(4S,5S)-oxane-2,3,4,5-tetrol

• ChemBase ID: 160782
• Molecular Formular: C5H10O5
• Molecular Mass: 150.1299
• Monoisotopic Mass: 150.05282342
• SMILES: [C@H]1([C@@H](C(C(OC1)O)O)O)O
• Canonical SMILES: O[C@H]1COC(C([C@H]1O)O)O
• InChI: InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3-,4?,5?/m0/s1
• InChIKey: SRBFZHDQGSBBOR-VVZXFQNISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5S)-oxane-2,3,4,5-tetrol
• IUPAC Traditional name: (4S,5S)-oxane-2,3,4,5-tetrol
• Synonyms: L-Arabinopyranose; Pectinose; L-Arabinose

Database IDs

• CAS Number: 87-72-9
• PubChem SID: 162254917
• PubChem CID: 25245970

CALCULATED PROPERTIES

• Acid pKa: 11.310624
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.3022048
• LogD (pH = 7.4): -2.3022575
• Log P: -2.3022044
• Molar Refractivity: 29.9609 cm^3
• Polarizability: 12.6405 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 143-151°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A764180

A base component of hemicellulose and pectin, critical biopolymers.

REFERENCES

• Alcaro, S., et al.: Bioorg. Med. Chem., 12, 1781 (2004)