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Raffinose

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Identification
Molecular formula
C18H32O16
CAS number
512-69-6
IUPAC name
(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-6-(hydroxymethyl)tetrahydropyran-2,3,5-triol
State
State

At room temperature, raffinose is a solid. It is typically found in a crystalline powder form.

Melting point (Celsius)
118.00
Melting point (Kelvin)
391.15
Boiling point (Celsius)
226.00
Boiling point (Kelvin)
499.15
General information
Molecular weight
504.44g/mol
Molar mass
504.4380g/mol
Density
1.6084g/cm3
Appearence

Raffinose is an oligosaccharide composed of glucose, galactose, and fructose. As a solid, it appears as a white crystalline powder.

Comment on solubility

Solubility Characteristics

The compound (2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-6-(hydroxymethyl)tetrahydropyran-2,3,5-triol exhibits some intriguing solubility properties:

  • Water Solubility: Due to its multiple hydroxyl (-OH) groups, this compound is expected to be highly soluble in water. The presence of these polar functional groups facilitates strong hydrogen bonding with water molecules.
  • Organic Solvents: While it is soluble in water, the compound may exhibit limited solubility in non-polar organic solvents due to its polar character, which hinders interactions with non-polar molecules.
  • pH Dependency: The solubility may vary with pH levels, as changes in the protonation state of the hydroxyl groups could influence the compound's overall solubility in aqueous solutions.
  • Temperature Influence: Like many compounds, solubility may increase with temperature. Higher temperatures can help break intermolecular forces, allowing the compound to dissolve more readily.

In conclusion, the unique structural features of this compound lead to enhanced solubility in polar solvents, particularly water. Such properties make it valuable in various applications where aqueous solubility is desirable.

Interesting facts

Interesting Facts about (2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-Dihydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-6-(hydroxymethyl)tetrahydropyran-2,3,5-triol

This complex compound is a fascinating example of nature's intricate design at the molecular level, showcasing a series of hydroxyl groups that illustrate the significance of the stereochemistry. Here are some noteworthy aspects of this compound:

  • Structural Complexity: Featuring multiple tetrahydropyran rings, this compound demonstrates how different groups can be arranged in three-dimensional space, contributing to its unique properties.
  • Biological Relevance: Compounds with similar structures often play critical roles in various biological processes, including signaling and metabolic pathways.
  • Potential Applications: The presence of multiple hydroxyl groups suggests that this compound could have interesting implications in medicinal chemistry, particularly in the development of therapeutic agents.
  • Stereoisomerism: The specified stereochemistry is essential for understanding how the molecule interacts with biological targets, as even slight variations in spatial arrangement can lead to vastly different biological activities.

As scientists, we are continually amazed by the structural diversity found in organic compounds. A quote from renowned chemist Linus Pauling highlights this fascination: "The best way to have a good idea is to have lots of ideas." Studying complex molecules like this one not only fuels our creativity but also enhances our understanding of chemical interactions in nature.

With its remarkable structure, this compound serves as a perfect example of how chemistry bridges the gap between molecular architecture and real-world applications, emphasizing the continuous journey of discovery in the realm of science.

Synonyms
SIZOFIRAN
Sonifilan
9050-67-3
(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,5-triol
Sonifilan;Sizofiran
SCHEMBL1517238
DTXSID00238184
YS46139
NCGC00532495-01
NS00126259