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

• ChemBase ID: 169728
• 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?/m0/s1
• InChIKey: BGWQRWREUZVRGI-MKAJENSHSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 4305-74-2
• PubChem SID: 162263860
• PubChem CID: 71317126

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: White Solid

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - G598495

L-Glycero-D-mannoheptose is a component of the O-antigenic lipopolysaccharide of Salmonella typhimurium and other gram-negative bacteria.

REFERENCES

• Teuber, M., et al.: Biochemistry, 7, 9, 3303 (1968)
• Brade, H. & Galanos, C.: Infect. Immun., 42, 250 (1968)