(1R,2R,3S,4S,5R,6S)-6-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol

• ChemBase ID: 155677
• Molecular Formular: C12H22O11
• Molecular Mass: 342.29648
• Monoisotopic Mass: 342.11621152
• SMILES: C([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]1[C@@H]([C@@H]([C@H]([C@@H]([C@H]1O)O)O)O)O)O)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2[C@H](O)[C@H](O)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C12H22O11/c13-1-2-3(14)4(15)10(21)12(22-2)23-11-8(19)6(17)5(16)7(18)9(11)20/h2-21H,1H2/t2-,3+,4+,5-,6-,7+,8-,9-,10-,11-,12+/m1/s1
• InChIKey: VCWMRQDBPZKXKG-KVGDRLIKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,3S,4S,5R,6S)-6-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol
• IUPAC Traditional name: (1R,2R,3S,4S,5R,6S)-6-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol
• Synonyms: myo-Inositol-β-D-galactoside

Database IDs

• MDL Number: MFCD03452938
• PubChem SID: 162249815
• PubChem CID: 11382278

CALCULATED PROPERTIES

• Acid pKa: 11.977981
• H Acceptors: 11
• H Donor: 9
• LogD (pH = 5.5): -5.5528455
• LogD (pH = 7.4): -5.552857
• Log P: -5.5528455
• Molar Refractivity: 68.1883 cm^3
• Polarizability: 28.905994 Å^3
• Polar Surface Area: 200.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 20/22
• Safety Statements: 36/37/39-45-7/9
• Storage Temperature: -20°C

Product Information

• Shipped in: wet ice
• Empirical Formula (Hill Notation): C12H22O11

DETAILS

Sigma Aldrich - I1781

Biochem/physiol Actions
Can be used to deliver myo-inositol to lacZ transfected cells.