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

• ChemBase ID: 154381
• Molecular Formular: C6H14O6
• Molecular Mass: 182.17176
• Monoisotopic Mass: 182.07903817
• SMILES: C([C@@H]([C@H]([C@@H]([C@H](CO)O)O)O)O)O
• Canonical SMILES: OC[C@@H]([C@H]([C@@H]([C@H](CO)O)O)O)O
• InChI: InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4-,5+,6+/m0/s1
• InChIKey: FBPFZTCFMRRESA-UNTFVMJOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol
• IUPAC Traditional name: L-iditol
• Synonyms: L-Iditol; L-Iditol

Database IDs

• CAS Number: 488-45-9
• MDL Number: MFCD00064289
• PubChem SID: 162248520
• PubChem CID: 5460044

CALCULATED PROPERTIES

• Acid pKa: 12.585201
• H Acceptors: 6
• H Donor: 6
• LogD (pH = 5.5): -3.7300189
• LogD (pH = 7.4): -3.7300217
• Log P: -3.7300189
• Molar Refractivity: 38.4036 cm^3
• Polarizability: 15.776147 Å^3
• Polar Surface Area: 121.38 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 70-72°C; 78-80 °C(lit.)

Safety Information

• Storage Condition: -20°C Freezer
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98%
• Empirical Formula (Hill Notation): C6H14O6

DETAILS

Sigma Aldrich - I6035

General description
A rare sugar alcohol (polyol).

Toronto Research Chemicals - I175000

Occurs naturally along with D-Glucitol in plants, including in the berry of mountain ash (Sorbus aucuparia). Allitol, D-talitol and L-iditol are sugar alcohols that are rare in nature.

REFERENCES

• Hough, L., et al.: Phytochemistry, 5, 171 (1966)
• George, D., et al.: J. Ethanopharmacol., 37, 151 (1966)
• Izumori, K., et al.: J. Biotechnol., 124, 717 (1966)