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Isomalt

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Identification
Molecular formula
C12H24O11
CAS number
64519-82-0
IUPAC name
(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2,3,4,5-tetrol
State
State

At room temperature, Isomalt is a solid compound. As a sugar alcohol (polyol), it is often used in its solid form in confectionery and baking applications.

Melting point (Celsius)
145.00
Melting point (Kelvin)
418.15
Boiling point (Celsius)
710.00
Boiling point (Kelvin)
983.15
General information
Molecular weight
344.31g/mol
Molar mass
344.3130g/mol
Density
1.4818g/cm3
Appearence

Isomalt appears as a white, crystalline substance or a white amorphous powder. It is often used in food products where it takes a granular form similar to sugar crystals. It has no odor.

Comment on solubility

Solubility of (2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2,3,4,5-tetrol

The solubility characteristics of the compound (2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2,3,4,5-tetrol are largely influenced by its multiple hydroxyl groups and intricate stereochemistry. As a polyol, this compound exhibits the following solubility behaviors:

  • High Water Solubility: Due to the presence of numerous hydroxyl (-OH) groups, which can form hydrogen bonds with water molecules, the compound is expected to have high solubility in aqueous environments.
  • Limited Organic Solubility: Although it is water-soluble, solubility in organic solvents may be significantly reduced due to the polarity imparted by the hydroxyl groups.
  • pH Sensitivity: The solubility may also depend on the pH of the solution, as changes in pH can affect the ionization and hydrogen bonding patterns of the compound.

In summary, the complex structure and the predominant presence of hydroxyl groups highlight the potential for high solubility in polar solvents, especially water, while also suggesting a lower solubility in nonpolar organic solvents. This solubility profile makes it particularly interesting for applications in the pharmaceutical and biochemical fields.

Interesting facts

Exploring the Fascinating Compound: (2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2,3,4,5-tetrol

This compound, rich in complexity, belongs to a family of carbohydrates known for their diverse biological roles and functions. Here are some interesting facts that showcase its significance:

  • Structural Complexity: The compound possesses multiple stereocenters, making it an exemplary case of stereoisomerism, which plays a crucial role in its reactivity and interaction with biological systems.
  • Biological Importance: Compounds like this are often studied for their potential as glycosides, which can serve as important signaling molecules or metabolites in physiological processes.
  • Reaction Pathways: The interesting arrangement of hydroxy groups (trihydroxy) enables this compound to participate in various reactions, such as glycosylation, contributing to the synthesis of more complex biomolecules.
  • Pharmaceutical Potential: The active functional groups suggest that it may exhibit therapeutic properties, making it a candidate for drug development focused on antimicrobial or antidiabetic applications.
  • Natural Origins: Analogues of this compound can be found in various natural sources, indicating its ecological relevance and potential as a template for synthetic modifications.

As a compound featuring a tetrahydropyran structure, it reflects the elegance and diversity of organic chemistry, revealing a world where small changes in structure can lead to drastically different behaviors—and that is where the beauty of chemistry truly lies!

Synonyms
6-O-beta-D-Galactopyranosyl-D-galactose
Galalpha1-6Glcbeta
Gal-alpha1-6-Glc-beta
CHEBI:61827
alpha-D-Galp-(1->6)-beta-D-Glcp
(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol
13299-21-3
O(6)-alpha-D-galactopyranosyl-beta-D-glucopyranose
6-[[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol;hydrate
beta-melibiose
1ugy
Gala1-6Glcb
?-MELIBIOSE
Epitope ID:167069
SCHEMBL38974
DLRVVLDZNNYCBX-ZZFZYMBESA-N
DTXSID701267541
13299-20-2
CCG-214467
AS-79432
DA-65329
NS00043089
6-O-alpha-D-galactopyranosyl-beta-D-glucopyranose
Q662425
6-O-I+/--D-Galactopyranosyl-I(2)-D-glucopyranose
beta-D-Glucopyranose, 6-O-alpha-D-galactopyranosyl-
alpha-D-galactopyranosyl-(1->6)-beta-D-glucopyranose
(2R,3R,4S,5S,6R)-6-((((2S,3R,4S,5R,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetraol