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D-Glucaric acid

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Identification
Molecular formula
C6H10O8
CAS number
87-73-0
IUPAC name
(2S,3R,4R,5S)-2,3,4,5-tetrahydroxy-6-oxo-hexanoic acid
State
State

At room temperature, D-Glucaric acid is a solid. It is typically in a crystalline form and is white in appearance.

Melting point (Celsius)
116.00
Melting point (Kelvin)
389.15
Boiling point (Celsius)
604.15
Boiling point (Kelvin)
877.30
General information
Molecular weight
210.14g/mol
Molar mass
210.1380g/mol
Density
1.9000g/cm3
Appearence

D-Glucaric acid commonly appears as a white, crystalline solid.

Comment on solubility

Solubility of (2S,3R,4R,5S)-2,3,4,5-tetrahydroxy-6-oxo-hexanoic acid

(2S,3R,4R,5S)-2,3,4,5-tetrahydroxy-6-oxo-hexanoic acid is an organic compound featuring multiple hydroxyl (–OH) functional groups. These hydroxyl groups play a significant role in determining the solubility of the compound in various solvents.

Key Points on Solubility:

  • Water Solubility: Due to the presence of several hydroxyl groups, this compound is generally expected to be highly soluble in water. The ability to form hydrogen bonds with water molecules enhances its solubility.
  • Solvent Compatibility: (2S,3R,4R,5S)-2,3,4,5-tetrahydroxy-6-oxo-hexanoic acid is likely insoluble in non-polar solvents, such as hexane or toluene, because of its polar nature.
  • pH Influence: The solubility of this compound can also be affected by pH levels; as an acid, its solubility may increase in more alkaline conditions where deprotonation occurs.

In conclusion, the solubility characteristics of (2S,3R,4R,5S)-2,3,4,5-tetrahydroxy-6-oxo-hexanoic acid can be summarized by its favorable interaction with polar solvents, making it useful in various applications where aqueous solubility is desired. It's important to note that the specific solubility can vary depending on the temperature and ionic strength of the solution.

Interesting facts

Interesting Facts about (2S,3R,4R,5S)-2,3,4,5-tetrahydroxy-6-oxo-hexanoic acid

(2S,3R,4R,5S)-2,3,4,5-tetrahydroxy-6-oxo-hexanoic acid is a fascinating compound with a variety of unique properties and applications in the realm of chemistry and biology. This molecule is notable for its intricate structure and the significant role it plays in various biochemical pathways. Here are some intriguing facts:

  • Stereochemistry: The specific stereochemical configuration of this compound, denoted by its (2S,3R,4R,5S) designation, plays a crucial role in its reactivity and interactions. This structural specificity often determines how it behaves in biochemical enzymatic reactions.
  • Biological Importance: This compound is a pentose analog and serves as an important intermediate in metabolic pathways, particularly in carbohydrate metabolism. It has been studied for its potential influence on glycosylation processes in glycoproteins.
  • Potential Applications: Due to its hydroxyl groups, (2S,3R,4R,5S)-2,3,4,5-tetrahydroxy-6-oxo-hexanoic acid could potentially be utilized in drug development. Compounds with multiple hydroxyl groups often exhibit significant biological activity, which makes them good candidates for pharmaceutical research.
  • Oxidation State: The presence of the keto group (the '6-oxo' part) in its structure suggests that it can undergo oxidation processes which might be harnessed in synthetic organic chemistry to create more complex molecules.
  • Studying Its Mechanisms: Researchers are actively exploring how compounds like this one can interact with enzymes, potentially leading to breakthroughs in understanding how metabolic disorders can be treated or managed.

As scientific investigations continue, (2S,3R,4R,5S)-2,3,4,5-tetrahydroxy-6-oxo-hexanoic acid stands out as a prime example of how intricate organic molecules can hold the key to significant biological functions and applications. Understanding its structure and function enables scientists to unlock new avenues in both fundamental and applied chemistry.

Synonyms
d-iduronic acid
3402-98-0
(2S,3R,4R,5S)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid
Iduronic acid, D-
F5HD8XQ3DP
8DWF4HK64B
21675-53-6
Acid, Iduronic
UNII-F5HD8XQ3DP
UNII-8DWF4HK64B
IDURONIC ACID, DL-
SCHEMBL147158
DTXSID90187632
IAJILQKETJEXLJ-LECHCGJUSA-N
FI172176
NS00122140
Q418846