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Aloeemodin-8-glucoside

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Identification
Molecular formula
C21H20O9
CAS number
70270-39-6
IUPAC name
(10R)-1,8-dihydroxy-3-(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-10H-anthracen-9-one
State
State

At room temperature, Aloeemodin-8-glucoside is typically in a solid state as a crystalline powder.

Melting point (Celsius)
261.00
Melting point (Kelvin)
534.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
416.40g/mol
Molar mass
416.3950g/mol
Density
1.8500g/cm3
Appearence

Aloeemodin-8-glucoside appears as a yellow to orange crystalline powder.

Comment on solubility

Solubility of (10R)-1,8-dihydroxy-3-(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-10H-anthracen-9-one

The solubility characteristics of this complex organic compound reveal intriguing insights into its behavior in various solvents. Understanding solubility is crucial, especially for applications in pharmacology and biochemistry. Here are some key points to consider:

  • Polarity: The presence of multiple hydroxyl (-OH) groups suggests that this compound exhibits a level of polarity. Compounds with hydroxyl groups are typically more soluble in polar solvents, such as water.
  • Hydrogen Bonding: The ability to form hydrogen bonds effectively increases solubility in polar environments. This compound can engage in hydrogen bonding with solvent molecules, enhancing its solubility.
  • Solvent Selection: It is likely to be soluble in:
    • Water - due to the hydroxyl groups promoting interactions with water molecules.
    • Ethanol - a polar solvent that can also solvate organic compounds effectively.
  • Challenges in Non-Polar Solvents: Conversely, in non-polar solvents, such as hexane or benzene, the solubility is expected to be minimal due to inadequate interaction between the compound and the solvent molecules.

In summary, this compound's solubility is influenced primarily by its functional groups and the solvent's polarity. As with many hydroxylated compounds, enhancing solubility in aqueous environments is likely a significant aspect, making it suitable for various biological and chemical processes.

Interesting facts

Interesting Facts about (10R)-1,8-dihydroxy-3-(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-10H-anthracen-9-one

This complex organic compound belongs to the class of anthraquinone derivatives, which are known for their vibrant colors and significant roles in various applications. Here are some fascinating aspects of this particular compound:

  • Biological Activity: Many anthraquinone derivatives exhibit noteworthy biological properties, such as antimicrobial, anti-inflammatory, and anticancer activities. This compound may be investigated for similar potential.
  • Natural Occurrence: Compounds in this category often occur naturally in various plants. They play crucial roles in plant metabolism and are sometimes responsible for the bright colors seen in flowers and fruits.
  • Structural Complexity: The intricate structure of this compound, featuring multiple hydroxyl groups and chiral centers, not only makes it a topic of interest in stereochemistry but also contributes to its potential reactivity.
  • Application in Dyes: Due to the vibrant colors associated with anthraquinone structures, compounds like this one have applications in dye manufacturing, particularly in textiles and inks.
  • Research Frontiers: Chemists continue to explore derivatives of anthraquinone for their potential uses in drug delivery systems and photoactive materials, making this an exciting field for future research.

As we study intricate compounds like this one, we uncover not just their chemical properties but also the potential applications that could impact various industries, from pharmaceuticals to eco-friendly dyes. The journey into the world of anthraquinones reveals a vast landscape of scientific possibilities.

Synonyms
Aloin B
28371-16-6
Isobarbaloin
UNII-69VIB0J2WK
69VIB0J2WK
BARBALOIN B
CHEBI:74131
DTXSID70904581
9(10H)-Anthracenone, 10-beta-D-glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-, (R)-
(1S)-1,5-anhydro-1-[(9R)-4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9,10-dihydroanthracen-9-yl]-D-glucitol
(1S)-1,5-anhydro-1-((9R)-4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9,10-dihydroanthracen-9-yl)-D-glucitol
DTXCID901333710
(10R)-10-beta-D-GLUCOPYRANOSYL-1,8-DIHYDROXY-3-(HYDROXYMETHYL)-9(10H)-ANTHRACENONE
9(10H)-ANTHRACENONE, 10-beta-D-GLUCOPYRANOSYL-1,8-DIHYDROXY-3-(HYDROXYMETHYL)-, (10R)-
Barbaloin
CHEMBL3617994
(R)-1,8-dihydroxy-3-(hydroxymethyl)-10-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)anthracen-9(10H)-one
(10R)-1,8-dihydroxy-3-(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-10H-anthracen-9-one
Aloin-B;Isobarbaloin
10R-beta-D-glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-9(10H)-anthracenone
Aloin, from Curacao aloe, ~50%
NCGC00183867-01
Aloin B (Standard)
Aloin B; Isobarbaloin
ALOIN B [MI]
SCHEMBL181616
Aloin BIsobarbaloin; Barbaloin
HY-N0886R
9(10H)-Anthracenone, 10-.beta.-D-glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-, (10S)-
HY-N0886
BDBM50120492
MSK164389
AKOS026749813
CS-3708
GS-6457
MA76227
NCGC00389730-01
AC-34434
NS00002298
C17778
H12077
Q27144440
1,8-Dihydroxy-10-(ss-D-glucopyranosyl)-3-(hydroxymethyl)-9(10H)-anthracenone
10-ss-D-Glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-9(10H)-anthracenone
(10R)-1,8-DIHYDROXY-3-(HYDROXYMETHYL)-10-[(2S,3R,4R,5S,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL]-9,10-DIHYDROANTHRACEN-9-ONE
(10R)-10-.BETA.-D-GLUCOPYRANOSYL-1,8-DIHYDROXY-3-(HYDROXYMETHYL)-9(10H)-ANTHRACENONE
9(10H)-ANTHRACENONE, 10-.BETA.-D-GLUCOPYRANOSYL-1,8-DIHYDROXY-3-(HYDROXYMETHYL)-, (10R)-