(4S,5S)-6-[(1R)-1,2-dihydroxyethyl]oxane-2,3,4,5-tetrol

• ChemBase ID: 169727
• Molecular Formular: C7H14O7
• Molecular Mass: 210.18186
• Monoisotopic Mass: 210.07395279
• SMILES: [C@@H]1([C@@H](C(C(OC1[C@@H](CO)O)O)O)O)O
• Canonical SMILES: OC[C@H](C1OC(O)C([C@H]([C@@H]1O)O)O)O
• InChI: InChI=1S/C7H14O7/c8-1-2(9)6-4(11)3(10)5(12)7(13)14-6/h2-13H,1H2/t2-,3+,4+,5?,6?,7?/m1/s1
• InChIKey: BGWQRWREUZVRGI-PISWBVFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5S)-6-[(1R)-1,2-dihydroxyethyl]oxane-2,3,4,5-tetrol
• IUPAC Traditional name: (4S,5S)-6-[(1R)-1,2-dihydroxyethyl]oxane-2,3,4,5-tetrol
• Synonyms: D-Glycero-D-mannoheptose

Database IDs

• CAS Number: 1961-73-5
• PubChem SID: 162263859
• PubChem CID: 71317125

CALCULATED PROPERTIES

• Acid pKa: 11.293628
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -3.5628748
• LogD (pH = 7.4): -3.5629296
• Log P: -3.562874
• Molar Refractivity: 41.8859 cm^3
• Polarizability: 17.671268 Å^3
• Polar Surface Area: 130.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Pale Yellow Oil

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - G598490

A component of the O-antigenic lipopolysaccharide of Salmonella typhimurium and other gram-negative bacteria. The L-Glycero-D-mannoheptose (Catalog Number G598500) is also available.

REFERENCES

• Brimacombe, J. S., and Kabir, K.M.S.: Carbohydrate Res., 152, 329-334 (1986)