11',1''-cyclohexane]-2',8'-diol
• IUPAC Traditional name: (1'R,2'R,3'R,7'R,8'R,9'S)-dispiro[cyclohexane-1,5'-[4,6,10,12]tetraoxatricyclo[7.3.0.0^3,^7]dodecane-11',1''-cyclohexane]-2',8'-diol
• Synonyms: 1,2:4,5-Di-O-cyclohexylidene-D-myo-inositol; 1,2:4,5-Biscyclohexylidene D-myo-Inositol

Database IDs

• CAS Number: 55123-26-7
• PubChem SID: 162256391
• PubChem CID: 10860754

CALCULATED PROPERTIES

• Acid pKa: 12.729139
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.1320176
• LogD (pH = 7.4): 2.1320155
• Log P: 2.1320176
• Molar Refractivity: 83.6618 cm^3
• Polarizability: 34.338818 Å^3
• Polar Surface Area: 77.38 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B423255

Intermediate in the synthesis of phosphonate derivatives of myo-inositol for use in biochemical studies of inositol-binding proteins.

REFERENCES

• Fauroux, C., et al.: J. Med. Chem., 45, 1363 (2002)