(4R,5S)-2,6-bis[hydroxy(13C)methyl](2,3,4,5,6-13C5)oxane-2,3,4,5-tetrol

• ChemBase ID: 172532
• Molecular Formular: C7H14O7
• Molecular Mass: 217.13044387
• Monoisotopic Mass: 217.09743665
• SMILES: [13CH]1([13C@H]([13C@@H]([13CH]([13C](O1)(O)[13CH2]O)O)O)O)[13CH2]O
• Canonical SMILES: O[13CH2][13CH]1O[13C](O)([13CH2]O)[13CH]([13C@H]([13C@@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/i1+1,2+1,3+1,4+1,5+1,6+1,7+1
• InChIKey: HAIWUXASLYEWLM-FUWWORSDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,5S)-2,6-bis[hydroxy(^1^3C)methyl](2,3,4,5,6-^1^3C₅)oxane-2,3,4,5-tetrol
• IUPAC Traditional name: (4R,5S)-2,6-bis[hydroxy(^1^3C)methyl](2,3,4,5,6-^1^3C₅)oxane-2,3,4,5-tetrol
• Synonyms: D-Manno-2-heptulose-13C7; (+)-Mannoheptulose-13C7; NSC 226836-13C7; D-Mannoheptulose-13C7

Database IDs

• PubChem SID: 164228442
• PubChem CID: 71749896

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

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 135-141°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M165102

Labelled Mannoheptulose (M165100). It occurs naturally in avocado fruit. It is used for normalizing insulin levels and reducing weight.

REFERENCES

• Lin, S., et al.: J. Biol. Chem., 265, 9670 (1990)
• Grimsby, J., et al.: Science, 301, 370 (1990)
• Matschinsky, F., et al.: Curr. Diabetes Rep., 5, 171 (1990)
• Matschinsky, F., et al.: Diabetes, 55, 1 (1990)