Thioarbutin | Solubility of Things

Identification

Molecular formula

C₂₀H₃₀N₂O₉S

CAS number

492-07-9

IUPAC name

2-hydroxybenzoate;2-[(2R,5R)-3,4,5-trihydroxy-6-[2-methoxy-1-[[(2S)-1-methylpyrrolidin-1-ium-2-carbonyl]amino]propyl]tetrahydropyran-2-yl]sulfanylethyl 2-hydroxybenzoate

State

Thioarbutin is a solid at room temperature.

Melting point (Celsius)

110.00

Melting point (Kelvin)

383.15

Boiling point (Celsius)

490.20

Boiling point (Kelvin)

763.35

General information

Molecular weight

448.50g/mol

Molar mass

448.5010g/mol

Density

1.4400g/cm³

Appearence

Thioarbutin typically appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of 2-hydroxybenzoate

The solubility of the compound 2-hydroxybenzoate, with its intricate structure, is influenced by several factors including its molecular composition, polarity, and environmental conditions. Here are some key points regarding its solubility:

Polarity: The presence of hydroxyl (-OH) groups typically increases water solubility due to the ability to form hydrogen bonds with water molecules.
Structural Complexity: The complex arrangement of functional groups in 2-[(2R,5R)-3,4,5-trihydroxy-6-[2-methoxy-1-[[(2S)-1-methylpyrrolidin-1-ium-2-carbonyl]amino]propyl]tetrahydropyran-2-yl]sulfanylethyl 2-hydroxybenzoate can affect its overall solubility behavior.
pH Dependence: This compound may demonstrate varying solubility in different pH environments; certain functional groups can be protonated or deprotonated, changing their solubility profiles.
Solvent Effects: While the compound may be soluble in water, organic solvents such as ethanol or methanol could also exhibit dissolving capabilities depending on its hydrophobic and hydrophilic balance.

In summary, the solubility of 2-hydroxybenzoate illustrates fascinating interactions between molecular structure and solvent characteristics. As a general observation, compounds with multiple hydroxyl groups tend to be more soluble in aqueous environments, yet complex structural variations must be considered when predicting solubility outcomes.

Interesting facts

Interesting Facts about 2-Hydroxybenzoate and Its Complex Derivatives

The compound 2-hydroxybenzoate, often recognized by its common name, salicylate, is a fascinating substance with diverse applications and properties. Here are some intriguing facts that highlight the importance and versatility of this compound:

Historical Significance: Salicylates have been used for centuries, with their origins traced back to the bark of willow trees. Historically, they played a crucial role in the development of aspirin, one of the most widely used medications worldwide.
Biological Activity: Salicylate is known for its anti-inflammatory and analgesic properties. It has been studied for its ability to inhibit cyclooxygenase (COX) enzymes, which are responsible for the production of pain-inducing compounds.
Complex Derivatives: The compound you mentioned features a complex structure involving multiple hydroxy groups, a pyrrolidine ring, and a tetrahydropyran moiety. This complexity offers the potential for various biological activities and enhances solubility in biological systems.
Role in Medicine: Beyond its historical use, the derivatives of salicylate, such as the one specified, are being investigated for their potential roles in drug delivery systems, where the targeting of specific cells is vital.
Green Chemistry: The synthesis of salicylates and their derivatives often incorporates principles of green chemistry. Efforts to create these compounds with minimal environmental impact reflect a growing trend in the chemical industry.

As a compound involved in both medicinal chemistry and natural product synthesis, 2-hydroxybenzoate and its derivatives highlight the interconnectedness of natural substances and synthetic innovations. The exploration of such compounds continues to unravel their potential, with each study bringing us one step closer to understanding and harnessing their properties for therapeutic advancements.