(2S,3R,4S,5S)-2-methoxyoxane-3,4,5-triol

• ChemBase ID: 107898
• Molecular Formular: C6H12O5
• Molecular Mass: 164.15648
• Monoisotopic Mass: 164.06847348
• SMILES: O[C@@H]1[C@@H](O)[C@@H](O)CO[C@@H]1OC
• Canonical SMILES: CO[C@H]1OC[C@@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C6H12O5/c1-10-6-5(9)4(8)3(7)2-11-6/h3-9H,2H2,1H3/t3-,4-,5+,6-/m0/s1
• InChIKey: ZBDGHWFPLXXWRD-AZGQCCRYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S)-2-methoxyoxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4S,5S)-2-methoxyoxane-3,4,5-triol
• Synonyms: METHYL-β-L-ARABINOPYRANOSIDE; β-L-Arabinopyranoside Methyl Ether; NSC 25272; Methyl β-L-Arabinopyranoside

Database IDs

• CAS Number: 1825-00-9; 3795-69-5
• PubChem SID: 162090126
• PubChem CID: 102169

CALCULATED PROPERTIES

• Acid pKa: 12.24718
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.6590779
• LogD (pH = 7.4): -1.659084
• Log P: -1.6590778
• Molar Refractivity: 34.7121 cm^3
• Polarizability: 14.50232 Å^3
• Polar Surface Area: 79.15 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethylformamide; DMSO; Methanol
• Apperance: White Solid

DETAILS

MP Biomedicals - 05205393

MP Biomedicals Rare Chemical collection

Toronto Research Chemicals - M288260

Used in the total synthesis of Patulin (P206500).

REFERENCES

• Ahmed, H., et al.: J. Biol. Chem., 264, 9365 (1989)