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D-Gluconic acid

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Identification
Molecular formula
C6H12O7
CAS number
526-95-4
IUPAC name
(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid
State
State

At room temperature, D-Gluconic acid is typically found in a solid state as a powder. However, it can also be in a liquid form, especially in aqueous solutions or when it absorbs moisture from the air due to its hygroscopic nature.

Melting point (Celsius)
131.00
Melting point (Kelvin)
404.15
Boiling point (Celsius)
100.00
Boiling point (Kelvin)
373.15
General information
Molecular weight
196.16g/mol
Molar mass
196.1560g/mol
Density
1.5400g/cm3
Appearence

D-Gluconic acid typically appears as a white or colorless crystalline powder. It is known for being hygroscopic, meaning it has the ability to absorb moisture from the air. It is soluble in water and forms a clear solution. Its texture is typically smooth, and it can sometimes be found in a syrupy liquid form.

Comment on solubility

Solubility of (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid

(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid, characterized by its multiple hydroxyl groups, exhibits a notable affinity for water. This compound's solubility can be attributed to the following factors:

  • Hydroxyl Groups: The presence of five hydroxyl (–OH) groups significantly enhances its ability to form hydrogen bonds with water, improving its solubility.
  • Molecular Structure: The straight-chain structure allows for effective interaction with solvent molecules, further facilitating solvation.
  • Polar Nature: As a polar compound, it tends to dissolve easily in polar solvents like water.

In aqueous solutions, (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid readily dissolves and remains stable due to the stabilizing effects of solvation. However, it may exhibit limited solubility in non-polar solvents, illustrating the principle of "like dissolves like."

In summary, the solubility of (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid can be summarized as:

  1. Highly soluble in water
  2. Poorly soluble in non-polar solvents

This characteristic makes it an interesting compound for various applications in biochemical and pharmaceutical fields, where solubility plays a critical role in functionality.

Interesting facts

Interesting Facts about (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid

(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid, often referred to as a sugar acid, is a fascinating compound with a rich biochemical history. Here are some engaging insights:

  • Structural Complexity: This compound contains five hydroxyl groups, which contributes to its high reactivity and the formation of various derivatives. Its multiple chiral centers give rise to several stereoisomers, making it a subject of interest in stereochemistry.
  • Natural Occurrence: It is commonly found in certain natural products, particularly in various polysaccharides and glycoproteins. This exemplifies its importance in biological systems.
  • Biological Role: The compound plays a significant role in metabolic pathways. It is involved in energy production and serves as an intermediate in carbohydrate metabolism, showcasing its importance in biochemistry.
  • Potential Applications: Researchers are investigating its potential uses in pharmaceuticals and biotechnology. As a multifunctional compound, it could lead to the development of new drugs and health supplements.
  • Research and Studies: Studies have shown that derivatives of this compound may have antibacterial and antiviral properties, making it a candidate for therapeutic applications.

In summary, (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid is not merely a chemical structure; it is a compound rich in potential and significance within medicinal chemistry and biotechnology. Its structural intricacies and biochemical relevance render it a topic worth studying further.

Synonyms
gluconic acid
D-gluconic acid
526-95-4
dextronic acid
maltonic acid
Glycogenic acid
(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid
Glosanto
Pentahydroxycaproic acid
Gluconic acid, D-
Glyconic acid
133-42-6
HSDB 487
BRN 1726055
EINECS 208-401-4
UNII-R4R8J0Q44B
NSC 77381
R4R8J0Q44B
DTXSID8027169
CHEBI:33198
2,3,4,5,6-Pentahydroxyhexanoic acid
GLUCONAL GA-50
DTXCID307169
INS NO.574
DTXSID8042000
INS-574
EC 208-401-4
4-03-00-01255 (Beilstein Handbook Reference)
NSC-77381
E-574
GLUCONIC ACID (MART.)
GLUCONIC ACID [MART.]
NSC77381
Pesticide Code: 000104
CHEBI:24266
DTXCID201012074
208-401-4
gluconate
D-Gluco-hexonic acid
Gluconic acid (VAN)
D-Gluconsaeure
D-Glukonsaeure
Hexonic acid
Dextronate
Glycogenate
Glyconate
Maltonate
GCO
D-Gluconic Acid (50% in Water)
124423-64-9
sodium-gluconate
ketogluconic acid
D-?Gluconic acid
Pentahydroxycaproate
MFCD00004240
SCHEMBL971
bmse000084
GLUCONIC ACID [MI]
GLUCONIC ACID [HSDB]
50% in H2O
GLUCONIC ACID [VANDF]
CHEMBL464345
D-Gluconic acid 50% in water
GLUCONIC ACID [WHO-DD]
GluconicAcid(containsGluconolactone)
HY-Y0569
2,3,4,5,6-pentahydroxy-hexanoate
Tox21_202745
s3595
2,3,4,5,6-Pentahydroxycaproic acid
AKOS015895892
DB13180
2,3,4,5,6-pentahydroxy-hexanoic acid
GLUCONIC ACID (50% IN WATER)
Gluconic Acid (contains Gluconolactone)
NCGC00260293-01
CAS-526-95-4
E574
CS-0015343
G0036
NS00008847
2,3,4,5,6-Pentahydroxycaproic acid solution
C00257
D70789
SBI-0635367.0002
EN300-7392806
Q407569
BRD-K93201765-001-01-0
6E52B5FC-5676-4139-977A-4D643EDDB159