(2R,3S,4S,5R)-2,5-bis(hydroxymethyl)oxolane-2,3,4-triol; (3R,4S,5S,6R)-2-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 132394
• Molecular Formular: C18H34O17
• Molecular Mass: 522.45236
• Monoisotopic Mass: 522.17959963
• SMILES: C([C@@H]1[C@H]([C@@H]([C@H](C(O1)O[C@]1([C@H]([C@@H]([C@H](O1)CO)O)O)CO)O)O)O)O.C([C@@H]1[C@H]([C@@H]([C@](O1)(CO)O)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@]([C@H]([C@@H]1O)O)(CO)OC1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O.OC[C@H]1O[C@]([C@H]([C@@H]1O)O)(O)CO
• InChI: InChI=1S/C12H22O11.C6H12O6/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12;7-1-3-4(9)5(10)6(11,2-8)12-3/h4-11,13-20H,1-3H2;3-5,7-11H,1-2H2/t4-,5-,6-,7-,8+,9-,10+,11?,12+;3-,4-,5+,6-/m11/s1
• InChIKey: TUULCWHRUVPVEB-UGWHTDGHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R)-2,5-bis(hydroxymethyl)oxolane-2,3,4-triol; (3R,4S,5S,6R)-2-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (3R,4S,5S,6R)-2-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol; fructose
• Synonyms: Inulin from dahlia tubers; Inulin; Inulin from chicory; 菊粉 来源于大丽花块茎; 菊粉; 菊粉 来源于苣荬菜

Database IDs

• CAS Number: 9005-80-5
• EC Number: 232-684-3
• MDL Number: MFCD00131407
• Merck Index: 145004
• PubChem SID: 162226671; 24896045; 24895969
• PubChem CID: 16219508

CALCULATED PROPERTIES

• Acid pKa: 11.84128
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -4.5288353
• LogD (pH = 7.4): -4.5288506
• Log P: -4.528835
• Molar Refractivity: 68.7741 cm^3
• Polarizability: 28.969793 Å^3
• Polar Surface Area: 189.53 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Optical Rotation: [α]/D ≤-40°, c = 2 in H2O(lit.); [α]20/D -37.0±2°, c = 6.5% in H2O

Safety Information

• German water hazard class: 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Ignition Residue: ≤0.2%; ≤0.5%
• Loss on Drying: ~10% loss on drying; ~5% loss on drying
• Quality Level: PREMIUM
• Mol. Weight: Mr ~5000
• Linear Formula: (C6H10O5)n

DETAILS

Sigma Aldrich - I2255

Application
Potential replacement for high fructose corn syrup due to its prebiotic function and similar structural characteristics to corn syrup.1
Biochem/physiol Actions
A heterogeneous blend of fructose polymers that function as plant storage carbohydrates.2

Sigma Aldrich - 57614

Other Notes
Polysaccharide reserve of Compositae.; Inulin containing plants as alternative resources1; Suitable for the production of fructose syrups, review2; Potentials for non-food utilization of fructose and inulin, review3

Sigma Aldrich - 57610

Application
Potential replacement for high fructose corn syrup due to its prebiotic function and similar structural characteristics to corn syrup.1
Biochem/physiol Actions
A heterogeneous blend of fructose polymers that function as plant storage carbohydrates.2
Other Notes
Raw material for the production of fructose syrups, a review3,4,5