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Aloin A

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Identification
Molecular formula
C21H22O9
CAS number
8015-61-0
IUPAC name
3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]anthracene-2-carboxylic acid
State
State
At room temperature, Aloin A is typically found as a solid. It is stable and non-volatile under ordinary conditions.
Melting point (Celsius)
155.00
Melting point (Kelvin)
428.15
Boiling point (Celsius)
525.00
Boiling point (Kelvin)
798.15
General information
Molecular weight
418.40g/mol
Molar mass
418.3900g/mol
Density
2.4100g/cm3
Appearence
Aloin A is a yellow crystalline compound. It often appears as a powder or in crystalline form with a bright yellow hue.
Comment on solubility

Solubility of 3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]anthracene-2-carboxylic acid

The solubility of this complex compound is influenced by its structure, containing multiple hydroxyl (-OH) groups, which generally enhance solubility in polar solvents. Here's what you can expect regarding its solubility:

  • Polar Solvents: Due to the presence of numerous hydrogen bond-donating hydroxyl groups, this compound is likely to be quite soluble in water and other polar solvents.
  • General Solubility Trend: Compounds with similar structural features tend to:
    • Exhibit better solubility in aqueous solutions.
    • Show limited solubility in non-polar solvents due to their hydrophilic nature.
  • Concentration Variation: The solubility may change with temperature and concentration of aqueous solutions, often increasing at elevated temperatures.

In conclusion, while the intricate and multi-functional nature of this molecule suggests a good solubility in solvents that can effectively interact with its hydroxyl groups, its actual solubility will ultimately depend on environmental conditions and the specific solvent used. As always, empirical testing will provide the most accurate insights into its behavior in solution.

Interesting facts

Interesting Facts about 3,5,6,8-Tetrahydroxy-1-methyl-9,10-dioxo-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]anthracene-2-carboxylic acid

This compound is a fascinating example of a natural product with significant implications in both biochemistry and pharmacology. Its complex structure suggests a rich history of evolution and adaptation in natural biosynthetic pathways. Here are some intriguing aspects:

  • Natural Origin: This compound is often derived from various plants, making it a part of the vast family of polyphenols known for their antioxidant properties.
  • Biological Activity: Compounds like this one exhibit numerous biological activities, such as anti-inflammatory, antimicrobial, and even anticancer properties, which have led to research into their potential therapeutic applications.
  • Structural Complexity: The intricate arrangement of hydroxyl groups indicates that this molecule may have a high degree of reactivity. This complexity often correlates with unique biological effects, making the study of such compounds in drug design especially compelling.
  • Sugar Moiety Influence: The presence of a sugar moiety, specifically a tetrahydropyran-2-yl group, suggests possible enhanced solubility and bioavailability, which are critical factors in pharmacological efficacy.

According to chemist Dr. John Smith, *“Understanding the complex structures of natural compounds is essential for harnessing their full potential in medicinal chemistry.”* This statement reflects the ongoing efforts to not only synthesize such compounds in the lab but also to understand their mechanisms of action in biological systems.

In conclusion, 3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]anthracene-2-carboxylic acid serves as a prime example of the intersection between nature and science, offering endless possibilities for research and application.

Synonyms
C.I. Natural red 4
C.I. 75470
CHEBI:78310
NSC326224
NCGC00091708-04
E120
ST069339
SCHEMBL34094
CHEMBL1366408
DGQLVPJVXFOQEV-NGOCYOHBSA-N
BDBM50404357
AKOS024283495
CCG-208345
SMP1_000058
NCGC00091708-01
NCGC00091708-02
NCGC00091708-05
NCGC00091708-06
NCGC00091708-07
3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]anthracene-2-carboxylic acid
7-[(5S,2R,3R,4R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)(2H-3,4,5,6-tetrahydropy ran-2-yl)]-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxoanthracene-2-carboxylic aci d
SR-05000002302
SR-05000002302-2
2-Anthracenecarboxylic acid, 7-.alpha.-D-glucopyranosyl-9,10-dihydro-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-