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Beyerglucogenin

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Identification
Molecular formula
C35H56O12
CAS number
7096-62-6
IUPAC name
3-[(3S,5R,10S,13R,14S,17R)-14-hydroxy-3-[(2S,3R,4S,5R,6S)-5-hydroxy-4-methoxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
State
State

At room temperature, Beyerglucogenin is in a solid state, generally manifesting as a crystalline powder.

Melting point (Celsius)
285.00
Melting point (Kelvin)
558.15
Boiling point (Celsius)
543.20
Boiling point (Kelvin)
816.35
General information
Molecular weight
680.83g/mol
Molar mass
680.8320g/mol
Density
1.4000g/cm3
Appearence

Beyerglucogenin is typically a white crystalline powder. It may appear slightly off-white depending on purity and sample condition. The compound is not known to have any significant odor.

Comment on solubility

Solubility of 3-[(3S,5R,10S,13R,14S,17R)-14-hydroxy-3-[(2S,3R,4S,5R,6S)-5-hydroxy-4-methoxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

The solubility of complex organic compounds like 3-[(3S,5R,10S,13R,14S,17R)-14-hydroxy-3-[(2S,3R,4S,5R,6S)-5-hydroxy-4-methoxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one can be quite intricate. Several factors influence its solubility, including:

  • Polarity: The presence of multiple hydroxyl groups suggests that this compound may have significant polar characteristics, which could enhance its solubility in polar solvents like water.
  • Hydrogen Bonding: The hydroxyl groups can engage in hydrogen bonding, potentially increasing solubility in polar solvents.
  • Molecular Structure: The large, complex structure may hinder solubility due to steric factors, even in polar solvents.
  • Functional Groups: The presence of methoxy and furan moieties can influence interactions with solvents, complicating solubility predictions.

Overall, while one might expect increased solubility due to polar functional groups, the overall molecular architecture may lead to poor solubility in common solvents.
As a result, understanding the solubility of such a compound requires a careful balance of these competing factors.

Interesting facts

Interesting Facts about 3-[(3S,5R,10S,13R,14S,17R)-14-hydroxy-3-[(2S,3R,4S,5R,6S)-5-hydroxy-4-methoxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[[2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

This compound represents a fascinating intersection of organic chemistry and natural products. Here are some striking aspects about it:

  • Stereochemistry: The compound features multiple chiral centers, indicating the rich stereochemical diversity which can lead to unique biological activities.
  • Natural Origin: Compounds like this often have their roots in natural products, such as steroids or alkaloids, which showcase the intricate design of nature's molecules.
  • Biological Relevance: Analogues of this structure may exhibit significant pharmacological effects, potentially acting as hormones or therapeutic agents. Many natural compounds with complex structures evolve as a defense mechanism in plants.
  • Bioactivity Exploration: The numerous hydroxyl groups in the molecule may contribute to its solubility and reactivity, inspiring studies into its effects on human health and disease.
  • Synthetic Methods: The synthesis of such complex compounds poses great challenges, often requiring advanced synthetic strategies and a variety of chemical transformations.

In the realm of medicinal chemistry, such intricate structures provide a wealth of opportunities for drug design and development. As the famous chemist Robert Burns Woodward once stated, "The most beautiful thing we can experience is the mysterious." This compound exemplifies that beauty in chemistry!

Synonyms
Cerberosid
Cerbroside
Cerberosid [German]
11005-70-2
BRN 1279318
3-[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-3-[(2R,3S,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
3-[(3S,5R,10S,13R,14S,17R)-14-hydroxy-3-[(2S,3R,4S,5R,6S)-5-hydroxy-4-methoxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
5-beta-Card-20(22)-enolide, 3-beta-((O-beta-D-glucopyranosyl-(1-6)-O-beta-D-glucopyranosyl-(1-2)-6-deoxy-3-O-methyl-alpha-L-glucopyranosyl)oxy)-14-hydroxy-