(3S,4S,5S,6R)-2,6-bis(hydroxymethyl)oxane-2,3,4,5-tetrol

• ChemBase ID: 154064
• Molecular Formular: C7H14O7
• Molecular Mass: 210.18186
• Monoisotopic Mass: 210.07395279
• SMILES: C([C@@H]1[C@H]([C@@H]([C@@H](C(O1)(CO)O)O)O)O)O
• Canonical SMILES: OC[C@H]1OC(O)(CO)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C7H14O7/c8-1-3-4(10)5(11)6(12)7(13,2-9)14-3/h3-6,8-13H,1-2H2/t3-,4-,5+,6+,7?/m1/s1
• InChIKey: HAIWUXASLYEWLM-BWSJPXOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S,5S,6R)-2,6-bis(hydroxymethyl)oxane-2,3,4,5-tetrol
• IUPAC Traditional name: (3S,4S,5S,6R)-2,6-bis(hydroxymethyl)oxane-2,3,4,5-tetrol
• Synonyms: D-Manno-2-heptulose; D-Mannoheptulose

Database IDs

• CAS Number: 3615-44-9
• EC Number: 222-795-5
• MDL Number: MFCD00037814
• Beilstein Number: 1726433
• PubChem SID: 162248203
• PubChem CID: 11390178

CALCULATED PROPERTIES

• Acid pKa: 10.283604
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -3.3883414
• LogD (pH = 7.4): -3.388901
• Log P: -3.3883343
• Molar Refractivity: 42.3233 cm^3
• Polarizability: 17.671268 Å^3
• Polar Surface Area: 130.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (HPLC)
• Empirical Formula (Hill Notation): C7H14O7

DETAILS

Sigma Aldrich - 97318

Application
D-Mannoheptulose, a heptose, is used as a hexokinase inhibitor (like glucosamine) in studies on glucose metabolism, glucose signaling and glucose sensing mechanisms.